Middletown Real Estate

Middletown Real Estate

Welcome to Middletown, a charming subdivision nestled in the heart of the United States, where small-town allure meets modern convenience. Known for its friendly community and picturesque landscapes, Middletown offers residents a serene escape from the hustle and bustle of city life while still providing easy access to urban amenities.

Middletown boasts a diverse range of housing options, from cozy single-family homes to contemporary townhouses, making it an ideal place for families, young professionals, and retirees alike. The well-maintained streets and beautifully landscaped parks create a welcoming environment, perfect for evening strolls or weekend picnics. The local schools are highly regarded, ensuring that families can provide their children with a quality education right in their own backyard.

The subdivision also features a variety of recreational opportunities. Residents can enjoy outdoor activities at nearby parks, hiking trails, and sports facilities, fostering an active and healthy lifestyle. Local shops and restaurants provide a delightful selection of dining and shopping experiences, where you can savor a meal at a quaint café or find unique treasures at local boutiques.

Community events throughout the year, such as farmers' markets, holiday celebrations, and outdoor concerts, bring neighbors together and strengthen the bonds of this tight-knit community. In Middletown, you’ll find not just a house, but a place to truly call home. Come explore the charm and warmth of Middletown, where your dream lifestyle awaits!

Newest Listings in Middletown

$215,000
3 Beds ⋅ 2 Baths
Come see this charming 3 bedroom, 1.5 bath home featuring a newer roof, new 200 amp electrical panel, central air, updated flooring, fresh paint, newer windows, and a washer & dryer. Enjoy no HOA and the flexibility to add a fence! This home has the updates and convenience you’ve been looking for. 📍 Schedule your showing today!

2095 Market Street Ext, Middletown

Listing courtesy of Real of Pennsylvania. Contact: 7176357300
$274,900
3 Beds ⋅ 2 Baths
Nestled in Middletown, this well-maintained 3-bedroom, 2-bathroom ranch offers a generous single-level layout that is completely ready for its next owners. The interior boasts durable laminate flooring throughout, leading into an updated kitchen equipped with sleek stainless steel appliances. A private primary bedroom features its own ensuite full bath, while the two secondary bedrooms share a hall bath complete with a brand-new tub. Major exterior upgrades deliver peace of mind with a new roof and fresh siding, while the outdoor space impresses with a large deck, an oversized driveway, and a backyard storage shed perfect for extra organization. Mortgage savings may be available for buyers of this listing.

312 Elizabeth St, Middletown

Listing courtesy of Redfin Corporation. Contact: (215) 631-3154
$658,139
3 Beds ⋅ 2 Baths
Discover an exceptional opportunity to embrace a luxurious lifestyle in this stunning new construction home, nestled within the exclusive Parks Edge at Bayberry, MIDDLETOWN 55+community. Set to be completed in 2026, this exquisite detached ranch-style home features three spacious bedrooms and two full bathrooms, providing ample space for relaxation and entertaining. The architectural design reflects a modern aesthetic, while the high-end construction materials promise durability and sophistication. With an expansive lot size of 0.29 acres, you'll enjoy a sense of privacy and tranquility in your own personal oasis. Step inside to discover a thoughtfully designed layout that maximizes both space and natural light. The unfinished basement presents a blank canvas, allowing you to customize it to your liking-whether it be a cozy den, a home gym, or additional storage. The attached two-car garage, complete with a garage door opener, offers convenience and security for your vehicles. As a resident of this vibrant community, you'll have access to a range of exclusive amenities, including a community clubhouse and pool that invites you to unwind and socialize with neighbors. The surrounding area is perfect for leisurely strolls, fostering a sense of camaraderie among residents who appreciate an active and engaging lifestyle. This property is not just a house; it's a place to call home, where luxury meets comfort in a welcoming environment. The meticulous attention to detail in the design and construction ensures that every corner of this residence exudes quality and style. Imagine hosting gatherings in your spacious living areas or enjoying quiet evenings on your patio, surrounded by the beauty of your new community. Don't miss the chance to be part of this extraordinary living experience. With its prime location, luxurious features, and a focus on an exclusive lifestyle, this home is poised to become a cherished retreat for those seeking the best in life. Embrace the opportunity to create lasting memories in a place that truly feels like home.

2901 Mailly Davis Ct Unit #164, Middletown

Listing courtesy of Blenheim Marketing LLC. Contact: 3022540100
$270,000
3 Beds ⋅ 3 Baths
Opportunity knocks at 624 Saint Georges Station Road! Attractively priced below market value, this property offers an excellent opportunity for first-time buyers ready to build equity or investors seeking their next addition. Bring your vision and unlock the home’s full potential. This inviting 3-bedroom, 3-bath townhome offers approximately 1,400 square feet of comfortable living space and a great opportunity to make it your own. Enjoy a functional layout with plenty of natural light, spacious living areas, and room for both everyday living and entertaining. Outside, the home offers attractive curb appeal, mature surroundings, and a welcoming entrance. Conveniently located in Reisterstown with easy access to shopping, dining, commuter routes, and everyday necessities. Offered at $270,000—don’t miss your opportunity to call this one home!

624 Saint Georges Station Rd, Reisterstown

Listing courtesy of Samson Properties. Contact: 3018500255
$360,000
4 Beds ⋅ 3 Baths
Easy Living! Ranch, single floor affordable living - Appo Schools and close to EVERYTHING! Let's go! This home boasts all the best updates - HVAC 2022; Roof 2021; New Doors & Windows 2021; Sewer Line 2026. Flooring; Kitchen; Bathrooms updated. Fenced in yard! You will want to see this wonderful home for yourself!

516 New St, Middletown

Listing courtesy of RE/MAX Advantage Realty. Contact: 3023788700
$350,000
3 Beds ⋅ 2 Baths
OPEN HOUSE SATURDAY 8/29 11AM-1PM Welcome to this charming 3-bedroom home right across the street from Memorial Park in the heart of Middletown. offering classic character, flexible living space, and convenient off-street parking . Step inside to find beautiful hardwood floors and timeless woodwork that add warmth and character throughout the home. The main level features a comfortable living room that flows into your separate dining room and kitchen. Just beyond the kitchen, a spacious addition provides a versatile main-level third bedroom with access to its own private balcony. This flexible space could also make an excellent home office, guest room, den, or additional living area depending on your needs. Upstairs you'll find two additional bedrooms and a full bathroom. The primary bedroom connects to an additional walk-through room offering plenty of possibilities as a walk-in closet, dressing room, home office, nursery, or additional flex space. The unfinished basement provides additional storage and houses the home's mechanical systems, including newer heating and hot water equipment. Outside, enjoy a manageable backyard, detached shared garage, a reserved parking space, and a private driveway with room for approximately two additional vehicles. This home presents a great opportunity for its next owner to bring their own vision while preserving the hardwood floors, woodwork, and character that make the property unique. With three bedrooms, flexible bonus space, outdoor space, and hard-to-find off-street parking, this South Church Street home has plenty of potential to make your own. NOTE: This is an estate sale being sold strictly AS-IS where is by an out of state seller. Seller has never occupied the home, therefore are exempt from property disclosure/disclaimer, they do not have knowledge of the condition of the property, nor are they responsible to warrant or guarantee the condition.

319 S Church St, Middletown

Listing courtesy of Corner House Realty. Contact: (443) 499-3839
$375,000
3 Beds ⋅ 3 Baths
A true life, “not many homes like this come along” scenario … just waiting for YOU! Step inside the charm of a 1930s PORCHFRONT semi-detached, RENOVATED, blending timeless character with modern conveniences. Featuring 3 nicely-sized bedrooms and 2.5 bathrooms, this inviting home offers all that you want and all that you’ll need! From an OPEN-CONCEPT FLOORPLAN, to beautiful LUXURY VINYL PLANK FLOORING THROUGHOUT and plenty of THOUGHTFUL UPDATES, you’ll be ready to call this home. Noticed immediately upon entry, the SPACIOUS FIRST FLOOR features a family room/dining room combo with an UPDATED KITCHEN that is bright, fresh and perfect for everyday living. Plus a CONVENIENT HALF BATH AND MAIN FLOOR LAUNDRY that add hard-to-find and highly desirable functionality. Beyond the kitchen, you’ll find the cutest COZY SUN PORCH that overlooks the FENCED-IN YARD. Upstairs, you’ll find more rarities that set this home apart, including the PRIMARY EN-SUITE and the FULLY FINISHED, FULLY FUNCTIONAL THIRD FLOOR ATTIC. The 3 UPDATED BATHROOMS complete the overall fresh and modern feel. Rounding out the MAJOR UPDATES are the 3 year YOUNG ROOF & HEAT PUMP plus the VINYL REPLACEMENT WINDOWS. Outside, you’ll enjoy an adorable, sizable storage shed plus OFF-STREET PARKING. To find all of this, in an ULTRA CONVENIENT in-town location close/walkable to shops & dining, you’ll just have to see for yourself. And as you do, WELCOME HOME!

307 S Cass St, Middletown

Listing courtesy of Crown Homes Real Estate. Contact: (302) 504-6147
$775,000
5 Beds ⋅ 5 Baths
Welcome to 764 Ashington Drive, Middletown, DE—a rare opportunity to own an exceptional home offering the perfect combination of space, luxury, and entertainment! Boasting 5 spacious bedrooms, 4 full bathrooms, and 1 half bathroom, this beautifully maintained home provides room for everyone. The thoughtfully designed floor plan features generous living spaces, an open-concept layout, and plenty of natural light throughout. The fully finished basement is an entertainer’s dream, complete with a custom bar, making it the perfect place to host game nights, celebrations, or simply unwind with family and friends. Step outside into your own private backyard oasis! The huge fenced-in yard offers endless possibilities for entertaining, pets, or play, while the expansive patio and relaxing hot tub create the ultimate space to enjoy outdoor living year-round. Located in one of Middletown’s most desirable communities, this rare home offers the ideal blend of comfort, functionality, and style. With its unique layout, impressive amenities, and incredible indoor and outdoor living spaces, 764 Ashington Drive is truly one you don’t want to miss. Schedule your private tour today and experience everything this remarkable home has to offer!

764 Ashington Dr, Middletown

Listing courtesy of Sky Realty. Contact: 3026329673
$42,000
2 Beds ⋅ 1 Baths
Welcome home to this fully renovated, spacious 2-bedroom, 1-bath home offering a bright, open layout and modern finishes throughout. The updated kitchen features granite countertops, abundant cabinetry, stainless-steel stove and hood, and a large center island that provides additional prep and gathering space. The kitchen flows seamlessly into the generous living area, highlighted by updated flooring and a cozy fireplace. The beautifully renovated bathroom makes a statement with marble style tile, a walk-in glass-enclosed shower, modern vanity, and contemporary fixtures, plus the added convenience of an in-unit washer and dryer. Both bedrooms offer comfortable living space, while updated lighting and neutral finishes give the home a clean, move-in-ready feel. Outside, enjoy a covered deck, perfect for relaxing, entertaining, or creating your own outdoor living space. With extensive interior updates, a functional open-concept design, and plenty of room to enjoy both indoors and out, this home is move-in ready and waiting for its next owner.

132 Park Dr, Middletown

Listing courtesy of Coldwell Banker Realty. Contact: 7177614800
$649,000
THE FINANCING MAY BE AS IMPRESSIVE AS THE HOME! Offered at $649,000 with the potential opportunity for a qualified purchaser to assume the seller's existing VA loan. A VA assumption could offer a tremendous financing advantage compared with obtaining an entirely new mortgage, depending upon the existing loan terms and the buyer's financing structure. Veteran status is not necessarily required to assume a VA loan. Assumption is subject to buyer qualification and approval by the loan servicer/VA. Ask about the VA ASSUMABLE LOAN opportunity when scheduling your showing! Rare commercial opportunity in the heart of Middletown, ideally located directly across the street from the famous Wayside Theater and just minutes from I-81 with excellent accessibility and visibility. Zoned B-1 Commercial, this versatile property offers endless possibilities for business owners, investors, or developers seeking a unique space with flexible use options. Take advantage of the opportunity to live in or rent the attached apartment while running your business from the main portion of the home. See the attached document that outlines potential uses. The property features a beautifully maintained 1920s building full of character, including an inviting front porch, welcoming foyer, grand staircase, hardwood floors, exposed brick, and multiple decorative fireplaces that create a distinctive setting for a variety of commercial uses. The updated kitchen, numerous private rooms, and multiple bathrooms provide a functional layout well suited for professional offices, boutique retail, medical or wellness practices, hospitality, event space, or other approved commercial ventures. A significant advantage is the attached second unit, complete with its own kitchen, living area, two bedrooms, and two-and-a-half baths, offering exceptional flexibility for additional office space, employee accommodations where permitted, rental income, or complementary business operations. The configuration also allows the spaces to function independently or be integrated into one larger commercial operation. Situated on an expansive lot, the property includes a detached two-car garage with additional storage, a storage shed, abundant off-street parking, and ample outdoor space to accommodate a variety of business needs. Combining historic charm, modern updates, and valuable commercial zoning, this is a rare opportunity to establish or expand your business in a prime Middletown location with outstanding long-term investment potential.

7760 Main St, Middletown

Listing courtesy of Keller Williams Realty. Contact: 7036690099
$649,000
THE FINANCING MAY BE AS IMPRESSIVE AS THE HOME! Offered at $649,000 with the potential opportunity for a qualified purchaser to assume the seller's existing VA loan. A VA assumption could offer a tremendous financing advantage compared with obtaining an entirely new mortgage, depending upon the existing loan terms and the buyer's financing structure. Veteran status is not necessarily required to assume a VA loan. Assumption is subject to buyer qualification and approval by the loan servicer/VA. Ask about the VA ASSUMABLE LOAN opportunity when scheduling your showing! Exceptional investment opportunity in the heart of Middletown, directly across from the famous Wayside Theater, and conveniently located just minutes from I-81. This unique property features two attached living units, offering outstanding income potential, multigenerational living, or the flexibility to occupy one unit while generating rental income from the other. The main residence showcases the timeless charm of a 1920s home with an inviting front porch, welcoming foyer, beautiful staircase, wood floors, exposed brick, and multiple decorative fireplaces. The updated kitchen features modern cabinetry and a center island. The main unit includes two main-level bedrooms with private en-suite baths, while the upper level offers a spacious primary suite with a walk-in closet and attached bath, plus two additional bedrooms that share a hall bath. The attached second unit is fully equipped with its own kitchen, living room, two bedrooms, and two-and-a-half baths, making it ideal for long-term tenants, short-term rental opportunities (subject to local regulations), or extended family. The property's layout also provides the option to combine both units into one expansive residence if desired. Situated on a generous lot, the property includes a detached two-car garage with additional storage, a storage shed, ample off-street parking, and plenty of outdoor space. Whether you're an investor seeking strong rental potential or a buyer looking for a property with flexible living and income opportunities, this one-of-a-kind multifamily property offers exceptional value in a prime location.

7760 Main St, Middletown

Listing courtesy of Keller Williams Realty. Contact: 7036690099
$1,349,900
4 Beds ⋅ 4 Baths
To-be-Built. Set against the stunning backdrop of scenic Middletown Valley, Heritage Oak Estates is Middletown’s premier 12 lot luxury home community presented by local builder Laine Street Homes. Heritage Oak Estates offers a rare opportunity to build the estate home you've always envisioned in one of Frederick County's most desirable locations. Surrounded by rolling countryside, breathtaking mountain views, and a strong sense of community, Middletown combines small-town charm with modern convenience. Nestled on 3.78 beautiful acres, 7452 Heritage Oak Terr (Lot 4W) is a gorgeous build-ready homesite with perc approval and well installed. Advertised is the ACL4 plan which features over 4,400 finished sqft, 4 bedrooms and 3.5 baths. A spacious open concept layout is highlighted by 10' main level ceilings, a spacious kitchen with large center island and high end cabinetry, an additional prep kitchen, private office, formal dining room, morning room, private office, a stately Owner's suite w/260 sqft walk-in closet, Hardie Plank siding and full stone water table are just a few standard options in this model. Advertised is the base price for the ACL4 model on this lot. Photos are of a previously built ACL4 model a modern farmhouse elevation. Builder has several different plans and many options to choose from. Contact listing agent for available plans, site details, and to explore available homesite options for your future dream home at Heritage Oak Estates!

7453 Heritage Oak Ter, Middletown

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 3019459010
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