Middletown, CA Homes

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  /60

  $629,000

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft

  14986 Western Mine Rd, Middletown, CA 95461

  Welcome to your peaceful escape just 1/2 mile from Hwy 29. This private 3bedroom 2 bath offers comfort and privacy. New wood floors throughout house with carpeting in bedrooms, open floor plan with large kitchen, Corian counters, custom pull-out cabinets and a spacious dining room and living room. Exterior of property features a concrete patio wrapping the front and sides of the home with

  

  Cynthia Smith

  RE/MAX Gold Lake County

  (707) 875-6532

  14986 Western Mine Rd, Middletown, CA 95461
• 

  $685,000 Sold Nov 04, 2025

  11150 van Dorn Reservoir Rd, Middletown, CA 95461

  • 3 Beds
  • 3.5 Baths
  • 2,510 Sq Ft
  • Built 2018

  Last Sold Summary

  • $273/SF
  • 205 Days On Market

  Last Listing Agent Mara Eichelmann Sotheby's International Realty

  

  11150 van Dorn Reservoir Rd, Middletown, CA 95461
• 

  Est $369,341 Not Listed For Sale

  24003 Hilderbrand Rd, Middletown, CA 95461

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • Built 1998

  24003 Hilderbrand Rd, Middletown, CA 95461

  Last Sold Summary

  • 6% Below List Price
  • $394/SF
  • 6 Days On Market

  Last Sold Price $394,000

  Last Listing Agent Victoria Gindele Navigate Real Estate
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  /2

  $79,500

  • Land
  • 0.17 Acre
  • $467,647 per Acre

  21165 State Highway 175, Middletown, CA 95461

  Nice buildable lot in downtown Middletown.

  

  Tony Pereira

  RE/MAX Gold Calistoga

  (707) 356-3861

  21165 State Highway 175, Middletown, CA 95461
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  $600,000 Sold Aug 01, 2025

  20865 Napa Ave, Middletown, CA 95461

  • 4 Beds
  • 3.5 Baths
  • 2,309 Sq Ft
  • Built 1969

  Last Sold Summary

  • $260/SF
  • 11 Days On Market

  Current Estimated Value $582,704

  Last Listing Agent Sandy Tucker NextHome in the Valley

  20865 Napa Ave, Middletown, CA 95461
• 

  Est $345,083 Not Listed For Sale

  21065 Barnes St, Middletown, CA 95461

  • 2 Beds
  • 2 Baths
  • 1,188 Sq Ft
  • Built 2015

  21065 Barnes St, Middletown, CA 95461

  Last Sold Summary

  • 3% Below List Price
  • $299/SF
  • 45 Days On Market

  Last Sold Price $355,000

  Last Listing Agent Shannon Williams RE/MAX
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  /52

  $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 Middletown’s most desirable neighborhood. Owned solar system resulted in no PG&E charges in 2025, with $0 in TrueUp fees. The Middletown location offers the added benefit of lower water and recycle/waste rates, as compared to some neighboring communities, as well as no monthly HOA fee. For commuters to the south, this home’s location on the edge of Lake County

  

  Jennifer Wall

  RE/MAX Gold Lake County

  (707) 377-3737

  21425 Valley Oak Dr, Middletown, CA 95461
• 

  $143,750 Sold Feb 27, 2026

  15635 Big Canyon Rd, Middletown, CA 95461

  • Land
  • 142.59 Acres
  • $1,008 per Acre

  Last Sold Summary

  • 30% Below List Price
  • 579 Days On Market

  Last Listing Agent Jessica Elliott Timothy Toye and Associates

  15635 Big Canyon Rd, Middletown, CA 95461
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  Est $439,453 Not Listed For Sale

  19865 Foard Rd, Middletown, CA 95461

  • 3 Beds
  • 2 Baths
  • 1,223 Sq Ft
  • Built 2004

  

  19865 Foard Rd, Middletown, CA 95461

  Last Sold Summary

  • 2% Below List Price
  • $367/SF
  • 46 Days On Market

  Last Sold Price $449,000

  Last Listing Agent Shannon Williams RE/MAX Gold
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  /25

  $269,000

  • 2 Beds
  • 1 Bath
  • 1,120 Sq Ft

  17097 Dogwood Way, Middletown, CA 95461

  Private Whispering Pines Retreat on Nearly an Acre – Cobb, CA Escape to your own secluded getaway in the desirable Whispering Pines neighborhood of Cobb, where the towering trees and crisp mountain air create that Tahoe-like atmosphere just a short drive from town. This charming two-bedroom, one-bath home with a bonus room that could easily serve as a third bedroom sits on .87 acres across three

  

  Trista Fossa

  W Real Estate

  (707) 895-5427

  17097 Dogwood Way, Middletown, CA 95461
• 

  $90,000 Sold Jun 25, 2025

  20634 Santa Cruz Ave, Middletown, CA 95461

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

  Last Sold Summary

  • 9% Below List Price
  • 3 Days On Market

  Current Estimated Value $114,333

  Last Listing Agent Shannon Williams RE/MAX Gold Lake County

  20634 Santa Cruz Ave, Middletown, CA 95461
• 

  Est $375,739 Not Listed For Sale

  16056 Wardlaw St, Middletown, CA 95461

  • 3 Beds
  • 2 Baths
  • 1,125 Sq Ft
  • Built 2016

  16056 Wardlaw St, Middletown, CA 95461

  Last Sold Summary

  • 6% Below List Price
  • $356/SF
  • 147 Days On Market

  Last Sold Price $399,999

  Last Listing Agent Tama Prokopowich NextHome Experiences
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  /37

  $649,000

  • 3 Beds
  • 2 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 three 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

  'Pi' Kimberly Stryker Timothy Toye and Associates

  24019 Hilderbrand Dr, Middletown, CA 95461
• 

  $143,750 Sold Feb 27, 2026

  14700 Big Canyon Rd, Middletown, CA 95457

  • Land
  • 205.78 Acres
  • $699 per Acre

  Last Sold Summary

  • 42% Below List Price
  • 579 Days On Market

  Current Estimated Value $144,008

  Last Listing Agent Jessica Elliott Timothy Toye and Associates

  14700 Big Canyon Rd, Middletown, CA 95457
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  Est $477,000 Not Listed For Sale

  22066 Jerusalem Grade, Middletown, CA 95461

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1980

  

  22066 Jerusalem Grade, Middletown, CA 95461

  Last Sold Summary

  • 30% Below List Price
  • $564/SF
  • 126 Days On Market

  Last Sold Price $677,000

  Last Listing Agent Mark McDonald Inland Properties
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  /23

  $40,500

  • Land
  • 0.19 Acre
  • $213,158 per Acre

  11650 Anderson Springs Rd, Middletown, CA 95461

  Mountain Escape Near Wine Country – 0.19 Acres in Middletown, CA?? Peaceful 0.19-acre parcel in scenic Middletown, Lake County?? Located on Anderson Springs Rd in a wooded, gently sloping setting?? Approx. 1,360 ft elevation – cooler temps than valley areas?? Ideal for cabin, small home, or weekend getaway?? Surrounded by trees, natural brush, and quiet mountain

  Aisha Zulfiquar Triland Co

  11650 Anderson Springs Rd, Middletown, CA 95461
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  $125,000 Sold Sep 04, 2025

  12125 Dry Creek Rd, Middletown, CA 95461

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

  Last Sold Summary

  • 78 Days On Market

  Current Estimated Value $122,641

  Last Listing Agent Yvette Sloan NextHome Experiences

  

  12125 Dry Creek Rd, Middletown, CA 95461
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  Est $311,777 Not Listed For Sale

  21173 Highway 175, Middletown, CA 95461

  • 3 Beds
  • 2 Baths
  • 1,175 Sq Ft
  • Built 2017

  21173 Highway 175, Middletown, CA 95461

  Last Sold Summary

  • 3% Below List Price
  • $272/SF
  • 12 Days On Market

  Last Sold Price $320,000

  Last Listing Agent Kaitlin Romine Timothy Toye and Associates
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  /52

  $450,000

  • 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
• 

  $452,000 Sold Nov 25, 2025

  14410 Big Canyon Rd, Middletown, CA 95461

  • 4 Beds
  • 3 Baths
  • 1,900 Sq Ft
  • Built 2018

  Last Sold Summary

  • 9% Below List Price
  • $238/SF
  • 154 Days On Market

  Current Estimated Value $470,500

  Last Listing Agent Mara Eichelmann Sotheby's International Realty

  14410 Big Canyon Rd, Middletown, CA 95461
• 

  Est $397,125 Not Listed For Sale

  12010 Shenandoah Rd, Middletown, CA 95461

  • 3 Beds
  • 5 Baths
  • 1,300 Sq Ft
  • Built 2018

  12010 Shenandoah Rd, Middletown, CA 95461

  Last Sold Summary

  • 4% Below List Price
  • $319/SF

  Last Sold Price $415,000

  Last Listing Agent Timothy Toye Timothy Toye and Associates
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  /70

  $735,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 2,475 Sq Ft

  11081 van Dorn Reservoir Rd Unit 1, Middletown, CA 95461

  Welcome to this unique creek-side home in Anderson Springs! Iconic architectural design meets contemporary style and modern amenities in this truly stunning creek-side retreat. Built in 2021, this exceptional 3-bedroom, 2-bath home offers 2,475 square feet of thoughtfully designed living space on over 3.6 private acres, featuring hundreds of feet of creek frontage and a tranquil waterfall right

  Erica Bergstrom Navigate Real Estate

  

  11081 van Dorn Reservoir Rd Unit 1, Middletown, CA 95461
• 

  $255,000 Sold Nov 21, 2025

  21088 Santa Clara Rd, Middletown, CA 95461

  • 3 Beds
  • 2.5 Baths
  • 1,344 Sq Ft
  • Built 2004

  Last Sold Summary

  • 12% Below List Price
  • $190/SF
  • 20 Days On Market

  Current Estimated Value $268,476

  Last Listing Agent Candelaria Alanis RE/MAX Gold Lake County

  21088 Santa Clara Rd, Middletown, CA 95461
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  Est $162,000 Not Listed For Sale

  15286 Bonita Vista St, Middletown, CA 95461

  15286 Bonita Vista St, Middletown, CA 95461

  Last Sold Summary

  • 15% Below List Price
  • 130 Days On Market

  Last Sold Price $190,000

  Last Listing Agent Shannon Williams RE/MAX
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  /38

  $575,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,264 Sq Ft

  21264 Santa Clara Rd, Middletown, CA 95461

  Middletown Custom Home - Sophisticated home on private .34 acre lot in prime Middletown location backing up to open space combines idyllic country living with high quality amenities. Inside discover cathedral ceilings, plush carpet, rich hardwood floors, custom cherry cabinetry, beautiful tile, granite counters, gas fireplace, built-in bookshelves, stainless steel appliances, solid wood interior

  Shannon Williams RE/MAX Gold

  

  21264 Santa Clara Rd, Middletown, CA 95461
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  $180,000 Sold Oct 22, 2025

  15362 Bonita Vista St, Middletown, CA 95461

  • Land
  • 6.34 Acres
  • $28,391 per Acre

  Last Sold Summary

  • 188 Days On Market

  Current Estimated Value $175,886

  Last Listing Agent Melany Bryan Vanguard Properties

  

  15362 Bonita Vista St, Middletown, CA 95461
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  Est $494,619 Not Listed For Sale

  21370 Valley Oak Dr, Middletown, CA 95461

  • 4 Beds
  • 2 Baths
  • 1,808 Sq Ft
  • Built 2002

  21370 Valley Oak Dr, Middletown, CA 95461

  Last Sold Summary

  • 1% Below List Price
  • $277/SF
  • 4 Days On Market

  Last Sold Price $500,000

  Last Listing Agent Tiffany Peng RE/MAX
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  /21

  $575,000

  • 3 Beds
  • 2 Baths
  • 1,760 Sq Ft

  21060 Santa Clara Rd, Middletown, CA 95461

  PRIVATE OASIS IN MIDDLETOWN -The home features an open, sweeping floor plan with vaulted ceilings in the main living area, creating a bright and spacious feel. Enjoy cozy evenings by the propane fireplace. The upgraded kitchen boasts granite countertops, a large center island, and ample cabinetry—perfect for both everyday living and entertainingThis home offers 3 bedrooms and 2 bathrooms. The

  Kathey Crothers Century 21 Epic

  21060 Santa Clara Rd, Middletown, CA 95461
• 

  $464,000 Sold Jun 12, 2025

  15425 Graham St, Middletown, CA 95461

  • 3 Beds
  • 2.5 Baths
  • 1,513 Sq Ft
  • Built 2020

  Last Sold Summary

  • 12% Below List Price
  • $307/SF
  • 201 Days On Market

  Current Estimated Value $451,333

  Last Listing Agent Yvette Sloan NextHome Experiences

  15425 Graham St, Middletown, CA 95461
• 

  Est $120,392 Not Listed For Sale

  10332 Pinewood Way, Middletown, CA 95461

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft
  • Built 1956

  10332 Pinewood Way, Middletown, CA 95461

  Last Sold Summary

  • 27% Above List Price
  • $113/SF
  • 159 Days On Market

  Last Sold Price $95,000

  Last Listing Agent Jessica Elliott Timothy Toye and Associates
• 

  

  /73

  $735,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,475 Sq Ft

  11081 van Dorn Reservoir Rd, Middletown, CA 95461

  Welcome to this unique creek-side home in Anderson Springs!Iconic architectural design meets contemporary style and modern amenities in this truly stunning creek-side retreat. Built in 2021, this exceptional 3-bedroom, 2-bath home offers 2,475 square feet of thoughtfully designed living space on over 3.6 private acres, featuring hundreds of feet of creek frontage and a tranquil waterfall

  Erica Bergstrom Navigate Real Estate

  11081 van Dorn Reservoir Rd, Middletown, CA 95461
• 

  $1,180,000 Sold Oct 01, 2025

  18984 Grange Rd, Middletown, CA 95461

  • 4 Beds
  • 2.5 Baths
  • 2,467 Sq Ft
  • Built 2003

  Last Sold Summary

  • $478/SF
  • 93 Days On Market

  Current Estimated Value $1,147,815

  Last Listing Agent Faylen Silva RE/MAX Gold Hidden Valley

  

  18984 Grange Rd, Middletown, CA 95461
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  Not Listed For Sale

  20536 Santa Clara Ave, Middletown, CA 95461

  20536 Santa Clara Ave, Middletown, CA 95461

  Last Sold Summary

  • 55 Days On Market

  Last Sold Price $68,000

  Last Listing Agent Shannon Williams RE/MAX
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  /42

  $425,000

  • 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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  $595,000 Sold Feb 13, 2026

  21229 Santa Clara Rd, Middletown, CA 95461

  • 3 Beds
  • 2 Baths
  • 1,747 Sq Ft
  • Built 2002

  Last Sold Summary

  • 1% Below List Price
  • $341/SF
  • 5 Days On Market

  Current Estimated Value $587,696

  Last Listing Agent Jennifer Wall RE/MAX Gold Lake County

  21229 Santa Clara Rd, Middletown, CA 95461
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  Not Listed For Sale

  21283 State Highway 175 None, Middletown, CA 95461

  • 3 Beds
  • 2 Baths
  • 1,775 Sq Ft
  • Built 2024

  

  21283 State Highway 175 None, Middletown, CA 95461

  Last Sold Summary

  • $273/SF
  • 82 Days On Market

  Last Sold Price $485,000

  Last Listing Agent Paige Hotchkiss Luxe Places International Real
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  /10

  $249,000

  • Land
  • 2.24 Acres
  • $111,161 per Acre

  20825 Napa Ave, Middletown, CA 95461

  Exceptional opportunity to own a level 2.25± acre parcel in desirable Middletown. This usable property offers a blank canvas for your vision—whether building your dream home, creating a small ranch, or investing for the future. Previously utilized for livestock, the land is well-suited for agricultural or equestrian use. Utilities are conveniently available at the street, helping to streamline

  Sandy Tucker NextHome in the Valley

  20825 Napa Ave, Middletown, CA 95461
• 

  $910,000 Sold Apr 09, 2025

  23755 Oat Hill Rd, Middletown, CA 95461

  • 3 Beds
  • 2.5 Baths
  • 3,105 Sq Ft
  • Built 1995

  Last Sold Summary

  • 5% Below List Price
  • $293/SF
  • 120 Days On Market

  Current Estimated Value $888,240

  Last Listing Agent Cynthia Smith RE/MAX Gold Lake County

  23755 Oat Hill Rd, Middletown, CA 95461
• 

  Est $460,422 Not Listed For Sale

  15873 Armstrong St, Middletown, CA 95461

  • 2 Beds
  • 2 Baths
  • 1,187 Sq Ft
  • Built 1930

  15873 Armstrong St, Middletown, CA 95461

  Last Sold Summary

  • 18% Above List Price
  • $329/SF
  • 98 Days On Market

  Last Sold Price $390,000

  Last Listing Agent Julie Taylor Country Air Properties
• 

  

  /23

  $300,000

  • Land
  • 39.03 Acres
  • $7,686 per Acre

  19576 State Highway 175, Middletown, CA 95461

  Nearly 40 Acres Just Minutes From Middletown! Discover the perfect blend of privacy, usability, and natural beauty on this exceptional ~40-acre parcel located only five minutes outside of Middletown. With rolling terrain, expansive vistas, and two building sites already equipped with well, septic, and power, this property is ready for your vision. Gently level areas provide ideal spots for

  Shannon Williams RE/MAX Gold Lake County

  19576 State Highway 175, Middletown, CA 95461

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