Refine Search
Sort by
1676 Chiquita Rd, Healdsburg
$1,550,000
3 Beds ⋅ 3 Baths ⋅ 325088101 MLS
Nestled atop the gentle rolling hills of Healdsburg, this home has sweeping views of the world-renowned Dry Creek Valley and within 10 mins of the downtown area. Expansive windows throughout echo the natural splendor of the landscape with vistas of the lush valley beyond, while ensuring each room is illuminated by abundant natural light. This tasteful newly updated home creates a sanctuary of comfort and casual elegance set by the tone of the natural beauty that surrounds this residence. Moving through the home the large open concept living area is accented by Fir wood floors, contemporary fireplace, vaulted ceiling & dining area. The inviting kitchen features quartz countertops, breakfast bar, maple cabinetry, and new appliances. Three bedrooms (two with ensuite bathrooms), 3 bathrooms total. The multiple glass doors throughout the home invite you to step out and relax on the large wooden decks or enjoy the gentle 5.29 usable acres surrounding the home, where many possibilities await; horses, agriculture, livestock, and ADU. Oversized three car detached garage.

1676 Chiquita Rd, 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

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

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

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

230 Clear Ridge Dr, Healdsburg
$1,260,000
3 Beds ⋅ 3 Baths ⋅ 326006403 MLS
Tucked away on a private lane in Healdsburg's desirable Clear Ridge neighborhood This custom built, two-story single-family home offers privacy, space, and scenic surroundings. The 2,444 sq. ft. residence features 3 spacious bedrooms and 2.5 bathrooms and a flex room, ideal for full-time living or a weekend retreat. This location is ideal for the bicycling, walking and jogging enthusiasts. It is less than a mile to the entrance of Alexander Valley to the north and also Dry Creek Valley to the west. These two valleys are known the world over NOT just for the beautiful vineyards but also for the wonderful bike riding. There is excellent hiking in the surrounding hills and a walking path close by which leads to downtown Healdsburg. The home includes a 2-car garage plus an attached workshop, offering flexible space for hobbies, storage, or a home gym. The backyard could easily accommodate an outdoor kitchen and furniture in the patio area (please look at Digitally Altered photo). Only 2 minutes to shopping, 3 minutes to catch the freeway and only 4 minutes to downtown. Very centrally located. A rare opportunity to own a country home within city limits with room to breathe in one of Healdsburg's most sought-after areas.

230 Clear Ridge Dr, Healdsburg

1240 Alexander Valley Rd, Healdsburg
$1,160,000
3 Beds ⋅ 1 Baths ⋅ 326066461 MLS
Escape to Wine Country with this inviting single-story home, privately set back from the road behind a private gate on 2.4+/- picturesque acres. Featuring 3 bedrooms, 1 full bath, and a single-car garage, this well-proportioned home offers comfortable living with the space and privacy that only acreage can provide. Lovely outdoor patios, a hobby vineyard, raised garden beds, approximately 28 Italian olive trees, and a variety of fruit trees enhance the outdoor experience, creating a peaceful country setting just minutes from the celebrated restaurants, boutique shopping, and vibrant scene of Healdsburg and Geyserville. What makes this property truly special is its potential: the existing home is ideally suited to serve as an accessory dwelling unit (ADU) for a future main residence. An elevated hilltop building site offers a beautiful setting with pastoral views for that next chapter. Your dream home is within reach. This property offers rare flexibility and opportunity in Sonoma County's beautiful Alexander Valley.

1240 Alexander Valley Rd, 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

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

9206 Chalk Hill Rd, Healdsburg
$1,050,000
3 Beds ⋅ 2 Baths ⋅ 326068867 MLS
9206 Chalk Hill Road offers a thoughtful expression of Wine Country living, where natural surroundings, everyday comfort and careful stewardship come together. Set on approximately 1.38 acres, the property follows the natural contours of the hillside, with mature native oaks, a seasonal creek and a landscape that changes beautifully with the seasons. Inside, the home has an open, natural flow with soaring vaulted ceilings, expansive windows and abundant natural light. The kitchen, dining and living areas connect seamlessly, while the bedrooms and primary living spaces are arranged on one level for an easy, functional floor plan once inside. An expansive deck extends the living space into the surrounding landscape and an fenced-in patio off the kitchen completes the ease for this property's indoor-outdoor lifestyle. Outdoor living continues to unfold throughout the property. A lower terrace with cafe lighting and a custom wet bar has become a favorite gathering place, while the upper deck offers a different perspective among the oaks. A versatile loft adjoining the garage provides additional flexibility for an office, art studio, fitness room or hobby space. Owned solar, an EV charger and new appliances reflect the attentive ownership and thoughtful care that has been poured into this home for years. Just minutes from both Windsor and Healdsburg, this is a beautiful, well-maintained home for buyers who appreciate room to breathe, natural surroundings and the character of the Chalk Hill setting.

9206 Chalk Hill Rd, Healdsburg

823 Prince Ave, Healdsburg
$1,050,000
3 Beds ⋅ 4 Baths ⋅ 326020947 MLS
This is a must see. You will love this charming 1940s single-story cottage, located less than a mile from the vibrant Healdsburg Plaza. This inviting 2-bedroom, 2-bath home offers approximately 928 square feet of living space and has been thoughtfully updated over the years. Interior highlights include vaulted ceilings, a cozy fireplace, and an open-concept floor plan that creates a bright and welcoming atmosphere. Love the ivy covered front courtyard, private space with garden bed perfect for your morning coffee. A covered carport provides flexible use as parking or an outdoor dining and entertaining area. The sunny backyard is ideal for gardening and relaxing, offering plenty of space to enjoy the outdoors. The property also features a detached ADU built in 2016, providing approximately 640 square feet of additional living space. The ADU includes an open-concept living room and kitchen with vaulted ceilings, a one-bedroom ensuite, an interior laundry/mudroom, and a convenient half bath. An additional charming detached flex space offers versatile spot perfect for a home office, exercise room, art studio. This is a well-loved property, filled with wonderful memories, now ready for its next owner to add their personal touch. This is a perfect opportunity for owner to live in one and rent the other like the current owner did. It is a versatile property, offering multi-generational living, with a guest house, and has investment potential.

823 Prince Ave, Healdsburg

How much is your home worth?

Get instant property value now!