Middletown Real Estate

Middletown Real Estate

Welcome to the charming community of Middletown, nestled in the heart of the United States. This delightful subdivision offers a perfect blend of suburban tranquility and urban convenience, making it an ideal place for families, young professionals, and retirees alike.

Middletown is known for its picturesque streets lined with lush trees and well-maintained homes, creating a warm and inviting atmosphere. Residents enjoy a strong sense of community, with friendly neighbors and a host of local activities that foster connections and camaraderie. The area is characterized by its diverse housing options, ranging from cozy single-family homes to modern townhouses, catering to various lifestyles and budgets.

One of the standout features of Middletown is its proximity to essential amenities. Residents have easy access to top-rated schools, shopping centers, and recreational facilities, ensuring that everything you need is just a stone’s throw away. The local parks are perfect for family outings, picnics, or simply enjoying a leisurely stroll while soaking in the natural beauty of the surroundings.

For those who appreciate the arts and culture, Middletown boasts a vibrant local scene, with galleries, theaters, and community events that showcase the talents of its residents. With a variety of dining options, from quaint coffee shops to family-friendly restaurants, there’s something to satisfy every palate.

Whether you’re looking to settle down or simply explore, Middletown offers a welcoming environment that feels like home. Discover the charm of this delightful subdivision and experience the lifestyle you’ve always dreamed of!

Newest Listings in Middletown

$389,999
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
$375,000
3 Beds ⋅ 2 Baths
Nestled in the charming community of Middletown, this delightful bungalow offers a perfect blend of comfort and convenience. Built in 1945, this home exudes character with its classic architectural style and inviting ambiance. With 3 bedrooms and 2 full bathrooms, this residence is designed for both relaxation and functionality. As you step inside, the warmth of hardwood flooring welcomes you, leading you to a cozy living area complete with a gas fireplace-perfect for those chilly evenings spent with loved ones. This home offers a newer HVAC(2022) system and updated windows(2022) on the main level. Enjoy the kitchen with stainless appliances and granite countertops. The partially finished basement provides additional space for a home office, playroom, or storage, while the side entrance adds convenience for everyday living. The exterior features low-maintenance vinyl siding and a brand new roof(2026), ensuring you can spend more time enjoying the community and less time on upkeep. The generous lot size of 0.21 acres offers ample outdoor space for gardening, play, or simply unwinding in the fresh air. Middletown is not just a place to live; it's a vibrant community that fosters connection and engagement. Residents enjoy easy access to local parks, where you can take leisurely strolls, have picnics, or let the kids play freely. The neighborhood is known for its friendly atmosphere, making it easy to meet neighbors and build lasting friendships. The community is well-served by public services, providing peace of mind and convenience for all residents. The location also offers easy access to local amenities, including shops, restaurants, and recreational facilities, making everyday errands simple and enjoyable. This home in Middletown is more than just a property; it's a place where memories are made, and community bonds are strengthened. Experience the warmth and charm of this inviting bungalow, and discover the lifestyle that awaits you in this wonderful neighborhood. Don't miss the opportunity to make this house your home!

400 W Green St, Middletown

Listing courtesy of Keller Williams Realty Centre. Contact:

$399,000
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
***OPEN SUN, 9/13 from 11AM-1PM*** 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
$219,900
3 Beds ⋅ 1 Baths
Welcome to 906 Chestnut St in Middletown! Tucked away in a quiet neighborhood, this classic 3-bedroom, 1-full-bath ranch offers incredible potential for its next owner, gas heat and central air conditioning. Whether you are an investor searching for your next project or a buyer eager to build sweat equity, this single-level home provides a solid foundation to make your vision a reality—bring your ideas! Highlights include a versatile walkout basement that offers endless possibilities for storage, a workshop, or future living space, as well as exceptional parking features like a private driveway, a detached garage, and an attached carport that serves as a convenient second covered parking spot. Being sold strictly "As-Is", this property represents a fantastic opportunity to transform a diamond in the rough into something truly special while enjoying a peaceful residential setting close to local amenities.

906 Chestnut St, Middletown

Listing courtesy of Coldwell Banker Realty. Contact: 7175342442
$99,000
3 Beds ⋅ 1 Baths
This As Is transaction is being professionally negotiated by Short Sale Connection. Please allow up to 60 days to close. Initially buyer agent only needs to complete the letter of intent in the Offer Instructions. The other 3 pages are for review and will be included when a complete PAR AOS is signed. There is a $5,000 fee to Short Sale Connection. Buyer must also agree to pay up to $5,000 toward seller’s secondary liens at closing.

259 W Market St, Middletown

Listing courtesy of Keller Williams of Central PA. Contact: 7177614300
$799,900
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
$47,500
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
$649,000
7 Beds ⋅ 7 Baths
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! Single family or multi-family with an approved, attached apartment - directly across from the famous Wayside Theater! This is a rare opportunity to own prime real estate in Middletown on a beautiful, large lot. Nestled in the heart of Middletown and just minutes from I-81, this exceptional 1920s home blends timeless character with modern updates. From the inviting front porch to the welcoming foyer with its stunning staircase, you'll immediately appreciate the home's classic charm. Beautiful wood floors, exposed brick, and multiple decorative fireplaces add warmth and character throughout. The updated kitchen features modern cabinetry, a center island, and ample space for gathering. Two main-level bedrooms each offer private en-suite baths, providing flexible living arrangements. Upstairs, the spacious primary suite includes a walk-in closet and attached bath, along with two additional bedrooms that share a hall bath. A unique highlight of this property is the attached second living unit located at the rear of the home. Complete with two bedrooms, two-and-a-half baths, a full kitchen, and living room, this space offers endless possibilities. It can serve as an in-law suite, guest quarters, or be seamlessly incorporated into the main residence to significantly expand the home's living space. The property also includes a detached two-car garage with additional storage, a storage shed, abundant parking, and plenty of outdoor space to enjoy. This one-of-a-kind property offers historic charm, flexible living options, and an unbeatable location.

7760 Main St, Middletown

Listing courtesy of Keller Williams Realty. Contact: 7036690099
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