Middletown Homes under $700,000

This well-maintained townhome features a spacious living room, a dining room with access to a covered deck, a kitchen with brand-new quartz countertops, and a convenient half bath on the main level. The second floor offers three generously sized bedrooms and a full bathroom. An unfinished basement provides great storage space. Fresh paint throughout gives the home a bright, updated feel. All-new windows! Call today to schedule a showing.

1303 Georgetown Rd, Middletown

Listing courtesy of Cavalry Realty, LLC. Contact:

$659,900

4 Beds ⋅ 4 Baths

Sunset Views, Small-Town Charm & Modern Living. Imagine walking to Historic Main Street for dinner, greeting neighbors along the way, and returning home to your covered front porch just in time to watch the sun set over South Mountain. At 12 Dean Lane, those simple pleasures become part of everyday life. Here, the comfort of newer construction meets the charm, character, and walkability that make Middletown such a wonderful place to call home. A Front Porch Worth Coming Home To. From the covered front porch, enjoy colorful sunsets over South Mountain, with the rooftops and church steeple of Historic Middletown creating a picturesque backdrop. Directly across the street from the Middletown Library, this corner-lot home in Middletown Glen places you just steps from Main Street restaurants, parks, schools, and the heart of town. Nearly New Construction with Timeless Appeal. Built in 2019 by Ryan Homes, this beautifully maintained Columbia model offers more than 3,100 finished square feet across three finished levels, four bedrooms, three full and one half baths, and a two-car garage. Fresh interior paint and new carpeting create a crisp, move-in-ready feel, while the thoughtful floor plan offers comfort and flexibility for everyday living. Welcoming Spaces That Feel Like Home. Inside, engineered hardwood floors, high ceilings, and abundant natural light create an inviting atmosphere. A private home office with French doors provides dedicated workspace, while the open family room, centered around a cozy gas fireplace, invites you to settle in and stay awhile. Whether enjoying a quiet evening or entertaining friends, these spaces feel warm, comfortable, and connected. The Heart of the Home. The kitchen brings everyone together with a spacious center island, quartz countertops, classic white cabinetry, stainless steel appliances, gas cooking, a wall oven, and generous pantry storage. A charming breakfast nook provides a comfortable dining space for morning coffee and everyday meals. Sliding doors open to the covered, maintenance-free rear deck, offering another inviting place to dine, entertain, or unwind outdoors. Comfortable Retreats & Everyday Convenience. Upstairs, the spacious primary suite offers a peaceful retreat with a private en-suite bath and walk-in closet. Three additional bedrooms, a full hall bath, and convenient upper-level laundry complete the second floor. Room to Gather, Relax & Grow. The finished walkout lower level adds approximately 650 square feet of living space, featuring a spacious recreation room, full bathroom, windows, and direct backyard access. Perfect for movie nights, games, exercise, or additional gathering space, this level offers wonderful flexibility. A large unfinished storage area provides valuable storage today, with potential for future finished space, subject to applicable requirements. Modern Comfort & Peace of Mind. Built in 2019, the home features relatively young systems and modern conveniences, including a tankless water heater, in-home fire sprinkler system, energy-efficient features, natural gas, public water and sewer, and underground utilities. Fresh paint and new carpeting add to its move-in-ready appeal. Experience the Best of Middletown. Walk to Main Street restaurants for dinner, cross the street to the library, explore nearby parks and trails, or enjoy Friday-night football, hometown parades, concerts, and community celebrations. Here, familiar faces, mountain views, and small-town traditions are part of everyday life. More Than a Home—A Wonderful Way to Live. At 12 Dean Lane, you’re coming home to sunset views from the front porch, evenings spent walking to dinner, comfortable spaces to make memories, and a community you’ll love being part of. It’s the best of Middletown living, wrapped into one beautiful place to call your own.

12 Dean Ln, Middletown

Listing courtesy of RE/MAX Results. Contact:

$275,000

4 Beds ⋅ 2 Baths

Welcome to 163 State Street in Middletown! This Cape Cod offers four bedrooms, one full bath, and one half bath, with approximately 1,425 square feet of living space. The spacious kitchen and dining area provide room for everyday meals and gathering with guests, while four bedrooms offer flexibility for sleeping quarters, a home office, or a hobby room. Situated on approximately 0.43 acres, the property’s generous yard is a standout feature, offering space for outdoor entertaining, gardening, or simply enjoying the fresh air. Central air and natural gas heat add everyday comfort to this inviting home. With classic Cape Cod character and room to make it your own, 163 State Street is ready for its next chapter. Schedule your private showing today!

163 State St, Middletown

Listing courtesy of SERHANT PENNSYLVANIA LLC. Contact:

$69,000

4 Beds ⋅ 2 Baths

Enjoy the ease of single-level living at 345 Caravan Court in Middletown! Located in Harborton Place, this 4-bedroom, 2-bath manufactured home offers a spacious layout with room to relax, entertain, and make it your own. The kitchen features an island and a separate dining area, while the generous living room provides a comfortable gathering space. Four bedrooms offer flexibility for guests, a home office, or hobbies. Additional features include walk-in closets, central air, and propane heat. Outside, the front porch is a welcoming spot for morning coffee, and an oversized shed with electric provides extra space for storage or projects. Off-street parking adds everyday convenience. Built in 2012 and situated on a leased lot, this home brings together comfortable living and a versatile floor plan. Schedule your private showing today!

345 Caravan Ct, Middletown

Listing courtesy of SERHANT PENNSYLVANIA LLC. Contact:

$600,000

4 Beds ⋅ 3 Baths

Welcome to 219 Oakwood Place! Located in the sought-after Longmeadow community in the heart of Middletown, this beautiful home is move-in ready and offers plenty of recent updates! Step through the beautiful double entry doors featuring intricate wrought-iron detailing into two-story foyer. From there, you'll immediately the abundance of natural lighting, the newer luxury vinyl plank flooring throughout the main level, and freshly painted walls throughout. The main floor offers a formal living room, formal dining room and the family room with a cozy fireplace that adjoins the kitchen, creating the perfect space for entertaining and hosting. The recently updated kitchen features beautiful granite countertops, stainless steel appliances, a farmhouse-style sink and backsplash, white cabinets, new slider, and plenty of seating at the island or breakfast area. Off of the kitchen is the mudroom, which includes a laundry area with a utility sink, a powder room, and access to the two-car garage. Upstairs, the spacious owner's suite offers a relaxing retreat with French doors, a dressing area, and two walk-in closets. The en-suite bathroom features a soaking tub, walk-in shower, and double-sink vanity. Three additional spacious bedrooms and a second full bathroom complete the upper level, providing a total of four bedrooms and two full bathrooms upstairs.The finished lower level offers the perfect combination of living space and storage. A versatile area provides flexibility for guest accommodations, a home office, recreation room, or fitness area. The other side of the basement is perfect for entertaining, featuring a pool table and bar area. Additional storage room and closets completes the lower level. Step outside to your own backyard oasis situated on a .35-acre lot. This outdoor space is perfect for relaxing, entertaining, and enjoying the outdoors. It features plenty of privacy shrubs and trees, grand stone pavers, a grilling and fire pit area, and two storage sheds. This home is also conveniently located in the City of Middletown, with easy access to Route 1 & 13, shopping, dining, and everyday conveniences. It is also located within the highly regarded Appoquinimink School District. Schedule your private tour today!

219 Oakwood Pl, Middletown

Listing courtesy of Coldwell Banker Realty. Contact:

$425,000

2 Beds ⋅ 2 Baths

Coming Saturday, October 10! Easy one-floor living in Spring Arbor, Middletown's established 55+ community. This 2-bedroom, 2-bath stone-front ranch on a premium homesite features a sunroom, gas fireplace, retractable awning, irrigation system and 2-car garage, plus a full clubhouse with heated outdoor pool. More photos and details coming soon. Stay tuned!

405 Topiary Ln, Middletown

Listing courtesy of RE/MAX Associates-Hockessin. Contact:

$699,900

5 Beds ⋅ 5 Baths

Welcome to 2419 Quebec School Road, a truly one-of-a-kind property offering nearly 3 acres, multiple living spaces, and incredible versatility in beautiful Middletown, Maryland. Situated on 2.98 acres with scenic mountain views and a brand-new roof on the main house, this property offers an incredibly rare setup for multigenerational living, extended family, guests, or anyone looking for additional space and flexibility. The main home features a split-level layout with beautiful hardwood floors, three bedrooms, and three full bathrooms. The main living level offers a spacious family room, dining room, and kitchen, creating a comfortable and functional space for everyday living. Step outside to the screened-in, covered rear deck overlooking the property. Upstairs, you'll find three bedrooms and two full bathrooms, along with an additional room currently configured as a laundry room with an adjoining full bathroom. This flexible space offers the potential to be converted back into a fourth bedroom, if desired, while providing the convenience of upper-level laundry in its current configuration. The lower level adds even more versatility with a second family room, kitchenette, laundry room, and den/flex room, providing a great setup for an in-law suite, home office, guest space, or additional living area. Continue down another level to find a finished recreation room offering even more room to spread out. But what truly sets this property apart is the detached accessory dwelling unit offering more than 2,100 square feet of additional living space. The ADU features two bedrooms, two full bathrooms, a full kitchen, dining area, multiple family/living spaces, and a dressing room that provides additional flexibility as an office, hobby room, or bonus space. A private deck off the rear of the ADU provides another outdoor space to enjoy the surrounding property. Outside, the professionally landscaped 2.98-acre level lot offers plenty of room to spread out while enjoying beautiful views of the surrounding Middletown landscape and mountains. The property provides even more possibilities for its next owner. Additional improvements include a well pump replaced in 2022 and a well pressure tank replaced in 2018. Between the main residence, lower-level in-law setup, and detached ADU, this property offers three kitchen or kitchenette areas, multiple gathering spaces, five established bedrooms, and an abundance of additional flex space. Whether you're searching for a true multigenerational property, space for extended family, or simply a home that can evolve alongside your needs, 2419 Quebec School Road offers a combination of space, versatility, and setting that is incredibly hard to replicate. Schedule your showing today!

2419 Quebec School Rd, Middletown

Listing courtesy of Charis Realty Group. Contact:

$620,000

4 Beds ⋅ 4 Baths

1365 Pheasant Run Rd is a truly special former model home, beautifully situated on a premium lot in a wonderful neighborhood. Offering 4 bedrooms, 2 full baths, 2 half baths, and 2,852 square feet above grade, this warm and inviting home combines quality craftsmanship, thoughtful updates, and exceptional indoor and outdoor living. A new front door welcomes you into a home where the quality of construction and pride of ownership are evident throughout. The main level features beautiful hardwood flooring, 9-foot ceilings, and a spacious open floor plan that creates an ideal flow for both everyday living and entertaining. The kitchen is the heart of the home, offering plenty of workspace and an inviting dining area that opens through a new sliding glass door to a brand-new maintenance-free deck. The deck provides the perfect extension of the home's living space and overlooks the beautifully landscaped backyard. Steps lead down to a paver patio with a fire pit, creating a wonderful setting for outdoor entertaining and relaxing, with the in-ground pool just beyond. Adjacent to the kitchen, the family room offers a warm and inviting gathering space with custom built-ins and a beautifully renovated gas fireplace, featuring a completely updated surround and hearth that create an impressive focal point. The spacious primary suite offers a private retreat with bamboo flooring, a comfortable sitting area, and a walk-in closet. The primary bath has been beautifully updated with a new walk-in shower, while the hall bathroom has also been completely renovated, providing both baths with fresh, modern finishes. The finished walk-out lower level adds tremendous versatility with a spacious second family room, wet bar, and hobby/work room, along with a recently renovated half bath featuring a new sink, toilet, and stylish backsplash. Convenient access to the patio and backyard makes this an ideal space for entertaining, recreation, hobbies, or simply enjoying additional room to spread out. The outdoor living space is truly one of the home's highlights. From the new maintenance-free deck, enjoy the view of the paver patio, fire pit, and beautifully landscaped grounds leading to the in-ground pool. The pool has been well maintained, with a liner and motor both less than five years old, and the surrounding concrete was refinished this summer. It is a private backyard retreat designed for enjoying warm summer days and entertaining family and friends. Additional updates include a whole-house water filtration system, new laundry sink, HVAC system, and impressive kitchen upgrades, including a deep, oversized sink and a Café Professional dual-fuel range, bringing professional-quality cooking performance to the heart of the home. With its combination of timeless craftsmanship, spacious living areas, numerous recent improvements, and an outstanding backyard designed for entertaining, 1365 Pheasant Run Rd is a home that truly needs to be seen to be appreciated. Warm, inviting, and exceptionally well cared for, this is one you'll want to add to your MUST SEE list!

1365 Pheasant Run Rd, Middletown

Listing courtesy of Joy Daniels Real Estate Group, Ltd. Contact:

$199,000

3 Beds ⋅ 3 Baths

Bring your vision to 250 Ann Street! This detached Middletown home offers character, generous room sizes, and an opportunity to make it your own. A covered front porch welcomes you inside, where wide doorways connect the main living spaces and a wood staircase adds architectural charm. Upstairs rooms offer natural light, while a window-lined enclosed porch provides an inviting spot to enjoy the sunshine. Features include central air conditioning, two-zone electric forced-air heating, public water and sewer, and no HOA. A laundry area, unfinished attic, and backyard add versatility. The home needs repairs and updating, offering an opportunity to renovate and personalize a property with character and potential.

250 Ann St, Middletown

Listing courtesy of RE/MAX Delta Group, Inc.. Contact:

$535,000

4 Beds ⋅ 3 Baths

Welcome to 509 Pythagoras Path, a beautifully maintained 4-bedroom, 2.5-bath home in the sought-after Bayberry community and Appoquinimink School District. Offering approximately 2,225 square feet, this home features a spacious, functional floor plan with plenty of room for everyday living and entertaining. Situated on a .24-acre homesite, this home offers the perfect combination of space, comfort and a fantastic Middletown location. The sellers have invested over $30,000 in improvements and upgrades within the last five years, including Lifeproof flooring throughout the first floor and stairs (2023), bedroom carpeting (2023 & 2025), playroom lighting (2024), furnace (2024), air conditioner (2024), hot water heater with mixing valve for extended hot water (2024), whole-house surge protector (2025), refrigerator (2022), dishwasher (2024), and washer (2025). With so many major updates already completed, you can simply move in and start enjoying everything this wonderful home and community have to offer. This home is a must-see—schedule your showing before it’s gone!

509 Pythagoras Path, Middletown

Listing courtesy of Patterson-Schwartz-Hockessin. Contact:

$695,900

4 Beds ⋅ 4 Baths

Welcome to this stunning 4 bedroom, 4 bath home, offering over 3300 sq. ft. of renovated living space. Situated on 3 private acres, the property is nestled among woods and farmland. This home features an oversized two-car garage and a newly paved driveway. Everything inside has been beautifully updated and is brand new, LVP flooring, carpet, modern bathrooms with tile showers, new windows, roof, a complete electrical system with recessed lighting and more. This open floor plan centers around a large, double-sided wood-burning fireplace with gorgeous stone and brick surrounds, tying all of the living spaces together! The kitchen is stylishly updated with quartz counters and backsplash, modern cabinets and stainless appliances. Four large bedrooms offer great flexibility, including two on the main level. The primary bedroom features a private walk-in closet and dedicated ensuite, while the second main-floor bedroom has easy access to the full hallway bath. Upstairs, you will find two additional bedrooms which feature their own private ensuite bathrooms, and two more walk-in closets. For maximum comfort, the high-efficiency HVAC system features individual mini-splits in each bedroom and main living areas for perfect zoned heating and cooling, complemented by electric baseboards in the bathrooms. Ample closet space is found throughout the home. The massive basement features electric baseboard heating, plenty of room for storage, activities, or hobbies, and convenient interior access to the garage. Please see associated documents for water test and other information. Don't miss this one, schedule your private showing today! Buyer due diligence confirming sq. ft. and all other information.

503 Whitman Ln, Middletown

Listing courtesy of TrueVision, REALTORS. Contact:

$385,000

2 Beds ⋅ 2 Baths

Welcome to this Care Free Living Carriage Home in the 55+ Spring Arbor Community. Very Important! Spring Arbor Community can accept 20% under age 55, no one under 18! Sensational 2 bedroom, 2 bath, 2 car garage, sunroom, deck, 1,725 SQ FT, open floor plan, 9" ceilings, gleaming hardwoods, 5 ceiling fans, this end side entry well maintained carriage home includes HVAC replaced recently, Spacious and bright living room has hardwoods and leads to dining and sunroom with door to deck & back yard. Gorgeous kitchen has recessed lighting, high-end appliances, Thermador Oven/Range, Jenn-Aire Cook Top, Frigidaire Side By Side, Maytag Dishwasher, Microwave, Pantry, Ceramic Tile Floor, Stone Backsplash and Stone Wall! Primary suite has sitting area, walk-in closet, spacious bath with shower and recessed lights, linen closet, oversized counter and ceramic tile floor. 2nd Bedroom is located on the other side of the home, adjacent to the Hall Bath with tub/shower and ceramic tile floor. Wonderful storage room is on the 2nd floor. Spring Arbor is a premier 55+ community offering a clubhouse with spacious gathering room that has kitchen facilities, game rooms, library, fitness room, salt water pool, picnic area, shuffleboard and bocce ball courts. The Roof and Siding are maintained by the association! Great location close to major roads and walking distance to restaurants, shopping and movie theater!

431 Sundial Ln, Middletown

Listing courtesy of Patterson-Schwartz-Middletown. Contact:

Middletown Homes under $700,000

Newest Middletown Homes under $700,000