CHARIS REALTY GROUP
One of the most popular communities provided by {{page_data.agentName}}

MIDDLETOWN

One of the most popular communities provided by Charis Realty Group

MIDDLETOWN

About MIDDLETOWN

Discover Middletown, MD Real Estate 

Welcome to Middletown, Maryland! Nestled in the heart of Frederick County, Middletown offers a charming blend of small-town atmosphere and modern amenities. If you’re searching for a place where community, convenience, and natural beauty meet, Middletown, MD real estate is the perfect choice.

Why Choose Middletown, MD?

Located just minutes west of Frederick, Middletown boasts picturesque landscapes, historic landmarks, and a warm, welcoming community. Here’s why so many homebuyers are looking for houses for sale in Middletown, MD:

  • Stunning Mountain Views: Surrounded by the scenic Catoctin Mountains and rolling farmland, this area provides breathtaking vistas year-round.
  • Top-Rated Schools: Middletown is renowned for its excellent public schools, including Middletown High School.
  • Charming Downtown: Explore locally-owned shops, cafes, and eateries along Main Street for a classic small-town experience.
  • Nearby Recreation: Enjoy outdoor activities at Middletown Park, South Mountain State Park, and local golf courses.
  • Easy Access: Quick commutes to Frederick, Hagerstown, and even Washington, DC make Middletown ideal for professionals and families alike.

Middletown, MD Housing Market Overview

The Middletown, MD real estate market features a wide variety of properties, from historic Victorian homes to modern new constructions. Whether you’re a first-time buyer, looking to upgrade, or seeking a peaceful place to retire, Middletown offers:

  • Single-family homes
  • Townhouses
  • New builds and developments
  • Spacious lots and acreage

Interested in recent listings? Check current homes for sale in Middletown, MD for up-to-date market trends and pricing.

Live in the Heart of Frederick County

Relocating to Middletown, MD means you’ll experience:

  • A strong sense of community and friendly neighbors
  • Highly walkable streets with beautiful historic architecture
  • Year-round events, including the popular Middletown Heritage Festival
  • An unbeatable blend of rural charm and convenient suburban living

Ready to Find Your Dream Home in Middletown?

From stately colonials to custom-built estates, Middletown, Maryland real estate delivers exceptional value and quality of life. If you’re considering a move, now is the perfect time to contact a trusted Charis Realty Group agent to start your search.

Start living the life you’ve always dreamed of in Middletown, Maryland—where homes are more than houses; they’re part of a vibrant, enduring community.

One of the most popular communities provided by Charis Realty Group
246
# of Listings
3
Avg # of Bedrooms
$275
Avg. $ / Sq.Ft.
$637,544
Med. List Price

Browse MIDDLETOWN Real Estate Listings

All listings

Under $250,000

$250,000 - $500,000

$500,000 - $1M

$1M - $3M

$3M - $5M

Over $5M

246 Properties Found. Page 7 of 17.

TO BE BUILT - The Bennett This beautiful 2 story home features 4 bedrooms, 2.5 baths, 2 car garage. Standard features include a partially finished basement, Granite kitchen countertops, 42" maple cabinets, stainless steel appliances, hardwood floors in foyer, kitchen & breakfast area & a stone water table on the exterior. Appoquinimink School district!
#DENC2079328

MIDDLETOWN

400 REDERICK LANE 3 BENNETT

4 Beds

2 Baths

3,000 Sq.Ft.

$624,000

MLS#: DENC2079328

Build your dream home with Schaeffer Homes in Middletown with Schaeffer Homes! This home is to be built through their Build On Your Lot Program. Starting at 2,223 square feet, the Ellis is a sizable home, with 2 modern elevations options. This model includes 4 bedrooms, 2 1⁄2 baths, and a 2-car garage, providing ample space for families of all sizes. The home starts at 2-stories, with the option to add to a 3rd floor if you are in need of an extra bedroom and bath!! The great room is adequate enough to fit a large dining table, while still allowing extra space to spread out between the kitchen and family room. With its sleek design and thoughtful layout, the Ellis is the perfect blend of style and functionality. The homesite is listed for $230,000, the home is $271,900, and the estimate for land development cost is $120,000. Land development costs can be more or less than $120,000. Seller and Builder make no representation of the feasibility and cost for site development and will provide a due diligence period to the Buyer. Schaeffer Homes has the exclusive right to build on this lot and will assist the Buyer through the due diligence process. It is unknown if a basement foundation is available until soil testing is completed, which will be the responsibility of the Buyer. Seller and Builder make no representation of the feasibility and cost for site development and will provide a due diligence period to the Buyer. Schaeffer Homes has the exclusive right to build on this lot and will assist the Buyer through the due diligence process. ***NOTE: Home is to be built. Pictures and virtual tour are of the same base model with upgraded options shown. Other Schaeffer Floorplans are available to be built on this homesite.
#DENC2092334

MIDDLETOWN

1487 BUNKER HILL ROAD

4 Beds

2 Baths

2,223 Sq.Ft.

$621,900

MLS#: DENC2092334

TO BE BUILT-The Greenspring -This beautiful home features 4 bedrooms, 2.5 baths, 2 car garage. Standard features include a partially finished basement, Granite kitchen countertops, 42" maple cabinets, stainless steel appliances, hardwood floors in foyer, kitchen & breakfast area & a stone water table on the exterior. Appoquinimink School district! Self-Guided Tours available daily 7 am-8 pm. Download "NterNow" APP on smart phone. Enter property ID at front door of Model; scan drivers license and door will auto unlock. Please make sure door is closed and door will auto lock.
#DENC2079324

MIDDLETOWN

400 REDERICK LANE 1 GREENSPRING

4 Beds

2 Baths

3,021 Sq.Ft.

$619,000

MLS#: DENC2079324

Welcome to 3016 Barber Lane! This gorgeous, 55+ newly constructed detached home was built in 2024 and is located in Parks Edge, a part of the Village of Bayberry community in Middletown, Delaware! Situated on a premium corner lot, this beautifully upgraded Cooper II model with a two car garage offers great views with a pocket park in front and a meadow behind the home that cannot be built on! This thoughtfully designed home features 2 bedrooms, 2 full baths, and a versatile den/flex space that can serve as an office or easily convert to a third bedroom. From the moment you step inside, you’ll appreciate the luxury vinyl plank flooring that runs throughout the main living areas and bedrooms! The gourmet kitchen is a standout, featuring a huge level 3 quartz island, stainless steel appliances, a double wall oven, electric glass-top range, built-in microwave, and dishwasher. The cabinetry package was the highest upgrade offered (level 3), complete with soft-close doors and drawers and pull-out racks for maximum functionality, and the pantry has been enhanced with a custom Closet Factory system! The kitchen flows seamlessly into the living and dining areas with a nice open floor plan! Heading to the bedrooms you will find a spacious primary suite that includes a beautifully tiled bath with a walk-in shower and built-in seat. A large primary closet is also outfitted with a fully customized master closet system by Closet Factory. The second bedroom is also a great size with a large closet and a cozy nook in the room! Additional custom Closet Factory upgrades were added to the laundry room, providing exceptional organization and storage. The outdoor living is just as impressive, with a screened-in porch leading to a 16x20 maintenance-free vinyl deck with metal spindles—perfect for entertaining or simply enjoying the peaceful meadow views. The home also includes a two-car garage with a Liftmaster garage door open that connects to MyQ App- so convenient! There is also a huge unfinished basement which has been professionally water-sealed floor for added peace of mind. After move-in, the owner put in over $40,000 in additional upgrades to the home, including custom zebra blinds on nine windows, tinted privacy mirror polarized glass at the front door, patio sliders, and primary bath window, grab rails in the bathroom and five ceiling fans with remotes were installed. In addition- EVERY light fixture, faucet, and door handle was upgraded throughout the home, and three wall-mounted TV setups with electrical were installed. Front railings were also added to the front porch! The irrigation system includes a Wi-fi adaptor so it connects to your phone and can control each zone in the system! This exceptional property combines premium lot positioning, extensive upgrades, and move-in-ready condition in one of Middletown’s most desirable active adult communities! One of the best things about the Parks Edge Community is all of the amenities! Residents have exclusive access to Parks Edge 55+ Clubhouse- a vibrant hub designed for connection, relaxation, and an enriched lifestyle, featuring an array of upscale amenities and engaging social opportunities including a large fitness center, an inviting community lounge, a stylish billiards room, a catering kitchen and event bar, and a versatile multipurpose space ideal for clubs, events, and gatherings. Make your way to the outdoors, where residents can unwind and stay active with amenities including a sparkling pool, pickleball and bocce courts, and a patio. Beyond the clubhouse, enjoy direct access to the scenic 70-acre Bayberry Park, miles of walking trails, and a serene 11-acre lake perfect for kayaking and fishing. Book your tour today!
#DENC2098048

MIDDLETOWN

3016 BARBER LANE

2 Beds

2 Baths

1,866 Sq.Ft.

$615,000

MLS#: DENC2098048

Welcome to the Cottonwood Model, TO BE BUILT, in the highly sought-after 55+ community of Traditions at Whitehall. This 3-bedroom home features a generous Owner’s Suite at the front of the home, complete with double walk-in closets leading to a luxurious en-suite bath, offering a privacy water closet and a 5-foot tile shower. At the rear of the home, you will find the kitchen and dining area that opens to a bright and airy great room, perfect for relaxation or entertaining. Step outside to enjoy the peaceful surroundings on the optional deck off the breakfast area, where you can take in views of the trees and open space. With a variety of structural and decorative options available, this home can be customized to suit your style and needs. The Cottonwood Model offers the perfect blend of comfort, size, elegance, and low-maintenance living in a vibrant active adult community. As a resident you will enjoy access to amenities that include a clubhouse, fitness facilities, swimming pools, walking trails, and a full calendar of social events to keep you engaged and connected with neighbors.
#DENC2080210

MIDDLETOWN

204 BALDY LANE COTTONWOOD

3 Beds

2 Baths

2,477 Sq.Ft.

$614,000

MLS#: DENC2080210

TO BE BUILT-The Eden II is our largest four-bedroom model with a lot of versatility. It can easily accommodate a fifth bedroom if needed. The owner's suite has a separate sitting area, and two walk-in closets. All bedrooms are generously sized. The eat-in kitchen is well laid out with an open flow to the rest of the living space. This floor plan is outstanding. Standard features include stone water table, stainless steel appliances, granite counter tops, hardwood in foyer, kitchen & breakfast.
#DENC2079332

MIDDLETOWN

400 REDERICK LANE 5 EDEN II

4 Beds

2 Baths

3,195 Sq.Ft.

$614,000

MLS#: DENC2079332

Welcome Home! Located in the sought-after 55+ community of The Ponds at Bayberry, this exquisite 3-bedroom, 2-full-bath home offers comfort, style, and resort-style living. Residents enjoy fantastic amenities, including a clubhouse, pool, and a full calendar of activities. The home features a stunning stone front exterior and a spacious covered porch perfect for relaxing. Inside, you’ll find an open-concept layout with gleaming hardwood floors, large windows that fill the home with natural light, and a beautifully upgraded kitchen ideal for cooking and entertaining. Step outside to a gorgeous back deck with a retractable awning overlooking a private, tree-lined backyard—a peaceful retreat for morning coffee or evening gatherings. In the basement you will find a rough in for plumbing and a walk-out with sliding doors leading to the private back yard. This beautiful home in The Ponds at Bayberry has everything you’re looking for in a vibrant 55+ community. Don’t miss your chance to make it yours
#DENC2093966

MIDDLETOWN

624 VIVALDI DRIVE

3 Beds

2 Baths

2,050 Sq.Ft.

$609,999

MLS#: DENC2093966

This home is a To-Be- Built. The Fayetteville offers a private home office just off the foyer, perfect for working from home in comfort. The striking modern kitchen features Looks interior options and opens to a spacious great room filled with natural light from abundant windows. The luxurious primary suite includes a generous walk-in closet and a relaxing primary bath with dual sinks. Upstairs, a versatile loft provides flexible space ideal for a game room, playroom, home theater, or additional living area. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.
#DENC2095730

MIDDLETOWN

883 MERLIN DRIVE

3 Beds

3 Baths

2,307 Sq.Ft.

$602,990

MLS#: DENC2095730

Edmonston -TO BE BUILT. Come tour our decorated model during business hours. This 4 bedroom open floor plan welcomes homeowners and visitors alike in a space that flows effortlessly from one room to the next. This plan offers 2 version, the standard offering a first floor owner's suite, and the alternate offering a larger great room and secondary bedroom on the first floor. There is a spacious kitchen with hardwood floors, along with 42" maple cabinets, granite countertops, and so much more! The picture shown is of our largest porch option, but there are several sizes to choose from. If you are looking for a community with planned amenities, retail, school and everything else you can imagine, visit the first new urbanism concept community in Delaware, The Town of Whitehall. Agents must accompany buyer on first visit or pre-register on builder's website prior to first visit.
#DENC2079252

MIDDLETOWN

530 WHEELMEN STREET 8 WENTWORTH

4 Beds

2 Baths

2,680 Sq.Ft.

$602,000

MLS#: DENC2079252

Discover the charm of this stunning traditional home nestled in the desirable subdivision of The Legends. This beautifully maintained residence, built in 2001, boasts a generous 2,700 sq. ft. of finished living space, perfect for creating lasting memories. Situated on a spacious corner lot, this property offers both privacy and a welcoming atmosphere. Step inside to find a harmonious blend of comfort and style, featuring elegant hardwood, ceramic tile flooring and carpet throughout. The heart of the home is the inviting kitchen, equipped with modern stainless steel appliances and a double oven, ideal for culinary enthusiasts and entertaining guests. The open layout seamlessly connects the kitchen to the cozy living area, complete with a charming fireplace that sets the perfect ambiance for gatherings. With four well-appointed bedrooms and 2.5 bathrooms, this home provides ample space for relaxation and rejuvenation. The convenience of a main floor laundry adds to the ease of daily living. The full basement, with rough bath plumbing, offers endless possibilities for customization—think home gym, playroom, or additional living space. Enjoy the convenience of an attached front-entry garage with space for two vehicles, along with additional driveway parking. The outdoor space is perfect for enjoying sunny days and evening strolls in the neighborhood. This property is not just a house; it’s a place to call home. ALSO a New Furnace was just installed. Experience the perfect blend of comfort, style, and location—schedule your private tour today!
#DENC2092438

MIDDLETOWN

1 HOGAN CIRCLE

4 Beds

2 Baths

2,700 Sq.Ft.

$599,900

MLS#: DENC2092438

Introducing the CHELSEA Model, to be built in the highly desirable 55+ community of Traditions at Whitehall. This thoughtfully designed 3-bedroom, 2-bath home features an open-concept floor plan, with a spacious foyer, formal dining area, and a large great room that flows into the kitchen perfect for entertaining. The Owner’s Suite includes a walk-in closet and an en-suite bath with a double vanity and standard tile shower. The home also offers flexible options to add a 4th bedroom, loft, and third bathroom on the second floor. The gourmet kitchen is a highlight, with stainless steel appliances, granite countertops, and a large island. The community offers a clubhouse, fitness center, swimming pool, walking trails, and plenty of social activities. With a 2-car garage and low-maintenance living, the Chelsea Model offers a perfect combination of comfort and style.
#DENC2080208

MIDDLETOWN

204 BALDY LANE CHELSEA

3 Beds

2 Baths

2,296 Sq.Ft.

$599,000

MLS#: DENC2080208

24 Hours Notice Required for ALL Showings. Even though this property is in good shape and habitable the property is being sold As-Is, Where-Is. Information regarding the stucco condition, including documentation and a contractor quote outlining the estimated cost to remediate, has been uploaded to the Bright MLS document section. The list price reflects the property’s current condition and presents an opportunity compared to recent neighborhood sales, with comparable homes selling from the mid-upper $600,000s to over $700,000. Some sweat equity can go a long way, offering the potential to build value with updates and improvements. Enter at the grand 2-sty Foyer w/ HW fls, neutral decor, a large arched window over the door adding loads of natural light & a turned HW staircase that also offers convenient "butterfly" entry from the Kitchen & features 2nd fl bridge views of both the Family Rm/Foyer entry! To the right & left as you enter the Foyer are the spacious Living & Dining Rms each featuring neutral carpet & paint, crown moldings, 9ft ceilings, 6ft windows for great natural light & an arched bump-out in the DR adding space as well as lovely design to your formal occasion or celebratory meals! The HW fls flow straight back to the entry of the 2-sty Family Rm, full sized Office w/ ceiling fan & double door access (could also be used as a play room, exercise room, guest room, etc!), a spacious Powder Rm w/ HW fls & pedestal sink next to the Office & a double closet! The rear main floor plan of the large Kitchen w/ expanded Morning Rm addition are open to the Family Rm creating a great flow for both day-to-day or when entertaining! The gourmet Kitchen features recessed lighting, tile fls, granite counters, 42" cherry cabinets w/ upper/lower moldings & nickel pulls, subway tile backsplash, a center island w/ pendant lighting & seating for at least 2, double wall ovens, a gas cooktop, SS appls, an oversized pantry closet & a pass-thru opening at the sink into the Morning Rm addition featuring cathedral ceilings, ceiling fan, loads of windows for natural light & sliders out to the large brick rear patio w/ decorative brick knee wall accents & tranquil views of the private backyard w/ plenty of mature trees, bushes & evergreens! The 2sty Fam Rm provides a cozy yet spacious room to relax featuring a gas FP, neutral carpet, ceiling fan & loads of natural light. A convenient main floor Laundry Rm w/ vinyl flooring, window & shelving, another double closet for daily coat/etc storage & a convenient inside garage access round off the amenities on the first fl. Upstairs, the Primary Owner Suite is impressively sized & features a tray ceiling in the separate Br, a private 11x10 Sitting Rm & full bath featuring tile fls, dual single sink vanities, recessed lights, a jetted tub w/ separate tiled shower stall & an 11x8 walk-in closet! All 3 addl Brs on this level are spacious and feature double closets, neutral carpeting, lighted ceiling fans & great natural light. There's still way more living space for family & entertaining in the finished basement where you will find not 1, not 2, but THREE large finished rooms that can be a Media Rm, Game Rm, Exercise Rm, Hobby/Music Rm, Guest Rm, etc! These areas all have neutral decor throughout including long-lasting Berber carpet, multiple lighted wall sconces & a safety egress window! There's also a 3rd full bath in the lower level for convenience of visiting family/guests featuring tile fls, vanity sink, linen closet & tub/shower! No need to worry about losing basic storage space w/ all of these finished rooms, there are still 2 unfinished rooms in the Bsmnt housing the utilities & plenty of extra space for storage & shelving! This community is conveniently located just off Levels Rd in Middletown so its very close to loads of shopping, dining & entertainment. See it Love it! Buy it!
#DENC2098270

MIDDLETOWN

20 W KILTS LANE

4 Beds

3 Baths

3,425 Sq.Ft.

$597,000

MLS#: DENC2098270

Very unusual historic home in the heart of Middletown. Just blocks from new YMCA. Home was assembled in 1944-1948 from parts of multiple historic homes being demolished to make room for post war housing. The front facade and much of the brick exterior were transported and re-assembled on site, proudly boasting 1736 construction. Add various plank floors, beamed ceiling, fireplaces with Mable surround or beautiful delft tiles, decorative moldings, beautiful wood doors.... You may think you can visualize how beautiful this house is, but it will still surprise you, now add recent kitchen, a first floor primary suite with spacious en-suite, large closets and room for washer and dryer. Wait there's more!! Recent HVAC (2 zone) a large Amish built workshop shed , a carriage house/pool house with full bathroom. Ornate gardens and landscaping, a koi pond, brick walkways encased with privacy fencing , yet walking distance to schools, stores , dining and entertainment. A Must see to imagine. Book your private tour as soon as possible.
#DENC2091784

MIDDLETOWN

12 E COCHRAN STREET

4 Beds

2 Baths

2,275 Sq.Ft.

$596,000

MLS#: DENC2091784

Prime commercial site. This 1.54-acre property boasts a coveted B-2 zoning, making it an ideal location for business ventures. Conveniently positioned just off Interstate 81 and a short drive from Interstate 66, this site offers excellent visibility, ensuring maximum exposure for any enterprise. Situated between two well-known establishments, McDonald's and Econo Lodge, it benefits from high traffic and customer flow. With public utilities readily available, the infrastructure is in place to support a wide range of commercial activities. Moreover, the surrounding area is experiencing substantial residential growth, indicating a thriving market and potential customer base. This commercial site's strategic location, zoning, excellent visibility, proximity to major highways, and supportive infrastructure make it an enticing prospect for entrepreneurs looking to establish or expand their businesses in a rapidly developing area.
#VAFV2013246

MIDDLETOWN

RELIANCE ROAD

None Beds

None Baths

1.38 acres

$595,000

MLS#: VAFV2013246

Welcome to 541 Diamond Dr - where your future home awaits. Located in the desirable Lakeside community, this beautifully updated Colonial offers the perfect blend of comfort, space, and style. Featuring 4 bedrooms and 2.5 bathrooms, this move-in ready home has been completely refreshed with brand new carpets, fresh paint throughout, new countertops, and updated kitchen appliances. Step inside to an inviting open floor plan designed for both everyday living and entertaining. Beautiful new luxury vinyl plank flooring spans the foyer and formal living and dining spaces on the left, that lead into your beautifully polished kitchen that has been completely refreshed. Gorgeous quartz countertops, crisp white cabinetry, stainless steel appliances, a center island, eat-in area and pantry are just some of the incredible features of this jaw-dropping kitchen. Sliding glass doors lead you outside, where a large deck overlooks a beautiful in-ground pool. This private fenced yard has mature trees for privacy and shade, keeping you cool and covered for summer pool parties. The cozy family room glows with natural light from large windows and features a natural gas fireplace. Upstairs, the second floor laundry space brings added convenience, and the primary bedroom has stunning vaulted ceilings, double walk-in closets, and a primary bath with a double vanity, shower, and separate bath. Three more incredible bedrooms and a full bathroom round out the second floor, but the fun really begins in the finished basement, with even more room to spread out. This home is located in a prime location in the town limits of Middletown, within walking distance to Silver Lake Park, Middletown YMCA, and Middletown Library. This combination of elegance, convenience, and functionality is a rarity 0- don't miss your chance to call 541 Diamond Dr your home!
#DENC2098996

MIDDLETOWN

541 DIAMOND DRIVE

4 Beds

2 Baths

2,100 Sq.Ft.

$595,000

MLS#: DENC2098996

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