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Middletown Real Estate, Homes and Condos for sale

All Middletown homes currently listed for sale in Middletown as of 08/21/2019 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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$749,900
841 RED HAWK RD, Middletown VA 22645
6
BEDS
6
BATHS
7,692
SQFT
$97
$/SQFT
14.61
ACRES
2006
BUILT
"Drastic price reduction!! Imagine sitting beside your salt water pool, basking in the sun, looking out at the mountain views. Or perhaps you'd enjoy fishing, boating, or tubing from your own 480 sq ft river frontage on the Shenandoah River. Looking for that magnificent home with a separate in law apartment? How about 6 bedrooms, 5.5 baths, 5180 sq ft in main house, unfinished basement with an additional 2872 sq ft for you to finish any way you like, a 3 car garage with 2 bed, 1 bath apartment above, salt water pool with pool house, over 14 acres, 480' of private river access, 2 storage sheds, basketball court, gorgeous tree line driveway, several decks and porches to enjoy those fabulous mountain views...it goes on and on! HUGE gourmet kitchen, great room, family room, 3 finished levels, laundry on bedroom level, pneumatic heating in 2nd level flooring (bedroom level), central vac on upper 3 levels, hickory cabinets and flooring, craft room with built ins, office, sun room , breakfast nook, formal dining room, wood burning furnace option for heat in both house and garage apartment, 2 wood fireplaces, 2 gas fireplaces including one in Master Bedroom, Master Bath with 2 headed shower and jetted tub with mountain views, several fruit trees, dog kennel, surround sound in main level/bedrooms/outside. This place is incredible!!"
* PRICE LOWERED - $799,900 TO $749,900 
$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 
$574,950
2696 LONG MEADOW RD, Middletown VA 22645
7
BEDS
4
BATHS
4,230
SQFT
$136
$/SQFT
17.02
ACRES
2003
BUILT
"WOW!! CHECK OUT THE NEW PRICE on this lovely 6 bedroom home on over 17 acres and beautiful mountain views. This home is full of upgrades - 9' ceilings, hardwood floors, upgraded kitchen, gazebo overlooking one of the two ponds and so much more. One of the bedrooms has washer and dryer hook-ups in the closet and provides an option to have laundry on the bedroom level. Additionally, with a few modifications, there is ample room for an Air BNB/In-law suite on the main level. This property is only minutes to I-81 and I-66 for an easy commute. Dining, antiques, shopping, and more only minutes away in Strasburg. Homeowners are providing a one year home owners warranty via American Home Shield to take effect as of date of closing. Come and see it today!"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $589,950 TO $574,950 
$545,000
231 RELIANCE WOODS DR, Middletown VA 22645
3
BEDS
3
BATHS
3,786
SQFT
$144
$/SQFT
5.00
ACRES
2010
BUILT
"Just off Reliance Road is an incomparable Contemporary Ranch thats been built with efficiency and luxury in mind. Just 10 minutes from Front Royal, the Sly Fox Golf Club and Blue Ridge Shadows. Do you like Micro brewing? Visit the Back Room Brewery on Reliance Rd on your way over to visit. This beautiful custom home has many unique features that will make you want to stay forever. Start with the whole house generator. Never worry about losing power in your 3,700 sq. ft home. Heating is provided by a Geothermal heating system. A bonus for the heated floors in the huge luxurious master bathroom, where you also have dual individual vanities with plenty of cabinet and drawer space. A walk-in glass door shower, a walk-in tub and private walk in toilet room. There is no lack of space or light. Master bedroom on main level has built-in drawers and storage space in the hallway leading from the bedroom to the bathroom with his and hers walk-in closets. Shop as much as you want, it~ll take a while to fill these spaces up. Just off the master is the stairway to the upper level with Jack and Jill bedrooms and a unique full bathroom, shower and toilet has its own privacy and space. Large living room with gas fireplace and 2 sets of French doors that lead to the relaxing screened in sunporch with ceiling fans and door to the fenced back yard and patio. The dining room is graced by beautiful decorative glass windows and a sparkling crystal chandelier. Gourmet style kitchen with custom counters, island and floor to ceiling cabinets, a built-in desk space, and over the cabinet lighting. Full pantry off the kitchen is combined with a laundry room and personal half bath. The basement is full, unfinished and well insulated with outside access by stairwell. Paved driveway leads to a 2-car garage. Lawn maintenance equipment and snow blower conveys. This home must be seen in person to really appreciate the details of its full beauty."
$539,000
379 WESTERNVIEW DR, Middletown VA 22645
4
BEDS
4
BATHS
4,511
SQFT
$119
$/SQFT
5.98
ACRES
1998
BUILT
"Enjoying its place in an upscale neighborhood of elegant homes and manicured lawns, this lovely rancher is a testament to great design and workmanship. Twelve foot ceilings and two levels of spacious, freshly painted rooms are a prelude to the refurbished kitchen surrounded by multiple entertaining venues and opening to a screened porch to enjoy the mature landscaping and impressive mountain views."
$485,000
1064 COOLEY DR, Middletown VA 22645
5
BEDS
4
BATHS
4,842
SQFT
$100
$/SQFT
1.01
ACRES
2002
BUILT
"Situated perfectly, this home sits elevated above the 8th fairway and green on the Sly Fox golf course within the desirable Jackson's Meadow community. Observe the beauty of the breath taking mountain and water views from your own private balcony off of the master or join the family on the main level deck and watch golfers navigate this challenging par 5. Whatever your choice may be, you can have it all here at 1064 Cooley Dr. This incredibly spacious 5br 3.5 bath colonial is laid out in such a way that entertaining is easy and so is slipping away to your own retreat. Upstairs you will find a master suite to rival most. Included is a private outside balcony, tray ceiling, soaking tub, separate shower, dual vanities and his/her walk in closets. In addition to the master the upstairs features three other spacious bedrooms, another full bath and a birds eye view of the family room from the balcony. The main level of the property was designed to impress and entertain! The flow from one room to the next with minimal partitions showcases the size of the home. Soaring two story ceilings in the family room with large windows allows natural light to fill the space. The gourmet kitchen features wooden cabinetry, wood floors, a cooktop, wall oven and enough counter space to prepare a week~s worth of meals! Formal spaces on the main level make it easy to host any event from holidays to birthdays. All of this is accessed through the foyer or the two car garage. Completing this home is the fully finished walkout level basement which features a bedroom, full bath, two large living spaces for media, exercise, rec use or whatever your lifestyle dictates! Perfect for in-law or au pair situations. The home is within 7 minutes of over 100 holes of golf spread over five different courses, quality shopping, great dining, I66, and is 12 minutes away from great canoeing on the Shenandoah. Built by Quaker Homes (Savannah model), the property offers convenience, commuter fr"
$462,000
LOT 4 BUCKTON RD S, Middletown VA 22645
3
BEDS
3
BATHS
2,100
SQFT
$220
$/SQFT
7.74
ACRES
2019
BUILT
"PHOTO SIMILAR -- TO BE BUILT. New construction, Colonial home TO BE BUILT by PATRIOT HOMES w/ Main Floor Master offering an 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"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $494,000 TO $462,000 
$450,000
3 JACKSON, Middletown VA 22645
5
BEDS
4
BATHS
5,386
SQFT
$84
$/SQFT
1.22
ACRES
2003
BUILT
"Mountain Views, Cozy Golf community, 4+ BR Home on 1.22 Acres, Extensive landscape, cul de sac, Country living close to shopping. NO HOA. 10 minutes to FIVE golf courses. Enjoy the outdoors, canoeing capital of VA, hike Appalachian trail, explore Skyline Drive. Beautiful home, fantastic kitchen open floor plan, Owner's bedroom features a Private balcony & Spa Bathroom with dual vanities and Water Closet. Finished basement has Kitchenette, wet bar, TV or game room and a full bathroom with oversized shower. Bonus that basement has space for a workshop."
$449,000
551 N BUCKTON RD, Middletown VA 22645
4
BEDS
3
BATHS
2,369
SQFT
$190
$/SQFT
4.96
ACRES
2004
BUILT
"Check out this beautiful property in Larrick Estates. If you are looking for a place for your animals this is the one for you with huge pastures and 3 stall barn. Property features and open floor plan, 4 bedrooms, 3 bathrooms, hardwood floors, walk-out basement, meticulously landscaped, and much more. Improvements... New paint entire interior May 2019, All new carpet on main floor May 2019, New carpet on stairs and upstairs bedroom 2016, New paint on deck, shutters, front and back door and pillars May 2019, New Dishwasher January 2019, New Washer and Dryer 2018, New Hardwood floors 2014, New water softener May 2019, 5 Fruit trees in back yard 2015, Driveway re-sealed October 2018, New Water Pressure Tank June 2018. Call today for a private showing."
* PRICE LOWERED - $459,000 TO $449,000 
$435,000
357 CHIMNEY CIR, Middletown VA 22645
4
BEDS
4
BATHS
3,683
SQFT
$118
$/SQFT
2.14
ACRES
2006
BUILT
"Motivated sellers! Wonderful Colonial on over 2 acres w/majestic views. Open and flowing floorplan with pristine hardwoods. Breakfast room, plus formal dining room along with family room with woodburning fireplace make the main level perfect for entertaining - including an upgraded kitchen w/quartz countertops, all new stainless smart appliances and a large island . Upper level has a remodeled large master shower, double vanity and soaking tub. Huge walkin closet and a water closet. 3 other well appointed bedrooms and a full bath complete the upstairs. Basement is fully finished w/bedroom area (if desired) a den/study, full bath and a kitchenette. Awesome space. There is a 400 amp service, a radon mitigation system, invisible fencing and a new roof in 2018! Wow what a home! Make it yours today!"
* PRICE LOWERED - $455,000 TO $435,000 
$389,000
KATIE LN, Middletown VA 22649
3
BEDS
3
BATHS
2,100
SQFT
$185
$/SQFT
1.02
ACRES
2019
BUILT
"Brand new home TO BE BUILT on beautiful tree-lined Katie Lane in Pineland Park subdivision. Lovely open floorplan features spacious rooms and a convenient layout. The vaulted ceiling in the family room with the fireplace will make entertaining even more enjoyable! Each bedroom has an attached bathroom. The master bath features a double vanity, shower and soaking tub. Granite countertops in the kitchen compliment the enhanced appliance package. Full unfinished basement that can easily double the size of your home once finished. Brick veneer front and vinyl siding. The large 16'x14' rear deck, perfectly situated for morning sunrises, completes this home! This brand new quality-built home by Patriot Homes will be constructed on the 1+ acre lot with beautiful views and a great location. Choose your colors and make this YOUR perfect home! Four notable golf courses within minutes. Easy commute - Rt. 66 and I-81 are both less than 3 miles away."
* LISTED OVER 120 DAYS 
$379,000
1249 HITES RD, Middletown VA 22645
3
BEDS
2
BATHS
2,406
SQFT
$158
$/SQFT
5.08
ACRES
1977
BUILT
"One owner, one level custom brick home with Mountain Views. Spanish style home with great archways inside and out. Nice enclosed sun porch off back of home, updated water softener, wood stove in huge, heated basement (approx. 1,203 sq ft) with electric. Pride of ownership through out. Hardwood floors in great condition. Spacious rooms. Over sized garage. You will love the location and views!"
* PRICE LOWERED - $395,000 TO $379,000 
$374,900
295 KARLEYS WAY, Middletown VA 22645
4
BEDS
6
BATHS
2,399
SQFT
$156
$/SQFT
1.06
ACRES
2005
BUILT
"Owner relocating and is anxious to sell this charming home nestled in a beautiful country setting that is a perfect blend of comfortable living and affordable price. Features include 2400 finished sq ft with 4 bedrooms, 2.5 baths, beautiful hardwood floors on main level, family room with a lovely corner fireplace, fully equipped kitchen, formal dining room, full unfinished basement, double garage, covered front and rear porches and so much more. A must to see."
$369,999
3411 RELIANCE RD, Middletown VA 22645
4
BEDS
3
BATHS
3,368
SQFT
$110
$/SQFT
1.81
ACRES
2008
BUILT
"Beautiful Colonial situated on 1.8 acres with no HOA and zoned agricultural. Bring your horse, your chickens or simply sit back and enjoy all nature has to offer. Come on in and check out all of the oversized windows throughout the home bringing in lots of natural sunlight, as well as the opportunity to enjoy the flow of fresh breezes. Unwind in the living room in front of the beautiful stone surround gas fireplace, the built-in bookcase holding your favorites. The kitchen offers an abundance of cabinets and a center island to give room for the sous chef. Plenty of room for a nook to study recipes, coffee bar or small cafe table. The attached dining room is for your larger gatherings.Currently offering a hard to find main level master bedroom and 3 bedrooms upstairs, all with hardwood floors, a bonus for cleanliness. The owner has constantly been improving this home in just the few years he has had it. Changing out all the carpet for wood floors, building the multi-level deck, finishing out the basement and putting in a paved driveway. There are opportunities for expansion. A rough in exists in the basement for an additional bathroom and you could close in the upstairs open loft area to create another bedroom.Basement living at its best! A woodstove for cold winter days, huge open area perfect for games, an additional bedroom space if needed, or multi-media room. Limitless possibilities here. Nice walkout double doors.If outdoor living is your pleasure, the multi-level deck offers a great entertainment space. Plenty of room to spread out for fun, games and cookouts. The location for Reliance Road is a hidden gem. Less than 4 miles to either I81 or I66 make this home close enough for convenient commuting but far enough away to not hear any highway noise. Still residing in Warren County, just north of Front Royal, puts you close and convenient to restaurants and shopping. You will find the Winchester Medical Center to the north.Other treasures to fi"
$300,000
374 BOYERS MILL LANE, Middletown VA 22645
3
BEDS
3
BATHS
1,885
SQFT
$159
$/SQFT
5.00
ACRES
2002
BUILT
"Are you looking for that unique, one of a kind home in a very private location, look no further! Escape to this Private Retreat on Cedar Creek. This Beautiful log home features 3 bedrooms, and 2 full baths, cathedral ceilings, wood floors, exposed log walls and wood beams, and many windows overlooking Cedar Creek. Walk out your back door to go canoeing, fishing, swimming, tubing, or kayaking. Property includes 5 acres with a gentle slope down to 292 feet of Cedar Creek Frontage. Beautiful setting with lots of mature trees! Well maintained home that has been very well taken care of and shows pride of ownership! Don't miss the gorgeous drone video!"
* LISTED OVER 120 DAYS 
$285,000
1330 RELIANCE RD, Middletown VA 22645
3
BEDS
3
BATHS
2,362
SQFT
$121
$/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!"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $299,000 TO $285,000 
$195,000
2503 CYPRESS WAY, Middletown VA 22645
3
BEDS
1
BATHS
1,090
SQFT
$179
$/SQFT
0.48
ACRES
1983
BUILT
"** NEW PRICE *** Looking for the perfect starter home? On .48 acres, this property has a very large back yard complete with playground equipment and shed. Enjoy summers sitting on large, freshly painted deck with retractable awning. Newer HVAC installed within last 2 years. Hardwood floors throughout. Many rooms freshly painted. Smart switches that work with Google home or Alexa device. Great location on a corner lot. Plumbing and space available for 2nd bath off the master bedroom. Washer/Dryer convey. Doors and windows replaced in 2007. Also can be a great home for those downsizing. Includes home warranty. Come and See!"
* PRICE LOWERED - $199,000 TO $195,000 
$159,900
2123 FIRST ST, Middletown VA 22645
2
BEDS
1
BATHS
825
SQFT
$194
$/SQFT
0.70
ACRES
1971
BUILT
"Middletown location! A couple miles from I-81! Cute, quaint, & quiet subdivision. On a cul-de-sac, this all brick rancher is a gem. The back yard is AMAZING, flat, fully fenced, and just lovely. Hardwood floors throughout, 2 bedrooms, 1 tastefully remodeled full bathroom, and kitchen/dining combo with updated range-oven and microwave. Laundry room has newer washer & dryer too! This won't last long.....schedule a showing today."
 
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