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224 Matheson St, Healdsburg
$2,300,000
4 Beds ⋅ 4 Baths ⋅ 326077589 MLS
Rare opportunity in the heart of Downtown Healdsburg! This unique property offers a flexible layout and an exceptional location just moments from the Healdsburg Plaza, including restaurants, shops, and all that downtown Healdsburg has to offer. The main building, was previously a single family home, but was split and is currently configured as a office (previously a dentist office) including a separate 1 bedroom 1 bath apartment. Also including an semi attached duplex which provides a one-bedroom, one-bath unit and a two-bedroom, one-bath unit. Ready for its next chapter, this distinctive property offers an exciting opportunity for a buyer with vision. Bring your imagination and explore the potential of this special downtown offering. A tour is truly the best way to appreciate the property, it's layout, and it's location. Property also listed under Multi Unit Income MLS # 326076960

224 Matheson St, Healdsburg

531 Limerick Ln, Healdsburg
$2,295,000
4 Beds ⋅ 3 Baths ⋅ 326060632 MLS
Exceptional 5-acre Wine Country retreat sits on a quiet country lane just five minutes from the Historic Healdsburg Plaza. One of four estate parcels with established CCR's, featuring a private, beautifully updated single-story home surrounded by a 3.5-acre Petite Sirah vineyard, 20+ mature olive trees, and a charming redwood grove. Detailing a 6-bedroom standard septic system, plans for a 2-bedroom ADU, existing Short-Term Rental (STR) permit, 90 GPM shared well, underground utilities including natural gas, and AT&T fiber optic service. Recent improvements include a newer roof, HVAC system, and tankless water heater. An exceptional opportunity to enjoy the best of Wine Country living with outstanding flexibility as a primary residence, weekend retreat, or income-producing investment.

531 Limerick Ln, Healdsburg

934 Fairway Dr, Sonoma
$2,295,000
4 Beds ⋅ 4 Baths ⋅ 326071873 MLS
Tucked in a quiet cul-de-sac just three miles from Sonoma's historic Plaza, 934 Fairway Drive offers exceptional space, privacy, and indoor/outdoor living on over half an acre near Sonoma Golf Course. Cathedral ceilings and abundant natural light welcome you into an open, flexible floor plan designed for everyday comfort and entertaining. The kitchen opens to both the dining and living areas, while sliding doors open to an expansive deck and custom covered pavilion with heaters, fans, lighting, shades, and speakers for year-round enjoyment. The main-level primary suite is a private retreat with a generous walk-in closet and spa-like bath featuring an oversized shower with dual rain heads, double vanities, and built-in cabinetry. The main floor also features an ensuite guest room and a flexible den, ideal for an office, media room, or 4th bedroom. Upstairs, a second primary suite with its own covered balcony provides added privacy for guests or extended family. Fresh interior paint and new carpet create a move-in-ready feel. Additional highlights include a 2,000-bottle wine room, Generac generator, whole-house A/C, two whole-house fans, main-level and outdoor audio, and a three-car garage with epoxy flooring. The 0.57-acre, park-like grounds offer mature trees, and room for a future pool. Public utilities and no HOA add convenience. Minutes from Sonoma Plaza's restaurants, tasting rooms, boutiques, and farmers market, this distinctive property combines flexibility, privacy, and resort-style outdoor living in a highly desirable setting.

934 Fairway Dr, Sonoma

582 3rd St E, Sonoma
$2,250,000
3 Beds ⋅ 3 Baths ⋅ 326075834 MLS
Tucked beneath towering redwood trees on a quiet in-town Sonoma street, 582 3rd Street East offers a rare combination of privacy, natural beauty, and effortless, convenient access to everything downtown Sonoma has to offer. A hedge-lined front garden sets the tone from the moment you arrive, functioning as its own private outdoor living room. Deep shade from the redwoods keeps the space cool on hot afternoons, while the same spot transforms into a front-row seat for sunset and, after dark, a canopy of stars so vivid it feels like standing inside a planetarium. Open the side gates and the property unfolds further still, flowing from the front garden through a dedicated dining and barbecue area and on to the pool. Poolside, a custom-built firepit anchors the space, its wide surround built for holding plates and drinks, alongside a deep sectional that invites long conversations, quiet reading, or an afternoon nap in the open air. The pool itself is built with a submerged shelf for lounge chairs and an umbrella, ideal for relaxing with your feet in the water while looking out to the redwoods beyond. A window from the adjoining pool house opens directly onto the yard, turning the space into an easy bar setup for watching the game, while the driveway offers plenty of room for cornhole, ping pong, or whatever else backyard game night calls for. That pool house is a legal ADU, fully insulated, heated and cooled by its own mini-split system, comfortable through Sonoma's hottest and coldest days alike. Whether used as a guest suite, a private office, or a source of rental income, it adds a layer of flexibility that's hard to find this close to town. And close to town it is: a quiet, tree-lined street puts the Sonoma Farmers Market, restaurants, and the Plaza itself close by, with convenient access, letting you enjoy the best of in-town Sonoma living without ever needing to get in the car.

582 3rd St E, Sonoma

2740 River Rd, Santa Rosa
$2,595,000
3 Beds ⋅ 3 Baths ⋅ 326076361 MLS
Welcome to Up The Creek Vineyard, a refined wine country estate spanning 12.78 +/- scenic acres in the prestigious Sonoma Coast and Russian River Valley AVAs. Ideally located just 2.9 miles from the Charles M. Schulz Sonoma County Airport, 7.9 miles from downtown Santa Rosa, and 12 miles from Healdsburg Plaza, this property offers the perfect balance of serene vineyard living and convenient access to Sonoma County's premier destinations. This turnkey offering includes the real property and select personal property, making it an ideal choice for agricultural operations, a primary residence, or a private retreat. At the center of the estate is a meticulously updated 2,803-square-foot home featuring three bedrooms and three bathrooms. The residence has been reimagined with a warm, contemporary aesthetic, highlighted by engineered white oak flooring, custom trim, and premium finishes. The kitchen and living areas feature updated cabinetry, high-end appliances, designer lighting, and a cozy tiled fireplace. A mudroom with custom storage and utility space adds practical elegance. Exterior enhancements are just as impressive, including a durable metal roof, integrated-color stucco, and expansive Andersen windows and doors that flood the home with light. The outdoor living spaces are centered around a large, elevated hardwood rear deck perfect for entertaining, complete with a Napoleon BBQ and a propane fire pit. The grounds also feature a private bocce ball court with its own deck, a lush lawn, and professionally landscaped xeriscaping with paver paths and retaining walls. Every corner of the property offers panoramic 360-degree views of the surrounding vineyards. The agricultural core of the estate consists of approximately 10.8 acres of Chardonnay vines. Up the Creek Vineyard is a rare opportunity to immerse yourself in wine country and participate in Sonoma County farming. Ownership of this unique site presents many opportunities including an optional vineyard leaseback by the seller to help insure the vineyard's quality for years to come. The property is well-equipped for operations, featuring a winemaking lab, equipment storage, a woodworking shop, and dedicated pump houses. Significant infrastructure include a high-producing well with updated pump and filtration system, a reverse-osmosis water system, and modernized irrigation manifolds. The home has also been improved with enhanced insulation, earthquake fasteners, and high-speed Starlink internet.

2740 River Rd, Santa Rosa

1626 Abramson Rd, Santa Rosa
$2,650,000
4 Beds ⋅ 4 Baths ⋅ 326075282 MLS
At 1626 Abramson Road, the connection between home and land begins at the gated entrance, where a circular driveway opens to approximately 10 private acres. Inside, a large kitchen picture window frames the backyard, pool and outdoor kitchen, keeping the heart of the home connected to everything happening beyond it. Days here naturally move outdoors! Swim in the pool, relax in the spa, or play tennis, pickleball or basketball on the lighted regulation size courts. The covered pavilion and outdoor kitchen create a central gathering place overlooking the pool, with built in grill, refrigerator, kegerator, television, and heaters. Court-side, the Snack Shack adds another refrigerator keeping food and drinks close to the action. Beyond the landscaped grounds are approximately 6 acres of usable farm ground suited to horses, gardens, an orchard, farming or other agricultural pursuits. Approximately 1.8 acres of established Syrah vines add to the Wine Country setting, while permits for replanting preserve additional possibilities. The 3,062+/- sq ft main residence includes three bedrooms, 2.5 bathrooms and dedicated spaces for dining, working, entertaining and relaxing. The well appointed kitchen features a Fisher & Paykel five burner range, custom cabinetry, under cabinet lighting, quartzite slab counters and a generous island. The primary suite offers a spacious bath with its own salon. Upstairs, an elevator opens directly into a private media and cigar room with dedicated ventilation. A separate 1,120+/- sq ft carriage house above a 3 car garage provides one bedroom, 1 full bathroom, and a full kitchen. Together, the main residence and carriage house offer approximately 4,182+/- sq ft of living space. Plenty of room for RV parking, vehicles, and recreational gear. Private yet convenient to schools, shopping, dining, medical services, golf and the Sonoma County airport, this is a property designed not simply to be viewed, but to be lived indoors, outdoors and across the land.

1626 Abramson Rd, Santa Rosa

2892 Mark West Station Rd, Windsor
$2,695,000
4 Beds ⋅ 1 Baths ⋅ 326076311 MLS
The Calandrelli has been producing very high quality Chardonnay and Pinot Noir for the last 20 years. Russian River Valley Appellation (AVA) with numerous famous vineyards in the immediate area including Sara Lee Vineyard, Dutton, Sonoma Cutrer. Farmed and operated by De La Montonya Vineyards thru the end of 2026. Property has a building site with new well. Fabulous setting for a high-end new home; ready for a buyer with vision who can build a beautiful home and take over the vineyard which is productive and in good condition. Priced to sell. Existing old farmhouse is near or at the end of its useful life. Tenant is in place and would like to stay if new Buyer wishes. Wonderful opportunity to make this property a premier vineyard estate in a sought-after location.

2892 Mark West Station Rd, Windsor

3714 Autumn Glen Ct, Santa Rosa
$4,250,000
6 Beds ⋅ 5 Baths ⋅ 326076143 MLS
Set on 1.22 acres in prestigious Fountaingrove, this Wine County residence pairs architectural presence with exceptional versatility, framed by city views and a serene natural backdrop. Offering 6 bedrooms and 4.5 bathrooms, the 4,833 square-foot home has been thoughtfully curated for sophisticated entertaining, private retreat and effortless indoor-outdoor living. Beyond the dramatic arched entry, a gracious foyer unfolds with patterned stone/wood floors, a custom ironwork staircase, and statement Murano glass chandeliers. Upstairs, the floorplan separates beautifully into two distinct wings. The entertaining side centers around an expansive great room where the dining area, fireside family room and the showstop gourmet kitchen flow together. Rich cabinetry and luminous Taj Mahal quartzite define the kitchen, anchored by a substantial island, while double doors invite gatherings to extend outdoors. Across the hall, the private wing is anchored by a tranquil primary suite with outdoor access, an indulgent spa bath with steam shower and a boutique-inspired clothes salon. A second en-suite bedroom, laundry room and powder room complete this level. The main level reveals another dimension of the home. Three of the six bedrooms are currently reimagined as an executive office, game room, offering exceptional flexibility for work, recreation, guests or multigenerational living. A full-size kitchenette enhances the media room, while an additional guest bedroom and full bath showcase one of the home's most memorable details, an intricate artisan oyster-shell tilework creating a jewelbox finish. An elevator connects the levels, while multiple sets of doors throughout the residence blur the line between indoors and out, opening to terraces, landscaped grounds and a setting that transitions beautifully from city vistas to peaceful natural surroundings. Private yet connected, this distinctive Fountaingrove residence places the best of Sonoma County within easy reach, including the celebrated restaurants, wineries and lifestyle of nearby Healdsburg. A home of uncommon character, scale and flexibility, created as much for living beautifully as for entertaining exceptionally.

3714 Autumn Glen Ct, Santa Rosa

1750 Lytton Springs Rd, Healdsburg
$3,399,000
3 Beds ⋅ 3 Baths ⋅ 326072729 MLS
Establish your own wine country headquarters on approximately 15 acres in one of Sonoma County's most compelling settings. Perfectly positioned in the countryside yet just minutes from downtown Healdsburg and Geyserville, the property offers the rare combination of privacy, tranquility, and effortless access to two of Wine Country's most celebrated destinations. The residence is defined by soaring exposed-beam ceilings, abundant natural light, and a warm, refined aesthetic in touch with its surroundings. An expansive deck extends the living space outdoors, with sweeping views across Dry Creek Valley and the surrounding hillsides. The land invites a life well lived. A vanishing-edge pool enjoys full sun, while a majestic oak creates a natural canopy for outdoor dining and relaxation. Fruit trees, raised garden beds, expansive lawn, pizza oven, and approximately 4.5 acres of Zinfandel, Petite Sirah, and Sauvignon Blanc vines further root the estate in its authentic wine country setting. Inside, natural materials and exposed wood create warmth and permanence, while a central hearth anchors the home and its gathering spaces. The qualities that are nearly impossible to recreate - the setting, privacy, orientation, panoramic views, and connection to the surrounding landscape are already here and exceptional. The substantial barn provides a welcoming entertainment space and remarkable flexibility, with room to gather, spread out, and imagine a variety of uses. Combined with the property's rare 4,000-case winery production permit, it expands the possibilities for enjoying the property and creating a truly personalized Wine Country experience. A vacation rental permit provides further versatility. Private and immersive yet remarkably convenient, 1750 Lytton Springs Road offers something increasingly difficult to find: a property where residence, vineyard, recreation, hospitality, and wine country lifestyle come together in one extraordinary setting.

1750 Lytton Springs Rd, Healdsburg

22138 Hwy 1, Jenner
$3,495,000
2 Beds ⋅ 5 Baths ⋅ 326074556 MLS
Spectacular and awe-inspiring, this oceanfront estate is perched on a coastal bluff above the Sonoma Coast, delivering commanding, unobstructed Pacific Ocean views from nearly every room with deeded beach access to the cove below. The south/west-facing site offers natural protection from coastal storms while framing the wild nature of Timber Cove through walls of glass: crashing waves, migrating whales, and seabirds, all from the comfort of this architectural residence. Current coastal development regulations limits new construction of this scale directly on the bluff, making this existing bluff-top position an increasingly rare and valuable opportunity along the Sonoma Coast. Thoughtfully and gently updated while honoring its original architectural integrity, the home features soaring ceilings and grand-scale fireplaces in the primary suite, dining room, and living room. The gourmet kitchen showcases waterfall-edge counters and opens to a south/west-facing exterior promenade with a built-in BBQ station and spa ideal for large-scale entertaining. Additional amenities include a dedicated wine room, a wet/dry sauna, a home gym area, a built-in beverage/bar station, and multiple interior and exterior gathering spaces suited to events or a quiet retreat. Set on over an acre mid-cove above the cove, the nearly 5,000 sq. ft. +/- floor plan offers 2 bedrooms and 4.5 baths, a lofted convertible den ideal for guests, a dedicated office, dual living/parlor rooms, a breakfast area, and a formal dining room that comfortably seats 10. A long, shared private drive leads to parking for several vehicles. Near the renowned Timber Cove Resort and state parklands and preserves along the Sonoma Coast, with no HOA approximately one hour from Sonoma County Airport and two hours from the San Francisco Bay Area. A rare architectural opportunity and private retreat on California's North Coast.

22138 Hwy 1, Jenner

1889 Riebli Rd, Santa Rosa
$2,950,000
3 Beds ⋅ 3 Baths ⋅ 326067652 MLS
Privately situated behind a gated entry on 24.73 oak-studded acres, this exceptional Riebli Valley property offers a rare blend of country living & resort-style amenities just minutes from town. Newly built in 2018, the 3,392 sq. ft. residence features 3 bedrooms, 3 full baths, an office & bonus room, with fresh interior paint & engineered flooring throughout. The living room with fireplace & bar is framed by views of the spectacular backyard, with direct access creating an effortless flow for indoor-outdoor entertaining. Professionally landscaped around the residence, this private resort is a show piece--a custom lazy river-style pool with river-rock waterfall & water-slide, in-ground spa, fire-pit, walking bridges, custom stonework & built-in BBQ. Gather with friends poolside, cozy around the fire-pit or simply enjoy a quiet morning surrounded by nature. Inside, the generous kitchen with large island & adjoining dining room invites everyone to gather, preparing fresh ingredients from the garden. The spacious primary suite offers direct backyard access, walk-in closet, dual vanities, separate shower & tub. Beyond the resort setting, fenced grounds offer pastures, livestock areas, chicken coop, storage sheds & space for horses equally suited to sophisticated Wine Country entertaining or casual country & farm living. Two wells with storage, solar for the residence & pool, backup generator, internet, 3 car attached garage complete this distinctive retreat.

1889 Riebli Rd, Santa Rosa

35148 Crows Nest Dr, The Sea Ranch
$2,395,000
3 Beds ⋅ 4 Baths ⋅ 326073998 MLS
This unique property offers an extraordinary balance: the comfort and elegance of a modern home, nestled right in the heart of California's wild beauty. It sits quietly on 1.6 acres amid redwoods and open coastal meadows, with sweeping views of the Pacific Ocean that change with the light and the seasons. The home was designed by Sea Ranch Architect Lisa Dundee and built by renowned contractor Helmuth Emke. You enter through the gate into a beautifully landscaped private garden connecting the home, cottage and two car garage. Inside, the main house is spacious and refined - everything you'd expect from a thoughtfully designed modern retreat. The great room features a stunning dining and living area with fireplace and amazing views all around as well as a cozy corner for reading. The state-of-the-art kitchen leads to the spacious outdoor entertainment area with BBQ and fire pit. It's the perfect place to gather with friends in a magical setting overlooking the ocean. Upstairs is the luxurious primary suite with two bathrooms and walk-in closets. There's an office space off the foyer, a powder room down the hallway and an exercise room with ocean views on the lower level. One of the features the owners love most is the detached cottage. It's a retreat to play guitar or just be quiet with your thoughts and with two bedrooms and a full bath it also doubles as a cozy space for visiting friends. Everyone who stays says the same thing: I didn't realize how much I needed this.'' Whether it's the fog rolling in through the trees or the sight of deer grazing just outside the window, nature has a way of humbling and healing you here. Sea Ranch amenities are endless incl. 50+ miles of scenic trails and recreation centers with tennis, pickle ball, pools and sauna. The nearby town adds just the right touch - casual, low-key, and welcoming, with enough essentials to keep things easy, but never noisy or crowded. You can stroll along the bluff trail in the morning, read by the fireplace in the afternoon, and cook dinner while watching the sun dip into the ocean. For the owners, Sea Ranch has become more than a getaway - it's a way of living. One that feels especially precious after years of busy city life. It's where they come to reconnect, to exhale, to remember what matters. If you've been craving a place that honors both your need for beauty and your need for peace, this home may be exactly what you're looking for.

35148 Crows Nest Dr, The Sea Ranch

3664 Fir Ridge Dr, Santa Rosa
$2,299,000
5 Beds ⋅ 5 Baths ⋅ 326070097 MLS
Welcome to an extraordinary newly constructed residence that effortlessly blends sophistication, comfort, and cutting-edge design. Perched above Santa Rosa with breathtaking views, this new construction custom home offers 5 spacious bedrooms, 4.5 designer baths, a dedicated office, and over 4,435 +/-sq ft of luxurious living space. A separate flex area with a 1-bedroom, 1-bath suite has its own private entrance and is fully equipped with laundry hookups, prepped for a full kitchen, ideal as an upscale guest quarters, pool house, or rental unit/ ADU. Entertain in style with a resort-inspired backyard featuring an in-ground pool & hot tub, built-in fire pit, and an expansive view balcony with a custom outdoor BBQ. Inside, discover curated finishes and thoughtful touches throughout, including heated floors in the primary bath and convenient laundry hookups within the walk-in closet. With a three-car garage, refined layout, premium amenities, and walking distance to the golf course, this home is an exquisite one of a kind home Santa Rosa's most sought after communities.

3664 Fir Ridge Dr, Santa Rosa

4296 Savannah Trl, Santa Rosa
$5,590,000
4 Beds ⋅ 4 Baths ⋅ 326071804 MLS
A private and gated European-inspired wine country compound of exceptional craftsmanship, scale, & presence, set on approximately 8 acres w/ sweeping vineyard, ridgeline, & sunset views. Thoughtfully conceived, this estate blends globally sourced old-world materials w/ modern infrastructure, offering a rare balance of timeless character & effortless contemporary living. The property combines a quiet private setting while enjoying convenient access to the boutiques, acclaimed restaurants, & renowned tasting rooms in Glen Ellen, Kenwood & Santa Rosa. The compound unfolds as a series of curated living environments designed for both everyday comfort & elevated entertainment. Expansive terraces, garden courtyards, & outdoor lounge areas are woven throughout, complemented by a newly rebuilt saltwater pool & spa w/ app-controlled systems. Mature landscaping surrounds curated gardens & a productive orchard w/ apple, pear, olive, citrus, persimmon, and passion fruit trees, enhancing year-round beauty & abundance. The approximately 3,700 square foot main residence offers three bedrooms plus an office and 2.5 baths, executed w/ exceptional detail. 15-inch plaster Rasta block walls provide superior insulation, fire resistance, & seismic durability, while radiant-heated concrete floors run throughout. Antique French entry doors, Italian Tuscan pine windows & 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 & 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 & efficiency. A Finnish sauna adds a refined wellness element. Additional structures include a guest house/gym w/ Mr. Steam sauna, a gallery-style game room/speakeasy w/ updated AV & HVAC, & a fully equipped garage compound. A Savant-controlled system integrates thermostats, security cameras, Linn & Sonos AV, w/ property-wide Wi-Fi, a generator w/ remote monitoring, & imported French iron gates. Offered w/ an adjacent 10.52 acre parcel available separately, this is a rare opportunity.

4296 Savannah Trl, Santa Rosa

4296 Savannah Trl, Santa Rosa
$5,590,000
4 Beds ⋅ 4 Baths ⋅ 326071562 MLS
A private and gated European-inspired wine country compound of exceptional craftsmanship, scale, & presence, set on approximately 8 acres w/ sweeping vineyard, ridgeline, & sunset views. Thoughtfully conceived, this estate blends globally sourced old-world materials w/ modern infrastructure, offering a rare balance of timeless character & effortless contemporary living. The property combines a quiet private setting while enjoying convenient access to the boutiques, acclaimed restaurants, & renowned tasting rooms in Glen Ellen, Kenwood & Santa Rosa. The compound unfolds as a series of curated living environments designed for both everyday comfort & elevated entertainment. Expansive terraces, garden courtyards, & outdoor lounge areas are woven throughout, complemented by a newly rebuilt saltwater pool & spa w/ app-controlled systems. Mature landscaping surrounds curated gardens & a productive orchard w/ apple, pear, olive, citrus, persimmon, and passion fruit trees, enhancing year-round beauty & abundance. The approximately 3,700 square foot main residence offers three bedrooms plus an office and 2.5 baths, executed w/ exceptional detail. 15-inch plaster Rasta block walls provide superior insulation, fire resistance, & seismic durability, while radiant-heated concrete floors run throughout. Antique French entry doors, Italian Tuscan pine windows & 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 & 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 & efficiency. A Finnish sauna adds a refined wellness element. Additional structures include a guest house/gym w/ Mr. Steam sauna, a gallery-style game room/speakeasy w/ updated AV & HVAC, & a fully equipped garage compound. A Savant-controlled system integrates thermostats, security cameras, Linn & Sonos AV, w/ property-wide Wi-Fi, a generator w/ remote monitoring, & imported French iron gates. Offered w/ an adjacent 10.52 acre parcel available separately, this is a rare opportunity.

4296 Savannah Trl, Santa Rosa

825 White Oak Dr, Santa Rosa
$2,995,000
3 Beds ⋅ 4 Baths ⋅ 326067761 MLS
Designed by renowned architect Larry Simons for refined living and effortless entertaining, this distinctive architectural residence seamlessly integrates natural granite, German white oak flooring, premium Gaggenau appliances, and custom finishes throughout. The thoughtfully designed interiors open to expansive views and a spectacular infinity pool, creating a seamless connection between the home and its private oak-studded setting. The serene primary suite offers walls imported from Japan, polished granite detailing, and a fully functional wood sauna, while three natural granite fireplaces add warmth and character. Two beautifully appointed guest residences offer privacy and flexibility for residents or visitors. One features a convenient kitchenette and private laundry, creating an ideal setting for extended stays or independent living. Thoughtfully positioned within the serene oak-studded setting, both provide inviting accommodations and a wonderful sense of privacy. Additional amenities include Tesla charging ports, sophisticated Lutron lighting, and a dedicated Komodo-Kamado Japanese grill. Panoramic views unfold across the Valley of the Moon, with ever-changing light, rolling hills, and majestic oaks creating a breathtaking backdrop from the property. Framed by nature and enjoyed from both the residence and grounds, the setting offers a rare sense of privacy, beauty, and tranquility.

825 White Oak Dr, Santa Rosa

4630 Maddocks Rd, Sebastopol
$3,295,000
3 Beds ⋅ 3 Baths ⋅ 326071482 MLS
Right out of a painting, a spectacular West County home surrounded by vineyard on an incredible large lake shared with neighbors. Located in the renown Green Valley AVA with 8.6 acres of established Pinot Noir producing world-class wine grapes. Vineyard is leased thru the 2029 Harvest to farm management company on a crop share basis. Home is single story and overlooks the lake. Home has many recent upgrades and is very tastefully remodeled and in excellent condition. Artful landscaping, a fantastic gazebo outdoor dining area off the family room overlooking the lake and redwood forest beyond. This property has to be experienced to truly understand the shear beauty and tranquility. Lake is suitable for water recreation activities and is used for vineyard irrigation. All water rights in place; disclosures include confirmation of water rights. Lake water level is currently unusually low while repairs are being made to dam by neighbor.

4630 Maddocks Rd, Sebastopol

22 Oak Knoll Ct, Petaluma
$3,199,999
5 Beds ⋅ 5 Baths ⋅ 326068552 MLS
The rarest home on Petaluma's Westside isn't historic. It's brand new. Set within a niche enclave of luxury new construction, a neighborhood unlike anything else on the Westside, 22 Oak Knoll is a builder-crafted residence of uncommon scale, crowning a quiet cul-de-sac in the hills with sweeping views just moments from historic downtown. For the buyer seeking Sonoma County charm, at the gateway to wine country and the coast yet within easy reach of San Francisco, this is the one. Step inside, and the story begins: a dramatic atrium and sculptural floating staircase rising through three light-filled levels. Imagine entertaining here. Guests gather around the dual islands of the showpiece chef's kitchen, with Thermador appliances and custom two-tone cabinetry gleaming, while behind the scenes, a caterer's kitchen, tucked away speakeasy-style, keeps every course flowing and the cleanup invisible. As evening settles, the celebration drifts through walls of glass onto the view deck, the hills glowing gold beyond. A private office and two main-level bedrooms offer room for work and guests alike. Downstairs is where the fun lives: a grand entertaining level built for movie nights, game nights, and long evenings with friends, complete with an adjoining wine cellar and a dumbwaiter ferrying refreshments from the kitchen above. Pre-wired for a home theater, the space is ready to become whatever your evenings call for. Tomorrow's workout in the home gym, locker room and all, is only a staircase away. And for Sonoma County life's full complement of toys, there is a five-car garage with a dedicated shop and storage, so gracefully integrated into the home's scale you'd never guess it from the curb. Beyond the glass, your own private hillside climbs to a crest with panoramic views over Petaluma: a morning stroll with the dog, a sunrise perch above it all. The primary retreat frames the hills from the bedroom, the loft, even the spa-inspired shower. And the rarest luxury of all: the presence and privacy of a country estate with none of its demands. Brand new, low-maintenance, among a handful of equally distinguished residences, minutes from everything downtown Petaluma has to offer. A home like this comes along once. It's here now.

22 Oak Knoll Ct, Petaluma

4303 Parker Hill Rd, Santa Rosa
$3,250,000
4 Beds ⋅ 4 Baths ⋅ 326070669 MLS
Welcome to an extraordinary single-level luxury estate where indoor-outdoor living reaches an entirely new level. Set on a 1-acre parcel, this spectacular 4-bedroom, 4-full-bath home pairs dramatic architecture with resort-style amenities. Massive wood-beamed ceilings, skylights, three fireplaces, luxury vinyl plank flooring and a home sound system create an inviting sense of scale and sophistication. The impressive great room flows seamlessly outdoors through sliders that fully retract into the walls. At the heart of the home, a gourmet kitchen boasts a massive slab island, Thermador appliances, 6-burner range, 3 ovens, 2 dishwashers, butler's pantry and abundant storage. Every bedroom features its own ensuite bath. The sumptuous primary suite opens directly to the backyard and includes dual walk-in closets, fireplace and a spectacular steam shower with four shower heads and body jets. Outside, the resort-inspired setting features a covered entertaining pavilion with TV, fireplace, heaters and ceiling fans, plus a 13-foot-deep pool with Baja beach deck, jets, waterfall and dramatic fire features. A 7-car garage with shop, upstairs office/storage, RV parking, paid-in-full solar, raised garden beds, fruit trees and covered front porch complete this remarkable property.

4303 Parker Hill Rd, Santa Rosa

6341 W Dry Creek Rd, Healdsburg
$2,195,000
3 Beds ⋅ 2 Baths ⋅ 326070662 MLS
Trade the fog for sunshine and discover your own private Wine Country retreat. Perched above Sonoma County's Dry Creek Valley on 1.76 acres, this exceptional property captures breathtaking views, abundant natural light, & the relaxed lifestyle that draws so many to Wine Country. Tucked at the end of a private road with no neighbors in sight, the property offers remarkable privacy while remaining just minutes from renowned wineries, acclaimed dining, & outdoor recreation. This offering features a mid-century modern main residence & a detached cottage surrounded by terraced gardens, a hobby vineyard, mature oak woodlands, & a seasonal creek. Expansive floor-to-ceiling windows frame panoramic valley views & fill the home with natural light. Warm wood finishes and an open-concept design create a seamless connection between indoor and outdoor living. The spacious view deck is perfect for morning coffee, sunset dinners, or an evening glass of wine overlooking Dry Creek Valley & Mt. St. Helena. The primary suite is a peaceful retreat with a spa-inspired bath, walk-in closet, & opens to the deck that invites in the stunning views. A den & guest room share a full bath, while the lower level offers flexible space for an office, studio, fitness room, or media room, plus a wine cellar, laundry area, and attached two-car garage with workshop. The detached cottage sits away from the main house at the entrance of the property, offering a bright, inspiring space with vaulted ceilings, a covered porch, a tiered deck, and sweeping valley views, perfect for creative pursuits, quiet reflection, or simply enjoying the beauty of Wine Country. Outdoor living takes center stage with an alfresco kitchen featuring a BBQ, wood-fired pizza oven, and handcrafted live-edge dining table for entertaining beneath the stars. Meandering paths lead through beautifully landscaped gardens and an orchard with citrus, plum, fig, apple, and olive trees. The hobby vineyard, planted with Zinfandel and Carignan, adds authentic Wine Country character, while a seasonal creek, chicken coop, and storage shed complete the property. Located just 20 minutes from Healdsburg Plaza, 15 minutes to Highway 101, and about 90 minutes from the Golden Gate Bridge, this is your opportunity to leave the fog behind and embrace the sunshine, privacy, and beauty of Sonoma County.

6341 W Dry Creek Rd, Healdsburg

4080 Old Redwood Hwy, Santa Rosa
$2,900,000
3 Beds ⋅ 4 Baths ⋅ 326066597 MLS
Set on 26.21 acres in the heart of Sonoma County Wine Country, this exceptional estate offers a rare combination of luxury living, vineyard operations, event infrastructure, and remarkable flexibility. With two legal parcels, two addresses, two wells, DA zoning, an existing event permit, and billboard rental income, the property presents a unique opportunity with an exceptional foundation already in place. The approximately 4,094 square-foot custom residence features 3 bedrooms and 3.5 bathrooms, with primarily single-level living thoughtfully designed to capture panoramic views across the vineyards and surrounding countryside. A separate 2,000 square-foot tasting and event venue offers exceptional visibility along Old Redwood Highway and is complemented by generous outdoor gathering spaces. Additional amenities include a seasonal pond, pickleball/basketball court, and a separate building pad. Approximately 16.5 acres are planted within the Russian River Valley AVA, including approximately 9 acres of Chardonnay and 7.5 acres of Pinot Noir, supported by a dedicated irrigation well and a 10,000-gallon water storage tank. Whether envisioned as a private Wine Country estate, business headquarters, creative campus, boutique hospitality venue, corporate retreat, operational hub, or event destination, few properties offer this level of existing infrastructure, income potential, and versatility in such a sought-after location.

4080 Old Redwood Hwy, Santa Rosa

5968 W Dry Creek Rd, Healdsburg
$2,900,000
3 Beds ⋅ 2 Baths ⋅ 326065911 MLS
Nestled in the heart of Healdsburg's highly sought-after West Dry Creek Valley, this exceptional Wine Country retreat offers the perfect blend of privacy, natural beauty, and relaxed luxury. Set on approximately 3.04 acres and surrounded by renowned vineyards and wineries, the property captures the essence of Wine Country living. The single-level residence features 3 bedrooms and 2 bathrooms with the potential for future expansion, offering the possibility of adding up to two additional bedrooms (buyer to verify). Designed for effortless indoor-outdoor living, the beautifully landscaped grounds provide an idyllic setting for entertaining family and friends. Enjoy warm summer days by the sparkling in-ground pool and spa, host memorable barbecues on the expansive outdoor living areas, or simply relax while taking in the picturesque vineyard views that border two sides of the property. Whether you're seeking a full-time residence, weekend escape, or Wine Country getaway, this rare West Dry Creek offering combines an unbeatable location with exceptional potential in one of Sonoma County's most coveted destinations.

5968 W Dry Creek Rd, Healdsburg

6450 Plum Ranch Rd, Santa Rosa
$3,500,000
3 Beds ⋅ 5 Baths ⋅ 326061332 MLS
This is what happens when an architect decides the view is the point. Architect Michael Baushke designed this single-level Santa Rosa estate around that idea, and every decision that followed reflects it. As you pass through the gate, olive trees line the approach, their silver-green canopy filtering afternoon light in a way that feels both ancient and deliberate. The property holds a hobby vineyard, 6 car garage barn with second floor art studio, and views that extend across Santa Rosa without obstruction. What you're looking at, in every direction, is yours. The 3,200 square foot residence was conceived around the landscape. Hard wood floors run the full length of the home, grounding the interiors. Walls of glass dissolve the boundary between inside and out, pulling the views into every room and tracking the light as it moves through the day. The floor plan flows easily from a gourmet kitchen built for serious cooking to a central library that reads as the home's quiet, unhurried anchor. Three bedrooms and four baths, each with a considered relationship to the views, offer the kind of calm that comes from both good design and genuine privacy. Baushke's intent was clearly indoor-outdoor living, and the travertine patio delivers on that promise. It extends the living spaces outward without interruption, a natural transition from wood floors to stone under open sky surrounding the resort-quality pool. The outdoor kitchen is built for entertaining and dining al-fresco. When the evening cools, the fire-pit becomes the natural gathering point, and the surrounding privacy means the only sounds you'll hear are the ones you choose. The 1,945 square foot barn is a property unto itself. Currently configured with a second floor art studio, it has the bones and the scale to accommodate any creative or professional use you can imagine. The olive grove and hobby vineyard add rhythm to the land and a sense that this place rewards the people who pay attention to it. You're 27 minutes to Healdsburg Square, 31 minutes to Sonoma, 10 minutes from Oliver's and surrounded by some of California's most celebrated wine country.

6450 Plum Ranch Rd, Santa Rosa

3291 Westside Rd, Healdsburg
$13,800,000
2 Beds ⋅ 2 Baths ⋅ 326066203 MLS
Matrix Winery is a landmark 44-acre winery estate situated along Healdsburg's iconic Westside Road corridor in the heart of the Russian River Valley. Anchored by a valuable 50,000-case winery permit, the property features an established tasting room open for tours and tastings with wine warehouse-office and extensive paved parking area. Beautiful landscaped grounds, winery production facility, and approximately 20 acres of premier estate hillside vineyards planted primarily to Pinot Noir, Chardonnay, Zinfandel, and Petite Sirah. The turnkey grounds boast two scenic reservoirs, an extensive paved internal road network, and panoramic valley views. Located just minutes from downtown Healdsburg and the Plaza, the parcel presents rare development upside with potential subdivision into two ~20-acre parcels, each offering multiple prime building sites for a legacy compound or custom estate residence. Two certificate of compliance have been submitted to county planning for a 22.40 & 21.63 acre parcels. See certificate map in photo's and attachments.

3291 Westside Rd, Healdsburg

3025 W Dry Creek Rd, Healdsburg
$2,250,000
3 Beds ⋅ 3 Baths ⋅ 326066250 MLS
Sweeping Dry Creek Valley views, 6.5 acres, and a coveted West Dry Creek Road address set the stage for this special Healdsburg Wine Country property, just minutes from Healdsburg Plaza. Surrounded by vineyards and mature redwoods, the setting offers privacy and a remarkable connection to one of Sonoma County's most celebrated destinations for cycling, wine tasting, dining, and outdoor recreation. The single-level main residence features three bedrooms plus a flex room and three full bathrooms, with an open kitchen, spacious great room, expansive windows that take full advantage of the surrounding views, and an easy connection to the outdoor spaces. Fresh exterior paint, updated interior light fixtures, and refreshed landscaping give the property a renewed feel while leaving it ready for your personal touches and vision. An unfinished two-story ADU offers additional space and future possibilities, while an agricultural barn provides added flexibility for vineyard operations, equipment, storage, a workshop, or other agricultural uses. Two separate access points provide convenient entry to the residential and vineyard areas. Approximately two acres are planted with Zinfandel vines, further connecting the property to the landscape and character of Dry Creek Valley. With world-renowned wineries and scenic cycling routes nearby, along with the restaurants, boutiques, tasting rooms, and energy of Healdsburg Plaza just minutes away, this is a rare opportunity to own a substantial Wine Country property in one of Healdsburg's most sought-after locations.

3025 W Dry Creek Rd, Healdsburg

9519 Mill Station Rd, Sebastopol
$3,950,000
4 Beds ⋅ 6 Baths ⋅ 326062871 MLS
Set against a backdrop of picturesque vineyards & rolling hills, this meticulously maintained estate blends timeless architecture with exceptional craftsmanship, resort-inspired amenities & remarkable versatility. Privately gated with a circular driveway, the property offers 4 bedrooms, 5 1/2 bathrooms, multiple flex rooms & an extraordinary 3,600 sq. ft. private guest/entertainment wing designed for extended living & creative pursuits. A grand cathedral-ceiling entry opens to beautifully appointed interiors featuring rich hardwood flooring, formal living and dining rooms & an inviting family room with custom built-in bookcases, a stone fireplace & picturesque views. The remodeled chef's kitchen is thoughtfully designed with a Wolf range, built-in Sub-Zero refrigerator, oversized center island with concrete countertop, sub zero drawers & prep sink, granite countertops, abundant custom cabinetry, breakfast bar, wood beam accents, recessed lighting & dining area overlooking the pool & vineyard view. The main-level primary suite is a luxurious retreat with a sitting area, dressing room & a recently remodeled spa bath featuring heated tile floors, a curbless walk-in shower, & dual vanities. Upstairs the three bedrooms each offer en-suite baths, complemented by an open loft alcove with balcony. The impressive 3,600 sq. ft. quest/entertainment wing expands the home's possibilities with a theater room, full kitchen, office or guest bedroom, craft/hobby room, full bath with steam shower & an upper-level loft with open beam ceilings currently serving as a fitness studio. The expansive wall of windows offers sweeping views. Designed for effortless indoor-outdoor living, the grounds feature a Resort-style pool with spa & diving board, expansive paver patios, outdoor fireplace, hot tub & captivating vineyard & hillside views. Automobile enthusiasts & hobbyists will appreciate the attached 3-car garage along with a heated detached 4-car garage featuring a RV/boat bay with a 12'8 door & three 220-volt electrical circuits. Modern infrastructure complements the home's luxury with multiple HVAC systems, a whole-house propane generator, temperature-controlled wine cellar with sink, whole-house water softener, ozone & calcite filtration system, reverse osmosis water system, alarm system & security cameras. A rare offering where thoughtful design, exceptional amenities and breathtaking scenery come together to create an extraordinary place to call home.

9519 Mill Station Rd, Sebastopol

4303 Sonoma Mountain Rd, Santa Rosa
$2,550,000
5 Beds ⋅ 5 Baths ⋅ 326058103 MLS
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 retreatall 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.

4303 Sonoma Mountain Rd, Santa Rosa

7616 Hwy 128, Healdsburg
$2,575,000
3 Beds ⋅ 3 Baths ⋅ 326058448 MLS
Outdoor living is the whole point at this Alexander Valley retreat, thirteen minutes from the Healdsburg Plaza. Behind a private gate, three flat acres open to a saltwater pool and spa, a built-in outdoor kitchen and barbecue, a fire pit, and a covered patio wired with heaters for year-round evenings looking out over the vineyard. A converted barn - bar, shuffleboard, ping pong - turns any evening into a party, and the acreage is fully fenced and private. Beyond the lawns, roughly two and a half acres of professionally farmed estate vineyard pour your very own bottle of Silver Oak-adjacent wine - turn-key and at no cost to you! Inside, recently remodelled bathrooms and kitchen leaves nothing to do. The reimagined kitchen anchors the main level with quartz counters, a walk-in pantry, and a gas range, while two stone fireplaces warm the sun-filled living and family rooms. The primary suite opens to its own outdoor shower, and walls of glass dissolve the line between inside and the grounds beyond. Coffee and a beer at Jimtown & Then Sum are minutes away, numerous wineries including Medlock Ames and Robert Young are around the corner. Pine Flat, Red Winery, and Geysers Roads deliver some of the county's best cycling, running, and hiking straight from the door. Turn-key and move-in ready, this is the place to trade a busy life elsewhere for slow mornings and long Wine Country evenings - a second home, or a full-time move into the Alexander Valley Elementary district. A true must see to appreciate

7616 Hwy 128, Healdsburg

1623 Abramson Rd, Santa Rosa
$2,350,000
3 Beds ⋅ 3 Baths ⋅ 326061675 MLS
Room to Work, Space to Roam, and a Country Lifestyle Minutes from Town! Just minutes from town, this rare property offers nearly 6.5 acres of Sonoma County countryside with room to live, work, build, create, and enjoy the lifestyle you've been waiting for. Set well back from the road, this versatile estate offers space for trucks, trailers, equipment, car collections, recreational vehicles, horses, livestock, and projects that need room to spread out. A rare find for tradespeople, car enthusiasts, and hobbyists, the 36' x 40' workshop is a standout feature, complete with a car lift and space for vehicle projects, tools, equipment, and recreational toys. Covered RV parking adds even more storage potential, while the expansive grounds offer room for trucks, trailers, and more. Custom-built by its original owner and offered for the first time, the single-level main residence spans approximately 2,400 square feet, featuring three bedrooms, two and a half baths, a large private office, and an attached three-car garage. Soaring vaulted ceilings, oversized windows, and abundant natural light create an open, welcoming feel. A fireplace anchors the family room, while sliding doors from the living room, family room, and primary suite open onto a deck extending the length of the home. The primary suite features coffered ceilings, a fireplace, and an en suite bath with separate tub and shower. Across the driveway, a separate single-level, one-bedroom ADU offers flexibility for extended family, guests, or rental income. Horse enthusiasts will appreciate the working barn with five stalls and a dedicated tack room, plus a full apartment above, ideal for a trainer, caretaker, or guests. A fenced arena and level, usable pastures on both sides of the property provide room for riding, turnout, and grazing. Fenced areas offer additional possibilities for horses, cattle, or other livestock. With multiple living spaces, a substantial workshop, generous vehicle storage potential, and usable acreage, this property offers an uncommon combination of country living and practical versatility. Whether you're a contractor needing space for equipment, a car enthusiast with projects to pursue, an equestrian seeking room for horses, or simply someone who wants the freedom to spread out, this property offers room to make it your own. Bring the trucks, bring the horses, bring the projects. There's room here for the life you want to build!

1623 Abramson Rd, Santa Rosa

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