luxury houses for sale Kenwood, United States

Located on a quiet street in Kenwood, this updated 3-bedroom, 3.5-bath home sits on approximately 0.5 acres surrounded by 23 mature redwood trees with views of Sugarloaf Ridge and nearby vineyards. Remodeled by Synergy Architects and Designers, the approximately 2,200 sq ft residence features classic contemporary styling and an open living, dining, and kitchen area designed for entertaining. Quartz countertops, textured walls and ceilings, a marble and tile fireplace surround, and a suspended kitchen vent hood create distinctive design elements. Large sliding glass doors provide broad access to the spacious backyard dotted with redwoods and peach trees. The front yard features mound gardens and a long paved driveway with embedded lighting. Additional highlights include an attached 3-car garage with epoxy flooring and built-in storage, Bosch refrigerator (2026), new carpeting (2026), Generic generator (2020), water heater replacement (2019), and Nest smart home features.

Set amid world-class views on 7.97 private acres, this exceptional Wine Country retreat offers a rare sense of seclusion just minutes from Glen Ellen and the Sonoma Plaza. Nestled in a lush natural setting, the residence features 3 bedrooms plus an office, 2 full baths, and captivating outlooks from nearly every room. Thoughtfully designed for year-round indoor/outdoor living, the home is filled with natural light and showcases vaulted ceilings, wood floors, skylights, and walls of glass that open to the beauty beyond. Sweeping covered and open verandas encircle the home, offering both sun-drenched and shaded spaces for dining, relaxing, and entertaining. Oak-lined paths wend through the property to multiple outdoor gathering areas and possible pool sites, each with breathtaking views and a deep connection to nature. A spa, solar, generous parking, and an oversized garage with workbench add to the appeal, along with a room and bath above the garage that provide ideal guest or flex space. Peaceful and private, yet close to the best of Wine Country, this is an extraordinary retreat just over an hour from San Francisco.

The unobstructed views and serenity discovered here are simply extraordinary. Just 5+/- minutes from the historic towns of Glen Ellen and Kenwood, you may feel as though you've arrived in the South of France as you enjoy the pastoral drive over a picturesque bridge before arriving at this gated, 5.4+/- acre end-of-lane retreat. Surrounded by peaceful natural beauty and breathtaking panoramas, this remarkable home offers an exceptional balance of privacy, convenience, and relaxed Wine Country lifestyle. Designed to immerse you in its spectacular setting, walls of glass create the feeling of living within the landscape itself. Sweeping views fill the home, while expansive entertaining decks blur the lines between indoor and outdoor living. The main level features the well-appointed kitchen, dining room, living room with fireplace, media room, office, guest bedroom, powder room, and a spacious suite with jetted tub and direct outdoor access. Upstairs, a custom second suite offers a fireplace, private balcony, full luxe bath and breathtaking views. The lower level provides an additional living room with napping area, built-ins, a full bath, and a laundry room, creating a comfortable guest retreat or flexible entertaining space. Grounds showcase a custom-designed Gary McDonald natural-style swimming pool with beach entry and children's wading pool connected by a cascading waterfall. Take a path through gardens to the gazebo or greenhouse. Additional amenities include a detached two-car garage, shared mutual water system with the security of a private backup well, independent backup energy source, and two Tesla Power Wall batteries. A rare Wine Country offering where exceptional views, remarkable privacy, and an unmatched lifestyle come together just minutes from town.

This estate, known as Villa Montebella, won the 2024 Vacation Property of the Year award. Now newly refinished, the villa is ready to become someone’s family residence, a home for multigenerational living, or an incomparable vacation mecca for family and friends. The compound comprises five buildings with 8765 square feet over 25.91 acres, with eight bedrooms and eight full and two half bathrooms. Surrounding the buildings are a cabernet sauvignon vineyard, a 45-foot swimming pool surrounded by deck space for lounging, a built-in hot tub accommodating 8-10, a bocce ball court, a lawn for volleyball, badminton, and croquet, a pool house with a sauna and steam shower, a lighted tennis court, balconies and decks surveying the lush hills on all sides, dozens of palms standing as much as 60 feet tall, other mature trees, and a breathtaking, 4860-square-foot wine cave with a dining area, sitting and tasting area, game room (with tables for shuffleboard, ping-pong, air hockey, and foosball), and a spacious wing where wine ages in casks. A multizone Sonos sound system supplies one’s choice of music throughout most of the property. Enter over a long private drive, winding upward through a canopy of oaks and madrone trees, with colorful oleander shrubs alongside. The stunning villa then bursts into view, surrounded by the terraced vineyards, manicured lawns, exotic plants, and beautiful gardens. Soaring palms gently sway in the breeze. Privacy is absolute; not a single automobile can be heard in the distance, and yet the estate’s entrance is just a mile from world-class dining and wineries. The centerpiece of the living areas is the Main House, under 20-foot beamed ceilings. It features the principal suite, two other bedrooms, a dining room more than 250 square feet in size that seats 10-14 with ease, a 560-square-foot living room (under skylights, with a wood-burning fireplace to ward off winter chill), and refinished decks and terraces that look in every direction. The kitchen, set under three skylights, features a Viking range with eight burners and two ovens, and warming drawers alongside. Distinctive white-tile counters and an island are the room’s centerpiece, with a breakfast bar seating 8-10, and alcove seating in addition. A Sub-Zero refrigerator and freezer, two Bosch dishwashers, and three sinks feature every convenience. A butler’s pantry with custom cabinetry sits alongside, and the well-equipped laundry room is close at hand. The principal suite and two other bedrooms lie upstairs. The en-suite bath for the principal suite is particularly noteworthy, with distinctive blue tiling, benches on two sides, a skylight, and four showerheads. The other bedrooms are found in the outlying buildings, assuring privacy to family members and guests. The hexagonal Lighthouse Suite offers a bedroom of nearly 500 square feet, full bath and office. On the floor below, a THX movie theater more than 750 square feet in size will entertain residents and guests. On the other side of the Main House, the Penthouse building’s bedroom is nearly 400 square feet, with an adjoining bath. The living room below and terraces and deck alongside provide views in every direction, and the building has its own laundry room. The Vineyard House close by features the remaining two bedrooms, one upstairs and the other downstairs, each with en-suite baths. This house offers particularly stunning views of the vineyard. The final bedroom and en-suite bath are in the Tennis House, adjacent to the court that alternatively could be configured for pickleball. Parking is easy on the motor court or in the enclosed garage adjacent to the tennis court. There is a charging station for electric vehicles and a generator to furnish emergency power. Well water irrigates the grounds. Whether for fun, solitude, winemaking, or family events for all generations, Villa Montebella is simply incomparable.

Set in a picturesque valley floor enclave of luxury homes, this modern, single-level Wine Country retreat features a sparkling 40-foot pool and beautifully landscaped grounds. The open floor plan and soaring walls of windows fill the home with natural light and frame views of the lush outdoor spaces. The primary suite opens to a private spa overlooking a rose arbor. In the heart of the Valley of the Moon, the home is less than 2 miles to the wine country village of Glen Ellen, and just 10 minutes to Sonoma to the south and Kenwood to the north. High ceilings, a wide hallway, and effortless indoor-outdoor flow make this four-bedroom, three-bath home equally suited to everyday living and elegant entertaining. Multiple outdoor spaces include a louvered pergola on one end of the pool, perfect for relaxing or dining al fresco. This magical flat acre features fig, nectarine, pear, and other fruit trees, along with vegetable beds. The kitchen with quartz counters and large island is open to the dining and living rooms. The rear portion of the property offers potential for a sport court, separate office, pool house, or additional guest space (buyer to verify with the county). A separate driveway provides convenient access to this area. Built in 2020, this turnkey property features a standing-seam metal roof, fire-resistant siding, and ample defensible space. The attached two-car garage is finished with translucent doors. Move right in and start living your Wine Country dream!

Modern Home & Pool, Detached ADU - all newer construction. Open Living, Kitchen & Dining Area flows to outdoor entertainment areas. Kitchen features custom painted cabinetry, Thermador appliances, 3' built in refrigerator, 2' built in freezer, quartz counters, clay fire sink and backsplash, dual dishwashers, 10' island with built in beverage refrigerator. 20' ceiling in great room with custom rough sawn beams & lighting. Custom features throughout, expansive primary suite/wing, guest wing, butlers pantry room, upstairs guest apartment adds a second great room, kitchen, hall bath, office and additional suite. Stunning Pool Party Area!

A private and gated European-inspired wine country compound of exceptional craftsmanship, scale, and presence, set on approximately 8 acres with sweeping vineyard, ridgeline, and sunset views. Thoughtfully conceived, this estate blends globally sourced old-world materials with modern infrastructure, offering a rare balance of timeless character and effortless contemporary living. The property combines a quiet private setting while enjoying convenient access to the boutiques, acclaimed restaurants, and renowned tasting rooms in Glen Ellen, Kenwood and Santa Rosa. The compound unfolds as a series of curated living environments designed for both everyday comfort and elevated entertainment. Expansive terraces, garden courtyards, amd outdoor lounge areas are woven throughout, complemented by a newly rebuilt saltwater pool and spa with app-controlled systems. Mature landscaping surrounds curated gardens and a productive orchard with apple, pear, olive, citrus, persimmon, and passion fruit trees, enhancing year-round beauty and abundance. The approximately 3,700 square foot main residence offers three bedrooms plus an office and 2.5 baths, executed with exceptional detail. 15-inch plaster Rasta block walls provide superior insulation, fire resistance, and seismic durability, while radiant-heated concrete floors run throughout. Antique French entry doors, Italian Tuscan pine windows and shutters, rosewood interior doors, and Moroccan metal HVAC covers create a rich tapestry of craftsmanship. Interiors are anchored by a limestone fireplace from the French Louis XIII period, complemented by antique timber lintels and handcrafted Moroccan and zellige tile. The chef's kitchen blends warmth and performance with a La Cornue range, Sub-Zero refrigeration, Miele dishwasher, and integrated wine storage. Copper sinks pair beautifully with a combination copper island andBoos butcher block countertop Guest bedrooms feature reclaimed Thai railway wood flooring, while updated HVAC, heat pumps, and boiler systems ensure comfort and efficiency. A Finnish sauna adds a refined wellness element. Additional structures include a guest house/gym with Mr. Steam sauna, a gallery-style game room/speakeasy with updated AV and HVAC, and a fully equipped garage compound. A Savant-controlled system integrates thermostats, security cameras, Linn and Sonos AV, with property-wide Wi-Fi, a generator with remote monitoring, and imported French iron gates. Offered with an adjacent 10.52 acre parcel available separately, this is a rare opportunity.

.

Welcome to 154 White Oak Drive, a beautifully updated and move-in-ready Bennett Mtn model by Gallagher, ideally located in Oakmont, Santa Rosa's premier 55+ community. Offering 1,540 square feet, this spacious 2-bedroom, 2-bath home features a wonderfully versatile floor plan with two distinct living areas. The main living room features beautiful hardwood floors, a vaulted ceiling, fireplace, French doors opening to the outdoors, and plenty of space for a dedicated dining area. A second generous living space with extensive built-in cabinetry and bookshelves is ideal as a media room, den, home office or casual retreat. The updated kitchen features granite countertops and backsplash, stainless steel appliances, abundant cabinetry and generous workspace. Crown molding, plantation shutters, extensive windows and thoughtful architectural details add character throughout. The washer and dryer stay. The setting is equally appealing. Mature landscaping surrounds the home, with peaceful Oakmont Creek and a walking trail just outside the backyard, making it easy to step outside for a morning walk or simply enjoy the natural surroundings. Golf is within walking distance, putting Oakmont's exceptional golf lifestyle practically at your doorstep, while the community offers an impressive array of amenities, activities and services designed for active, connected living. A large attached two-car garage provides excellent parking and storage. This single-family duet shares one common wall, yet offers the space, privacy and feel of a traditional single-family home. Nicely updated and ready to go, 154 White Oak Drive offers a wonderful combination of space, flexibility and location.

"A private Sonoma Valley retreat with a main residence, two guest houses, pool house with fitness room, and panoramic views stretching from Sonoma Valley to Mount Diablo." Sonoma Valley Private Family Compound Less than an hour north of San Francisco, this remarkable 13± acre estate offers a rare opportunity to own a fully renovated private compound in one of Sonoma Valley's most spectacular settings. Located within the exclusive gated enclave of Savannah Estates and bordering the protected Sonoma Land Trust open space and the 5,000-acre Trione-Annadel State Park, the property enjoys sweeping views across the valley to Mount Diablo, east to the Mayacamas Mountain Range, and north to Hood Mountain, while remaining just minutes from Glen Ellen, Kenwood, world-class wineries, acclaimed dining, and everyday conveniences. Thoughtfully reimagined to embrace both luxury and sustainability, the estate has been designed as a true family compound, blending contemporary architecture with the natural beauty of Wine Country. Meandering pathways connect beautifully landscaped gardens, mature fruit trees, raised vegetable beds, and outdoor gathering spaces, creating an environment that feels both refined and deeply connected to the land. The main residence is filled with natural light and oriented to capture breathtaking vistas. An elevator provides access between levels, while expansive living and dining spaces flow seamlessly to outdoor terraces designed for entertaining. The chef's kitchen serves as the heart of the home, complemented by a custom 1880-bottle wine cellar, multiple fireplaces, generous gathering spaces, and a private primary suite overlooking the valley. Two additional bedroom suites are on the upper level. The exterior patios feature a custom firepit, extensive seating areas, and a BBQ, making outdoor entertaining a joy. Accommodations extend far beyond the main residence. Two detached guest residences each offer private entrances, full kitchens, living rooms, bedrooms, baths, and expansive decks, creating exceptional flexibility for extended family, guests, caretakers, or work-from-home retreats. At the center of the compound, a resort-inspired 60' lap pool and entertaining pavilion create an extraordinary setting for gatherings large and small. The pool house features a lounge area and entertaining kitchen, full bath, a fully equipped fitness center, a BBQ and a flexible barn area. The design balances luxury and long-term stewardship, incorporating extensive sustainability features including a 28 KVA solar array, nine Tesla batteries, a backup generator, and multiple EV charging stations. Two garages and abundant additional parking accommodate residents and guests with ease. Private, turnkey, and surrounded by protected natural beauty, this is a rare legacy estate offering the scale of a private retreat, the flexibility of a multi-generational compound, and the convenience of being just a short drive from Sonoma's celebrated wine country and the cultural amenities of the Bay Area. Co-listed with Nina Hatvany/Compass

Set beneath a canopy of heritage oaks alongside Sonoma Creek and framed by untamed meadows, this remarkable Glen Ellen country home offers a distinct point of view. Thoughtful design, expert craftsmanship and artistic spirit shape every corner of this unique estate with a rare sense of authenticity. Grounded with a deep connection to the land, where the wildness itself becomes luxury, this home offers a rare kind of calm and unpretentious elegance. There is a sense of intention throughout this Australian-inspired farmhouse that celebrates art and craft at every turn. Wide wraparound verandas blur indoor-outdoor living, while warm, relaxed interiors and purposeful spaces unfold across three levels with curated finishes and whimsical details. Sustainability is seamlessly integrated, with sculptural rainwater collection tanks and reclaimed materials lending both purpose and character. Exposed structural framing, timber posts, and a corrugated metal roof create a rustic-modern language, softened by honeyed wood paneling, wide plank floors, and artisanal detailing. A commanding stone fireplace anchors the great room, where clerestory windows and a mezzanine-style gallery loft create a striking vertical connection. The kitchen balances utility and personality with a generous island, apron-front sink, and open shelving, and refined detailing suited to both everyday living and entertaining. The main-level primary suite offers a serene retreat, while a billiard room wrapped in subtle botanical inlay adds an artful sense of play. On the lower level, a catering kitchen and private home cinema enhance both entertaining and everyday living. Beyond the main residence, the property unfolds as a small, curated compound. A storybook 2-level 2BR/2BA guest cottage features vaulted ceilings and a screened wraparound porch; while a sculptural artist tower, defined by exposed steel framing and translucent siding, serves as a studio and gym. A refined 3-car garage with heated floors, a fully finished attic, and an outdoor shower completes the compound’s thoughtful amenities. Open meadows, heritage oaks, stone paths, and rustic stairways invite exploration. The year-round creek weaves through the landscape, while shifting light and seasonal change reshape the experience. As though gently placed upon the land, this estate honors both nature and design. Beyond the vineyards, Sonoma reveals itself through its literary roots, natural beauty, and enduring connection to the land, offering a lifestyle that is as meaningful as it is beautiful. Just minutes from Glen Ellen and within easy reach of San Francisco, the setting offers both seclusion and accessibility.

Shaped by its hillside setting above Sonoma Valley in the Moon Mountain AVA, this contemporary agrarian estate by EAG Studio brings architecture, sustainability, and land stewardship into natural alignment. Completed in 2022, the home is composed of interconnected volumes, expansive walls of glass, and carefully framed sightlines that direct the surrounding landscape and light with intention. Panoramic views span Sonoma Valley to the Mayacamas Mountains beyond, while year-round sunsets provide an ever-changing backdrop with every season. Three en-suite bedrooms, a private guest casita, a wine cellar and lounge, and additional sleeping accommodations provide flexibility for guests, extended family, or multi-generational living. Indoor and outdoor spaces are designed to function as one, opening to broad terraces, a heated pool, and gathering areas that invite both quiet reflection and entertaining. From poolside dinners on the main terrace to evenings around the fire pit overlooking the meadow, the property is designed to be experienced as much outdoors as within. The grounds extend beyond the residence into a productive landscape of fruit trees, vineyard terraces, raised garden beds, beehives, and a greenhouse, creating a meaningful connection between the home and the land it occupies. Equal parts retreat and working landscape, the estate offers opportunities for stewardship, cultivation, and enjoyment throughout the seasons. Engineered for long-term sustainability and resilience, the property is supported by a 43-panel solar array, four whole-home energy storage batteries, solar-thermal pool heating, and a private well with advanced filtration. Thoughtfully designed to balance modern comfort with environmental responsibility, the estate supports a high degree of energy independence and operational resilience. Just minutes from Glen Ellen, Kenwood, and Sonoma Plaza, and approximately one hour from San Francisco, the estate presents a distinctive combination of contemporary architecture, privacy, and sustainable Wine Country living within one of Sonoma Valley's most sought-after settings.

A landscaped path invites you into this stylish new residence with an airy, open plan. Single-story design with picture windows and a folding glass wall extends every day living and entertaining into the outdoors. Here the pool terrace is surrounded by expansive lawns, landscape and a private easement to O'Donnell Lane for strolls to town. Color palette and finishes chosen to create 3 serene bedrooms and a great room - kitchen with quartz dining island and finishes, dining room and living room with floor to ceiling Porcelanosa Breccia Imperial fireplace finish. All rooms have high ceilings for light and volume, including the 2.5 baths boasting modern luxury. There is an attached 2-car garage, paved parking area, public water and sewer, irrigation system, fencing and automatic gate infrastructure installed. Take a dip in the pool/spa then take the private path into town, 2 blocks away. Glen Ellen offers a historic small town of natural beauty and community. Attached 2-car garage, solar powered. Just apx. 1+- hour to San Francisco, live here full or part time.

Sonoma Valley Wine Country sanctuary in Glen Ellen, this remodeled 5 bedroom, 3.5 bath residence with a separate ADU offers a true indoor-outdoor resort lifestyle on just over a quarter acre with pool, sauna, and expansive entertaining spaces. The property is serviced by public water, sewer, and natural gas for added comfort and ease of living. Step inside the main home to warm, updated interiors, where generous living and dining areas flow to a modern kitchen and out to the deck, creating an easy, open feel for everyday living and gatherings. Providing flexibility for family and guests, all framed by leafy outlooks that underscore the home's quiet, tucked-away location on a dead-end street yet only steps to Downtown Glen Ellen. The fully remodeled guest house/adu is ideal for extended-stay guests, multi-generational living, or a private work retreat, offering its own kitchen, living area, bedroom and office, a full bath. Multiple outdoor zones invite you to relax and entertain, from the expansive deck for al fresco dining to the lush yard areas perfect for play, gardening, or lounging in the sun. An in-ground pool and soothing sauna transform the property into your own mini spa, equally suited to lazy summer afternoons and cool wine country evenings under the stars. With its rare combination of remodeled main home and ADU, resort-style amenities, and a usable .25 acre parcel, which backs to a park-like setting, this property embodies the relaxed yet elevated Sonoma Valley lifestyle minutes from wineries, dining, parks and the charm of downtown Glen Ellen at your doorstep.

Off a hidden lane in wine country's downtown Glen Ellen: Currently 2 parcels totaling 10± acres; Multiple homes (6 total), gorgeous views and gentle land. Just around the corner from town center, this property adjoins Sonoma Valley Regional Park. Includes fenced pastures, meadows with views, lovely trees. There are large outbuildings for equipment, cars, studios, storage, whatever your need. Rare to find large, rolling acreage a couple blocks stroll to town center near grocery stores, bus stops, post office, parks, a Michelin rated restaurant, the local pub and an authentic French bakery. Create a hidden in-town estate, use for income property, bring your horses and ride through hundreds of acres of Regional Park, swim in the pool, plant vines or orchards. Public water; submitted to County for connection to public sewer and split. Multiple possibilities here and one of the last such opportunities in historic Glen Ellen for in-town acreage, additional parcels and existing multiple units for income. Location, location, location. Also listed in Res. Income MLS# 323042692.

Situated on 11.65 acres on Sonoma Mountain, this extraordinary two-parcel estate brings together an exquisite European villa, a separate studio cottage, enchanting gardens, and panoramic views. The property offers remarkable privacy and an inviting connection between indoors and out. The villa occupies 9.15 acres, while the cottage rests on its own 2.5-acre parcel. Vintage architectural elements, sourced from around the world, distinguish the villa and include repurposed oversized doors, distinctive fixtures, custom plaster walls, and high ceilings that are accented by beautiful exposed wood beams. Arched windows, and balconies adorned with intricate ironwork, reveal stunning views of the panoramic valley, as well as intimate scenes of garden courtyards, lush plantings, and majestic oaks. A Rumford fireplace anchors the living room, while the kitchen features custom cabinetry and Caesarstone countertops. An expansive deck off both rooms embraces panoramic views, complete with automatic screens enclosing a portion for outdoor dining. The villa offers a generous primary suite, a guest bedroom, a flexible den suited to a media room or third bedroom, a separate dedicated office, with an elevator providing convenient access between the two levels. Meandering stone paths connect secluded gardens, flowering arbors, numerous varied fruit trees, and garden terraces with layered plantings and custom stonework. The grounds are beautiful settings for gatherings or a quiet retreat. Extensive uplighting and downlighting illuminate the grounds after dusk, including the path between the two residences. Along a gentle path beneath the oaks, and a short distance from the villa, sits the studio cottage in its own private setting. Its open layout includes tiled floors, a full kitchen and full bath, and panoramic windows with expansive views of gardens, vineyards, and the Mayacamas mountains. On this parcel, the pool, and a separate spa on the deck, both each enjoy sweeping views of the surrounding hills and valley. Lounging and dining patios complete this private guest retreat. Separate addresses, gated paved driveways, wells, and backup generators provide independence for each parcel. Just above Glen Ellen, the estate is close to acclaimed restaurants, wineries, a gourmet market, and nearby parks, approximately 20 minutes from Sonoma, 40 minutes from Charles M. Schulz-Sonoma County Airport, and 1.5 hours from San Francisco.

Located just a few blocks from the heart of Glen Ellen, this property embodies the lifestyle so many seek in Wine Country. The nearly new residence features a 3-bedroom, 3.5-bath main home with the primary suite conveniently located on the main level and guest bedrooms upstairs. Attached is a fully self-contained 2-bedroom, 1.5-bath ADU with a private entrance and its own address ideal for guests, extended family, or rental income. Move-in ready and thoughtfully designed, the interiors are light-filled with large windows that frame views of nature and the surrounding rolling hills. High-end finishes are found throughout. The open-concept living, dining, and kitchen areas form the heart of the home, featuring a large island, fireplace, walls of glass, and direct access to the deck perfect for entertaining and enjoying the serene setting. The private, approximately one-acre grounds offer a peaceful country feel with room for a pool, gardening, lawn games, BBQs, or simply relaxing outdoors. A covered patio with adjustable louvers creates an additional outdoor living space for year-round al fresco entertaining. Additional features include a two-car garage plus additional parking and public utilities. Set on a gentle one-acre parcel on one of Glen Ellen's most desirable in-town lanes, the property is just moments from gourmet markets, cafes, restaurants, tasting rooms, and Jack London State Historic Park approximately one hour from San Francisco.

Privately set on 10+/- acres just minutes from Sonoma Plaza, this exceptional estate offers rare proximity to world-class wineries, town amenities, and the Bay Area. Sweeping views span Oak Hill Farm, Sonoma Valley Regional Park and the Sonoma Mountain range beyond. The 3,270+/- sq. ft. traditional home with wrapping covered porch features 4 bedrooms, 3.5 baths and timeless craftsmanship. Flowing plan with high-ceilinged rooms, parquet hardwood and light-filled living spaces designed for effortless indoor-outdoor living. Custom design includes a true chef's kitchen and a wine cellar. Expansive grounds offer lawns, gardens, bocce, prime pool sites, and a paved driveway to a second for further expansion guest house, barn, tennis, or more. A rare opportunity to secure privacy, views, and immediate access to the best of Sonoma Valley, 1+/- hour to San Francisco.

Set on 40 private acres above Bennett Valley, 295 Sonoma Ridge Road is a 6,107 sq ft vineyard estate blending timeless craftsmanship with refined Wine Country living. Built in 2002, the 3-bed, 4.5-bath home features vaulted ceilings, handcrafted woodwork, and French doors opening to terraces, gardens, and a pool with panoramic mountain views. The property includes 9.5 acres of organically farmed vineyards producing high-quality grapes for long-standing boutique vineyard clients. Additional highlights include a 2,500-bottle wine cellar, remodeled primary suite with heated floors, media and game rooms, multiple fireplaces, and recent upgrades such as new irrigation, water systems, a 5,000-gallon tank, and Generac backup. A rare vineyard-zoned estate offering privacy, production, and resort-style amenities just minutes from Glen Ellen and Santa Rosa.

Gracefully oriented on 33+ acres in the heart of the breathtaking Bennett Valley, this mid-century contemporary gem was masterfully designed in the 60s and has recently undergone a refreshing transformation under the guidance of award winning architect, Robert Zinkhan. The dramatic living room boasts soaring open beam ceilings, walls of glass that invite the outside in, a cozy fireplace, and elegant French glass doors that open to a picturesque terrace perfect for dining al fresco. The kitchen features state-of-the-art stainless-steel appliances, granite countertops, and offers serene views of mature trees and landscaped gardens through its expansive glass walls. The family room is adorned with a whimsical round window, open beam ceiling, a large dual sided fireplace shared with the media room, and expansive sliding doors that beckon you out to enjoy the tranquil setting and pristine swimming pool. This home features four bedrooms, including two expansive primary suites. One of these luxurious primary bedrooms is perched in a separate pavilion, just a few steps from the main home. There's a stout 2,000± square foot, four-stall horse barn with living quarters above which are quite charming. This secluded property, nestled at the end of a quiet country lane, offers unparalleled privacy! The majestic oak trees and sweeping valley views of distant vineyards and Jess Jackson's 1,100-acre Jackson Park truly awe-inspiring. Other features of the property: caretaker cottage, engineered outdoor arena, separate three-car garage and separate three-car carport. There is an additional parcel for those who wish to create a family compound or to sell off a portion.

A Rare Wine Country Estate with Two Private Residences Privately nestled among majestic redwoods on 2.76± acres, this exceptional estate embodies the relaxed sophistication of Sonoma County living. Offering two separate residences, each with its own private gated entrance, the property presents a rare opportunity for multigenerational living, gracious guest accommodations, or a private work-from-home retreat all while maintaining exceptional privacy. The main residence spans approximately 3,392± square feet and features four bedrooms and four bathrooms (three full, one half). Thoughtfully reimagined with generous living spaces, abundant natural light, and seamless indoor-outdoor flow, the home is designed for both effortless entertaining and everyday comfort. Beyond its own gated entrance, the secondary residence offers approximately 1,000± square feet with one bedroom and one bathroom, creating a private sanctuary for guests, extended family, or flexible living arrangements. The surrounding grounds invite you to embrace the Wine Country lifestyle, with peaceful outdoor living spaces nestled beneath towering redwoods and a private spa perfectly positioned for relaxing evenings under the stars. Just minutes from acclaimed wineries, exceptional dining, and the best of Santa Rosa and a short drive from Glen Ellen & Petaluma. This remarkable estate offers a rare balance of tranquility, convenience, and timeless appeal. A property of uncommon versatility and enduring beauty, this is an opportunity to own a true Sonoma County retreat.

Designed by Portico West, and influenced by Philip Johnson's Glass House, 2947 Cavedale Road is a remarkable property. Built into the hillside, with views of the San Francisco skyline and the iconic Valley of the Moon, you're surrounded by a breathtaking landscape. The security gate to enter the property is made up of corrugated steel panels, and is the first introduction to its modern and industrial aesthetic. The interior of the home features an abundance of creative design elements, including custom teak cabinetry, handblown glass chandeliers, and a wine room with a backlit onyx wall. There are two spacious suites, each with separate entries for added privacy. A private guest house is located near the entry doors to the patio. Separating the patio from the inside of the home are custom ten foot doors, which slide into a hidden wall to allow for a complete open. The outdoor space boasts a built-in pool with bench seating around the perimeter, a bocce court, and mature landscaping.

This property enjoys stunning, panoramic views of Bennett Valley and charming old California barns. At the end of a quiet private country lane, this gated estate offers exceptional privacy and a feel of quiet luxury. This spacious single-level contemporary home features an open, flowing floorplan, a grand wood-burning fireplace, and imported Italian tile throughout the main living areas. Vaulted open-beam ceilings enhance the living room, family room, kitchen, and formal dining room. The primary suite has been recently remodeled. The property spans more than 11 acres of flat to gently rolling land, ideal for horses and cattle while leaving plenty of room for vegetable gardens and fruit trees. A large barn, built within the past decade, includes an indoor arena. A modern ADU is thoughtfully positioned away from the main residence. Close in location yet 6 minutes to Safeway and CVS, 8 minutes to Whole Foods Market, or 10 minutes to the upscale outdoor Montgomery Village Shopping Center.

An incredible horse property, set on approximately 4 level acres in desirable Bennett Valley, this inviting country property offers privacy, open space, and sweeping views while remaining easily accessible, an ideal balance of rural tranquility and everyday convenience. The approximately 2,564 square foot single-level residence features 4 bedrooms and 3.5 bathrooms and is thoughtfully positioned to capture the beauty of its surroundings. Views showcase the idyllic landscape in all directions. Awaken to vibrant sunrises, experience the soft evening alpenglow on Bennett Ridge, and end the day with dramatic moonrises over the ever-changing natural backdrop. The home offers comfortable living with generous spaces and a thoughtful single-level design. Spacious decking and outdoor living areas invite relaxation and connection to the landscape. A separate studio space with a wood stove provides flexibility for a creative retreat, office, or guest overflow and offers access to the attached two-car garage. The level acreage is both usable and versatile, offering exceptional potential for a variety of lifestyle pursuits. Extensive equestrian infrastructure includes four-board fencing and an impressive 80-foot round pen, creating a ready-made environment for horse enthusiasts or those seeking a rural lifestyle with space for animals and recreation. Additional open space creates an ideal setting for a future ADU with privacy from the main residence. A collection of mature fruit trees, from olives to persimmons and more, provides abundant seasonal harvests, adding both beauty and productivity to the land. Outdoor living is further enhanced by a HotSpring spa, an ideal place to unwind while taking in the peaceful setting. An exceptional offering of usable acreage, equestrian amenities, privacy, and scenic views in a sought-after Bennett Valley location. Just minutes from Santa Rosa's shopping, dining, and services, yet surrounded by open countryside, this property captures the essence of Sonoma County country living.