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$1,190,000
3 Beds ⋅ 4 Baths ⋅ 326072755 MLS
Black Oak Hill Estates is an enclave of distinguished homes, each set on 20+-acre parcels and tucked behind gently rolling hills. Here, privacy, space and spectacular natural beauty come together to create a country retreat that feels a world away from the ordinary. The scale and craftsmanship of the cathedral ceilings, with beautiful wood detailing, draw the eye upward as soon as you enter. A wall of windows and sliding glass doors brings the surrounding landscape into the heart of the home. Designed primarily for single-level living with the main floor offering all bedrooms, living spaces, office and kitchen. Upstairs offers an expansive Flex Space currently used as a Bunkhouse. Then there's a speakeasy Tucked away within the home, this unforgettable gathering space features a temperature-controlled walk-in wine cellar, full bar and pool table. It has already become a favorite neighborhood destination made for long evenings and great friends. Thoughtfully equipped with upgraded solar, an automatic whole-house propane generator, a private well with a 10,000-gallon storage tank and fire-hose extension, plus roof-mounted sprinklers. Imagine coming home to a place where the pace slows, the views expand and the ordinary falls away. A sophisticated country retreat surrounded by nature, yet conveniently close to restaurants, schools and everyday services. This is where you come to breathe a little deeper, settle in, and enjoy the life you've been dreaming about.

16855 Black Oak Hill Dr, Middletown
$995,000
3 Beds ⋅ 4 Baths ⋅ 326066612 MLS
10+Ac 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.

20805 Napa Ave, Middletown
$665,000
3 Beds ⋅ 2 Baths ⋅ 326057467 MLS
Charming Country Ranchette on Over 2 Acres. Escape to the peace and beauty of country living with this exceptional ranchette, tucked away at the end of a quiet private lane just outside of Middletown. Situated on more than 2 acres, this picturesque property offers the perfect blend of privacy, comfort, and functionality for horse lovers, hobby farmers, or anyone seeking a tranquil rural lifestyle. This beautifully updated 3-bedroom, 2-bath Craftsman-style home combines timeless charm with modern conveniences. The remodeled kitchen features custom knotty pine cabinetry, unique horseshoe cabinet pulls, granite slab countertops, and updated appliances, creating a warm and inviting space for cooking and gathering.The spacious great room is filled with natural light from large picture windows and is anchored by a cozy wood-burning stove set on a raised brick hearth, making it the perfect place to relax year-round. Outside, the property is thoughtfully designed for equestrian living. A well-equipped 2-stall barn includes a concrete floor, feed room, tack room, turnouts, and a round pen, providing everything needed for your horses or other animals. Additional improvements include an oversized 2-car garage with a spacious workshop area and a 30' x 40' metal RV carport, offering abundant storage for recreational vehicles, trailers, or equipment. The fully fenced property is accessed through a private automatic gate, providing both security and peace of mind. Whether you're looking for a horse property, a country retreat, or a place to enjoy wide-open spaces, this charming ranchette offers an exceptional opportunity to experience the very best of rural living.

20511 Santa Barbara Ave, Middletown
$188,000
1 Beds ⋅ 3 Baths ⋅ 326046520 MLS
Come check out this sweet spot in Loch Lomond! This vintage residence has been in the same family for 40 years and it's time to pass it along to a lucky new owner. Placed on a spacious double lot near the Italian Village, this welcoming home invites you to relax on the deck amongst the trees and enjoy the magestic energy of the mountain. Covered patio greets you as you enter the old-fashioned charm of the living room, complete with wood-burning stove. Big windows let in the natural light and views of the trees. Galley kitchen leads you through to the spacious bonus room that could be an additional bedroom, office, or dining area. Out back is the large deck for gathering with family and friends to make memories. There's even a second bathroom with shower accessed from the deck area to accommodate all of your guests. This solid home has full concrete perimeter foundation and redwood framing, plus the roof is less than 10 years old. Under the house is a one car garage/workshop/storage area and the backyard has lots of flat, usable area for gardening and games. Fire hydrant right out front and a stone's throw to the fire station, plus walking distance to the community pool and restaurant. Don't miss out on this gem!

10418 Mulberry St, Middletown
$457,000
5 Beds ⋅ 3 Baths ⋅ 326037581 MLS
Contemporary like new home and income Three-bedroom, two baths 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 accommodation 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.

12062 Mead, Middletown
$975,000
3 Beds ⋅ 3 Baths ⋅ 326034237 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 Hwy 175, Middletown
$489,000
2 Beds ⋅ 2 Baths ⋅ 326023580 MLS
Majestic multi-family property with peace and privacy, 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 Rd, Middletown
$315,000
3 Beds ⋅ 2 Baths ⋅ 325088649 MLS
Escape to 5.04 scenic acres! Rarely available, charming cabin w/ mature walnut orchard, amazing rural potential. 3 bed, 2 bath fixer w/ upgrades: new high-yield well (100+ GPM 12/12/24) and electrical/pumps, flooring, roof repairs, interior paint, front stairs, new toilet. Primary suite, large pantry, open kitchen/dining. Ridge views, 2-car garage, outbuildings. Sale price Incl. 6.96-acre non-income orchard parcel which is being granted and conveyed - as a family heirloom (total 11.94 acres), both lots Zoned A, i.e., (Agricultural). Fenced pasture, mature trees, Potential storage/wine cellar. Come and enjoy Tranquil country living! (Photos digitally altered). Buyer to verify all. 5.13.26

11415 Seigler Springs North Rd, Middletown
$2,995,000
4 Beds ⋅ 3 Baths ⋅ 324052457 MLS
Parcel 2 of Bonavita Estates, a breathtaking 390 acre development opportunity in the heart of Middletown, California.This exceptional offering of parcel 2 is 390 acres, could be combined with parcel 1 and 3 available separately would total 560 acres. The topography is mostly all level.The zoning is RR - Rural Residential allows for a minimum lot size of 5 acres, offering ample space and flexibility for a variety of potential uses.Pre Ap, Biological & Botanical Surveys for appox. 20 acres of cannabis have been completed, the Brambles golf course development is currently under construction just north of this property, as well as the 16,000 acre Maha Guenoc Valley Development, also in close proximity to Bonavita Estates.The ranch sits only 17 miles north of renowned wine destination Calistoga, Napa Valley.Vineyard developers and wine industry operators may find the 300+-/ acres of plantable land attractive and the terroir would be suitable for potentially both red and white varietals.The development opportunity currently includes 2 wells, two rated at approximately 450+/- gpm, one tested at 1,200 gpm (indication of more water with a larger well pump) and residential well for the single family 4 bdrm home and shop.Located one mile from Middletown.Possible owner financing.Owner/Broker

17320 Butts Canyon Rd, Middletown