Middletown, CA Homes

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  /58

  $575,000

  $24K PRICE DROP

  • 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 3 bedroom 2 bath offers comfort and location to privacy. New wood floors throughout house with carpeting in bedrooms. Open floor plan with large kitchen and custom pull-out cabinets. Corian counters thoughout kitchen and a spacious dining room and living room. Exterior of property features a concrete patio wrapping the front

  

  Cynthia Smith

  RE/MAX Gold Lake County

  

  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 $366,500

  Not Listed For Sale

  12335 Seigler Canyon Rd, Middletown, CA 95461

  • 3 Beds
  • 2 Baths
  • 1,782 Sq Ft
  • Built 2002

  12335 Seigler Canyon Rd, Middletown, CA 95461

  Last Sold Summary

  • 156 Days On Market
• 

  

  

  /29

  $410,000

  $39K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,957 Sq Ft

  20994 Highway 175, Middletown, CA 95461

  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

  

  Cynthia Smith

  RE/MAX Gold Lake County

  20994 Highway 175, Middletown, CA 95461
• 

  $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 $583,881

  Last Listing Agent Sandy Tucker NextHome in the Valley

  20865 Napa Ave, Middletown, CA 95461
• 

  Est $389,681

  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 Days On Market
• 

  

  /45

  $235,000

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 803 Sq Ft

  17337 Maple Shadows Dr, Middletown, CA 95461

  Charming Remodeled Cobb Cottage with Incredible Outdoor Living areas. Beautifully remodeled 2-bedroom, 1-bath cottage in the heart of Cobb, offering charm, functionality, and a convenient location for an easy commute to Napa or Sonoma. Inside, you'll find a stylish kitchen with stainless steel appliances, shiplap accent walls, durable laminate flooring throughout, and a cozy pellet stove that

  

  Jennifer Wall

  RE/MAX Gold Lake County

  17337 Maple Shadows 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 Luxe Places International Realty

  15635 Big Canyon Rd, Middletown, CA 95461
• 

  Est $368,004

  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

  • 45 Days On Market
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  /24

  $795,000

  • 8 Beds
  • 4 Baths
  • 3,320 Sq Ft

  15692 Armstrong St, Middletown, CA 95461

  Opportunity knocks at 15692 Armstrong—an exceptional investment opportunity featuring four fully rented, beautifully remodeled units in desirable Middletown, each offering approximately 830 square feet of comfortable living space. Built in 1979 and thoughtfully updated, every unit includes 2 bedrooms, 1 bath, a spacious great room, and a well-appointed kitchen, with two units enjoying the added

  

  Lorrie McMurray

  RE/MAX Gold Lake County

  15692 Armstrong St, 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 Luxe Places International Realty

  14700 Big Canyon Rd, Middletown, CA 95457
• 

  Est $424,773

  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

  • 46 Days On Market
• 

  

  /43

  $429,000

  $16K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,650 Sq Ft

  21272 Stewart St, Middletown, CA 95461

  Built in 2016 and ideally located in the heart of downtown Middletown, this turnkey single-level home offers approximately 1,650 sq ft of thoughtfully designed living space. Featuring 3 bedrooms, 2 bathrooms, and a spacious office, the layout blends comfort, functionality, and modern style. Step inside to an open floor plan with vaulted ceilings, laminate flooring, and an inviting electric

  

  Jenn Perez

  Pivniska Real Estate Group

  

  21272 Stewart St, Middletown, CA 95461
• 

  $320,000

  Sold Jul 01, 2026

  21129 Santa Clara Ave, Middletown, CA 95461

  • 3 Beds
  • 1.5 Baths
  • 1,457 Sq Ft
  • Built 1900

  Last Sold Summary

  • 4% Below List Price
  • $220/SF
  • 29 Days On Market

  Current Estimated Value $354,570

  Last Listing Agent Natalie Phillips Country Air Properties

  21129 Santa Clara Ave, Middletown, CA 95461
• 

  Est $371,704

  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

  • 147 Days On Market
• 

  

  /36

  $350,000

  • Land
  • 166.38 Acres
  • $2,104 per Acre

  14130 Big Canyon Rd, Middletown, CA 95461

  At the end of a gated private road, this exceptional 166-acre ranch presents a rare combination of privacy, productive improvements, and endless recreational opportunities, perfect for a recreational retreat or an inspired custom homesite. Dramatic topography delivers over 480 feet of elevation change across the property, producing sweeping panoramic views, a striking rock outcropping, and

  Will Simon California Outdoor Properties

  14130 Big Canyon Rd, Middletown, CA 95461
• 

  $705,000

  Sold Apr 16, 2026

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

  • 3 Beds
  • 2 Baths
  • 2,475 Sq Ft
  • Built 2021

  Last Sold Summary

  • 10% Below List Price
  • $285/SF
  • 111 Days On Market

  Current Estimated Value $708,852

  Last Listing Agent Erica Bergstrom Navigate Real Estate

  

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

  Est $640,000

  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

  • 126 Days On Market
• 

  

  /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. Power and sewer are conveniently available at the street, helping to

  Sandy Tucker NextHome in the Valley

  20825 Napa Ave, Middletown, CA 95461
• 

  $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 $123,645

  Last Listing Agent Yvette Sloan NextHome Experiences

  

  12125 Dry Creek Rd, Middletown, CA 95461
• 

  Est $51,021

  Not Listed For Sale

  17775 State Highway 175, Middletown, CA 95461

  17775 State Highway 175, Middletown, CA 95461

  Last Sold Summary

  • 13 Days On Market
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  /14

  $489,000

  • 3 Beds
  • 2 Baths
  • 1,507 Sq Ft

  21305 Stewart St, Middletown, CA 95461

  AMAZING LOCATION! Right in the heart of Middletown and just over the hill from Calistoga's Wine Country. This NEW BUILD! Has never been lived in and is just waiting for the perfect owner. 3 bedrooms and 2 bathrooms modern home with an open floor plan which is very nicely centered around the kitchen with custom counter tops and cabinets. New flooring, fresh paint. EVERYTHING is brand spanking new!

  August Schmitt August Schmitt Realty Solutions

  21305 Stewart St, Middletown, CA 95461
• 

  $570,000

  Sold Apr 24, 2026

  21264 Santa Clara Rd, Middletown, CA 95461

  • 3 Beds
  • 2.5 Baths
  • 2,264 Sq Ft
  • Built 2006

  Last Sold Summary

  • 1% Below List Price
  • $252/SF
  • 129 Days On Market

  Current Estimated Value $572,818

  Last Listing Agent Shannon Williams RE/MAX Gold

  

  21264 Santa Clara Rd, Middletown, CA 95461
• 

  Est $326,952

  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

  • 12 Days On Market
• 

  

  /52

  $315,000

  • 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 (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

  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 $463,000

  Last Listing Agent Mara Eichelmann Sotheby's International Realty

  14410 Big Canyon Rd, Middletown, CA 95461
• 

  Est $401,427

  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
• 

  

  /20

  $25,000

  • Land
  • 14,810 Sq Ft
  • $73,529 per Acre

  11541 Anderson Springs Rd, Middletown, CA 95461

  YOUR ANDERSON SPRINGS BLANK SLATE. This third of an acre of moderately sloped land in the Anderson Springs creek side community awaits your new vision. Walking distance to the community center and swimming hole, and only two minutes to the main road that either goes south to Middletown in five minutes, or North to Cobb Mountain also in about five minutes. Easy commute to Santa Rosa or Napa Valley

  Damon Schoeffler Timothy Toye and Associates

  11541 Anderson Springs Rd, 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 $350,275

  Last Listing Agent Candelaria Alanis RE/MAX Gold Lake County

  21088 Santa Clara Rd, Middletown, CA 95461
• 

  Est $463,239

  Not Listed For Sale

  15425 Graham St, Middletown, CA 95461

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

  15425 Graham St, Middletown, CA 95461

  Last Sold Summary

  • 201 Days On Market
• 

  

  /32

  $58,000

  • Land
  • 19,166 Sq Ft
  • $131,818 per Acre

  11180 Rose Anderson Rd, Middletown, CA 95461

  Great location for your dream home. Situated on a corner lot overlooking the recreation center and surrounding hills. Power available at the street and with a water connection already in place. Previously a developed parcel that has been cleans up after the fires, so perk test is already on file with the county. The topography is mainly level at the top of the parcel with downslope aspect toward

  Mara Eichelmann Sotheby's International Realty

  11180 Rose Anderson Rd, Middletown, CA 95461
• 

  $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 $176,366

  Last Listing Agent Melany Bryan Vanguard Properties

  

  15362 Bonita Vista St, Middletown, CA 95461
• 

  Est $508,371

  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

  • 4 Days On Market
• 

  

  /77

  $699,000

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

  20511 Santa Barbara Ave, Middletown, CA 95461

  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

  Bill Byrd Luxe Places International Real

  

  20511 Santa Barbara Ave, Middletown, CA 95461
• 

  $430,000

  Sold Apr 24, 2026

  12127 Mead Rd, Middletown, CA 95461

  • 3 Beds
  • 2 Baths
  • 1,260 Sq Ft
  • Built 2022

  Last Sold Summary

  • 4% Above List Price
  • $341/SF
  • 30 Days On Market

  Current Estimated Value $424,202

  Last Listing Agent Joseph Ivan Jr. Poppy Real Estate

  

  12127 Mead Rd, Middletown, CA 95461
• 

  Est $129,493

  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

  • 159 Days On Market
• 

  

  /68

  $1,250,000

  • 3 Beds
  • 1 Bath
  • 1,734 Sq Ft

  22550 Shady Grove Rd, Middletown, CA 95461

  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

  Yvette Sloan NextHome Experiences

  22550 Shady Grove Rd, Middletown, CA 95461
• 

  /2

  $1,050,000

  Sold May 26, 2026

  17205 Black Oak Hill Dr, Middletown, CA 95461

  • 3 Beds
  • 2 Baths
  • 2,448 Sq Ft
  • Built 2008

  Last Sold Summary

  • 6% Above List Price
  • $429/SF
  • 18 Days On Market

  Current Estimated Value $1,034,045

  Last Listing Agent Joe Velasco Coldwell Banker Realty

  17205 Black Oak Hill Dr, Middletown, CA 95461
• 

  Est $119,667

  Not Listed For Sale

  20634 Santa Cruz Ave, Middletown, CA 95461

  20634 Santa Cruz Ave, Middletown, CA 95461

  Last Sold Summary

  • 3 Days On Market
• 

  

  /43

  $660,000

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  20776 Napa Ave, Middletown, CA 95461

  PRIVATE 2.5-ACRE HOMESTEAD WITH SHOP, BARN, BONUS ROOM & FUTURE DEVELOPMENT POTENTIALWelcome 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

  Esmeralda Ortiz Pille Konocti Realty

  20776 Napa Ave, Middletown, CA 95461

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