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Modern Homes for Sale in Healdsburg, CA

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  • /35

    $829,000

    • 5 Beds
    • 5 Baths
    • 2,415 Sq Ft

    2252 W Dry Creek Rd, Healdsburg, CA 95448

    New co-ownership opportunity: Own one-eighth of this turnkey home, professionally managed by Pacaso. The Hollow occupies 3.3 acres on West Dry Creek Road in Healdsburg, where the H-shaped single-level floor plan and distinctive butterfly roof give the property an architectural identity that stands apart in Dry Creek Valley. The sustainable design integrates natural materials and passive light

    Maxx Rifkin Pacaso Inc

    2252 W Dry Creek Rd, Healdsburg, CA 95448
  • /41

    $779,000

    • 2 Beds
    • 2 Baths
    • 1,280 Sq Ft

    333 Orangewood Dr, Healdsburg, CA 95448

    Discover a sophisticated retreat at 333 Orangewood, a home that perfectly captures the essence of refined Wine Country living. Situated in Healdsburg's most desirable 55+ community, this single-story residence has been completely reimagined with a focus on modern comfort and timeless style. This property occupies a premium position, facing the serene open space and offering a sense of privacy and

    Ryan Styles Engel & Völkers Sonoma

    333 Orangewood Dr, Healdsburg, CA 95448
  • /16

    $4,650,000

    New Construction
    • 3 Beds
    • 3.5 Baths
    • 3,260 Sq Ft

    151 Sawmill Cir Unit 105, Healdsburg, CA 95448

    Residence A102 boasts exquisite Italian-made MandiCasa cabinetry, premium Miele appliances, temperature-controlled wine storage, Waterworks fixtures, natural stone countertops, and wide-plank hardwood flooring. The home features an impressive 18-foot vaulted ceiling and expansive floor-to-ceiling windows. Sliding glass walls open to reveal a generous 645 sq. ft. terrace, complete with a fully

    Garrett Frakes Polaris Pacific

    151 Sawmill Cir Unit 105, Healdsburg, CA 95448
  • /99

    $15,500,000

    • 3 Beds
    • 4.5 Baths

    13414 Chalk Hill Rd, Healdsburg, CA 95448

    Bell Mountain Ranch - A rare Sonoma wine country compound where luxury, terroir, and stewardship converge. Set at the base of Bell Mountain in the heart of Sonoma County, this extraordinary estate offers a complete wine country lifestyle across approximately 19 acres of Regenerative Organic Certified vineyard at the intersection of the Alexander Valley, Russian River Valley, and Chalk Hill AVAs.

    Grace Lucero Vanguard Properties

    13414 Chalk Hill Rd, Healdsburg, CA 95448
  • /86

    $4,975,000

    $975K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 5,992 Sq Ft

    5143 Dry Creek Rd, Healdsburg, CA 95448

    Nestled in the heart of Sonoma County's renowned Dry Creek Valley, this exceptional 67-acre ranch offers a rare combination of premier vineyards, a boutique winery open for public tastings and limited events, and complete privacy on sought-after benchland with premium southwestern exposure. Perched atop a scenic knoll, the estate residence 3200 Sq ft +/- commands sweeping panoramic views over the

    Jeff Bounsall Coldwell Banker Realty

    5143 Dry Creek Rd, Healdsburg, CA 95448
  • /51

    $1,495,000

    • 4 Beds
    • 2.5 Baths
    • 2,432 Sq Ft

    290 Appaloosa Trail, Healdsburg, CA 95448

    Elevated above the neighborhood, this ridge top home offers views of vineyards, Mount Saint Helena, and Geyser Peak. Here is an opportunity to own a single level, 4 bedroom, 3 bath, 2,432 square-foot home on over 1/3 of an acre in the Parkland Farms area of Healdsburg. Beautifully updated kitchen with new cabinets, Quartz counters and stainless appliances. The primary suite is privately

    Michael Tremont Dayton & Tremont Real Estate

    290 Appaloosa Trail, Healdsburg, CA 95448
  • /48

    $5,900,000

    New Construction
    • 5 Beds
    • 8 Baths
    • 5,654 Sq Ft

    983 Grove St, Healdsburg, CA 95448

    The modern aesthetic of this Healdsburg residence is purposeful, emphasizing craftsmanship, proportion and premium finishes. Thoughtfully conceived and expertly executed, this 4BR home with 1BR/1.5BA ADU is built with metal roof and 2x6 construction. Inside, 10 ' ceilings, wide-plank white oak floors, and a custom metal staircase set a sophisticated tone. The living space is anchored by a

    Sheryl Morgensen Sotheby's International Realty

    983 Grove St, Healdsburg, CA 95448
  • /37

    $2,995,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,843 Sq Ft

    1580 Clear Ridge Dr, Healdsburg, CA 95448

    Experience a modern Wine Country retreat designed for effortless weekends, extended stays, and entertaining in Healdsburg. This exceptional custom-built home offers the rare opportunity to own new construction in one of Northern California's most desirable destinations, pairing contemporary design with a relaxed setting just minutes from downtown. Offering 4 bedrooms, 3.5 bathrooms, and 2,843

    Carole Sauers Golden Gate Sotheby's

    1580 Clear Ridge Dr, Healdsburg, CA 95448
  • /46

    $1,295,000

    • 3 Beds
    • 3 Baths
    • 2,178 Sq Ft

    14183 Chalk Hill Rd, Healdsburg, CA 95448

    Tucked along the banks of a year-round creek, this fully remodeled 2,178 sq ft retreat blends thoughtful design with the kind of privacy that's increasingly rare in wine country. Set on a .55-acre lot, the property has been re-envisioned from the studs up, balancing warm, contemporary finishes with an easy connection to the land around it. The main house offers 2 bedrooms and 2 bathrooms in a

    Jonathan Bruington W Real Estate

    14183 Chalk Hill Rd, Healdsburg, CA 95448
  • /49

    $2,350,000

    • 4 Beds
    • 3.5 Baths
    • 3,850 Sq Ft

    1017 Westside Rd, Healdsburg, CA 95448

    Set behind gates on Westside Road and tucked along a private lane in the sought-after Madrona Knolls neighborhood, this Healdsburg residence offers a rare combination of privacy, natural beauty, and close-to-town convenience. Surrounded by mature landscaping with dogwoods, citrus and plum trees, azaleas, rhododendrons, roses, and seasonal color, the setting feels peaceful and established while

    Ryan Anderton Sonoma Realty Group

    1017 Westside Rd, Healdsburg, CA 95448
  • /52

    $2,750,000

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    5091 Dry Creek Rd, Healdsburg, CA 95448

    A rare opportunity to acquire two separate lots in the heart of Healdsburg's celebrated Wine Country. Together spanning approximately eight acres of beautiful, level land, 5091 Dry Creek Road offers exceptional flexibility, privacy and long-term potential in one of Sonoma County's most picturesque settings. With approximately 5.5 acres of established vines, the property presents a compelling

    Peregrine Bagwell Chatterton Rees Group

    5091 Dry Creek Rd, Healdsburg, CA 95448
  • /9

    $1,895,000

    New Construction $96K PRICE INCREASE
    • 1 Bed
    • 2 Baths
    • 1,368 Sq Ft

    151 Sawmill Cir Unit 204, Healdsburg, CA 95448

    Representing the last remaining one-bedroom plus den residence at Canopy at Mill District, Residence B204 is a masterfully designed sanctuary envisioned by world-renowned AD100 architect Olson Kundig to blend modern architectural pedigree with serene natural beauty. This brand-new home offers a treehouse-like atmosphere, featuring large floor-to-ceiling windows that frame majestic redwoods and

    Garrett Frakes Polaris Pacific

    151 Sawmill Cir Unit 204, Healdsburg, CA 95448
  • /30

    $5,400,000

    $300K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 5,629 Sq Ft

    991 Grove St, Healdsburg, CA 95448

    A striking example of modern Wine Country architecture, this custom-designed residence offers a refined balance of luxury with a commitment to design integrity, enduring quality, and livability in downtown Healdsburg. A soaring living room with walls of glass is anchored by a dramatic Shou Sugi Ban fireplace, while a sculptural glass-and-metal staircase and wide-plank white oak floors elevate the

    Sheryl Morgensen Sotheby's International Realty

    991 Grove St, Healdsburg, CA 95448
  • /63

    $5,685,000

    $810K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 3,132 Sq Ft

    160 Woodlands Dr, Healdsburg, CA 95448

    Located within the Forbes Five-Star Montage Healdsburg resort, Montage Residences Healdsburg offers an exceptional luxury lifestyle across 258 acres of vineyards, rolling hills, and preserved valleys in the heart of northern Sonoma wine country. Harvest Home #6 occupies one of the community's most elevated sites, offering sweeping views across the Healdsburg Preserve open space toward Fitch

    Curtis Tischler Sagepoint Real Estate Company

    160 Woodlands Dr, Healdsburg, CA 95448
  • /22

    $9,850,000

    • 5 Beds
    • 6.5 Baths
    • 5,584 Sq Ft

    165 Sycamore Ct, Healdsburg, CA 95448

    Seth Cotter Ohana Realty Corp.

    165 Sycamore Ct, Healdsburg, CA 95448
  • /49

    $8,400,000

    New Construction
    • 4 Beds
    • 6 Baths
    • 5,642 Sq Ft

    175 Sycamore Ct, Healdsburg, CA 95448

    Set within the Forbes Five-Star Montage Healdsburg resort, Montage Residences Healdsburg offers an extraordinary expression of wine country living across 258 acres of vineyards, rolling hills, and preserved valleys in the heart of northern Sonoma County. Rarely does a residence of this architectural caliber and setting come to market. Designed by BAR Architects & Interiors, the celebrated San

    Curtis Tischler Sagepoint Real Estate Company

    175 Sycamore Ct, Healdsburg, CA 95448
  • /40

    $840,000

    • 2 Beds
    • 1.5 Baths
    • 1,180 Sq Ft

    346 Piper St, Healdsburg, CA 95448

    Wine Country living doesn't get better than this. 346 Piper Street is a stunning 2BD/1.5BA smart home just steps from the Healdsburg Plaza and it's everything. Chef's kitchen with pro-grade appliances, quartz countertops & custom cabinetry. Cozy gas fireplace. Bamboo floors throughout. And the backyard. Professionally designed by Jake Moss Designs and featured on DIY Network's Yardcore complete

    Emily Martin Healdsburg Sotheby's Int'l Rea

    346 Piper St, Healdsburg, CA 95448
  • /16

    $2,750,000

    New Construction
    • 2 Beds
    • 2.5 Baths
    • 1,854 Sq Ft

    171 Sawmilll Cir Unit 202, Healdsburg, CA 95448

    Canopy at Mill District offers a serene sanctuary designed by world-renowned AD100 architect Olson Kundig. Representing the last two-bedroom residence available for sale at Canopy, Residence A202 is a brand-new home offered fully furnished with curated Restoration Hardware pieces. Perfectly perched on the second floor, this residence features two bedrooms, two-and-a-half bathrooms, and a

    Garrett Frakes Polaris Pacific

    171 Sawmilll Cir Unit 202, Healdsburg, CA 95448
  • /35

    $959,000

    $39K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,026 Sq Ft

    544 Grove St, Healdsburg, CA 95448

    Turnkey and effortlessly stylish, this 2 bed, 1.5 bath residence at The Grove Lofts is your chance to own a refined in-town retreat. Experience modern urban design paired with high-end finishes, from warm bamboo flooring to sleek quartz countertops. The inviting living room features a cozy gas fireplace and French doors that open to your own private patio perfect for indoor-outdoor living. Tucked

    Susan Montgomery The Agency

    544 Grove St, Healdsburg, CA 95448
  • /17

    $7,295,000

    New Construction
    • 3 Beds
    • 3.5 Baths
    • 3,186 Sq Ft

    151 Sawmill Cir Unit 402, Healdsburg, CA 95448

    B402 is the final opportunity to acquire a penthouse within Mill District's luxury residential community. Masterfully envisioned by Olson Kundig, the architecture prioritizes elevated design, privacy, and a seamless indoor-outdoor cadence, beautifully capturing dual East and West exposures that bathe the interiors in natural light from sunrise to sunset. The centerpiece of the expansive living

    Garrett Frakes Polaris Pacific

    151 Sawmill Cir Unit 402, Healdsburg, CA 95448
  • /9

    $2,925,000

    • 2 Beds
    • 2 Baths
    • 1,249 Sq Ft

    180 Sawmill Cir Unit 405, Healdsburg, CA 95448

    Experience the pinnacle of Wine Country living in the heart of downtown Healdsburg with this exclusive condo hotel offering at The Residences at Alyvia. This limited collection of 12 luxury residential condominiums is seamlessly integrated within a full-service 53-room hotel within the emerging Mill District community. Each residence is legally mapped as a condominium, governed by a condominium

    Garrett Frakes Polaris Pacific

    180 Sawmill Cir Unit 405, Healdsburg, CA 95448
  • /36

    $1,250,000

    • 1 Bed
    • 1.5 Baths
    • 2,072 Sq Ft

    1229 Grove St Unit 2, Healdsburg, CA 95448

    A truly one-of-a-kind offering in Healdsburg, this striking commercial condominium combines sophisticated design, exceptional functionality, and a versatile loft-style layout unlike anything else currently on the market. A full-size garage door and separate pedestrian entrance open to an expansive ground-level space equipped with a commercial-grade car lift rated for up to 9,000 pounds, ideal for

    Kellie Larson Luxe Places International

    1229 Grove St Unit 2, Healdsburg, CA 95448
  • /29

    $715,000

    $80K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,188 Sq Ft

    366 Piper St, Healdsburg, CA 95448

    Nestled at the end of a quiet cul-de-sac and just a few minutes' walk from the Healdsburg Plaza, this polished 2-bedroom, 1.5-bath condominium punches well above its square footage. Whether you're planting roots in Sonoma County, searching for a seamless second home, or adding a smart asset to your portfolio, 366 Piper delivers on all fronts. Natural light pours through every window, and the

    Emily Martin Healdsburg Sotheby's Int'l Rea

    366 Piper St, Healdsburg, CA 95448
  • /59

    $4,500,000

    New Construction
    • 6 Beds
    • 6 Baths
    • 4,934 Sq Ft

    8353-8349 W Dry Creek Rd, Healdsburg, CA 95448

    Set on approximately 15 acres in Sonoma County, this newly constructed property offers a rare combination of modern design, usable land, and a versatile multi-residence layout. Thoughtfully planned and designed for both everyday living and entertaining, the property provides a seamless blend of indoor comfort and outdoor lifestyle. The main residence features clean architectural lines, an

    Kellie Larson Luxe Places International

    8353-8349 W Dry Creek Rd, Healdsburg, CA 95448
  • /25

    $1,225,000

    $350K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,196 Sq Ft

    936 Valley View Dr, Healdsburg, CA 95448

    Own the Altitude. Positioned along Valley View on the preferred side of Fitch Mountain, this approximately 2,200 square foot residence delivers what cannot be recreated: elevation and horizon. The main living level sits upstairs exactly where it belongs so daily life meets open sky. Living room, kitchen, and primary suite are oriented toward expansive views and natural light. Downstairs, a

    Alex Yankee Sotheby's International Realty

    936 Valley View Dr, Healdsburg, CA 95448
  • /40

    $895,000

    • 2 Beds
    • 2 Baths
    • 810 Sq Ft

    1914 Redwood Dr, Healdsburg, CA 95448

    Beautifully rebuilt and move-in ready, this stunning 2-bedroom, 2-bath cottage home offers the perfect blend of luxury finishes, thoughtful craftsmanship, and an unbeatable Healdsburg location. Situated directly across the street from Russian River access, enjoy the best of outdoor living while being minutes from downtown Healdsburg's world-class restaurants, renowned wineries, and boutique

    Todd Sheppard Sotheby's International Realty

    1914 Redwood Dr, Healdsburg, CA 95448
  • /35

    $1,995,000

    • 2 Beds
    • 3 Baths
    • 3,348 Sq Ft

    440 Center St, Healdsburg, CA 95448

    Rare downtown retail with parking and two upstairs apartments with current CUP (conditional Use permit) for vacation rental. 3,348 square feet total comprises 1627 square feet of retail or office space below, 914 square feet front apartment and an 807 square feet rear apartment above. Enjoy this ideal location, just a short stroll to Healdsburg Plaza, local markets, and award-winning restaurants.

    Eric Drew Healdsburg Sotheby's Internati

    440 Center St, Healdsburg, CA 95448
  • /21

    $5,750,000

    New Construction
    • 4 Beds
    • 4.5 Baths
    • 3,132 Sq Ft

    100 Sagebrush Ct, Healdsburg, CA 95448

    Located within the Forbes Five-Star Luxury Montage Healdsburg Resort, Harvest Home 31 is a fully furnished, Turn-Key four-bedroom Residence on a private corner lot with superb privacy. The home offers a spacious open-concept layout, high-end finishes and seamless indoor-outdoor living. The primary suite is positioned for privacy, with a serene outdoor shower surrounded by mature sycamores and oak

    Seth Cotter Ohana Realty Corp.

    100 Sagebrush Ct, Healdsburg, CA 95448
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