Middletown Real Estate, Homes and Condos for sale

All Middletown homes currently listed for sale in Middletown as of 12/16/2018 are shown below.  You can change the search criteria at any time by pressing the 'Change Search' button below.

If you have any questions or you would like more information about any Middletown homes for sale or other Middletown real estate, please contact us and one of our knowledgeable Middletown REALTORS® would be pleased to assist you.


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$799,950
7252 MIDDLE RD, Middletown VA 22645
6
BEDS
4
BATHS
6.00
ACRES
1841
BUILT
"Marlboro Spring Farm,expertly restored makes fine use of antique & reclaimed materials.All stone Mansion-Farmhouse, Wideplank VA heartpine floors,10 yr old metal roof,Sunny Conservatory w/views,fantastic stone party house,Backhouse Guestsuite, updated systems & Big Chefs Kitchen.Gorgeous gardens on 6 acres w/creek & stone design elements in & out. Excellent BnB or event site. 13mins to Winchester."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $815,000 TO $799,950 
$649,900
7994 MAIN ST, Middletown VA 22645
4
BEDS
5
BATHS
3,880
SQFT
$168
$/SQFT
0.38
ACRES
1891
BUILT
"Perfect for your family to live & work from home. Zoned B-1 showcase retail space fronts historic RT 11. 1000 sq ft 2nd flr apartment for privacy, rental OR extra office space. Potential income will offset your living & business expenses. 2 story garage/shop w bath & HVAC offers an additional 3600+ sq footage. Renovated 2004/2017 ADA compliant. I-81/RT 66 Just south of growing Winchester area.."
* LISTED OVER 120 DAYS 
$600,000
971 COOLEY DR, Middletown VA 22645
3
BEDS
4
BATHS
4,231
SQFT
$142
$/SQFT
5.00
ACRES
2006
BUILT
"Masterpiece that sits on 5 acres overlooking golf course! No HOA! All the custom upgrades are in this amazing home! Tile, wood floors, custom trim, brick pavers, 9+ ceilings, huge master with gorgeous master bath. Covered rear porch overlooking pool! YOU CAN NOT DUPLICATE THIS HOME FOR THIS PRICE! $100K under assessed value!! Minutes to I-66..Attention in every detail! 3 car garage."
$549,900
122 QUINCEY MILL CT, Middletown VA 22645
4
BEDS
3
BATHS
3,387
SQFT
$162
$/SQFT
2018
BUILT
"Now complete! Gorgeous new home by OakCrest Builders. The Covington model: Modern meets Farmhouse inspired floor plan featuring spacious open rooms, over sized main level master suite, gourmet kitchen, soaring ceilings, sunroom and more! No HOA and state maintained roads. Spectacular views! Close to I81 and I66 makes it a convenient commuter location. High speed internet available."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $629,900 TO $549,900 
$499,900
352 WAYSIDE MILL LN, Middletown VA 22645
4
BEDS
3
BATHS
2,781
SQFT
$180
$/SQFT
6.02
ACRES
2018
BUILT
"Impeccable custom built home featuring a main level master suite inspired by HGTV-simply gorgeous. This home offers over 6 acres of land-imagine a landscape bridge over to the ridge and enjoy your spacious lot. Kendall Mills is known as a front porch community, great for an evening stroll with awe inspiring mountain views throughout. Come meet the neighborhood."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $549,900 TO $499,900 
$494,000
LOT 4 BUCKTON RD S, Middletown VA 22645
3
BEDS
3
BATHS
2,300
SQFT
$215
$/SQFT
7.74
ACRES
2019
BUILT
"New construction, 1-level home TO BE BULT by PATRIOT HOMES w/ open floor plan. Amenities include: wood floors, granite/stainless kitchen, gas fireplace, tile baths, and much more! Choose this floor plan or bring your own and enjoy a quality-built home by a reputable builder w/ a solid reputation. Lot is 7.74 acres, close to shopping and schools, and great commuter location. NO HOA & UNRESTRICTED"
$469,900
DARTERJO DR, Middletown VA 22645
4
BEDS
3
BATHS
3,300
SQFT
$142
$/SQFT
2.00
ACRES
2018
BUILT
"Construction is complete! This brand new home is well constructed by local builder. Beautiful hardwood floors, granite counter top, gas fireplace, deck, SS appliances, whirlpool tub are just some of the amenities that come along with this home. It also features a 3 car garage and full basement! Home is on state maintained road so no HOA! Priced below appraised value! Call for a showing today!"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $489,900 TO $469,900 
$459,900
220 CHIMNEY CIR, Middletown VA 22645
4
BEDS
4
BATHS
3,905
SQFT
$118
$/SQFT
2.46
ACRES
2006
BUILT
"Gorgeous colonial on approx. 2.5 acres in Chimney Hill Estates. Backs to trees, invisible fencing, deck, shed, & 3 car garage. Stone FP, new carpet in FR/upstairs, crown molding in DR, LR,& upstairs hall, MBR has vaulted ceiling & walk-in closet. Upstairs baths have quartz counters. Main lvl: HW floors, new SS appl., & new quartz counters. Finished basement w/ bar, sink, fridge, & quartz counters."
$459,000
LOT 6 BUCKTON RD S, Middletown VA 22645
3
BEDS
2
BATHS
2,300
SQFT
$200
$/SQFT
5.00
ACRES
2019
BUILT
"GORGEOUS LOT, 1-level home TO BE BUILT by PATRIOT HOMES w/ open floor plan. Amenities include: wood floors, granite/stainless kitchen, gas fireplace, tile baths, & much more! Choose our floor plan or bring your own and enjoy a quality-built home by a reputable builder. Lot is 5 WOODED acres offering nice privacy, close to shopping and schools, and great commuter location. NO HOA & UNRESTRICTED"
$458,900
170 DARTERJO DR, Middletown VA 22645
5
BEDS
4
BATHS
3,100
SQFT
$148
$/SQFT
2.41
ACRES
2011
BUILT
"Well maintained. Quaint area! Close to I81 for easy commute Enjoy the sunset while relaxing on the large back deck or sunrise from the covered front porch! 2 master suites provide room for extended family! Finished attic and main level bedroom offer endless options and lots of space! Upgraded kitchen w/ glass front cabinets, new backsplash, and an over-sized breakfast area! Hardwood/tile/granite"
* LISTED OVER 120 DAYS 
$450,000
195 CHIMNEY CIR, Middletown VA 22645
3
BEDS
4
BATHS
3,220
SQFT
$140
$/SQFT
2.22
ACRES
2018
BUILT
"New construction, completion date of mid November. . The best in workmanship and quality. 9' ceilings, open floor plan, custom trim package. Gourmet kitchen w/island. 23 x 15 living room w/gas fireplace. Hardwood flooring throughout main level. Private setting within Chimney Hills, wooded 2.22 acre lot. Oversized 2 car garage. Covered front porch. Full basement, 2 rooms finished, 1 with bath."
* LISTED OVER 120 DAYS 
$415,000
504 CHIMNEY CIR, Middletown VA 22645
4
BEDS
4
BATHS
2,748
SQFT
$151
$/SQFT
2.29
ACRES
2005
BUILT
"Immaculate home in Chimney Hills featuring Approx. 2748 sq.ft. on a 2.29 ACRE LOT. Gourmet kitchen with breakfast area off kitchen, 9'fT ceilings, fireplace in family room, hardwood floors, luxury master bedroom and bath. Unfinished walk out basement and DECK FOR ENTERTAINING"
$399,900
345 COUGILL RD, Middletown VA 22645
4
BEDS
3
BATHS
3,000
SQFT
$133
$/SQFT
2.24
ACRES
1991
BUILT
"Well maintained 4 bedroom home on over 2 acres. Great commuter location. 2 minutes off of I-81. Less than 5 minutes from I-66. Large heated oversized garage (28X28) with a 1/2 bath. Bonus room over garage with private access from garage or inside access upstairs. Finished attic provides great space for crafts, work out equipment, or a separate media room. Spacious eat-in kitchen. Laundry room on the main level. All window treatments convey. Large back deck with composite and vinyl products. Wonderful front porch. Septic< # of bedrooms. Recently replaced well pump and sewer pump. One a/c unit replaced in 2017. 5 acre adjacent lot is also available for sale from a different owner, and is not listed."
$375,000
1691 MINEBANK RD, Middletown VA 22645
3
BEDS
3
BATHS
4,224
SQFT
$89
$/SQFT
8.44
ACRES
1994
BUILT
"Navigable Cedar Creek wonderfully nestles this large ranch style home on an open 8.4 acres; privacy ensured by large barn buffering the only neighbor. Splendid expansive yards in front & back with expansive creek frontage. Inside, huge kitchen unfolds to even larger sunroom & enormous family room welcoming gatherings of any size. Ample finished basement gladly greets indoor activities with sizable windows for unobstructed views to the creek; extra rooms can be used for guests."
* NEW LISTING 
$369,400
467 GUARD HILL RD, Middletown VA 22645
4
BEDS
1
BATHS
1,248
SQFT
$296
$/SQFT
27.86
ACRES
1900
BUILT
"sold as is The information put in this listing was copied from the tax record. Total for sale is 27.85 acres. Lots 3 and 4 as stated on plat slide 189F."
* LISTED OVER 120 DAYS 
$359,900
3411 RELIANCE RD, Middletown VA 22645
5
BEDS
3
BATHS
3,168
SQFT
$114
$/SQFT
2.00
ACRES
2008
BUILT
"Back on the market!! This meticulously maintained colonial is nestled on 2 rolling acres. Upgraded kitchen, with solid surface counters, and tile, 2 decks, finished basement, paved driveway, too much to list! Convenient to shopping/restaurants, as well as a perfect commuter location. And don't forget the MOUNTAIN VIEWS! Reliance Road is known for some of the best views in the county. Shed conveys."
$329,900
7822 CHURCH ST, Middletown VA 22645
5
BEDS
2
BATHS
3,285
SQFT
$100
$/SQFT
0.57
ACRES
1830
BUILT
"Beautiful Country Garden Home in Historic Middletown. High ceilings & heart pine flooring. Front & back staircases. Enclosed porches up & down. Walk up attic. Fenced backyard w ice house & 2 story barn. 2 car garage/workshop. Walk to Main St & enjoy Nanas's Pub, Wayside Inn & more. Home to Nat'l Park Service & LFCC. 4+ bdrm w cottage feeling. Many recent improvements including windows & patio."
* PRICE LOWERED - $338,500 TO $329,900 
$325,000
1330 RELIANCE RD, Middletown VA 22645
3
BEDS
3
BATHS
2,362
SQFT
$138
$/SQFT
0.49
ACRES
1907
BUILT
"Fully renovated 3 Bedroom, 3 Bath home located on the outskirts of town in Middletown, Va. This property used to be the Reliance Post Office & General Store! This home has been completed remodeled w/ beautiful wood floors and wood trim. All bathrooms have been updated, as well as the kitchen. If you love history and older country homes full of character and charm then this home is for you!"
* PRICE LOWERED - $337,000 TO $325,000 
$324,000
7825 CHURCH ST, Middletown VA 22645
4
BEDS
2
BATHS
2,902
SQFT
$112
$/SQFT
1900
BUILT
"Grand home with tall ceilings & center hall. Front & back stairs. Large front & back porches. Garden in private yard w detached 2 story garage off alley. LOTS of storage. Easy to add third bath upstairs in master bdrm. Step back in time for village living walking distance to Main St for parades & other events. Enjoy town park or Wayside Inn & other dining. Just south of Winchester. Easy access to I-81/66 for commuting."
$269,900
7793 MAIN ST, Middletown VA 22645
3
BEDS
3
BATHS
3,400
SQFT
$79
$/SQFT
0.17
ACRES
1772
BUILT
"Historic Main St.zoned B-1 Extensively renovated 1985 w recent improvements. Large open rooms, 2 masters w private baths up & possible bedroom on main level. Exposed brick 3 FPs, 2016 HVAC & water heater. Enjoy parades & festivals on your front porch! Parking possible in back. Walk to Wayside Inn or Nana's. By Belle Grove, Nat'l Park Center & Lord Fairfax Community College. Easy access to I-81/66"
$269,500
595 COUGILL RD, Middletown VA 22645
3
BEDS
3
BATHS
1,808
SQFT
$149
$/SQFT
1.00
ACRES
1988
BUILT
"Gorgeous, updated colonial in Middletown, Virginia. Level, open lot with fruit trees & scenic views of the Blue Ridge Mtns! 3 bedroom, 2.5 bath. Covered front porch and french doors leading to back deck off kitchen. Hardwood floors and fresh paint throughout main level & upper level bedrooms. Spacious eat-in kitchen with quartz counters. Large dining room & family room with wood pellet stove controlled by thermostat. Septic<#BR."
* PRICE LOWERED - $274,900 TO $269,500 
$109,000
330 CATLETTS FORD RD, Middletown VA 22645
2
BEDS
1
BATHS
832
SQFT
$131
$/SQFT
1.85
ACRES
1958
BUILT
"Charming home with potential, located on 1.82 acres close to the North Fork of the Shenandoah River. Easy access to 66 and 81 , Newer roof, full walkout basement, woodstove, ceiling fans. Minute from historic Front Royal, Skyline Drive and more!!"
* PRICE LOWERED - $130,000 TO $109,000 
 
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