Middletown, VA Homes

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  /7

  Not Listed For Sale

  116 Midsummer Ln, Middletown, VA 22645

  • 4 Beds
  • 3 Baths
  • 1,940 Sq Ft
  • Built 2025

  116 Midsummer Ln, Middletown, VA 22645

  Last Sold Summary

  • 146 Days On Market

  Last Listing Agent Jay Day LPT Realty, LLC
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  /70

  $925,000

  $25K PRICE DROP Under Contract

  • 5 Beds
  • 5.5 Baths
  • 5,672 Sq Ft

  228 Mercys Dr, Middletown, VA 22645

  PRICED WELL BELOW APPRAISED VALUE!! Nestled on an expansive 6.84-acre lot just minutes from shopping, dining, and commuter routes, this stunning colonial exudes elegance and comfort. Built in 2013, the home features a harmonious blend of vinyl siding and stone, creating a timeless façade that invites you in. Step inside to discover five spacious bedrooms and six bathrooms. The heart of the home

  Alicia Harris Keller Williams Realty

  228 Mercys Dr, Middletown, VA 22645
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  /34

  $445,000

  Sold Aug 17, 2026

  154 Dursley Cir, Middletown, VA 22645

  • 4 Beds
  • 2.5 Baths
  • 1,680 Sq Ft
  • Built 2023

  Last Sold Summary

  • 1% Below List Price
  • $265/SF
  • 14 Days On Market

  Current Estimated Value $444,603

  Last Listing Agent Bradley Comstock ERA Oakcrest Realty, Inc.

  154 Dursley Cir, Middletown, VA 22645
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  /29

  Est $326,560

  Not Listed For Sale

  101 Kensington Cir, Middletown, VA 22645

  • 3 Beds
  • 2.5 Baths
  • 1,307 Sq Ft
  • Built 2023

  101 Kensington Cir, Middletown, VA 22645

  Last Sold Summary

  • 30 Days On Market

  Last Listing Agent LESLIE WEBB Long & Foster Real Estate, Inc.
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  /27

  $464,999

  $1K PRICE DROP

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

  145 Dursley Cir, Middletown, VA 22645

  Welcome to this move-in ready Cedar model in the Villages at Middletown—where modern design meets everyday convenience. Offering 4 bedrooms, 2.5 bathrooms, and approximately 1,900 square feet, this home delivers stylish living with an open-concept layout ideal for today’s lifestyle.The main level impresses with a sleek kitchen featuring upgraded mocha cabinetry, stainless steel appliances,

  Atul Sharma Long & Foster Real Estate, Inc.

  145 Dursley Cir, 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

  Current Estimated Value $327,371

  Last Listing Agent Michael Sprague Samson Properties

  131 Kensington Cir, Middletown, VA 22645
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  /43

  Not Listed For Sale

  136 Curtain Fall Dr, Middletown, VA 22645

  • 3 Beds
  • 2.5 Baths
  • 1,840 Sq Ft
  • Built 2025

  136 Curtain Fall Dr, Middletown, VA 22645

  Last Sold Summary

  • 110 Days On Market

  Last Listing Agent Jay Day LPT Realty, LLC
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  /52

  $549,900

  Pending

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

  3586 Reliance Rd, Middletown, VA 22645

  Tucked away in a peaceful setting, this 3-bedroom, 2-bath home offers the perfect blend of comfort, functionality, and space both inside and out. The spacious kitchen features abundant cabinet and counter space, providing plenty of storage for everyday living, along with a brand-new dishwasher. The inviting living room is centered around a cozy gas fireplace and flows directly into a beautiful

  Carolyn Young Samson Properties

  3586 Reliance Rd, Middletown, VA 22645
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  /2

  $750,000

  Sold Feb 23, 2026

  515 River Ridge Dr, Middletown, VA 22645

  • 4 Beds
  • 4 Baths
  • 4,144 Sq Ft
  • Built 1998

  Last Sold Summary

  • $181/SF
  • 50 Days On Market

  Current Estimated Value $767,786

  Last Listing Agent Teresa Strohmeyer ERA Oakcrest Realty, Inc.

  515 River Ridge Dr, Middletown, VA 22645
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  /7

  Not Listed For Sale

  134 Curtain Fall Dr, Middletown, VA 22645

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

  134 Curtain Fall Dr, Middletown, VA 22645

  Last Sold Summary

  • 114 Days On Market

  Last Listing Agent Jay Day LPT Realty, LLC
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  /36

  $825,000

  Under Contract

  • 4 Beds
  • 3 Baths
  • 2,840 Sq Ft

  354 Guard Hill Rd, Middletown, VA 22645

  Custom builder's home on 20 flat, private acres in Middletown offering the perfect blend of quality craftsmanship, comfort, and functionality. Thoughtfully designed with an open floor plan filled with abundant natural light, this home features an oversized kitchen island, stainless steel appliances, and a convenient hot water pot filler. A main-level bedroom with an adjoining full bath, currently

  Sarah Reynolds Keller Williams Realty

  354 Guard Hill Rd, Middletown, VA 22645
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  /9

  $190,000

  Sold Feb 27, 2026

  0 Comforter Ln Unit VAWR2012884, Middletown, VA 22645

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

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Kimberly Neff Pearson Smith Realty, LLC

  0 Comforter Ln Unit VAWR2012884, Middletown, VA 22645
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  /38

  Not Listed For Sale

  132 Curtain Fall Dr, Middletown, VA 22645

  • 4 Beds
  • 2.5 Baths
  • 1,840 Sq Ft
  • Built 2025

  132 Curtain Fall Dr, Middletown, VA 22645

  Last Sold Summary

  • 215 Days On Market

  Last Listing Agent Jay Day LPT Realty, LLC
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  /101

  $825,000

  • 6 Beds
  • 3.5 Baths
  • 4,768 Sq Ft

  816 Great Lake Dr, Middletown, VA 22645

  Discover a rare opportunity to own an exceptional custom residence where timeless craftsmanship, refined comfort, and peaceful natural surroundings come together. Nestled on five picturesque wooded acres within an exclusive lake community in Middletown, this remarkable estate offers over 4,700 square feet of beautifully designed living space, creating the perfect balance of luxury, privacy, and

  Meghan Pachas Realty ONE Group Old Towne

  816 Great Lake Dr, Middletown, VA 22645
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  /35

  $449,999

  Sold Mar 18, 2026

  100 Midsummer Ln, Middletown, VA 22645

  • 3 Beds
  • 2 Baths
  • 1,610 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $280/SF
  • 9 Days On Market

  Current Estimated Value $451,402

  Richmond American Middletown Place - Seasons

  100 Midsummer Ln, Middletown, VA 22645
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  /7

  Not Listed For Sale

  128 Curtain Fall Dr, Middletown, VA 22645

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

  128 Curtain Fall Dr, Middletown, VA 22645

  Last Sold Summary

  • 146 Days On Market

  Last Listing Agent Jay Day LPT Realty, LLC
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  /43

  $349,000

  • 3 Beds
  • 1.5 Baths
  • 1,152 Sq Ft

  2111 Shawn Dr, Middletown, VA 22645

  ROOMY RANCHER ON MORE THAN HALF AN ACRE! IN MIDDLETOWN, COMMUTER CONVENIENT TO I-81, I-66, Winchester, Stephens City, Strasburg and Front Royal. Near historic Belle Grove Plantation and Cedar Creek Battlefield, Laurel Ridge Community College, the Blue Ridge Mountains and the Shenandoah River. Don't let this one get away! So much bigger than it looks! This 3-bedroom rancher at the end of a

  Teresa Strohmeyer ERA Oakcrest Realty, Inc.

  2111 Shawn Dr, Middletown, VA 22645
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  /48

  $430,000

  Sold May 29, 2026

  471 Coville St, Middletown, VA 22645

  • 4 Beds
  • 2.5 Baths
  • 1,920 Sq Ft
  • Built 2020

  Last Sold Summary

  • 7% Below List Price
  • $224/SF
  • 43 Days On Market

  Current Estimated Value $432,334

  Last Listing Agent Justin Mistretta Berkshire Hathaway HomeServices PenFed Realty

  471 Coville St, Middletown, VA 22645
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  /7

  Not Listed For Sale

  122 Curtain Fall Dr, Middletown, VA 22645

  • 3 Beds
  • 2.5 Baths
  • 1,840 Sq Ft
  • Built 2025

  122 Curtain Fall Dr, Middletown, VA 22645

  Last Sold Summary

  • 146 Days On Market

  Last Listing Agent Jay Day LPT Realty, LLC
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  /82

  $725,000

  Under Contract

  • 5 Beds
  • 3.5 Baths
  • 3,588 Sq Ft

  258 Chimney Cir, Middletown, VA 22645

  Welcome to your dream home in highly sought-after Middletown! Nestled on 2.6 private acres, this stunning colonial offers the perfect blend of space, comfort, and modern upgrades, with 5 bedrooms, 3.5 bathrooms, and over 3,500 finished square feet. From the moment you arrive, the charming full front porch invites you to relax and take in the peaceful surroundings. Step inside to a welcoming foyer

  Kristi Cooper Realty ONE Group Old Towne

  258 Chimney Cir, Middletown, VA 22645
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  /58

  $359,900

  Sold Jul 30, 2026

  6717 Middle Rd, Middletown, VA 22645

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft
  • Built 1965

  Last Sold Summary

  • $231/SF
  • 26 Days On Market

  Current Estimated Value $359,445

  Last Listing Agent Kimberly Holzer Ross Real Estate

  6717 Middle Rd, Middletown, VA 22645
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  /65

  Est $466,004

  Not Listed For Sale

  146 Dursley Cir, Middletown, VA 22645

  • 4 Beds
  • 2.5 Baths
  • 1,900 Sq Ft
  • Built 2023

  146 Dursley Cir, Middletown, VA 22645

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Jenny Baird Pearson Smith Realty, LLC
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  /147

  $729,900

  • 3 Beds
  • 3.5 Baths
  • 2,784 Sq Ft

  461 Veterans Rd, Middletown, VA 22645

  Back on the market at no fault of the seller - contract was contingent on a home sale contingency.First time offered on the market, this stunning Cape Cod home is perfectly situated on 2.79 acres within the Belle Grove and Cedar Creek National Historical Park, offering a rare opportunity to enjoy the beauty and privacy of protected parkland with no future development surrounding the

  Lilly Triplett Colony Realty

  461 Veterans Rd, Middletown, VA 22645
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  /38

  $440,000

  Sold Jul 31, 2026

  7760 Church St, Middletown, VA 22645

  • 4 Beds
  • 3 Baths
  • 1,810 Sq Ft
  • Built 1973

  Last Sold Summary

  • 2% Above List Price
  • $243/SF
  • 3 Days On Market

  Current Estimated Value $432,681

  Last Listing Agent Abby Walters Preslee Real Estate

  7760 Church St, Middletown, VA 22645
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  /34

  Est $345,165

  Not Listed For Sale

  153 Kensington Cir, Middletown, VA 22645

  • 3 Beds
  • 2.5 Baths
  • 1,307 Sq Ft
  • Built 2024

  153 Kensington Cir, Middletown, VA 22645

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Brian Doman Preslee Real Estate
• 

  

  /19

  $1,900,000

  • Land
  • 7.97 Acres
  • $238,394 per Acre

  0 Tbd Veterans Rd, Middletown, VA 22645

  An exceptional opportunity in Middletown Virginia! This rare offering includes two parcels totaling nearly 20 acres: 7.97 +- zoned R1 with its adjoining 12.36+- zoned RA . Bring your creativity and fresh ideas, R1 zoning offers an immediate canvas, while the RA parcel invites future potential *subject to proper municipal approval* Conveniently located within town limits, coupled with mountain

  Jocelyn Tweedie Hunt Country Sotheby's International Realty

  0 Tbd Veterans Rd, Middletown, VA 22645
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  /56

  $549,000

  Sold May 29, 2026

  646 Guard Hill Rd, Middletown, VA 22645

  • 4 Beds
  • 3.5 Baths
  • 2,768 Sq Ft
  • Built 2002

  Last Sold Summary

  • $198/SF
  • 4 Days On Market

  Current Estimated Value $556,624

  Last Listing Agent Donna Anderson Samson Properties

  646 Guard Hill Rd, Middletown, VA 22645
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  /41

  Est $334,352

  Not Listed For Sale

  145 Grand St, Middletown, VA 22645

  • 3 Beds
  • 2.5 Baths
  • 1,357 Sq Ft
  • Built 2023

  145 Grand St, Middletown, VA 22645

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Justin Mistretta Berkshire Hathaway HomeServices PenFed Realty
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  /81

  $859,900

  $40K PRICE DROP Under Contract

  • 6 Beds
  • 5.5 Baths
  • 5,785 Sq Ft

  4 Jackson Place, Middletown, VA 22645

  Welcome to this stunning house offering 6,000 square feet to enjoy and PRICED 100K BELOW assessment! Bring your design ideas because with an acceptable offer, sellers are including a credit at closing to add your personal touch or use to assist with closing costs. This expansive 6-bedroom, 6 bath home has a lot to offer, from the grand entryway to the soaring ceilings, dual staircases, beautiful

  Jennifer Cook CENTURY 21 New Millennium

  4 Jackson Place, Middletown, VA 22645
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  /18

  $105,000

  Sold Sep 19, 2025

  Lot 36a Red Hawk Rd, Middletown, VA 22645

  • Land
  • 6.26 Acres
  • $16,773 per Acre

  Last Sold Summary

  • 215 Days On Market

  Last Listing Agent Roger Tapscott Morris & Co. Realty, LLC

  Lot 36a Red Hawk Rd, Middletown, VA 22645
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  /6

  Not Listed For Sale

  120 Curtain Fall Dr, Middletown, VA 22645

  • 3 Beds
  • 2 Baths
  • 1,610 Sq Ft
  • Built 2025

  120 Curtain Fall Dr, Middletown, VA 22645

  Last Sold Summary

  • 44 Days On Market

  Last Listing Agent Jay Day LPT Realty, LLC
• 

  

  /65

  $540,000

  • 4 Beds
  • 3 Baths
  • 2,472 Sq Ft

  102 Curtain Fall Dr, Middletown, VA 22645

  MOVE IN READY!!! Experience the best of Shenandoah Valley living in this beautifully located home, where breathtaking sunset mountain views create the perfect backdrop to everyday life. Nestled in a quiet, dog-friendly community, you'll enjoy peaceful surroundings without sacrificing convenience.Ideally situated just minutes from I-81 and Route 66, this home offers an easy commute while

  Rebecca Sims Century 21 Redwood Realty

  102 Curtain Fall Dr, Middletown, VA 22645
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  /66

  $677,000

  Sold Jul 16, 2026

  43 Little Sorrel Dr, Middletown, VA 22645

  • 6 Beds
  • 4 Baths
  • 4,164 Sq Ft
  • Built 2005

  Last Sold Summary

  • 3% Below List Price
  • $163/SF
  • 34 Days On Market

  Current Estimated Value $695,753

  Last Listing Agent Camryn Jeremiah NextHome Realty Select

  43 Little Sorrel Dr, Middletown, VA 22645
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  /78

  Not Listed For Sale

  1030 Sulphur Spring Rd, Middletown, VA 22645

  • 3 Beds
  • 2 Baths
  • 1,606 Sq Ft
  • Built 2024

  1030 Sulphur Spring Rd, Middletown, VA 22645

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Ken Evans RE/MAX Real Estate Connections
• 

  

  /17

  $1,350,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,086 Sq Ft

  0 Gruver Grade Unit VAWR2014918, Middletown, VA 22645

  Luxury Farmhouse **To Be Built **on 8.75 Private Acres Experience the perfect blend of refined craftsmanship and modern farmhouse elegance in this exceptional to-be-built custom residence, gracefully positioned on 8.75 picturesque acres. Designed with sophisticated living in mind, this stunning home offers 4 bedrooms, 3 full baths, and 1 half bath. where timeless architecture meets thoughtfully

  Sarah Roop Key Move Properties, LLC.

  0 Gruver Grade Unit VAWR2014918, Middletown, VA 22645
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  /43

  $400,000

  Sold Sep 12, 2025

  152 Lusitano Ln, Middletown, VA 22645

  • 2 Beds
  • 2 Baths
  • 1,728 Sq Ft
  • Built 1998

  Last Sold Summary

  • $231/SF
  • 54 Days On Market

  Current Estimated Value $402,333

  Last Listing Agent William Sams Crossroads, Realtors

  152 Lusitano Ln, Middletown, VA 22645
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  /7

  Not Listed For Sale

  126 Curtain Fall Dr, Middletown, VA 22645

  • 3 Beds
  • 2.5 Baths
  • 2,180 Sq Ft
  • Built 2025

  126 Curtain Fall Dr, Middletown, VA 22645

  Last Sold Summary

  • 97 Days On Market

  Last Listing Agent Jay Day LPT Realty, LLC
• 

  

  /13

  $995,000

  • Land
  • 63.49 Acres
  • $15,672 per Acre

  105 Ridgemont Rd, Middletown, VA 22645

  Rare opportunity to own 63.48± acres in northern Warren County featuring a scenic mix of open fields, mature woodlands, and West Run Creek winding through the property. Whether you're seeking a private estate, recreational retreat, hunting property, or long-term land investment, this property offers exceptional privacy and natural beauty with potential for future low-density residential

  Brett Haynes Oakcrest Commercial LLC.

  105 Ridgemont Rd, Middletown, VA 22645
• 

  

  /92

  $900,000

  Sold Feb 13, 2026

  190 Newell Dr, Middletown, VA 22645

  • 5 Beds
  • 6 Baths
  • 5,335 Sq Ft
  • Built 2006

  Last Sold Summary

  • $169/SF
  • 64 Days On Market

  Current Estimated Value $949,640

  Last Listing Agent Michele Gibson Samson Properties

  190 Newell Dr, Middletown, VA 22645
• 

  

  /5

  Not Listed For Sale

  130 Curtain Fall, Middletown, VA 22645

  • 3 Beds
  • 2 Baths
  • 1,610 Sq Ft
  • Built 2025

  130 Curtain Fall, Middletown, VA 22645

  Last Sold Summary

  • 106 Days On Market

  Last Listing Agent Jay Day LPT Realty, LLC

Showing Results 41 - 80, Page 2 of 18