Middletown Real Estate

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:

$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:

$979,900

5 Beds ⋅ 5 Baths

PROFESSIONAL PHOTOS COMING SOON. Space, style, and thoughtful upgrades come together at 218 Mistmeadow Drive in Silver Wind Estates. Built in 2020 and situated on approximately three-quarters of an acre, this impressive home offers approximately 5,650 square feet, five bedrooms, four full bathrooms, and a half bath. A welcoming covered front porch, stone accents, and established landscaping create an inviting introduction, while the three-car garage and expanded driveway provide generous parking and everyday convenience. Inside, hardwood flooring throughout the first floor, an oak staircase with metal balusters, and decorative details give the home a polished feel. The living room features an accent wall and additional side windows, while chair rail and wall molding lend character to the dining room. A gas fireplace with stone extending to the ceiling anchors the family room, creating a striking gathering space. The kitchen features a cooktop, wall ovens, an added backsplash, and a large pantry offering generous storage. A main-level bedroom suite with its own full bathroom offers flexibility for guests or those seeking bedroom accommodations on the first floor, while a separate half bath adds convenience. Upstairs, the primary suite and a separate Princess Suite offer comfortable retreats, complemented by additional bedrooms and a loft that provides flexible living space. Recessed lighting throughout multiple rooms enhances the home’s thoughtful appointments. The expansive, partially finished basement offers space for entertaining, recreation, or a home gym, with a wet bar and wine cooler adding to its appeal. Two substantial unfinished areas provide ample storage and opportunities to customize additional space to suit your needs. Outside, the widened driveway extends toward the rear of the property, while an irrigation system serves the front, both sides, and a portion of the backyard. Ideally located in Middletown within the Appoquinimink School District, the home is just minutes from shopping, dining, parks, and schools. HOA services include trash collection, snow removal, and maintenance of community open space. An added benefit: the sellers will pay off the remaining solar panel balance at settlement.

218 Mistmeadow Dr, Middletown

Listing courtesy of BHHS Fox & Roach-Greenville. 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:

$775,000

4 Beds ⋅ 3 Baths

MOUNTAIN VIEWS, POOLSIDE LIVING & PRIVACY IN MIDDLETOWN. There’s something special about a home that gives you room to breathe, beautiful views, and a backyard that makes staying home feel like a getaway. Set high on a .46-acre corner lot in Foxfield at Middletown, this spacious Admar-built home offers approximately 3,252 square feet above grade, a full unfinished walkout lower level, beautiful views toward Braddock Mountain, and an outdoor setting designed to be enjoyed. LIGHT-FILLED LIVING & ROOM TO GATHER. Step inside to a light-filled floor plan where a dramatic two-story family room creates an impressive gathering space. The main level also offers separate living and dining rooms, a private home office, and a kitchen designed for everyday living and entertaining with quartz countertops, stainless-steel appliances, a center island, and butler’s pantry. Hardwood floors and the staircase were refinished in 2019, wrought-iron pickets add character, and remote-controlled Hunter Douglas blinds bring convenience to the living space. FOUR BEDROOMS & A PRIVATE PRIMARY RETREAT. Upstairs are four spacious bedrooms, including a generous primary suite with a private en-suite bath, soaking tub, and walk-in closet. Two York HVAC systems separately serve the main and upper levels, while a gas fireplace, main-level laundry, and side-load two-car garage with added overhead storage provide additional comfort and function. YOUR OWN BACKYARD ESCAPE. But it may be outside where this home becomes truly unforgettable. The large composite deck overlooks the fenced backyard and approximately 16’ x 34’ heated gunite saltwater pool, installed by Browning Pools & Spas in 2020. Built-in steps, underwater lighting, and a loveseat tucked into the deep end create your own private place to spend long summer afternoons. SUNSETS, SUMMER NIGHTS & EVEN FIREWORKS. As evening arrives, settle onto the deck and enjoy gorgeous sunsets over the surrounding landscape. And in the fall, there’s an unexpected bonus—you can even catch the nearby pumpkin patch fireworks right from the pool and deck. It’s a backyard designed not simply to look beautiful, but to be lived in and enjoyed. ROOM TO GROW. There’s plenty of room to grow, too. The full unfinished walkout lower level features high ceilings, three full-size windows overlooking the backyard, and a bathroom rough-in, offering tremendous potential for future living space while providing abundant storage today. THOUGHTFULLY MAINTAINED. A new roof was installed in 2021 with a transferable warranty, and the home has been thoughtfully maintained throughout the sellers’ ownership. THE MIDDLETOWN LIFESTYLE. Nearly half an acre, no HOA, Middletown schools, mountain views, gorgeous sunsets, and your own backyard pool—this is the kind of home that makes you want to stay awhile. *** full listing photos will be available 10/15, showings to begin 10/16, not before

212 Layla Dr, Middletown

Listing courtesy of RE/MAX Results. 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! Enjoy new flooring, carpet, modern bathrooms and fixtures, 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, 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, both additional bedrooms feature their own private ensuite bathrooms. 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:

Middletown Real Estate

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