Middletown MD Homes for Sale

Middletown, MD is located in the western portion of Frederick County, with a population of about 4,000. This small mountain town is a tight-knit community with a quaint town center. There is plenty to do, especially if you enjoy outdoor activities. This area is perfect for those that want a home with lots of space and lots of land. There are tons of options for single family homes, including single story ranchers, neo-traditional homes within subdivisions, new-build and custom homes, or more established homes that have been a part of the community for a while. 

Browse current Middletown MD real estate listings below.
Or customize your search criteria by using the tools on the right. Scheduling a tour of any of the homes you see here is easy!  Contact us online or call 301-524-4471.  

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6835 Holter Rd Middletown MD 21769

Middletown, MD6835 Holter Rd

Price$1,490,000

Est. Mortgage: $/month

MLS Number MDFR2018408

  • Single Family
  • Address 6835 Holter Rd
  • Subdivision The Legends
  • Bathroom 5
  • Bedrooms 5

Beautiful 5 (possibly 6) bedroom, 4 1/2 bath colonial located on 16.37 acres. Great horse property with huge dry lot, 3 fields (which can be opened up to each other), heated tack room, 60 x 80 horse barn with 3 stalls (could easily have 4-5 stalls), 36 x 102 two story "party"/craft barn (great for parties), studio in barn,1.5 bathrooms in barn, pool house with 1/2 bath, in-ground pool/hot tub, spring house, spring fed pond and chicken house. Other features include large family room addition, large primary bedroom addition, 3 gas fireplaces, 1 wood burning fireplace, heated garage, finished basement, 2 porches and a covered back porch with outdoor fireplace and large hard-scape patio. Beautifully updated too! More photos coming May 13th.

Listed by Wendy J Friend of RE/MAX Results

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$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* 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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5 Tobias Run Middletown MD 21769

Middletown, MD5 Tobias Run

Price$799,900

Est. Mortgage: $/month

Open House

MLS Number MDFR2019140

  • Single Family
  • Next Open House: Sat 05/21 1:00 pm. to 3:00 pm.
  • Subdivision Glenbrook
  • Address 5 Tobias Run
  • Square Feet 6054

Former NV Model Home in sought after Glenbrook. Falconcrest floor plan with over 6,054 finished square feet. Beautifully appointed and loaded with extras. Backs to 18th green on Richland Golf Course. New architectural shingle roof ('22). HVAC (1st Flr '21). Hot water heater ('19). Fridge ('22). Brazilian cherry floors with marble inlay. Wood staircase. Double hung windows. 9 ft ceilings on main and upper levels. Natural gas heat, cooking, fireplace & hot water. 1st floor primary bedroom with ensuite. Laundry/mudroom on main level. Stunning two story family room with built-ins. Lawn irrigation system. Whole house surge protector. Finished walk out level basement with den/office, full bath, rec rm, exercise room, wet bar with wine fridge, workshop and storage area! Garage has its own HVAC system. Bonus room finished on the upper level as well. Recessed lights throughout. Deck and paver patio with extensive exterior landscaping upgrades. Loaded with space and extra finishes. No detail was left undone. Perfect 10!

Listed by Bobbi Prescott of RE/MAX Results

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$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* 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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7083-b Jasper Dr Middletown MD 21769

Middletown, MD7083-b Jasper Dr

Price$470,000

Est. Mortgage: $/month

Pending

MLS Number MDFR2018944

  • Single Family
  • Address 7083-b Jasper Dr
  • Subdivision Fountaindale South
  • Bathroom 3
  • Bedrooms 4

NO HOA! Welcome home! Well-maintained 4 bedroom 2 and half bath home in country setting just minutes from downtown Frederick. Convenient location for multiple commuter needs in any direction. Newer hot water heater. Beautiful newer living room windows. Updated bathrooms. Upgraded kitchen with granite countertops and stainless steel appliances. Spacious, fenced-in lot and deck for all kinds of recreational activities. 4 car garage home! 2 car attached garage and additional large 24' x 24' 2 car garage workshop with a 240 volt panel. Spacious driveway allows for multiple vehicles, including RV or boat. Additional storage shed with power. Sellers request 60 day rentback.

Listed by Mark E Breaux of Cummings & Co. Realtors

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$
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$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* 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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7002 Mountain Church Rd Middletown MD 21769

MLS Number MDFR2018936

  • Single Family
  • Subdivision None Available
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 1125

Vacation where you live... nestled in at the foot of a mountain...you will love this cozy cottage on over an acre.

Listed by Cynthia L. Taylor-Hicks and Roman Mychajliw of Long & Foster Real Estate,Inc.

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$
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$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* 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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8219 Old Hagerstown Rd Middletown MD 21769
Active With Contract

MLS Number MDFR2019008

  • Single Family
  • Subdivision None Available
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1098

Here she is! Pride of ownership, gorgeous valley views, a spacious back yard, and a sought-after school district. You'll find all of this and more in this one level living opportunity perfectly positioned in the Middletown valley! Step inside this three bedroom, one and a half bath charmer, to find a neutral palette and hardwood floors welcoming you to an open family room and dining area. A large bay window and slider doors flood the house with natural light. The generous sized deck combined with a spacious back yard and fire pit area are perfect for entertaining friends and your beloved four-legged family members. An unfinished basement has egress to the back yard and offers ample storage solutions, as does the area above the attached carport . Carefully maintained and move in ready, with sunset views thrown in for good measure. Come see for yourself, all that is missing at 8219 Old Hagerstown Road….is you!

Listed by Jennifer Stevens Long of Maryland Real Estate Group

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$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* 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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2827 Sumantown Rd Middletown MD 21769

Middletown, MD2827 Sumantown Rd

Price$1,350,000

Est. Mortgage: $/month

Pending

MLS Number MDFR2019260

  • Single Family
  • Address 2827 Sumantown Rd
  • Subdivision Middletown
  • Square Feet 7068
  • Year Built 2021

Welcome to 2827 Sumantown Rd. This is it. The one you've been waiting for. Do not miss out on this absolutely stunning, two year old custom home on 4.5 acres in Middletown. This gorgeous home was lovingly designed and built. It boasts over 6400 sqft of beautiful living space, with 6 bedrooms and 5 full bathrooms AND a one year old heated, saltwater swimming pool with paver patio. The home is situated for privacy and has breathtaking views of Middletown Valley. The list of features in this home is beyond extensive. Some of those features include 10 ft and vaulted ceilings on the main level, 9ft ceilings in basement and upper level, custom inset kitchen cabinets, Cambria quartz countertops, professional appliances, white oak hardwood flooring, two laundry rooms (and two additional laundry hook-ups), custom tile work in all of the bathrooms, kitchentte in the basement, high efficiency wood burning insert, truly one of a kind dual master bathroom design, fully finished basement, water treatment system and the list goes on and on. This exceptional home has it all.

Listed by Brittany Reaver of Real Estate Teams,LLC

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$
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$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* 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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9124 Hawbottom Rd Middletown MD 21769

Middletown, MD9124 Hawbottom Rd

Price$525,000

Est. Mortgage: $/month

Pending

MLS Number MDFR2018818

  • Single Family
  • Subdivision None Available
  • Address 9124 Hawbottom Rd
  • Bedrooms 3
  • Bathroom 3

This well-loved log home is just minutes from Middletown and downtown Frederick. Located on nearly 1 acre with large conservation properties adjoining, it is private and secluded, yet convenient to shopping, restaurants and Middletown-area schools. The quaint country road offers walking and biking opportunities, including access to Gambrill Park Road for the outdoor enthusiast. Home offers 3 bedrooms with 3 full bathrooms, a wrap-around covered porch with sweeping views of South Mountain and the gap at Harper's Ferry. The house has been completely updated over the past 5-6 years including the kitchen, bathrooms, bedrooms, and family room. Interior oak hardwood floors have been sanded and refinished and new luxury vinyl floors and carpet installed in the lower level. HVAC was updated in the house and garage in 2016. Even the log home and garage have been sanded and stained 2x over the past 8 years to maintain their health and beauty. That's not all, the standing seam-roofed log garage has a full 28' x 22' basement (!) that has power, HVAC and newly installed R22 foam insulation on the ceiling. Previous owner used the space as a music studio, but opportunities are endless from home theatre to office or workshop to Airbnb space. Owners have put endless hours into gardening and landscaping the property attracting unique birds and butterflies. The driveway entry was installed to make the property pop and you'll see when you pull in. There is a lovely mix of natural stone from the mountain property integrated with hardscaping and pavement. This property boasts no city taxes or HOA fees. Frederick County fully maintains the road (all seasons) along the property. We invite you to come swing on the porch and breathe in the fresh mountain air. Welcome home!

Listed by Debbie L Flook and Hiram E Flook of Maryland Real Estate Group

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$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* 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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4612 Pinewood Trl Middletown MD 21769

Middletown, MD4612 Pinewood Trl

Price$399,900

Est. Mortgage: $/month

Pending

MLS Number MDFR2018654

  • Single Family
  • Address 4612 Pinewood Trl
  • Subdivision Fountaindale North
  • Square Feet 3206
  • Bathroom 3

Welcome to the neighborhood! This 4 bedroom, 2.5 bath split level house with wood-burning fireplace enjoys the best of town and country living. Located in the established Fountaindale North neighborhood of Middletown, it has convenient access to Middletown schools and to a growing and lively commercial and historical district, without city taxes or HOA fees, and mature wooded tree canopy. Neighbors know each other by name, chat over fences and when passing on the street, and check in with one another. Wake up in the mornings and wind down at dusk to birdsong (30+ species live or migrate through and others can be seen flying through, including bald eagles and other raptors), and enjoy antics of the furred neighbors, including bunnies, squirrels, chipmunks and deer. Updates to the home include energy efficient windows on the main level (2010), 50-year roof with warranty that transfers to new owner (2011), new chimney lining (2015), pavers in patio (2012), sun tunnel in dining room (2013), built-in cupboards in 3 seasons room (2012), built-in cupboard and barn door installed in Primary Bathroom (2016), and washer, kitchen range and dishwasher replaced in the last 6 years. You'll love the rolling pull-out drawers in the maple cabinets, and the countertops, sink and backsplash were installed in 2018. A garden lines the paved patio and includes both culinary and apothecary herbs, including gotu kola, spearmint, sweet mint, sage, oregano, thyme, Korean perilla, and 2 types of strawberries - all have returned each spring when mulched well over winter. Around the yard, you'll find fruits and herbs not common in the markets, including black currants, red currants, sour cherry (in 2021 the harvest was 6lbs for humans, with plenty left for our winged neighbors), wineberries, rhubarb, horseradish, garlic chives and the elusive ramps, as well as 2 kinds of blueberries. You'll also find more medicinal herbs around the yard including lemon balm, comfrey, yarrow, rue, blue violets, clover and dandelions. The edibles and herbs have been tended with organic fertilizers and non-toxic pest management, including diatomaceous earth spraying and organic pesticides. Conveniently located near grocery stores, pharmacies, restaurants and commuter routes.

Listed by Leah N Reeder of Long & Foster Real Estate,Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* 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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8917 Gloria Ave Middletown MD 21769

Middletown, MD8917 Gloria Ave

Price$390,000

Est. Mortgage: $/month

Active With Contract

MLS Number MDFR2018188

  • Single Family
  • Address 8917 Gloria Ave
  • Subdivision Wiles Estates
  • Bedrooms 4
  • Square Feet 1868

This well cared for ranch style home sits in the picturesque Middletown Valley. Minutes from major commuter routes and within some of the county's most sought after school districts. Upgrades have been made to the spacious kitchen and the 3 full bathrooms. Family room has cozy wood stove to warm you on those cold nights. Out back a there is a spacious yard, large patio accented by mature trees, and mountain views. 4 bedrooms including on-suite bath in owners suite on first floor. Lower lever with large recreation room and workshop.

Listed by Christopher L Highland of EXP Realty,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* 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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12 Young Branch Dr Middletown MD 21769

Middletown, MD12 Young Branch Dr

Price$589,900

Est. Mortgage: $/month

MLS Number MDFR2017436

  • Single Family
  • Address 12 Young Branch Dr
  • Subdivision Brookridge South
  • Square Feet 3164
  • Bedrooms 4

Beautiful 4 BR w/den 3.5 Bath 2 Car Garage Single Familly located in the Brookridge South neighborhood in Middletown. Island Kitchen with granite counters, ceramic tile floors, and LG S/S appliances, leading to bright and open sunroom. Family room off of kitchen with wood burning fireplace. Separate living and dining rooms. Master bedroom with walk-in closest and 5 piece bathroom. Ceiling fans in all bedrooms. Main level laundry. Fully finished walkout lower level with family room, full bath, den/study, and media room, leading to rear patio. Two tier deck overlooking pasture/farmland with built in shed under deck. New Roof 2017 & Trane Dual Zone HVAC.

Listed by Stephen T Shugarts and Rose G Thomas of Property Management People

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$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* 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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2647 Marker Rd Middletown MD 21769

Middletown, MD2647 Marker Rd

Price$850,000

Est. Mortgage: $/month

Pending

MLS Number MDFR2017834

  • Single Family
  • Subdivision Middletown
  • Address 2647 Marker Rd
  • Bedrooms 3
  • Bathroom 4

Wonderful custom built home by Lancaster. ALL BRICK. STUNNING MIDDLETOWN and SOUTH MOUNTAIN VIEWS. Old meets new with Victoria style, built in 2000. Tourette, wrap around porch, tall ceilings, morning room, picture hanging ledges, two entrances....THREE car SIDE LOAD garage. Large bedrooms, with each one having an attached full bathroom! Quality construction with no detail overlooked - 9ft ceilings, hardwood floors with split staircase, Cushwa Rose Full Range Antique Oversized Brick, CertainTeed Architectural 30 Yr Shingles, Andersen Tilt-Wash Windows, solid wood doors, GAS cooking & fireplace, mudroom with beautiful stained glass window. Come ready to enjoy the fire pit overlooking spectacular mountain sunsets. Fenced rear. Walk out level basement is ready for your personal touches, it includes a bath rough-in. Fridge ('20), Stove ('22), Dishwasher ('22), 1st floor AC ('21), Gas Furnace ('18), Compressor for Heat Pump ('10). Sought after Middletown Schools. Perfect 10!

Listed by Bobbi Prescott of RE/MAX Results

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* 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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103 Ingalls Dr Middletown MD 21769

Middletown, MD103 Ingalls Dr

Price$619,900

Est. Mortgage: $/month

MLS Number MDFR2018596

  • Single Family
  • Address 103 Ingalls Dr
  • Subdivision Middletown Glen
  • Bathroom 4
  • Square Feet 2876

Beautiful Home Located in Desirable Middletown!! 4 Bedrooms and 4 Full baths!! Tray ceiling , moldings and arched doorways greet you upon entering this fabulous floorplan. Gourmet kitchen with all the bells and whistles! Stainless appliances, granite countertops, island, hardwood flooring. Family room includes vaulted ceilings, stone mantel gas fireplace. Primary bedrooms is very spacious with a lovely sitting area featuring vaulted ceilings, tray ceilings, walls of windows for tons of natural light. En-suite bath, double sinks, roman shower and huge walk-in closet. 2nd and 3rd Bedrooms share a Hall bath. Upstairs is a private suite featuring the 4th bedroom and full bath. Lower level is finished with a full bath and very large Rec room. Plenty of storage too! Nice porch off the back of the house. Too many upgrades to list them all!!

Listed by Sheri O Wilson of RE/MAX Results

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* 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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Copyright 2022 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 May 20, 2022. 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.