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$250,000
2 Beds ⋅ LC26190159 MLS
2.8 acre lot featuring a private well, 2 Cobb huts with outdoor shower, kitchen sink and a compostable toilet. Enjoy the sweeping valley views from the deck, tucked beneath the oak's canopy. The property also features an old foundation/concrete slab, a storage room and it is fully fenced. Great location and topography for someone looking to do a homestead or a weekend rustic retreat.

20241 Big Canyon, Middletown

Listing courtesy of Listing Agent: Mara Eichelmann (maraeichelmann@gmail.com) from Listing Office: Sotheby's International Realty.
$569,000
3 Beds ⋅ 2 Baths ⋅ LC26178441 MLS
Welcome to this beautifully updated Middletown home offering 3 bedrooms, 2 bathrooms, a detached studio ADU (400 Sqftg), and approximately 1,802 sq. ft. of comfortable living space on a .26-acre lot. Ideally located close to downtown Middletown and the Central Park area for horse enthusiasts, with convenient access to Napa and Sonoma County. Inside, you’ll find an inviting open floor plan with new waterproof luxury laminate flooring throughout the main living areas. The spacious kitchen features granite countertops, huge island for entertaining, double ovens, generous cabinetry and a walk-in pantry, making it perfect for everyday living and entertaining. The primary suite is thoughtfully situated separately from the two additional bedrooms for added privacy and features direct access to the hot tub. The primary bathroom offers a double-sink vanity, soaking tub and walk-in closet. Outside, the property continues to impress with owned, paid-for solar, a greenhouse and a detached studio ADU complete with its own kitchen, bathroom with shower, and mini-split heating and air conditioning—ideal for guests, extended family, a home office or additional flexible living space. With its spacious layout, valuable additional living space and convenient Middletown location, this property offers a wonderful combination of comfort, versatility and Northern California living

21410 Valley Oak, Middletown

Listing courtesy of Listing Agent: Yvette Sloan (yvettesloanrealtor@gmail.com) from Listing Office: NextHome Experiences.
$457,000
LC26164443 MLS
CONTEMPORARY LIKE NEW HOME AND INCOME OR INVESTMENT PROPERTY Three bedroom, two bath plus a two bedroom one bath second unit, in excellent, like new condition, on a level 0.33 acre lot with two street frontages. Recently constructed in 2021 with fire safety top of mind, this is a complete property, each home with a private fenced-in courtyard, long-lasting metal roofing and thoughtfully designed hardscaped landscaping with irrigation. Potential for in excess of 12% gross return annually with no maintenance concerns. The interiors, full of natural light, incorporate fashionable design features including soaring ceilings, each with a picture window to capture the impressive mountain view, and colored concrete flooring. The counter tops are quartz with open cabinetry for ease of use. Efficient mini splits are in every bedroom as well as the living room, seven in total, for maximum comfort. The owners did not hold back. The master bedroom in the main home includes a walk-in closet and sliding glass door access to the countyard garden for easy indoor/outdoor living. Each unit has a large storage unit and there is ample paved parking for four vehicles, with lots of space for more. Separate electrical meters. Popular rental location close to Middletown and the Bay Area. In addition, your tenants get to enjoy the private community swimming hole in Anderson Creek just across the road. As well as this, there is the famous Anderson Springs subdivision pool created in the creek valley near by. You're only 5 minutes to Harbin from here and Napa and Sonoma counties are commutable. This impressive property offers completely turnkey accomodation with minimal maintenance and perfect for a family member to live in their separate quarter or for either short term or full time rental income at a price that is well below replacement. The sellers will consider 2.5% by way of buyer concessions at close of escrow.

12062 Mead, Middletown

Listing courtesy of Listing Agent: Timothy Toye (ttoye@mchsi.com) from Listing Office: Timothy Toye and Associates.
$995,000
3 Beds ⋅ 4 Baths ⋅ LC26157185 MLS
10.66 GRAND MIDDLETOWN ESTATE! This custom-built, single-owner property features a 2,814 sq ft home with attached 3-car garage and office, PLUS an exceptional detached 5-bay shop with ADU potential, all on 10.66 level, fenced acres just minutes from town. Set behind a gated entrance at the end of a long private driveway, the property enjoys peaceful pastoral surroundings with sweeping meadow and mountain views. The stucco home is designed for comfortable, elegant living and entertaining. A grand entry welcomes you with an impressive 8-foot front door, transom window, and chandelier. The spacious living room features a gas fireplace, built-in wet bar, surround sound, and expansive views. The kitchen offers granite slab countertops, oak cabinetry, filtered water, double ovens, a KitchenAid 5-burner cooktop with custom hood, breakfast bar, walk-in pantry, breakfast nook with patio access, plus a formal dining room with built-in cabinetry and a two-way gas fireplace. Large-format tile flooring, oversized picture windows framing the surrounding views, wraparound covered porches, a central vacuum system, and three-zone HVAC reflect the home's thoughtful design and quality construction. The privacy-oriented floor plan places the primary suite in its own wing with a large walk-in closet and spacious bath featuring dual sinks, granite counters, soaking tub, separate shower, vanity area, and private water closet. Two additional bedrooms, a full bath, and half bath are on the opposite side of the home. The laundry room includes a utility sink and stall shower, ideal for cleaning up after outdoor projects or as a convenient dog washing station. Additional features include a dedicated office with picture windows built into the attached garage and a large fenced dog yard. The detached five-bay shop is a standout, offering dedicated workshop space, oversized pull-through RV bays with front and rear roll-up doors, full RV hookups outside, and a bonus room with a half bath that offers excellent ADU, guest quarters, home business, or hobby space potential (buyer to verify). Excellent well of over 25+ gpm! Neighboring 1+ acre parcels may also be available for purchase, creating a rare opportunity to expand this already exceptional estate. Schedule your private showing today!

20805 Napa Avenue, Middletown

Listing courtesy of Listing Agent: Shannon Williams (shannonwilliamsrealtor@outlook.com) from Listing Office: RE/MAX Gold Lake County.
$575,000
4 Beds ⋅ 2 Baths ⋅ LG26138115 MLS
Large, beautiful 4-bedroom, 2-bath home offering over 2,800 sqft, set on over an acre in the Anderson Springs community of Middletown. Features a wraparound deck with sweeping mountain, creek, and seasonal waterfall views. The community includes a seasonal swimming hole and recreation area, enhancing the outdoor lifestyle. Interior highlights include dark hardwood floors, a 3-car garage, and a chicken coop. Mostly well-finished with some unfinished areas, offering an opportunity to add value and customize. Pre-foreclosure sale.

10901 Hot Springs, Middletown

Listing courtesy of Listing Agent: Morgan Just (mojust88@gmail.com) from Listing Office: West Shores Realty.
$599,000
3 Beds ⋅ 2 Baths ⋅ LC26132490 MLS
PRIVATE 2.5-ACRE HOMESTEAD WITH SHOP, BARN, BONUS ROOM & FUTURE DEVELOPMENT POTENTIAL Welcome to 20776 Napa Avenue in Middletown, where country charm meets opportunity on approximately 2.5 level, usable acres. This well-maintained 3-bedroom, 2-bath manufactured home on a permanent 433A foundation enjoys panoramic mountain views, including Mt. St. Helena. Inside, you’ll find fresh paint, new laminate flooring, new carpet, vaulted ceilings in the living room, and a cozy wood stove. The spacious all-electric kitchen offers abundant cabinetry and features a handcrafted wood breakfast bar. A thoughtful floor plan provides privacy with separation between the primary suite and guest bedrooms. A versatile bonus room with a closet is ideal for a home office, nursery, hobby room, exercise space, or guest room. Enjoy expansive front and rear decks, including a large covered front porch perfect for relaxing and taking in the peaceful surroundings. Mature shade trees, established landscaping, and a circular driveway enhance the property’s appeal while providing ample parking for vehicles, RVs, trailers, and equipment. The fully fenced property features approximately 900 feet of seasonal creek frontage and numerous improvements, including a 20’ x 22’ metal workshop with loft storage and 220-volt power, an 8-stall barn, livestock pens, vintage outbuildings, outdoor entertaining area, rose tunnel, and succulent garden retreat. Seller states the approximately 2.5-acre parcel may be splittable and may support additional homes and/or ADUs. Buyers should verify development potential with Lake County. Conveniently located about one mile from the Highway 29 and Highway 175 junction, this property offers easy access to shopping, dining, schools, wineries, and community events. Additional benefits include proximity to the South County Fire Protection District station and a fire hydrant located on the property. Whether you’re seeking a horse property, hobby farm, multi-generational living opportunity, or peaceful country retreat, this unique property offers space, versatility, and future potential.

20776 Napa Avenue, Middletown

Listing courtesy of Listing Agent: Esmeralda Ortiz Pille (esmeraldaortizrealtor@gmail.com) from Listing Office: Konocti Realty.
$599,000
3 Beds ⋅ 2 Baths ⋅ LC26129398 MLS
Country living at its finest! Situated on almost one acre of level, usable land in Middletown, this charming 3-bedroom, 2-bath home offers the perfect blend of comfort, functionality, and rural lifestyle. The beautifully remodeled country kitchen serves as the heart of the home, featuring abundant cabinetry, modern updates, and plenty of space for gathering with family and friends. Inside, durable luxury vinyl plank flooring flows throughout the home, creating a warm and cohesive feel. A cozy wood stove adds character and provides an inviting place to relax on cooler evenings. Step outside and discover everything you need to enjoy the country lifestyle. The fully usable property includes a barn, workshop, chicken coop with fenced enclosure, dedicated garden area, and a variety of fruit trees. Whether you're dreaming of hobby farming, raising animals, gardening, or simply enjoying the open space, this property offers endless possibilities. Conveniently located in Middletown, you'll enjoy the peace of rural living while remaining close to local amenities, schools, and shopping. A rare opportunity to own a turnkey country property with room to live, work, and grow.

20857 Saint Stephens Road, Middletown

Listing courtesy of Listing Agent: Sandy Tucker (sandy.nexthome@gmail.com) from Listing Office: NextHome in the Valley.
$1,250,000
3 Beds ⋅ 1 Baths ⋅ LC26109527 MLS
Looking for acreage? Creek? and lots of privacy ? Here you go . This property is as you come off the Mountain from Calistoga (off Hwy 29 across from Smith Trout Farm). Access off main road is 3 gates and all level on 114 acres which includes creek and then property goes up hill and continues to 80 acres which has second well that has been drilled (no power / or connection). 2 of the gates include a renovated home , 3 bedroom / 1 bath, new flooring, new paint (interior/exterior), new kitchen with appliances, added ductless split minis all level home. Amazing and quiet setting . Older barn / workshop is still on property . You can also enjoy the creek access that has beach like area. This kind of property with creek and so much privacy is hard to find.

22550 Shady Grove Road, Middletown

Listing courtesy of Listing Agent: Yvette Sloan (yvettesloanrealtor@gmail.com) from Listing Office: NextHome Experiences.
$395,000
4 Beds ⋅ 2 Baths ⋅ LC26116919 MLS
Fixer upper in Middletown. Great family home on almost an acre, just needs some TLC. 4 Bedroom 2 bath home. Almost 2,000 square feet of living with lots of room to grow. Spacious living room, large open kitchen, short walking distance to town. Home features a gas insert (fireplace), tile counters in the kitchen and a 23 x 23 shed with pasture and fencing & shelter for your animals. Property has 2 wells and 2 septic systems. House is nestled right up against St.Helena creek!

20994 State Highway 175, Middletown

Listing courtesy of Listing Agent: Cynthia Smith (realtorcynthiasmith@gmail.com) from Listing Office: RE/MAX Gold Lake County.
$457,000
5 Beds ⋅ 3 Baths ⋅ LC26091687 MLS
CONTEMPORARY LIKE NEW HOME AND INCOME Three bedroom, two bath plus a two bedroom one bath second unit, in excellent, like new condition, on a level 0.33 acre lot with two street frontages. Recently constructed in 2021 with fire safety top of mind, this is a complete property, each home with a private fenced-in courtyard, long-lasting metal roofing and thoughtfully designed hardscaped landscaping with irrigation. The interiors, full of natural light, incorporate fashionable design features including soaring ceilings, each with a picture window to capture the impressive mountain view, and colored concrete flooring. The counter tops are quartz with open cabinetry for ease of use. Efficient mini splits are in every bedroom as well as the living room, seven in total, for maximum comfort. The owners did not hold back. The master bedroom in the main home includes a walk-in closet and sliding glass door access to the countyard garden for easy indoor/outdoor living. Each unit has a large storage unit and there is ample paved parking for four vehicles, with lots of space for more. In addition, you get to enjoy the private community swimming hole in Anderson Creek just across the road. As well as this, there is the famous Anderson Springs subdivision pool created in the creek valley near by. You're only 5 minutes to Harbin from here and Napa and Sonoma counties are commutable. This impressive property offers completely turnkey accomodation with minimal maintenance and perfect for a family member to live in their separate quarter or for either short term or full time rental income at a price that is well below replacement. The sellers will consider 2.5% by way of buyer concessions at close of escrow.

12062 Mead, Middletown

Listing courtesy of Listing Agent: Timothy Toye (ttoye@mchsi.com) from Listing Office: Timothy Toye and Associates.
$975,000
3 Beds ⋅ 3 Baths ⋅ LC26084294 MLS
Texas Style Ranch meets Northern California luxury, this exceptional 10± acre Gentleman’s Ranch offers a rare blend of refined living, thoughtful design, with horse amenities featuring an arena and open grazing pastures. ONLY 1 hour 10 minutes to Napa or Santa Rosa. Encompassing a custom-built 2,950± sq ft, 3 bedrooms, 3 bathrooms, and a versatile open loft/office, thoughtfully designed to capture sophistication in a peaceful small-town setting. Architecturally striking, this home showcases soaring natural wood ceilings with exposed beams, grand custom hardwood entry doors, a durable metal roof, expansive stamped concrete patios that seamlessly blend indoor and outdoor living. Inside has stained concrete floors with radiant heat complemented by custom cabinetry and distinctive metalwork throughout from the handcrafted range hood to the stair railings and hammered copper farmhouse sink. The chef’s kitchen features an oversized single slab granite island and premium stainless steel KitchenAid appliances. The great room is both warm and inviting, centered around a gas fireplace and framed by large windows that fill the space with natural light. Main-level primary suite offers a private retreat with a soaking tub, walk-in tiled shower, and elevated finishes. Designed for both equestrian lifestyle and everyday enjoyment, the property is fully equipped with a horse arena, dog kennels, and cross-fenced pastures. A high-producing spring provides abundant water for lush lawns, irrigated pasture, for year-round greenery. Additional improvements include a 20x30 shop, two PG&E meters (residential and agricultural). The grounds are equally impressive, featuring mature olive trees and century-old oaks that create a park-like setting, complemented by manicured lawns and an automatic entrance gate entrance. Whether envisioned as a family homestead, equestrian retreat, this property offers a rare combination of luxury, functionality, and timeless Gentleman Ranch Appeal.

19676 State Highway 175, Middletown

Listing courtesy of Listing Agent: Tori Minton (toriminton1@gmail.com) from Listing Office: Pivniska Real Estate Group.
$1,100,000
3 Beds ⋅ 2 Baths ⋅ ML82043641 MLS
Prime 8.5-Acre Multi-Use Investment Opportunity! Strategically located on Highway 29 near downtown Middletown and Twin Pine Casino, this expansive C-3 zoned property offers unparalleled versatility. The site features a ~5,000 sq. ft. commercial building (subdivided into flexible units) and a well-maintained 2,300 sq. ft. 3BR/2BA residence. With 8.5 acres of level, usable land, this is the perfect canvas for a business campus, assisted care facility, light industrial hub, or a residential-commercial hybrid. Infrastructure includes a high-yield private well, excellent highway visibility, and prime access to local traffic corridors. Don't miss this rare opportunity to secure a significant land holding in the rapidly growing Lake County market. Buyer to verify all intended uses, sizes, permits, statues/legality of all existing structures and zoning requirements with the Lake County Community Development Department.

21720 S State Highway 29, Middletown

Listing courtesy of Listing Agent: Paul Oh (realtor.paul.oh@gmail.com) from Listing Office: New Star Realty Silicon Valley.
$489,000
5 Beds ⋅ 4 Baths ⋅ LC26057394 MLS
Majestic multi-family property with peace and privacy on over 4 acres, yet just 5 minutes to the heart of town. Main home was thoughtfully built by the owner, who was a master carpenter. The quality of construction and materials is evident all throughout the home, from the metal roof to the concrete slab foundation. This 1200sf 2 bedroom/1 bathroom has an inviting and open floor plan with the bedrooms on opposite sides of the house. Kitchen has lots of counter space and cabinets plus a walk-in pantry/baker's closet. Knotty pine ceilings, fir floors, skylights, and spacious front/back decks invite you to bask in the mountain energy. Below the main home is a spacious workshop for all of your projects, and has a half bath for possible conversion to a studio living space. The second residence is a 1970 mobile home with 3 bedrooms/2 bathrooms and an addition built in 2015. The high ceilings and open kitchen/living area are warm and welcoming. Mini-split for efficient heating and cooling with woodstove to add extra warmth and ambiance when desired. The sliding glass doors invite you outside to enjoy the fresh air and beautiful views of the surrounding forest. Fenced-in yard area off the deck is ready for your pets and gardening, with a small art studio or greenhouse to play with your plants and crafts. Other features include an outdoor shower and jetted tub, RV hookup, and additional storage. This is the perfect property for generational living or relaxing retreat. Since the homes are non-conforming, this will not qualify for traditional financing; will need a cash offer or seller financing is available for up to 10 years with substantial down payment.

15306 Western Mine, Middletown

Listing courtesy of Listing Agent: Bridget King (RealBridgetKing@gmail.com) from Listing Office: Luxe Places International Realty.