Healdsburg, CA Houses for Sale

• 

  

  

  /68

  $2,965,000

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

  555 Powell Ave, Healdsburg, CA 95448

  A rare opportunity to own two prime lots with multiple income streams, substantial development potential and a successful business in Healdsburg. This turnkey investment features the established and profitable Summer's Market & Deli (1,920 sqft) with a grandfathered conditional use permit and ABC Type 20 license. The residential lot in the back has a fully renovated 2-bedroom, 2-bathroom home

  Tatiana Mcwilliams Live Wine Country

  555 Powell Ave, Healdsburg, CA 95448
• 

  

  

  /14

  $6,300,000

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

  230 Sumac Ct, Healdsburg, CA 95448

  Located within the luxury and esteemed Montage Healdsburg Resort, comprised of 258 acres with over 15 acres of private vineyards, Montage Residences Healdsburg captures the best of Northern Sonoma wine country living. The community combines unparalleled luxury amenities, five star services from the Montage Healdsburg Resort, exquisite contemporary designed plans as well as an Owner's Exclusive

  Seth Cotter Ohana Realty Corp.

  230 Sumac Ct, Healdsburg, CA 95448
• 

  

  

  /58

  $4,200,000

  • 4 Beds
  • 4.5 Baths
  • 3,236 Sq Ft

  8163 W Dry Creek Rd, Healdsburg, CA 95448

  Discover the perfect fusion of modern luxury and the natural beauty of wine country at 8163 W Dry Creek Road. This stunning residence, set on an expansive 1.95 acre parcel, offers 3,236 square feet of sophisticated living space designed for comfort and ease. Step inside to experience a seamless blend of contemporary design and smart functionality. The sleek, modern construction is complemented by

  Leslie Hanson Compass

  8163 W Dry Creek Rd, Healdsburg, CA 95448
• 

  

  

  /31

  $1,575,000

  • 2 Beds
  • 1 Bath
  • 1,812 Sq Ft

  144 Piper St, Healdsburg, CA 95448

  Unmatched Legal STR Opportunity in Downtown Healdsburg. More than just a charming home it's a licensed, income-producing vacation rental in the heart of Wine Country, just 2 blocks from Healdsburg Plaza. One of only a handful of properties with transferrable short-term rental zoning, this rare investment offers built-in demand & long-term upside. Originally built in the 1880s, the 2-bedroom,

  Ryan Anderton Sonoma Realty Group

  144 Piper St, Healdsburg, CA 95448
• 

  

  

  /50

  $2,850,000 Open Sat 12PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 2,226 Sq Ft

  1236 N Fitch Mountain Rd, Healdsburg, CA 95448

  Modern Sanctuary with Sweeping Views. Nestled on a serene ridge above Healdsburg, this one-acre property is a rare retreat offering panoramic views of the town and beyond. A beautifully remodeled 3-bedroom, 2.5-bath home blends contemporary design with tranquil outdoor living. Meticulously upgraded in 2022, the single-level residence features custom finishes throughout, from the elegant hardwood

  Graham Sarasy Healdsburg Sotheby's Int'l Rea

  1236 N Fitch Mountain Rd, Healdsburg, CA 95448
• 

  

  /99

  $5,995,000

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

  681 S Fitch Mountain Rd, Healdsburg, CA 95448

  Just blocks away from the Healdsburg Plaza, this property is a rare gem. Fully restored in 2024, this legacy property was once owned by Coronel Roderick Matheson's family (for whom the broad, cherry tree-lined street in Healdsburg is named after in the 1900's). In 2024, the home & grounds underwent a complete structural & interior restoration, elevating it to current luxury & custom construction

  Tatiana Mcwilliams Live Wine Country

  681 S Fitch Mountain Rd, Healdsburg, CA 95448
• 

  

  /36

  $2,900,000

  • 5 Beds
  • 4 Baths
  • 4,516 Sq Ft

  1194 Felta Rd, Healdsburg, CA 95448

  This peaceful Gentleman's Ranch is nestled in a beautiful natural setting and is a magical palette for a creative lifestyle. The charming 1910 Craftsman residence shows it's original details well. This main home is about 3,075 sf. (3/2)include a full 'daylight' basement. Rustic out buildings include: guest home is 840 sf. (2/1)and studio-loft at approx 600 sf. 30 magical acres of privacy yet only

  Eric Drew Healdsburg Sotheby's Internati

  1194 Felta Rd, Healdsburg, CA 95448
• 

  

  /44

  $1,075,000

  • 3 Beds
  • 2 Baths
  • 1,729 Sq Ft

  832 Brown St, Healdsburg, CA 95448

  832 Brown, a charming single-level +-1,729 square foot three-bedroom, two-bathroom fixer, awaits your loving touch in the heart of downtown Healdsburg. Nestled on a spacious corner lot just a few blocks from the square, this property offers incredible upside potential for you to create your own unique vision. With plans already drawn and permits in hand, this remodel is ready to be transformed

  Todd Sheppard Sotheby's International Realty

  832 Brown St, Healdsburg, CA 95448
• 

  

  /33

  $5,995,000

  • 5 Beds
  • 4.5 Baths
  • 5,629 Sq Ft

  991 Grove St, Healdsburg, CA 95448

  Exquisite 4 bedroom residence with separate 1 bedroom/1 bath ADU situated on approx .3 acres. Recently completed in 2021, this home is an oasis close to the Healdsburg Plaza. The main residence features soaring ceilings, a dramatic centerpiece fireplace, architectural suspended staircase, walls of windows, a sleek modern kitchen with grey tone cabinetry and Miele appliances. The floor plan is

  Sheryl Morgensen Sotheby's International Realty

  991 Grove St, Healdsburg, CA 95448
• 

  

  /30

  $850,000

  • 3 Beds
  • 2.5 Baths
  • 1,617 Sq Ft

  575 Fieldcrest Dr, Healdsburg, CA 95448

  A blank canvas awaits for your own design elements in the highly sought after Healdsburg neighborhood of Fitch Mountain Villas. All the exterior of this home has been updated; new cement siding, new roof and new windows - which allows for the next owner to enjoy all the beautification pleasures of updating the original yet clean interior. Situated on a quiet street only a few steps away from the

  David Hunt Sonoma Realty Group

  575 Fieldcrest Dr, Healdsburg, CA 95448
• 

  

  /28

  $3,850,000

  • 21 Beds
  • 13 Baths
  • 13,462 Sq Ft

  103 Bailhache Ave, Healdsburg, CA 95448

  Prime Development Opportunity in Healdsburg! Be part of Healdsburg's future while honoring its past with this rare development opportunity in Sonoma County's renowned wine country. Available for the first time in 50 years, this local family whose blue-collar legacy helped shape Healdsburg, spans over 3.17 acres across three contiguous APNs. Ideally positioned at the beginning of Bailhache Avenue

  Niccolo Pigni Engel & Völkers

  103 Bailhache Ave, Healdsburg, CA 95448
• 

  

  /24

  $475,000

  • 2 Beds
  • 2 Baths
  • 1,320 Sq Ft

  84 Front St, Healdsburg, CA 95448

  Just minutes from downtown Occidental, this 2-bedroom, 2-bathroom home offers a peaceful retreat in the heart of Camp Meeker. In addition to the bedrooms, it features another generously sized bonus room, allowing for versatile uses such as a home office, or creative studio, gym or more. Step out onto the deck to enjoy the soothing sounds of nature and stunning views of the surrounding redwoods.

  Ashley Frye W Real Estate

  84 Front St, Healdsburg, CA 95448
• 

  

  /25

  $1,545,000

  • 4 Beds
  • 3 Baths
  • 2,346 Sq Ft

  979 Lupine Ct, Healdsburg, CA 95448

  **Price Improved!** Welcome to 979 Lupine Court, a well-located 4 bedroom, 3 bath, fully-detached home in desirable Piedmont Terrace location. A wonderful lifestyle awaits you in this ample 2,346 sq ft retreat. Lower level features 1 bedroom, 1 full bathroom, large open-plan kitchen with adjoining family room w/ gas fireplace, living and dining rooms. Deck access off kitchen to expansive

  Patrick Shannon Trinity Realty, Inc

  979 Lupine Ct, Healdsburg, CA 95448
• 

  

  /35

  $19,750,000

  • 4 Beds
  • 6 Baths
  • 26,370 Sq Ft

  1290 Dry Creek Rd, Healdsburg, CA 95448

  Embark on a prestigious winemaking journey in the heart of Dry Creek Valley with this exceptional winery estate. Built in 2016, this property encompasses a 20,070 SQ/FT winery and production facility, permitted for 26,920 total SQ/FT with potential expansion, alongside a luxurious 6,310 +/- SQ/FT residence/guest retreat. With a coveted 35,000 case per year production permit and included winery

  Jeff Bounsall Coldwell Banker Realty

  1290 Dry Creek Rd, Healdsburg, CA 95448
• 

  

  /58

  $7,900,000

  • 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
• 

  

  /43

  $4,700,000 Open Sat 1PM - 4PM

  • 6 Beds
  • 5 Baths
  • 5,200 Sq Ft

  8353 W Dry Creek Rd, Healdsburg, CA 95448

  Luxury custom home in the countryside with beautiful guest home overlooking the world famous Dry Creek Valley full of wineries and vineyards. This home has a hobby vineyard sprinkled with 100 olive trees and numerous fruit trees. Not so secluded as you can get to downtown Healdsburg in about 15 minutes to enjoy all the 5 star restaurants and music festivals thrown throughout the year. Also close

  Steve Vail Vail and Associates Realtors

  8353 W Dry Creek Rd, Healdsburg, CA 95448
• 

  

  /53

  $3,795,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,170 Sq Ft

  212 Tucker St, Healdsburg, CA 95448

  A contemporary masterpiece nestled in the heart of Healdsburg, a town celebrated for its charm & character. Visually striking & eminently livable, the Glass Pavilion is an architecturally significant home, designed by AIA award-winning architect Stanley Saitowitz - his considerable accomplishments have earned him both the American Institute of Architecture's Innovation Award (2017) & the Cooper

  Jeffrey Schween Compass

  212 Tucker St, Healdsburg, CA 95448
• 

  

  /19

  $6,835,000 New Construction

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

  165 Sagebrush Ct, Healdsburg, CA 95448

  Located within the luxury and esteemed Montage Healdsburg Resort, comprised of 258 acres with over 15 acres of private vineyards, Montage Residences Healdsburg captures the best of Northern Sonoma wine country living. The community combines unparalleled luxury amenities, five star services from the Montage Healdsburg Resort, exquisite contemporary designed plans as well as an Owner's Exclusive

  Seth Cotter Ohana Realty Corp.

  165 Sagebrush Ct, Healdsburg, CA 95448
• 

  

  /39

  $799,000 Pre-Foreclosure

  • 3 Beds
  • 2 Baths
  • 1,196 Sq Ft

  540 Powell Ave, Healdsburg, CA 95448

  First time on the market in over 50 years! This longtime family home is located in desirable Healdsburg and offers RV or boat parking, garden beds, and a backyard pool- ideal for entertaining or family gatherings. A covered patio adds to the outdoor living potential. The home has been thoughtfully modified for accessibility, including a wheelchair ramp and a roll-in shower. While it is in need of

  Donna Bennett W Real Estate

  540 Powell Ave, Healdsburg, CA 95448

Showing Results 81 - 99, Page 3 of 3