luxury real estate for sale Glen Ellen, United States

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.

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.

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.

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.

A rare opportunity to own one of Sonoma Valley's premier view estates this 6 acre Wine Country sanctuary is crowned with 1.5 acres of vines and mesmerizing panoramas stretching across rolling hills and endless sky. The beautifully remodeled main residence embraces its setting with seamless indoor-outdoor design and a great room wrapped in walls of glass that frame sweeping valley and sunset vistas. Anchored by a dramatic fireplace, the open concept flows effortlessly to expansive view decks, a dining area, and a chef's kitchen with large island, pantry, three ovens, two dishwashers, and a sunlit breakfast nook. Three spacious bedroom suites provide comfort and privacy, including an upper-level primary retreat with spa-like bath, walk-in closet, office, fireplace, and private deck ideal for morning coffee under the broad Sonoma sky. Secondary suites feature ensuite baths and serene garden outlooks. The versatile lower level includes a family/bunk room, wine cellar, bath, dual laundry stations, and direct access to a hot tub patio overlooking the valley. A charming second unit offers flexible guest or extended-stay accommodations with full kitchen, living room, bedroom, office, private yard, and a view deck. Resort-style amenities include a gated pool, bocce, horseshoes, play area, picnic sites, generator, high-speed internet, and private well all just 10 minutes from downtown Glen Ellen and Kenwood's wineries, dining, and parks via a well paved 2 lane road. Experience the essence of Wine Country living beneath skies that turn every sunset into your own private horizon. This property is a highly successful vacation rental. Furnishing & outdoor furniture may be for sale separately.

Escape to your own private Wine Country sanctuary at 77 Oso Trail, a gated Spanish-style estate nestled in the rolling hills above Glen Ellen. Tucked along a quiet country lane and surrounded by nearly 11 acres of natural landscape. Built in 1996, this elegant 4,261 square foot retreat blends timeless architectural character with serene natural beauty. Inside, light-filled interiors flow across three spacious bedroom suites each with private bath, a powder room, a dedicated office, and generous gathering spaces ideal for entertaining. The home's Spanish influence shines through with handcrafted tiles, and rustic wood accents, creating warmth and authenticity throughout. The living room, family room, and main-floor primary suite each open directly to a screened loggia with fireplace, offering seamless indoor-outdoor living and an effortless connection to the surrounding landscape. The primary suite provides comfort and privacy, while a separate guest wing is an inviting retreat for family or friends. Outdoors, enjoy a pool and private spa area, classic clay tennis court, and landscaped gardens framed by hillside views and natural landscapes. A detached Ag Barn is perfect for hobbies, workshop or storage. The property's gentle topography invites exploration, with open spaces perfect for walking paths, and gardens. Just minutes from downtown Glen Ellen, this estate enjoys proximity to renowned wineries, Jack London State Park, and Sonoma Valley's celebrated dining scene- all approximately an hour from San Francisco. Whether as a full-time residence or weekend getaway, 77 Oso Trail embodies the relaxed sophistication of Wine Country living, where natural tranquility meets timeless design.

Tucked away down a quiet, tree-lined drive, this peaceful Glen Ellen retreat rests on 2.45+/- acres surrounded by gardens, paths, lounging decks and stonework patios. Its Mid-Century charm shines through beamed ceilings, bamboo floors, built-ins and wide picture windows that fill the home with natural light and views of the land and trees. The open, remodeled kitchen features quartz slab counters, cork floors, stainless appliances and farm sink, a roomy dining area and breakfast bar made for gathering. Both bedrooms look out to nature and one opens to a private deck; perfect for quiet mornings. Two refreshed tile bathrooms add comfort and style and include a spa tub with an outlook to nature. Thoughtful details include plenty of storage and indoor laundry. Outside, enjoy a detached hobby shed with a view deck, fenced garden and detached garage/workshop. With public utilities, ample parking and a location just blocks from downtown Glen Ellen, this is Wine Country living at its most relaxed. Only about 1 hour from San Francisco.

Nestled on .69 acres through a gated entry in picturesque Glen Ellen, this charming property offers the perfect blend of modern amenities and serene wine country living. The 3bd/2ba main residence boasts gorgeous hardwood floors, remodeled baths and expansive decks and patios overlooking Sonoma Mountain and the property's 60 vine Grenache vineyard. The outdoor spaces are perfect for entertaining. A brand-new 1bd/1ba ADU with in-unit laundry and Miele appliances adds versatility for guests. The beautifully landscaped grounds feature drought resistant gardens, hobby vineyard, outdoor shower and newly added pool, creating an idyllic retreat. A large shop/basement provides ample storage or workspace, while solar power and public utilities enhance efficiency and convenience. With breathtaking views and a prime location close to downtown Glen Ellen and approximately an hour from San Francisco, this exceptional property is a rare opportunity to embrace the Sonoma Valley lifestyle.

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 5 buildings with 8765 square feet over 25.91 acres, with 8 bedrooms and 8 full and 2 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, 2 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 3 skylights, features a Viking range with 8 burners and 2 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, 2 Bosch dishwashers, and 3 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 2 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 4 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 2 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.

Contemporary retreat defined by strong shapes and calculated details .Stunning home captures spectacular views. Soaring ceilings and walls of windows, flood the interior with natural light. Seamless indoor outdoor living. Gourmet kitchen features louvered cupola vents to optimize airflow. At the heart of the living space enjoy custom art installation created for the centerpiece fireplace. Unique touch elevates the entire home. Rare blend of design, comfort, and breathtaking scenery.

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.

No showings Sat., 7/25. 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.

Extraordinary Wine Country estate blending Montecito-inspired elegance with the relaxed lifestyle of Glen Ellen. Privately gated and designed as a true compound, this exceptional property offers seamless indoor/outdoor living with walls of glass, Nano doors, resort-style pool, outdoor kitchen, built-in BBQ, and multiple entertaining areas. The chef's kitchen opens to spacious living areas, while the luxurious primary suite features a spa-inspired bath and custom closet. Two private ensuite guest bedrooms and a spacious bonus suite with full bath above the 3-car garage provide ideal accommodations for extended family, guests, or a home office. Beautifully landscaped grounds include mature trees, fruit trees, raised garden beds, bocce court, and numerous outdoor spaces to relax and entertain. Enjoy the privacy and serenity of Wine Country living just minutes from Glen Ellen's renowned wineries, acclaimed restaurants, hiking trails, and all the charm of Sonoma Valley. A rare opportunity to own a private estate designed for gathering, entertaining, and creating lasting memories.

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Set beneath a canopy of mature oaks besides Sonoma Creek and surrounded by the natural beauty of Glen Ellen, this single-level residence offers a rare combination of privacy, usable land, and everyday convenience. Positioned on approximately one acre, the property unfolds as a peaceful retreat with expansive lawns, established trees, and inviting outdoor spaces that create a sense of seclusion just moments from the heart of Wine Country. The approximately 1,396 square foot home features 3 bedrooms and 2 baths, with comfortable living spaces designed for relaxed Sonoma Valley living. A spacious living room anchored by a brick fireplace and beam-accented ceiling provides warmth and character, while large windows frame garden views and fill the home with natural light. The dining area opens directly to an expansive deck and covered outdoor entertaining area, creating an effortless connection between indoor and outdoor living. Outside, the property's generous grounds offer exceptional flexibility and an abundance of nature. Open lawn areas, mature shade trees, garden space, tranquil creek views and a detached outbuilding provide ample room for recreation, hobbies, gardening, or future vision. Whether enjoyed as-is or thoughtfully updated over time, the setting offers tremendous potential in one of Sonoma Valley's most sought-after communities. Conveniently located near Glen Ellen's renowned restaurants, wineries, regional parks, and village amenities, this is an opportunity to create a personal Wine Country retreat while enjoying the charm and natural beauty that make Glen Ellen so special.

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!