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649 1st Street, 15, Sonoma, CA 95476 With a layout that adapts to your lifestyle, this multi-level live/work loft is the ultimate pied-a-terre for modern living. Located just two blocks from Sonoma Plaza and a half block from Whole Foods, enjoy a blend of urban versatility and peaceful wine country living. Whether you desire a stylish residence that offers a variety of spaces for entertaining, need a multi-generational dwelling, or require a space for work along with separate living quarters, this home has it all. There are two ...

New to Market | 649 1st Street W #15, Sonoma

Presented by Jennifer Powers

Learn More: https://sonomaloftliving.com/

#SothebysRealty #WineCountry #SonomaCounty #Sonoma #RealEstate

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1319 Cole Street, San Francisco, CA 94117 The Beverly Hills of San Francisco! Rarely does a handsome building come on the market in one of San Francisco's most historical and desirable neighborhoods, Cole Valley! This building offers varied opportunities. Co-Live with friends or family, buy as an investment, or live in one & rent out the other. The top unit features two bedrooms and one bathroom. Double Parlour Rooms. The lower unit includes 2 bedrooms and 1 bathroom. The top unit boast inviting wood floors, fireplace in the living r...

New to Market | 1319 Cole Street, San Francisco

Presented by David Collins

Learn More: https://1319colestreet.com/

#SothebysRealty #WineCountry #SanFrancisco #RealEstate

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39074 Hedgegate Road, The Sea Ranch, CA 95497 Modern green home with expansive ocean views on a meadow lot west of Hwy 1. Shaped by the natural beauty of the Sonoma Coast, this residence reflects the founding principles of The Sea Ranch where structure, landscape and horizon exist in balance. Cedar and concrete define the architectural composition while expansive windows frame the meadows, skyline, and the vast blue Pacific Ocean. A living roof and green wall blur the boundary between architecture and landscape, lifting the native flora...

New to Market | 39074 Hedgegate Road, The Sea Ranch

Presented by Tim Rangel & Claud Bates

Learn More: https://hedgegatesearanch.com/

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Jacob Matthews | Sotheby’s International Realty | Expertly guiding you to the Hudson Valley’s most scenic luxury and historic estates. Over a decade of local results. View listings: JacobMatthewsRealtor.com #hudsonvalleyrealestate #tuxedoparkny #luxurylivingny #sothebysrealty

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1460 Felder Road, Sonoma, CA 95476 Offered for the first time in decades, this charming single-level residence captures the essence of Wine Country living. The 2-bedroom, 1.5-bath main home is complemented by an attached ADU, complete with a full kitchen, full bath, living area, and sleeping spaceideal for guests, extended stays, or income potential. Set on over one-third of an acre, the property enjoys sweeping, postcard-worthy views across nearly 1,400 acres of vineyards, with rolling hills creating a stunning backdrop. Lus...

New to Market | 1460 Felder Road, Sonoma

Presented by Daniel Casabonne

Learn More: https://1460felderroad.com/

#SothebysRealty #WineCountry #SonomaCounty #Sonoma #RealEstate

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19356 Orange Ave, Sonoma, CA 95456 Welcome to 19356 Orange Avenue in Sonoma, where the ease of Wine Country living meets one of the area’s most desirable locations. This single-level home offers 3 bedrooms and 2 bathrooms across approximately 1,795 square feet, set on an expansive ±0.27-acre lot (approximately 11,990 SF). Inside, a wood-burning fireplace creates a natural gathering point, complemented by fresh interior paint, updated LED lighting, and new switches and outlets throughout. A spacious detached garage...

New to Market | 19356 Orange Ave, Sonoma

Presented by Aaron Kopelman

Learn More: https://19356orangeave.com/

#SothebysRealty #WineCountry #SonomaCounty #Sonoma #RealEstate

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1454 Waller Street, San Francisco, CA 94147 Experience the charm of Edwardian-era San Francisco in this light-filled, bright and airy top-floor condo located in the heart of Haight-Ashbury. This cheerful 2-bedroom, 2-bath residence boasts magnificent period details, including soaring ceilings, intricate hardwood floors, and ornate mouldings. The flexible floor plan offers the perfect canvas to create your dream home, that can easily accommodate a 3-bedroom setup or a home office.  Bring your vision!  Features include a spacio...

New to Market | 1454 Waller Street, San Francisco

Presented by Kilby Stenkamp

Learn More: https://1454wallerst.com/

#SothebysRealty #WineCountry #SanFrancisco #RealEstate

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354 E Napa Street, Sonoma, CA 95476 Located just off the Sonoma Plaza on an exceptional .43+/- acre parcel rests this timeless residence and guest house blending authentic charm and modern comfort. Eastside compound offers a rare combination of style, space and proximity to historic downtown. Thoughtfully renovated 2,641+/- sq ft main home incudes two suites, third bedrooom/office, 2.5-bathrooms, this home includes an entry vestibule into skylit and window-filled spaces enhanced by high ceilings, wood floors, relaxed formal and...

New to Market | 354 E Napa Street, Sonoma

Presented by Tina Shone

Learn More: https://354eastnapast.com/

#SothebysRealty #WineCountry #SonomaCounty #Sonoma #RealEstate

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200 Desnudos Way Beautiful Eastside 25± acre building parcel. Privacy abounds yet a short drive to the historic Sonoma Plaza, wineries, shops, restaurants and more. Property would lend itself to a gorgeous estate or compound/farm. Unsurpassed mountain and vineyard views stretching to the Bay. Includes a strong well and approved Adobe Associates 4 bedroom septic system design. Gorgeous country location, minutes from downtown Sonoma, and approximately 1 hour to San Francisco.

New to Market | 200 Desnudos Way, Sonoma

Presented by Tina Shone

Learn More: shonegroup.com/properties/200-desnudos-...

#SothebysRealty #WineCountry #SonomaCounty #Sonoma #RealEstate

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1143 Hudson Avenue, St. Helena, CA 94574 Charming St. Helena Retreat with Timeless Woodwork & Dual Living Spaces. Nestled in the heart of St. Helena, this inviting Napa Valley home blends classic craftsmanship with comfortable living. Rich woodwork throughout creates a warm, sophisticated atmosphere that embodies wine country charm. The thoughtfully designed layout features two spacious living roomsideal for both relaxed everyday living and effortless entertaining. Natural light fills the home, highlighting the detailed finishes and...

New to Market | 1143 Hudson Avenue, St. Helena

Presented by Jeff Warren & Cody Warren Avetoom

Learn More: https://1143hudsonave.com/

#SothebysRealty #WineCountry #NapaCounty #StHelena #RealEstate

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4436 Grange Road 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 approxi...

New to Market | 4436 Grange Road, Santa Rosa

Presented by Kevin McDonald

Learn More: kevinmproperties.com/properties/4436-grange-r...

#SothebysRealty #WineCountry #SonomaCounty #SantaRosa #RealEstate

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660 Craig Avenue, Sonoma, CA 95476 Set in the heart of Sonoma Valley, this beautifully reimagined three-bedroom, two-bath residence captures the essence of refined Wine Country living, where understated elegance meets effortless comfort. Recently refreshed with new exterior paint, curated landscaping, and a thoughtfully remodeled kitchen, the home presents a cohesive, design-forward aesthetic that feels both elevated and inviting. Soaring vaulted ceilings define the main living space, drawing in natural light and creating an ...

New to Market | 660 Craig Avenue, Sonoma

Presented by Erin George

Learn More: https://craigave.com/

#SothebysRealty #WineCountry #SonomaCounty #Sonoma #RealEstate

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1133 Oak Avenue, St. Helena, CA 94574 Perfectly situated just one block from downtown St. Helena, this immaculate 3-bedroom, 2-bathroom home is move-in ready and waiting for you to create your Napa Valley dream yard. Set on an expansive lot, the property offers ample space for a pool, ADU, bocce court, lush gardens, or all of the above. Inside, the home has been beautifully remodeled with a bright, open floor plan, a stylish kitchen, and seamless indoor-outdoor flow. The primary suite boasts a spacious walk-in closet with laundry...

New to Market | 1133 Oak Avenue, St. Helena

Presented by Jamie Spratling

Learn More: https://1133oakavenue.com/

#SothebysRealty #WineCountry #NapaCounty #StHelena #RealEstate

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75 Mountain Avenue, Sonoma, CA 95476 Celebrating its 100th year, the enchanting Rose Cottage blends storybook charm with thoughtfully updated infrastructure, offering the rare opportunity to enjoy historic character with modern comfort. Set on a beautifully landscaped parcel, the grounds are rich with heritage roses, majestic oak and palm trees, and striking granite outcroppings creating a setting that feels both timeless and quintessentially Sonoma Valley. A large covered porch welcomes you to the home, where French doors open ...

New to Market | 75 Mountain Avenue

Presented by Daniel Casabonne

Learn More: https://75mountainave.com/

#SothebysRealty #WineCountry #SonomaCounty #Sonoma #RealEstate

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151 Fetters Avenue, Sonoma, CA 95476 An inviting and thoughtfully designed cottage in Sonoma Valley that offers both charm and affordability is an increasingly rare find in Wine Country. This single-level home features 2 bedrooms and 1 bath with an open floor plan that creates a bright and welcoming living space. Interior highlights include hardwood floors, tasteful updates throughout, and sliding doors that open to a beautiful deck overlooking the surrounding natural landscape. The home feels like a private retreat while still...

New to Market | 151 Fetters Avenue, Sonoma

Presented by Daniel Casabonne

Learn More: https://151fettersavenue.com/

#SothebysRealty #WineCountry #SonomaCounty #Sonoma #RealEstate

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570 E Watmaugh Road, Sonoma, CA 95476 Two-Acre Chardonnay Vineyard Homesite! Nestled in the serene southeast end of the valley, this beautiful two-acre parcel is planted with established Chardonnay vines, offering breathtaking vineyard views and an idyllic setting for your dream estate. A brand-new well and an approved 6-bedroom perc test provide the flexibility to design and build your ideal home. Enjoy peaceful country living on a quiet road, while still being conveniently close to local amenities. Whether you're taking tranq...

New to Market | 570 E Watmaugh Road, Sonoma

Presented by Maria Lounibos

Learn More: https://570ewatmaughroad.com/

#SothebysRealty #WineCountry #SonomaCounty #Sonoma #RealEstate

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33 Grenard Terrace, San Francisco, CA 94109 Perched atop the rarely available and wonderfully private Grenard Terrace in coveted Russian Hill, this 3BD/2.5 BA condominium offers a rare perspective on San Francisco living. Situated in an intimate two-unit building built in 1954, the home enjoys a quiet, tucked-away setting on one of the city's most charming hidden terraces home to only a handful of residences. The condo has approximately 2,000 sq ft (per graphic artist) plus over 750 sq ft in two outdoor terraces, one east-facing for m...

New to Market | 33 Grenard Terrace, San Francisco

Presented by Karen Saghi

Learn More: https://33grenardterrace.com/

#SothebysRealty #WineCountry #SanFrancisco #RealEstate

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40 Long Ranch Road | St. Helena, CA | Prepare to be dazzled! Located minutes from the Silverado Trail in St Helena, this 40 +/- plus acre landscaped compound offers lake views over Lake Hennessey and includes an approximately 8500 +/- sq ft main residence and two detached 1000 +/- 1200 +/- sq ft guest houses. The newly remodeled four bedroom four bath two half bath main home features an infinity edge pool overlooking Lake Hennessey, Venetian plaster walls, Chinkapin oak floor to ceiling pocket doors, custom ironwork, walnut hardwood and French limestone floors, along with two offices, a gym, a wine cellar, and chefs kitchen plus a large catering kitchen. Outdoor amenities include multiple pools including a 60 foot lap pool sited near the two guest houses, mature gardens, approximately one acre of Pritchard Hill cab vines, multiple entertaining areas, a full size tennis court, bocce court, fountains, and expansive lake views. An adjacent and a prolific well is available separately for $3.5M, or together for a $500K savings

New to Market | 40 Long Ranch Road, St. Helena

Presented by Ginger Martin

Learn More: https://gingermartin.com/properties/cote-dazur

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5809 Sharp Road | wine country Luxury Real Estate 5809 Sharp Road located in Calistoga. This house features 3 bed, 2 bath, 2,056 sq ft. Priced at $1,495,000. Property includes vineyard views and estate property. Available now in luxury wine country.

New to Market | 5809 Sharp Road, Calistoga

Presented by Arthur Goodrich & Federico Parlagreco

Learn More: https://www.goodrichgroup.com/listings/5809-sharp-road-

#SothebysRealty #WineCountry #NapaCounty #Calistoga #RealEstate

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2399 Sobre Vista Road, Sonoma, CA 95476 Rare Lake Josephine waterfront within the exclusive Sobre Vista Estates, one of Sonoma Valley's most sought-after residential enclaves. A paved drive wends through a pastoral setting to the gated entry of this 2.65+/- acre lakeside property featuring views, expansive shoreline and a private island. The 3 bedroom, 3.5 bath residence enjoys serene views of the lake and surrounding gardens. Wood floors, built-ins, stone fireplaces, and banks of French doors create an elegant yet comfortable l...

New to Market | 2399 Sobre Vista Road, Sonoma

Presented by Tina Shone & Evan Shone

Learn More: https://2399SobreVistaRoad.com

#SothebysRealty #WineCountry #SonomaCounty #Sonoma #RealEstate

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300 E Napa Street Inviting, downtown Sonoma residence renovated to seamlessly blend a modern aesthetic with the timeless character of authentic Victorian architecture. Spacious 1/4 acre +/- parcel three blocks east of the historic Sonoma Plaza. High ceilings throughout a flowing plan with period details, 2 bedrooms and 1 bath. Thoughtful lighting, a current color palette, and updated infrastructure create a comfortable, move-in-ready environment. The restored kitchen features a modern stove and a large walk-in pantry, while the living and dining rooms offer picture windows, a fireplace and authentic built-ins that enhance the classic charm. The enclosed porch sunroom provides a serene retreat overlooking landscaped grounds with gardens, lounge and play areas, a sheltering palm and growing garden. Includes a large vintage barn with open truss ceiling - ideal for entertaining, hobbies, or storage. A detached garage, motor court and off-street parking nearby. Rare east side Sonoma offering blocks to downto

New to Market | 300 E Napa Street, Sonoma

Presented by Tina Shone

Learn More: shonegroup.com/properties/300-e-napa-st...

#SothebysRealty #WineCountry #SonomaCounty #Sonoma #RealEstate

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380 Las Casitas Court, Sonoma, CA 95476 Lovely home, only two blocks from Sonoma Historic Plaza! Single-level side by side two bedroom, 2 bath townhome offers spacious living area that flows onto the couryard, creating and indoor-outdoor living experience that is perfect for entertaining or relaxing. Living room includes cozy wood buring fireplace and is open to dining area. Spacious en-suite primary bedroom includes walk-in closet and access to private yard. Large interior laundry room has room for pantry or storage. A separat...

New to Market | 380 Las Casitas Court, Sonoma

Presented by Maria Lounibos

Learn More: https://380lascasitascourt.com/

#SothebysRealty #WineCountry #SonomaCounty #Sonoma #RealEstate

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4553 Chiles Pope Valley Road, St. Helena, CA 94574 Durham Ranch is Ken Fulk’s treasured Napa Valley retreat, shared with family and close friends for decades. Set on approximately 76 private acres just outside the renowned town of St. Helena, the property offers a rare balance of seclusion and access, where open land, ancient oaks, and seasonal streams create a profound sense of escape, yet Napa Valley’s celebrated restaurants, wineries, wellness destinations, and cultural life remain within easy reach.Originally a modest cattle r...

Private Exclusive | 4553 Chiles Pope Valley Road

Presented by Hillary Ryan

Learn More: https://durham-ranch.com/

#SothebysRealty #WineCountry #NapaCounty #StHelena #RealEstate

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Defining the standard. Again. The 2025 results are in, and the numbers speak for themselves. See why Sotheby’s International Realty remains the world leader in luxury. #SIR2025 #LuxuryRealEstate #TuxedoParkNY #SothebysRealty #TuxedoParkRealtor #JacobMatthewsRealtor

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1143-1145 Hill Road, Glen Ellen, CA 95442 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...

New to Market | 1143 Hill Road, Glen Ellen

Presented by Daniel Casabonne

Learn More: https://1143hillroad.com/

#SothebysRealty #WineCountry #SonomaCounty #GlenEllen #RealEstate

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18782 Polley Lane, Sonoma, CA 95476 Located in the quaint and trending El Verano neighborhood of the Sonoma Valley, on a corner lot, is a single level dwelling with relaxed rural vibe and natural light. In the mid-20th century, the community of El Verano was known for resorts and as a health retreat from San Francisco due to its hot springs. Maintain your wellness in this 1980's open-concept home; three bedrooms, two bathrooms, wood burning fireplace, cathedral ceiling, private yard. Vertical wood fencing defines the outdoor sp...

New Price | 18782 Polley Lane, Sonoma

Presented by Valerie Caccia

Learn More: https://18782polleylane.com

#SothebysRealty #WineCountry #SonomaCounty #Sonoma #RealEstate

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1450 Timberhill Road, Santa Rosa, CA 95401 Enjoy breathtaking vineyard views and sweeping vistas of Mount St. Helena from this private Wine Country retreat bordering the stunning Laguna de Santa Rosa Preserve. Surrounded by mature oak, bay, redwood, and buckeye trees, this unique property offers the rare feeling of a peaceful sanctuary while still being close to town. Nature lovers will appreciate the abundant wildlife frequently seen on the property, including bald eagles, foxes, river otters, and a wide variety of birds. The grou...

New to Market | 1450 Timberhill Road, Santa Rosa

Presented by Alex Yankee

Learn More: https://1450timberhillroad.com/

#SothebysRealty #WineCountry #SonomaCounty #SantaRosa #RealEstate

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11799 Barnett Valley Road, Sebastopol, CA 95472 11799 Barnett Valley Road a private, resort‑style estate tucked down a long gated drive in pastoral West Sonoma County. Perched for panoramic views of Mt. St. Helena and the Mayacamas, this craftsman residence and companion buildings deliver an effortless indoor‑outdoor lifestyle where every day feels like a getaway. The main home is luxuriously finished with warm cherry floors that glow in the afternoon light, three inviting fireplaces, and a dramatic telescoping wall of glas...

New to Market | 11799 Barnett Valley Road, Sebastopol

Presented by Holly Bennett & Lauren Berg

Learn More: https://11799barnettvalley.com/

#SothebysRealty #WineCountry #SonomaCounty #Sebastopol #RealEstate

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Luxury Healdsburg Wine Country Estate With Vineyard & Views Luxury 113± acre Healdsburg estate with vineyard, custom home, guest wing, pool, trails, and party barn. Private wine country living minutes from top wineries.

New to Market | 2843 Wright Ranch Lane, Healdsburg

Presented by Kevin McDonald

Learn More: kevinmproperties.com/properties/the-clearview...

#SothebysRealty #WineCountry #SonomaCounty #Healdsburg #RealEstate

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8495 Franz Valley School Road | wine country Luxury Real Estate 8495 Franz Valley School Road located in Calistoga. This house features 5 bed, 5.5 bath, 5,223 sq ft. Priced at $4,950,000. Property includes vineyard views and pool. Available now in luxury wine coun

New to Market | 8495 Franz Valley School Road, Calistoga

Presented by Arthur Goodrich & Federico Parlagreco

Learn More: https://www.goodrichgroup.com/listings/8495

#SothebysRealty #WineCountry #NapaCounty #Calistoga #RealEstate

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