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5750 Chemise Rd, Healdsburg
$1,575,000
3 Beds ⋅ 2 Baths ⋅ 325020330 MLS
Perched on top a scenic hillside, this location offers a wonderful sense of peace and quiet only 15 min from the Healdsburg Plaza. This ​10 +/- acres, is an extraordinary retreat that offers breathtaking 360-degree views of the Dry Creek Valley rolling vineyards, majestic mountains, and golden sunsets.​ The 3 bedrooms, 2 bath home is currently an active Vacation Rental and is designed for ultimate relaxation and entertaining. The property boasts a stunning pool and spa, seamlessly blending into the horizon. Expansive outdoor living spaces, including a sun-drenched terrace and lush landscaped gardens, create the perfect setting for wine country living at its finest. Experience unparalleled serenity and privacy, all while being just a short drive from world-class dining, wineries, and the vibrant energy of downtown Healdsburg. Zoning allows for vacation rental permit.

5750 Chemise Rd, Healdsburg
1501 Grove St, Healdsburg
$1,575,000
325009016 MLS
Last vacant lot available in established industrial park. Industrial zoning allows for a variety of uses including warehousing, wineries, etc. Easy access to Highway 101 and all that Healdsburg has to offer. Parcel has water and sewer entitlement. Several surrounding buildings built in recent years. A rare opportunity in an incredible location within a thriving industrial zone.

1501 Grove St, Healdsburg
1100 Sunnyside Dr, Healdsburg
$1,550,000
4 Beds ⋅ 3 Baths ⋅ 326049590 MLS
This recently updated, move-in ready home is located in one of Healdsburg's most desirable neighborhoods and offers four bedrooms, including a versatile room ideal as a home office or library, along with 2.5 bathrooms, two of which feature heated floors. The light-filled kitchen is appointed with stainless steel appliances and granite countertops. The fenced backyard is designed for enjoying Wine Country's indoor-outdoor lifestyle, featuring a pool, garden area with raised beds, all while backing to a tranquil open space area. Ideally situated in the heart of Wine Country between Healdsburg's renowned Dry Creek Valley and Alexander Valley, the home is just minutes from Lake Sonoma, offering exceptional fishing, camping, and outdoor recreation. Enjoy a short drive to the vibrant Healdsburg Plaza, home to acclaimed restaurants, tasting rooms, boutique shopping, live music venues, and the popular Farmers Market at the Foley Family Pavilion. With convenient access to Highway 101, San Francisco and the greater Bay Area are within easy reach, and the Sonoma County Airport is just minutes away. Full property photos and video will be on-line on or before 6.13.2026

1100 Sunnyside Dr, Healdsburg
410 Tee Dr, Healdsburg
$1,545,000
3 Beds ⋅ 3 Baths ⋅ 326036825 MLS
Prime Healdsburg Living Meets Incredible Potential. Nestled in the coveted Greens neighborhood, 410 Tee Drive presents a rare opportunity to secure a substantial 2,686 square foot residence in one of Healdsburg's most established enclaves. Featuring a classic wrap around porch and a floor plan designed for effortless flow, this home serves as the perfect canvas for your modern vision. The main level offers multiple living spaces designed for flexibility, anchored by a fireplace that adds warmth to the home's original character. The kitchen flows seamlessly to the backyard, making it an ideal setup for indoor-outdoor entertaining. Upstairs you will find the primary suite with a spacious bathroom featuring a shower and soaking tub, plus a walk-in closet. Two additional bedrooms and a second full bathroom also live upstairs. The oversized two-car garage includes a built-in workshop, while a separate mudroom and utility room complete with a full bathroom is conveniently located between the garage and the main house. The expansive backyard is a gardener's dream, featuring established citrus and fruit trees, a large deck, and dedicated space for a farm-to-table kitchen garden. Whether you are enjoying everything the Healdsburg Plaza has to offer, teeing off at Tayman Park, or exploring the Russian River or trails of Fitch Mountain, the location is truly second to none. Live comfortable in this home or bring your vision to transform this spacious property into your dream home.

410 Tee Dr, Healdsburg
7874 W Dry Creek Rd Unit Lot 5, Healdsburg
$1,525,000
325060008 MLS
Beautiful Dry Creek Valley Estate on a 12.66+/- Acre Parcel. A Premium established vineyard to surround your Estate home property. Family has been producing grapes for well-known wineries in the area for decades. This is a opportunity to create your home with a vineyard in the prestigious Dry Creek Valley. Water and Perc tests are completed.

7874 W Dry Creek Rd Unit Lot 5, Healdsburg
532 Matheson St, Healdsburg
$1,485,000
2 Beds ⋅ 2 Baths ⋅ 325077285 MLS
Vintage Charm Meets Modern Style in Downtown Healdsburg - Timeless charm meets modern comfort in this beautifully updated 1880 farmhouse, located on one of Healdsburg's most iconic and sought-after streets. Just blocks from the Plaza, Giorgi and Badger parks, the river, and the golf course, this home offers the perfect blend of convenience and Wine Country lifestyle. Set on a thoughtfully designed 4,356 sq. ft. lot, the property maximizes every outdoor space with inviting front, back, and side yards surrounded by lush landscaping and privacy. Inside, natural light fills the 1,288 sq. ft. interior, showcasing 9' ceilings, engineered hardwood floors, and stylish designer lighting. The home features 2 bedrooms, 1.5 bathrooms, a bright living area, and a beautifully upgraded kitchen with high-end appliances and modern finishes. With air conditioning, forced-air heating, dual-pane windows, and inside laundry, comfort meets historic character. A rare find, this property combines vintage farmhouse appeal with contemporary upgrades in an unbeatable downtown Healdsburg location.

532 Matheson St, Healdsburg
1831 Madrone Ave, Healdsburg
$1,439,000
3 Beds ⋅ 3 Baths ⋅ 325038770 MLS
Tucked high above the Russian River Valley, just minutes from downtown Healdsburg, this Fitch Mountain gem offers elevated living with expansive Russian River views. Sunlight pours into the open spaces where clean design meets smart technology, and multiple decks and patios extend the living experience into the open airperfect for morning coffee, sunset wine, or inspired work-from-home days with vineyard and river vistas. This modern retreat is powered by a Tesla Solar Roof with multiple Powerwalls, a backup generator, and an EV charger for true energy independence. Smart-home features include Google security cameras, DoorBird smart doorbells, Crestron thermostats and locks, Nest smoke alarms, and Lutron motorized shades on the main level. Comfort is ensured with a high-efficiency heat pump, whole-house water filtration, newer gutters, and drip irrigation for easy care. Enterprise-level networking provides seamless connectivity. A wraparound deck connects the dining, kitchen, and primary suite, while a dedicated gym with floor-to-ceiling mirrors creates a professional workout space. Designed for those who value peace, privacy, and precision, this home feels like you're not just living in Healdsburgyou're soaring above it.

1831 Madrone Ave, Healdsburg
433 University St, Healdsburg
$1,435,000
4 Beds ⋅ 3 Baths ⋅ 326015062 MLS
Wonderful opportunity in Downtown Healdsburg. Two single story move in ready homes with a total of 4 bedrooms set back off of University on a private lane offering spacious yards, ample parking, and separate garages. The larger home has 2 bedrooms and 2 baths and has recent updates including fresh interior paint and a primary bathroom. Some additional amenities include travertine flooring, a modern kitchen with quality cabinetry, stunning countertops and high end appliances. The breakfast nook looks out to the sunny backyard which offers lots of space to garden or relax. The smaller home also has 2 bedrooms and was updated with new paint, flooring, freshly painted cabinets and more. These homes sit on a lot just under 10,000 square feet and are a perfect opportunity for an extended family needing an in-law unit, someone looking to live in one and rent the other or an investment opportunity. The downtown Healdsburg lifestyle is waiting for you with small town coffee shops, fine dining and a fabulous farmers market just a few blocks away.

433 University St, Healdsburg
531 Jachetta Ct, Healdsburg
$1,425,000
3 Beds ⋅ 2 Baths ⋅ 326013896 MLS
Must see-Totally upgraded - a wonderful single story view property on a cul-de-sac in a great neighborhood in northeast Healdsburg, CA - backing up to 5+/- acres of Open Space land. The home has recently been remodeled and the owner reports the following improvements: Brand new roof, Brand new furnace & AC system, two fully remodeled bathrooms w/updated plumbing, Updated kitchen with all new appliances, new oak hardwood floors throughout, new main panel, all new interior & exterior light fixtures and new backyard fence Fresh Interior & Exterior paint. There are raised planters for gardening. Short distance to Downtown Healdsburg, Dry Creek Valley & Lake Sonoma, Alexander Valley and the Wine Country. Easy access to Hwy 101 and about 15 minutes to the Charles Schulz Sonoma County Airport.

531 Jachetta Ct, Healdsburg
979 Lupine Ct, Healdsburg
$1,400,000
4 Beds ⋅ 3 Baths ⋅ 326038370 MLS
979 Lupine Court represents Healdsburg living at its finest. An entertaining oasis, this 4 bedroom, 3 bathroom, fully detached 2,346 sq ft home with spacious bedrooms and bright, airy layout, surrounding the lavish pool area beckons those who want to share in the wine country lifestyle. Entry level features 1 bedroom, 1 full bathroom, large open-plan kitchen with adjoining family room w/ gas fireplace and inviting living and dining rooms. Kitchen opens to expansive pool/outdoor entertaining areas which includes custom electric awning. Dining room accesses the wraparound front porch. Upper floor features 3 bedrooms, including primary bedroom with en-suite w/ lovely basking tub and walk-in shower, additional full bath, and separate laundry room with appliances. Additional features include lovely hardwood and tile flooring, dramatic 2-story entry foyer w/ grand staircase, and grand high ceilings. This wine country retreat also includes 2-car garage w/ ample storage, dual-zone heating and cooling systems. Recently professionally painted throughout. This exceptional home sits atop a generous 7,231 sq ft private-feeling lot adjacent to privately-owned open space for additional privacy. Walking distance to lovely downtown Healdsburg and it's many shops and restaurants.

979 Lupine Ct, Healdsburg
516 Grove St, Healdsburg
$1,395,000
2 Beds ⋅ 3 Baths ⋅ 326019262 MLS
Introducing The Grove, an exclusive enclave of 23 luxury townhomes in the heart of Healdsburg, just one block from the Foley Family Community Pavilion and three blocks from the iconic Healdsburg Plaza. This thoughtfully redesigned residence blends contemporary sophistication with exceptional craftsmanship across 1,507 square feet, offering a spacious primary suite and a versatile upper-level loft with full bath ideal as a guest retreat, office, or creative studio plus a convenient main-level half bath. Light-filled interiors showcase soaring vaulted ceilings, south-facing windows, white oak flooring, mosaic tile accents, fresh paint, and updated quartz countertops. The chef's kitchen features a gas range and newer, high-end appliances, seamlessly connecting to open living spaces designed for both everyday comfort and effortless entertaining. Step outside to a private deck with a gas log fireplace and tranquil views over a seasonal creek your own serene escape. Set within a peaceful grove yet moments from the energy of downtown, enjoy walkable access to acclaimed dining, boutique tasting rooms featuring Alexander Valley and Dry Creek Valley wines, and vibrant market mornings. Community amenities include a pool, spa, BBQ area, and HOA-maintained grounds, along with a one-car garage offering the perfect balance of luxury, convenience, and Wine Country living.

516 Grove St, Healdsburg
1037 Lupine Rd, Healdsburg
$1,350,000
3 Beds ⋅ 2 Baths ⋅ 325085271 MLS
Less than a mile from downtown Healdsburg, this beautifully remodeled single-level home offers an open floor plan with a stylish kitchen, modern baths, and light-filled living areas. A spacious back deck overlooks the landscaped backyard and pool, creating seamless indoor and outdoor living and an ideal setting for entertaining. Recent updates include a newer roof and thoughtful finishes throughout. This property combines convenience, comfort, and quality in a sought-after location.

1037 Lupine Rd, Healdsburg
421 Tee Dr, Healdsburg
$1,330,250
4 Beds ⋅ 2 Baths ⋅ 325078091 MLS
This wonderful home sits on a 9980 s.f. lot with a generous 1877 s.f. floorplan. The entry leads to a formal living room and dining area which flows into a large kitchen with eat-in area plus island, and a family room with fireplace. There are 3 bedrooms, 2 bathrooms, and another room situated just off the entry which is perfectly suited for an office or study, but has a closet and could be used as a 4th bedroom. There is a brand new deck on the back of the house leading to the fenced backyard, also a brand new water heater, a 2020 roof and 2019 furnace. Plenty of room to bring your personal touches to this wonderful home. An excellent choice for family, executives or retirees to reside in a quiet neighborhood about .7 mile from the historic Healdsburg Plaza. Enjoy all the vibrancy Healdsburg has to offer in world-class dining, art galleries, wine tasting, outdoor adventures and Tuesday Concerts in the Plaza.

421 Tee Dr, Healdsburg
210 Burgundy Rd, Healdsburg
$1,330,000
3 Beds ⋅ 3 Baths ⋅ 325102816 MLS
Step into your own private oasis at the end of a lane with custom homes around. Complete tranquility with this premier Healdsburg location, just minutes from downtown Healdsburg with its renowned restaurants, wineries, and boutiques, yet on all city services, no septic or well. The meticulously renovated 3-bedroom, 2-full-bathroom main house spans 1728 square feet of luxurious living with premium finishes throughout. The bonus room features a full bathroom and endless potential with approximately 630 sqft of finished space. The chef's kitchen showcases new countertops and backsplash and high-end Kitchenaid appliances, while new engineered hardwood floors flow seamlessly throughout the home. The primary suite features a generous en-suite bathroom and walk-in closet. Your outdoor paradise includes an extensively rebuilt wrap-around deck, expansive flat areas perfect for a pool, outdoor kitchen, bocce court, RV parking, and more. Additional upgrades include a newer roof, newer windows, and more. The mature landscaping features an abundance of trees, adding both beauty and seasonal bounty to this exceptional estate.This turnkey property perfectly balances resort-style luxury with the convenience of wine country living.

210 Burgundy Rd, Healdsburg
14856 Chalk Hill Rd, Healdsburg
$1,325,000
3 Beds ⋅ 3 Baths ⋅ 326012604 MLS
Nestled on a tranquil 1.8-acre parcel, this single-story ranch offers the best of Healdsburg living with its peaceful country charm yet close to world-renowned wineries and culinary destinations just minutes away. Inside, the approx. 2,000-sqft floor plan, offers easy single-level living, a great room with a cozy fireplace, and a separate living room each bathed in natural light with accents of warm wood hues. The chef's kitchen features quartz countertops, double ovens with a cafe door, and a pantry. The primary suite offers direct access to the hot tub area, while the ensuite bathroom has been updated with designer touches. The property is private, backing to a creek and framed by 61 mature olive trees harvested by the owners to produce their own estate olive oil. This property is a rare blend of rural elegance and everyday comfort. Designed with entertaining and relaxed outdoor living in mind, the home opens to expansive decks ideal for al fresco dining and sunset lounging. An outdoor kitchen complete with a wood-fired pizza oven invites memorable gatherings, while a hot tub under the stars promises year-round indulgence. Native gardens, thoughtful landscaping, a chicken coop, and parking for 8+ vehicles round out the property's lifestyle offerings. A true wine country gem!

14856 Chalk Hill Rd, Healdsburg
143 Village Oaks Ct, Healdsburg
$1,325,000
3 Beds ⋅ 2 Baths ⋅ 325094634 MLS
What's not to love about this home? Designed for easy living, it lives like a single level and captures the best of Healdsburg's relaxed sophistication. Nestled at the end of a quiet cul-de-sac, this beautifully updated residence offers comfort, style, and stunning views of Dry Creek Valley. Inside, the open living and dining areas are enhanced by vaulted ceilings and large windows that frame sweeping valley vistas perfect for everyday living or entertaining. The updated kitchen features sleek modern finishes, stainless steel Viking appliances, wine refrigerator, and a stylish breakfast bar illuminated by glass pendant lighting. A cozy den and breakfast nook provide additional spaces to relax or gather. The home offers three bedrooms, including a generously sized primary suite with a spa-like bath and walk-in closet. The convenient laundry room include storage and a recently purchased washer & dryer. Step outside to a tranquil backyard retreat with tiered landscaping framed by mature trees and ornamental grassesideal for quiet mornings or evening gatherings. Additional features include recessed speakers in the living room, den, and primary suite, plus included TVs and sound bars. Located just minutes from Healdsburg's downtown plaza and its scenic walking and biking paths.

143 Village Oaks Ct, Healdsburg
620 Alta Vista Dr, Healdsburg
$1,320,000
3 Beds ⋅ 3 Baths ⋅ 326071481 MLS
Discover the best of Healdsburg living in this beautifully refreshed 3-bedroom, 2.5-bathroom home offering 2,208 square feet on nearly half an acre. Tucked away on a peaceful dead-end street, this inviting property is just minutes from the iconic Healdsburg Plaza, placing exceptional dining, wine tasting, shopping, and entertainment close at hand. Thoughtfully updated with fresh interior and exterior paint, a remodeled kitchen, new flooring, and numerous additional improvements, the home offers a stylish, comfortable, and move-in-ready setting. Views add another special dimension, creating a beautiful backdrop and a wonderful connection to the surrounding Wine Country landscape. Outside, the property truly shines as a private backyard retreat. An in-ground pool and spa are complemented by a spacious patio, creating the perfect setting for sunny afternoons, evening swims, outdoor dining, and entertaining with friends and family. Garden beds and generous yard space offer plenty of room for gardening and enjoying the outdoors. With its peaceful setting, expansive lot, inviting views, resort-like backyard, and proximity to downtown Healdsburg, this home offers a rare combination of privacy and convenience. Enjoy the space and tranquility of a residential retreat while being just minutes from everything that makes Healdsburg one of Wine Country's most desirable destinations.

620 Alta Vista Dr, Healdsburg
635 Brown St, Healdsburg
$1,300,000
3 Beds ⋅ 4 Baths ⋅ 325060490 MLS
Discover this updated bungalow at 635 Brown Street, Healdsburg, CA, where timeless charm blends seamlessly with modern convenience. The main house offers 2 spacious bedrooms and 2.5 bathrooms, thoughtfully designed across 1,839 square feet to provide both comfort and style. Relax and entertain on the rear deck or enjoy an evening with friends on the front porch. Additionally, the property features a detached Accessory Dwelling Unit with 1 bedroom and 1 bathroom, offering flexibility and potential-live in one and rent the other. This home combines the charm of classic features with the convenience of modern living, all situated in the friendly community of Healdsburg.

635 Brown St, Healdsburg
2267 Westside Rd, Healdsburg
$1,300,000
2 Beds ⋅ 2 Baths ⋅ 325040931 MLS
Charming 1920s Home with Modern Upgrades on 3.2 Acres. Experience timeless elegance in this beautifully updated 1920s home, set behind a private iron gate on approx. 3.2 acres. The chef's kitchen features a large island, double ovens, and wine fridgeideal for entertaining. Enjoy cozy living spaces with a rustic fireplace, built-ins, and a Murphy bed in the den. The spacious primary suite offers garden views and a walk-in closet. Modern comforts include updated windows and owned solar. A detached studio with its own porch is perfect for a home office or creative space. Outside, relax in the landscaped English garden with a peaceful fountain. Additional outbuildings add to the property's charmall just minutes from downtown Healdsburg and world-class wineries.

2267 Westside Rd, Healdsburg
1337 Creekside Ct, Healdsburg
$1,300,000
3 Beds ⋅ 3 Baths ⋅ 325088466 MLS
Beautifully updated and fully furnished, 1337 Creekside is a turnkey 3BD/2.5BA retreat in Healdsburg's coveted Fitch Mountain Villas. Enjoy open-concept living with natural beauty framed in every window and quick access to downtown. Community amenities include a heated saltwater pool, spa, gas grill, sport courts (tennis/pickleball/bocce), and hiking trails just steps out the back gate with stunning sunset views. Nestled on a quiet tree-lined cul-de-sac, the home features a 2-car garage, finished loft office/creative space, and private fenced backyard with BBQ, outdoor dining, and a gas firepit. The perfect blend of peaceful country living and in-town convenience ideal as a full-time residence, weekend getaway ready to enjoy, or turn-key high-performing income property.

1337 Creekside Ct, Healdsburg
528 Sanns Ln, Healdsburg
$1,299,999
4 Beds ⋅ 2 Baths ⋅ 325023000 MLS
Welcome to 528 Sanns Lane, a stunning 4-bedroom, 2-bathroom home located in the heart of Healdsburg. This 2,080-square-foot residence is the perfect blend of modern elegance and an entertainer's paradise, set on a beautifully landscaped .21-acre lot featuring a variety of fruit trees, including Jack Black Fig, Satsuma Mandarin Orange, Gravenstein Apple, Apricots, Fuyu Persimmon, and Navel Orange. As you step inside, the spacious layout flows effortlessly, highlighted by a chef's kitchen featuring a Viking 36 range and wine fridge. The main suite offers an indulgent retreat with a private ensuite bath complete with heated floors, a walk-in closet, and access to the serene backyard, complete with a sun deck and hot tub pad. The home is filled with natural light, enhancing the open and airy feel of the space. Outdoors, a sparkling pool with an electric cover and paid-for solar ensures energy efficiency, while the expansive deck provides ample room for entertaining. The property also features a shed, a large yard with utilities (gas, water, and electricity) ready for a future outdoor kitchen or guest house, and a spacious driveway. A carport offers additional parking, all within a private, peaceful setting perfect for relaxation or hosting gatherings.

528 Sanns Ln, Healdsburg
384 Arabian Way, Healdsburg
$1,275,000
4 Beds ⋅ 4 Baths ⋅ 326007700 MLS
Tucked behind a secure gated entry, this custom-built four-bedroom, four-bathroom estate offers a sophisticated blend of urban convenience and rural tranquility. The light-filled interior is anchored by a gourmet kitchen featuring granite countertops and a large island, flowing seamlessly into a living room adorned with coffered ceilings, hardwood floors, and a fireplace. Designed for versatility, the tri-level floor plan includes two en suite bedroomshighlighted by a primary retreat with a private view deck and soaking tubplus two additional bedrooms with private entry access, perfect for a home office or guest quarters. The park-like grounds are an entertainer's dream, featuring multiple view decks, a hot tub, and a private putting green. For the aspiring vintner, the expansive acreage provides ample space for a hobby vineyard or boutique orchard. Located adjacent to the Healdsburg Ridge Open Space Preserve for easy hiking access, this property is also minutes from the upcoming North Village amenities and the Foss Creek Pathway. Complete with a two-car garage and a lengthy driveway for extra parking, this residence provides a private sanctuary just moments from the world-class dining and charm of the Healdsburg Plaza.

384 Arabian Way, Healdsburg
108 Marion Ln, Healdsburg
$1,200,000
2 Beds ⋅ 2 Baths ⋅ 325070500 MLS
Tucked away at the end of quiet, peaceful Marion Lane, just a short distance from the heart of downtown Healdsburg, this delightful 2-bedroom, 2-bath home blends character with modern comfort. With maple hardwood floors throughout, the main level features a cozy kitchen with quartz countertops, stainless steel appliances, a quaint dining nook, and a spacious laundry room. The inviting living room opens to a charming porch ideal for outdoor dining or relaxing. Upstairs, you'll find a spacious primary suite with a generous bathroom, a walk-in closet, and a versatile landing perfect for a home office or reading nook. A second guest bedroom completes the upper level. The outdoor space includes a private backyard with pavers and trees, a pergola-covered area for entertaining, space for gardening, and a detached garage and carport. Recent upgrades include new windows, new siding, a new roof, fresh paint, and a tankless water heater. Whether you're looking for a convenient full-time residence or an easy-to-maintain getaway, this Healdsburg property offers a great blend of location, comfort, and charm.

108 Marion Ln, Healdsburg
225 Foss Creek Cir, Healdsburg
$1,200,000
325094792 MLS
RARE opportunity to own your own office building in Healdsburg or hold as an investment property. This attached office Condo is One block from City Hall, four blocks to Plaza 15 min to Sonoma County Airport 2,500 sf on two floors. Walk to adjoining Park Point Health Club. Ample parking at your front door. Walk to lunch and a dozen great restaurants. 6% cap rate on existing lease.

225 Foss Creek Cir, Healdsburg
367 Arabian Way, Healdsburg
$1,150,000
5 Beds ⋅ 3 Baths ⋅ 326043689 MLS
Ideally located in Healdsburg's highly desirable Parkland Farms neighborhood, this spacious 5-bedroom, 3-bath home offers approximately 2,500 sq ft just minutes from the Healdsburg Plaza, renowned wineries, restaurants, shopping, parks, and scenic walking trails. Designed with both comfort and functionality in mind, the flexible floor plan features a full bedroom and bathroom on the main level, formal living and dining rooms, fresh interior paint, updated flooring, plantation shutters, and an open-concept kitchen, dining, and family room centered around a cozy gas fireplace. French doors lead to the backyard, creating seamless indoor-outdoor living. Upstairs, the generous primary suite offers a walk-in closet, soaking tub, and dual-sink vanity, while three additional bedrooms and an upstairs laundry room provide plenty of space for family or guests. Outside, enjoy a low-maintenance backyard complete with a built-in BBQ, outdoor kitchen, paver patio, detached two-car garage, and gated driveway, perfect for entertaining and everyday living. With its unbeatable location, versatile layout, and easy access to everything Healdsburg has to offer, this home is the perfect place to enjoy Wine Country living.

367 Arabian Way, Healdsburg
1042 Harold Ln, Healdsburg
$1,150,000
3 Beds ⋅ 2 Baths ⋅ 325102811 MLS
A tranquil retreat in one of Healdsburg's most desirable and established neighborhoods, directly across from Fitch Mountain Elementary's playfields. This incredibly well-maintained and clean home offers the perfect blend of privacy and small-town convenience, positioned on a quiet street with no neighbors across the way. Step inside to discover thoughtfully designed living spaces filled with natural light and comfort. The private backyard becomes your personal sanctuary, ideal for morning coffee, alfresco dining, or simply unwinding as the sun sets over the surrounding landscape. You're just minutes from the vibrant Healdsburg Plaza, where award-winning restaurants, boutique shopping, and world-class tasting rooms await. This rare combination of established surroundings, exceptional privacy, and proximity to everything that makes Healdsburg special is hard to find. A must see to appreciate.

1042 Harold Ln, Healdsburg
324 Burgundy Rd, Healdsburg
$1,150,000
3 Beds ⋅ 3 Baths ⋅ 326006677 MLS
Great Opportunity in Vintage Hills subdivision in Healdsburg. Situated on 2.48 acres sits this 1987 built 3 bdrm/2.5 bath home with 2325 Sq Ft/Newer roof & exterior paint all with City Services. No septic or well to mess with. Very clean home with many views in mostly original condition-it just needs your personal touch to make those updates. Solid value affords you the opportunity to make those updates. Plenty of Room for a pool if desired. Country living yet just a quick 6 min car ride to the downtown Healdsburg Plaza and all it has to offer.

324 Burgundy Rd, Healdsburg
442 Piper St, Healdsburg
$1,150,000
3 Beds ⋅ 2 Baths ⋅ 325046521 MLS
Charming and full of potential, this single-story Craftsman bungalow spans 1,663 sq ft and features 3 bedrooms and 2 full baths. Included in the sale is 438 Piper Street a contiguous legal separate parcel of 3,920 sq ft offering a chance to develop the lot or expand the home, build an ADU, or design a private backyard retreat with a pool. Timeless details include a welcoming front porch, hardwood floors, gas fireplace, and built-ins in the formal dining room. The generous kitchen offers plenty of room to reimagine, while several outbuildings provide storage or potential studio space. Ideally located near Healdsburg Recreation Park home to the Prune Packers baseball team and just blocks from Giorgi Park's basketball and tennis courts. All within easy reach of the Healdsburg Plaza, this in-town property is rich with possibility.

442 Piper St, Healdsburg
no property photo
$1,130,000
3 Beds ⋅ 3 Baths ⋅ 326060643 MLS
Sweeping southwest views across the Coast Range and a private setting make this Wine Country home feel worlds away, yet Healdsburg Plaza is just seven minutes away. Natural light fills the single-level home through skylights, large windows, and multiple glass doors. The great room features a fireplace and opens to a spacious view deck, creating a natural extension of the living space. The kitchen offers a center island, generous storage, and direct access to a charming brick patio with a built-in BBQ and refrigerator. The primary suite opens to the view deck and includes a walk-in closet and an updated bath with dual shower heads. A second ensuite bedroom provides privacy for guests, while the third bedroom offers flexibility for an office or additional sleeping space. Fitch Mountain Park and Open Space Preserve hiking trails are an easy walk from the property. Whether you're looking for a full-time home or a weekend Wine Country getaway, this property offers privacy, beautiful views, and convenient access to Healdsburg's restaurants, tasting rooms, shops, and seasonal events.

1026 Sunset Dr, Healdsburg
1574 S Fitch Mountain Ct, Healdsburg
$1,100,000
2 Beds ⋅ 1 Baths ⋅ 325079050 MLS
A mesmerizing riverfront oasis in desirable Healdsburg! This completely updated and remodeled 2BD/1BA home comes with unparalleled views & private access to Healdsburg's Russian River. Be welcomed by an open floor plan, high vaulted ceilings & hardwood floors throughout. Large dual-pane windows bring the outside in, highlighting the expansive kitchen with granite counters, stainless steel appliances & plenty of storage. Excellent all-day sun on multiple-tiered decks off the back of the home to enjoy the Wine Country lifestyle! This property is a gardener's dream. Walk through a tiered food forest with exotic fruit trees, flowers, and vegetable gardens. Superb river access for swimming, fishing, and kayaking. Additionally, on the lower level, the home has a full 900sf basement /workshop and a separate space for guests. Located on a quiet lane off the main road, parking for 3-4 cars, and a short distance from the downtown plaza. Powered by an owned solar system & price includes a restful sauna and Murphy bed in second bedroom. This is a rare find along the Russian River in sought-after Healdsburg, and an ideal place to live your life in Sonoma County's bucolic Wine Country.

1574 S Fitch Mountain Ct, Healdsburg