Middletown, CA Homes

• 

  

  

  /43

  $350,000

  • Land
  • 41.88 Acres
  • $8,357 per Acre

  11640 Dry Creek Rd, Middletown, CA 95461

  Mountain Paradise with Seller Financing Opportunity! Escape to a breathtaking 42-acre mountain retreat southwest of Middletown! This secluded haven offers stunning views of Mt. St. Helena and borders BLM land on two sides for ultimate privacy. The 720 sf main residence features an open-concept floor plan with modern updates, including plank flooring, new windows, and a sleek kitchen. A

  

  Trista Fossa

  W Real Estate

  (707) 347-3849

  11640 Dry Creek Rd, Middletown, CA 95461
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  /21

  $1,795 per month

  • 2 Beds
  • 1 Bath
  • 830 Sq Ft
  • Apartment for Rent

  15692 Armstrong St, Middletown, CA 95461

  15692 Armstrong. Fully remodeled to perfection. Located close to shopping, post office and picturesque downtown Middletown. Enjoy all the charm of living in small town America. Easy to commute to Calistoga or Napa. Close to wineries, senior center, park, library, restaurants and local entertainment. Featuring 2 spacious bedrooms and 1 bath ensuring ample space for comfortable living. On site

  Lorrie McMurray RE/MAX Gold Lake County

  15692 Armstrong St, Middletown, CA 95461
• 

  $1,180,000 Sold Oct 01, 2025

  • 2,467 Sq Ft
  • $478/SF
  • 93 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2003

  18984 Grange Rd, Middletown, CA 95461

  Space, comfort, and sustainability converge on this stunning 21-acre AG-zoned property. The 2,476 sf, 4 bed, 2.5 bath home built in 2003 is thoughtfully upgraded and surrounded by hay fields, vineyards, and mountain viewsjust a mile from Hwy 29. A Vermont Castings wood stove warms the inviting living room. The kitchen features a walk-in pantry, double ovens, and flows to a spacious dining area.

  Faylen Silva RE/MAX Gold Hidden Valley

  18984 Grange Rd, Middletown, CA 95461
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  /51

  Est $406,715 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft

  24003 Hilderbrand Rd, Middletown, CA 95461

  24003 Hilderbrand Rd, Middletown, CA 95461
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  /24

  $295,000

  • 2 Beds
  • 1 Bath
  • 1,120 Sq Ft

  17097 Dogwood Way, Middletown, CA 95461

  Escape to your secluded getaway in desirable Whispering Pines, where towering trees and crisp mountain air create that Tahoe-like feel just minutes from town. This charming 2-bedroom, 1-bath home with a bonus room sits on .87 acres across three parcels17080 Dogwood Way, 17091 Dogwood Way, and 10358 Brookside Driveoffering space, privacy, and potential. Built in 1962, the 1,120 sq ft home features

  

  Trista Fossa

  W Real Estate

  (707) 895-5427

  17097 Dogwood Way, Middletown, CA 95461
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  /62

  $500,000 Sold Sep 22, 2025

  • 1,780 Sq Ft
  • $281/SF
  • 92 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 2017

  9474 Rockys Rd, Middletown, CA 95461

  PRIVATE & SERENE 4.66 AC COBB MOUNTAIN RETREAT – Discover your ideal mountain getaway in this turnkey, custom-built home perched atop Cobb Mountain. Breathe in fresh mountain air and relax to the soothing sounds of nature from the wrap-around porch overlooking the scenic hillside. This single-owner home, on the market for the first time, reflects pride of ownership throughout. Designed with

  Shannon Williams RE/MAX Gold Lake County

  9474 Rockys Rd, Middletown, CA 95461
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  /39

  Est $380,271 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,188 Sq Ft

  21065 Barnes St, Middletown, CA 95461

  21065 Barnes St, Middletown, CA 95461
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  /38

  $365,000

  • 4 Beds
  • 3 Baths
  • 3,010 Sq Ft

  11575 Loch Lomond Rd, Middletown, CA 95461

  LIVE/WORK COUNTRY HOME 1500 SF STUDIO SPACE - Vaulted Ceiling and Natural Oak Flooring! The main level offers 1,500 square feet of open-concept design with vaulted ceilings, hardwood floors, and a wood-burning stove — ideal for a yoga or dance studio, music space, art gallery, or gathering room. A Creative Sanctuary in a Garden Setting Surrounded by towering black oaks and bordering 20 acres of

  'Pi' Kimberly Stryker Timothy Toye and Associates

  11575 Loch Lomond Rd, Middletown, CA 95461
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  /29

  $345,000 Sold Sep 18, 2025

  • 1,450 Sq Ft
  • $238/SF

  • 3 Beds
  • 2.5 Baths
  • Built 2016

  20861 Santa Rosa Ave, Middletown, CA 95461

  Charming 3 Bed, 2 Bath Home on Half an Acre – Fully Fenced with Detached GarageSet on a flat and usable 0.52-acre lot, this 1,450 sq ft home offers space, comfort, and convenience with room for animals, gardening, or simply enjoying the outdoors. The property is fully fenced and features a detached 2-car garage, offering ample storage and parking space.Inside, you’ll find 3

  Jennifer Wall RE/MAX Gold Lake County

  20861 Santa Rosa Ave, Middletown, CA 95461
• 

  Est $255,675 Not Listed For Sale

  • 2 Beds
  • 1,215 Sq Ft

  17108 Dogwood Way, Middletown, CA 95461

  17108 Dogwood Way, Middletown, CA 95461
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  /43

  $675,000

  • 6 Beds
  • 5.5 Baths
  • 2,490 Sq Ft

  24019 Hilderbrand Dr, Middletown, CA 95461

  Country Home with additional Thriving Bed & Breakfast Income or Idyllic Family Retreat – Private Creekside Oasis with Cabins on an Acre Plus! For more than twenty-five years this enchanting property has operated as a successful bed and breakfast, welcoming a loyal clientele who return time and again for consistent and substantial income. Set on an acre plus of landscaped gardens, fruit trees,

  'Pi' Kimberly Stryker Timothy Toye and Associates

  24019 Hilderbrand Dr, Middletown, CA 95461
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  /32

  $350,000 Sold Sep 12, 2025

  • 996 Sq Ft
  • $351/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2018

  20967 Saint Stephens Ave, Middletown, CA 95461

  20967 Saint Stephen’s Ave, Middletown, CA 954613 Beds | 2 Baths | 996 Sq Ft | Just Under 1 AcreThis 2018 modular home on a certified permanent foundation offers comfort, flexibility, and future potential—ideal for investors or small families looking for space to grow.Inside, you’ll find granite kitchen countertops, a breakfast bar, and a bright, functional layout. French doors

  Eric Sory Safer Properties

  20967 Saint Stephens Ave, Middletown, CA 95461
• 

  Est $460,615 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,223 Sq Ft

  19865 Foard Rd, Middletown, CA 95461

  19865 Foard Rd, Middletown, CA 95461
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  /52

  $499,000

  • 3 Beds
  • 1.5 Baths
  • 1,186 Sq Ft

  11415 Seigler Springs North Rd, Middletown, CA 95461

  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 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

  Clinton Heise Clinton Heise, Real Estate Bro

  11415 Seigler Springs North Rd, Middletown, CA 95461
• 

  $1,245,000 Sold Sep 12, 2025

  • 3,841 Sq Ft
  • $324/SF
  • 595 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1987

  21833 Sheveland Rd, Middletown, CA 95461

  Hoodoo Creek Ranch! Spectacular vineyard and ranch property, 106+ Acres with nearly 30 acres planted to Cabernet, Cab Franc, Old Vine Zin (85 years old) and Sauvignon Blanc under contract. 2 homes on the property, main home built in 1987 approximately 4000 sq.ft 2nd home is the original farmhouse built circa 1930. Large equipment barn, walnut orchard, 3 ponds! Main pond is 40+/- Acre feet, 2nd

  Marie Clay Coldwell Banker Realty

  21833 Sheveland Rd, Middletown, CA 95461
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  /28

  Est $424,131 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,125 Sq Ft

  16056 Wardlaw St, Middletown, CA 95461

  16056 Wardlaw St, Middletown, CA 95461
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  /14

  $489,000

  • 2 Beds
  • 2 Baths
  • 1,456 Sq Ft

  21602 My Way, Middletown, CA 95461

  Home on 5.47 acres with views. Home does not have power at the present time and property must be sold with nearby 40 acre property. MLS#325075699 Showings only when listing agent is present. Both properties for $489K.

  Matt Eshoo Pacific Alliance Real Estate

  21602 My Way, Middletown, CA 95461
• 

  $125,000 Sold Sep 04, 2025

  • Land
  • 20.76 Acres
  • $6,021 per Acre

  • 78 Days On Market

  12125 Dry Creek Rd, Middletown, CA 95461

  Escape to your own private oasis with this stunning 20-acre land lot, offering breathtaking views of mountains, hills, and lush trees. Perched 2600 feet above the valley, this property is a true nature lover's paradise and an ideal hunting spot for outdoor enthusiasts, making it perfect for off-grid living. **Property Highlights:** *Size:* Approximately 20 acres. *Scenic Views:* Panoramic views

  Yvette Sloan NextHome Experiences

  12125 Dry Creek Rd, Middletown, CA 95461
• 

  Est $557,000 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  22066 Jerusalem Grade, Middletown, CA 95461

  22066 Jerusalem Grade, Middletown, CA 95461
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  /40

  $669,000

  • 3 Beds
  • 2 Baths
  • 1,890 Sq Ft

  20511 Santa Barbara Ave, Middletown, CA 95461

  **Charming Country Ranchette Awaits!** Welcome to your country retreat, where peaceful ranch-style living meets modern comfort! Tucked away at the end of a serene lane on the outskirts of Middletown, this delightful ranchette spans over 1.5 acres and is perfect for horse lovers and animal enthusiasts alike. This inviting **3-bedroom, 2-bathroom** craftsman-style home has been thoughtfully

  Yvette Sloan NextHome Experiences

  20511 Santa Barbara Ave, Middletown, CA 95461
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  /41

  $600,000 Sold Aug 01, 2025

  • 2,309 Sq Ft
  • $260/SF
  • 11 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1969

  20865 Napa Ave, Middletown, CA 95461

  Charming Spanish-Style Dual Homes on 1.76 Level Acres with 1,200 Sq Ft ShopDiscover a rare opportunity to own two beautifully crafted Spanish-style homes nestled on a sprawling 1.76-acre level lot. Perfectly suited for multi-generational living, rental income, or a private retreat, this unique property combines timeless architecture with modern functionality.The main residence

  Sandy Tucker NextHome in the Valley

  20865 Napa Ave, Middletown, CA 95461
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  /5

  Est $433,770 Not Listed For Sale

  • 3 Beds
  • 5 Baths
  • 1,300 Sq Ft

  12010 Shenandoah Rd, Middletown, CA 95461

  12010 Shenandoah Rd, Middletown, CA 95461
• 

  

  /42

  $725,000

  • 3 Beds
  • 1.5 Baths
  • 1,472 Sq Ft

  10850 Seigler Canyon Rd, Middletown, CA 95461

  Tranquil 29 Acre Ranch Retreat with Stunning Views. This tasteful designer home offers comfortable Ranch living at its finest with 3 Large bedrooms and 1 1/2 baths. Beautifully remodeled kitchen with quartz countertops, new appliances, and recessed lighting. Large family room with cozy fireplace. Private setting with no neighbors in sight. Pristine pasture ready for livestock. Property is mostly

  Elisabeth Cruz Pivniska Real Estate Group

  10850 Seigler Canyon Rd, Middletown, CA 95461
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  /11

  $42,000 Sold Jul 17, 2025

  • Land
  • 1.18 Acres
  • $35,593 per Acre

  • 7 Days On Market

  11960 Loch Lomond Rd, Middletown, CA 95461

  Over a half acre Fenced with Views for Miles. Electric on site and a Paved driveway. Plenty of parking for your RV or toys. Just needs your home built or placed on the already flat area. Plus location, location, location.

  Colleen Zimmerman Realty Executives Of Northern California

  11960 Loch Lomond Rd, Middletown, CA 95461
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  /27

  Est $200,000 Not Listed For Sale

  15286 Bonita Vista St, Middletown, CA 95461

  15286 Bonita Vista St, Middletown, CA 95461
• 

  

  /42

  $525,000

  • 1.5 Baths
  • 384 Sq Ft

  17277 Butts Canyon Rd, Middletown, CA 95461

  This serene over 10-acre parcel is less than 2 miles from Middletown. The land offers open meadows, an olive orchard, beautiful oaks and far away mountain views. The permitted infrastructure includes an installed four-bedroom septic system, a high producing well, owned solar, 200 AMP electrical service, and propane. Permits are also complete for the comfortable cabin and a spacious barn. The

  Laura Richards Coldwell Banker Realty

  17277 Butts Canyon Rd, Middletown, CA 95461
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  /61

  $720,000 Sold Jul 11, 2025

  • 2,853 Sq Ft
  • $252/SF
  • 336 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1997

  14452 Dry Creek Rd, Middletown, CA 95461

  Discover a fantastic opportunity with this multi-unit property set on over 16 acres in a serene, private setting in Middletown, CA. The main residence offers 1,805 square feet of living space, featuring 2 bedrooms and 2 full bathrooms. The open floor plan includes a living room with a pellet stove, a dining area, and a kitchen, plus a large family room with a wood stove. Gorgeous open-beamed

  Yvette Sloan NextHome Experiences

  14452 Dry Creek Rd, Middletown, CA 95461
• 

  

  /10

  Est $120,000 Not Listed For Sale

  21545 Dry Creek Rd, Middletown, CA 95461

  21545 Dry Creek Rd, Middletown, CA 95461
• 

  

  /56

  $499,000

  • 4 Beds
  • 3 Baths
  • 1,900 Sq Ft

  14410 Big Canyon Rd, Middletown, CA 95461

  SELLER FINANCING AVAILABLE Imagine owning a property with the natural beauty of a National Forrest and Creeck frontage. This stunning architect-designed home, situated on 81 rugged acres in Middletown, offers a perfect blend of modern design and natural beauty. Built in 2018, the home features four spacious bedrooms and three bathrooms, open concept kitchen with top of the line stainless

  Mara Eichelmann Sotheby's International Realty

  14410 Big Canyon Rd, Middletown, CA 95461
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  /38

  $300,000 Sold Jul 08, 2025

  • 2,156 Sq Ft
  • $139/SF
  • 379 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1960

  23526 Mirabel Rd, Middletown, CA 95461

  Just south of Middletown lies a property with tremendous potential! Great location with easy access to Napa and Sonoma County. Room for horses, country setting yet close to town, and easy commute over the "hill." The home could be split into 2 units or kept as is with many possibilities. Downstairs is a living room with a classic rock fireplace with insert, living room walls are cedar, 3

  Kathryn Evans Evans Realty

  23526 Mirabel Rd, Middletown, CA 95461
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  /53

  Est $546,776 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,808 Sq Ft

  21370 Valley Oak Dr, Middletown, CA 95461

  21370 Valley Oak Dr, Middletown, CA 95461
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  /45

  $680,000

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft

  15350 Mustang Ct, Middletown, CA 95461

  Beautiful custom built home offering a 3 bedroom 2 bath home situated just a few minutes away from down town is ready for you to move in. As you enjoy the outdoor and indoor entertainment, including a water fountain feature that greets you at the front door. A new automatic beautiful gate for more privacy. This home offers, an open space living, kitchen combo with granite counter tops, gas stove

  Ana Flores Golden Gate Sotheby's

  15350 Mustang Ct, Middletown, CA 95461
• 

  $360,000 Sold Jun 30, 2025

  • 1,782 Sq Ft
  • $202/SF
  • 288 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2002

  12335 Seigler Canyon Rd, Middletown, CA 95461

  Sitting on gorgeous acreage this home has been lovingly remodeled with attention to every detail. Features include updated kitchen with stamped metal backsplash, open shelving, and newer gas range. Luxury vinyl plank flooring throughout gives the home a seem less hardwood look and feel with more durability. Approximately one acre of the yard is fenced garden area providing many spots to enjoy the

  Tama Prokopowich NextHome Experiences

  12335 Seigler Canyon Rd, Middletown, CA 95461
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  /35

  Est $527,570 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,714 Sq Ft

  15893 Young St, Middletown, CA 95461

  15893 Young St, Middletown, CA 95461
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  /51

  $529,000

  • 3 Beds
  • 2.5 Baths
  • 2,050 Sq Ft

  21425 Valley Oak Dr, Middletown, CA 95461

  Custom-Built 3 Bed, 2.5 Bath Home in Premier Middletown Neighborhood. This commuter-friendly, custom-built stucco home is the perfect blend of warmth, elegance, and functionality, nestled in Middletown’s most desirable neighborhood, free from associations with fees and road congestion during high-flow traffic times, where homes rarely come on the market. From its thoughtful design to its

  Jennifer Wall RE/MAX Gold Lake County

  21425 Valley Oak Dr, Middletown, CA 95461
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  /14

  $90,000 Sold Jun 25, 2025

  • Land
  • 1.01 Acres
  • $89,109 per Acre

  • 3 Days On Market

  20634 Santa Cruz Ave, Middletown, CA 95461

  Prime Development Opportunity with Expansive Views – Build Your Vision! Located in a growing area of homes on 1+ acre lots, this spacious vacant parcel offers an incredible opportunity to create your dream property or develop multiple homes. Zoned SR (Suburban Residential), the land provides flexibility for a wide range of uses, including a primary residence, guest house, barn, crop farming, or

  Shannon Williams RE/MAX Gold Lake County

  20634 Santa Cruz Ave, Middletown, CA 95461
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  /5

  Est $96,319 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft

  10332 Pinewood Way, Middletown, CA 95461

  10332 Pinewood Way, Middletown, CA 95461
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  /59

  $789,900

  • 4 Beds
  • 3.5 Baths
  • 3,114 Sq Ft

  15625 June Bug Dr, Middletown, CA 95461

  Sprawling across 6.9 beautiful acres in the heart of Lake County, this stunning 4-bedroom, 3-bath plus den home offers over 3114 square feet of single-level living, combining luxury, comfort, and thoughtful functionality. Surrounded by breathtaking views and peaceful natural beauty, the home is enhanced by low-maintenance landscaping and hardscaping, offering a perfect balance of serenity and

  Yvette Sloan NextHome Experiences

  15625 June Bug Dr, Middletown, CA 95461
• 

  

  /12

  $90,000 Sold Jun 25, 2025

  • Land
  • 0.87 Acre
  • $103,448 per Acre

  • 3 Days On Market

  15075 Poppy Ln, Middletown, CA 95461

  Prime Development Opportunity with Expansive Views – Build Your Vision! Located in a growing area of homes on 1+ acre lots, this spacious vacant parcel offers an incredible opportunity to create your dream property or develop multiple homes. Zoned SR (Suburban Residential), the land provides flexibility for a wide range of uses, including a primary residence, guest house, barn, crop farming, or

  Shannon Williams RE/MAX Gold Lake County

  15075 Poppy Ln, Middletown, CA 95461
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  /38

  Est $507,291 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,187 Sq Ft

  15873 Armstrong St, Middletown, CA 95461

  15873 Armstrong St, Middletown, CA 95461

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