Middletown Real Estate, Homes and Condos for sale

All Middletown homes currently listed for sale in Middletown as of 09/16/2019 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 
$535,000
731 COMFORTER, Middletown VA 22645
3
BEDS
3
BATHS
2,167
SQFT
$247
$/SQFT
10.05
ACRES
2009
BUILT
"Lake Front with Panoramic Shenandoah Mountain Views from Inside and Outside this Chalet Home Located on a cul de sac with impressive views of the Skyline Drive and Shenandoah National Park. Enter the 10-acre property on a gentle sloping driveway to park at your front door or put your car or truck in the detached garage. Entry door is just two steps onto a covered deck with ample room to store firewood.The home features a great room with recessed lighting and ten windows facing the southern exposure. Highlighting the great room is a 16 foot stone clad wood-burning fireplace with raised hearth. Use the full glass doors to enjoy the flames or open the doors to heat the room.Master bedroom adjoins the great room. Master has ample space for a king bed with two bedside tables, a triple dresser and an occasional chair. The cathedral ceiling features a large fan. Master bath has walk-in shower with glass enclosure. Granite counter with two sinks and full mirror. Linen closet has easy access from inside the bathroom.Bedrooms on either side of the second tub/shower full bathroom on this level accommodate twin beds or a queen bed plus dresser and/or bedside tables.The open floor plan features a large dining area with built-in butler-style pantry and recessed lighting. Kitchen has three linked counter tops with a peninsula useful for buffet food service or meals at the counter overhang with seating for two. Twin door food pantry is a convenient part of the kitchen. Trash compactor saves time and effort for a busy family. Laundry room on this floor includes a useful compact sink.The lower level basement has the same footprint as the upper level with wide view windows and french door entry. Full bathroom in the basement is appealing for taking showers after lakeside enjoyment.The lawn covers 1/3 acre inside a wood paddock fence. Wood deck on three sides of the home has lots of space for outdoor dining and casual seating.Follow the easy graded trail to the lakefront"
$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"
$469,900
292 CHIMNEY CIR, Middletown VA 22645
5
BEDS
4
BATHS
3,796
SQFT
$124
$/SQFT
2.31
ACRES
2007
BUILT
"This is a must see! The Harvard model - Main Level Features: 2 story foyer with formal living room and dining room, dual staircase, private office, spacious family room with wood burning fireplace (includes pellet stove insert), over-sized kitchen with built-in desk, center island, breakfast nook and an adjoining morning room. Full laundry w/laundry with laundry chute and attached 3 car garage (21'8 x 31'8. Upper level includes Master suite with master bath, double vanity separate shower and soaking tub plus a spacious walk-in closet. Two additional bedrooms each with private baths and two bedrooms and 1 full bath. Seller to provide a $5,000 carpet allowance."
$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 
$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 
$375,000
7844 CHURCH ST, Middletown VA 22645
4
BEDS
4
BATHS
3,184
SQFT
$118
$/SQFT
2004
BUILT
"Southern Living floor plan built by the original owners and pride of ownership shows throughout this gorgeous home. Located in the quaint town of Middletown where you can walk to church, shops and local restaurants plus close to Rt 66 for commuters. Step inside to the open 2 story Entryway and Great room with vaulted ceiling and 2 skylights. Gas log fireplace for the chillier temps. Kitchen has an eat in area and connects to the Dining room with chair rail molding and ceiling height shelving around the room for all your collectibles Deck off the Kitchen with a retractable awning for when the sun gets to hot or you just need some shade. Main floor Master Bedroom with hardwood flooring and cathedral ceiling. Master bath has a jetted tub and separate shower that opens to the walk-in closet. Laundry room is right off the Master bedroom and connects to the garage. On the 2nd floor their are 2 additional bedrooms and a full bath. Large open and airy bonus room with 2 skylights that can be used as another bedroom, game room or man cave. Lower walk-out basement with its own Kitchen, Family room, Bedroom and full bath perfect for an in-law suite or used as a separate apartment. Off the Family room there is a private patio area that leads to the beautifully manicured backyard. Storage shed for outdoor tools and toys. Large 2 car garage with plenty of extra storage space. Water heater and A/C unit 2 yrs old. Hurry to view this fantastic home!"
* NEW LISTING 
$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."
$359,999
3411 RELIANCE RD, Middletown VA 22645
4
BEDS
3
BATHS
3,368
SQFT
$107
$/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"
* PRICE LOWERED - $369,999 TO $359,999 
 
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