Healdsburg, CA Homes for Sale under $2,000,000

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

Explore an exceptional opportunity to acquire a nearly 50 acre parcel ready for development in the stunning Dry Creek Valley. This prime building site is situated on a captivating benchland, providing breathtaking views. Embraced by a sprawling chaparral landscape, this property offers an idyllic location for an estate home. The ranch encompasses four distinct zones. A 2-5 acre spacious building

Alain-Martin Pierret Compass

Welcome to 208 acres of inspiration. With two APNs 3200 sf shop - Open meadows - Pond - redwoods - headwaters of Mill Creek 20+ ac grapes. Experience the luxury of privacy, open space, and natural beauty, with ample room to grow and create. Just 20 minutes from the charm of downtown Healdsburg and within easy reach of Charles M Schulz-Sonoma County Airport. Escape to the countryside while

Eric Drew Healdsburg Sotheby's International Realty

Located within The Montage Residences Healdsburg, Estate Homesite 11 boasts lush surrounding foliage that includes elderberry and oak trees, as well as stunning north-facing vistas. North-facing views sweep across acres of hillside vineyards, forested valleys and glimpse the majestic Mayacamas in the distance. This lot is contiguous to Homesite 12 (MLS #326046070), and when acquired together, the

Arthur Goodrich Sotheby's International Realty

Room to Garden, Gather & Enjoy Healdsburg - Set in Healdsburg's desirable Greens neighborhood, this spacious 3-bedroom, 2-bath home offers an exceptional setting with a generous 9,800 sq. ft. lot, mature landscaping, and a peaceful outlook over the Healdsburg Golf Club. Inside, approximately 2,022 sq. ft. of living space provides a comfortable layout with plenty of room to live, gather, and make

Grace Lucero Vanguard Properties

A sweet peach in bucolic and relaxing Healdsburg, California. Located just 8 blocks east of downtown and the vibrant Healdsburg Square, this extremely well maintained and loved home is in the heart of the Sonoma County wine country and the coveted Greens neighborhood. Built in 1989, this 2,648sf, two story home sits on a generous 10,000sf lot and features a beautiful, private, landscaped backyard

Dave Fahrner Corcoran Icon Properties

Welcome to your private Sonoma County retreat, set on approximately 1.4 acres of flat, usable land in the heart of California Wine Country. This 3 bedroom, 2 bath home, offers 1,890 square feet of warm, inviting living space with timeless chalet-inspired design and exceptional versatility. Upon entry, your gaze is immediately drawn to soaring cathedral ceilings and striking exposed wood beams

Mike Lagoyda Corcoran Icon Properties

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

North side of Healdsburg this 6+ acre property down a country lane sitting on a slight knoll with spectacular views. This is Healdsburg as it was meant to be. Priced to sell

Paul Heck RE/MAX Gold

Set on 28.71 acres just minutes from downtown Healdsburg, this flat and highly usable vineyard property offers an exceptional opportunity to create a wine country estate. Situated on two merged parcels, the property includes 390 Magnolia and 374 Kinley (088-190-026). The land is thoughtfully improved with a septic system, two wells, and a 2,124 sq ft agricultural building featuring a private

Grace Lucero Vanguard Properties

Discover a rare opportunity to own 180.43 acres across two separate legal parcels (99.12 and 81.31 acres), each featuring a beautiful, thoughtfully positioned view building site that captures sweeping vistas of rolling hills, vineyards, and the surrounding Wine Country landscape. The elevated homesites offer a sense of privacy, scale, and natural beautyideal for creating a truly special estate or

Will Lance W Real Estate

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 International Realty

At the intersection of the Russian River and Dry Creek appellations, less than one mile from town, this 10+ acre estate parcel is ready for you to build your dream home! Stunning views of the surrounding vineyards, olive groves, mountains and city lights from the upper meadow building site. Rural tranquility just minutes to the charm of downtown Healdsburg. The property features: over 300 mature

Jim Brown Bertolone Realty

Just over a mile from the historic Healdsburg Plaza, 620 Dry Creek Road is a rare compound at the entrance to one of Sonoma County's most celebrated wine valleys. Set on 1.27 level, peaceful acres bordered by redwood trees and open pasture, the property brings together four distinct structures: a 3-bedroom, 2-bath main house with a loft, skylights, fireplaces, and southern views of vineyards and

Grace Lucero Vanguard Properties

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

Experience the timeless beauty of Sonoma County at this idyllic ranch-style farmhouse, gracefully set on approximately 1.47 acres just beyond the Healdsburg city limits. Surrounded by neighboring vineyards and a picturesque pond, this beautifully maintained property offers the perfect blend of country living, privacy, and close proximity to Downtown Healdsburg. The single-level residence features

Carole Sauers Golden Gate Sotheby's International Realty

Stay cool in this remarkable park-like setting, where a canopy of majestic redwoods, Douglas firs, black oaks, and madrone creates a naturally refreshing, 20-acre retreat. Perched above the Dry Creek Valley of Sonoma County, the northeast-facing orientation provides that the land remains cool and comfortable even as the valley below warms. From both building sites you'll enjoy breathtaking,

Mary Kelley Healdsburg Sotheby's International Realty

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

Located within Montage Residences Healdsburg, set within the Forbes Five-Star Montage Healdsburg resort in the heart of Sonoma wine country, Estate Homesite 12 offers sweeping views, generous building space, and an exceptional private setting. The homesite was originally designated for Estate Home A, an elegant contemporary design defined by clean architectural lines and expansive walls of glass

Arthur Goodrich Sotheby's International Realty

Experience the best of both worlds - the privacy and serenity of a 57-acre estate property, coupled with the convenience of being just 12 minutes away from downtown Healdsburg and 25 Min from Sonoma county Airport. Nestled within the breathtaking scenery are multiple building sites with panoramic views, perfect for crafting your dream home or retreat. Water includes two wells and both sides of a

Eric Drew Healdsburg Sotheby's International Realty

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

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

Thoughtfully crafted by JMA Construction and maintained with pride, this graceful 3-bedroom, 2-bathroom Healdsburg residence pairs warmth and convenience with timeless style, within 2,186 square feet indoor space flowing easily to delightful outdoor spaces. An artfully crafted landscape shelters a hidden deck at the front, leading you inside to discover warm and welcoming rooms with lovely red

Carol Lexa Compass

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

Under 15 minutes from the Healdsburg Plaza yet a world away in feel, this 6-acre retreat sits on West Dry Creek Road, one of the region's most coveted stretches. Turn off the road and the quiet settles in your chest. Taken down to the studs and rebuilt, it lives like new construction inside a true Wine Country setting. Inside, open-plan living looks out to the valley yet still feels warm and

David Hargreaves W Real Estate