Healdsburg Homes with Hills View

Healdsburg Homes with Hills View

Welcome to Healdsburg, California—a charming gem nestled in the heart of Sonoma County, renowned for its picturesque landscapes, world-class wineries, and vibrant community spirit. This enchanting city, located just north of San Francisco, is a haven for those who appreciate the finer things in life, from exquisite dining to outdoor adventures.

Healdsburg is not just a destination; it’s a lifestyle. With its rich history and vibrant downtown square, the city offers a delightful mix of boutique shops, art galleries, and gourmet restaurants. Stroll through the charming streets lined with historic buildings, or enjoy a leisurely afternoon at one of the many local parks, where the stunning views of rolling hills create a perfect backdrop for relaxation.

For homebuyers seeking tranquility and natural beauty, Healdsburg's real estate market features a selection of stunning homes with breathtaking hill views. Imagine waking up each morning to panoramic vistas of lush vineyards and gentle slopes, all while being just minutes away from the vibrant life of downtown. These homes offer not only a serene retreat but also an opportunity to immerse yourself in the rich culture and community that Healdsburg has to offer.

Whether you’re sipping a glass of local wine on your deck or exploring the scenic trails that wind through the hills, living in Healdsburg means embracing a lifestyle that celebrates both relaxation and adventure. Discover your dream home in this idyllic city, where every day feels like a getaway!

Newest Healdsburg Homes with Hills View

$2,750,000
3 Beds ⋅ 2 Baths ⋅ 326039501 MLS
An extraordinary opportunity in the heart of Healdsburg's Wine Country, 5091 Dry Creek Road is the kind of property that rarely comes to market, and almost never with this level of potential. Set on approximately 8 acres of beautiful, flat land with 5.5 acres of established vines, this is a compelling blend of lifestyle, vision, and long-term upside in one of Sonoma County's most picturesque settings. At the center of the land sits a beautifully preserved 1,300 sq ft original coach house, currently classified as an ADU, offering immediate charm and flexibility. The possibilities are exceptional: enhance and enjoy the existing structure as a guest house, creative retreat, or income-producing residence, while building a spectacular new main home on the property. With permits already in place for a second well, the groundwork has been laid for something truly special. This is more than just a land offering, it is a canvas for creating a remarkable Wine Country estate. The setting is private, picturesque, and quintessentially beautiful. Surrounded by vines, open skies, and the effortless beauty that defines this stretch of Healdsburg. To help bring that vision to life, the marketing materials also include imagery of the newly built home located at the lower end of the property. While that residence is not included in the sale, it offers a powerful sense of what can be achieved here and the caliber of home this land can support. Rare, flexible, and rich with possibility 5091 Dry Creek Road is a legacy opportunity in one of California's most desirable wine country locations.

5091 Dry Creek Road, Healdsburg
$8,400,000
4 Beds ⋅ 6 Baths ⋅ 326029056 MLS
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 canopy that intentionally hides the home from the street, revealing the structure only as you descend into a sequence of glass-walled volumes. The Genova Builders 4BR/5.5BA floor plan is anchored by a dramatic central fireplace and a professional kitchen featuring integrated appliances and honed natural stone surfaces. The living spaces flow effortlessly to 1,511 SF of wraparound decking, dissolving the boundary between the natural wood flooring and the rolling hills. Elevated details include premium designer fixtures, a temperature-controlled wine room, soaking tubs, outdoor showers, a media room, and a private pool. THE MONTAGE ADVANTAGE - Offered fully furnished and uniquely set up for the Montage Rental Program, this property is a turn-key hospitality asset from day one. Ownership provides seamless access to the resort spa, zero-edge pools, and a 24-hour concierge, which serve as a literal extension of the home. Located on one of the community's most private homesites, 175 Sycamore Court offers the rare duality of a secluded retreat with world-class resort amenities just steps away.

175 Sycamore Court, Healdsburg
$1,495,000
326023313 MLS
Located within the luxurious, esteemed and branded Montage Healdsburg community is one of the best view Homesite's remaining at 105 Juniper Court. This corner homesite boasts of privacy and quintessential Sonoma County rolling hill and distant vineyard views. Tucked away in Heritage Oaks while also allowing inspiring views and ample sunlight. This build-ready corner homesite also allows easy access and is very walkable to the communities exclusive Owner's only Clubhouse as well. Once your home is built, enjoy glimpses of Geyser Peak, sunsets and the beautiful rolling hills of Alexander and Dry Creek Valley.

105 NW Juniper Court, Healdsburg
$1,750,000
326020221 MLS
Estate Homesite North 19, located at 135 Hawthorn Court in Healdsburg, California, within the esteemed and luxurious Montage Residences Healdsburg community presents a rare opportunity to build a custom home in one of Sonoma County's premier luxury resort-style communities. Positioned on a high point in the community and amidst it's rolling hills, this 11,006 sq. ft. luxury homesite sits on an elevated setting with southeast exposure, offering morning and afternoon light and views across vineyards and surrounding hillsides. Located just steps from The Residential Club and Montage Healdsburg amenities, the site features a generous building envelope and flexibility for a custom-designed residence. A home study sketch is included to provide additional architectural inspiration if needed. Owners enjoy access to The Residential Club, featuring a private pool, fitness center, gathering spaces, and a dedicated residential concierge team, along with the services and resort amenities of Montage Healdsburg. Just minutes from downtown Healdsburg's wineries, restaurants, and boutiques, the community offers a distinctive blend of privacy, natural beauty, and resort-style living in Northern Sonoma County.

135 Hawthorn Court, Healdsburg
$995,000
326020061 MLS
Located within the esteemed, Forbes Five Star Montage Healdsburg Resort and Community is Estate Homesite North 18, 100 Valley Oak Circle which offers a private, build-ready luxury homesite in the heart of Sonoma's wine country region. Set among rolling hills and oak groves, estate lot enjoys a northeast-facing exposure with treetop views, a tranquil creek gently behind its lot and soft morning light. Conveniently located within walking distance of The Residential Club and just moments from Montage Healdsburg resort amenities, including Spa Montage and on-site dining, the homesite offers both privacy and proximity. The site allows for a thoughtful custom residence with a generous building envelope and includes a home study sketch to provide design inspiration as you envision your wine country retreat. Owners enjoy access to The Residential Club, featuring a private pool, fitness center, gathering spaces, and a dedicated residential concierge team, along with the services and resort amenities of Montage Healdsburg. Just minutes from downtown Healdsburg's wineries, restaurants, and boutiques, the community offers a distinctive blend of privacy, natural beauty, and resort-style living in Northern Sonoma County.

100 Valley Oak Circle, Healdsburg
$9,850,000
5 Beds ⋅ 7 Baths ⋅ 325071620 MLS

165 SW Sycamore Court, Healdsburg
$5,750,000
4 Beds ⋅ 5 Baths ⋅ 325037958 MLS
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 bedrooms are located on the lower level, offering comfort, peace and relaxation for guests. Additional features include a chef's kitchen with Sub-Zero and Wolf appliances, a dedicated office, covered terraces, a plunge pool, and an outdoor fire pit. Montage Residences Healdsburg is a private, luxury wine country escape located amongst 258 acres of rolling hillsides and over 15 acres of vineyards. Thoughtfully designed to blend seamlessly into the natural landscape, the residential enclave includes Harvest Homes and Estate Homes and Homesites with sweeping views, contemporary architecture, and access to the luxury amenities and experiences of Montage Healdsburg. Owners enjoy personalized service, world-class dining, a signature Spa Montage, and exclusive access to The Residential Club, a private residents-only club with a pool, hot tub, fitness center, pickleball courts and a luxury lounge.

100 Sagebrush Court, Healdsburg
$5,685,000
4 Beds ⋅ 5 Baths ⋅ 325031814 MLS
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 surroundings, the home includes access to exceptional amenities and five-star services curated by Montage Hotels & Resorts. Homeowners enjoy exclusive access to private residential amenities with thoughtfully designed spaces and personalized services reserved just for residents. The home is eligible for the optional turn-key rental program and carries a rare assumable mortgage at very low rate. For an investor, the combination of below-market debt and built-in rental income on a trophy Sonoma wine country asset is an exceptional opportunity that is nearly impossible to replicate in today's market.

160 Woodlands Drive SE, Healdsburg
Start Your Search