luxury houses with pool for sale Glen Ellen, United States

A rare Glen Ellen opportunity with short-term rental income potential, this successful vacation rental offers the chance to pair an income-producing property with the ultimate Sonoma Valley retreat. Tucked at the quiet end of a lane, this single-level Craftsman captures the romance of Wine Country living, with a year-round creek, fenced privacy, and natural open space. Open-beam architecture, sunlit living spaces, a charming window seat, and a kitchen appointed with quartz countertops and stainless steel appliances create a warm, inviting interior. Outside, a sparkling pool, hot tub, and multi-level decking invite leisurely afternoons and evenings beneath the stars, with the decks winding toward the creek. Enjoy easy access to Glen Ellen favorites, including Glen Ellen Star and Songbird Parlour, along with Morton's Warm Springs, scenic hiking trails, and nearby state parks. Currently operating as a successful vacation rental, the property may offer an opportunity for continued short-term rental use, subject to County of Sonoma requirements, eligibility, and the buyer's own application and verification. Whether envisioned as a private getaway, full-time residence, or investment opportunity for a 1031 exchange buyer, this is a distinctive offering in one of Sonoma Valley's most cherished communities.

Set on approximately two private acres above the valley floor, near the Napa County line, 12320 Manzanita Lane offers an exceptional opportunity to experience the best of Sonoma and Napa wine country. Designed by Zimmerman & Associates, the contemporary residence combines structural steel, board-formed concrete, and expansive Fleetwood glass to frame panoramic Sonoma Valley views and create a seamless connection between architecture and landscape. Living spaces extend to inviting terraces, an infinity-edge pool and spa, an outdoor kitchen, and fireplaces, equally suited to quiet retreats and comfortable entertaining. The residence features a private primary suite, two additional en suite bedrooms, a detached office or guest room with full bath, a climate-controlled wine room, and versatile workshop and storage space. Owned solar with battery storage and a private well provide additional independence and efficiency. Beyond its appeal as a private residence, the estate is an established and thriving luxury vacation rental, with a loyal and growing following of guests. This proven hospitality adds another dimension to ownership, combining personal enjoyment with income potential. With the celebrated wineries, restaurants, and cultural destinations of both Sonoma and Napa valleys close at hand, 12320 Manzanita Lane presents a distinctive combination of architectural sophistication, privacy, and lifestyle versatility.

A rare opportunity to own a collection of charming country cottages situated on a picturesque two-acre parcel with a year-round creek in the heart of Sonoma Valley Wine Country. This unique offering features six residences, including three one-bedroom cottages, two two-bedroom cottages, and one three-bedroom residence. Tastefully updated while preserving their original character and charm, each cottage offers a sense of privacy in a peaceful country setting. All six residences will be delivered vacant, providing exceptional flexibility for the next owner, with rental rates ranging from $2,150 to $2,800 per month. The possibilities are endless. Enjoy the property as an income-producing investment, retain one cottage as your personal Wine Country retreat while renting the others, or create a private family compound with accommodations for extended family and friends. Ideally located just minutes from the charming villages of Kenwood and Glen Ellen, and steps from Morton's Warm Springs and its inviting mineral pools, the property offers the perfect balance of country tranquility and convenience. Whether envisioned as an investment, a personal escape, or a legacy property to be enjoyed for generations, this is a truly special and seldom-available Sonoma Valley offering.

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 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.

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!

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.

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.

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.

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.

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.

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.

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.