luxury real estate for sale Windsor, United States

This custom waterfront estate defines luxury, exclusivity, and resort-style living, designed for those who demand the extraordinary. Spanning nearly 11,000 square feet of meticulously crafted living and entertaining space, this architectural masterpiece offers a lifestyle that feels like a never-ending vacation. Nestled in the prestigious Pelican Lakes community, the property boasts breathtaking lake and golf course views and direct private lake access with a secluded beach. The outdoor living spaces seamlessly extends the vacation atmosphere, with an expansive outdoor kitchen, a luxurious spool, and multiple firepits surrounded by tiered seating-ideal for entertaining or unwinding under the stars. Inside, the gourmet kitchen is a dream, featuring a massive island, built-in refrigerator/freezer, wine fridge, & built-in coffee maker-perfect for effortless indulgence.Designed for both grand entertainment & intimate gatherings, the home features a state-of-the-art theater room and a climate-controlled wine room. The primary suite is a sanctuary, complete with a personal coffee bar, dual custom closets & water closets, an en suite laundry, & a massive glass-enclosed shower overlooking a private balcony with a firepit. Each additional bedroom is a retreat of its own, offering custom closets and lavish en suite baths.The lower level is equally as over the top, featuring a sprawling gym, a built-in gun room, and an imaginative play area designed to impress the kiddos. Every detail in this home has been thoughtfully curated, from stunning light fixtures to impeccably designed custom tile work, setting a new standard for bespoke living. Seamlessly integrating cutting-edge technology, the entire home is equipped with Control4 automation, ensuring effortless convenience at your fingertips.This is a rare opportunity to own an estate unlike any other-where luxury meets lifestyle in the most breathtaking way.

Tucked behind mature landscaping on Westside Road, this 6.09± acre estate unfolds across two contiguous parcels in one of Sonoma County’s most coveted addresses. A fully renovated 1,676± sq foot single-story residence, a 1,011± square-foot guest cottage, and a level valley-floor parcel planted to vine offer a rare blend of seclusion, views, and effortless access to downtown Healdsburg, just five minutes away. Set back from the road, the main residence occupies 3.29± acres and offers two bedrooms and two and a half baths. Fully renovated in 2024, the home has been reimagined throughout, with new ceilings, bathrooms, floors, and windows. Sweeping views of Mount St. Helena stretch across the property, and the pool and hot tub invite long, unhurried afternoons with vineyard vistas beyond. The front grounds are graced by a mature orchard of persimmon, apple, and olive trees. The vineyards are a defining feature of the estate, with 1± acre of Montrachet Chardonnay and 3.5± acres of Pinot Noir planted by the celebrated Ulises Valdez. Together they make the property a rare offering for those who wish to own a working piece of Sonoma County’s wine heritage. The 1,011± square-foot guest cottage, completed in 2019 as a second dwelling, offers gracious accommodations for visiting family, extended guests, or a private retreat. Its covered patio and luxury outdoor kitchen, complete with a pizza oven, make it an inviting setting for alfresco entertaining in Wine Country throughout the year. The level 2.8± acre valley-floor parcel offers a rare canvas, an ideal site for a dream residence. A new six-bedroom standard septic system serves the main home and guest cottage, with capacity for an additional three bedrooms in a future addition.

Set within Healdsburg's famed Russian River Valley, the Flax Estate and Vineyard spans 52 acres of privacy, stunning contemporary architecture, and world-class wine country living. Spanning two private parcels, this secluded retreat seamlessly balances contemporary luxury with its historic farmhouse and its direct Russian River access. The property is anchored by a dramatic, contemporary main residencea four-bedroom, four-and-a-half-bath masterpiece thoughtfully designed around majestic heritage oaks. Floor-to-ceiling glass, frames sweeping, uninterrupted views across the valley floor to the region's iconic peaks: Mount St. Helena, Fitch Mountain, and the Geysers. Steeped in history, the estate's historic six-bedroom, six-bath farmhouse once owned by the acclaimed actor Fred MacMurray exudes timeless Wine Country with interiors by celebrated designer, Ken Fulk. Its grounds feature a resort-style wellness complex complete with a 75-foot swimming pool, oversized spa, stand-alone gym, and sauna. Surrounding this pool area is a tennis court, bocce court, outdoor shower, and manicured fruit orchards alongside vibrant flower and vegetable gardens. A more recently built, unique entertainment barn offers a sophisticated setting for hosting memorable parties. Positioned near the private entrance to the property sits a beautifully rebuilt two-bedroom, one-bath cottage providing flexible accommodations for family, guests, or resident staff. At the heart of the estate lies a 26 acre, organically farmed vineyard producing world-class Pinot Noir and Chardonnay. Exclusively managed and crafted by DuMOL Winery, the vineyard's Flax Estate designate consistently produces highly sought-after vintages revered by collectors worldwide. Few properties so effortlessly unite architectural distinction, storied history, world-class viticulture, and the natural beauty o f the Russian River making Flax Estate Vineyard a truly singular offering in the heart of Wine Country. The property is offered turn-key and furnished.

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

A beautiful ranch that is totally secluded. 178 +/- acres, two parcels with many inner ranch private roads. No records of when the hunting cabin with a deck was built, has been well maintained. Has a detached bathroom along with a large barn. Fronts on both the Wheatfield Fork of the Gualala River and Tombs Creek. Incredible views, an abundance of wildlife, and many varieties of trees. Helicopter landing pad. Verizon tower is just to the northwest so one gets good cell coverage. Access the ranch: out Dry Creek Road to Skaggs Springs Stewarts Point Road then out private gated Wickersham Road, or out Rockpile Road to private and gated Kelly Road. The two access roads have fees that total $1,050.00 yearly. Water from springs. Generator and solar panels. This is ideal habitat for Wild Boar, Blacktail Deer, Wild Turkey, Quail, and occasional Black Bear.

A beautiful ranch that is totally secluded. 178± acres, two parcels with many inner ranch private roads. No records of when the hunting cabin with a deck was built, has been well maintained. Has a detached bathroom along with a large barn. Fronts on both the Wheatfield Fork of the Gualala River and Tombs Creek. Incredible views, an abundance of wildlife, and many varieties of trees. Helicopter landing pad. Verizon tower is just to the northwest so one gets good cell coverage. Access the ranch; Out Dry Creek Road to Skaggs Springs Stewarts Point Road then out private gated Wickersham Road, or out Rockpile Road to private and gated Kelly Road. The two access roads have fees that total $ 1,050.00 yearly. Water from spring's. Generator and solar panel's.This is ideal habitat for Wild Boar, Blacktail Deer, Wild Turkey, Quail, and occasional Black Bear.

Extraordinarily rare 23± acre riverfront estate in Healdsburg with 1,500± feet of frontage along the Russian River. Set within a serene, park-like landscape of heritage oaks, natural rock outcroppings, native flora, and stately redwoods, the property offers a remarkable balance of natural beauty, privacy, and understated sophistication. The estate supports a rich natural habitat filled with songbirds, hawks, and seasonal waterfowl that enhance the peaceful rhythm of the riverfront setting. A scenic drive leads to a thoughtfully designed 3-bedroom, 3.5-bath residence positioned on a peaceful knoll overlooking the Russian River and surrounding valley. Offered in turn-key condition, the home features refined, high-quality finishes throughout, including a professionally appointed kitchen and baths, standing seam metal roof, and timeless board-and-batten exterior. The grounds are both highly usable and beautifully curated, featuring a fruit orchard, greenhouse, raised garden beds, rustic redwood barn, private one-hole golf practice green, and direct access to the Russian River for recreation and relaxation. A magnificent State Champion Pecan tree serves as a defining natural landmark and centerpiece of the estate. Bordering a protected 750+ acre ranch under the stewardship of the Sonoma Land Trust, the property benefits from an enduring sense of openness, buffer, and privacy for generations to come. Included is a separate 1± acre elevated parcel with views toward Mount St. Helena, offering an exceptional setting and rare opportunity to create a second residence while enjoying the existing home. Approximately 15± minutes from downtown Healdsburg and just 70± miles from the Golden Gate Bridge, this is an unparalleled legacy estate offering in Sonoma County.

Nestled at the end of a quiet cul-de-sac and just a few minutes' walk from the Healdsburg Plaza, this polished 2-bedroom, 1.5-bath condominium punches well above its square footage. Whether you're planting roots in Sonoma County, searching for a seamless second home, or adding a smart asset to your portfolio, 366 Piper delivers on all fronts. Natural light pours through every window, and the interior has been finished with a level of care you don't often see at this price point. The living room centers around a gas fireplace with a custom concrete mantel, understated, warm, and genuinely stylish. In-wall TV wiring and a hydraulic wall mount handle the tech side without cluttering the space. The primary suite is calm and well-considered, with a ceiling fan, recessed lighting, and a full bathroom. A full-size vented washer and dryer are tucked neatly within the suite, a small detail that makes a big difference day-to-day. Out back, a low-maintenance patio gives you an outdoor perch without the upkeep, ideal if you're splitting time between properties and don't want a yard demanding your attention. The big-ticket items have already been handled: new roof, gutters, and hot water heater (all 2020), plus central air conditioning. The HOA replaced roofs and gutters community-wide in 2019 and has exterior improvements on the horizon, fully funded through reserves. Additional storage sits above the parking area. HOA fees cover management, exterior maintenance, and grounds, so your weekends stay yours. Healdsburg's best restaurants, tasting rooms, and boutiques are a short walk away. This is the kind of place that just makes life a little easier.

An exceptional homesite just two blocks from the coveted downtown Plaza a rare opportunity to build your dream wine country home in downtown Healdsburg. Whether you envision a bespoke primary residence, a sophisticated retreat, or a savvy investment, this generous lot delivers unmatched flexibility. Leverage SB9 for a lot split, curate a grand estate with a designer ADU, or add a JADU to generate effortless passive income all while savoring the lifestyle that surrounds you. Stroll to downtown Healdsburg in minutes. Immerse yourself in the charm of plaza events that define this celebrated enclave. This is not just a property it is an invitation to craft the life you've always imagined. For the discerning buyer, the groundwork has already been laid: conceptual architectural plans, preliminary soil and geological studies, and a completed survey are all in hand. Every detail has been thoughtfully prepared so that your vision can be realized without compromise. Designed entirely to your specifications. A canvas as extraordinary as the life you'll build upon it.

Beautifully rebuilt and move-in ready, this stunning 2-bedroom, 2-bath cottage home offers the perfect blend of luxury finishes, thoughtful craftsmanship, and an unbeatable Healdsburg location. Situated directly across the street from Russian River access, enjoy the best of outdoor living while being minutes from downtown Healdsburg's world-class restaurants, renowned wineries, and boutique shopping. This fully permitted renovation features elegant marble countertops, designer Ann Sacks tiles, premium Waterworks faucets, and sophisticated Visual Comfort lighting. The cottage is equipped with high-end Fisher & Paykel appliances (refrigerator, microwave/convection oven, and dishwasher), a Viking gas range and a stacked interior washer and dryer. The yard boasts river views and a newly completed river rock retaining wall, poured driveway and walkways, with an outdoor patio. Additional highlights include engineered hardwood floors, Pella aluminum-clad windows, WUl-compliant exterior Hardie shingles and TruExterior trim, spray foam insulated walls and ceiling throughout the house and garage and off-street parking for up to four cars plus an attached single-car garage. An exceptional opportunity to own a beautifully finished home in one of wine country's most desirable locations.

Rare downtown retail with parking and two upstairs apartments with current CUP (conditional Use permit) for vacation rental. 3,348± square feet total comprises 1,627± square feet of retail or office space below, 914± square feet front apartment and an 807± square feet rear apartment above. Enjoy this ideal location, just a short stroll to Healdsburg Plaza, local markets, and award-winning restaurants. 2 to 4 blocks from more than 10 restaurants. Plus, recently installed fire sprinklers system for added safety. Or live above your shop.

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

Charming single-level in sought after Wikiup neighborhood. Located on a quiet cul-de-sac, this updated home presents an endless amount of potential! Updated kitchen with granite countertops, remodeled bathrooms, a beautiful primary suite with walk-in closet and two sizable guest bedrooms. Private backyard Heavenly Greens turf offering plenty of room to entertain or enjoy relaxed evenings in wine country. A short distance to downtown Windsor, Healdsburg and the Santa Rosa airport. Located in an excellent school district close to an 850-acre regional park.

Premier Alexander Valley estate with Stunning Views nestled along a peaceful, paved country lane, this exceptional ranch estate offers breathtaking panoramic views of Mt. St. Helena, the Russian River Valley, the Mayacamas Mountains, vineyards and iconic Chalk Hill valley. The property features a spacious 3,006 sq. ft. (+/-) multi-level ranch residence, complemented by a sparkling inground swimming pool, lush lawns, tennis court, professional landscaping, wine cellar and majestic clusters of redwood trees. Additional improvements include a manager's residence/office, a large shop, livestock shelter, and corrals.The estate is enhanced by approximately 10 +/- acres of premium vineyards planted to Cabernet Sauvignon, Zinfandel, Chardonnay, Petite Verdot, and Sauvignon Blanc. An additional 25 acres (+/-) of prime land are ideally suited for future estate vineyard development. A dramatic ridge-top estate building site offers sweeping, unobstructed views of Mt. St. Helena and the surrounding grassland/oak tree countryside. Zoning allows potential subdivision of the property, while generous acreage supports grazing for cattle or other farm animals. Mature fir, oak, and madrone forests and redwood tree lined meadow provide natural beauty and privacy throughout the property. Conveniently located, the estate is just minutes from the vibrant shops, acclaimed restaurants, and world-class amenities of downtown Healdsburg. It also enjoys easy access to Lake Sonoma, Russian River, Sonoma County Airport, and is only 20 minutes from Napa County.This rare offering combines productive vineyards, expansive ranch potential, and spectacular natural beauty in one of Northern California's most sought-after wine country locations. Website: https://5520wsodarocklane.jmbland.com

Premier southern Alexander Valley estate, winery, vineyards, cattle ranch along the Russian River in Sonoma County's renowned southern Alexander Valley AVA comprises approximately 320 acres across three parcels, offering an exceptional turn-key wine country property that combines a fully operational 25,000-case winery, productive vineyards, and expansive ranch potential with stunning panoramic views of Mt. St. Helena, the Mayacamas Mountains, Russian River Valley, and Chalk Hill. The holdings include a spacious 3,006 sq. ft. multi-level ranch residence with pool, tennis court, and wine cellar; a charming wine tasting room with outdoor seating; a 2,861 sq. ft. winery building, crush pad, and approved 12,000 sq. ft. expansion; plus manager's residence, large bunkhouse, shop, and livestock facilities. Approximately 120 +/- acres are planted to premium vineyards featuring Cabernet Sauvignon, Chardonnay, Zinfandel, Malbec, Petite Verdot, Cabernet Franc and Sauvignon Blanc, with additional prime acreage ideally suited for further vineyard development. Significant water resources include a large reservoir, irrigation wells, and nearly half a mile of Russian River frontage with beach access. A dramatic ridge-top building site commands sweeping views, while mature forests, oak woodlands, and lush landscaping provide privacy and natural beauty. Zoning supports potential subdivision, and the generous acreage accommodates grazing or other agricultural uses. Conveniently located on a peaceful paved lane just minutes from downtown Healdsburg's acclaimed restaurants and shops, the property offers easy access to Lake Sonoma, the Russian River, Sonoma County Airport, and is only 20 minutes from Napa Valley representing a rare legacy opportunity for a family estate, wine production expansion, or investment in one of Northern California's most prestigious wine growing region.

A rare fusion of privacy, luxury, and panoramic natural beauty, this 2019 built view residence is set on more than six serene acres overlooking sweeping south and southwest vistas. Designed for elevated living, the nearly 3,000 sq ft floor plan offers a seamless single level layout with all main rooms on the primary floor, plus a spacious lower level retreat ideal for an art studio, home gym, or creative sanctuary. The spacious kitchen is a showpiece, appointed with stunning quartz countertops and framed by windows that capture the surrounding landscapes. Expansive decking invites effortless indoor/outdoor living, where 180 degree views become the backdrop for quiet mornings and unforgettable evenings. A true private haven, this property delivers a lifestyle defined by tranquility, sophistication, and the beauty of wide open space.

Light-filled and impeccably finished, this three-bedroom, two-and-a-half-bath residence offers refined living just minutes from the Healdsburg Plaza. The main level opens as a single open floor plan where the living and dining spaces flow together beneath rich hardwood floors. A full suite of upgraded appliances, custom cabinetry, and quartz countertops anchor the kitchen, with designer fixtures throughout the bathrooms and a pedestal sink lends the powder room a note of understated elegance. A private patio has been transformed by extensive landscape enhancements into a true outdoor sanctuary — a gas grill, dining table for evenings that unfold without hurry. It is the rare space that makes an ordinary Tuesday feel like an occasion. A coveted main-level primary suite offers everyday ease with its en suite bath and walk-in closet. Two additional bedrooms and a full bath await upstairs. An attached one-car garage and a designated space steps from the front door complete the picture. Residents of Sorrento Square enjoy a bocce court, barbecue area, and a tranquil fountain with bench seating. Beyond the gates, Healdsburg's celebrated wineries, restaurants, and shops are all within easy reach, with public transportation close at hand. Monthly HOA is $450

Enjoy Wine Country living among majestic oaks on nearly an acre. This beautifully remodeled custom home offers sophisticated living space, 4 bedrooms, 3.5 baths, and more than 1,000+/- square feet of decks designed for effortless indoor-outdoor living. The dramatic great room features soaring cathedral ceilings, expansive windows, and a striking curved staircase. A remodeled chef's kitchen with custom cabinetry, high-end appliances, and quartzite countertops opens to the family room and an approximately 900-square-foot deckperfect for entertaining, alfresco dining, or enjoying the peaceful surroundings. The main level includes a bedroom, full bath, powder room, laundry, and garage access. Upstairs, the spacious primary suite features a fireplace, private deck, and luxurious spa-inspired bath with soaking tub, oversized shower, 14 feet of custom cabinetry, and walk-in closet. Two additional bedrooms and a full bath complete the upper level. Extensive recent updates include roof, HVAC, water heaters, kitchen, baths, flooring, and more. Walk-in unfinished basement offers excellent storage or future potential. Beautifully naturalized grounds, mature oaks, and curated lighting complete this exceptional private retreat. Conveniently located with easy access to the Wikiup Swim and Tennis Club, highly rated schools, shopping, dining, minutes to Healdsburg and all things wine country. A true must see to appreciate!

Build your dream Wine Country retreat on this exceptional 0.52 acre homesite in the desirable Wikiup area of Santa Rosa. Set above the valley with hillside and sunset views, this parcel offers an opportunity to create a custom estate in an established neighborhood of luxury homes. Previously home to an approximately 3,400 sq ft residence, the property features a generous building pad with public water, sewer, natural gas, and utilities available. Ideally located with convenient access to Healdsburg, downtown Santa Rosa, Sonoma County Airport, world-class wineries, dining, and outdoor recreation, this property combines privacy, views, and convenience in one of Sonoma County's most desirable locations.

The modern aesthetic of this Healdsburg residence is purposeful, emphasizing craftsmanship, proportion and premium finishes. Thoughtfully conceived and expertly executed, offering 4BR/4 BA plus 2 - 1/2 BA home with 1BR/1.5BA ADU. Inside, 10 ' ceilings, wide-plank white oak floors, and a custom designed metal staircase set a sophisticated tone. The living space is anchored by a striking linear fireplace, 10' x 10'- dimensional tile clad wall and limestone bench hearth. The chef's kitchen is appointed with Miele appliances, touch-to-open refrigeration, quartzite counters, an integrated induction cooktop, full bar area, wine and beverage refrigeration, plus prep area and butler pantry. Upstairs, vaulted ceilings and natural light define a secondary lounge and guest bedrooms. The ample primary suite opens to a private garden and features a spa bath with freestanding tub, walk-through rain shower, Kohler smart toilet, His & Hers vanities and a bespoke dressing room with a dedicated makeup station. Bathrooms throughout showcase custom vanities, marble tile, and wall-hung fixtures. Seamless indoor-outdoor living, curated landscaping and gated rear access. Some images have been digitally enhanced. Those, along with all unaltered images, are available in the photo gallery.

A striking example of modern Wine Country architecture, this custom-designed residence offers a refined balance of luxury with a commitment to design integrity, enduring quality, and livability in downtown Healdsburg. A soaring living room with walls of glass is anchored by a dramatic Shou Sugi Ban fireplace, while a sculptural glass-and-metal staircase and wide-plank white oak floors elevate the interiors. The chef’s kitchen is a true showpiece, featuring Miele appliances, custom Crystal cabinetry with motorized uppers, iridescent tile backsplash, and White Macaubus quartzite countertops, all centered around a 12-foot island. Designer fixtures by Kohler, Brizo, Duravit, and more enhance every space, while each bathroom showcases bespoke vanities, statement tile, and refined stone surfaces. The primary suite offers a boutique-style dressing room and a spa bath with soaking tub, glass shower, and Silver Wave quartzite. A beautifully finished 1-bedroom ADU includes vaulted ceilings, KitchenAid appliances, marble and terrazzo bath, and private deck. Gated rear drive and enhanced outdoor living with patio terrace, garden beds, and a designated site for a future pool. With a metal roof, Marvin-clad windows, this is turnkey luxury at its finest. Some images have been digitally enhanced. Those and all unaltered images are available in the photo gallery.

Meticulously designed with attention to every detail in this 4 bedroom, 4 bathroom home, including auxiliary dwelling unit. Finely crafted finishes, and bathed in natural light, showcasing the very best of Healdsburg. A short walk or bike ride to the Healdsburg Square Plaza. As you enter the property, you are greeted by a canopy of Heritage olive trees, and enter through the 10' custom French iron entry door, to 12' ceilings and a sophisticated entry flanked by the bespoke beamed ceiling dining room, featuring built-in cabinetry and a wine refrigerator on your right. To the left is an amply sized office or bedroom. A climate controlled wine storage wall built to store up to 21 cases of your favorite wine provides a sleek transition to the main living areas. The chef style kitchen is perfect for culinary enthusiasts, and connects to the great room, featuring a marble fireplace and a continuation of ceiling beams. Your eyes are drawn to yet another Heritage olive tree, ripe and ready to harvest in the backyard entertaining space, boasting stacking doors for a seamless continuity from indoor to outdoor living. Professionally landscaped, manicured grounds, created for little to no maintenance. Celebrate each entertaining space including outdoor covered dining patio , BBQ kitchen, cozy lounge area with fire pit, and a tranquil fountain rounding out this private retreat. Designed with attention to every detail, this residence embodies contemporary sophistication. Close to world class wineries and dining, Sonoma County Airport and the coast. Less than an hour to San Francisco.