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$4,950,000
4 Beds ⋅ 4 Baths ⋅ 326029964 MLS
Nestled on one of Healdsburg's most coveted streets, just a short stroll from the vibrant Plaza, 438 Matheson St. is a stunning example of early 20th-century charm paired with modern-day versatility. Set on a generous corner lot spanning approximately a quarter acre, this property boasts a serene oasis with formal gardens, a sparkling pool, and room to expand with additional flower or vegetable beds. Steeped in character, the over 3,000 sq. ft. home (+/-) spans three thoughtfully designed levels. The main floor has a formal parlor and dining room, a beautifully remodeled gourmet kitchen, and a cozy media room, all anchored by timeless details and abundant natural light. Upstairs, two spacious bedrooms plus an office and two bathrooms share the spotlight with a delightful covered porch, perfect for enjoying quiet moments overlooking the picturesque street below. The versatile lower level opens up endless possibilities, offering space for one to two additional bedrooms, a home office, or even a private theater. Complete with a full bath and laundry room, it's a flexible haven for evolving needs. Outside, a detached garage sparks inspiration with its potentialimagine transforming it into a summer kitchen, guest quarters, or an ADU. Recent upgrades, including fresh interior and exterior paint, a brand-new roof, and a solar system, make this home as efficient as it is enchanting. 438 Matheson seamlessly blends timeless elegance with modern functionality, offering an unparalleled opportunity to live in one of Healdsburg's most desirable locations.

438 Matheson St, Healdsburg
$799,000
1 Baths ⋅ 326033811 MLS
Surrounded by Michelin-starred restaurants, boutique tasting rooms, artisan coffee shops, and high-end shopping, this residence blends world-class experiences with the privacy and comfort of a modern retreat. Spend your days savoring local wines, farm-to-table dining, and charming boutiques, then come home to your thoughtfully designed space to relax, recharge, and enjoy a gourmet meal in your luxury kitchen. Unlike a hotel stay, this home offers space, privacy, and amenities that make every visit feel like coming home. Inside, you'll find an expansive great room with custom cabinetry and designer upgrades. The kitchen features premium Miele appliances, marble and quartz finishes, and clever storage solutions. Luxuriously appointed bathroom boasts a walk-in shower and Waterworks fixtures. Step out to your northeast-facing patio with built-in BBQ, perfect for morning coffee or evening wine. Added conveniences include deeded underground parking, a private storage room, in-unit laundry, and secure interior access. Mill District amenities include a pool and luxuriously appointed pool house with fitness center, wellness facilities, and indoor-outdoor resident lounge, bringing resort-style living to your doorstep. Built in 2024, this home offers 676 sq ft (573 sq ft interior + 103 sq ft exterior patio) of modern living and a turnkey opportunity to own a slice of Healdsburg's sought-after lifestyle.

151 Sawmill Cir Unit #103, Healdsburg
$959,000
2 Beds ⋅ 2 Baths ⋅ 326031807 MLS
Turnkey and effortlessly stylish, this 2 bed, 1.5 bath residence at The Grove Lofts is your chance to own a refined in-town retreat. Experience modern urban design paired with high-end finishes, from warm bamboo flooring to sleek quartz countertops. The inviting living room features a cozy gas fireplace and French doors that open to your own private patio perfect for indoor-outdoor living. Tucked within a serene redwood grove, yet just a short stroll to Healdsburg's vibrant plaza, this home offers the ultimate blend of tranquility and convenience. Whether you're looking for full-time living or the perfect wine country escape, this is sophisticated Healdsburg living at its finest.

544 Grove St, Healdsburg
$294,100
326033214 MLS
37.4+- Acres with all year Warm Springs Creek running through it. A fish camp for recreation. Private must earn it to get there. Lots of towering Redwoods and Alder Trees. Cool summertime fun with plenty of swimming holes and camp spots.

Skaggs Springs Road, Geyserville
$4,500,000
6 Beds ⋅ 6 Baths ⋅ 326024435 MLS
Set on approximately 15 acres in Sonoma County, this newly constructed property offers a rare combination of modern design, usable land, and a versatile multi-residence layout. Thoughtfully planned and designed for both everyday living and entertaining, the property provides a seamless blend of indoor comfort and outdoor lifestyle. The main residence features clean architectural lines, an open-concept floor plan, and abundant natural light throughout. Expansive nano-style doors create a strong indoor-outdoor connection, opening to generous decking and surrounding views. The interior offers a functional layout with well-proportioned living spaces, quality finishes, and a natural flow suited to both quiet living and gatherings. In addition to the main home, a fully detached two-bedroom, two-bath residence provides flexibility for guests, extended living, or potential income opportunities (buyer to verify). Positioned separately from the main home, it offers privacy along with its own outdoor areas. The grounds are designed to take full advantage of the acreage, with a balance of open space and curated landscaping. A newly constructed approximately 1,500 square foot barn adds utility for a variety of uses. The property also includes a small hobby vineyard and established gardens with pathways, mature plantings, and seasonal color. Outdoor amenities are a central feature of the property, including a pool, sauna, and multiple areas for seating and entertaining. A well-equipped outdoor kitchen and dining area provide an ideal setting for year-round use, whether hosting or enjoying the surrounding environment. With its combination of new construction, multiple living spaces, and usable acreage, this property presents a unique opportunity to enjoy Sonoma County living with flexibility and privacy, all within a thoughtfully designed setting.

8349 W Dry Creek Rd, Healdsburg
$1,400,000
2 Beds ⋅ 3 Baths ⋅ 326032489 MLS
Eight minutes from the Healdsburg plaza, Mill Creek Road gives way to a forest canopy and the kind of quiet that makes you exhale. That's the setting for 2563 & 2560 Mill Creek Rd combined to offer an almost 1 acre property, modern designed 2 bedroom, 2.5 bathroom 1,409 sqft home, genuine nature immersion, and one of the most compelling income opportunities in Healdsburg today. A striking modern home with floor-to-ceiling windows, warm oak plank floors, and an open-concept layout built for living well. The kitchen anchors the main level with a large island, wine fridge, stainless appliances, and floating shelves. Multiple glass sliders dissolve the boundary between inside and out, opening to an expansive deck for dining and entertaining, gravel path, dedicated patio, hot tub, cold plunge, and sauna the kind of amenity stack that earns five-star reviews or creates quality memories. Both ensuite bedrooms sit upstairs, framed by forest views on every side. Cross Mill Creek Road to the south parcel: a fully fenced half-acre with Mill Creek frontage, mature trees, flat open terrain, and a large storage shed ideal for recreation or leisure. Must see to appreciate this unique offering.

2563 Mill Creek Rd, Healdsburg
$1,795,000
3 Beds ⋅ 3 Baths ⋅ 326030944 MLS
Perfectly positioned in the heart of Wine Country, this beautifully updated single-level retreat offers an exceptional blend of privacy, comfort, and natural beauty. Ideally located less than 15 minutes from Healdsburg, 20 minutes from Calistoga, 22 minutes from Sonoma County Airport, and under 30 minutes from downtown Santa Rosa, the property provides convenient access to some of Northern California's most sought-after destinations. Set on approximately 1.15 acres, the property enjoys vineyard views and scenic frontage along Maacama Creek, creating a tranquil setting rich with wildlife and the peaceful ambiance of Wine Country living. Thoughtfully designed for both relaxation and entertaining, the turnkey residence features 3 bedrooms, 3 bathrooms, and approximately 2,225 square feet of light-filled living space. The open-concept floor plan showcases a spacious living room with fireplace, a beautifully updated chef's kitchen with premium appliances, and inviting guest accommodations. High-end finishes and seamless indoor-outdoor flow enhance the home's warm and welcoming atmosphere. Outdoor living is equally impressive, featuring an expansive entertaining deck, stone patio, outdoor kitchen, and beautifully landscaped grounds that capture the essence of Sonoma County's indoor-outdoor lifestyle. A wrap-around driveway offers ample parking in addition to the de-attached two-car garage. Located near Chalk Hill Road and just moments from renowned wineries, vineyards, and fine dining, this private Wine Country retreat presents a rare opportunity to enjoy the best of Sonoma County living in a picturesque creek side setting.

14734 Youngs Rd, Healdsburg
$4,250,000
4 Beds ⋅ 5 Baths ⋅ 326030880 MLS
Flora Ranch Estate sits on 40+ acres atop a gentle vineyard knoll with a beautiful custom-built Mediterranean inspired home overlooking Alexander Valley, Mt Saint Helena and Chalk Hill with breathtaking panoramic views. Inside the home, warm, inviting spaces feature soaring beam-wrapped cathedral ceilings, an open-concept layout, and serene seating areas throughout to relax amongst the views. Step onto the wrap-around back deck and enjoy the infinity-edge pool and spa, seamlessly blending indoor-outdoor living. The home's lower level reveals a winemaking lounge, small production studio and wine cellar built into the hillside for aging your own estate grown Cabernet Sauvignon. The vineyard is currently sustainably farmed on 15 acres of hillside in ancient volcanic soils. The gentle rolling topography enhances both vineyard character and breathtaking views. Flora Ranch Estate offers a rare opportunity to join, expand or reimagine within Alexander Valley's esteemed wine growing and agricultural community. The rich land is not only planted to award winning grapes but you'll also find flowers, raised garden beds, an irrigated fruit orchard and a picturesque pond draped with large willow trees. Enjoy the peacefulness of gorgeous country living yet just 15 minutes to Healdsburg Plaza, 15 min to Santa Rosa Airport, 20 min to Napa Valley's Calistoga and within district to the highly sought after Alexander Valley School with bus route at the bottom of Flora Ranch Rd. Generational legacy estates like these don't become available very often and your time has come to make this stunning slice of wine country yours at Flora Ranch Estate.

13404 Flora Ranch Rd, Healdsburg
$2,350,000
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
$2,995,000
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
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
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
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
$550,000
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
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
$3,850,000
3 Beds ⋅ 3 Baths ⋅ 326029329 MLS
Nestled on 40 acres in the heart of Alexander Valley, this Wine Country Estate combines vineyard elegance with private serenity. Six acres of Cabernet vines frame the property, while heirloom-style hewn woodwork and stained concrete floors set a timeless, artisanal tone. The living room centers on a commanding two-story fireplace and floor-to-ceiling windows that overlook the 60-foot Pebble Tec pool and sweeping hillside-delivering dramatic, ever-changing views. On the main level, you'll find an inviting entertaining room with a bar, two bedrooms and two baths, a gourmet kitchen with soapstone countertops, stainless appliances, and a Viking range, plus a pantry and a generous dining area. The upper level is home to the primary suite with an ensuite spa-like bath and a private office/sitting area. French doors open to an entertainer's outdoor experience where you can dine and sip wine beneath a star filled sky. Outside, olive and fruit trees, raised garden beds, and a chicken niche complete this rural oasis, privately positioned behind the Marietta Winery for ample seclusion. Just minutes from Highway 101, the quaint town of Geyserville, and the chic destination of Healdsburg.

22355 Chianti Rd, Geyserville
$6,690,000
4 Beds ⋅ 6 Baths ⋅ 326028945 MLS
Thoughtfully designed & extensively reimagined, this striking contemporary home blends architectural precision w/warm modern materials & refined livability. A tiered approach creates a dramatic sense of reveal of the residence, framed by curated landscaping and soft, integrated lighting. An earthen-hued stucco facade pairs with natural wood panels and expansive glass, forming a timeless interplay of geometry, scale, and light. A sun-filled great room with 14' ceilings anchors the home, centered around a striking see-through fireplace set against a book-matched granite wall. Expansive folding doors create seamless indoor-outdoor flow, while a sculptural floating staircase with thick wood treads and glass railings serves as a functional work of art. Custom interiors feature quarter-sawn white oak floors and curated walnut casework. Integrated technology includes Control4 automation, Lutron lighting, electric shades, and Sonos sound throughout. The kitchen delivers serious performance; outfitted with Miele appliances, including induction cooktop, multiple ovens, and coffee system, along with Thermador refrigeration, Leicht cabinetry, and quartz surfaces, all complemented by a generous pantry and workspace. A den and media room with 20' ceilings and wood-burning fireplace adds versatility, while the private primary suite displays exposed ceiling trusses, with integrated LED uplighting, custom walnut built-ins, and a tailored closet system. Outdoor living unfolds across a heated three-season screened porch, resort-style lap pool and Caldera spa, and an enclosed dining terrace with built-in grill, pizza oven, and pergola. Fire pit, fountain, and curated landscaping create an immersive setting for relaxation and entertainment. A companion structure, beautifully finished to the same standard as the main residence, offers a 2BR/2BA ADU with private deck and views. The lower level includes a private office, gym with full bath & laundry, and a 3-car garage with storage. Completing the property is a modern agricultural barn with workshop, loft, additional home office and rainwater collection, set among an olive orchard producing estate oil, fruit and citrus groves, raised garden beds, greenhouse, & walking trails. With PV solar, backup generator, private wells and entire property automation, the estate performs equally as a full-time or a lock-and-leave retreat. Ultimate in wine country living...elevated, intentional, and deeply connected to the land.

23200 Dutcher Creek Rd, Cloverdale
$6,500,000
326023132 MLS
Dry Creek Valley winery development, estate residence & vineyard opportunity! 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
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
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
$3,450,000
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 810 sq.ft. 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 features stunning views and French doors that open to the back patios The primary bathroom is exceptionally spacious with a 6-foot tub, walk-in shower, and double sinks. There is an ensuite guest bedroom downstairs. Upstairs are three bedrooms featuring built-in bookshelves and cabinets plus a full bathroom and an additional storage room. In 2012, the estate was expanded with a massive garage with room for a shop, exercise room, or studio topped by a private 860 sq. ft. ADU. This one-bedroom unit is suitable for a remote workspace/office, an exclusive guest house for visitors, a private space for a live-in nanny or caretaker or a rental. 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 5 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 family home.

1212 N Fitch Mountain Rd, Healdsburg
$799,000
3 Beds ⋅ 3 Baths ⋅ 326026153 MLS
Enjoy your morning coffee in a Zen state, watching the deer on the hill behind thru the serenity of the garden. This home features hardwood floors, expanded sq. footage, an upstairs balcony, a walk in pantry, French doors lead to a lovely garden over looking hillside acreage. Privacy abounds. Bring your ideas to update this galley kitchen, add more windows to expand the private views. Fitch Mtn. Villas have long been a favorite of the Healdsburg lifestyle. Community pool and tennis and pickle ball courts.

587 Fieldcrest Dr, Healdsburg
$1,395,000
5 Beds ⋅ 4 Baths ⋅ 326022605 MLS
New construction rarely feels this complete. Designed for effortless living and modern sensibility, this light-filled residence offers a seamless blend of style, function, and flexibility, anchored by wide-plank oak floors, clean architectural lines, and a thoughtful layout that lives beautifully day to day. The heart of the home is a striking open kitchen designed to perform as well as it presents, featuring quartz countertops, an oversized island, and the unexpected luxury of dual dishwashers, a detail that speaks to both entertaining and ease. The adjacent dining area and expansive living space flow naturally to the outdoors, creating a quiet rhythm between indoor comfort and private backyard living. A dedicated entry study provides a refined work-from-home space, while modern lighting and curated fixtures elevate every room. Upstairs, the primary suite is a true retreat, offering a spacious walk-in closet and a beautifully appointed bath with dual sinks and a clean, contemporary finish. What sets this property apart is its versatility. In addition to the 4-bedroom, 2.5-bath main residence, a fully independent studio ADU with its own kitchen and full bath creates opportunity, whether for guests, extended living, or income potential. Framed by low-maintenance landscaping and a welcoming front porch, the property is designed to be both polished and practical. A two-car garage and private outdoor spaces complete the offering. This is not just new construction, it's a home that understands how people want to live today.

109 Paul Wittke Dr, Healdsburg
$1,795,000
2 Beds ⋅ 2 Baths ⋅ 326019135 MLS
Sonoma County Wine Country Estate Opportunity on 15.35 Acres Discover a rare opportunity to own 15.35 private acres in the heart of Sonoma County wine country. Located just minutes from downtown Geyserville and renowned Healdsburg wineries, restaurants, and tasting rooms, 350 Canyon Road offers the ideal blend of privacy, natural beauty, and future potential. Surrounded by mature oak trees, rolling hills, and picturesque vineyard views, this unique property provides multiple possibilities for a luxury estate, vineyard development, equestrian retreat, family compound, or weekend getaway. The existing 1,656 square-foot residence features 2 bedrooms and 1.5 bathrooms, offering comfortable living while you enjoy the property today or plan your future vision. Large windows frame the surrounding landscape, creating a seamless connection to the outdoors and the peaceful setting beyond. Additional improvements include a detached 2-car garage, a classic red barn, storage structures with electrical service, and a charming vintage caboose thoughtfully converted into a private office, studio, or creative retreat. A seasonal spring winds through portions of the property, enhancing the natural setting and attracting abundant wildlife. Higher elevations on the parcel reveal a premier building site with sweeping views toward Geyser Peak and the surrounding wine country landscape, offering an exceptional location for a future custom estate. Steeped in local history and once part of the original Hoffman Grove area that hosted Geyserville's early May Day celebrations, this property represents a unique opportunity to own a meaningful piece of Sonoma County's past while creating your vision for the future. Whether you're seeking a private wine country retreat, legacy family property, vineyard estate, or investment in one of Sonoma County's most desirable regions, 350 Canyon Road offers a truly exceptional canvas with endless possibilities.

350 Canyon Rd, Geyserville
$450,000
326024599 MLS
A blank canvas to create your dream home, tucked at the end of a quiet country road on Limerick Lane, this 1.18-acre parcel offers a rare blend of privacy and usability. The land is level with full sun exposure an ideal setting for building, creating gardens, or simply enjoying open space. The property has been pre-perc'd for a 3-bedroom mound system or a 12-bedroom drip irrigation system, offering flexibility depending on your vision. For those seeking additional space or long-term potential, the neighboring parcel is also available, providing an opportunity to expand your footprint, create a multi-generational setup, or design a private compound, all just moments from downtown Healdsburg.

11 Limerick Ln, Healdsburg
$450,000
326024690 MLS
Set at the end of Limerick Lane in a peaceful country setting, this 1.18-acre parcel offers a wonderful opportunity to build just minutes from the Healdsburg Plaza and surrounding wine country. The lot is level and open, providing an easy canvas for a custom home, outdoor living spaces, or gardens. It has been pre-perc'd for a 3-bedroom mound system or a 7-bedroom drip irrigation system, allowing for a range of building possibilities. An added benefit is the adjacent parcel, also available for purchase. Whether you're looking for added privacy, space to spread out, or the option to create a shared family retreat, this offering gives you flexibility to grow over time.

12 Limerick Ln, Healdsburg
$2,095,000
4 Beds ⋅ 4 Baths ⋅ 326024573 MLS
Come and enjoy the elegant architecture of this beautiful custom home, set on over 1/2 acre in the heart of Healdsburg's wine country. Upscale amenities include a chef's kitchen with Viking appliances, Brazilian wood floors and solar with 2 battery backups. The open floor plan offers abundant natural light, walk in pantry, spacious laundry and 2 central air and heating systems. The serene grounds offer a natural habitat, built-in barbecue and fire pit, and an amazing heated in-ground pool.

134 Moonlight Dr, Healdsburg
$1,475,000
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
$1,250,000
326023958 MLS
Welcome to 1311 Prentice Drive in the heart of Healdsburg, a rare duplex opportunity offering versatility, comfort, and prime location all in one. This townhome-style property features two well-designed units, each with its own private entrance, one-car garage, in-unit laundry, and separate backyard; perfect for investors, multi-generational living, or owner-occupants seeking rental income. The front unit is a beautifully remodeled 2-bedroom, 2-bath home showcasing modern finishes, updated fixtures, and a fresh, contemporary feel throughout. Move-in ready and thoughtfully upgraded, it offers stylish living with comfort and functionality. The back unit features 2 bedrooms and 1.5 baths and has been well maintained in its original condition. Clean, comfortable, and full of potential, it provides steady rental appeal or an excellent canvas for future updates. Both units enjoy private backyard spaces ideal for relaxing, entertaining, or gardening, creating a sense of separation and individuality rarely found in duplex properties. Located in a central neighborhood close to shopping, dining, parks, and everything Healdsburg has to offer, this property delivers flexibility, income potential, and long-term value in one of Sonoma County's most desirable communities. A smart investment and a lifestyle opportunity, all under one roof.

1311 Prentice Dr, Healdsburg
$1,250,000
4 Beds ⋅ 4 Baths ⋅ 326023920 MLS
Welcome to 1311 Prentice Drive in the heart of Healdsburg, a rare duplex opportunity offering versatility, comfort, and prime location all in one. This townhome-style property features two well-designed units, each with its own private entrance, one-car garage, in-unit laundry, and separate backyard; perfect for investors, multi-generational living, or owner-occupants seeking rental income. The front unit is a beautifully remodeled 2-bedroom, 2-bath home showcasing modern finishes, updated fixtures, and a fresh, contemporary feel throughout. Move-in ready and thoughtfully upgraded, it offers stylish living with comfort and functionality. The back unit features 2 bedrooms and 1.5 baths and has been well maintained in its original condition. Clean, comfortable, and full of potential, it provides steady rental appeal or an excellent canvas for future updates. Both units enjoy private backyard spaces ideal for relaxing, entertaining, or gardening, creating a sense of separation and individuality rarely found in duplex properties. Located in a central neighborhood close to shopping, dining, parks, and everything Healdsburg has to offer, this property delivers flexibility, income potential, and long-term value in one of Sonoma County's most desirable communities. A smart investment and a lifestyle opportunity, all under one roof.

1311 Prentice Dr, Healdsburg