Healdsburg, CA Homes for Sale with Garage

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  /37

  $3,995,000

  • 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
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  $2,575,000

  $100K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 3,326 Sq Ft

  15119 Grove St, Healdsburg, CA 95448

  In-Town Healdsburg Farmhouse Estate on 2.16 Acres: Set on a rare 2.16-acre parcel in downtown Healdsburg, this exceptional property offers remarkable flexibility - whether envisioned as a private family compound, future development opportunity, or a turnkey wine country retreat. The thoughtfully designed single-level farmhouse spans approximately 3,326 square feet and features three generously

  Grace Lucero Vanguard Properties

  

  15119 Grove St, Healdsburg, CA 95448
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  $9,300,000

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

  775 Benjamin Way, Healdsburg, CA 95448

  Perched above Healdsburg on six legal parcels totaling 10.48 acres, this exceptional property offers a rare combination of privacy, scale, and long-term flexibility. The residence crowns the top of the property, capturing sweeping valley and mountain views that stretch for miles and create a true sense of arrival. With multiple parcels already in place, the offering presents a compelling

  Grace Lucero Vanguard Properties

  

  775 Benjamin Way, Healdsburg, CA 95448
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  $1,395,000

  New Construction $50K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 2,831 Sq Ft

  109 Paul Wittke Dr, Healdsburg, CA 95448

  New construction rarely feels this complete. Designed for effortless living and modern sensibility, this light-filled residence offers a seamless blend of style, function, and flexibility, anchored by wide-plank oak floors, clean architectural lines, and a thoughtful layout that lives beautifully day to day. The heart of the home is a striking open kitchen designed to perform as well as it

  Kellie Larson Luxe Places International

  

  109 Paul Wittke Dr, Healdsburg, CA 95448
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  $860,000

  • 3 Beds
  • 2 Baths
  • 1,435 Sq Ft

  111 Philip Dr, Healdsburg, CA 95448

  Less than 2 miles north of Downtown Healdsburg. Single story 3 Bedroom/2 Bath lots of light and open floor plan. Back yard ideal for entertaining with access off dining room/kitchen. Large garage with shop area and stairs to upstairs storage in garage.

  Charlene Schnall Golden Gate Sotheby's

  

  111 Philip Dr, Healdsburg, CA 95448
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  /61

  $2,450,000

  $45K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,152 Sq Ft

  735 Johnson St, Healdsburg, CA 95448

  Located just half a mile from the Healdsburg Plaza, 735 Johnson Street sits on 1/4 acre lot within the coveted Johnson Street Historic District; a neighborhood known for its architectural character, walkability, and enduring charm. Originally built in 1995, the home offers about 2,000+ SqFt of thoughtfully arranged living space with 3 bedrooms and 2 bathrooms. A formal living room with a

  Tatiana Mcwilliams Live Wine Country

  

  735 Johnson St, Healdsburg, CA 95448
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  $1,495,000

  $90K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,078 Sq Ft

  433 University St, Healdsburg, CA 95448

  Wonderful opportunity in Downtown Healdsburg. Two single story move in ready homes with a total of 4 bedrooms set back off of University on a private lane offering spacious yards, ample parking, and separate garages. The larger home has 2 bedrooms and 2 baths and has recent updates including fresh interior paint and a primary bathroom. Some additional amenities include travertine flooring, a

  Chad Verbish Vanguard Properties

  

  433 University St, Healdsburg, CA 95448
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  $3,450,000

  Open Sun 1PM - 4PM $400K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 3,298 Sq Ft

  1212 N Fitch Mountain Rd, Healdsburg, CA 95448

  A Rare Canvas with Expansive Views and Ultimate Privacy on Fitch Mountain. This is a one of a kind opportunity within the town of Healdsburg. Situated on almost an acre lot, 1212 N Fitch Mountain Road is the ultimate foundation for a legacy estate. Drawing directly from the understated elegance of renowned British architect C.F.A. Voysey, this 3,298 sq. ft. main residence and 860 sq.ft. one

  Grace Lucero Vanguard Properties

  

  1212 N Fitch Mountain Rd, Healdsburg, CA 95448
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  $16,750,000

  $3M PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,006 Sq Ft

  5520 W Soda Rock Ln, Healdsburg, CA 95448

  Premier southern Alexander Valley estate, winery, vineyards, cattle ranch along the Russian River in Sonoma County's renowned southern Alexander Valley AVA comprises approximately 320 acres across three parcels, offering an exceptional turn-key wine country property that combines a fully operational 25,000-case winery, productive vineyards, and expansive ranch potential with stunning panoramic

  Jeff Bounsall Coldwell Banker Realty

  

  5520 W Soda Rock Ln, Healdsburg, CA 95448
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  $2,450,000

  $45K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,125 Sq Ft

  6341 W Dry Creek Rd, Healdsburg, CA 95448

  Experience the pinnacle of Wine Country living on this extraordinary 1.76 acre retreat, perfectly positioned to capture breathtaking views of Sonoma County's Dry Creek Valley and surrounding rolling countryside. Tucked at the end of a private road with no neighbors in sight, this property offers rare privacy and tranquility while remaining minutes from world-class wineries, dining, and

  Ann Amtower Compass

  

  6341 W Dry Creek Rd, Healdsburg, CA 95448
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  $4,500,000

  • 4 Beds
  • 5 Baths
  • 5,000 Sq Ft

  13404 Flora Ranch Rd, Healdsburg, CA 95448

  Flora Ranch Estate sits on 40+ acres atop a gentle vineyard knoll with a beautiful custom-built Mediterranean inspired home overlooking Alexander Valley, Mt Saint Helena and Chalk Hill with breathtaking 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.

  David Hunt Sonoma Realty Group

  

  13404 Flora Ranch Rd, Healdsburg, CA 95448
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  /11

  $799,000

  $76K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,482 Sq Ft

  587 Fieldcrest Dr, Healdsburg, CA 95448

  Enjoy your morning coffee in a Zen state, watching the deer on the hill behind thru the serenity of the garden. This home features hardwood floors, expanded sq. footage, an upstairs balcony, a walk in pantry, French doors lead to a lovely garden over looking hillside acreage. Privacy abounds. Bring your ideas to update this galley kitchen, add more windows to expand the private views. Fitch Mtn.

  Constance Brown Sonoma County Properties

  

  587 Fieldcrest Dr, Healdsburg, CA 95448
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  $439,000

  $20K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,288 Sq Ft

  31 Front St Unit A, Healdsburg, CA 95448

  Premium location near downtown Healdsburg. This spacious 3 bedroom townhouse has a new roof and has been updated over the last several years and is in the Russian River Pines Development. The main floor has a sunlit kitchen that looks out to the greenbelt area, an inviting living room with a tiled fireplace, shutters and a sliding door that opens to the landscaped patio. The kitchen also has a

  Elisea Albertson Vanguard Properties

  

  31 Front St Unit A, Healdsburg, CA 95448
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  $999,000

  • 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
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  $998,000

  • 2 Beds
  • 2 Baths
  • 1,362 Sq Ft

  1296 Orchard St, Healdsburg, CA 95448

  Tucked onto a prime corner lot in a desirable 55+ community of Healdsburg, this beautifully updated single-level home offers comfort, charm, and easy living. Mature fruit trees, a spacious backyard, and a lovely patio shaded by a majestic redwood create an idyllic outdoor retreat. A serene community greenbelt behind the home means no neighbors, just peace and quiet as you sip your morning coffee

  Karen Strain Front Porch Realty

  

  1296 Orchard St, Healdsburg, CA 95448
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  $4,250,000

  • 4 Beds
  • 4 Baths
  • 6,611 Sq Ft

  4951 W Soda Rock Ln, Healdsburg, CA 95448

  Located in the heart of Sonoma County's renowned southern Alexander Valley AVA, this turn-key 25,000-case winery on 36 acres +/- offers a rare opportunity to own a fully operational, charming wine estate with significant upside potential. The property features a quaint tasting room with inviting outdoor seating, perfect for hosting public tastings, private events, and memorable winery gatherings.

  Jeff Bounsall Coldwell Banker Realty

  

  4951 W Soda Rock Ln, Healdsburg, CA 95448
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  $2,695,000

  $300K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,296 Sq Ft

  1236 N Fitch Mountain Rd, Healdsburg, CA 95448

  Perched on a private ridge above Healdsburg, on nearly an acre overlooking town, the setting delivers sweeping panoramic views and a level of privacy that feels worlds away, yet the Plaza, Russian River, and Healdsburg's celebrated dining scene are just minutes below. Originally built in 1948 and extensively remodeled, the single-level residence blends mid-century character with refined

  Kellie Larson Luxe Places International

  

  1236 N Fitch Mountain Rd, Healdsburg, CA 95448
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  /25

  $645,000

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  212 Foss Creek Cir Unit D, Healdsburg, CA 95448

  A beautiful blend of modern style, comfort, and convenience! This freshly updated 2-bedroom, 2-bath upper-level condominium offers the perfect setting for a weekend getaway or full-time Wine Country living. Note the new, all-wool wall-to-wall carpeting through the bedrooms, hallways, and living areas. The remodeled kitchen shines with new appliances, sleek granite countertops, and contemporary

  Eric Ziedrich The Agency

  

  212 Foss Creek Cir Unit D, Healdsburg, CA 95448
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  $3,650,000

  $100K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 3,569 Sq Ft

  1541 Chablis Rd, Healdsburg, CA 95448

  Welcome to Healdsburg! A sprawling single-level home set on 1.4 acres in Healdsburg's coveted Vintage Hills neighborhood. Perfectly marrying the charm of country living with the convenience of city services, all tucked away on a peaceful lane that embodies the best of Wine Country living. This property is as practical as it is beautiful, offering exceptional energy efficiency with an owned solar

  Ann Amtower Compass

  

  1541 Chablis Rd, Healdsburg, CA 95448
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  /36

  $1,299,999

  $80K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,100 Sq Ft

  532 Grove St, Healdsburg, CA 95448

  Escape to Wine Country at The Grove Lofts a rare opportunity to own a stylish retreat just a short walk away from the vibrant heart of downtown Healdsburg. Whether envisioned as a full-time residence, weekend getaway, or effortless second home, 532 Grove Street offers the ideal blend of comfort, sophistication, and location. Recently renovated, this light-filled residence welcomes you with

  Hans Amador Luxe Places International

  

  532 Grove St, Healdsburg, CA 95448
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  $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. This location is ideal for the bicycling,

  Peggy Decker The Agency

  

  230 Clear Ridge Dr, Healdsburg, CA 95448
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  $1,995,000

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

  317 Alexander Valley Rd, Healdsburg, CA 95448

  Set on approximately 4.62 acres along desirable Alexander Valley Road, this versatile wine country property offers a rare combination of usable land, multiple living spaces, and functional improvements. The mostly level parcel features a small old vine Zinfandel vineyard with room for potential expansion, along with ample space for gardens, animals, or additional agricultural use. The main

  Kellie Larson Luxe Places International

  

  317 Alexander Valley Rd, Healdsburg, CA 95448
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  $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
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  $7,500,000

  $6M PRICE DROP

  • 6 Beds
  • 3 Baths
  • 1,614 Sq Ft

  5285 Westside Rd, Healdsburg, CA 95448

  Located on Westside Rd., one of Sonoma County's premier wine country roads, this 350+ ac. legacy ranch is less than 15 min. from downtown Healdsburg. In the same family since 1958, Bucher Farms is developed with 35 ac. of premium Pinot Noir and Chardonnay wine grapes which have earned consistently high scores in the wine press for some of Sonoma County's most prestigious wineries including

  Darryl Vice Vice Properties Inc

  

  5285 Westside Rd, Healdsburg, CA 95448
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  $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
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  /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
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  $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
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  $5,685,000

  $810K 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
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  /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
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  $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
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  $740,000

  • 4 Beds
  • 4 Baths
  • 3,129 Sq Ft

  6165 W Dry Creek Rd, Healdsburg, CA 95448

  New co-ownership opportunity by Pacaso: Own one-eighth of Olive Grove, a professionally managed, turnkey home. Tucked into the rolling hills of Healdsburg, this private retreat offers the ultimate wine country escape. Set on over three acres with heritage olive trees and a private orchard, this design-forward estate is just minutes from Sonoma's world-renowned wineries. A winding drive leads to

  Maxx Rifkin Pacaso Inc

  

  6165 W Dry Creek Rd, Healdsburg, CA 95448
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  $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
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  $469,000

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  76 Shamrock Cir, Santa Rosa, CA 95403

  A Sensational Impeccably Maintained 2020 Custom Ordered And Built 3BD-2BA Luxury Manufactured Home In The Premier Park (SHAMROCK) 55+. The Heart of the Home is the Expansive Chef's Kitchen, Featuring a Large Center Island, Beautiful Granite Countertops, Abundant Custom Wood Cabinetry, And Premium Stainless-Steel Appliances. Designed for Both Everyday Living and Entertaining, The Kitchen Offers

  Jeffrey Henderson Real Estate eBroker Inc

  

  76 Shamrock Cir, Santa Rosa, CA 95403
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  $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
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  $998,000

  • 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
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  $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
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  /20

  $2,195,000

  New Construction Open Sun 11AM - 1PM

  • 5 Beds
  • 4.5 Baths
  • 2,540 Sq Ft

  1071 Trentadue Way, Healdsburg, CA 95448

  A newly built wine country retreat at 1071 Trentadue Way pairs a main residence with a fully independent, detached ADU: ~2,540 square feet, five bedrooms, and four and a half baths in all, with room for multigenerational living, a home office, a studio, or long-term guests. The main home offers ~1,740 square feet across three bedrooms and two and a half baths; the detached ADU adds ~800 more,

  Curtis Tischler Sagepoint Real Estate Company

  1071 Trentadue Way, Healdsburg, CA 95448
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  $1,850,000

  $239K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,225 Sq Ft

  14734 Young Rd, Healdsburg, CA 95448

  Perfectly positioned in the heart of Wine Country, this beautifully updated single-level retreat offers an exceptional blend of privacy, comfort, and natural beauty. Ideally located less than 15 minutes from Healdsburg, 20 minutes from Calistoga, 22 minutes from Sonoma County Airport, and under 30 minutes from downtown Santa Rosa, the property provides convenient access to some of Northern

  Bob Besancon The Agency

  

  14734 Young Rd, Healdsburg, CA 95448
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  /29

  $749,900

  $45K 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
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  /59

  $4,500,000

  New Construction

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

  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

  

  8349 W Dry Creek Rd, Healdsburg, CA 95448

Showing Results 41 - 80, Page 2 of 3