Middletown Homes for Sale

Middletown Homes for Sale

Welcome to Middletown, a charming city nestled in the heart of the United States, where small-town warmth meets modern convenience. With its rich history, vibrant community, and stunning natural surroundings, Middletown is the perfect place to call home. Known for its friendly atmosphere and welcoming residents, this city boasts a unique blend of cultural attractions, recreational opportunities, and exceptional schools, making it an ideal location for families, young professionals, and retirees alike.

As you explore the homes for sale in Middletown, you'll discover a diverse array of architectural styles, from cozy bungalows to spacious family homes and contemporary townhouses. Each property reflects the character of the neighborhood, offering unique features and inviting spaces that cater to a variety of lifestyles. Whether you're looking for a charming starter home or a luxurious retreat, Middletown has something for everyone.

The city's real estate market is thriving, with a range of options that fit different budgets and preferences. Many homes are situated near parks, schools, and local shops, providing residents with easy access to everything they need. Enjoy leisurely strolls through picturesque streets, vibrant community events, and a strong sense of belonging that makes Middletown truly special.

If you're considering a move, now is the perfect time to explore the homes for sale in Middletown. Let this delightful city welcome you with open arms, and discover the perfect place to create lasting memories. Your dream home awaits in Middletown!

Newest Middletown Homes for Sale

$495,000
2 Beds ⋅ 2 Baths ⋅ DENC2108110 MLS
Welcome to easy, low-maintenance living in the sought-after Spring Arbor 55+ community in Middletown, Delaware! Built in 2017, this beautifully maintained 1,778-square-foot ranch home offers an inviting open-concept floor plan with hardwood flooring throughout most of the main living areas and brand new carpeting in the bedrooms. The spacious kitchen flows seamlessly into the living and dining spaces, while a stunning sunroom with a cathedral ceiling fills the home with natural light and provides the perfect place to relax. The primary suite features a tray ceiling, a private full bath, and generous closet space, while a second bedroom and full bath offer comfort for guests. High-end real wood plantation shutters, a nearly $9,000 upgrade, add timeless style and elegance throughout the home. Enjoy the welcoming front porch, entertain on the low-maintenance composite deck, and appreciate the peace of mind that comes with a new HVAC system installed in 2021. Complete with a two-car garage and situated on a .17-acre lot, this exceptional home combines quality upgrades, thoughtful design, and the active lifestyle that makes Spring Arbor one of Middletown's most desirable 55+ communities.

623 Garden Gate Dr, Middletown
$594,000
4 Beds ⋅ 3 Baths ⋅ DENC2108072 MLS
Beautiful 4 Bedroom, 2 Bath Home on Nearly One Acre in Desirable Fox Hunter Crossing Set on a generous, private lot in the sought after Fox Hunter Crossing community, this elegant 4 bedroom home blends classic architectural details with warm, inviting spaces perfect for everyday living and memorable gatherings. A two story foyer welcomes you with hardwood floors and a turned staircase that sets a gracious tone. The heart of the home is the beautiful eat in kitchen, offering 42" cabinetry, abundant workspace, and seamless flow into the step down family room. Here, cathedral ceilings, skylights, arched windows, and a wood burning fireplace create a bright, dramatic space ideal for relaxing or entertaining. The main level also features a formal living room, formal dining room, and a first floor study enhanced with French doors and crown molding, perfect for working from home. A convenient laundry and mudroom complete the first floor, with sliding doors leading to a large deck overlooking the private, fenced in backyard. Upstairs, the primary suite is truly a retreat. Enjoy a spacious bedroom with a separate sitting area, his and hers walk in closets, and a luxurious bath featuring a double vanity, soaking tub, and separate shower. Three additional comfortable bedrooms and a full hall bath complete the second floor. Additional highlights include a 3 car turned garage, extra large laundry room, 9' ceilings, and a welcoming front porch that adds charm and curb appeal. And we will save the best for last! Enjoy your new home with a beautiful indoor pool installed in 2018. See it, you will want it.

109 Colonel Clayton Dr, Middletown
$579,900
3 Beds ⋅ 2 Baths ⋅ DENC2108054 MLS
Welcome to this beautiful 3BR/2BA ranch home in one of Middletown's premier 55+ community at Four Season at Silver Maple. This model features a spacious floor plan with 2372 sq ft of living space on the main level, and an additional 1178 sq ft in the partially finished basement. Curb appeal abounds with the stacked stone accents, modern carriage-style garage door, huge 16’ x 22’ maintenance-free deck with under-deck storage, an irrigation system to keep your grass looking green, and a premium lot backing to community open space. As you enter the home, you’ll be greeted with gleaming hardwood floors flowing throughout most of the main level, and a lots natural and recessed lighting. The gourmet kitchen boasts a stainless steel wall oven & microwave combo, gas cooktop, and a large angled island with sink and bar top seating opening up to the living room and dining areas. The perfect layout for entertaining family and friends and hosting holiday get-togethers. The extra-large primary bedroom suite has his/hers walk-in closets, double vanities separated by a makeup counter, tiled floors, and an enlarged tiled shower with a bench and glass shower doors. Additionally, there are 2 guest bedrooms, one with French doors, doubling as a convenient home office. Other features are a main floor laundry with included front-loading washer & dryer, 2-car garage with epoxy-coated floors, and the expansive recreation room in the finished basement. The unfinished areas offer ample storage, and 2 of the spaces currently act as a home gym and workshop. The community clubhouse provides a calendar of welcoming and engaging activities for residents, along with indoor amenities that include a café/kitchen, hearth room, fitness center, card room, yoga room, billiards room, ping-pong room, and a theater room. Outdoor amenities include the swimming pool with Tiki bar and BBQ area, tennis and pickle ball courts, bocce and horseshoe courts, several miles of walking trails and a community garden. Proximity to Rt 1 & Rt 13 make it within easy driving distance to everything Delaware has to offer – only 45 minutes to the Philly airport and less than an hour to sand-filled beaches.

171 Silver Maple Rd, Middletown
$625,000
4 Beds ⋅ 3 Baths ⋅ DENC2107786 MLS
This beautiful home is located in the much sought after community of Summit Farms and the Appoquinimink School District! The Kitchen is at the heart of the home and offers a center Island, Quartz (solid surface) countertops, Stainless Steel appliances and Harwood Floors. There is also a large Breakfast Room with French Doors leading to the Florida Room with an abundance of windows. The Family Room is adjacent to the Kitchen and offers Vaulted Ceilings, a Gas Fireplace and Sliding Glass Doors leading to the expansive deck. The Dining Room is also adjacent to the Kitchen and offers plenty of room for all your gatherings. The Living Room is open to the Dining Room which makes entertaining a cinch! Work from home? An office with beautiful French Doors, Bead Board and Crown Molding. There is also a Powder Room and generous size Laundry Room on the Main Level. Upstairs you will find the Primary Bedroom with a grand Double Door entry, a Vaulted Ceiling, a separate Sitting Room and 2 Walk In Closets. The Primary Bathroom offers a double vanity, a soaking tub and a separate shower area. There are also 3 other generous size bedrooms and a full bath on this upper level. The Basement has 2 large Recreation Rooms with Luxury Vinyl Flooring. There is also a Workshop area with a Bilco Door. Outside the home you will find a 16x16 Deck with Pergola for all your outdoor entertaining. The home sits on .54 acres and has endless possibilities. The Front Porch is perfect for taking in views of the Community Open Space directly across the street. There is also a shed for all your storage needs. Make your appointment to see this home today; you will be glad you did!

259 Sheats Ln, Middletown
$730,000
3 Beds ⋅ 3 Baths ⋅ VAWR2014962 MLS
Welcome to 289 Reliance Woods Dr – a thoughtfully designed, all-brick rancher on 3 peaceful acres in the heart of Reliance Woods. Built with long-term comfort in mind, this one-level home offers a spacious, accessible layout ideal for everyday living and aging in place. Wide doorways, minimal steps, and generous room sizes make the home functional without sacrificing warmth or charm. The main living area is bright and open, flowing into the kitchen and dining space—perfect for gathering or unwinding. The primary suite provides a private retreat, while the additional bedrooms offer flexibility for guests, a home office, or hobbies. A full walk-up attic provides abundant storage or potential for future expansion. The oversized two-car garage delivers plenty of space for vehicles, tools, and equipment—with room to spare. Outdoors, enjoy wooded views, open space, and the peaceful rhythm of country living—all within easy reach of town amenities. If you’re looking for a solid, stylish home that’s built to grow with you—this is the one.

289 Reliance Woods Dr, Middletown
$550,000
3 Beds ⋅ 2 Baths ⋅ DENC2108016 MLS
Welcome home to this beautifully maintained 3-bedroom, 2-bath residence by K. Hovnanian, located in the highly desirable Silver Maple Farms community, formerly known as Four Seasons at Silver Maple. As you enter the neighborhood, you'll be greeted by a picturesque, tree-lined boulevard where mature trees create a lush canopy, preserving the timeless charm and character of the original farm. This welcoming entrance sets the tone for the peaceful surroundings and exceptional lifestyle that await. Designed for both comfort and entertaining, this home features an open-concept floor plan enhanced by beautiful hardwood flooring throughout the main living areas. The spacious owner's suite offers a large walk-in closet and a private en suite bath with a dual-sink vanity and oversized walk-in shower. Two additional bedrooms provide ample space for family or guests and share a well-appointed full bath with a marble vanity and tub/shower combination. The well-equipped kitchen is sure to impress with granite countertops, a tile backsplash, under-cabinet lighting, and a gas range. Adjacent to the kitchen, the generous dining room and inviting living room with a cozy gas fireplace create the perfect setting for entertaining or relaxing at home. Filled with natural light, the bright morning room overlooks the beautifully landscaped backyard and opens to a screened porch—an ideal place to enjoy your morning coffee or unwind in the evening. A spacious deck extends from the porch and leads to the lush green lawn, offering additional outdoor living space. Silver Maple Farms offers a lifestyle reminiscent of a private country club, with countless opportunities to socialize with neighbors or simply enjoy the tranquility of the community. Residents have access to miles of scenic walking trails, a community vegetable garden, pickleball and bocce courts, and a heated swimming pool equipped with a handicap-accessible lift, among many other amenities. Don't miss the opportunity to make this exceptional home your own. Schedule your private tour today and experience all that Silver Maple Farms has to offer.

614 Red Maple Rd, Middletown
$549,999
3 Beds ⋅ 3 Baths ⋅ DENC2107852 MLS
Welcome to Comfort, Convenience & Low-Maintenance Living in The Preserve at Deep Creek! Why wait for new construction when you can own this beautifully maintained, just 4-year-old ranch home situated on a premium lot backing to peaceful open space? Located in the highly desirable 55+ active adult community of The Preserve at Deep Creek, you'll enjoy resort-style amenities including a clubhouse, fitness center, swimming pool, pickleball courts, walking paths, and open green space. Even better, lawn maintenance and snow removal are included, allowing you to spend more time enjoying life and less time on home maintenance. From the moment you step inside, you'll appreciate the bright, open floor plan featuring 9-foot ceilings and luxury vinyl plank flooring that flows throughout the foyer, kitchen, and great room. Designed for both everyday living and entertaining, the gourmet kitchen is the gathering space of the home and boasts a large center island with seating and pendant lighting, 42-inch cabinetry, gorgeous countertops, tiled backsplash, stainless steel appliances, gas cooking, a vented range hood, and upgraded LED lighting. The spacious dining area easily accommodates a large table and opens through sliding glass doors to the enclosed porch, creating a seamless indoor-outdoor living experience. The inviting great room provides the perfect space for entertaining, while the private owner's suite offers a relaxing retreat complete with a tray ceiling, crown molding, ceiling fan, walk-in closet, and a beautifully appointed en-suite bath featuring dual vanities, upgraded cabinetry, tile flooring, and a large tiled shower. Two additional generously sized bedrooms, a full hall bath, a convenient laundry room, and a practical mud space area just off the garage complete the main level. Step outside and discover one of this home's standout features—the enclosed porch overlooking scenic open space, making it the perfect spot to enjoy your morning coffee or unwind in the evening. Just beyond, the maintenance-free composite deck with its spacious gazebo/pergola provides an ideal setting for outdoor dining, entertaining, BBQs, or simply relaxing while taking in the peaceful backyard views. The finished lower level dramatically expands your living space and offers endless possibilities for a recreation room, media room, home office, fitness area, or hobby space. A full bathroom and an expansive unfinished storage area provide exceptional flexibility and convenience. Additional upgrades include a tankless water heater, irrigation system, security alarm, and an attached two-car garage. Conveniently located just minutes from grocery stores, restaurants, parks, shopping, Christiana Care's emergency facility, and major highways, this exceptional home combines modern comfort with an unbeatable location. If you're looking for a move-in ready home with outstanding amenities and truly maintenance-free living, this one checks every box. Schedule your private tour today and experience everything this exceptional home has to offer!

272 Anglesey Dr, Middletown
$1,390,000
4 Beds ⋅ 4 Baths ⋅ NJMM2004862 MLS

6 Green Meadow Blvd, Middletown
$369,000
3 Beds ⋅ 2 Baths ⋅ MDFR2085892 MLS
This 3/4 Bedroom home has 2 Full Baths and sits in a country setting. It has been completely remodeled inside and out. New siding, new roof, new windows and landscaping on the outside. The inside has been freshly painted, all new flooring, kitchen has new stainless steel appliances and new cabinets. The eat-in kitchen also has new counter tops, beautiful backsplash and top of the line kitchen sink. The basement family room has built in book shelves and a full bath off of it. The office/ 4th bedroom has built in book shelves as well. There is plenty of storage and the laundry room in the basement too. Large rear yard! Convenient to shopping, schools, travel and historic sites.

323 S Jefferson St S, Middletown
$449,900
3 Beds ⋅ 2 Baths ⋅ VAFV2043586 MLS
Welcome to 114 Curtain Fall Drive, an exceptional, practically brand-new ranch home where modern design meets total convenience! Perfectly situated in a vibrant Middletown community with quick access to major commuter routes, local dining, shopping, parks, and schools, this move-in-ready gem delivers effortless one-level living at its absolute finest. From the moment you step inside, sleek LVP floors set a stylish, durable tone that runs seamlessly through the main living spaces. The open-concept layout was custom-made for entertaining, buzzing with natural light and easy flow. You'll instantly fall in love with the beautifully appointed kitchen, which features a spacious eat-in area, upgraded countertops, crisp white cabinetry, stainless steel appliances, and a huge center island that serves as the ultimate gathering spot. The living room offers an inviting anchor for day-to-day relaxation, featuring a breezy ceiling fan and an abundance of natural light. Glass doors open onto the private rear deck, creating a seamless transition to outdoor living. Equipped with a shade awning, the deck is ready for sun-soaked afternoons or cool evening lounge sessions. Beyond the deck, the fully fenced backyard offers a secure spot for pets or play, all framed by mature trees that add rich greenery and a peaceful sense of privacy. Adjacent to the living space, a cozy, tucked-away alcove stands ready to become a home office, reading nook, or play zone. When privacy calls, the clever split-bedroom layout delivers. Two bright bedrooms and a full bath sit tucked away near the front, while your primary retreat claims its own private wing. This space boasts a massive walk-in closet and a stylish sliding door that reveals a spa-like ensuite with double sinks and a huge walk-in shower. Main-level laundry makes chores a breeze, while a huge, unfinished basement offers endless potential for a future recreation room, home gym, or workshop. Topped off with a 2-car attached garage and low-maintenance curb appeal, this home truly has it all!

114 Curtain Fall Dr, Middletown
$475,000
2 Beds ⋅ 2 Baths ⋅ MDFR2086214 MLS
Welcome home to 4 Lamar Lane, a beautifully updated Admar-built rancher tucked away at the peaceful back of the highly sought-after Foxfield 55+ community in Middletown. Thoughtfully designed for easy living and filled with warmth and charm, this move-in ready home offers the perfect blend of comfort, convenience, and low-maintenance living. A covered front porch welcomes you home, while the level-access ramp from the two-car garage provides added ease and accessibility. Inside, you’ll find 1,359 finished square feet on the main level featuring two spacious bedrooms, each with its own private ensuite bath, plus main-level laundry for true one-level living. The heart of the home is the beautifully remodeled kitchen, complete with new cabinetry, countertops, and propane-fueled gas cooking. The inviting living room offers a cozy propane-fueled gas fireplace, creating the perfect space to relax or gather with friends and family. Recent updates throughout include a new roof, new HVAC system, refinished hardwood floors, updated bathrooms, fresh paint, and a low-maintenance exterior, allowing you to simply move in and enjoy. Step outside to discover a fenced backyard with two rear decks, providing wonderful spaces for morning coffee, outdoor dining, gardening, or enjoying the peaceful surroundings. An unfinished basement with windows offers abundant storage and endless possibilities for future expansion. Rarely does a home in Foxfield combine this level of updating, accessibility, outdoor living space, and prime location. This is the kind of home that allows you to spend less time maintaining and more time enjoying everything the Middletown Valley has to offer.

4 Lamar Ln, Middletown
$465,000
4 Beds ⋅ 2 Baths ⋅ DENC2107924 MLS
Rare Opportunity – Fully Renovated 4-Bedroom Ranch in Middletown Don’t miss this rare opportunity to own a beautifully updated 4-bedroom, 2-bathroom ranch home in a peaceful setting in Middletown, DE, conveniently located just minutes from Route 13 and Route 1. You’ll fall in love with the elegant design and modern upgrades throughout, The modern kitchen is a true highlight, offering white cabinetry, black granite countertops, and high-end stainless steel appliances, along with new doors and windows, new flooring, and fresh paint throughout. Recent improvements include a new roof (2023) and siding, new concrete driveway, new HVAC, fresh paint, new light fixtures and new appliances throughout. The STUNNING fully finished basement adds approximately 1,000 sq. ft. of additional living space, complete with a recreation area and walkout access, providing excellent flexibility for entertainment, storage, or future use. Step outside to your private backyard retreat, featuring a spacious patio and Gazebo —perfect for family BBQs, summer gatherings, or relaxing evenings. This move-in ready home offers exceptional value, modern comfort, and long-term savings. Schedule your showing today!

2 Gina Dr, Middletown
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