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Set behind gates on Westside Road and tucked along a private lane in the sought-after Madrona Knolls neighborhood, this Healdsburg residence offers a rare combination of privacy, natural beauty, and close-to-town convenience. Surrounded by mature landscaping with dogwoods, citrus and plum trees, azaleas, rhododendrons, roses, and seasonal color, the setting feels peaceful and established while remaining just minutes from Healdsburg Plaza, acclaimed dining, tasting rooms, and boutique shopping. Inside, soaring approximately 25-foot windows in the great room frame sweeping southern valley views, distant mountains, memorable sunrises, and the changing light across the landscape. Abundant natural light, rich hardwood flooring, and generous living spaces create an atmosphere that is both comfortable and refined. Designed for everyday living as well as entertaining, the home offers four bedrooms and three baths, including two spacious primary suites positioned on opposite ends for privacy and flexibility. At the center of the home, the kitchen, dining, and great room connect naturally and flow to expansive view decks and outdoor gathering spaces. A private wine cellar with tasting area adds to the wine country setting, while the gated grounds provide a sense of retreat. A distinctive offering in one of Healdsburg's most desirable hillside neighborhoods.

4 Beds ⋅ 4 Baths ⋅ 326031365 MLS

Set behind gates on Westside Road and tucked along a private lane in the sought-after Madrona Knolls neighborhood, this Healdsburg residence offers a rare combination of privacy, natural beauty, and close-to-town convenience. Surrounded by mature landscaping with dogwoods, citrus and plum trees, azaleas, rhododendrons, roses, and seasonal color, the setting feels peaceful and established while remaining just minutes from Healdsburg Plaza, acclaimed dining, tasting rooms, and boutique shopping. Inside, soaring approximately 25-foot windows in the great room frame sweeping southern valley views, distant mountains, memorable sunrises, and the changing light across the landscape. Abundant natural light, rich hardwood flooring, and generous living spaces create an atmosphere that is both comfortable and refined. Designed for everyday living as well as entertaining, the home offers four bedrooms and three baths, including two spacious primary suites positioned on opposite ends for privacy and flexibility. At the center of the home, the kitchen, dining, and great room connect naturally and flow to expansive view decks and outdoor gathering spaces. A private wine cellar with tasting area adds to the wine country setting, while the gated grounds provide a sense of retreat. A distinctive offering in one of Healdsburg's most desirable hillside neighborhoods.

1017 Westside Rd, Healdsburg

$2,795,000

Imagine waking up at 280 Long Acres Place, where the morning sun clears the peak of the Mayacamas Mountains and pours through the home's soaring ceilings. The sheer volume of the great room reflects the vastness of the rolling eastern ridges just outside your window, creating an atmosphere of effortless, airy luxury. This isn't just a house; it's a lifestyle curated for the connoisseur. After a day exploring local vineyards, you return to the Sunset Breeze estate to select a vintage from one of your two professional wine cellars. With a 1,000+ bottle capacity, your collection finally has a gallery of its own. The main residence is both grand and functional, featuring 3 spacious bedrooms and 4 bathrooms, plus a private office designed for quiet focus. When the weekend arrives, the party naturally flows from the high-volume interiors onto the expansive entertaining deck, where the mountain views provide a dramatic backdrop for starlit dinners. For your guests, the 480 sq. ft. detached casita offers total autonomy with its own kitchenette and full baththough it's equally suited as a high-end home gym or creative studio. Moments from the world-class dining of Healdsburg Plaza, this estate offers the rare balance of away from it all and in the heart of it.

4 Beds ⋅ 5 Baths ⋅ 326031086 MLS

Imagine waking up at 280 Long Acres Place, where the morning sun clears the peak of the Mayacamas Mountains and pours through the home's soaring ceilings. The sheer volume of the great room reflects the vastness of the rolling eastern ridges just outside your window, creating an atmosphere of effortless, airy luxury. This isn't just a house; it's a lifestyle curated for the connoisseur. After a day exploring local vineyards, you return to the Sunset Breeze estate to select a vintage from one of your two professional wine cellars. With a 1,000+ bottle capacity, your collection finally has a gallery of its own. The main residence is both grand and functional, featuring 3 spacious bedrooms and 4 bathrooms, plus a private office designed for quiet focus. When the weekend arrives, the party naturally flows from the high-volume interiors onto the expansive entertaining deck, where the mountain views provide a dramatic backdrop for starlit dinners. For your guests, the 480 sq. ft. detached casita offers total autonomy with its own kitchenette and full baththough it's equally suited as a high-end home gym or creative studio. Moments from the world-class dining of Healdsburg Plaza, this estate offers the rare balance of away from it all and in the heart of it.

280 Long Acres Pl, Healdsburg

$6,900,000

Price improvement! Exceptional opportunity to own an established 10-room inn in the heart of internationally acclaimed Healdsburg, Sonoma County. Set on over an acre, this inviting property blends timeless charm with modern comfort. Guests enjoy serene garden settings, welcoming common areas and a short walk to the vibrant town plaza offering boutique shops, art galleries, acclaimed restaurants and wine tasting. As well as a vibrant mix of year-round special events, live music and community gatherings. Ideally situated near the airport, Lake Sonoma, and the Russian river, providing both convenience and access to outdoor recreation. Rarely found in this prime location, the expansive grounds offer significant potential for future expansion or enhancement, appealing to investors, developers, or owner-operators seeking a lifestyle hospitality. A turnkey operation with strong appeal as a boutique lodging destination, private retreat or corporate getaway.

10 Beds ⋅ 11 Baths ⋅ 326030556 MLS

Price improvement! Exceptional opportunity to own an established 10-room inn in the heart of internationally acclaimed Healdsburg, Sonoma County. Set on over an acre, this inviting property blends timeless charm with modern comfort. Guests enjoy serene garden settings, welcoming common areas and a short walk to the vibrant town plaza offering boutique shops, art galleries, acclaimed restaurants and wine tasting. As well as a vibrant mix of year-round special events, live music and community gatherings. Ideally situated near the airport, Lake Sonoma, and the Russian river, providing both convenience and access to outdoor recreation. Rarely found in this prime location, the expansive grounds offer significant potential for future expansion or enhancement, appealing to investors, developers, or owner-operators seeking a lifestyle hospitality. A turnkey operation with strong appeal as a boutique lodging destination, private retreat or corporate getaway.

25 W Grant St, Healdsburg

$6,900,000

Price improvement! Exceptional opportunity to own an established 10-room inn in the heart of internationally acclaimed Healdsburg, Sonoma County. Set on over an acre, this inviting property blends timeless charm with modern comfort. Guests enjoy serene garden settings, welcoming common areas and a short walk to the vibrant town plaza offering boutique shops, art galleries, acclaimed restaurants and wine tasting. As well as a vibrant mix of year-round special events, live music and community gatherings. Ideally situated near the airport, Lake Sonoma, and the Russian river, providing both convenience and access to outdoor recreation. Rarely found in this prime location, the expansive grounds offer significant potential for future expansion or enhancement, appealing to investors, developers, or owner-operators seeking a lifestyle hospitality. A turnkey operation with strong appeal as a boutique lodging destination, private retreat or corporate getaway.

326030482 MLS

Price improvement! Exceptional opportunity to own an established 10-room inn in the heart of internationally acclaimed Healdsburg, Sonoma County. Set on over an acre, this inviting property blends timeless charm with modern comfort. Guests enjoy serene garden settings, welcoming common areas and a short walk to the vibrant town plaza offering boutique shops, art galleries, acclaimed restaurants and wine tasting. As well as a vibrant mix of year-round special events, live music and community gatherings. Ideally situated near the airport, Lake Sonoma, and the Russian river, providing both convenience and access to outdoor recreation. Rarely found in this prime location, the expansive grounds offer significant potential for future expansion or enhancement, appealing to investors, developers, or owner-operators seeking a lifestyle hospitality. A turnkey operation with strong appeal as a boutique lodging destination, private retreat or corporate getaway.

25 W Grant St, Healdsburg

$6,900,000

Price improvement! Exceptional opportunity to own an established 10-room inn in the heart of internationally acclaimed Healdsburg, Sonoma County. Set on over an acre, this inviting property blends timeless charm with modern comfort. Guests enjoy serene garden settings, welcoming common areas and a short walk to the vibrant town plaza offering boutique shops, art galleries, acclaimed restaurants and wine tasting. As well as a vibrant mix of year-round special events, live music and community gatherings. Ideally situated near the airport, Lake Sonoma, and the Russian river, providing both convenience and access to outdoor recreation. Rarely found in this prime location, the expansive grounds offer significant potential for future expansion or enhancement, appealing to investors, developers, or owner-operators seeking a lifestyle hospitality. A turnkey operation with strong appeal as a boutique lodging destination, private retreat or corporate getaway.

326026590 MLS

Price improvement! Exceptional opportunity to own an established 10-room inn in the heart of internationally acclaimed Healdsburg, Sonoma County. Set on over an acre, this inviting property blends timeless charm with modern comfort. Guests enjoy serene garden settings, welcoming common areas and a short walk to the vibrant town plaza offering boutique shops, art galleries, acclaimed restaurants and wine tasting. As well as a vibrant mix of year-round special events, live music and community gatherings. Ideally situated near the airport, Lake Sonoma, and the Russian river, providing both convenience and access to outdoor recreation. Rarely found in this prime location, the expansive grounds offer significant potential for future expansion or enhancement, appealing to investors, developers, or owner-operators seeking a lifestyle hospitality. A turnkey operation with strong appeal as a boutique lodging destination, private retreat or corporate getaway.

25 W Grant St, Healdsburg

$1,495,000

Welcome to your private retreat nestled in the heart of Healdsburg's stunning wine country. This rare offering presents an extraordinary opportunity to create your dream estate amid rolling vineyards and serene natural beauty. With expansive land to bring your vision to life, this property invites endless possibilities. Architectural plans are on file to build a 4 bedroom main house, 2 bedroom guest house, and a detached garage with an upstairs office/studio with bathroom and kitchenette. One of the standout features is the luxurious infinity pool, perfectly positioned to take in the sweeping hillside views. Imagine relaxing poolside, watching the sun set over the rolling landscape, an everyday escape to tranquility. Located along the scenic Chalk Hill Road, this property combines privacy and convenience while offering access to the unmatched beauty of the surrounding area. Whether you're seeking a quiet retreat, a weekend escape, or a foundation for creating your dream estate, this land has the potential to cultivate the lifestyle you've always envisioned. Discover the perfect blend of natural beauty and possibility. It's more than a property, it's an invitation to inspired living. Don't miss this opportunity to create your own slice of paradise in one of Sonoma County's most picturesque regions. *Architectural rendering and pool have been virtually enhanced.

326031492 MLS

Welcome to your private retreat nestled in the heart of Healdsburg's stunning wine country. This rare offering presents an extraordinary opportunity to create your dream estate amid rolling vineyards and serene natural beauty. With expansive land to bring your vision to life, this property invites endless possibilities. Architectural plans are on file to build a 4 bedroom main house, 2 bedroom guest house, and a detached garage with an upstairs office/studio with bathroom and kitchenette. One of the standout features is the luxurious infinity pool, perfectly positioned to take in the sweeping hillside views. Imagine relaxing poolside, watching the sun set over the rolling landscape, an everyday escape to tranquility. Located along the scenic Chalk Hill Road, this property combines privacy and convenience while offering access to the unmatched beauty of the surrounding area. Whether you're seeking a quiet retreat, a weekend escape, or a foundation for creating your dream estate, this land has the potential to cultivate the lifestyle you've always envisioned. Discover the perfect blend of natural beauty and possibility. It's more than a property, it's an invitation to inspired living. Don't miss this opportunity to create your own slice of paradise in one of Sonoma County's most picturesque regions. *Architectural rendering and pool have been virtually enhanced.

10443 Chalk Hill Rd, Healdsburg

$550,000

Perched in the hills above the Russian River and Dry Creek Valleys, 6600 Mill Creek Road offers a rare opportunity to own 54 acres of private, restored woodland with panoramic views. The elevated build site boasts sweeping vistas of forested ridgelines, offering a stunning backdrop for your future estate. Peaceful and secluded, the property provides a true sense of escapeyet is just minutes from the heart of Healdsburg. This land is a testament to resilienceemerging renewed after the 2020 Walbridge Fire. Now beautifully restored, the setting invites you to build your dream home surrounded by towering redwoods and natural beauty. Essential infrastructure is already in place: a productive 17.1-gallon-per-minute well, a 10,000-gallon concrete water tank, and septic for 3-bedroom residence, making this an ideal canvas for your private retreat.

326031415 MLS

Perched in the hills above the Russian River and Dry Creek Valleys, 6600 Mill Creek Road offers a rare opportunity to own 54 acres of private, restored woodland with panoramic views. The elevated build site boasts sweeping vistas of forested ridgelines, offering a stunning backdrop for your future estate. Peaceful and secluded, the property provides a true sense of escapeyet is just minutes from the heart of Healdsburg. This land is a testament to resilienceemerging renewed after the 2020 Walbridge Fire. Now beautifully restored, the setting invites you to build your dream home surrounded by towering redwoods and natural beauty. Essential infrastructure is already in place: a productive 17.1-gallon-per-minute well, a 10,000-gallon concrete water tank, and septic for 3-bedroom residence, making this an ideal canvas for your private retreat.

6600 Mill Creek Rd, Healdsburg

$1,700,000

Discover a rare opportunity to own 180.43 acres across two separate legal parcels (99.12 and 81.31 acres), each featuring a beautiful, thoughtfully positioned view building site that captures sweeping vistas of rolling hills, vineyards, and the surrounding Wine Country landscape. The elevated homesites offer a sense of privacy, scale, and natural beautyideal for creating a truly special estate or multi-residence compound. Each parcel provides a distinct and compelling setting for a custom residence, with orientations designed to maximize views, sunlight, and privacy. Whether envisioning a primary estate with a secondary residence or a generational compound across both parcels, the property offers flexibility and long-term potential. Pre perc testing in process with 8-10 bed septic capacity expected. Buyer to verify. The land is supported by two wells and power available at the street, providing a strong foundation for future development. The expansive acreage allows for the creation of curated outdoor living spaces, gardens, and recreational amenities, all set within a serene and private environment. Ideally located just minutes from the Healdsburg Plaza, the property also enjoys close proximity to the Dry Creek General Store, Lake Sonoma, and the renowned wineries of Dry Creek Valley. This unique combination of scale, setting, and location presents an exceptional opportunity to establish a legacy Wine Country estate.

326030396 MLS

Discover a rare opportunity to own 180.43 acres across two separate legal parcels (99.12 and 81.31 acres), each featuring a beautiful, thoughtfully positioned view building site that captures sweeping vistas of rolling hills, vineyards, and the surrounding Wine Country landscape. The elevated homesites offer a sense of privacy, scale, and natural beautyideal for creating a truly special estate or multi-residence compound. Each parcel provides a distinct and compelling setting for a custom residence, with orientations designed to maximize views, sunlight, and privacy. Whether envisioning a primary estate with a secondary residence or a generational compound across both parcels, the property offers flexibility and long-term potential. Pre perc testing in process with 8-10 bed septic capacity expected. Buyer to verify. The land is supported by two wells and power available at the street, providing a strong foundation for future development. The expansive acreage allows for the creation of curated outdoor living spaces, gardens, and recreational amenities, all set within a serene and private environment. Ideally located just minutes from the Healdsburg Plaza, the property also enjoys close proximity to the Dry Creek General Store, Lake Sonoma, and the renowned wineries of Dry Creek Valley. This unique combination of scale, setting, and location presents an exceptional opportunity to establish a legacy Wine Country estate.

West Dry Creek Road, Healdsburg

$2,995,000

Buchignani Ranch & Vineyards, an exceptional 389 +/-acre diverse legacy ranch in Sonoma's Alexander Valley & Dry Creek AVA, offers unmatched viticultural heritage and serene seclusion. This third-generation haven features 24 +/- acres of 1940's & 50's planted Old-Vine Zinfandel and Carignane, producing Ridge Vineyards' acclaimed wines (93-95 points) Fruit contracts available. Spanning two parcels (152 & 237 acres +/-) with 40-acre minimum subdivision potential, the ranch boasts rolling grasslands with large valley oaks, redwoods, fir, and madrone forests, and a large 16 +/- acre foot lake/reservoir fed by a crystal-clear redwood lined creek. A 2,500 sq ft, 2-bed, 2-bath farmhouse awaits transformation, while 43 acres +/- of premium coveted hillside plantable land and RRD & LIA zoning support vineyard expansion or a boutique winery. Pristine building sites overlooking Alexander Valley, Mt St Helena and Geysers Peak. Adjacent to 16,000-acre Lake Sonoma Recreation Area, ensuring privacy with minimal road noise. Large gravity flow spring water. Minutes from Geyserville's charm and Healdsburg's luxury, with paved county road access, this retreat blends income from Ridge contracts and vast potential for vintners, investors, or wine country visionaries.

326029037 MLS

Buchignani Ranch & Vineyards, an exceptional 389 +/-acre diverse legacy ranch in Sonoma's Alexander Valley & Dry Creek AVA, offers unmatched viticultural heritage and serene seclusion. This third-generation haven features 24 +/- acres of 1940's & 50's planted Old-Vine Zinfandel and Carignane, producing Ridge Vineyards' acclaimed wines (93-95 points) Fruit contracts available. Spanning two parcels (152 & 237 acres +/-) with 40-acre minimum subdivision potential, the ranch boasts rolling grasslands with large valley oaks, redwoods, fir, and madrone forests, and a large 16 +/- acre foot lake/reservoir fed by a crystal-clear redwood lined creek. A 2,500 sq ft, 2-bed, 2-bath farmhouse awaits transformation, while 43 acres +/- of premium coveted hillside plantable land and RRD & LIA zoning support vineyard expansion or a boutique winery. Pristine building sites overlooking Alexander Valley, Mt St Helena and Geysers Peak. Adjacent to 16,000-acre Lake Sonoma Recreation Area, ensuring privacy with minimal road noise. Large gravity flow spring water. Minutes from Geyserville's charm and Healdsburg's luxury, with paved county road access, this retreat blends income from Ridge contracts and vast potential for vintners, investors, or wine country visionaries.

Dutcher Creek Road, Healdsburg

$5,900,000

Dry Creek Valley winery development and large river park meadow 7 acres +/- with private estate residence building site. Nestled along scenic Dry Creek Road with direct frontage on both Dry Creek Road and the picturesque Dry Creek river itself, this 40-acre vineyard estate has the potentially to be subdivided into two twenty acre +/- parcels and offers a rare, fully permitted opportunity to develop a world-class winery on one of Sonoma County's premier sites in the heart of Healdsburg's renowned Dry Creek Valley. Currently planted to approximately 37.5 +/- acres of high-quality vines (including Block 2 Old Vine Zinfandel planted in 1953, newer Zinfandel blocks, Merlot, Petite Sirah, and Primitivo), the property has consistently delivered 112-130 tons of premium fruit annually in recent years. Fruit contracts are available. The mature, the terroir produce exceptional grapes ideal for estate bottling. What truly distinguishes this offering is the long-standing approved Sonoma County use permit for a single 17,000+/- sq ft winery building that includes an attached tasting room and retail space, with a maximum annual production capacity of 25,000 cases. Detailed architectural plans (elevations, floor plans, and site layout are included, featuring board-and-batten siding with cedar stain, corrugated iron roofing, natural wood exposed structures, and thoughtful integration into the rolling landscape. The approved site plan provides for tasting/veranda areas, flagstone events space, ample parking & loading, Public tasting, retail sales, agricultural promotional events, and limited weddings/special events expressly permitted, the infrastructure is in place to launch or expand an immediate wine business. Recent engineering and improvement permits confirm ongoing project readiness. Dramatic aerial views reveal orderly vine rows hugging the Dry Creek riverbank setting with beach access and open meadows in a park setting, mature oak trees and sweeping hill vistas perfect for creating an iconic estate winery and tasting destination. Whether you are an established vintner ready to build your label or a visionary buyer seeking to realize the long-planned Hales Winery, this turn-key permitted property with prime Dry Creek Road and Dry Creek river frontage in the heart of Zinfandel country represents a singular opportunity. All plans, permits, and production history are available for immediate review.

326023132 MLS

Dry Creek Valley winery development and large river park meadow 7 acres +/- with private estate residence building site. Nestled along scenic Dry Creek Road with direct frontage on both Dry Creek Road and the picturesque Dry Creek river itself, this 40-acre vineyard estate has the potentially to be subdivided into two twenty acre +/- parcels and offers a rare, fully permitted opportunity to develop a world-class winery on one of Sonoma County's premier sites in the heart of Healdsburg's renowned Dry Creek Valley. Currently planted to approximately 37.5 +/- acres of high-quality vines (including Block 2 Old Vine Zinfandel planted in 1953, newer Zinfandel blocks, Merlot, Petite Sirah, and Primitivo), the property has consistently delivered 112-130 tons of premium fruit annually in recent years. Fruit contracts are available. The mature, the terroir produce exceptional grapes ideal for estate bottling. What truly distinguishes this offering is the long-standing approved Sonoma County use permit for a single 17,000+/- sq ft winery building that includes an attached tasting room and retail space, with a maximum annual production capacity of 25,000 cases. Detailed architectural plans (elevations, floor plans, and site layout are included, featuring board-and-batten siding with cedar stain, corrugated iron roofing, natural wood exposed structures, and thoughtful integration into the rolling landscape. The approved site plan provides for tasting/veranda areas, flagstone events space, ample parking & loading, Public tasting, retail sales, agricultural promotional events, and limited weddings/special events expressly permitted, the infrastructure is in place to launch or expand an immediate wine business. Recent engineering and improvement permits confirm ongoing project readiness. Dramatic aerial views reveal orderly vine rows hugging the Dry Creek riverbank setting with beach access and open meadows in a park setting, mature oak trees and sweeping hill vistas perfect for creating an iconic estate winery and tasting destination. Whether you are an established vintner ready to build your label or a visionary buyer seeking to realize the long-planned Hales Winery, this turn-key permitted property with prime Dry Creek Road and Dry Creek river frontage in the heart of Zinfandel country represents a singular opportunity. All plans, permits, and production history are available for immediate review.

4304 Dry Creek Rd, Healdsburg

$1,795,000

Off-Grid Oasis | 75+/- Acres of Serenity & Self-Sufficiency. Escape to this rare 75-acre off-grid sanctuary with sweeping views of Black Mountain and beyond. Designed for sustainable, multi-family living, the property features a spacious main home with an open floor plan, large view deck, and BBQ area ideal for outdoor entertaining. A separate guest house offers privacy for visitors or extended family, while a well-equipped workshop and barn provide space for projects, storage, or homesteading. Enjoy established hiking trails, forested paths, open meadows and fruit bearing trees though out property. Solar-powered, this retreat blends comfort with eco-conscious living. A separate 4-acre parcel is included, enhancing both privacy and potential, totaling 80+/- acres. Whether you seek a family compound, creative escape, an independent lifestyle in nature, or a prepared site for future estate, this secluded mountain haven invites you to unplug, unwind, and thrive.

2 Beds ⋅ 1 Baths ⋅ 326028639 MLS

Off-Grid Oasis | 75+/- Acres of Serenity & Self-Sufficiency. Escape to this rare 75-acre off-grid sanctuary with sweeping views of Black Mountain and beyond. Designed for sustainable, multi-family living, the property features a spacious main home with an open floor plan, large view deck, and BBQ area ideal for outdoor entertaining. A separate guest house offers privacy for visitors or extended family, while a well-equipped workshop and barn provide space for projects, storage, or homesteading. Enjoy established hiking trails, forested paths, open meadows and fruit bearing trees though out property. Solar-powered, this retreat blends comfort with eco-conscious living. A separate 4-acre parcel is included, enhancing both privacy and potential, totaling 80+/- acres. Whether you seek a family compound, creative escape, an independent lifestyle in nature, or a prepared site for future estate, this secluded mountain haven invites you to unplug, unwind, and thrive.

10957 Westside Rd, Healdsburg

$2,095,000

Tucked behind a private gate at the end of a quiet lane, 1311 West Dry Creek Road unfolds across 66.73 acres of pure Sonoma beauty a secluded haven where nature, possibility, and privacy converge. Just minutes from downtown Healdsburg yet worlds away in peace, this rare dual-parcel sanctuary invites you to create your own legacy estate in one of wine country's most sought-after valleys. The landscape comes alive in springtime, with crystal-clear creeks, heritage oaks, and madrone trees glowing beneath sunlit canopies. Meandering trails lead through forest and meadow, revealing both majestic views and tranquil pockets of serenity along the way. A well-crafted road network connects each space from the welcoming cottage and studio to two premier building sites poised for a future estate of distinction. The existing 2-bedroom, 1-bath cottage with loft sits nestled beside a seasonal creek, surrounded by fruit trees and flowering gardens. Steps away, a spacious detached studio with half bath offers flexibility for guests, art, or wellness pursuits. A connected storage wing adds practicality without sacrificing charm, making these spaces ready for immediate enjoyment while envisioning the property's greater potential. Two remarkable building sites await: a breathtaking hilltop with sweeping vistas across Dry Creek and Alexander Valleys, and a secluded sunlit meadow bordered by trees perfect for an intimate retreat. Thoughtfully installed infrastructure includes a five-bedroom septic system, mountain spring-fed water, ample storage, and advanced filtration. Every element aligns for an effortless start to an extraordinary estate project. Surrounded by vineyard landscapes and just minutes from tasting rooms, world-class restaurants, and downtown Healdsburg, this private wine country acreage offers rarity and readiness in equal measure. As the valley bursts into new life this spring, 1311 West Dry Creek Road stands ready for its next chapter a vision of Wine Country living that is timeless, private, and unforgettable.

2 Beds ⋅ 2 Baths ⋅ 326026592 MLS

Tucked behind a private gate at the end of a quiet lane, 1311 West Dry Creek Road unfolds across 66.73 acres of pure Sonoma beauty a secluded haven where nature, possibility, and privacy converge. Just minutes from downtown Healdsburg yet worlds away in peace, this rare dual-parcel sanctuary invites you to create your own legacy estate in one of wine country's most sought-after valleys. The landscape comes alive in springtime, with crystal-clear creeks, heritage oaks, and madrone trees glowing beneath sunlit canopies. Meandering trails lead through forest and meadow, revealing both majestic views and tranquil pockets of serenity along the way. A well-crafted road network connects each space from the welcoming cottage and studio to two premier building sites poised for a future estate of distinction. The existing 2-bedroom, 1-bath cottage with loft sits nestled beside a seasonal creek, surrounded by fruit trees and flowering gardens. Steps away, a spacious detached studio with half bath offers flexibility for guests, art, or wellness pursuits. A connected storage wing adds practicality without sacrificing charm, making these spaces ready for immediate enjoyment while envisioning the property's greater potential. Two remarkable building sites await: a breathtaking hilltop with sweeping vistas across Dry Creek and Alexander Valleys, and a secluded sunlit meadow bordered by trees perfect for an intimate retreat. Thoughtfully installed infrastructure includes a five-bedroom septic system, mountain spring-fed water, ample storage, and advanced filtration. Every element aligns for an effortless start to an extraordinary estate project. Surrounded by vineyard landscapes and just minutes from tasting rooms, world-class restaurants, and downtown Healdsburg, this private wine country acreage offers rarity and readiness in equal measure. As the valley bursts into new life this spring, 1311 West Dry Creek Road stands ready for its next chapter a vision of Wine Country living that is timeless, private, and unforgettable.

1311 W Dry Creek Rd, Healdsburg

$3,195,000

A Rare Canvas with Expansive Views and Ultimate Privacy on Fitch Mountain. This is a one of a kind opportunity within the town of Healdsburg. Situated on almost an acre lot, 1212 N Fitch Mountain Road is the ultimate foundation for a legacy estate. Drawing directly from the understated elegance of renowned British architect C.F.A. Voysey, this 3,298 sq. ft. main residence and 814 sf one-bedroom ADU have been meticulously restored and expanded over three decades by the founding principal of AXIA Architects. With exacting sympathy for Voysey's signature aesthetic. Divided lite steel windows are strategically placed on at least two sides of every living space, saturating the interiors with natural light and framing picturesque views from every vantage point. The interior details serve as a gallery of artisan craftsmanship, from the living room beams featuring a hand-painted poppy motif to a curated collection of lighting including Italian pendants and handmade sconces. The kitchen has hand-painted Italian wildflower tiles, while both bathrooms feature premium McIntyre tiles with traditional trim. The primary bedroom opens to stunning views, lush garden back patio. Spacious primary bathroom with tub, walk-in shower and double sinks. There is an ensuite guest bedroom downstairs. Upstairs are three enchanting bedrooms perfect for children featuring built-in bookshelves and cabinets plus a full bathroom. The residence is bookended by stunning vistas: a southern terrace overlooks Healdsburg and the Russian River Valley, while the north patio, complete with fireplace and fishpond, looks over a spacious lawn to Alexander Valley and the Mayacama Mountains. Surrounded by a curated garden paradise with fruit trees, a vegetable garden, and rose gardens along with a petanque court and multiple outdoor dining spaces, the property is a private sanctuary just minutes to The Plaza and easy access to the Fitch Mountain park and trails and the dog park. The zoning accommodates a pool and pool house and several expansion options. This is the foundation for your wine country home. SEE VIDEO at end of FACTS and FEATURES

5 Beds ⋅ 3 Baths ⋅ 326025290 MLS

A Rare Canvas with Expansive Views and Ultimate Privacy on Fitch Mountain. This is a one of a kind opportunity within the town of Healdsburg. Situated on almost an acre lot, 1212 N Fitch Mountain Road is the ultimate foundation for a legacy estate. Drawing directly from the understated elegance of renowned British architect C.F.A. Voysey, this 3,298 sq. ft. main residence and 814 sf one-bedroom ADU have been meticulously restored and expanded over three decades by the founding principal of AXIA Architects. With exacting sympathy for Voysey's signature aesthetic. Divided lite steel windows are strategically placed on at least two sides of every living space, saturating the interiors with natural light and framing picturesque views from every vantage point. The interior details serve as a gallery of artisan craftsmanship, from the living room beams featuring a hand-painted poppy motif to a curated collection of lighting including Italian pendants and handmade sconces. The kitchen has hand-painted Italian wildflower tiles, while both bathrooms feature premium McIntyre tiles with traditional trim. The primary bedroom opens to stunning views, lush garden back patio. Spacious primary bathroom with tub, walk-in shower and double sinks. There is an ensuite guest bedroom downstairs. Upstairs are three enchanting bedrooms perfect for children featuring built-in bookshelves and cabinets plus a full bathroom. The residence is bookended by stunning vistas: a southern terrace overlooks Healdsburg and the Russian River Valley, while the north patio, complete with fireplace and fishpond, looks over a spacious lawn to Alexander Valley and the Mayacama Mountains. Surrounded by a curated garden paradise with fruit trees, a vegetable garden, and rose gardens along with a petanque court and multiple outdoor dining spaces, the property is a private sanctuary just minutes to The Plaza and easy access to the Fitch Mountain park and trails and the dog park. The zoning accommodates a pool and pool house and several expansion options. This is the foundation for your wine country home. SEE VIDEO at end of FACTS and FEATURES

1212 N Fitch Mountain Rd, Healdsburg

$895,000

40 Acres with vistas stretching from Mt St Helena to Geyser Peak. Magnificent natural views from several building sites. Previously had a 5 BR perc test +and vesting which has expired. Bring your imagination and be inspired here.

326024385 MLS

40 Acres with vistas stretching from Mt St Helena to Geyser Peak. Magnificent natural views from several building sites. Previously had a 5 BR perc test +and vesting which has expired. Bring your imagination and be inspired here.

11005 Chalk Hill Rd, Healdsburg

$740,000

New co-ownership opportunity by Pacaso: Own one-eighth this professionally managed, turnkey home. Olive Grove is set along a private driveway on West Dry Creek Road in Healdsburg, where ancient olive and fruit trees frame the approach to a renovated hillside compound. The board and batten exterior with a metal roof reads as modern and grounded against the surrounding hillside, with a main residence, a detached bedroom suite and a detached office and gym arranged across more than three private acres. The great room is Olive Grove's centerpiece, with a dramatic wood-plank vaulted ceiling, an oversized gas fireplace and walls of glass that frame the private orchard and West Dry Creek Valley beyond. Sliding doors open the full width of the living space to the outdoors. The kitchen has white cabinetry, stainless appliances and an 11-foot island lit by weathered zinc pendant lights. The primary suite has a walk-in closet and an en suite bath with a soaking tub, dual vanity and marble shower. Two additional bedrooms and baths complete the main residence. The pool and hot tub sit among the ancient trees with hillside views behind, and the outdoor kitchen and fire pit extend the entertaining spaces across the broad decks. Downtown Healdsburg is a short drive away, with the town's celebrated restaurant row on the plaza, the Saturday Healdsburg Farmers Market and the tasting rooms of Dry Creek Valley all within easy reach. Olive Grove is fully designed, furnished and managed by Pacaso. Owners arrive to find the home exactly as it should be, every time.

4 Beds ⋅ 4 Baths ⋅ 326024033 MLS

New co-ownership opportunity by Pacaso: Own one-eighth this professionally managed, turnkey home. Olive Grove is set along a private driveway on West Dry Creek Road in Healdsburg, where ancient olive and fruit trees frame the approach to a renovated hillside compound. The board and batten exterior with a metal roof reads as modern and grounded against the surrounding hillside, with a main residence, a detached bedroom suite and a detached office and gym arranged across more than three private acres. The great room is Olive Grove's centerpiece, with a dramatic wood-plank vaulted ceiling, an oversized gas fireplace and walls of glass that frame the private orchard and West Dry Creek Valley beyond. Sliding doors open the full width of the living space to the outdoors. The kitchen has white cabinetry, stainless appliances and an 11-foot island lit by weathered zinc pendant lights. The primary suite has a walk-in closet and an en suite bath with a soaking tub, dual vanity and marble shower. Two additional bedrooms and baths complete the main residence. The pool and hot tub sit among the ancient trees with hillside views behind, and the outdoor kitchen and fire pit extend the entertaining spaces across the broad decks. Downtown Healdsburg is a short drive away, with the town's celebrated restaurant row on the plaza, the Saturday Healdsburg Farmers Market and the tasting rooms of Dry Creek Valley all within easy reach. Olive Grove is fully designed, furnished and managed by Pacaso. Owners arrive to find the home exactly as it should be, every time.

6165 W Dry Creek Rd, Healdsburg

$1,990,000

Stay cool in this remarkable park-like setting, where a canopy of majestic redwoods, Douglas firs, black oaks, and madrone creates a naturally refreshing, 20-acre retreat. Perched above the Dry Creek Valley of Sonoma County, the northeast-facing orientation provides that the land remains cool and comfortable even as the valley below warms. From both building sites you'll enjoy breathtaking, unobstructed views of Dry Creek Valley, Geyser Peak, the Mayacamas Mountains, and Mount Saint Helena. The primary building site offers stunning vistas and also guarantees privacy. While sitting gracefully above West Dry Creek Road, one can enjoy the tranquility of nature while being just a stone's throw away from neighboring vineyards. The Healdsburg Plaza is less than ten minutes away. The property boasts a higher, second building site offering expansive views and abundant sunlight, perfect for envisioning your dream oasis. A well, an approved 6-bedroom septic system, extensive engineering and geological reports, an approved grading plan, and design review are already in place, laying the groundwork to expedite the building process and bring your vision to life. The unique shape and character of these twenty acres lend themselves perfectly to the creation of a distributed compound, featuring multiple valley-view locations connected by private trails. Whether it's mountain biking, running, or leisurely walks, this property invites you to explore and immerse yourself in the beauty of the landscape. Embrace the unparalleled opportunity to create your own sanctuary in a sought-after location where nature and elegance come together seamlessly.

326021915 MLS

Stay cool in this remarkable park-like setting, where a canopy of majestic redwoods, Douglas firs, black oaks, and madrone creates a naturally refreshing, 20-acre retreat. Perched above the Dry Creek Valley of Sonoma County, the northeast-facing orientation provides that the land remains cool and comfortable even as the valley below warms. From both building sites you'll enjoy breathtaking, unobstructed views of Dry Creek Valley, Geyser Peak, the Mayacamas Mountains, and Mount Saint Helena. The primary building site offers stunning vistas and also guarantees privacy. While sitting gracefully above West Dry Creek Road, one can enjoy the tranquility of nature while being just a stone's throw away from neighboring vineyards. The Healdsburg Plaza is less than ten minutes away. The property boasts a higher, second building site offering expansive views and abundant sunlight, perfect for envisioning your dream oasis. A well, an approved 6-bedroom septic system, extensive engineering and geological reports, an approved grading plan, and design review are already in place, laying the groundwork to expedite the building process and bring your vision to life. The unique shape and character of these twenty acres lend themselves perfectly to the creation of a distributed compound, featuring multiple valley-view locations connected by private trails. Whether it's mountain biking, running, or leisurely walks, this property invites you to explore and immerse yourself in the beauty of the landscape. Embrace the unparalleled opportunity to create your own sanctuary in a sought-after location where nature and elegance come together seamlessly.

3210 W Dry Creek Rd, Healdsburg

$1,750,000

At the intersection of the Russian River and Dry Creek appellations, less than one mile from town, this 10+ acre estate parcel is ready for you to build your dream home! Stunning views of the surrounding vineyards, olive groves, mountains and city lights from the upper meadow building site. Rural tranquility just minutes to the charm of downtown Healdsburg. The property features: over 300 mature fruit bearing olive trees (three varietals), a producing well, 2 water storage tanks, an installed 4 bdrm standard septic system, PGE on the property, access to the property via 3 different road locations and is perimeter fenced. This working olive grove has been producing olive oil under the name Westside Road Olive Oil for more than 20 years, and has been supplied to Bishop's Ranch, local restaurants, and guest accommodations.

326021261 MLS

At the intersection of the Russian River and Dry Creek appellations, less than one mile from town, this 10+ acre estate parcel is ready for you to build your dream home! Stunning views of the surrounding vineyards, olive groves, mountains and city lights from the upper meadow building site. Rural tranquility just minutes to the charm of downtown Healdsburg. The property features: over 300 mature fruit bearing olive trees (three varietals), a producing well, 2 water storage tanks, an installed 4 bdrm standard septic system, PGE on the property, access to the property via 3 different road locations and is perimeter fenced. This working olive grove has been producing olive oil under the name Westside Road Olive Oil for more than 20 years, and has been supplied to Bishop's Ranch, local restaurants, and guest accommodations.

1077 Westside Rd, Healdsburg

$1,795,000

Experience the best of both worlds - the privacy and serenity of a 57-acre estate property, coupled with the convenience of being just 12 minutes away from downtown Healdsburg and 25 Min from Sonoma county Airport. Nestled within the breathtaking scenery are multiple building sites with panoramic views, perfect for crafting your dream home or retreat. Water includes two wells and both sides of a seasonal creek. The neighborhood supports estate properties ranging from $3M to $30+M . Adding to its charm, a historic apple orchard (Rome, Gravenstein, yellow delicious, pink Lady and Granny Smith) graces the lower pasture, with a slice of local history. Property presents a variety of home sites and areas for hobby vineyard. Seller will finance $1M at 5%.

326019668 MLS

Experience the best of both worlds - the privacy and serenity of a 57-acre estate property, coupled with the convenience of being just 12 minutes away from downtown Healdsburg and 25 Min from Sonoma county Airport. Nestled within the breathtaking scenery are multiple building sites with panoramic views, perfect for crafting your dream home or retreat. Water includes two wells and both sides of a seasonal creek. The neighborhood supports estate properties ranging from $3M to $30+M . Adding to its charm, a historic apple orchard (Rome, Gravenstein, yellow delicious, pink Lady and Granny Smith) graces the lower pasture, with a slice of local history. Property presents a variety of home sites and areas for hobby vineyard. Seller will finance $1M at 5%.

2660 Wallace Creek Rd, Healdsburg

$3,500,000

Welcome to a rare and elegant opportunity nestled in the heart of Healdsburg, California. This verdant lot at 1260 Emerald Ranch Road offers an unparalleled canvas for your dream home. Tucked behind 2 gates, this exclusive development consists of only 4 lots and this particular property has been meticulously prepared, with brush cleared and views opened up to reveal the true potential of this stunning site. In addition, electricity and water has been stubbed in and there is an approved 6-bedroom septic. Envision the possibilities as you assemble your team to craft an estate that captures the essence of luxury living. This expansive lot provides a serene backdrop, featuring lush greenery and breathtaking vistas that invite tranquility and inspiration at every turn. The location, approximately 7 mins from town, affords easy access to the charm and sophistication of Healdsburg, known for its vibrant culinary scene, renowned wineries, and picturesque landscapes. Whether you seek a tranquil retreat or an exquisite setting for entertaining, this prime lot offers the perfect foundation for your vision. Discover the allure of 1260 Emerald Ranch Road, where elegance meets opportunity. Seize this chance to bring your dream home to life in one of California's most coveted locales.

326018968 MLS

Welcome to a rare and elegant opportunity nestled in the heart of Healdsburg, California. This verdant lot at 1260 Emerald Ranch Road offers an unparalleled canvas for your dream home. Tucked behind 2 gates, this exclusive development consists of only 4 lots and this particular property has been meticulously prepared, with brush cleared and views opened up to reveal the true potential of this stunning site. In addition, electricity and water has been stubbed in and there is an approved 6-bedroom septic. Envision the possibilities as you assemble your team to craft an estate that captures the essence of luxury living. This expansive lot provides a serene backdrop, featuring lush greenery and breathtaking vistas that invite tranquility and inspiration at every turn. The location, approximately 7 mins from town, affords easy access to the charm and sophistication of Healdsburg, known for its vibrant culinary scene, renowned wineries, and picturesque landscapes. Whether you seek a tranquil retreat or an exquisite setting for entertaining, this prime lot offers the perfect foundation for your vision. Discover the allure of 1260 Emerald Ranch Road, where elegance meets opportunity. Seize this chance to bring your dream home to life in one of California's most coveted locales.

1260 Emerald Ranch Rd, Healdsburg

$2,450,000

Location, location, location! Located just half a mile from the Healdsburg Plaza, 735 Johnson Street sits on 1/4 acre lot within the coveted Johnson Street Historic District; a neighborhood known for its architectural character, walkability, and enduring charm. Originally built in 1995, the home offers about 2,000+ SqFt of thoughtfully arranged living space with 3 bedrooms and 2 bathrooms. A formal living room with a fireplace and wet bar create a welcoming space to gather, while the dedicated dining room and breakfast nook provide multiple options for daily meals or special occasions. The gourmet kitchen features granite countertops and connects easily to both indoor and outdoor dining areas. A separate den/home office offers privacy for focused work, creative pursuits or separate family room. A large backyard deck extends the living space and invites quiet moments in the fresh air. Below, a partial basement includes a workshop space, large wine cellar and additional storage. At the rear of the property, a large detached two-car garage provides ample room for parking, gear, or future guest house or ADU location. This large lot could fit a pool, a large garden or bocce court. The home is well-maintained with a layout that encourages personalization over time. Other features include an electronic gate with private driveway, rainwater collection system, solar array, front and back porches and clean basement storage. Don't miss this opportunity to live on Johnson Street! (Property is now income producing with monthly rent to owners.)

3 Beds ⋅ 2 Baths ⋅ 326006835 MLS

Location, location, location! Located just half a mile from the Healdsburg Plaza, 735 Johnson Street sits on 1/4 acre lot within the coveted Johnson Street Historic District; a neighborhood known for its architectural character, walkability, and enduring charm. Originally built in 1995, the home offers about 2,000+ SqFt of thoughtfully arranged living space with 3 bedrooms and 2 bathrooms. A formal living room with a fireplace and wet bar create a welcoming space to gather, while the dedicated dining room and breakfast nook provide multiple options for daily meals or special occasions. The gourmet kitchen features granite countertops and connects easily to both indoor and outdoor dining areas. A separate den/home office offers privacy for focused work, creative pursuits or separate family room. A large backyard deck extends the living space and invites quiet moments in the fresh air. Below, a partial basement includes a workshop space, large wine cellar and additional storage. At the rear of the property, a large detached two-car garage provides ample room for parking, gear, or future guest house or ADU location. This large lot could fit a pool, a large garden or bocce court. The home is well-maintained with a layout that encourages personalization over time. Other features include an electronic gate with private driveway, rainwater collection system, solar array, front and back porches and clean basement storage. Don't miss this opportunity to live on Johnson Street! (Property is now income producing with monthly rent to owners.)

735 Johnson St, Healdsburg

$7,950,000

Welcome to 4395 Pine Flat Rd, an elegant Healdsburg estate offering some of the most breathtaking views in Sonoma County. Just minutes from downtown yet worlds away, this extraordinary property blends luxury, comfort, and resort-style amenities on 10+ mostly usable acres. The Main Residence consists of a four-bedroom, five-bathroom home is designed for both entertaining and everyday living. High ceilings, rich wood floors, and expansive windows frame vineyard and mountain vistas at every turn. Highlights include: Chef's kitchen with bar seating and seamless flow to the outdoor dining pavilion, formal dining room and multiple living spaces including a family room, library/office, gym, and wine cellar, main-level suite perfect for guests or multi-generational living, upstairs primary suite with private balcony, sitting area, and generous storage. A spacious detached studio offers flexible use for guests or extended family. Its outdoor entertainment area, complete with fireplace, is ideal for gatherings under the stars. This estate was made for relaxation and play, featuring a sparkling pool & hot tub, tennis court & bocce court, outdoor kitchen & vineyard-view dining, orchard, rose gardens, and raised garden beds, serene spots for birdwatching or simply doing nothing at all.

5 Beds ⋅ 6 Baths ⋅ 326017030 MLS

Welcome to 4395 Pine Flat Rd, an elegant Healdsburg estate offering some of the most breathtaking views in Sonoma County. Just minutes from downtown yet worlds away, this extraordinary property blends luxury, comfort, and resort-style amenities on 10+ mostly usable acres. The Main Residence consists of a four-bedroom, five-bathroom home is designed for both entertaining and everyday living. High ceilings, rich wood floors, and expansive windows frame vineyard and mountain vistas at every turn. Highlights include: Chef's kitchen with bar seating and seamless flow to the outdoor dining pavilion, formal dining room and multiple living spaces including a family room, library/office, gym, and wine cellar, main-level suite perfect for guests or multi-generational living, upstairs primary suite with private balcony, sitting area, and generous storage. A spacious detached studio offers flexible use for guests or extended family. Its outdoor entertainment area, complete with fireplace, is ideal for gatherings under the stars. This estate was made for relaxation and play, featuring a sparkling pool & hot tub, tennis court & bocce court, outdoor kitchen & vineyard-view dining, orchard, rose gardens, and raised garden beds, serene spots for birdwatching or simply doing nothing at all.

4395 Pine Flat Rd, Healdsburg

$2,449,000

Strong architecture, incredible scale, and a premier Healdsburg setting, 801 Samantha Ct is ready for a thoughtful refresh turning it into something extraordinary. A 3,412 sq ft main home and a 1600 sq ft guest space sit at the end of a quiet cul-de-sac. Not in and HOA, but backs to two neighboring HOA open spaces, this exceptional property offers rare tranquility with sweeping views and a true connection to nature. Designed for both grand entertaining and everyday comfort, the 4-bedroom, 4-bath main home features a dedicated office and a stunning great room with vaulted wood-beamed ceilings that create warmth and architectural drama. At the heart of the home, a monstrous chef's kitchen flows seamlessly out to expansive decks, making indoor-outdoor living effortless. Host lively dinner parties, holiday gatherings, or relaxed Sunday brunches as doors open wide to invite in fresh air and warm sunshine. Two large rumpus rooms offer flexibility for a media lounge, playroom, or creative studio, while a private gym and abundant storage support an active and organized lifestyle. Car enthusiasts and hobbyists will appreciate the impressive 8-car garage, offering space for collections, projects, or weekend toys. The property also includes an approximately 1,600 sq ft guest retreat complete with its own kitchen, bathroom, and laundry room ideal for extended family or long-term guests. Outdoors, the terraced yard is an entertainer's paradise. Organic stone retaining walls carve out beautiful, usable spaces, while multiple decks draw you outside to relax and take in the sights and sounds of nature. An oversized treehouse inspires adventure, and a firepit perched to capture stunning Healdsburg views sets the stage for evenings under the stars or watching the fireworks on July 4th. This is more than a home; it's a place for sunset gatherings, morning coffee overlooking open space, and weekends where you claim your time back. 801 Samantha Court invites you to live expansively, entertain effortlessly, and savor the very best of Healdsburg.

5 Beds ⋅ 4 Baths ⋅ 326016409 MLS

Strong architecture, incredible scale, and a premier Healdsburg setting, 801 Samantha Ct is ready for a thoughtful refresh turning it into something extraordinary. A 3,412 sq ft main home and a 1600 sq ft guest space sit at the end of a quiet cul-de-sac. Not in and HOA, but backs to two neighboring HOA open spaces, this exceptional property offers rare tranquility with sweeping views and a true connection to nature. Designed for both grand entertaining and everyday comfort, the 4-bedroom, 4-bath main home features a dedicated office and a stunning great room with vaulted wood-beamed ceilings that create warmth and architectural drama. At the heart of the home, a monstrous chef's kitchen flows seamlessly out to expansive decks, making indoor-outdoor living effortless. Host lively dinner parties, holiday gatherings, or relaxed Sunday brunches as doors open wide to invite in fresh air and warm sunshine. Two large rumpus rooms offer flexibility for a media lounge, playroom, or creative studio, while a private gym and abundant storage support an active and organized lifestyle. Car enthusiasts and hobbyists will appreciate the impressive 8-car garage, offering space for collections, projects, or weekend toys. The property also includes an approximately 1,600 sq ft guest retreat complete with its own kitchen, bathroom, and laundry room ideal for extended family or long-term guests. Outdoors, the terraced yard is an entertainer's paradise. Organic stone retaining walls carve out beautiful, usable spaces, while multiple decks draw you outside to relax and take in the sights and sounds of nature. An oversized treehouse inspires adventure, and a firepit perched to capture stunning Healdsburg views sets the stage for evenings under the stars or watching the fireworks on July 4th. This is more than a home; it's a place for sunset gatherings, morning coffee overlooking open space, and weekends where you claim your time back. 801 Samantha Court invites you to live expansively, entertain effortlessly, and savor the very best of Healdsburg.

801 Samantha Ct, Healdsburg

$1,175,000

Own the Altitude. Positioned along Valley View on the preferred side of Fitch Mountain, this approximately 2,200 square foot residence delivers what cannot be recreated: elevation and horizon. The main living level sits upstairs exactly where it belongs so daily life meets open sky. Living room, kitchen, and primary suite are oriented toward expansive views and natural light. Downstairs, a generous family room and two additional bedrooms provide separation and flexibility. Built in the 1980s and offered in original condition, this is not about finishes. It's about fundamentals. In a neighborhood where homes range from approximately $1.2 million to over $3.5 million, this offering represents entry into one of Healdsburg's most compelling ridgeline settings. Front and rear decks extend the footprint outward and invite reinvention. Tucked at the end of an easement, the property offers privacy without isolation within the City of Healdsburg and minutes to downtown. Elevation is permanent. The rest is up to you.

3 Beds ⋅ 2 Baths ⋅ 326003322 MLS

Own the Altitude. Positioned along Valley View on the preferred side of Fitch Mountain, this approximately 2,200 square foot residence delivers what cannot be recreated: elevation and horizon. The main living level sits upstairs exactly where it belongs so daily life meets open sky. Living room, kitchen, and primary suite are oriented toward expansive views and natural light. Downstairs, a generous family room and two additional bedrooms provide separation and flexibility. Built in the 1980s and offered in original condition, this is not about finishes. It's about fundamentals. In a neighborhood where homes range from approximately $1.2 million to over $3.5 million, this offering represents entry into one of Healdsburg's most compelling ridgeline settings. Front and rear decks extend the footprint outward and invite reinvention. Tucked at the end of an easement, the property offers privacy without isolation within the City of Healdsburg and minutes to downtown. Elevation is permanent. The rest is up to you.

936 Valley View Dr, Healdsburg

$1,275,000

Set within a valley of rolling hills, at the end of a private lane less than a mile from Chalk Hill Road. PG&E onsite, a well, and pond, plus approved and permitted septic plans. This extraordinary 14.68-acre Healdsburg property is fully fenced and gated. The property offers remarkable versatility, with multiple flat building sites, most which are south facing and ideal for multi-generational living, a family compound, or a thoughtfully designed estate. The dam, which creates the pond is officially permitted and holds up to 3.5 acre-feet of water and stands 25 feet high. The property offers abundant spaces for gardens, orchard, a hobby vineyard, and livestock. Just beyond the hills lies the vibrant heart of Healdsburg, offering world-class dining, boutique shopping, wellness experiences, and internationally acclaimed wineries. This is more than land, it's an opportunity to create a legacy property, a private sanctuary, and a timeless estate. A rare Wine Country offering in California's Sonoma County Franz Valley within the Chalk Hill AVA, a region situated adjacent to the Mayacama Mountains.

326014644 MLS

Set within a valley of rolling hills, at the end of a private lane less than a mile from Chalk Hill Road. PG&E onsite, a well, and pond, plus approved and permitted septic plans. This extraordinary 14.68-acre Healdsburg property is fully fenced and gated. The property offers remarkable versatility, with multiple flat building sites, most which are south facing and ideal for multi-generational living, a family compound, or a thoughtfully designed estate. The dam, which creates the pond is officially permitted and holds up to 3.5 acre-feet of water and stands 25 feet high. The property offers abundant spaces for gardens, orchard, a hobby vineyard, and livestock. Just beyond the hills lies the vibrant heart of Healdsburg, offering world-class dining, boutique shopping, wellness experiences, and internationally acclaimed wineries. This is more than land, it's an opportunity to create a legacy property, a private sanctuary, and a timeless estate. A rare Wine Country offering in California's Sonoma County Franz Valley within the Chalk Hill AVA, a region situated adjacent to the Mayacama Mountains.

1477 Leslie Rd, Healdsburg

$2,995,000

Exceptional Healdsburg! Two 10 acre parcels being sold together are set among utterly noble surrounds and gorgeous panorama of rolling terrain, meticulous vineyard rows, oak woodlands, pastoral and distant mountain views anchored by our silent guardian, Mt St. Helena. This setting remains one of the prettiest you'll see, one of the most serene you'll experience. And yet just 10 minutes away is historic and dynamic downtown Healdsburg , Geyserville's rustic charm, the Dry Creek General Store & Tavern. Lake Sonoma's Recreation is a quick 15 minute drive. This quiet countryside, expressive with an active pollinator garden, fruit orchard - citrus, plum, apples, figs, asian pears and young 2019 cabernet vines planted and nourished in rich Dry Creek benchland soil notable for producing ultra premium wines. The single story home built on a gentle rise commands a 360 vantage point. Vibrant views & seasonal light illuminate every room, this 2600 sq.ft. of comfort can be expanded upon & updated to suit your own stylistic preferences resulting in a countryside haven you won't want to leave! The home's 1988 vintage offers superb building integrity, a separate office, open dining into living with warm wood finished ceilings, 3 bedrooms, 2.5 baths, finished basement for wine and cold storage. The entire property is served by solar. Separately, there's a 850 sq.ft. shop and the original cabin remains with some utilities. Its condition reflective of its age, but it brings great value for potential guest house, ADU or farm stay use. The adjacent 2nd parcel, 1730 Chiquita is separately accessed and improved with a high producing well. Perced (2006) for a 3 bedroom system, possibly 4, it too is planted in premium cabernet for a total of 12.2 acres of vines. A thriving ecosystem of herons and ducks, dragonflies and others find rest on the adjacent one acre foot aerated pond; they're a joy to watch while in flight below the reflecting water. DA zoning and two separate parcels allow for further development potential and other agricultural/equestrian options. The Sonoma County Airport is within a 15 minute proximity. This exquisite 20 acres summons a lifestyle abundant with natural soundscapes, tranquility, starry skies, sunrise's golden light & sunset's liquid fire that also cultivates reciprocity in wine country enterprise. Not to be missed! Property Website: https://910lyttonspringsrd.com/

3 Beds ⋅ 3 Baths ⋅ 326012134 MLS

Exceptional Healdsburg! Two 10 acre parcels being sold together are set among utterly noble surrounds and gorgeous panorama of rolling terrain, meticulous vineyard rows, oak woodlands, pastoral and distant mountain views anchored by our silent guardian, Mt St. Helena. This setting remains one of the prettiest you'll see, one of the most serene you'll experience. And yet just 10 minutes away is historic and dynamic downtown Healdsburg , Geyserville's rustic charm, the Dry Creek General Store & Tavern. Lake Sonoma's Recreation is a quick 15 minute drive. This quiet countryside, expressive with an active pollinator garden, fruit orchard - citrus, plum, apples, figs, asian pears and young 2019 cabernet vines planted and nourished in rich Dry Creek benchland soil notable for producing ultra premium wines. The single story home built on a gentle rise commands a 360 vantage point. Vibrant views & seasonal light illuminate every room, this 2600 sq.ft. of comfort can be expanded upon & updated to suit your own stylistic preferences resulting in a countryside haven you won't want to leave! The home's 1988 vintage offers superb building integrity, a separate office, open dining into living with warm wood finished ceilings, 3 bedrooms, 2.5 baths, finished basement for wine and cold storage. The entire property is served by solar. Separately, there's a 850 sq.ft. shop and the original cabin remains with some utilities. Its condition reflective of its age, but it brings great value for potential guest house, ADU or farm stay use. The adjacent 2nd parcel, 1730 Chiquita is separately accessed and improved with a high producing well. Perced (2006) for a 3 bedroom system, possibly 4, it too is planted in premium cabernet for a total of 12.2 acres of vines. A thriving ecosystem of herons and ducks, dragonflies and others find rest on the adjacent one acre foot aerated pond; they're a joy to watch while in flight below the reflecting water. DA zoning and two separate parcels allow for further development potential and other agricultural/equestrian options. The Sonoma County Airport is within a 15 minute proximity. This exquisite 20 acres summons a lifestyle abundant with natural soundscapes, tranquility, starry skies, sunrise's golden light & sunset's liquid fire that also cultivates reciprocity in wine country enterprise. Not to be missed! Property Website: https://910lyttonspringsrd.com/

920 Lytton Springs Rd, Healdsburg

$6,900,000

A rare opportunity to create your own custom "Luxury Boutique Hotel" in quaint Healdsburg! A diamond in the ruff! Remove Travelodge franchise & create your own custom brand! Google Francis House in Calistoga for inspiring luxury ideas! Important amenities needed like an elevator, create more exclusivity, gate the entire property! Outdoors, add a swim spa, small gym, ebikes & a outdoor seating area with bbq! Offer Wine & cheese hour in the afternoons + coffee & croissants in the mornings! Enlarging the lobby area w/small business center + TV, sharing local events! Luxury linens, soaps, furniture, wall art images + soften the colors inside & out to attract a broader audience. These changes will enhance the look & feel of the place and make it so much more attractive, desirable & competitive! Strict development limitations, lengthy entitlement timelines, & rising construction costs have significantly restricted new hotel supply, making this offering an exceptionally scarce acquisition opportunity! Hospitality markets, supported by strong year-round tourism driven by its internationally recognized wine industry, award-winning culinary scene, & reputation as a premier leisure & wedding destination! Note: Ceasar's of Vegas has partenered with River Rock Casino & is coming to Alexander Valley 2027 + The Smart Train is coming in 2028! The hospitality market in this region attracts consistent high-quality visitation, supporting stable lodging demand & long-term investment fundamentals. Ideally located just off the Dry Creek exit.this three-story property currently features an efficient & well-balanced guestroom mix designed to serve both leisure & extended-stay travelers. The hotel currently operates with 23 guestrooms, w/two (2) additional suite-style guestrooms presently utilized for management purposes. Total physical room count to 25 guestrooms. The guestroom configuration consists of 16 King Guest Rooms, 5 Two-Queen Guest Rooms, 1 ADA-Compliant Guest Room, and 3 Suites. All guest accommodations currently include in-room refrigerator, microwave, workspace, Wi-Fi, & standard furnishings. Healdsburg's strong lodging fundamentals, combined w/significant replacement costs relative to new construction create a compelling investment profile. This asset offers investors an attractive alternative to ground-up development while maintaining upside potential by operational refinement,repositioning & new branding! Cannot replace at this price!

326013974 MLS

A rare opportunity to create your own custom "Luxury Boutique Hotel" in quaint Healdsburg! A diamond in the ruff! Remove Travelodge franchise & create your own custom brand! Google Francis House in Calistoga for inspiring luxury ideas! Important amenities needed like an elevator, create more exclusivity, gate the entire property! Outdoors, add a swim spa, small gym, ebikes & a outdoor seating area with bbq! Offer Wine & cheese hour in the afternoons + coffee & croissants in the mornings! Enlarging the lobby area w/small business center + TV, sharing local events! Luxury linens, soaps, furniture, wall art images + soften the colors inside & out to attract a broader audience. These changes will enhance the look & feel of the place and make it so much more attractive, desirable & competitive! Strict development limitations, lengthy entitlement timelines, & rising construction costs have significantly restricted new hotel supply, making this offering an exceptionally scarce acquisition opportunity! Hospitality markets, supported by strong year-round tourism driven by its internationally recognized wine industry, award-winning culinary scene, & reputation as a premier leisure & wedding destination! Note: Ceasar's of Vegas has partenered with River Rock Casino & is coming to Alexander Valley 2027 + The Smart Train is coming in 2028! The hospitality market in this region attracts consistent high-quality visitation, supporting stable lodging demand & long-term investment fundamentals. Ideally located just off the Dry Creek exit.this three-story property currently features an efficient & well-balanced guestroom mix designed to serve both leisure & extended-stay travelers. The hotel currently operates with 23 guestrooms, w/two (2) additional suite-style guestrooms presently utilized for management purposes. Total physical room count to 25 guestrooms. The guestroom configuration consists of 16 King Guest Rooms, 5 Two-Queen Guest Rooms, 1 ADA-Compliant Guest Room, and 3 Suites. All guest accommodations currently include in-room refrigerator, microwave, workspace, Wi-Fi, & standard furnishings. Healdsburg's strong lodging fundamentals, combined w/significant replacement costs relative to new construction create a compelling investment profile. This asset offers investors an attractive alternative to ground-up development while maintaining upside potential by operational refinement,repositioning & new branding! Cannot replace at this price!

178 Dry Creek Rd, Healdsburg

$1,500,000

Set on 28.97 acres just minutes from downtown Healdsburg, this flat and highly usable vineyard property offers an exceptional opportunity to create a wine country estate. Currently part of a thriving vineyard, this remarkable property is primed for transformation into a private retreat or legacy homesite in one of Sonoma County's most coveted locations. Three other contiguous parcels listed separately under MLS #326010343, #326010115, and #326010371. There is also an MLS listing encompassing all 5 parcels under #325047831.

326010115 MLS

Set on 28.97 acres just minutes from downtown Healdsburg, this flat and highly usable vineyard property offers an exceptional opportunity to create a wine country estate. Currently part of a thriving vineyard, this remarkable property is primed for transformation into a private retreat or legacy homesite in one of Sonoma County's most coveted locations. Three other contiguous parcels listed separately under MLS #326010343, #326010115, and #326010371. There is also an MLS listing encompassing all 5 parcels under #325047831.

Kinley Drive, Healdsburg

$550,000

Set on 5.04 acres just minutes from downtown Healdsburg, this flat and highly usable vineyard property offers an exceptional opportunity to create a wine country estate. Currently part of a thriving vineyard, this remarkable property is primed for transformation into a private retreat or legacy homesite in one of Sonoma County's most coveted locations. Three other contiguous parcels listed separately under MLS #326010103, #326010115, and #326011343. There is also an MLS listing encompassing all 5 parcels under #325047831.

326010371 MLS

Set on 5.04 acres just minutes from downtown Healdsburg, this flat and highly usable vineyard property offers an exceptional opportunity to create a wine country estate. Currently part of a thriving vineyard, this remarkable property is primed for transformation into a private retreat or legacy homesite in one of Sonoma County's most coveted locations. Three other contiguous parcels listed separately under MLS #326010103, #326010115, and #326011343. There is also an MLS listing encompassing all 5 parcels under #325047831.

300 Kinley Dr, Healdsburg

$1,995,000

Set on 28.71 acres just minutes from downtown Healdsburg, this flat and highly usable vineyard property offers an exceptional opportunity to create a wine country estate. Situated on two merged parcels, the property includes 390 Magnolia and 374 Kinley (088-190-026). The land is thoughtfully improved with a septic system, two wells, and a 2,124 sq ft agricultural building featuring a private office, three generous storage rooms - one with interior access and two with exterior access - and a full bathroom, allowing for a wide range of agricultural or operational uses. Multiple potential homesites capture beautiful hillside views. Currently a thriving vineyard, this remarkable property is primed for transformation into a private retreat or legacy homesite in one of Sonoma County's most coveted locations. Three other contiguous parcels listed separately under MLS #326010103, #326010115, and #326010371. There is also an MLS listing encompassing all 5 parcels under #325047831.

326011343 MLS

Set on 28.71 acres just minutes from downtown Healdsburg, this flat and highly usable vineyard property offers an exceptional opportunity to create a wine country estate. Situated on two merged parcels, the property includes 390 Magnolia and 374 Kinley (088-190-026). The land is thoughtfully improved with a septic system, two wells, and a 2,124 sq ft agricultural building featuring a private office, three generous storage rooms - one with interior access and two with exterior access - and a full bathroom, allowing for a wide range of agricultural or operational uses. Multiple potential homesites capture beautiful hillside views. Currently a thriving vineyard, this remarkable property is primed for transformation into a private retreat or legacy homesite in one of Sonoma County's most coveted locations. Three other contiguous parcels listed separately under MLS #326010103, #326010115, and #326010371. There is also an MLS listing encompassing all 5 parcels under #325047831.

390 Magnolia Dr, Healdsburg

$456,000

Set on 3.65 acres just minutes from downtown Healdsburg, this flat and highly usable vineyard property offers an exceptional opportunity to create a wine country estate. Currently part of a thriving vineyard, this remarkable property is primed for transformation into a private retreat or legacy homesite in one of Sonoma County's most coveted locations. Three other contiguous parcels listed separately under MLS #326010343, #326010115, and #326010371. There is also an MLS listing encompassing all 5 parcels under #325047831.

326010103 MLS

Set on 3.65 acres just minutes from downtown Healdsburg, this flat and highly usable vineyard property offers an exceptional opportunity to create a wine country estate. Currently part of a thriving vineyard, this remarkable property is primed for transformation into a private retreat or legacy homesite in one of Sonoma County's most coveted locations. Three other contiguous parcels listed separately under MLS #326010343, #326010115, and #326010371. There is also an MLS listing encompassing all 5 parcels under #325047831.

Kinley Drive, Healdsburg