110

Healdsburg Homes for Sale

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  • /50

    $1,350,000

    Open Sun 1PM - 3PM $48K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,444 Sq Ft

    230 Clear Ridge Dr, Healdsburg, CA 95448

    Tucked away on a private lane in Healdsburg's desirable Clear Ridge neighborhood This custom built, two-story single-family home offers privacy, space, and scenic surroundings. Set on an expansive 20,900 sq. ft. lot, the 2,444 sq. ft. residence features 3 spacious bedrooms and 2.5 bathrooms and a flex room, ideal for full-time living or a weekend retreat. Enjoy tranquil views of oak-studded

    Peggy Decker The Agency

    230 Clear Ridge Dr, Healdsburg, CA 95448
  • /37

    $1,175,000

    • 3 Beds
    • 2 Baths
    • 1,428 Sq Ft

    824 Prince Ave, Healdsburg, CA 95448

    Downtown Healdsburg Gem | Blocks to Healdsburg Plaza Location is everything, but privacy is the ultimate luxury. Tucked back from the street, this 3-bedroom, 2-bathroom residence offers an unexpected level of seclusion and quiet just blocks from the Healdsburg Plaza and everything it has to offer. The interior is defined by an effortless, open-concept flow. The kitchen offers a versatile layout

    Jordan Oedewaldt Vanguard Properties

    824 Prince Ave, Healdsburg, CA 95448
  • /18

    $3,499,000

    • Land
    • 23.03 Acres
    • $151,932 per Acre

    636 Dry Creek Rd, Healdsburg, CA 95448

    Set in the heart of Healdsburg's renowned Dry Creek Valley, this 23 acre parcel offers a rare blend of producing vineyard and estate-building potential. Thoughtfully planted between 2020 and 2023, the property features 21 acres of vines across a curated mix of Semillon, Sauvignon Blanc, Mourvedre, Syrah, and Grenache selected for its compatibility with the region's acclaimed terroir. Modern

    Grace Lucero Vanguard Properties

    636 Dry Creek Rd, Healdsburg, CA 95448
  • /33

    $1,900,000

    • Land
    • 5.32 Acres
    • $357,143 per Acre

    283 Clear Ridge Dr, Healdsburg, CA 95448

    3 Legal Lots make up this one parcel of 5.3+ acres. Two lots have their own building envelopes, and the ridge top lot (2 acres) has views, but not an established building envelope. The surrounding acreage has gorgeous natural landscape settings; mountain and valley and a seasonal pond views. Hiking trails are close by to enjoy the Healdsburg Ridge Open Space Preserve. City utilities available.

    John Torres The Agency

    283 Clear Ridge Dr, 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
  • /58

    $7,900,000

    • 10 Beds
    • 10.5 Baths

    25 W Grant St, Healdsburg, CA 95448

    Exceptional opportunity to own an established 10-room inn in the heart of internationally acclaimed Healdsburg, Sonoma County. Set on over an acre, this inviting property blends timeless charm with modern comfort. Guests enjoy serene garden settings, welcoming common areas and a short walk to the vibrant town plaza offering boutique shops, art galleries, acclaimed restaurants and wine tasting. As

    Diana Blakeley Wine Country Real Estate

    25 W Grant St, Healdsburg, CA 95448
  • /37

    $1,038,900

    • 3 Beds
    • 2.5 Baths
    • 1,692 Sq Ft

    1367 Sylvan Ct, Healdsburg, CA 95448

    Welcome to Wine Country living in the highly sought-after Fitch Mountain Villas. This charming 3-bedroom, 2.5-bathroom corner-lot home offers 1,692 square feet of beautifully updated living space. The well-designed floor plan is perfect for both entertaining and everyday living, featuring a spacious main room centered around a cozy gas log fireplace and glass slider to the fully fenced yard. Move

    David Hunt Sonoma Realty Group

    1367 Sylvan Ct, Healdsburg, CA 95448
  • /60

    $5,495,000

    • 4 Beds
    • 3.5 Baths
    • 3,300 Sq Ft

    438 Matheson St, Healdsburg, CA 95448

    Nestled on one of Healdsburg's most coveted streets, just a short stroll from the vibrant Plaza, 438 Matheson St. is a stunning example of early 20th-century charm paired with modern-day versatility. Set on a generous corner lot spanning approximately a quarter acre, this property boasts a serene oasis with formal gardens, a sparkling pool, and room to expand with additional flower or vegetable

    Alain-Martin Pierret Compass

    438 Matheson St, Healdsburg, CA 95448
  • /62

    $5,750,000

    $745K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 3,132 Sq Ft

    160 Woodlands Dr, Healdsburg, CA 95448

    Located within Montage Healdsburg, Montage Residences Healdsburg offers luxury living across 258 acres of vineyards, rolling hills, and preserved valleys in northern Sonoma wine country. Harvest Home #6 occupies one of the community's most elevated sites, offering sweeping views of the Healdsburg Preserve open space and Fitch Mountain. Designed to harmonize contemporary elegance with its natural

    Curtis Tischler Sagepoint Real Estate Company

    160 Woodlands Dr, Healdsburg, CA 95448
  • /35

    $675,000

    • 2 Beds
    • 2 Baths
    • 955 Sq Ft

    200 Foss Creek Cir Unit A, Healdsburg, CA 95448

    Experience the charm, convenience, and lifestyle of Healdsburg from Foss Creek Villas, a sought-after community just minutes from the downtown Plaza, renowned restaurants, tasting rooms, boutique shopping, parks, and the Foss Creek Pathway. This 2-bedroom, 2-bath condo offers a smart and inviting single-level layout designed for comfort, privacy, and everyday function. The heart of the home

    Kim Schubert Coldwell Banker Realty

    200 Foss Creek Cir Unit A, Healdsburg, CA 95448
  • /5

    $550,000

    • Land
    • 5.04 Acres
    • $109,127 per Acre

    300 Kinley Dr, Healdsburg, CA 95448

    Set on 5.04 acres just minutes from downtown Healdsburg, this flat and highly usable vineyard property offers an exceptional opportunity to create a wine country estate. Currently part of a thriving vineyard, this remarkable property is primed for transformation into a private retreat or legacy homesite in one of Sonoma County's most coveted locations. Three other contiguous parcels listed

    Grace Lucero Vanguard Properties

    300 Kinley Dr, Healdsburg, CA 95448
  • /5

    $1,500,000

    • Land
    • 28.97 Acres
    • $51,778 per Acre

    0 Kinley Dr, Healdsburg, CA 95448

    Set on 28.97 acres just minutes from downtown Healdsburg, this flat and highly usable vineyard property offers an exceptional opportunity to create a wine country estate. Currently part of a thriving vineyard, this remarkable property is primed for transformation into a private retreat or legacy homesite in one of Sonoma County's most coveted locations. Three other contiguous parcels listed

    Grace Lucero Vanguard Properties

    0 Kinley Dr, Healdsburg, CA 95448
  • /18

    $475,000

    • 1 Bed
    • 1 Bath
    • 650 Sq Ft

    2167 Redwood Dr, Healdsburg, CA 95448

    An entry-level opportunity for a detached residence in Healdsburg. Built in 1946, this home offers 650 square feet on the main level featuring 1 bedroom and 1 bath, with a circular staircase leading to a loft that adds real usable space not included in the official square footage. The home is move-in ready with a new roof, fresh paint, recent carpet and a remodeled bathroom featuring a claw-foot

    Clint Hanks RE/MAX Gold - Selzer and Assoc

    2167 Redwood 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
    • 4.5 Baths
    • 5,642 Sq Ft

    175 Sycamore Ct, Healdsburg, CA 95448

    Rarely does a home of such architectural intention arrive on the market. Conceived by BAR Architects & Interiors a celebrated San Francisco firm whose work runs through the fabric of California's finest resort communities this 5,642 square foot site-responsive residence is expressed with an unmistakable fluency in luxury living. The design is organized under a signature butterfly roof, a floating

    Curtis Tischler Sagepoint Real Estate Company

    175 Sycamore Ct, Healdsburg, CA 95448
  • /21

    $2,200,000

    $300K PRICE DROP
    • Land
    • 6.37 Acres
    • $345,369 per Acre

    1640 Canyon Run, Healdsburg, CA 95448

    The Healdsburg Scenic Preserve is adjacent to the large 6.4+/- Acre lot. It has a Seasonal Pond and City Utilities/Services are available. Potential Lot Split also. Beautiful views in every direction, next to hiking paths. This is a wonderful place to enjoy natural beauty within the City limits. This parcel's topography includes flat areas, hills with trees and garden space.

    John Torres The Agency

    1640 Canyon Run, Healdsburg, CA 95448
  • /16

    $4,495,000

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

    171 Sawmill Cir Unit 102, 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

    171 Sawmill Cir Unit 102, Healdsburg, CA 95448
  • /24

    $1,250,000

    • 4 Beds
    • 3.5 Baths
    • 2,308 Sq Ft

    1311 Prentice Dr, Healdsburg, CA 95448

    Welcome to 1311 Prentice Drive in the heart of Healdsburg, a rare duplex opportunity offering versatility, comfort, and prime location all in one. This townhome-style property features two well-designed units, each with its own private entrance, one-car garage, in-unit laundry, and separate backyard; perfect for investors, multi-generational living, or owner-occupants seeking rental income. The

    Samantha Marquis Compass

    1311 Prentice Dr, Healdsburg, CA 95448
  • /32

    $925,000

    $175K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,410 Sq Ft

    821 Center St, Healdsburg, CA 95448

    Priced to sell! Located at 819-821 Center Street, these 2 homes on one lot are a short stroll to downtown, the plaza, wine tasting rooms, the farmer's market and premier shopping. Perfect for multi generational living. Rent or occupy the fully permitted ADU and bring your design ideas for the 1948 vintage fixer. is a diamond in the rough with incredible potential. The site features an original

    Gregory Smallcomb W Real Estate

    821 Center St, Healdsburg, CA 95448
  • /36

    $1,599,000

    Open Sun 12PM - 3PM
    • 3 Beds
    • 2.5 Baths
    • 1,776 Sq Ft

    775 Florence Ln, Healdsburg, CA 95448

    775 Florence Lane offers a welcoming blend of comfort, style, and Wine Country living on a peaceful lane just minutes from downtown Healdsburg. This beautifully updated three-bedroom, two-and-one-half-bathroom home features a dedicated dining room and versatile flex space ideal for a home office, reading room, or additional lounge area. Filled with natural light, the spacious and functional

    Natalee Tappin The Agency

    775 Florence Ln, Healdsburg, CA 95448
  • /35

    $998,000

    Open Sun 1PM - 3PM
    • 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
  • /59

    $3,295,000

    • 3 Beds
    • 2.5 Baths
    • 2,637 Sq Ft

    920 Lytton Springs Rd, Healdsburg, CA 95448

    Exceptional Healdsburg! Two 10 acre parcels being sold together are set among utterly noble surrounds and gorgeous panorama of rolling terrain, meticulous vineyard rows, oak woodlands, pastoral and distant mountain views anchored by our silent guardian, Mt St. Helena. This setting remains one of the prettiest you'll see, one of the most serene you'll experience. And yet just 10 minutes away is

    Sarah Kelley Corcoran Icon Properties

    920 Lytton Springs Rd, Healdsburg, CA 95448
  • /29

    $795,000

    Open Sun 12PM - 2PM
    • 2 Beds
    • 1.5 Baths
    • 1,188 Sq Ft

    366 Piper St, Healdsburg, CA 95448

    Emily Martin Healdsburg Sotheby's Int'l Rea

    366 Piper St, Healdsburg, CA 95448
  • /26

    $925,000

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft

    23 Wickersham Ranch Rd, Healdsburg, CA 95448

    A beautiful ranch that is totally secluded. 178 +/- acres, two parcels with many inner ranch private roads. No records of when the hunting cabin with a deck was built, has been well maintained. Has a detached bathroom along with a large barn. Fronts on both the Wheatfield Fork of the Gualala River and Tombs Creek. Incredible views, an abundance of wildlife, and many varieties of trees. Helicopter

    Hunter Sikes Golden Gate Sotheby's

    23 Wickersham Ranch Rd, Healdsburg, CA 95448
  • /37

    $7,500,000

    • Land
    • 144.9 Acres
    • $51,760 per Acre

    1 W Soda Rock Ln, Healdsburg, CA 95448

    Alexander Valley Estate Vineyard & Premier Building Site nestled in the heart of the renowned Alexander Valley appellation, this exceptional 144 +/- acre estate offers a rare opportunity to own a premier vineyard property with breathtaking views and extraordinary potential.The estate features approximately 85 +/- acres of mature, estate-quality vineyards planted to Cabernet Sauvignon, Chardonnay,

    Jeff Bounsall Coldwell Banker Realty

    1 W Soda Rock Ln, Healdsburg, CA 95448
  • /60

    $6,975,000

    $1M PRICE DROP
    • 4 Beds
    • 6 Baths
    • 6,167 Sq Ft

    Unlisted Address

    Perched atop a sun-kissed knoll in the rolling hills of Healdsburg just minutes from the famed Plaza, this breathtaking gated estate radiates the timeless romance of the Italian countryside. Sweeping 360 views of vine-draped valleys and golden hills create a setting straight from a Tuscan dream. The main residence is a harmonious blend of rustic charm and modern luxury, with warm stucco walls,

    Linda Farwell Compass

    Unlisted Address
  • /6

    $7,800,000

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

    131 Sawmill Cir Unit 401, Healdsburg, CA 95448

    Experience the pinnacle of Healdsburg living in this newly constructed, full-floor penthouse where world-class architecture meets the serene beauty of the preserve. Accessible via a private elevator entrance, this residence was designed by the visionary firm Olson Kundig, recently honored in the 2025 AD100, defining modern sophistication within the exclusive Mill District enclave. The expansive

    Garrett Frakes Polaris Pacific

    131 Sawmill Cir Unit 401, Healdsburg, CA 95448
  • /32

    $1,750,000

    • 3 Beds
    • 3 Baths
    • 2,363 Sq Ft

    128 Village Oaks Ct, Healdsburg, CA 95448

    Enjoy this custom built/one of a kind home with an end-of-court location with an extremely useful and flowing floor plan. Light and bright, with elevated ceilings and two large exterior entertaining areas that extend the indoor/outdoor living space for gathering all of your friends and family. The layout offers 3 bedrooms PLUS an office(with a separate entrance), as well as a Jack-and-Jill

    Mike Downes Vanguard Properties

    128 Village Oaks Ct, Healdsburg, CA 95448
  • /87

    $3,150,000

    New Construction Open Sat 1PM - 3PM $550K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,849 Sq Ft

    1580 Clear Ridge Dr, Healdsburg, CA 95448

    Property also can be leased with option to buy, see MLS #326041774. Custom new build in the heart of Healdsburg, 5 min from Healdsburg Square. This 4 bedroom, 4.5 bathroom home includes an expansive 3 car garage with motor court, allowing ample off-street parking. The main level includes climate controlled wine storage adjacent to the open concept great room, dining and kitchen, which serves up

    Tiffiny Alexander Healdsburg Sotheby's Int'l Rea

    1580 Clear Ridge Dr, Healdsburg, CA 95448
  • /62

    $950,000

    • 4 Beds
    • 3 Baths
    • 2,037 Sq Ft

    1421 Spruce Way, Healdsburg, CA 95448

    Whether you're looking for a versatile multi-family home, a smart investment, or a relaxed second residence, 1421 Spruce delivers a compelling opportunity in one of Sonoma County's most desirable towns.Tucked quietly on a sun-dappled 8,300+/- sq ft lot just north of the bustling Healdsburg plaza, this approximately 1,300+/- sq ft residence carries its 1950s roots with refreshed ease. Recently

    Tyler Wolcott Excellerate Real Estate

    1421 Spruce Way, Healdsburg, CA 95448

Showing Results 81 - 110, Page 3 of 3

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