Middletown MD Real Estate

Located just west of Frederick in the valley between Braddock and South Mountains, Middletown offers a small Main Street, several golf courses, outdoor activities and easy access to Frederick.  With a lot of housing options including newer planned unit developments, rural properties, and new homes under construction there is something to fit every need.

Browse current Middletown MD real estate listings below. Contact us online or call 301-524-4471 with any questions or to schedule a tour. ​

317 S Jefferson St Middletown MD 21769

Middletown, MD317 S Jefferson St

Price$299,990

Est. Mortgage: $/month

MLS Number MDFR256226

  • Single Family
  • Address 317 S Jefferson St
  • Bathroom 2
  • Bedrooms 4
  • Square Feet 1200

Renovated cabin in the heart of Middletown. Exterior upgrades include brand new roof, windows and doors. Inside you'll find a new kitchen with granite countertops and stainless appliance package, refinished hardwood, 2 updated bathrooms and fresh paint throughout.

Listed by Taylor Realty LLC

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$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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7311 Poplar Ln Middletown MD 21769

Middletown, MD7311 Poplar Ln

Price$240,000

Est. Mortgage: $/month

MLS Number MDFR255538

  • Single Family
  • Address 7311 Poplar Ln
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 1606

Location! Location! INVESTOR SPECIAL! Home in need of TLC, Subject to Short Sale- Third Party Approval. New Siding/Insulation in 2017. Come take a Look. Cosmetic Updates Needed.

Listed by Charis Realty Group

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$
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$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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15 Tobias Run Middletown MD 21769

Middletown, MD15 Tobias Run

Price$585,000

Est. Mortgage: $/month

MLS Number MDFR256046

  • Single Family
  • LocationType Adjoins Golf Course
  • Address 15 Tobias Run
  • Bathroom 4
  • Bedrooms 5

Welcome to the prestigious golf course community " Glenbrook" located in beautiful Middletown. Prime lot on the 18th hole offers golf course, water and mountain views. Heated in-ground pool surrounded by hardscape and lush landscaping makes this home your private oasis. Two story foyer welcomes you in to an open floor plan that continues to invite at every step. Floor to ceiling windows grace the main level opening to a maintenance free deck overlooking the private pool area and beyond. Gourmet kitchen, private dining area, two story living room with gas fireplace with a catwalk above. Upper level has a large master suite with sitting room, walk-in closets, full bath -three additional bedrooms. Finished lower level is full of natural light with a possible in-law suite -walk out level. Two zone HVAC, security system, programmable light switches, motorized foyer window blind , gas heat, gas hot water, smart garage door opener-just a few "extras"

Listed by RE/MAX Results

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$
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$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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14 Hollow Creek Cir Middletown MD 21769

Middletown, MD14 Hollow Creek Cir

Price$559,900

Est. Mortgage: $/month

MLS Number MDFR255966

  • Single Family
  • Address 14 Hollow Creek Cir
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 5036

Welcome home to this stunning 4 bedroom 3 ~ bathroom brick front home in the prestigious Glenbrook Community surrounded by Hollow Creek Golf Course. This wonderful property will have you feeling right at home from the moment you arrive. Step in to your two-story foyer leading to your formal living and dining rooms, amazing kitchen with cherry cabinets and granite counters, sun-filled breakfast room overlooking amazing yard, spacious family room with gas fireplace, plus private office. Upstairs you~ll find your amazing master suite with sitting room, dual walk in closets, and fully renovated master bath. You~ll also find three additional spacious bedrooms and full hall bath. Your fully finished lower level offers tons of rec space plus two finished rooms and a full bathroom. This all leads to your amazing backyard with a maintenance free deck, gorgeous flagstone patio with outdoor fireplace, with a beautiful tree-lined view backing to the golf course. With fresh paint and new carpet this home is just waiting for you to call it your own!

Listed by Real Estate Teams, LLC

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$
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$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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8926 Mount Tabor Middletown MD 21769

Middletown, MD8926 Mount Tabor

Price$1,650,000

Est. Mortgage: $/month

MLS Number MDFR256036

  • Single Family
  • LocationType Other
  • Address 8926 Mount Tabor
  • Bathroom 4
  • Bedrooms 4

Situated on 144.3 acres of historic civil war property, this 19th century farm house was converted in 2000 into an elegant modernist retreat. The initial structures have been restored and upgraded with sustainable technologies; luxury saltwater pool, geothermal heating and cooling, sustainable gardens fed by a private spring, 40 acres of livestock fencing.

Listed by Jennifer Stein

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$
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$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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8895 Hawbottom Rd Middletown MD 21769

Middletown, MD8895 Hawbottom Rd

Price$799,999

Est. Mortgage: $/month

MLS Number MDFR255684

  • Single Family
  • Address 8895 Hawbottom Rd
  • Bathroom 4
  • Bedrooms 3
  • Square Feet 3200

Beautiful lot in Middletown in a mountain setting. Purchase the lot only (MLS: MDFR25550 for $299k) or you can have North Market Construction build your dream home on 38 acres. Photos in listing are of a recent home by NMC and is for visual demonstration for what you could build.

Listed by Impact Maryland Real Estate

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$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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405 W Main St Middletown MD 21769

Middletown, MD405 W Main St

Price$520,000

Est. Mortgage: $/month

MLS Number MDFR255848

  • MultiFamily
  • Units Furnished None
  • Address 405 W Main St
  • Square Feet 2883
  • Year Built 1946

Excellent investment opportunity. 4 unit apartment building for sale on Main St in Middletown. Updated in 2018, there are two 1 bedroom units and 2 two bedtroom units. Plenty of off street parking. Excellent cash flow. Rents range from $1,000 to $1,300 per month for a total of $4,500. Water and sewer included in rent.

Listed by Radcliffe Realty Group, LLC

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$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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3299 N Hill Ct Middletown MD 21769

Middletown, MD3299 N Hill Ct

Price$569,900

Est. Mortgage: $/month

MLS Number MDFR255214

  • Single Family
  • Address 3299 N Hill Ct
  • Bathroom 4
  • Bedrooms 3
  • Square Feet 4552

Middletown at it's best! This spacious all brick colonial is nestled on a parklike setting in the exclusive brookridge north community! Pride of ownership throughout this lovely home! Main level features bright & open floorplan, 2-story family room & foyer, upper level overlooks the family room & foyer featuring spacious master bedroom, walk-in closet with built ins, master bath & bonus/loft room, the lower level offers family room, bonus room, large storage area and steps out to the beautiful backyard! The large deck overlooks south mountain! Enjoy this wildlife sanctuary this property has to offer!

Listed by RE/MAX Achievers

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$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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117 Ivy Hill Dr Middletown MD 21769

Middletown, MD117 Ivy Hill Dr

Price$409,000

Est. Mortgage: $/month

MLS Number MDFR255540

  • Single Family
  • Address 117 Ivy Hill Dr
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 3696

This true 5 bedroom, 3 1/2 bath home in Brookridge South is an exceptional value! Updates include all 4 bathrooms with an added modern flair, Brazilian Cherry hardwood floors on the main and upper levels, stainless steel appliances, Norwegian Blue Pearl granite counter tops, sunroom addition with ceramic floor and French doors, poured concrete patio accentuating the private backyard and extending the parking area, matching shed for additional storage, 80 gallon water heater (2016), HVAC (2014) and more. Walk to Wiles Branch Park, adjacent to the neighborhood or enjoy the multiple other parks and amenities the Middletown Valley has to offer! Middletown schools and no HOA!

Listed by Long & Foster Real Estate, Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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117 W Main St Middletown MD 21769

Middletown, MD117 W Main St

Price$299,900

Est. Mortgage: $/month

MLS Number MDFR255346

  • Single Family
  • Address 117 W Main St
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1456

MAIN STREET USA! Sought after DOWNTOWN MIDDLETOWN. Zoned Town Commercial (call Town of Middletown for zoning uses) Lovely charming 1900 era all brick Colonial. Exactly what you would expect of a home of this era. Huge bedrooms that share a very large bath, large dining, and family room with a half bath on main level. Original wood floors, wood beamed ceilings, grand moldings throughout the home, wood interior doors (they don't make them like that anymore) with beautiful antique style hardware. Newer oak cabinets in kitchen. One of the only downtown Main Street properties/houses with a paved driveway (off street parking) and a detached two car garage. The front porch with newer trex decking greets you with double front doors. Very nice level, rear yard with a flagstone walk and patio. A dry walk up attic offers additional space to finish in the future. A dry basement for storage as well. The possibilities are endless with this property. Possible office for many professions (confirm with town) or a lovely homestead in the heart of historic Middletown. Close to the new restaurants, commuter routes etc... Updates include 2012 -front porch trex decking, 2013 furnace, 2016 - new exterior water line. In very good condition but sold AS IS.

Listed by RE/MAX Results

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2200 Quebec School Rd Middletown MD 21769

Middletown, MD2200 Quebec School Rd

Price$765,000

Est. Mortgage: $/month

MLS Number MDFR255128

  • Single Family
  • LocationType Rural
  • Bathroom 3
  • Bedrooms 5
  • Square Feet 2400

SELLER SAYS BRING YOUR BEST OFFER NOW! Bucolic setting just outside of highly desirable Middletown with a historic downtown main street, heritage farms, local wineries and the Appalachian Trail this farm is set on almost 70 acres of lush ground and just minutes from the town. Property conveys with a 4 bedroom main house (modular), 1 bedroom guest cottage and 1 more building site. Up and running equestrian facility nicely enclosed with 3 board fencing plus a 6 stall center aisle barn with wash rack, feed & tack room, rubber & sand riding ring, oversized equipment and hay storage building, nine paddocks with water and electric plus multiple run-in sheds. The farm produces all it's own hay! The converted milking parlor is now a charming 1 bedroom guest house. Up on the knoll near the 2nd entrance is a 3rd building site with amazing mountain views. So close to MARC train, Virginia line, downtown Frederick and 270 via 70 you could be anywhere in no time at all yet live the quiet country life. Need help with the down payment? Ask about MARBIDCO

Listed by Long & Foster Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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101 Broad St Middletown MD 21769

Middletown, MD101 Broad St

Price$375,000

Est. Mortgage: $/month

MLS Number MDFR255082

  • Single Family
  • Address 101 Broad St
  • Bathroom 3
  • Bedrooms 5
  • Square Feet 3292

First offering of this jewel of Broad St in 50+ years! Now is your chance to own this beautiful property. The home sits on a large in-town lot, steps from Middletown~s historic Main St. What was once a 2-story Victorian beauty was remodeled by the Seller (a master carpenter) and modeled after homes in Colonial Williamsburg. You~ll see touches from that era ~ dentil molding, custom woodwork, hand-pieced redwood siding and the barn~s cupola. Three stories above grade offer ample living space. The main level includes an Bedroom/Office, separated from the Main House by a pocket door; Spacious Family Room, open to the Kitchen; Generously sized Living and Dining Rooms with hardwood floors. The covered brick back/side porch (perfect for outdoor furniture/hammocks) is accessible from the Family Room and Office. A beautifully crafted curved staircase leads to the bedroom level where you~ll find 3 large bedrooms (including the Master w/built ins) featuring hardwood floors, and a smaller 4th bedroom. Two updated full baths have great natural light. There~s a library w/shelving which includes access to the 3rd level. The Sellers used the 3rd level for their pool table/ping pong table/teen hangout and its use is flexible as your needs change. This home is ready for its new owners to bring in fresh ideas for renovations and updates. There~s a brand-new roof, aluminum gutters and heat pump. The rooms on the main level and 2 bedrooms on the second level have radiant electric ceiling heat as a back up to the heat pump. Large 2-story post-and-beam barn w/electric is perfect for woodworking, lawn business, etc. Circular driveway adds to the charm.

Listed by Real Estate Teams, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Copyright 2019 BRIGHT, All Rights Reserved.  Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Premier Group | Long & Foster Real Estate, Inc. participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.Data last updated November 18, 2019. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale.