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3369 Westside Rd, Healdsburg
$10,650,000
3 Beds ⋅ 4 Baths ⋅ 41151570 MLS
The 40+ acre luxury estate is ideally located five minutes from downtown Healdsburg offering beautifully designed/maintained dwellings/auxiliary buildings, views of the Russian River Valley/Mount Saint Helena, extensive gardens, Arbor, decks, patio and infrastructure, and vast potential, including plentiful water to support agricultural stewardship. Westside Road is home to world-class wineries, vineyards, and estates at the base of the eastern slope of the coastal range enjoying gentle westerly breezes, all while a short drive to the Sonoma County Airport. The property features (1) 2,234 sq ft primary residence connected by a breezeway to 402 sq ft guest quarters/full bath over 748 sq ft 3-car garage, (2) 1,181 sq ft caretaker residence with second-story deck and 713 sq. ft. 2-car garage and workshop below, (3) 336 sq ft office+ with 280 sq ft attached deck, and (4) 2,016 sq ft convertible barn, storage, loft and workshop (approx sq fts).

3369 Westside Rd, Healdsburg

18659 Cherokee Dr., Twain Harte
$735,995
3 Beds ⋅ 2 Baths ⋅ 41150431 MLS
Some homes are beautiful. Some are rare. This one is unforgettable. Welcome to one of the crown jewels of Twain Harte—a showstopping mountain retreat where a heated pool beneath the pines, spa, detached guest house, Twain Harte Lake membership and walk-to-town living come together in one extraordinary property. Built by David Turner, this historic 2,380 sq. ft. home has a soul that simply cannot be recreated. Cherished for generations and meticulously cared for, it carries the warmth and character of old Twain Harte while years of thoughtful improvements have prepared it beautifully for its next chapter. Inside, the three-bedroom, two-bath residence is rich with character: beautiful beamed ceilings, shiplap walls, a wood-burning fireplace with Lopi stove insert, central heating and air, generous gathering spaces and an inviting kitchen and dining area made for long dinners and a house full of family and friends. The current owners have continued the home’s tradition of stewardship with significant improvements, including a 3-year-old roof with GAF technology, pool liner, pool heater and filtration equipment, extensive deck and structural work, fencing, exterior painting, chimney improvements, irrigation, driveway improvements and mini-split HVAC in the detached guest house. Step outside and the property becomes your own private mountain resort: swim in the heated in-ground pool surrounded by towering pines, unwind in the spa beneath the stars, rinse off in the outdoor shower or gather across the expansive decking and fenced grounds. The detached guest house provides wonderful flexibility for visitors or extended stays, while substantial secured owner storage and carefully sealed exterior doors make continued vacation-rental use especially convenient. Coveted Twain Harte Lake membership completes the experience, with downtown dining, coffee, shops, golf, live music and community events approximately a five-minute stroll away and Pinecrest Lake and Dodge Ridge just up the mountain. Spend summer days between the lake and your own pool, fall evenings gathered on the deck and snowy winter nights beside the fire. Historic, enchanting, beautifully maintained and packed with amenities rarely found together, this is more than a mountain home—it is a piece of Twain Harte’s story waiting for its next chapter. An exceptional value, an undeniable showstopper and simply a must-see.

18659 Cherokee Dr., Twain Harte

14655 Applewood Ln, Nevada City
$1,695,000
4 Beds ⋅ 3 Baths ⋅ 41149028 MLS
Known as the Roundhouse Retreat, this one-of-a-kind Nevada City estate offers two homes on one 20.73-acre lot. Panoramic Sierra Nevada views, single-level living, and a close-in location just 2.5 miles from downtown add to the appeal of this architectural gem. Its distinctive round rooms were intentionally designed to honor the cycles of the moon, creating a home with a natural sense of flow and connection to its surroundings. The main house features: 4+ bedrooms/3 full baths, Loewen windows, skylights, radiant floor heat, A/C, an attached two-bedroom apartment, an oversized loft, a serene sleeping porch, and a saltwater pool + hot tub. The ADU offers: two bedrooms, a loft, skylights, and the same sweeping Sierra views. Additional features include two solar arrays, three water sources, and an approximately 1,100-square-foot carport with storage. The sale also includes a 1.2-acre buffer parcel on Cement Hill Road. A beloved gathering place for family, friends, and community, the Roundhouse Retreat offers privacy and space for multigenerational living, a personal retreat, or a variety of potential rental income opportunities.

14655 Applewood Ln, Nevada City

2883 N Railroad Flat Rd, Wilseyville
$5,299,000
4 Beds ⋅ 4 Baths ⋅ 41147501 MLS
Where the South Fork Mokelumne River carves through 117± private acres of Sierra Gold Country, one ranch holds it all — river, gold mines, income, and room to build a legacy. This rare 117± acre Gold Country retreat on 3 parcels boasts private South Fork Mokelumne River access, 3 historic gold mines, and adjacency to 1,100± acres of BLM land. Live in the 3,400 sf River House with canyon views and rent out a 1,600 sf rental home, mobile home, and new 3,400± SF metal shop with power and water. Enjoy existing income from 2 licensed outdoor farming leases, Hipcamp camping, and residential rentals. Multiple wells, septic, and 600+ amps of service across the property. 55± acres sit within the Wilseyville Community Area with prior residential planning explored. A true multi-use asset: income today, recreation and legacy-ranch living, with long-term development upside.

2883 N Railroad Flat Rd, Wilseyville

4143 Cheeney St, Santa Clara
$1,899,000
6 Beds ⋅ 5 Baths ⋅ 41140798 MLS
Not just a house -- a fully operational INCOME ENGINE planted in the center of Silicon Valley. An established corporate housing property, purposefully designed for today’s mobile workforce. In 2018, the property underwent a comprehensive transformation: the main house was reconfigured into three distinct units, and a permitted ~600 sqft detached ADU was added, creating four fully furnished residences ready to perform from day one. The upgrades go far beyond the surface: new roofs, structural and foundation reinforcement, newly paved driveways, and clean, contemporary interiors throughout. A large detached garage provides generous storage and shared laundry, with additional laundry serving the ADU. The entire operation can be delivered as a true plug-and-play business, including furnishings, systems, and existing setup. Just step in and keep it running! Location does the rest. Set in the 95054 corridor, just minutes from SJC Airport, Levi’s Stadium, and major Fortune 500 tech campuses, this is a natural landing point for traveling professionals. Quick access to highways, Caltrain, BART, and VTA keeps everything connected. The area is in the midst of a major evolution under the City of Santa Clara’s General Plan, positioning it as one of the most forward-looking pockets in the region. Whether you’re expanding a portfolio, entering the STR space, or wanting to house-hack with serious income offset, this is a rare combination of scale, location, and execution, already built, already performing, and ready for what’s next. Disclosure packet: https://app.disclosures.io/link/4143-Cheeney-Street-pfcv8y7s Contact listing agent for showings.

4143 Cheeney St, Santa Clara

30900 The Horseshoe, Winters
$2,495,000
3 Beds ⋅ 4 Baths ⋅ 41138386 MLS
Come home to Horseshoe Farm, and feel the magic of your own piece of heaven. This is a once-in-a-lifetime opportunity to own a truly unique property. This incomparable 26 acre property boasts two homes (3/2 and 1/1), a conditioned office with a half-bath in a massive shop garage, a pool, acres of walnuts, a vineyard, and one of the best horse facilities in the area. Built in 1927, the main home is full of farmhouse charm. It features 3 beds and 2 baths, a large primary suite with adjoined library or music room, and tons of storage. The home has a new roof and new Anderson windows, refinished floors and fresh interior and exterior paint. It also has a cellar with a separate entrance, a patio with a pergola, and a large open patio next to the swimming pool. The second home is ideal for a family member or farm worker. A large 1 bed, 1 bath home with a kitchen and A/C. Adjacent to the second home is a half bath with a separate entrance, perfect for visitors and boarders. The massive shop garage has 3 roll-up doors, a large upstairs storage area, and it's equipped with 240V. It has a cold room for wine making and storage, so you can make wine with grapes from your own vineyard. Included in the shop garage is a separate office space, with two rooms plus a half bath, with A/C and full of natural light. Trainers, boarders, horse owners, and equine support team members rate these among the best facilities in Yolo County. The horse facilities include a ten horse barn with covered stalls and outdoor paddocks, tack rooms, and a wash station. There are six turn-out pastures with shade structures, a beautiful covered arena, an outdoor arena, and a round pen. There is also a large hay barn with attached storage. This is a must see for horse enthusiasts. There are two walnut orchards on the property, one older orchard, and one planted recently. Both orchards are chemical free, and were certified organic in the past. For off-grid-style life, with the conveniences of modern living, the property has two wells - agricultural and domestic - two separate septic systems, and a huge, fully owned solar array. You can grow your own food in the raised veggie beds, make your own wine from the vineyard, keep chickens in the coop, raise sheep, you name it. Come see this property - it is amazing. Two miles from town, 16 miles to shopping in Vacaville, 15 miles to UCD, 70 miles to SF, and around the corner from Berryessa Brewery, you're secluded right in the middle of everything!

30900 The Horseshoe, Winters

3621 Chestnut Street, Lafayette
$1,999,000
41134960 MLS
*PRICE IMPROVEMENT* Rare Lafayette Investment Opportunity, Fully Occupied Duplex + ADU. Exceptional income-producing property in the highly desirable city of Lafayette. This rare offering features a fully occupied duplex, with each unit offering 1 bedroom and 1 bathroom, plus a newer detached ADU with 2 bedrooms and 2.5 bathrooms. The property provides three separate rental units, creating strong and diversified cash flow from day one. The duplex units have been recently updated with granite slab countertops and gas cooktops, while the spacious ADU offers modern amenities and premium rental potential. Additional features include central heating and air conditioning, separate utility meters, and a fenced yard that adds privacy and outdoor space for tenants. Located in one of the East Bay’s most sought-after communities, this property benefits from top-rated schools, convenient access to BART, shopping, dining, and major commuter routes. Property Highlights: Duplex with two 1-bedroom, 1-bath units; Detached ADU with 2 bedrooms and 2.5 bathrooms; Recently updated kitchens with granite slab countertops and gas cooktops; Central air and heat; Separate utility meters; Fenced yard; Fully occupied with established tenants; Immediate income-producing opportunity; Prime Lafayette location; Strong rental demand and long-term appreciation potential. Whether you are looking to expand your investment portfolio or secure a multi-unit property in a premier location, this is a rare chance to own a high-performing asset in Lafayette. Do not miss this outstanding turnkey investment opportunity!

3621 Chestnut Street, Lafayette

15653 Hwy 108, Jamestown
$1,899,000
2 Beds ⋅ 1 Baths ⋅ 41120037 MLS
Nestled in the picturesque landscape of Jamestown, California, this ranch offers an idyllic blend of rustic charm and modern convenience. The property features a charming cottage and a spacious three-bedroom home, each exuding warmth and character. The cottage, perfect for a guest house or retreat, boasts cozy interiors with vintage touches, and breathtaking views of the surrounding scenery. The main three-bedroom home is a haven of comfort, with ample living space, well-appointed bedrooms, and large windows that frame the stunning vistas of Table Mountain. The interiors are designed to blend seamlessly with the natural beauty outside, creating a serene and welcoming atmosphere. Spanning acres of rolling hills and verdant pastures, the ranch is also a working quarry, adding a unique industrial aspect to the pastoral setting. The fenced grazing land provides ample space for livestock, making it ideal for those looking to maintain a sustainable agricultural lifestyle. Additional building sites features views of Duck Wall and the distant majesty of Yosemite. Whether you are enjoying the panoramic views from the comfort of your porch or exploring the diverse terrain of your own land, this ranch in Jamestown offers a perfect blend of natural beauty, practical functionality, and charm.

15653 Hwy 108, Jamestown

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All measurements and all calculations of area (i.e., Sq Ft and Acreage) are approximate. Broker has represented to MetroList that Broker has a valid listing signed by seller authorizing placement in the MLS. Above information is provided by Seller and/or other sources and has not been verified by Broker. Copyright 2026 MetroList Services, Inc. The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of MetroList® MLS. All information has been provided by seller/other sources and has not been verified by broker. All interested persons should independently verify the accuracy of all information. Last updated .

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