Middletown, VA Homes

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  /95

  $625,000

  • 6 Beds
  • 3.5 Baths
  • 3,888 Sq Ft

  76 Katie Ln, Middletown, VA 22645

  NEW PRICE! Beautiful Stone Front Colonial in Sought-After Pineland Park 3,887 total finished square feet offering 6 bedrooms and 3.5 baths on a 1-acre lot. Located in the desirable Pineland Park neighborhood of Warren County, ideal for commuting via I-66 and I-81. Minutes to golf, wineries, hiking, shopping, and downtown Front Royal. The Jefferson III model by H & H Builders features a stone

  

  Ken Evans

  RE/MAX Real Estate Connections

  (540) 701-4995

  76 Katie Ln, Middletown, VA 22645
• Explore Middletown

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  /27

  $237,000 Sold Nov 17, 2025

  7752 Pleasant View Ave, Middletown, VA 22645

  • 3 Beds
  • 1 Bath
  • 1,273 Sq Ft
  • Built 1978

  Last Sold Summary

  • $186/SF
  • 16 Days On Market

  Current Estimated Value $238,641

  Last Listing Agent Howard Kronthal Exit Success Realty

  7752 Pleasant View Ave, Middletown, VA 22645
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  /68

  Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,730 Sq Ft

  7994 Main St, Middletown, VA 22645

  7994 Main St, Middletown, VA 22645
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  /41

  $425,000

  • 3 Beds
  • 2 Baths
  • 1,378 Sq Ft

  151 Cougill Rd, Middletown, VA 22645

  One-level living in the sought-after Village at Middletown! This move-in-ready home welcomes new owners with an open floor plan designed for comfortable living and easy entertaining. The living room flows seamlessly into the kitchen, creating a bright and inviting main living space. The spacious kitchen features a breakfast bar, ample table space, and access to a large, low-maintenance Trex

  

  Ken Evans

  RE/MAX Real Estate Connections

  (540) 515-4291

  151 Cougill Rd, Middletown, VA 22645
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  /31

  $489,999 Sold Oct 31, 2025

  121 Midsummer Ln, Middletown, VA 22645

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

  Move in Ready Sold Summary

  • $266/SF
  • 14 Days On Market

  Current Estimated Value $482,780

  Richmond American Homes Middletown Place - Seasons

  121 Midsummer Ln, Middletown, VA 22645
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  /12

  Not Listed For Sale

  3 Huttle Rd, Middletown, VA 22645

  3 Huttle Rd, Middletown, VA 22645
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  /31

  $325,000 Under Contract

  • 3 Beds
  • 1 Bath
  • 1,425 Sq Ft

  7786 Carolyn Ave, Middletown, VA 22645

  Pics Coming Soon. Home needs a little TLC. With 1,425 square feet of thoughtfully designed living space, this residence features three inviting bedrooms and a full bathroom, ideal for both relaxation and entertaining. Step inside to discover a welcoming atmosphere that needs some TLC, highlighted by a cozy family room that flows seamlessly into the living room. The traditional floor plan is

  

  Ned Stock

  Berkshire Hathaway HomeServices PenFed Realty

  (540) 530-3871

  7786 Carolyn Ave, Middletown, VA 22645
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  /60

  $645,000 Sold Aug 29, 2025

  111 Jackson Place, Middletown, VA 22645

  • 3 Beds
  • 2 Baths
  • 2,401 Sq Ft
  • Built 2004

  Last Sold Summary

  • $269/SF
  • 34 Days On Market

  Current Estimated Value $655,740

  Last Listing Agent Traci Shoberg Samson Properties

  111 Jackson Place, Middletown, VA 22645
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  /88

  Est $883,180 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 5,150 Sq Ft

  122 Quincey Mill Ct, Middletown, VA 22645

  122 Quincey Mill Ct, Middletown, VA 22645
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  /17

  $428,990 New Construction

  • 3 - 4 Beds
  • 2.5 Baths
  • 1,840 Sq Ft

  Coral Plan at Middletown Place - Seasons, Middletown, VA 22645

  The main floor of the Coral plan 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 plan will be built with either a loft or an

  Richmond American Homes Builder

  107 Seventh St Unit 36396779, Middletown, VA 22645
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  /54

  $549,900 Sold May 20, 2025

  2031 Sulphur Springs Rd, Middletown, VA 22645

  • 3 Beds
  • 2.5 Baths
  • 2,240 Sq Ft
  • Built 1995

  Last Sold Summary

  • $245/SF
  • 5 Days On Market

  Current Estimated Value $561,184

  Last Listing Agent Stuart Wolk ERA Oakcrest Realty, Inc.

  2031 Sulphur Springs Rd, Middletown, VA 22645
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  /49

  Est $981,671 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,632 Sq Ft

  7252 Middle Rd, Middletown, VA 22645

  7252 Middle Rd, Middletown, VA 22645
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  /10

  $444,999 New Construction

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

  Onyx Plan at Middletown Place - Seasons, Middletown, VA 22645

  Enjoy single-floor living in this inspired ranch floor plan! At the front of the home, you'll find two bedrooms flanking a full bath. Toward the back, there's a well-appointed kitchen nestled between an elegant dining room and generous great room. A tech center provides added convenience! The laundry is located near the primary bedroom, which has a large walk-in closet and a private bath. A

  Richmond American Homes Builder

  107 Seventh St Unit 36396566, Middletown, VA 22645
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  /56

  $420,000 Sold Dec 12, 2025

  2137 Reliance Rd, Middletown, VA 22645

  • 3 Beds
  • 1.5 Baths
  • 1,776 Sq Ft
  • Built 1962

  Last Sold Summary

  • $236/SF
  • 3 Days On Market

  Last Listing Agent Kimberlee Wergland Realty ONE Group Old Towne

  2137 Reliance Rd, Middletown, VA 22645
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  /62

  Est $1,109,640 Not Listed For Sale

  • 4 Beds
  • 6 Baths
  • 4,443 Sq Ft

  181 Darterjo Dr, Middletown, VA 22645

  181 Darterjo Dr, Middletown, VA 22645
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  /60

  $649,900

  • 4 Beds
  • 2.5 Baths
  • 2,944 Sq Ft

  2239 Sixth St, Middletown, VA 22645

  Have you been looking for the perfect sophisticated and elegant historic home? Do you want everything; a gracious home, amazing space, acreage, a place for chickens, but also walkable and close to town? It sounds impossible, but you've found it! Welcome to historic Maplewood, circa 1872, know colloquially as The Tower. With no HOA and business B-1 zoning, this property presents endless

  Amanda White Nova Home Hunters Realty

  2239 Sixth St, Middletown, VA 22645
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  /27

  $372,000 Sold Jul 02, 2025

  2414 Laurel Ln, Middletown, VA 22645

  • 3 Beds
  • 2 Baths
  • 1,508 Sq Ft
  • Built 2000

  Last Sold Summary

  • $247/SF
  • 79 Days On Market

  Current Estimated Value $372,172

  Last Listing Agent Jami Castillo CENTURY 21 New Millennium

  2414 Laurel Ln, Middletown, VA 22645
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  /14

  Not Listed For Sale

  0 S Buckton Rd, Middletown, VA 22645

  0 S Buckton Rd, Middletown, VA 22645
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  /60

  $775,000 Under Contract

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

  515 River Ridge Dr, Middletown, VA 22645

  Backups considered. PRIVATE AND SECLUDED WITH A BEAUTIFUL MOUNTAIN VIEW. SPACIOUS CUSTOM-BUILT HOME ON 13 ACRES. PRICED BELOW CURRENT TAX ASSESSMENT! AND THIS GREAT VALUE JUST GOT BETTER - THE PRICE HAS IMPROVED TO $775,000 WITH THE SELLER OFFERING A $15,000 CREDIT! Use the credit for closing costs and other lender-allowed charges or a carpet/decorator allowance. The choice is yours! GREAT

  Teresa Strohmeyer ERA Oakcrest Realty, Inc.

  515 River Ridge Dr, Middletown, VA 22645
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  /7

  $479,999 Sold Feb 27, 2025

  121 Curtain Fall Dr, Middletown, VA 22645

  • 4 Beds
  • 3 Baths
  • Built 2025

  Last Sold Summary

  • 206 Days On Market

  Last Listing Agent Jay Day LPT Realty, LLC

  121 Curtain Fall Dr, Middletown, VA 22645
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  /47

  Est $806,312 Not Listed For Sale

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

  375 Buckhorn Rd, Middletown, VA 22645

  375 Buckhorn Rd, Middletown, VA 22645
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  /35

  $464,999 New Construction

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

  100 Midsummer Ln, Middletown, VA 22645

  Discover this thoughtfully designed Onyx home. Included features: an inviting covered entry; an expansive great room with an electric fireplace; a well-appointed kitchen offering a roomy pantry, a center island and an adjacent dining area; a tech center; a lavish primary suite showcasing a generous walk-in closet and a private bath; a convenient laundry; a deck and an unfinished basement. This

  Richmond American Homes Builder

  100 Midsummer Ln, Middletown, VA 22645
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  /31

  $450,229 Sold Mar 18, 2025

  137 Midsummer Ln, Middletown, VA 22645

  • 3 Beds
  • 2 Baths
  • 1,610 Sq Ft
  • Built 2024

  Last Sold Summary

  • $280/SF
  • 144 Days On Market

  Last Listing Agent Jay Day LPT Realty, LLC

  137 Midsummer Ln, Middletown, VA 22645
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  /59

  Est $546,995 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,743 Sq Ft

  2268 Long Meadow Rd, Middletown, VA 22645

  2268 Long Meadow Rd, Middletown, VA 22645
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  /62

  $599,900

  • 5 Beds
  • 4 Baths
  • 4,006 Sq Ft

  2140 Sixth St, Middletown, VA 22645

  This ranch home located in a quiet Middletown neighborhood is a gem hidden in plain sight and full of surprises. First, it has 4,000 resplendent finished square feet, and second, it offers two levels of independent living. The floorplan flows seamlessly, providing the kind of breathing room you’ll appreciate, enhanced with an elegant color palette, natural light, and stunning hardwood floors that

  Dan Whitacre Colony Realty

  2140 Sixth St, Middletown, VA 22645
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  /29

  $315,000 Sold Jun 20, 2025

  7783 Church St, Middletown, VA 22645

  • 2 Beds
  • 1 Bath
  • 1,007 Sq Ft
  • Built 1964

  Last Sold Summary

  • $313/SF
  • 43 Days On Market

  Current Estimated Value $318,033

  Last Listing Agent Meghan Pachas Realty ONE Group Old Towne

  7783 Church St, Middletown, VA 22645
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  /47

  Est $596,981 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,254 Sq Ft

  593 Karleys Way, Middletown, VA 22645

  593 Karleys Way, Middletown, VA 22645
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  /66

  $675,000 Under Contract

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

  43 Little Sorrel Dr, Middletown, VA 22645

  Motivated seller!!! Welcome to the sought-after Jackson’s Meadow subdivision with no HOA! This spacious Quaker-built home was completely remodeled down to the studs in 2021, with everything new inside and out. Offering over 4,100 finished square feet across three levels and backing to the Sly Fox Golf Course, this property has room for everyone. On the upper level, you’ll find 4 bedrooms,

  Camryn Jeremiah NextHome Realty Select

  43 Little Sorrel Dr, Middletown, VA 22645
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  /7

  $484,999 Sold Jun 09, 2025

  114 Midsummer Ln, Middletown, VA 22645

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

  Last Sold Summary

  • $264/SF
  • 183 Days On Market

  Last Listing Agent Jay Day LPT Realty, LLC

  114 Midsummer Ln, Middletown, VA 22645
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  /35

  Est $656,112 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,954 Sq Ft

  526 Karleys Way, Middletown, VA 22645

  526 Karleys Way, Middletown, VA 22645
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  /20

  $579,900 Under Contract

  • 4 Beds
  • 3 Baths
  • 2,312 Sq Ft

  20 Katie Ln, Middletown, VA 22645

  Affordability returns. Beautiful country home with 4 Br's and 3 Full Baths PLUS parking for a dozen or more vehicles. Absolutely tremendous view of meadows and the mountains beyond - The wrap around front porch provides the most wonderful views. Katie Ln is a quiet little drive off of a country road that separates you from the rush and worry of the world - BUT - you're only 10 minutes from

  Michael Willis Pearson Smith Realty, LLC

  20 Katie Ln, Middletown, VA 22645
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  /7

  $489,999 Sold Apr 29, 2025

  116 Midsummer Ln, Middletown, VA 22645

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

  Last Sold Summary

  • $253/SF
  • 146 Days On Market

  Last Listing Agent Jay Day LPT Realty, LLC

  116 Midsummer Ln, Middletown, VA 22645
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  /56

  Est $502,420 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 1,678 Sq Ft

  1207 Cauthorn Mill Rd, Middletown, VA 22645

  1207 Cauthorn Mill Rd, Middletown, VA 22645
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  /45

  $439,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 1,930 Sq Ft

  163 Emmet St, Middletown, VA 22645

  "PRICE REDUCED, Motivated Owner." Are you Tired of all that City Noise & Traffic, have you been longing for that small town feel, then come checkout this 4 Bedroom 2.5 Bath 4yr old Colonial Home in the Shenandoah Valley. It's Close to I-81 & I-66 and Rt/11. This home Boasts with an Open Concept on the Main Level. The Family room overlooks the Kitchen with a Large Island & Stainless-Steel

  Richard Kozlowski Long & Foster Real Estate, Inc.

  163 Emmet St, Middletown, VA 22645
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  /62

  $1,600,000 Sold Jun 12, 2025

  106 Crest River Dr, Middletown, VA 22645

  • 9 Beds
  • 10 Baths
  • 10,065 Sq Ft
  • Built 2000

  Last Sold Summary

  • $159/SF
  • 338 Days On Market

  Current Estimated Value $1,621,831

  Last Listing Agent Sarah Abderrazzaq Realty ONE Group Old Towne

  106 Crest River Dr, Middletown, VA 22645
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  /43

  Est $790,303 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 4,604 Sq Ft

  322 Thomas Dr, Middletown, VA 22645

  322 Thomas Dr, Middletown, VA 22645
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  /14

  $595,000

  • Land
  • 1.38 Acres
  • $431,159 per Acre

  0 Reliance Rd Unit VAFV2013246, Middletown, VA 22645

  Prime commercial site. This 1.54-acre property boasts a coveted B-2 zoning, making it an ideal location for business ventures. Conveniently positioned just off Interstate 81 and a short drive from Interstate 66, this site offers excellent visibility, ensuring maximum exposure for any enterprise. Situated between two well-known establishments, McDonald's and Econo Lodge, it benefits from high

  Kevin Smith Sager Real Estate

  0 Reliance Rd Unit VAFV2013246, Middletown, VA 22645
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  /30

  $422,500 Sold Feb 24, 2025

  113 Emmet St, Middletown, VA 22645

  • 4 Beds
  • 2.5 Baths
  • 1,920 Sq Ft
  • Built 2021

  Last Sold Summary

  • $220/SF
  • 45 Days On Market

  Current Estimated Value $439,140

  Last Listing Agent Dan Wheeler Keller Williams Capital Properties

  113 Emmet St, Middletown, VA 22645
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  /25

  Est $780,440 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,824 Sq Ft

  275 Thomas Dr, Middletown, VA 22645

  275 Thomas Dr, Middletown, VA 22645
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  /19

  $2,300,000 Under Contract

  • Land
  • 183.19 Acres
  • $12,555 per Acre

  0 Reliance Rd Unit VAWR139520, Middletown, VA 22645

  Large tract of land bordering the Sly Fox Golf Club. 183 wooded acres suitable for subdivision. The seller has created a sketch showing 36 lots for this subdivision that is BY RIGHT SO it cannot be denied! there are 24 1-acre lots; 9 ten-acre lots; 2 - 22 acre lots; and 1 - 20 acre lot & innternal streets that would stem from Reliance Rd. Tax Map #11 13 (55.2704 ac), TM#11 12 (103.00 ac), TM# 11

  Tana Hoffman Sager Real Estate

  0 Reliance Rd Unit VAWR139520, Middletown, VA 22645

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