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 Middletown, MD real estate 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
230
# of Listings
3
Avg # of Bedrooms
$274
Avg. $ / Sq.Ft.
$650,171
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

230 Properties Found. Page 9 of 16.

Benchmark Builders at The Town of Whitehall, Chadwick Floor Plan. TO BE BUILT. The hometown is finally getting its come back. It's the first town to be founded in Delaware in over a century, and it's planned for all homes, businesses and community traditions that make real towns real places. Whitehall has it all! Chadwick floor plan feature 4bedrooms, 2.5 baths, 2nd floor laundry, 2 car attached rear entry garage, an open floor plan for entertainment with a huge great room! **Optional Chadwick front porch shown in photo**.Agent must accompany client on first visit or pre-register client on builder website prior to first visit
#DENC2079246

MIDDLETOWN

530 WHEELMEN STREET 5 CHADWICK

4 Beds

2 Baths

2,456 Sq.Ft.

$570,500

MLS#: DENC2079246

This well built, all brick rancher sits on a corner lot and is in excellent condition. It has 4 generous sized bedrooms and 3 full bathrooms (every bedroom has direct access to a full bath) and an in-law suite with 2 separate entrances. Gas fireplace on main level and wood burning fireplace in finished basement. Beautiful hardwood floors in the foyer, hallway, dining room, living room and 3 bedrooms. Huge finished walk-out basement with large storage area. Floors in basement (rec room and basement bedroom) were recently replaced. Circular driveway and 2 car garage with a hot tub!
#MDFR2074538

MIDDLETOWN

215 BROAD STREET

4 Beds

3 Baths

2,580 Sq.Ft.

$570,000

MLS#: MDFR2074538

​ Back on the market at no fault of seller. seller offers $10,000 toward solar. Welcome to this stunning 5-bedroom, 3.5-bathroom home, featuring a spacious two-car attached garage and lease owned solar panels, providing significant energy savings. As you walk in, you are greeted by an earth tone and inviting living room that seamlessly transitions into a cozy family room, complete with a charming fireplace. The family room opens up to an expansive kitchen, highlighted by a generous kitchen island, modern stainless steel appliances, and an eat-in kitchen that includes a delightful breakfast nook. Additionally, a sunroom or morning room serves as a perfect spot for formal dining, leading to a beautifully designed composite deck with low-maintenance vinyl railing, ideal for outdoor gatherings. Upstairs, you will find four well-appointed bedrooms and two full bathrooms, including a luxurious master suite with its own private bathroom featuring a walk-in shower. For added convenience, the laundry room is conveniently located on the second floor. The basement boasts a versatile home office area, an additional bedroom, and a full bathroom, with a walk-out feature that opens directly into the serene backyard. The community offers a swimming pool, perfect for entertainment and family gatherings, enhancing your lifestyle. Located just after the bridge with no toll charge, this home is situated near the desirable White Hall community, ensuring both convenience and accessibility. This property is a perfect blend of comfort, functionality, and community amenities. Solar is on payment plan to own currently owner pay $168 per month transfer to new owner. Assumable loan to own that will be mature in 2047.
#DENC2094752

MIDDLETOWN

232 ARMATA DRIVE

5 Beds

3 Baths

3,975 Sq.Ft.

$570,000

MLS#: DENC2094752

Welcome to 100 Lombardy Drive, a beautifully maintained all-brick rancher built by Morgan-Keller and lovingly cared for by its original owners. Offering 3 bedrooms and 2 full baths, this home features 1,537 square feet of finished living space above grade plus approximately 905 square feet below grade with a 426 square feet storage room, all situated on a generous .33-acre corner lot in the heart of Middletown—with no HOA. Classic charm meets solid construction with hardwood floors tucked beneath the carpet, custom built-ins, fresh interior paint, and two fireplaces, including one in the main living area and one in the partially finished walk-out basement. You can also enjoy beautiful sunsets from the bay window in the family room, adding a peaceful, everyday moment to the well-loved home. The kitchen has been remodeled and expanded, featuring custom-built cabinetry and a large kitchen and dining area, creating the true heart of the home and a natural gathering space. The partially finished walk-out basement adds valuable flexible living space and includes a recreation room with fireplace, craft area, laundry room, and ample storage, ideal for hobbies, entertaining, or future customization. Major systems have been thoughtfully updated, including a new roof in 2025, HVAC updates (outside unit 2017, inside unit 2012), and a boiler backup heat system with a new expansion tank installed in 2024. The boiler (1991) also provides hot water. Additional improvements include new garage doors (2012), sewer line repair and cleaning completed in 2019, and a new patio and sidewalks installed in 2021. Outdoor living is a standout feature and proudly noted as the seller’s favorite part of the home. Enjoy the covered back porch grilling area, perfect for entertaining, relaxing, and everyday enjoyment. An oversized 533 square foot side-load garage offers excellent functionality, while additional storage is available in the detached shed. Located within walking distance to schools, restaurants, grocery stores, parks, walking trails, and historic Main Street, this home offers the rare combination of timeless craftsmanship, meaningful updates, and a truly walkable small-town lifestyle. Solid, spacious, and full of heart—this is Middletown living at its best!
#MDFR2074850

MIDDLETOWN

100 LOMBARDY DRIVE

3 Beds

2 Baths

2,372 Sq.Ft.

$569,000

MLS#: MDFR2074850

Welcome to 505 Cherry Bark Road in Four Seasons at Baymont Farms, a premier 55+ active adult community in Middletown, Delaware. This nearly new Eastwood Loft Floorplan, just 2 years young, offers low-maintenance, resort-style living with thoughtful design and modern upgrades throughout. Step inside to an open ranch-style floor plan featuring 3 bedrooms and 2 full baths on the main level—with one currently used as a home office—plus a bonus second level that includes an additional bedroom, full bath, and a spacious loft living area. The home’s inviting exterior showcases a front porch with stone and shiplap accents. Inside, enjoy luxury vinyl plank flooring, a cozy gas fireplace, and a gourmet kitchen complete with soft-close cabinetry, GE Profile appliances, gas cooking, and a large quartz island and countertops. A sunroom bump-out fills the space with natural light, while the primary suite offers a private retreat with a large walk-in closet, dual vanities, and a spa-like walk-in shower. Additional highlights include a full basement with poured concrete foundation and egress window—partially started as a craft room, with rough-in for a future full bath—plus a sprinkler system for easy lawn care. Life at Four Seasons at Baymont Farms centers around connection and convenience. Residents enjoy a 6,000 sq. ft. clubhouse, resort-style pool with tiki hut, state-of-the-art fitness center, kayak launch, bocce and pickleball courts, and a vibrant calendar of events led by the community lifestyle director. From yoga and Zumba to billiards and social gatherings, there’s always something to enjoy. Located just minutes from downtown Middletown with quick access to Rt. 1, Baymont Farms offers the perfect blend of serenity and accessibility. With landscaping and community upkeep included through the HOA, you’ll have more time to focus on hobbies, friendships, and the lifestyle you deserve. Come see why 505 Cherry Bark Road is more than just a house—it’s the start of your next chapter in resort-style living.
#DENC2089330

MIDDLETOWN

505 CHERRY BARK ROAD

4 Beds

3 Baths

2,650 Sq.Ft.

$565,000

MLS#: DENC2089330

Welcome to this beautifully maintained Dulaney model by ADMAR Custom Homes, located in the sought-after 55+ section of the Foxfield subdivision in picturesque Middletown. Pride of ownership is evident throughout this home, lovingly cared for by its original owner. Step inside to a welcoming ceramic-tiled foyer, offering easy access to the attached two-car garage and a conveniently placed powder room. The kitchen features an abundance of cabinet space and overlooks the living room. Two large corner windows bathe the breakfast nook in natural light, making it a cozy space to start your day. The main level boasts gorgeous hardwood flooring throughout the spacious living room and primary bedroom. A set of sliding glass doors in the living room leads to a private outdoor patio — perfect for relaxing or entertaining guests. You'll also appreciate the main-level washer and dryer, offering convenient single-level living. Upstairs, you'll find two additional bedrooms and a full bath, ideal for guests, hobbies, or a home office. The fully finished basement adds even more living space, featuring wall-to-wall wood flooring, recessed lighting, and a warm, open atmosphere perfect for entertaining, game nights, or even dancing. A large utility room with ceramic tile, utility sink, and dedicated deep freezer outlet adds function, while a roughed-in bathroom is nearly complete — just waiting for your final touch. The walk-out basement stairs lead to a lush green yard. This backyard oasis offers both charm and seclusion — a perfect retreat. Don’t miss your chance to own this exceptional home — homes like this don’t stay on the market for long!
#MDFR2071176

MIDDLETOWN

1 KELLER LANE

3 Beds

2 Baths

3,161 Sq.Ft.

$564,900

MLS#: MDFR2071176

Middleton Reserve -To be built new construction. Photos of similar home shown with optional front porch. Benchmark Builders at The Town of Whitehall. Welcome to your new hometown. At Whitehall, the hometown is finally getting its comeback. It's the first town to be founded in Delaware in over a century, and it's planned for all homes, businesses and community traditions that make real towns real places.
#DENC2079238

MIDDLETOWN

530 WHEELMEN STREET 3 MIDDLETON RESERVE

4 Beds

2 Baths

2,280 Sq.Ft.

$554,000

MLS#: DENC2079238

The Alton Model. TO BE BUILT. Cape Cod style home offering 2 bedrooms, 2 baths, open floor plan, loft included. Visit The Town of Whitehall for a home town living experience! *Photo shown is not actual home for sale. This community features an abundance of standard features! Hardie board siding, Andersen 200 series windows on all homes. Please stop in for all details. 530 Wheelmen Street, Middletown, DE 19709. Agent must accompany client on first visit or pre-register client on builder website prior to first visit.
#DENC2079242

MIDDLETOWN

530 WHEELMEN STREET 4 ALTON

3 Beds

3 Baths

1,850 Sq.Ft.

$549,000

MLS#: DENC2079242

The Bristol Model is a thoughtfully designed 3-bedroom home that is TO BE BUILT in the highly sought-after 55+ community of Traditions at Whitehall. This home features an open floor plan with a spacious dining area, kitchen, great room, and perfect for modern living and entertaining. The large Owner’s Suite offers two walk-in closets, an en-suite bath with a double vanity, and a luxurious 5-foot tile shower. A versatile loft on the second floor provides additional space and the option to add another bedroom and bathroom for expanded living. Customize your interior and exterior finishes and make this home yours! 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.
#DENC2080218

MIDDLETOWN

204 BALDY LANE BRISTOLE

3 Beds

2 Baths

2,441 Sq.Ft.

$548,500

MLS#: DENC2080218

Priced to Sell and Move-in Ready!! Sellers are ready for a new owner to enjoy all the amenities right in your own backyard. Looking for a fantastic place to call home that offers a country feel with a 3/4 acre corner lot, fenced in backyard and a HEATED inground pool? Then Misty Vale Farms is calling your name with this beautifully updated home featuring acacia hardwood floors throughout with tile bathrooms, an upgraded kitchen with stainless steel appliances, butcher block counters, wood burning fireplace, formal dining room and and a sunken family room right off the kitchen that leads to a deck and bridge to your incredible backyard with patio, raised garden beds, perennial flowers and large grasses to complete the landscaping. Warmth and openness make this a perfect home for relaxing, entertaining or game night! Sellers installed a NEW vinyl white privacy fence around the pool area, with grassy patches, a fire pit section and concrete decking with plenty of room to entertain and enjoy the outdoor serenity of your very own inground pool - with NEW HEATER! They also upgraded the second floor with all NEW HARDWOOD floors to match the main level. The main level also features a great bonus room with glass framed french doors - perfect for home office, library, playroom - you decide! Upstairs, the primary suite impresses with vaulted ceilings, stunning tile in the en suite bath, and an 11-ft walk in closet. Two additional upstairs bedrooms, a stylish hall bath, and convenient upstairs laundry complete the second floor. The finished basement adds even more flexibility with a media/playroom and an additional bedroom for guests. But the real showstopper is outside where your summer paradise awaits! Enjoy a sparkling in-ground pool with diving board. And the roof is only 8 years young! All this home needs is you and homes like this don’t come along often—don’t miss your chance to make it yours!
#DENC2093922

MIDDLETOWN

102 NEWBURY COURT

3 Beds

2 Baths

2,292 Sq.Ft.

$545,000

MLS#: DENC2093922

Middleton Elite -TO BE BUILT new construction. This 3 bedroom open innovative floor plan welcomes homeowners and visitors alike in a space that flows effortlessly from one room to the next. Spacious kitchen with hardwood floors, along with 42" maple cabinets, granite countertops, and so much more. The picture shows this home with the largest optional porch, but there are 3 front elevations to chose 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. Agent must accompany client on first visit or pre-register on builder's website prior to first visit.
#DENC2079222

MIDDLETOWN

530 WHEELMEN STREET 2 MIDDLETON ELITE

3 Beds

2 Baths

2,052 Sq.Ft.

$540,000

MLS#: DENC2079222

Welcome to Parks Edge! This exceptional 55+ community in Delaware offers an array of amenities that are truly hard to beat, designed to enhance your active lifestyle. We are pleased to present the Cooper II model, a two-bedroom, two-bath home built by Blenheim Homes. This particular residence features a flexible room that offers the versatility to be easily converted into a third bedroom, an office, or a hobby room, catering to your specific needs. There is also a rough-in for a third bathroom in the basement for the potential need to add another bathroom. The home was constructed with numerous high-quality and energy-efficient features, a detailed list of which can be found in the attached documents for your review. Furthermore, the balance of the 10-year structural warranty is transferable to the new owner(s), providing additional peace of mind. Parks Edge residents enjoy unparalleled access to both the Bayberry South Lakehouse and their own exclusive luxury clubhouse. The clubhouse includes a state-of-the-art fitness center, a refreshing outdoor pool, and various athletic courts for your enjoyment. Beyond these facilities, the community boasts an 11-acre boating and fishing lake and a sprawling 70-acre park, offering ample opportunities for recreation and relaxation. To further enhance your living experience, these features come with the added convenience of included lawn maintenance, snow removal, and irrigated lawns. We invite you to schedule your showing today to experience all that this remarkable home and community have to offer.
#DENC2089864

MIDDLETOWN

3037 BARBER LANE

2 Beds

2 Baths

1,800 Sq.Ft.

$539,000

MLS#: DENC2089864

This stunning 3BR, 2BA Sonoma home is now available! Move-in ready! With a spacious single-level floorplan, it truly stands out in the neighborhood. Featuring three bedrooms and two bathrooms, the primary suite offers generous closet space with two walk-in closets and an en suite bath. The added sunroom extension extends the home, creating the perfect space for entertaining guests. The kitchen is equipped with stainless steel appliances, sleek quartz countertops, 42’’ cabinetry with hardware, oven, and gas cooktop for all your culinary needs! Plus, the unfinished basement provides ample storage potential. Step outside to enjoy the deck off the sunroom, ideal for relaxing or hosting gatherings. About the Community: This vibrant 55+ active adult community is designed for living your best life. Residents will enjoy a 5,400-square-foot clubhouse, pickleball and tennis courts, bocce, a resort-style pool, a state-of-the-art fitness center, and a full calendar of activities—so there’s always something to look forward to. Best of all, lawn care, snow removal, and trash and recycling are included, giving you the freedom to spend your time exactly how you choose. Homes are selling quickly, and Phase One is almost gone—don’t wait to claim your place at Venue at Winchelsea. This is your chance to get in before it’s too late. *Please see New Home Consultant for details. Taxes to be assessed after settlement. If using a Realtor: the agent's client must acknowledge on their first interaction with Lennar that they are being represented by a Realtor, and the Realtor must accompany their client on their first visit. For appointments and open houses, please visit the model home located at 2405 Greyfriar Loop.
#DENC2095728

MIDDLETOWN

3029 IVYHOUSE LANE

2 Beds

2 Baths

2,065 Sq.Ft.

$538,793

MLS#: DENC2095728

Welcome to the popular Bloomfield Model in the 55+ community of Traditions at Whitehall. This floor plan has 2-Bedrooms with a standard loft and a generously sized great room open to the kitchen and dining area. You will have plenty of space if you like to entertain. A rear Owner's Suite gives maximum privacy and includes a large walk-in closet and en-suite with a double bowl vanity and 5-foot tile shower. The second floor features a large loft and walk-in closet for additional storage or overnight guests. With many structural options available, another bedroom and another bathroom can easily be added. Customize your interior and exterior finishes and make this house your home! 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.
#DENC2080216

MIDDLETOWN

120 BURLINA BLVD BLOOMFIELD MODEL

2 Beds

2 Baths

2,053 Sq.Ft.

$527,000

MLS#: DENC2080216

Welcome to the Belville Model in the 55+community of Traditions at Whitehall. TO BE BUILT. This inviting 2-Bedroom home has a welcoming foyer which leads you down the hall towards the main living area! An open kitchen and breakfast area which flows into the large great room and is perfect for entertaining! The owner’s suite in the front features a large walk-in closet and owner’s bath with a double bowl vanity and 5-foot tile shower. The second floor offers a standard loft with the option to add an additional bedroom and/or bathroom. Customize your interior and exterior finishes and make this home yours! 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.
#DENC2080214

MIDDLETOWN

204 BALDY LANE BELVILLE

2 Beds

2 Baths

2,059 Sq.Ft.

$521,500

MLS#: DENC2080214

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Buyers resources
7 Reasons to Work with a Realtor
7 Principles For Home Buying Success
Getting a Mortgage To Buy a Home
Home Hazards Awareness
Key Items For Home Inspection
Questions When Buying a Condo
Questions When Choosing a Realtor
Sellers resources
8 reasons to work with a realtor
Calculating Capital Gains
Checklist for Better Showing
Cleaning Home For Sale
Improving Odds Of an Offer
Preparing Home for photoshoot
Selling Your Home for More $$

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