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

Middletown, MD Real Estate and Community

Welcome to Middletown, Maryland, a charming town that combines small-town charm with modern amenities. Known for its scenic views and rich history, Middletown is an ideal place to call home.

Why Choose Middletown for Your Next Home?

Middletown is more than just a place to live; it’s a community brimming with potential. Here are some reasons to consider:

  • Excellent School System: Experience quality education in top-rated schools.
  • Beautiful Parks: Enjoy outdoor activities in our well-maintained parks.
  • Rich History: Explore historical sites that reflect our community’s heritage.
  • Convenient Location: Easy access to major highways and nearby cities like Frederick and Hagerstown.

Real Estate Opportunities

Middletown offers a diverse range of real estate options for families, retirees, and professionals alike. Whether you’re searching for a cozy single-family home, a spacious townhome, or an elegant estate, Middletown has it all.

Current Market Overview

  • Average Home Price: $XXX,XXX
  • Market Trend: Link to local market trends
  • New Listings: Check out the latest properties available in Middletown.

Popular Neighborhoods

  1. Downtown Middletown: Known for its historic homes and vibrant downtown area.
  2. Catoctin Estates: Spacious lots and modern amenities, perfect for families.
  3. Rolling Hills: A serene, upscale neighborhood with beautiful views.

Community Highlights

Local Amenities

  • Shopping: Enjoy various local boutiques and major retailers.
  • Dining: Savor delicious meals at community-favorite restaurants.
  • Recreation: Engage in sports and outdoor activities at local parks.

Annual Events

  • Middletown Heritage Festival: Celebrate our history with food, music, and fun.
  • Summer Concert Series: Enjoy live music in the park every summer.

Engage with the Community

Join local groups and organizations to become an active part of Middletown. Here are some ways to connect:

  • Community Center Events: Participate in workshops and classes.
  • Social Media Groups: Stay updated through Facebook Community Page.

Get Started on Your Real Estate Journey

Are you ready to find your dream home in Middletown, MD? Whether you’re a first-time buyer or looking to upgrade, our team is here to help you every step of the way.

Contact Us Today!

To learn more about available properties or to schedule a consultation, reach out to us:

Discover why Middletown, MD is the perfect place for you and your family!

One of the most popular communities provided by Charis Realty Group
21
# of Listings
4
Avg # of Bedrooms
$244
Avg. $ / Sq.Ft.
$1,124,004
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

9 Properties Found. Page 1 of 1.

Escape the subdivision life for a residence defined by scale, privacy, and rugged utility. Set on 32.39+/- acres, this cabin-style estate is built for those who want their permanent home to feel like a fortress of solitude without sacrificing modern comforts. The interior features a recently updated kitchen equipped with new appliances and granite countertops. While there is a propane furnace, there is also a classic woodstove that provides a high-efficiency heating source and a focal point for the entertainment area in the basement. The home’s footprint is anchored by an expansive rear deck designed for four-season use; whether you’re hosting or decompressing, the integrated hot tub offers total privacy, screened by a dense canopy of mature timber to create an outdoor living room that feels completely removed from the outside world. This isn't just a woodlot; it's a gateway. The property borders Gambrill State Park, providing exploration and recreational opportunities right out your back door. For the serious outdoorsman or the family seeking an active lifestyle, the land offers endless utility for hiking, scouting, and wildlife management. The long, wooded approach ensures a level of seclusion and security that is increasingly rare, making this an ideal primary residence for those seeking a quiet, secure environment. Practicality meets potential inside and out, with a walkout basement that provides the ideal entertainment area or can be converted into a home office, gym, or additional bedrooms to grow with your needs. An existing shed provides organized storage for ATVs and maintenance equipment, keeping your primary living spaces clutter-free. Shown by appointment only, this is more than a getaway—it is a rare opportunity to own a significant piece of acreage with your ideal mountain retreat on your own recreational land in the Catocin Mountains.
#MDFR2074476

MIDDLETOWN

8939 HAWBOTTOM ROAD

3 Beds

3 Baths

3,236 Sq.Ft.

$989,000

MLS#: MDFR2074476

HOME TO BE BUILT. Nestled on a beautiful, wooded 2.25-acre lot, this to-be-built home by Grossnickle Construction offers the perfect blend of luxury and comfort. The home features 3 spacious bedrooms, including a private primary suite, 2 full bathrooms, and a convenient powder room. This plan also includes 400 sqft rec room in the basement and the option for an upstairs bonus room. Enjoy the peaceful, natural setting with mature trees and scenic surroundings while still having the opportunity to personalize your new home. This featured plan can be built as-is, tweaked to your preferences, or you can choose a completely different custom plan to fit this homesite. Don’t miss this chance to build your dream home in a truly serene location.
#MDFR2080886

MIDDLETOWN

MOUNTAIN CHURCH ROAD

3 Beds

2 Baths

3,000 Sq.Ft.

$924,500

MLS#: MDFR2080886

OPEN HOUSE! Sunday, 6/14 from 1-3 pm *** Looking for the perfect spot to HOMESTEAD? This 4.23 acre property in the Middletown Valley is the place to be! The home itself is a sprawling 2 level rancher offering 5,100 sq. ft. of modern living space! The complete kitchen renovation includes stainless steel appliances, leathered granite, an extra wide stainless-steel sink with drying ledge, butcher block island and peninsula seating for 3, decorative backsplash and wood shelves, slider window, pantry, built-in broom closet and even clay cabinets knobs made by a local artist! The bright, open floor plan allows for multiple creative ideas for room and furniture placement. With a large living room with powder room for guests, a family room with side entrance, complete with 1920’s Chicago brick floor and access to garage and lower level, dining space, an eating niche and flex space in between, there is no lack of space or opportunity for family time or entertaining. The primary bedroom with his and hers closets also includes an en-suite bathroom with 5’ shower, complete with 2 shower heads, and linen closet. The 3 large, secondary bedrooms on the main floor share a full bathroom in hallway, complete with built-in linen closet and handy laundry chute! If that weren’t enough space, the lower level offers a 5th bedroom with 3rd full bathroom, huge game room with a wall of cabinetry, perfect for storing games, videos, crafts and more. There is even a large studio room with its own staircase, built-in cabinetry and shelving, perfect for a home office, craft center or homeschooling space. The lower level is completed by a large workshop area, storage room, laundry room, multiple closets, full-sized windows, utility sink, extra freezers and two separate slider doors to the backyard. There is even a 576 sq. ft., 2-car garage with new garage door (2025), pedestrian door and expansive driveway for extra parking. The outdoor living space includes a bi-level deck and patio area, as well as a large shed for storage. For the gardener, you’ll find multiple electric fenced areas with gates and full truck access. There are currently 15 berry bushes including blueberry, blackberry and boysenberry to name a few. No homestead is complete without a chicken house and larger structure with multiple uses. There is even 30 feet of conservation area with a barrier of trees and creek! Fresh paint, wood floors, updated and recessed lighting, new ceiling fans, triple slider doors, dual staircases and more. So much house and land! Whole House Sediment Filter (2025), HVAC (2024), Refrigerator (2023), Roof (2021), Pressure Tank (2021), Dishwasher (2021), Washer (2019), Oven (2016).
#MDFR2083476

MIDDLETOWN

8613 HOLLOW ROAD

5 Beds

3 Baths

4,452 Sq.Ft.

$779,000

MLS#: MDFR2083476

Exceptional value in North Pointe! One of the largest models in the neighborhood, this updated home offers plenty of space, a flexible floorplan, a private lot backing to trees, and is located in the highly sought-after Middletown school district. The main level features hardwood flooring, formal living and dining rooms, a private office, laundry room, dual staircases, and a dramatic two-story family room with a gas fireplace. The renovated kitchen includes granite countertops, updated cabinetry, stainless steel appliances, double wall ovens, and a large center island with cooktop and seating. Upstairs, the spacious primary suite offers a large walk-in closet and private bath with dual vanities, a soaking tub, separate shower, and water closet. Three additional bedrooms and another full bath complete the upper level. The finished walkout lower level includes a large recreation room, media room, full bath, and plenty of storage space. Enjoy the outdoors from the screened porch and deck overlooking the backyard and trees. With its size, updates, desirable North Pointe location, and access to the highly regarded Middletown schools, this is an opportunity you won't want to miss.
#MDFR2082766

MIDDLETOWN

8 N POINTE TERRACE

4 Beds

3 Baths

5,674 Sq.Ft.

$749,900

MLS#: MDFR2082766

Price Improvement! This iconic 1937 Brick Tudor Revival residence and adjacent additional structure are being sold together, situated on two separately deeded parcels that share a well and septic system. The Tudor Revival home has been freshly painted and offers timeless character blended with thoughtful updates throughout. The kitchen features stainless steel appliances, a new cooktop, custom cabinetry, and granite countertops. The formal dining room boasts built-in china closets and an oversized bay window, while the inviting living room centers around a classic wood-burning fireplace. The primary suite includes custom wood-paneled walls, an oversized bay window, a walk-in closet plus two additional closets, and a private ensuite bath. A new hot water heater, along with new roofs on both the home and pool house, provides added peace of mind. The finished basement expands the living space with a recreation room, partial kitchen, office, laundry area with shower, and a half bath—ideal for a variety of residential needs. Outside, the oversized fully fenced backyard creates a private retreat, featuring an in-ground pool with a new liner installed in 2022, a brick pool house, and a storage shed—perfect for entertaining or relaxing. The adjacent structure offers substantial additional space and includes notable features such as three-phase 400-amp electrical service, a 4,000-pound jib crane, and existing interior infrastructure. The property is currently zoned R3 and is being sold strictly for residential use. Any future use of the additional structure is subject to zoning regulations, and buyers are encouraged to conduct their own due diligence with the appropriate local authorities.
#MDFR2076696

MIDDLETOWN

3213 OLD NATIONAL PIKE

3 Beds

2 Baths

1,782 Sq.Ft.

$699,900

MLS#: MDFR2076696

This home offers EVERYTHING you move to Middletown for; small-town feel, walkability to parks, restaurants, library and shopping, top-rated schools, easy access to commuter routes and THE VIEW! That’s right- one of the few homes in the neighborhood that backs to OPEN SPACE, owned by the town, with a view of South Mountain! With 3,696 sq ft of living space, you’ll find a welcoming open floor plan with hardwood floors, a sitting room to relax by the gas fireplace open to the family room which includes a second gas fireplace, both with wooden mantles with detailed Cornice molding and stone surrounds. This room includes a double door to the deck and is open to the eating area, complete with a second double door for maximum deck access. The kitchen offers 42-inch cabinetry, Corian countertops, an island with pendant lighting and seating for two. For ease of preparing meals you’ll have the double oven/range and recently renovated pantry with built-in drawers. The formal dining room includes custom boxed trim, chair rail and crown moldings that continue throughout the main level, completed by the full laundry room, powder room and access to the attached 2-car garage. With 5 true bedrooms upstairs, there is no lack of room for a growing family or guests! The primary bedroom includes its own en-suite bathroom with soaking tub, separate shower with Subway tile, dual sinks and a large walk-in closet. The 4 secondary bedrooms include lighted ceiling fans and access to the shared full bathroom in the hallway. The lower level game room with ample seating and entertaining area includes a pool/ping pong table, kitchenette with fridge/freezer combo, microwave and wet bar and a built-in desk with cabinets and access to the covered patio for afternoon shade. If that weren’t enough, you also get a 6th bedroom with a brand new egress window and huge walk-in closet, 3rd full bathroom and oversized storage room. The outdoor living space at 24 Young Branch Drive is unmatched with a vinyl, low-maintenance deck with 6 brand new support posts, lighted steps to the paver patio below and a comfortable screened porch where you can enjoy that peaceful view, even on a rainy day. Recessed lighting, custom window coverings and shutters, built-in shelving, central VAC… even a park that borders the neighborhood! Water heater (2026), gas fireplace log sets (2026), air purifier system and lower level egress window (2025), roof (2016), NO HOA! ONE YEAR HOME WARRANTY included!
#MDFR2082480

MIDDLETOWN

24 YOUNG BRANCH DRIVE

6 Beds

3 Baths

3,696 Sq.Ft.

$662,000

MLS#: MDFR2082480

NEW PRICE! Welcome to 7 Derr Lane in the sought-after Villages at Foxfield—Middletown’s premier 55+ community—where Original Owners have meticulously maintained and thoughtfully upgraded this beautiful home, showcasing true pride of ownership everywhere you look. Perfectly positioned within walking distance to Middletown Park and its many amenities, this home also backs to serene woods, walking/jogging paths, and open green space—offering both convenience and some privacy. Enjoy peaceful mornings on the covered front porch or unwind in the backyard retreat featuring a walkout patio, koi pond, and a hidden “secret garden” be sure not to miss. Inside, the home blends comfort and modern updates. The kitchen is a standout with a Corian island, mosaic tile backsplash, stainless steel appliances (replaced 2019), induction downdraft cooktop, double oven, and ceramic flooring—ideal for both everyday living and entertaining. The main level boasts hardwood flooring (2018) and a warm, inviting family room with a propane fireplace and direct access to the newer, enlarged Trex deck (2022, with updated door in 2025). The spacious layout includes vaulted ceilings, a tray ceiling in the primary suite, and a dramatic two-story overlook with loft above. The primary bath was beautifully renovated in 2017, and the upper level features new carpet (2019). Additional updates include leased solar panels for energy efficiency (2018), washer and dryer (2021), vinyl fencing (2022), new roof and ventilation (2024), HVAC (2015), and water heater (2018). The unfinished lower level offers a walkout to the backyard, rough-in for a full bath, and a wide-open layout ready to be customized to your needs. Garage is equipped with a 200 amp 240 volt EV charging circuit and a newer garage door opener (2021). This is a rare opportunity to own a truly move-in-ready home in Middletown’s most desirable active adult communities—combining thoughtful upgrades, natural beauty, and a vibrant lifestyle.
#MDFR2080220

MIDDLETOWN

7 DERR LANE

3 Beds

2 Baths

2,208 Sq.Ft.

$650,000

MLS#: MDFR2080220

Tucked away on over 5 private acres, this chalet-style home is not your typical property – and that’s exactly the point. With soaring ceilings, expansive windows, and skylights throughout, the home has a great balance of natural light and surrounded by wooded views that give it a true treehouse-like feel. A cozy fireplace anchors the main living space, while hardwood floors and warm finishes add to its character. The wraparound deck extends the living space outdoors, offering a peaceful setting for morning coffee or unwinding at the end of the day. An oversized detached two-car garage provides ample space for storage, hobbies, or projects. The kitchen has been refreshed with granite countertops and stainless steel appliances, blending modern convenience with the home’s unique style. This is a home for someone who appreciates privacy, architecture, and a setting that feels removed from it all - while still being just 15 minutes to Middletown’s shops, dining, and Middletown Schools. Updates include: Roof (2020), Skylights (2020), Stove & Microwave (2021), Refrigerator (2023), and Water Softener/Neutralizer (2022).
#MDFR2078904

MIDDLETOWN

6838 MOUNTAIN CHURCH ROAD

4 Beds

3 Baths

2,488 Sq.Ft.

$624,900

MLS#: MDFR2078904

Welcome to 2 Derr Lane, a beautifully maintained home nestled in the highly sought-after Foxfield 55+ Community in Middletown. Offering 2,279 square feet of thoughtfully designed living space on a desirable corner lot, this exceptional home combines comfort, convenience, and low-maintenance living in one of the area's most popular active adult communities. Proudly offered by the original owners, this meticulously cared-for residence reflects exceptional pride of ownership throughout. Recent improvements include a new roof, new carpet, fresh paint in select rooms, and all new stainless steel appliances, making this home truly move-in ready. Designed with both everyday living and entertaining in mind, the spacious floor plan features three generously sized bedrooms and three full bathrooms, including a main-level primary suite and a second main-level bedroom, offering the ease of one-level living without sacrificing space for family and guests. Soaring vaulted ceilings and abundant natural light create an open, airy atmosphere, while the dramatic two-story living room and open loft above add architectural character and flexible living space perfect for a home office, hobby room, reading area, or guest retreat. The inviting living room opens to a covered patio complete with a ceiling fan, creating a seamless indoor-outdoor connection. Whether you're enjoying your morning coffee, dining outdoors, or relaxing at the end of the day, this peaceful outdoor space is sure to become a favorite. Beyond the patio, the private backyard offers a quiet setting with room to garden, enjoy nature, or simply unwind. Ideally located within walking distance of Middletown Park and just minutes from local shopping, dining, and the charm of historic downtown Middletown, this home offers the perfect balance of privacy and convenience. Rarely does a home become available that offers this combination of generous living space, thoughtful updates, exceptional care, and a prime location within Foxfield. If you've been waiting for a move-in ready home that truly checks all the boxes, this is one you won't want to miss. Some photos have been virtually staged.
#MDFR2083076

MIDDLETOWN

2 DERR LANE

3 Beds

3 Baths

2,279 Sq.Ft.

$555,000

MLS#: MDFR2083076

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