149

Homes for Sale near The Healdsburg School

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  • /16

    $4,500,000

    • Land
    • 160 Acres
    • $28,125 per Acre

    1490 Felta Rd, Healdsburg, CA 95448

    Only 5 miles from the Healdsburg Plaza is this 160-acre parcel where you can enjoy your very own Redwood sanctuary and Felta creek. Beautiful Douglas Fir and Redwoods covered with moss while clover and ferns blanket the forest floor. Renowned Felta Creek meanders through the middle of the parcel; a year-round creek which coho salmon run up to spawn once a year. The original homestead is a great

    Hunter Sikes Golden Gate Sotheby's

    1490 Felta Rd, Healdsburg, CA 95448
  • /20

    $1,495,000

    • Land
    • 12.66 Acres
    • $118,088 per Acre

    7874 W Dry Creek Rd Unit Lot 5, Healdsburg, CA 95448

    Largest of 4 Lots for sale with 12.66+/- Acres. These vineyard lots have been in the same family for many years, producing grapes for well-known wineries in the area. This is a possible home with small vineyard in the prestigious Dry Creek Valley. Water and Perc tests are pending.

    John Torres The Agency

    7874 W Dry Creek Rd Unit Lot 5, Healdsburg, CA 95448
  • /37

    $4,750,000

    • 3 Beds
    • 2.5 Baths
    • 7,208 Sq Ft

    1558 Magnolia Dr, Healdsburg, CA 95448

    A Century-Old Legacy and a Rare Opportunity to Build the Future. Tucked along a tree-lined road and just minutes from downtown Healdsburg, this remarkable 17-acre property has remained in the same family for nearly 100 years. Rich in history, full of potential, it's a truly rare offering in the heart of Healdsburg. Bordered by Foss Creek, the land unfolds in a beautiful balance: 8 acres of

    Kellie Larson Luxe Places International

    1558 Magnolia Dr, Healdsburg, CA 95448
  • /31

    $1,135,000

    • 4 Beds
    • 3 Baths

    2693 S Fitch Mountain Rd, Healdsburg, CA 95448

    Discover a true Healdsburg gem--an artist's retreat for over 45 years, set across from the county beach on the Russian River and just ten minutes from downtown. 2693 South Fitch Mountain Road offers a rare blend of privacy, character, and versatility on a spacious, terraced lot filled with lush gardens and stonework. Lovingly restored by an artist's hand, every room reveals unique detail, from

    Bob Pennypacker Sotheby's International Realty

    2693 S Fitch Mountain Rd, Healdsburg, CA 95448
  • /51

    $849,000

    • 4 Beds
    • 3 Baths
    • 2,364 Sq Ft

    9512 Wellington Cir, Windsor, CA 95492

    Don't miss this opportunity to own a nice sized 4 bedroom home in a premium Windsor location. This 2,364 sq. ft. home is located on a generous 8,100+ sq. ft. lot and offers a full bedroom and bathroom on the main level, stainless steel appliances, an abundance of hardwood flooring, 3 car garage, AC and much more. Enjoy your morning coffee or BBQ's on your covered patio or on one of multiple

    Shawn Lowe W Real Estate

    9512 Wellington Cir, Windsor, CA 95492
  • /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
  • /44

    $864,000

    • 5 Beds
    • 2.5 Baths
    • 2,573 Sq Ft

    9793 Montego Ct, Windsor, CA 95492

    Come home to Windsor's Foothill Oak Estates! Enjoy this expanded 2573 +/- square foot five-bedroom floor plan featuring an additional main level room that can function as a bedroom, home office, day care, art studio, game room, etc... Other highlights include a three-car garage, hardwood flooring, formal dining room, slab kitchen counters, stainless appliances, and more! The Foothill Oak HOA

    Craig Curreri Coldwell Banker Realty

    9793 Montego Ct, Windsor, CA 95492
  • /49

    $1,375,000

    • 4 Beds
    • 3 Baths
    • 3,302 Sq Ft

    8668 Starr Rd, Windsor, CA 95492

    Welcome to an exceptional Windsor property, nestled in the highly sought-after Vintana Estates. This pristine single-level residence offers 4 spacious bedrooms, 3 full bathrooms across an impressive 3,300 square feet of living space and a 3 car garage, all situated on a generous third-acre lot. This semi-custom property combines refined architectural design with the serene beauty of its

    Jonathan Bruington W Real Estate

    8668 Starr Rd, Windsor, CA 95492
  • /27

    $1,990,000

    • 6 Beds
    • 4 Baths
    • 4,000 Sq Ft

    103 Bailhache Ave, Healdsburg, CA 95448

    Offered for the first time in over 50 years, 103 Bailhache Ave is a rare dual-zoned property (heavy industrial + residential) at the entrance to Healdsburg. Set on a parcel ripe with potential, this 4,000+/- sq ft opportunity includes four 1,000+/- sq ft commercial shop spaces ideal for artisans, tradespeople, or boutique production, plus a 2,600+/- sq ft residence divided into two spacious

    Niccolo Pigni Engel & Völkers Healdsburg

    103 Bailhache Ave, Healdsburg, CA 95448
  • /7

    $595,000

    • Land
    • 0.89 Acre
    • $669,066 per Acre

    1584 Healdsburg Ave, Healdsburg, CA 95448

    Very private homesite, nearly an acre with views to SE and SW - great solar exposure. 1.6 mi north of Healdsburg Plaza and 1.6 mile south of Montage Resort and Enso Village and new Appellation Hotel opening in October 2025

    Eric Drew Healdsburg Sotheby's Internati

    1584 Healdsburg Ave, Healdsburg, CA 95448
  • /45

    $499,000

    • 3 Beds
    • 2 Baths
    • 1,546 Sq Ft

    2160 Madrone Ave, Healdsburg, CA 95448

    Owner financing available! Welcome to 2160 Madrone Avenue, a beautifully updated property tucked away in a peaceful Fitch Mountain neighborhood, just minutes from downtown Healdsburg. This rare duplex opportunity offers immediate comfort and exciting possibilities. The main level features a move-in ready 2-bedroom, 1-bath unit with modern flooring, dual-pane windows, and a refreshed kitchen and

    Jess Young Golden Thread Real Estate

    2160 Madrone Ave, Healdsburg, CA 95448
  • /40

    $639,900

    • 2 Beds
    • 1 Bath
    • 1,054 Sq Ft

    2756 N Fitch Mountain Rd, Healdsburg, CA 95448

    I am delighted to present this home in the heart of wine country, offering an exceptional blend of modern updates and convenient location. This home updated with new flooring throughout,enhancing its contemporary appeal.The newly remodeled high-end bathroom features dual sinks and a spacious walk-in shower with two shower heads,providing a luxurious experience. The kitchen is designed for both

    Milan Juarez-Barich W Real Estate

    2756 N Fitch Mountain Rd, Healdsburg, CA 95448
  • /57

    $1,970,000

    • 3 Beds
    • 3 Baths
    • 3,360 Sq Ft

    995 Dry Creek Rd, Healdsburg, CA 95448

    Nestled in Dry Creek, this charming and rustic 1.75-acre farmhouse estate is less than 2.4 miles from the vibrant Healdsburg Plaza. This property combines vineyard living with convenient access to town amenities. The estate features a resort-style pool surrounded by a true outdoor oasis for relaxation and entertainment. Culinary enthusiasts will appreciate the outdoor kitchen prep/BBQ area,

    Allison Kosta Compass

    995 Dry Creek Rd, Healdsburg, CA 95448
  • /10

    $950,000

    • 1,700 Sq Ft

    1241 Grove St, Healdsburg, CA 95448

    Possible Owner Financing and potential Lease w/option to buy. MU Zoning MAY allow conversion back to Residential or a combination of Residential and Office. Property had been converted to office in 2008. 13 onsite parking places. ADA ramp. Central HVAC. Perfect for owner user. Outbuildings. Easy access from all locations of Healdsburg. Near Hwy 101 entrances and exits. Just south of the corner of

    Richard Cooper Giovannoni & Cooper Realty

    1241 Grove St, Healdsburg, CA 95448
  • /20

    $499,000

    • 2 Beds
    • 2 Baths
    • 1,183 Sq Ft

    202 Johnson St Unit U14, Windsor, CA 95492

    Single level flat on the penthouse floor of a three story building a block from Winsor Town Green. Lives like a city apartment, but with your own garage and huge outdoor deck. This is the best value going on the green at this price.

    Andrew Oandason Excellerate Real Estate

    202 Johnson St Unit U14, Windsor, CA 95492
  • /71

    $8,750,000

    • 3 Beds
    • 3.5 Baths
    • 3,785 Sq Ft

    4310 W Sausal Ln, Healdsburg, CA 95448

    Thoughtfully designed and custom built in 2012, this hilltop home blends refined craftsmanship with the natural beauty of Alexander Valley. Framed by panoramic vineyard and hillside views, the ~3,780 sq ft residence offers 3 bedrooms, a dedicated office, media room, and expansive bifold glass doors that create a seamless connection to the outdoors. Hardwood floors, a temperature-controlled wine

    Mark Stevens Coldwell Banker Realty

    4310 W Sausal Ln, Healdsburg, CA 95448
  • /7

    $99,950

    • Land
    • 0.26 Acre
    • $389,669 per Acre

    8185 Old Redwood Hwy, Windsor, CA 95492

    Great opportunity in the heart of desirable Windsor. This triangular shaped lot, zoned Gateway commercial, presents a unique development opportunity. Well positioned on a frontage road and with Hwy 101 visibility. Bring your creativity to this rare offering.

    Jonathan Bruington W Real Estate

    8185 Old Redwood Hwy, Windsor, CA 95492
  • /13

    $599,000

    • 3 Beds
    • 2.5 Baths
    • 1,796 Sq Ft

    185 Johnson St, Windsor, CA 95492

    This Contemporary 3 bedroom 2 story Townhouse gets lots of natural light and has a big outdoor deck to enjoy fresh air. There are high ceilings in the kitchen and living room with a beautiful gas fireplace. Kitchen has all modern amenities like Granite countertops island and recessed lights. Deck opens off Dining area to enjoy rooftop views. Master Suite is large and has a huge walk-in closet. 2

    Andrew Oandason Excellerate Real Estate

    185 Johnson St, Windsor, CA 95492
  • /43

    $1,990,000

    • Land
    • 20.44 Acres
    • $97,358 per Acre

    3210 W Dry Creek Rd, Healdsburg, CA 95448

    Nestled in the heart of Sonoma County's renowned wine country, this remarkable 20-acre estate offers breathtaking Dry Creek Valley views, framed by majestic redwoods and Douglas Fir trees. The primary building site provides stunning vistas and also guarantees privacy, sitting gracefully above West Dry Creek Road, allowing you to enjoy the tranquility of nature while being just a stone's throw

    Dave Roberts Healdsburg Sotheby's Internati

    3210 W Dry Creek Rd, Healdsburg, CA 95448
  • /36

    $599,000

    • 3 Beds
    • 2.5 Baths
    • 1,738 Sq Ft

    39 Johnson St, Windsor, CA 95492

    Experience the best of Windsor Town Green living in this spacious 3-bedroom, 2.5-bath condo offering over 1,700 sq ft of comfort and style. Did we mention the Assumable VA loan at 2.75%! Don't miss this incredible opportunity! The main level features brand new flooring and fresh interior paint, creating a bright and welcoming space ideal for relaxing or entertaining. The open-concept layout

    Mary Kassis RE/MAX Marketplace

    39 Johnson St, Windsor, CA 95492
  • /33

    $1,395,000

    • 3 Beds
    • 2.5 Baths
    • 2,444 Sq Ft

    230 Clear Ridge Dr, Healdsburg, CA 95448

    Beautifully custom built 3 bedroom, 2.5 bathroom, 2444 sq ft home, on nearly a 1/2 acre lot. Enjoy the peacefulness, as this property is set in a serene neighborhood with natural surroundings; yet so close to the hidden gem Foss Creek Pathway that meanders past many stores, coffee shops and the Healdsburg Plaza, connecting the south and north ends of town. The lovely home was built in 2004, has a

    Todd Bertolone Bertolone Realty

    230 Clear Ridge Dr, Healdsburg, CA 95448
  • /20

    $2,495,000

    • Land
    • 17 Acres
    • $146,765 per Acre

    1580 Magnolia Dr, Healdsburg, CA 95448

    A Legacy Vineyard Estate bordering Dry Creek - 17 Acres on the famed Magnolia Drive. Available for the first time in nearly 100 years, this rare offering in Healdsburg's coveted Magnolia area is a true legacy property. Owned and lovingly farmed by the same family since the 1930s, this 17-acre parcel captures the essence of Sonoma County's wine country heritage. Set in the renowned Dry Creek

    Kellie Larson Luxe Places International

    1580 Magnolia Dr, Healdsburg, CA 95448
  • /66

    $4,500,000

    • 5 Beds
    • 6 Baths
    • 6,340 Sq Ft

    13404 Flora Ranch Rd, Healdsburg, CA 95448

    Flora Ranch Estate sits on 40+ acres atop a vineyard knoll with a beautiful custom-built Mediterranean inspired home overlooking Alexander Valley and Mt Saint Helena with panoramic views. Inside the home, warm, inviting spaces feature soaring beam-wrapped cathedral ceilings, an open-concept layout, and serene seating areas throughout to relax amongst the views. Step onto the wrap-around back deck

    David Hunt Sonoma Realty Group

    13404 Flora Ranch Rd, Healdsburg, CA 95448
  • /42

    $1,149,000

    • 4 Beds
    • 2.5 Baths
    • 2,212 Sq Ft

    1708 Latigo Ln, Healdsburg, CA 95448

    Back on the Market with Stunning Kitchen & Bathroom Updates! Welcome to this must-see Bramble home located in the highly sought-after Parkland Farms neighborhood of Healdsburg. This beautifully updated 4-bedroom, 2.5-bath home offers a perfect blend of modern upgrades and cozy charm. Freshly painted exterior and renovated primary bathroom featuring new LVP flooring, a luxurious soaking tub, dual

    Brenda McCallion Compass

    1708 Latigo Ln, Healdsburg, CA 95448
  • /20

    $499,000

    • Land
    • 0.78 Acre
    • $639,744 per Acre

    1000 Borel Rd, Healdsburg, CA 95448

    One of a kind opportunity to build your wine country dream home on this spectacular view lot, ready-to-build with all public utilities in the city of Healdsburg. Situated off a quiet road and amidst high-end homes this build site is perched well above to capture the tremendous 180 degree valley views and western sun. Located within close proximity to downtown Healdsburg, some of the best wineries

    Jonathan Bruington W Real Estate

    1000 Borel Rd, Healdsburg, CA 95448
  • /32

    $524,000

    • 3 Beds
    • 3.5 Baths
    • 1,764 Sq Ft

    234 Johnson St, Windsor, CA 95492

    Built in 2016, this property is newer than many of the Windsor Town Green units. One of it's unique features is that when you pull into the garage you walk directly into your unit. Another, is the paid solar which will greatly help to offset the HOA dues. It's zoned as an ADA work/live space, providing a convenient opportunity to work or create from home. Within easy walking distance to so many

    Michael Tremont Dayton & Tremont Real Estate

    234 Johnson St, Windsor, CA 95492
  • /30

    $4,400,000

    • Land
    • 66.37 Acres
    • $66,295 per Acre

    374 Kinley Dr, Healdsburg, CA 95448

    Nestled in the heart of Sonoma wine country, 374 Kinley Drive offers a rare blend of natural beauty and refined living in the prestigious Dry Creek Valley AVA. This expansive 66+ acre property spans five separate parcels and offers both exceptional agricultural infrastructure and highly desirable vineyard plantings. The 2,124 sq ft agricultural building features a private office, three spacious

    Grace Lucero Vanguard Properties

    374 Kinley Dr, Healdsburg, CA 95448
  • /36

    $1,045,000

    • 2 Beds
    • 2.5 Baths
    • 1,212 Sq Ft

    1306 Pinon Dr, Healdsburg, CA 95448

    Welcome home to 1306 Pinon Drive within the coveted 55+ community in Healdsburg. This single-story gem is a 2-bedroom, 2.5 bathroom recently remodeled home. Step inside a contemporary floor plan with raised ceilings. The gourmet kitchen is a dream, featuring upscale appliances such as Subzero refrigerator, Thermador oven, and a unique outdoor bar pass-through. Bask in the elegance of oak floors,

    Alain-Martin Pierret Compass

    1306 Pinon Dr, Healdsburg, CA 95448
  • /11

    $995,000

    • Land
    • 0.22 Acre
    • $4,457,885 per Acre

    135 Woodlands Dr, Healdsburg, CA 95448

    Montage Estate Homesite #17 Plans approved for Montage Residence G Perched atop a hill among oak trees, this 5,125 sq. ft. modern residence is thoughtfully designed to blend with its natural surroundings while embracing indoor/outdoor living. The 4-bedroom, 4.5-bath home, which includes a media room, pool, 2-car garage, and golf cart parking, features a striking vertical wall at its center that

    Andrea Di Loreto Sagepoint Real Estate Company

    135 Woodlands Dr, Healdsburg, CA 95448
  • /29

    $960,000

    • 4 Beds
    • 3.5 Baths
    • 1,955 Sq Ft

    103 Chiquita Rd, Healdsburg, CA 95448

    Contemporary 3 bedroom, 2.5 bath main residence with an attached 1 bedroom, 1 bath ADU. Perfect for your guest or rental income. Buillt in 2021 low maintenance, thoughtfully designed, light and bright, great for entertaining, invite your friends and family. Come on the weekend or live here full time and enjoy Healdsburg. Near the scenic Foss Creek pathway, follow the path into town!

    Grace Lucero Vanguard Properties

    103 Chiquita Rd, Healdsburg, CA 95448
  • /52

    $3,200,000

    • 3 Beds
    • 3 Baths
    • 3,696 Sq Ft

    423 Matheson St, Healdsburg, CA 95448

    Unprecedented Value in the Heart of Healdsburg.Now offered at a newly reduced price, the iconic George Alexander House is an exceptional opportunity to own one of Healdsburg's most architecturally significant homes at a price rarely seen in this highly sought-after market. Perfectly positioned on Matheson Street, just two blocks from the Healdsburg Plaza, this grand Queen Anne Victorian sits on

    Graham Sarasy Healdsburg Sotheby's Int'l Rea

    423 Matheson St, Healdsburg, CA 95448
  • /44

    $879,000

    • 4 Beds
    • 2.5 Baths
    • 1,740 Sq Ft

    119 Philip Dr, Healdsburg, CA 95448

    Discover the perfect blend of elegance and comfort in this beautifully updated 4-bedroom, 2.5 bathroom home. Designed for effortless living, the open-concept floor plan showcases a vaulted-ceiling living room with a striking custom built-in mantel and fireplace, creating a warm and inviting ambiance. The chef's kitchen is a culinary dream, featuring stunning granite countertops, premium stainless

    Valerie Hall Hawkins Coldwell Banker Realty

    119 Philip Dr, Healdsburg, CA 95448
  • /44

    $425,000

    • 1 Bed
    • 1 Bath
    • 636 Sq Ft

    1561 S Fitch Mountain Rd, Healdsburg, CA 95448

    Perched on the scenic slopes of Fitch Mountain, this classic Healdsburg cabin offers rustic charm, modern flexibility, and breathtaking views of the Russian River and rolling countryside. With three inviting decks, two showcasing stunning vistas, this is a home designed for outdoor living and peaceful relaxation. The main living space is warm and cozy, complemented by a flex room below, ideal for

    Jess Young Golden Thread Real Estate

    1561 S Fitch Mountain Rd, Healdsburg, CA 95448
  • /99

    $39,995,000

    • 11 Beds
    • 9.5 Baths
    • 9,000 Sq Ft

    13414 Chalk Hill Rd, Healdsburg, CA 95448

    Harvest the opportunity to own the most premier Chalk Hill winery and estate available for sale in Sonoma County, Medlock Ames, located at beautiful Bell Mountain in Healdsburg with an additional Alexander Valley tasting room. This sprawling vineyard estate sits majestically on 342 acres of which 47 are prime Russian River and Alexander Valley appellation providing the best of the best 92 to 96

    Curtis Tischler Sagepoint Real Estate Company

    13414 Chalk Hill Rd, Healdsburg, CA 95448
  • /32

    $899,000

    • Studio
    • 1 Bath
    • 503 Sq Ft

    131 Sawmill Cir Unit 203, Healdsburg, CA 95448

    Located in Healdsburg's premier Mill District neighborhood, this impeccably designed studio in the Canopy collection offers an exceptional blend of style, function, and convenience just steps from the historic town plaza. Nestled among a preserved grove of redwoods and adjacent to a community park, this luxury residence is part of a one-of-a-kind development by world-renowned architects Olson

    Jess Young Golden Thread Real Estate

    131 Sawmill Cir Unit 203, Healdsburg, CA 95448
  • /17

    $5,750,000

    • 4 Beds
    • 5 Baths
    • 3,132 Sq Ft

    100 Sagebrush Ct, Healdsburg, CA 95448

    Harvest Home 31 is a fully furnished, Turn-Key four-bedroom Residence on a private corner lot with superb privacy. With 4,527 SF across two levels, 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 trees. Three additional ensuite

    Seth Cotter Ohana Realty Corp.

    100 Sagebrush Ct, Healdsburg, CA 95448
  • /27

    $1,549,000

    • 3 Beds
    • 4 Baths
    • 1,715 Sq Ft

    733 Healdsburg Ave, Healdsburg, CA 95448

    Live/Work/Garden/Play on Half Acre in Prime Healdsburg Location 0.7 miles to the Plaza - easy bike ride. Half Acre - Mixed Use - times Five - (1) 1,176 sf profession office includes large reception area and 4 private offices and 2 half baths. (2) 504 sf Studio Apt w Kitchen and bath. (3) 1,120 sf lower floor finished area includes kitchen, bath, exercise room and great room for art and games.

    Eric Drew Healdsburg Realty

    733 Healdsburg Ave, Healdsburg, CA 95448
  • /17

    $645,000

    • 2 Beds
    • 1 Bath
    • 753 Sq Ft

    16 Adeline Way, Healdsburg, CA 95448

    This charming remodeled and updated detached SFD is located right in the path of progress in Healdsburg's quickly developing Southside. It is conveniently situated between the highly acclaimed Mill District residential/commercial development; and the Historic Train Depot District where the SMART train promises to begin running in 2028. This easy-to-manage 2 BR, 1 BA single-level home is

    Eric Ziedrich The Agency

    16 Adeline Way, Healdsburg, CA 95448
  • /71

    $3,400,000

    • 6 Beds
    • 4 Baths
    • 3,400 Sq Ft

    12076 Cloud Ridge Rd, Healdsburg, CA 95448

    Situated amidst the redwoods in Healdsburg's scenic Mill Creek, this nearly 43-acre property blends peace, privacy, and timeless design. Accessed by a private road, the main home is a 4BD/3BA Craftsman built from first-growth redwood, with one bed and bath conveniently located on the main level. A spacious paver patio wraps the home, offering the perfect spot to soak in the views. Inside, the

    Morgan- Sullivan Group Re eXp Realty of California Inc

    12076 Cloud Ridge Rd, Healdsburg, CA 95448
  • /62

    $6,300,000

    • 4 Beds
    • 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

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