Kenwood CA Real Estate & Homes for Sale

Charming Sonoma Valley Retreat Surrounded by Nature. Set in the heart of Sonoma Valley, this enchanting home offers a peaceful escape just minutes from renowned wineries, acclaimed restaurants, and Sugarloaf Ridge State Park. Nestled in a lush, gated setting, the property exudes serenity with mature trees, raised garden beds, a sun-drenched patio, stone labyrinth, and the soothing sounds of a year-round creek. Inside, vintage character meets thoughtful updates. The home has been well maintained with fresh interior and exterior paint, wide plank flooring, and brand-new stainless steel appliances. Period details shine throughout, from detailed millwork and artistic stained glass to original fixtures and a stunning sunroom wrapped in windows. Vaulted ceilings and a cozy fireplace add to the warm, welcoming ambiance. Additional features include a detached two-car garage, storage basement, and a private sauna. Whether you're seeking a full-time residence, weekend getaway, or possible short-term rental (verify with Sonoma County), this one-of-a-kind property is a true wine country gem.

Incredible opportunity to own your own wine-country get-away in the Sonoma Valley, perfect for nature lovers, hikers, and anyone who is inspired by natural beauty. This hillside home is surrounded by open terrain and offers stunning views from every window. Not far from the entrance to Sugarloaf Ridge State Park, you're steps away from hiking adventures and just a short drive to world-renown dining and wineries that call Kenwood and the Sonoma Valley home. The house needs repair, especially to the front of the garage due to extensive dry rot damage, but what joy you will have when it's done! This serene abode exudes contemporary style and is priced so you can afford to make needed improvements. The versatile floor plan lives either as a 1-bedroom plus office or as a 2-bedroom. With a rooftop deck off of the dining area and 2 relaxing patios up and down there's a seamless blend of outdoor and indoor living. Abundant closets, detached workshop, cable internet, small fenced garden...everything you want in a cozy retreat. Live inspired! Welcome home to 2011 Adobe Canyon Road. Narrow, one-lane access road; shown by appointment only.

Welcome to 291 Maple Avenue, a timeless gem in the heart of Sonoma Valley Wine Country. Nestled in the charming community of Kenwood, this beautifully refined property embodies the essence of wine country living. Thoughtfully upgraded over the past three decades, this 2,039+/- square foot single-level home offers a harmonious blend of elegance, comfort, and functionality. The flexible floor plan features three spacious bedrooms and a dedicated office, ideal for today's lifestyle needs, while the fully-owned solar array adds to its efficiency. Situated on an expansive and meticulously landscaped 0.4-acre lot, the outdoor spaces are a true sanctuary, adorned with majestic Japanese Maples, year-round blooms, fruit trees, a serene flagstone courtyard, and sweeping views of Hood Mountain. Families will appreciate the rare convenience of direct access to Kenwood Elementary School, while nature lovers and active lifestyle seekers will value the property's seamless connection to the outdoors. Whether you're looking for a full-time residence or a tranquil retreat in the coveted Valley of the Moon, 291 Maple Avenue offers an exceptional opportunity to experience the very best of Sonoma living.

Charming Wine Country retreat in the heart of Kenwood Village! This updated 2BD/1BA home offers open-beam ceilings, a stylish kitchen with stainless appliances and a large island, plus a cozy wood-burning stove. Light-filled bedrooms feature spacious closets, and the remodeled bathroom blends charm with modern convenience. A converted garage adds flexible space for a home office, studio, gym or guest room. Enjoy views of the foothills and Sugarloaf State Park, a pergola-covered patio, and a large, private lawnperfect for entertaining or adding a pool. Set on a generous lot, a short walk to local spots: Pillow Fight Coffee, Stella Restaurant, Vaughn Duffy and Hamilton Wineries, Palooza Pub, and Shaw Park. Kenwood is the perfect hub with equal driving distances to Sonoma County's charming wine country destinations. Outdoor lovers will appreciate world-class road road and mountain biking, hiking, and horseback riding at nearby Sugarloaf Ridge, Jack London, and Annadel State Parks. Sonoma Golf Club and El Molino Central are also just a short drive away. A rare opportunity to enjoy the best of Sonoma Valley livingwhether as a primary home or weekend getaway!

Welcome to an extraordinary estate nestled in the heart of Sonoma Valley. This impeccable residence boasts stunning views of the valley positioned on 3.5 pristine acres, offering an unrivaled blend of sophistication and natural beauty. Constructed in 2023 with exquisite craftsmanship, this single-story sanctuary features three generously appointed bedrooms, four and a half luxurious bathrooms, a home office, plus a sewing room and expansive laundry roomdesigned for both comfort and elegance. The open-concept floor plan showcases a chef's kitchen outfitted with premium appliances and a stylish Butler's pantry, seamlessly flowing into spacious, light-filled living areas perfect for entertaining or tranquil living. Outside, indulge in your private outdoor retreatan inviting 40x20 in-ground pool and 780 square foot Pool House with a full bath makes for an entertainer's dream. Complemented by a bocce ball court and a built-in barbecue. Expansive outdoor living spaces embrace breathtaking vistas, creating an idyllic setting for gatherings or serenity in nature. Located just minutes from charming Kenwood Village and the vibrant downtown of Glen Ellen, with convenient proximity to Sonoma only 20 minutes away and a one-hour drive to San Francisco.

Tucked away in the charming town of Kenwood, this beautiful home was taken down to the studs in 2025. All new windows, doors, flooring, lighting, insulation, air conditioning and heating, roof and finished garage combined with high quality finishes offers the perfect blend of comfort, style, and tranquility. Featuring three spacious bedrooms and one full bathroom, the home is thoughtfully updated with recessed lighting and a cozy fireplace that creates a warm and inviting atmosphere. The kitchen is a modern delight, complete with all new appliances, a convenient breakfast bar, and tasteful finishes that make both cooking and entertaining a joy. French doors open from the living area to a large, sun-drenched backyard, where mature trees provide shade and privacy. The expansive patio is ideal for outdoor dining, relaxing, or hosting gatherings with friends and family. Clean and spacious garage includes laundry facilities and offers plenty of room for storage or hobbies. Located in the heart of Kenwood, this home is just minutes from world-class wineries, scenic parks, and the natural beauty of Sonoma Valley.

New improved price - $50,000 reduction. Move-in ready...clear inspection reports! Perfect for investors/1031 exchange as zoned for short term rental. Enchanting 1921 cottage was completely restored & remodeled in 2012 with permits creating a unique combination of modern amenities and old-world surroundings. Enjoy Level 2 EV charger, GE double convection oven w/Wi-Fi, S/S appliances, & hardwood flooring. Year-round Sonoma Creek runs through the back of the property where you can relax on the trex deck and enjoy al fresco dining and a dip in the hot tub under the gazebo. It's easy to see how the previous owners operated a successful vacation rental for many years. Revel in the rich history; in 1860 when General Vallejo began construction on his famous Sonoma home, Lachryma Montis, a large stock of his hand-crafted adobes were acquired & now shower the property via adobe walls, walkways, and driveways. Nearby Sugarloaf State Park offers 25 miles of trails for hiking & horseback riding, and on a clear day visitors can see views of Sierra Nevada to the GG Bridge. Located in the heart of Sonoma Valley lies an abundance of exceptional wineries and restaurants to enjoy. Truly a secret treasure and just 3 minutes off Hwy 12 in Kenwood. www.1821AdobeCanyonRd.com

Discover Bristol Peaks Estate, a modern farmhouse with a build-ready estate site. Nestled at the end of a quiet road in the prestigious Kenwood Valley, this exceptional property offers a rare dual-use opportunity, perfect for investors or buyers looking to maximize both lifestyle and long-term value. The fully finished 2-bedroom residence is move-in ready, with potential to develop a larger second home on site. The existing home can serve as a future guest cottage, caretaker's dwelling, or lucrative rental, offering flexibility for generating income or phased development. Situated on over 3 acres, it features a level building pad, productive well, power, and a 4-bedroom septic system. Included are permit-ready plans for a 2,616 sq. ft. modern home by the renowned Hunt Hale Jones & Salt Shed teams. These plans are ready for approval through the Sonoma County Permit Resiliency Center, perfect for those eager to build quickly. The estate features a hobby vineyard and fruit and olive trees, enriching the peaceful ambiance. With all major systems in place and architectural plans available, this is a turnkey investment in one of Sonoma County's most sought-after locations. You'll enjoy secluded living with convenient access to Glen Ellen, Kenwood and Annadel State Park.

Tucked away down a private olive tree-lined driveway in the heart of Kenwood, this reimagined 2-acre retreat offers peaceful seclusion just minutes from top-rated restaurants, wineries, and stunning state parks. The single-level home has been thoughtfully remodeled with an open-concept layout that connects the kitchen, living, and dining areas to a resort-style backyard. A covered patio, refinished pool deck, and low-maintenance landscaping invite you to enjoy Sonoma Valley's signature indoor-outdoor living. The private primary suite is situated in its own wing, with direct access to the cedar spa lounge and pool, offering a true sense of retreat. Across the breezeway, a recently finished game room provides additional space for work, play, or relaxation. The property also features a small vineyard and a variety of fruit trees, including fig, pomegranate, plum, peach, and olive. Central AC, a whole-house generator, and owned solar provide year-round comfort and reliability. A rare offering in the center of wine country; where every detail is designed for effortless living.

This stunning, updated retreat spans 10.36 acres (+/-), offering an unparalleled combination of comfort, privacy, and breathtaking natural beauty with views of the bay & Sonoma Mtn. Located in Kenwood, the heart of Sonoma Valley Wine Country, the living spaces boasts an expansive great room, den, spacious primary bedroom suite, guest bedroom and a detached guest unit for added versatility. The outdoor spaces are designed for both tranquility and entertainment, featuring a private courtyard with a pool & spa and an expansive flagstone patio for additional outdoor living. View decks and the surrounding outdoors spaces allow you to stargaze and soak in the awesome views. Conveniently situated just minutes from the charming town of Kenwood, Annadel State Park, Glen Ellen, and Sonoma, this property is also only (+/-) 1 hour's drive from the Golden Gate Bridge, and just 30 minutes from Sonoma County Airport, making it an ideal retreat for both full-time living or weekend getaways.

Set in the heart of the special Sonoma Valley wine country, this unique property offers stunning views in every direction. The approx. 2,324 sq. ft. home has been thoughtfully planned and renovated to maximize natural light and contemporary comfort. The ideal floor plan features two private bedroom suites (with very ample closet spaces), a spacious living room and dining area separated by a large wood bar/buffet counter, a breakfast room, and a beautifully updated kitchen. Other recent upgrades include remodeled bathrooms, fresh interior and exterior paint, a new roof, a 3-bedroom septic system, and fun landscaping. With ease of flow from indoor spaces to multiple expansive outdoor decks, patios and play areas, this home creates the perfect setting for relaxation and entertaining. The approximately 1.6 acre property includes a dedicated wine room or flex space, a detached office/storage building, a charming stone building, and a productive artesian well. Set at the end of a lovely residential lane, near premier biking, hiking, and riding trails, and only minutes to the charming Kenwood Village, this private retreat is an ideal full-time residence or weekend escape.

Nestled on nearly 2 acres in a prime Kenwood location, this timeless estate blends privacy, elegance, comfort, and quintessential Wine Country charm. An electronic gated entry opens to beautifully landscaped grounds featuring a pool with waterfall, hot tub, outdoor bathroom, serene views, and a 4+ car garage/workshop for hobbies and storage. The home lives as a single level, with the primary suite and main living areas on the ground floor. Upstairs are two en suite bedrooms and 400+ sqft of unfinished attic space with skylightsideal for future customization. Soaring cathedral ceilings, hardwood floors, and grand windows fill the home with natural light and frame the picturesque surroundings. The remodeled chef's kitchen features a Wolf 6-burner cooktop, stone-topped island, custom cabinetry, and a walk-in pantry. Built by its original owners and meticulously maintained, the home exudes classic elegance and quality craftsmanshipwith no expense spared and no detail overlooked. A rare offering for the most discerning buyersjust minutes to parks, hiking/biking trails, wineries, shopping, and fine dining.

Nestled in the heart of Sonoma Valley, with stunning vineyard and mountain views, lies an estatethat transports you straight to the sun-soaked coasts of Tuscany. This Italian-inspiredmasterpiece combines old-world architecture with modern luxury across over 5 acres ofpicturesque land. From the Italian tile flooring, hand troweled plaster, and exposed wood beams this residence offers an immersive Mediterranean living experience. Every element of thisestate tells a story of elegance, craftsmanship, and intention. With a total of four bedrooms in themain residence, a private guest apartment above the barn, extensive indoor-outdoor livingspaces, and a professionally maintained vineyard, the estate is not merely a homeit's alifestyle. Whether you're hosting a corporate retreat, a cooking competition, or throwing amilestone celebration, this estate is fully equipped to deliver an extraordinary experience. 8545Sonoma Highway is not just a home. It's an invitation to live differently.