Middletown, VA Homes

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  /42

  $489,999 Sold Mar 27, 2025

  135 Midsummer Ln, Middletown, VA 22645

  • 4 Beds
  • 2.5 Baths
  • 2,390 Sq Ft
  • Built 2024

  Last Sold Summary

  • $205/SF
  • 181 Days On Market

  Last Listing Agent Jay Day LPT Realty, LLC

  135 Midsummer Ln, Middletown, VA 22645
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  /74

  Est $824,326 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,752 Sq Ft

  96 Jackson Place, Middletown, VA 22645

  96 Jackson Place, Middletown, VA 22645
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  /13

  $799,000

  • Land
  • 3.84 Acres
  • $208,073 per Acre

  0 Reliance Rd Unit VAFV2039508, Middletown, VA 22645

  Options galore! Purchase or ground lease with potential seller financing for a qualified purchaser. I-81 Exit #302 is the Gateway entrance into the Historic Town of Middletown, Virginia. This is the last remaining lot at the corner of Reliance Road and Valley Ave (Rt #11). We have 3.84 acres zoned B2 highway commercial. You are surrounded by The Village at Middletown by Ryan Homes. Richmond

  Jim Guisewhite Commercial Specialists

  0 Reliance Rd Unit VAFV2039508, Middletown, VA 22645
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  /55

  $1,125,000 Sold Jan 16, 2026

  112 Woods Way, Middletown, VA 22645

  • 4 Beds
  • 3.5 Baths
  • 3,696 Sq Ft
  • Built 2005

  Last Sold Summary

  • $304/SF
  • 35 Days On Market

  Last Listing Agent Bradley Boland Keller Williams Realty Dulles

  112 Woods Way, Middletown, VA 22645
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  /25

  Est $263,689 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 910 Sq Ft

  23 Guard Rd, Middletown, VA 22645

  23 Guard Rd, Middletown, VA 22645
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  /13

  $299,900 Pending

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

  2155 Massanutten Dr, Middletown, VA 22645

  What a remarkable neighborhood. Set up the tables in the carport and watch car shows and parades go by!This is a wonderful neighborhood! House can be great for a large home. Home can be used as a 4th bedroom. Home for a larger family! Nice size kitchen w/newer stove, washer and dryer. This freshly painted home with neutral colors is ready for your final decorating touches.! New roof installed

  Joseph Doyle RE/MAX Real Estate Connections

  2155 Massanutten Dr, Middletown, VA 22645
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  /32

  $479,999 Sold Oct 31, 2025

  120 Midsummer Ln, Middletown, VA 22645

  • 3 Beds
  • 2.5 Baths
  • 1,980 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $242/SF
  • 14 Days On Market

  Current Estimated Value $479,642

  Richmond American Homes Middletown Place - Seasons

  120 Midsummer Ln, Middletown, VA 22645
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  /17

  Est $521,884 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,240 Sq Ft

  3586 Reliance Rd, Middletown, VA 22645

  3586 Reliance Rd, Middletown, VA 22645
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  /9

  $190,000 Under Contract

  • Land
  • 10.05 Acres
  • $18,905 per Acre

  0 Comforter Ln Unit VAWR2012884, Middletown, VA 22645

  Discover Your Perfect Building Lot! If you're searching for the ideal piece of land that combines privacy with easy access via state-maintained roads, your search ends here! This beautiful, mostly flat site offers stunning views of Signal Knob Mountain. It’s the perfect location for your dream home, especially for commuters looking to leave the hustle and bustle of city life behind. Both well and

  Kimberly Neff Pearson Smith Realty, LLC

  0 Comforter Ln Unit VAWR2012884, Middletown, VA 22645
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  /31

  $290,000 Sold Jun 06, 2025

  1282 Hites Rd, Middletown, VA 22645

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft
  • Built 1945

  Last Sold Summary

  • $216/SF
  • 32 Days On Market

  Current Estimated Value $290,585

  Last Listing Agent Kaitlyn Behr Samson Properties

  1282 Hites Rd, Middletown, VA 22645
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  /88

  Est $565,020 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,400 Sq Ft

  2857 Reliance Rd, Middletown, VA 22645

  2857 Reliance Rd, Middletown, VA 22645
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  /54

  $2,999,900

  • 3 Beds
  • 2.5 Baths
  • 2,969 Sq Ft

  1115 Chapel Rd, Middletown, VA 22645

  Introducing FOXLEA FARM, A Stately Plantation Style Estate, where Southern Charm Meets Mountain Majesty – 58+/- Acres of Endless Potential! Welcome to your dream property—58+/- acres of scenic, cross-fenced pastureland nestled among breathtaking mountain views. This Southern gem is tailor-made for equestrian lovers, hobby farmers, or anyone seeking wide-open spaces with the comforts of modern

  Lisa Blansett Mountains Edge Realty LLC

  1115 Chapel Rd, Middletown, VA 22645
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  /30

  $150,000 Sold Dec 22, 2025

  7189 Middle Rd, Middletown, VA 22645

  • 1 Bed
  • 1 Bath
  • 1,905 Sq Ft
  • Built 1946

  Last Sold Summary

  • $79/SF
  • 84 Days On Market

  Last Listing Agent Jacquelyn Rizzari MarketPlace REALTY

  7189 Middle Rd, Middletown, VA 22645
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  /35

  Est $498,578 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,944 Sq Ft

  2768 Reliance Rd, Middletown, VA 22645

  2768 Reliance Rd, Middletown, VA 22645
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  /61

  $424,900

  • 3 Beds
  • 2 Baths
  • 2,630 Sq Ft

  6731 Middle Rd, Middletown, VA 22645

  Fully Renovated Rancher!! Beautiful Country Setting! Come check out this Incredibly SPACIOUS Home on just over an Acre. Over 2600+ finished sq feet, 3 bedrooms & 2 full baths. Extra bonus rooms could be bedrooms as well or however you choose. ALL BRAND NEW Flooring, Painting, Lighting, 3 Mini Splits, Architectural Roof, Septic System, Well pressure tank, Windows, and Kitchen! HVAC in Great Shape!

  Jodi Costello ERA Oakcrest Realty, Inc.

  6731 Middle Rd, Middletown, VA 22645
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  /26

  $350,000 Sold Mar 28, 2025

  2149 Sixth St, Middletown, VA 22645

  • 4 Beds
  • 2 Baths
  • 1,366 Sq Ft
  • Built 1910

  Last Sold Summary

  • $256/SF
  • 1 Day On Market

  Current Estimated Value $353,226

  Last Listing Agent Deborah Matthews ERA Oakcrest Realty, Inc.

  2149 Sixth St, Middletown, VA 22645
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  /37

  Est $483,599 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,290 Sq Ft

  2722 Reliance Rd, Middletown, VA 22645

  2722 Reliance Rd, Middletown, VA 22645
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  /15

  $549,000

  • Land
  • 8 Acres
  • $68,625 per Acre

  0 Rd Unit VAFV2039608, Middletown, VA 22645

  Rare opportunity in the heart of Middletown! This beautiful 8-acre parcel offers the perfect blend of small-town charm, open space, and future potential. Currently used for cattle and hay production, the property is partially fenced and includes a shed, making it ideal for continued agricultural use or your own private farmette — bring your animals! With town water and sewer hookup available,

  Tana Hoffman Sager Real Estate

  0 Rd Unit VAFV2039608, Middletown, VA 22645
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  /19

  $214,900 Sold Jan 30, 2026

  2085 Chapel Rd, Middletown, VA 22645

  • 3 Beds
  • 2.5 Baths
  • 1,053 Sq Ft
  • Built 1960

  Last Sold Summary

  • 8% Above List Price
  • $204/SF
  • 3 Days On Market

  Last Listing Agent Abby Walters Preslee Real Estate

  2085 Chapel Rd, Middletown, VA 22645
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  /84

  Est $712,155 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,432 Sq Ft

  902 Forest Grove Rd, Middletown, VA 22645

  902 Forest Grove Rd, Middletown, VA 22645
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  /39

  $459,900 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 1,742 Sq Ft

  152 Emmet St, Middletown, VA 22645

  Experience modern efficiency and refined comfort in this meticulously maintained 4-bedroom, 2.5-bathroom home, built in 2021. Perfectly positioned for commuters, this property offers a prime central location just minutes from Winchester and Front Royal, with immediate access to major routes I-81 and I-66. Middletown is a small town rich in history. Emmet Steet only has 27 homes on it and ends in

  Cynthia Lee RE/MAX Roots

  152 Emmet St, Middletown, VA 22645
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  /41

  $438,000 Sold May 30, 2025

  168 Birmingham Dr, Middletown, VA 22645

  • 4 Beds
  • 2.5 Baths
  • 1,660 Sq Ft
  • Built 2023

  Last Sold Summary

  • $264/SF
  • 40 Days On Market

  Current Estimated Value $438,395

  Last Listing Agent Brian Doman Preslee Real Estate

  168 Birmingham Dr, Middletown, VA 22645
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  /50

  Est $1,904,859 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,488 Sq Ft

  171 Crest River Dr, Middletown, VA 22645

  171 Crest River Dr, Middletown, VA 22645
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  /4

  $74,000

  • Land
  • 2.83 Acres
  • $26,148 per Acre

  0 Huttle Rd Unit VAFV2038332, Middletown, VA 22645

  3 bedroom perk

  Janet Broyles CENTURY 21 New Millennium

  0 Huttle Rd Unit VAFV2038332, Middletown, VA 22645
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  /30

  $325,000 Sold Jan 23, 2026

  131 Kensington Cir, Middletown, VA 22645

  • 3 Beds
  • 2.5 Baths
  • 1,220 Sq Ft
  • Built 2024

  Last Sold Summary

  • 1% Below List Price
  • $266/SF
  • 8 Days On Market

  Last Listing Agent Michael Sprague Samson Properties

  131 Kensington Cir, Middletown, VA 22645
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  /60

  Est $577,499 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,272 Sq Ft

  253 Lakeland Cir, Middletown, VA 22645

  253 Lakeland Cir, Middletown, VA 22645
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  /28

  $325,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,910 Sq Ft

  137 Kensington Cir, Middletown, VA 22645

  Nestled in the charming Enfield Knolls community in Middletown this Craftsman-style townhouse, built in 2024 with a thoughtfully designed interior. Step inside to discover an open floor plan that seamlessly connects the combination kitchen and dining area with the inviting family room. This layout is perfect for entertaining or enjoying quiet evenings at home. The open kitchen featuring high-end

  Beverly Beck Samson Properties

  137 Kensington Cir, Middletown, VA 22645
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  /7

  $465,000 Sold Mar 28, 2025

  133 Curtain Fall Dr, Middletown, VA 22645

  • 4 Beds
  • 3 Baths
  • 1,980 Sq Ft
  • Built 2025

  Last Sold Summary

  • $235/SF
  • 177 Days On Market

  Last Listing Agent Jay Day LPT Realty, LLC

  133 Curtain Fall Dr, Middletown, VA 22645
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  /37

  Est $314,297 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 832 Sq Ft

  330 Catletts Ford Rd, Middletown, VA 22645

  330 Catletts Ford Rd, Middletown, VA 22645
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  /51

  $439,999 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,840 Sq Ft

  102 Midsummer Ln, Middletown, VA 22645

  The main floor of this Coral home offers a large, uninterrupted space for relaxing and entertaining. The kitchen features a spacious center island and opens to the dining and great rooms. Upstairs, you'll find a convenient laundry, a full bath tucked between two generous bedrooms, and an inviting primary suite with a walk-in closet and private bath. This home is built a loft. To round out this

  Jay Day LPT Realty, LLC

  102 Midsummer Ln, Middletown, VA 22645
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  /57

  $450,000 Sold Feb 27, 2025

  130 Seventh St, Middletown, VA 22645

  • 4 Beds
  • 2.5 Baths
  • 1,840 Sq Ft
  • Built 2024

  Last Sold Summary

  • $245/SF
  • 130 Days On Market

  Last Listing Agent Jay Day LPT Realty, LLC

  130 Seventh St, Middletown, VA 22645
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  /101

  Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,092 Sq Ft

  3850 Long Meadow Rd, Middletown, VA 22645

  3850 Long Meadow Rd, Middletown, VA 22645
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  /25

  $219,900

  • 4 Beds
  • 1.5 Baths
  • 1,439 Sq Ft

  2339 Third St, Middletown, VA 22645

  4 -bedroom, 1.5-bath single-story home with 1,439 sq ft on a 0.14-acre lot. Features living room, second living space, dining area, kitchen, and two storage shops. Roof functional; siding and gutters may need updates. Appliances included: fridge, freezer, stove. Window AC units and wood stove. Public water & sewer, electricity by REC. Conveniently located near Frederick County schools.

  Derek Greene The Greene Realty Group

  2339 Third St, Middletown, VA 22645
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  /7

  $489,999 Sold May 09, 2025

  128 Curtain Fall Dr, Middletown, VA 22645

  • 4 Beds
  • 3 Baths
  • 1,980 Sq Ft
  • Built 2025

  Last Sold Summary

  • $247/SF
  • 146 Days On Market

  Last Listing Agent Jay Day LPT Realty, LLC

  128 Curtain Fall Dr, Middletown, VA 22645
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  /44

  Est $396,740 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  160 Buckhorn Rd, Middletown, VA 22645

  160 Buckhorn Rd, Middletown, VA 22645
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  /2

  $232,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 916 Sq Ft

  6837 Valley Pike, Middletown, VA 22645

  Two bedrooms, one bathroom, 7 rooms, kitchen, dining room, living room. One acre. Off street parking for 2 cars. Septic system and public water. Showing by Appointment only - Monday thru Thursday.

  H. Paige Manuel Oakcrest Commercial LLC.

  6837 Valley Pike, Middletown, VA 22645
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  /49

  $540,000 Sold Jun 16, 2025

  777 Minebank Rd, Middletown, VA 22645

  • 3 Beds
  • 2.5 Baths
  • 2,069 Sq Ft
  • Built 1989

  Last Sold Summary

  • $261/SF
  • 22 Days On Market

  Current Estimated Value $545,087

  Last Listing Agent Tiffany Hunter ERA Oakcrest Realty, Inc.

  777 Minebank Rd, Middletown, VA 22645
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  /31

  Est $364,168 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,692 Sq Ft

  2408 Greenbriar Rd, Middletown, VA 22645

  2408 Greenbriar Rd, Middletown, VA 22645
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  /2

  $720,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  220 Lakeland Cir, Middletown, VA 22645

  Welcome to the perfect blend of modern style and peaceful country living. This brand-new modern farmhouse with craftsman influence is privately nestled on 6.6 wooded acres, offering the seclusion you crave while remaining just minutes from Routes 66 and 81 for an easy commute. Thoughtfully designed with meticulous attention to detail, this 3-bedroom home offers 2,000 square feet of beautifully

  Sharon Farinholt Realty ONE Group Old Towne

  220 Lakeland Cir, Middletown, VA 22645
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  /27

  $318,000 Sold Jul 19, 2025

  7979 Main St, Middletown, VA 22645

  • 3 Beds
  • 1.5 Baths
  • 1,494 Sq Ft
  • Built 1909

  Last Sold Summary

  • $213/SF
  • 43 Days On Market

  Current Estimated Value $329,427

  Last Listing Agent Becky Wallace Pearson Smith Realty, LLC

  7979 Main St, Middletown, VA 22645

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