Middletown Real Estate

Middletown Real Estate

Welcome to Middletown, a charming town nestled in Lake County, California. Known for its natural beauty and serene surroundings, Middletown offers a peaceful escape from the hustle and bustle of city life.

Situated in the heart of wine country, Middletown is surrounded by rolling hills, vineyards, and picturesque landscapes. The region's moderate climate and fertile soil create the perfect conditions for growing grapes, making it a haven for wine enthusiasts. Visitors and residents alike can enjoy wine tasting tours, exploring local wineries, and savoring the flavors of award-winning wines.

In addition to its wine culture, Middletown boasts a strong sense of community and small-town charm. The town center features a variety of local shops, restaurants, and cafes, where you can indulge in delicious cuisine and discover unique treasures. The friendly atmosphere and welcoming locals make Middletown a great place to call home.

Outdoor enthusiasts will find plenty of recreational opportunities in and around Middletown. With its close proximity to Clear Lake, the largest freshwater lake in California, residents can enjoy boating, fishing, and water sports. Hiking and biking trails wind through the surrounding hills, offering breathtaking views and a chance to connect with nature.

Middletown's location in Lake County provides easy access to larger cities such as Santa Rosa and Napa, where you can explore additional dining, shopping, and entertainment options. For those seeking a peaceful and idyllic lifestyle, Middletown offers a perfect blend of natural beauty, community spirit, and convenient amenities.

Newest Listings in Middletown

$299,900
LC26161208 MLS ⋅ Active Status
Create an exceptional Wine Country estate on approximately 17 acres in Rim Rock Ranch Vineyard Estates, one of South Lake County’s most desirable gated communities. Known for its high-end custom homes, spacious parcels, and private settings, this premier subdivision offers a peaceful rural atmosphere with sweeping panoramic views of Hidden Valley Lake, the surrounding hills, and Mt. St. Helena. The acreage provides an outstanding setting for a luxury residence, private vineyard, olive grove, or combination estate. The area’s favorable climate and soils offer excellent agricultural potential, while nearby vineyards demonstrate the possibilities for quality grape production. An existing well is already in place, with electricity available nearby. Although peaceful and private, Rim Rock Ranch is just minutes from Hidden Valley Lake’s golf course, restaurants, shops, and everyday conveniences. Napa Valley, Sonoma County and other popular Wine Country destinations are also within easy reach. Offering exceptional value for nearly 17 acres in a prestigious gated subdivision, this is a rare opportunity to secure premier acreage and create a distinctive country estate. Seller financing may be available.

18050 Ranch Road, Middletown
$995,000
3 Beds ⋅ 4 Baths ⋅ LC26157185 MLS ⋅ Active Status
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). 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
$445,000
4 Beds ⋅ 2 Baths ⋅ LC26154690 MLS ⋅ Active Status
Welcome to your own slice of country living south of Middletown offering easy access to Napa and Sonoma counties. Tucked among the trees in a peaceful rural setting on a large 0.61 parcel, this beautifully remodeled 4-bedroom, 2-bath home offers space to breathe, room to roam, and the quiet lifestyle Lake County is known for. Inside, you'll find a bright and comfortable, newly upgraded stylish interior. The great room includes a spacious new kitchen featuring abundant cabinetry, ample granite counter space, new appliances, and a large island that naturally brings everyone together. The open living area with striking luxury flooring throughout, flows out to enjoy one of the property's best features—a large full length covered deck overlooking the surrounding trees and a nearby pond. It's the perfect spot to enjoy your morning coffee, watch the deer wander by, or unwind at the end of the day while taking in the peaceful surroundings. The spacious master suite has twin walk-in wood-lined closets and twin sinks with room for a desk if needed. The generous property offers a sense of privacy and openness that's hard to find, while still being conveniently located just minutes from downtown Middletown. With easy access to Highway 29, commuting over Mt. St. Helena is a breeze, making this an ideal location for those seeking a balance between country living and everyday convenience. Additional features include a new long-life TPO roof, low-maintenance vinyl siding and lots of parking as well as a private spring water source serving the home that provides water all year round without cost. If you're looking for a completely upgraded turnkey property, without any maintenance concerns for a good long while, where nature, privacy, and comfort come together, this Middletown retreat is ready to welcome you home. Be sure to check out the virtual tour.

15305 Western Mine Road, Middletown
$178,000
LC26153420 MLS ⋅ Active Status
Ready to Build on Nearly an Acre in Beautiful Middletown, Lake County! Build your dream home on this exceptional nearly one-acre, level parcel located in the charming town of Middletown, Lake County, surrounded by quality newer homes. With valuable improvements already completed, this property is truly ready for your vision. The well is already installed, the public sewer connection has been paid (a $7,500 value), survey markers are in place, and electricity is available at the property with the power pole already installed—saving you time and expense as you prepare to build. Situated just outside of town, this beautiful property offers nearly 360-degree panoramic views of the surrounding mountains, rolling hills, and countryside while providing the peace and privacy of country living. Bring your house plans and create the custom home you've always envisioned in one of Middletown's most desirable areas. The well is 40 feet deep with an 8-inch casing and produces approximately 4.5 gallons per minute. A current well production test from September 2024 is available for review. Don't miss this rare opportunity to own a build-ready homesite with outstanding views, existing utilities, and an ideal location just minutes from shopping, dining, schools, wineries, and outdoor recreation.

20781 Santa Clara, Middletown
$350,000
LC26150510 MLS ⋅ Active Status
PRIME MIDDLETOWN COMMERCIAL BUILDING! Own a prime piece of downtown Middletown with this C2-zoned commercial property located on the town's main street in the heart of the retail and business district. Offering outstanding visibility and a wide range of potential uses—including retail, professional offices, personal services, restaurants, and more (buyer to verify permitted uses with Lake County)—this is an exceptional opportunity to invest in one of Middletown's most desirable commercial locations. Renovations are already underway, giving the next owner a head start in creating your ideal commercial space. Improvements include updated electrical for recessed lighting, an ADA-accessible restroom, a private office, and a framed conference room with electrical already in place. The layout features a welcoming reception area at the front, an office & conference room & bathroom in the middle, while the rear offers a kitchen with cabinetry, sink, laundry hookups, and a potential additional room ready for expansion or customization. Owned solar helps reduce operating costs. The flexible floor plan offers outstanding potential, including the opportunity to build out a small apartment (subject to approvals) and create separate income-producing space. With much of the framing already completed, it's easy to tailor the layout to your specific needs. A rare basement provides valuable storage, while the large street-to-street lot offers access from both sides, a covered fenced courtyard, and a spacious level rear parking area. Whether you're launching a new business, expanding an existing one, or investing in a property with long-term potential, this premier downtown location provides the flexibility and opportunity to bring your vision to life.

21136 Calistoga Road, Middletown
$125,000
LC26149602 MLS ⋅ Active Status
Prime Development Opportunity in Downtown Middletown! Unlock the potential of this exceptional property in the heart of sought-after Middletown, South Lake County! Zoned R3, this parcel offers endless possibilities for multi-family or apartment development in a highly desirable location. Key features include: Water meter already in place and paid for, saving you time and money. With R3 zoning, you can create multiple units, an apartment complex, or other high-demand housing solutions in this growing community. Don’t miss this rare chance to develop in a thriving area.

21265 Bush Street, Middletown
$335,000
LC26140725 MLS ⋅ Active Status
Welcome to 21187 Buckeye Court, situated in the beautiful Rim Rock Ranch Estates! This property features over 24 acres of diverse land with breathtaking views. The peak rises to an elevation of almost 1650 feet, offering panoramic views of Jerusalem and Coyote Valleys, as well as the stunning Rim Rock cliffs. The property already has a well, making it ideal for building your dream home site. When you are the top of this property you'll feel like you are away from everything... you can breathe and just soak in the wonderful clean air and stunning vistas...Yet, you are close to everything - it is truly a very special place... Bordered by the eastern boundary of the development and connected to a wildlife corridor, this property offers a variety of potential home sites, including space for a vineyard or olive orchard. Just minutes away from amazing wineries, outdoor activities, Lake, and wonderful restaurants, this community is sure to impress. Come and take a tour of this wonderful place!

21187 Buckeye Court, Middletown
$175,000
2 Beds ⋅ 2 Baths ⋅ LC26144589 MLS ⋅ Active Status
Bring your vision and create the country property you've been dreaming of. Tucked away down a quiet country lane just south of Middletown, this level one-acre parcel offers a peaceful setting surrounded by mature trees and plenty of room to start fresh. The existing single-wide mobile home with a stick-built addition sustained significant damage when a tree fell through the structure and is considered beyond repair. The improvements will need to be removed, creating an ideal opportunity for a new home or manufactured home. Since the existing home is not on a permanent 433A foundation, the removal process may be more straightforward. The property does not have a well, but a 2,500-gallon water storage tank and water transport trailer are included, providing a practical water solution while you plan your next steps. If you're looking for a quiet rural location with the chance to build new rather than remodel, this one-acre property offers a great starting point in a desirable area just minutes from Middletown.

22830 Shady Grove Road, Middletown
$5,900
LC26140482 MLS ⋅ Active Status
Where once stood a small family cabin and though currently over-grown, hidden beneath the brush are concrete stairs and a dirt driveway to the original building pad. The lot is adjacent to over a 55 acre property in the rear. Great location just behind Loch Lomond Pool and restaurant, and only a few minutes drive to the grocery store, coffee shop and Cobb Mtn Pizza. Loch Lomond is approx. a 2 hour drive to both San Francisco and Sacramento, perfect for a weekend retreat or for full time living. Priced to sell. Make an offer today.

12548 Observation Road, Middletown
$660,000
3 Beds ⋅ 2 Baths ⋅ LC26132490 MLS ⋅ Active Status
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
$599,000
3 Beds ⋅ 2 Baths ⋅ LC26129398 MLS ⋅ Active Status
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
$1,250,000
3 Beds ⋅ 1 Baths ⋅ LC26109527 MLS ⋅ Active Status
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
Start Your Search

Based on information from California Regional Multiple Listing Service, Inc. as of . This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent.