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$635,000
4 Beds ⋅ 3 Baths
Just minutes from Chesapeake City, set on over an acre of flat, beautifully landscaped land in a well-established and sought-after neighborhood, this spacious 4-bedroom, 2.5-bath home offers the space and updates today's buyers are looking for. Upon entering, you're greeted by a formal dining room to the right, perfect for hosting holidays and special occasions, while a spacious room to the left offers an ideal home office or flex space to suit your needs. The kitchen was renovated in 2019 with crisp white cabinetry, granite countertops, stainless steel appliances, and a sleek induction cooktop. A charming bump-out creates the perfect spot for a sun-filled breakfast nook, ideal for casual everyday dining. The kitchen flows seamlessly into the adjoining family room, perfect for entertaining and everyday living alike, with a deck accessible from both the kitchen and family room, offering effortless indoor-outdoor living. Luxury vinyl flooring runs throughout, adding warmth and durability. Just off the kitchen, a convenient hallway houses the first-floor half bath, a dedicated laundry area, and direct access to the 2-car garage — everyday functionality designed for the way you live. Upstairs, you'll find all 4 bedrooms, including a spacious owner's suite complete with a walk in closet and a full bath featuring a soaking tub — your own private retreat at the end of the day. The partially finished basement offers flexible bonus living space, plus a large storage area housing the HVAC system — ideal for keeping things organized and out of sight. Outside, is a fully fenced backyard featuring mature landscaping and a cozy fireplace sitting area, perfect for relaxing evenings or entertaining guests year-round. A separate fully fenced area offers the perfect spot for a garden. With room to spread out both inside and on over an acre of land, this home combines comfort and updates throughout. Don't miss your chance to make it yours!

62 Millwood Dr, Middletown

Listing courtesy of Foraker Realty Co.. Contact: (484) 406-3004
$599,900
3 Beds ⋅ 3 Baths
Escape the ordinary with this one-of-a-kind mountain-inspired retreat set on more than 5 secluded acres of mature woodland. Designed to embrace its natural surroundings, this distinctive chalet welcomes the outdoors in with dramatic vaulted ceilings, walls of windows, and multiple skylights that fill the home with sunlight while showcasing peaceful forest views from nearly every room. The inviting great room is centered around a beautiful fireplace, creating the perfect gathering place, while rich hardwood flooring and natural finishes enhance the home's warm, rustic charm. Step outside onto the expansive wraparound deck, where you can enjoy the sights and sounds of nature, entertain guests, or simply relax in complete privacy. The updated kitchen features granite countertops and stainless-steel appliances including gas cooking, offering modern functionality without sacrificing the home's unique character. An oversized detached two-car garage provides exceptional space for vehicles, a workshop, outdoor equipment, or additional storage. Offering the rare combination of privacy, distinctive architecture, and everyday convenience, this exceptional property feels like a secluded woodland retreat while remaining only about 15 minutes from Middletown's restaurants, shopping, and Middletown schools. Recent improvements include a new roof and skylights (2020), stove and microwave (2021), water softener and neutralizer (2022), and refrigerator (2025). Better see it soon before someone else gets to call it home!

6838 Mountain Church Rd, Middletown

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 3016441086
$649,900
4 Beds ⋅ 4 Baths
***Solar panel is owned***Welcome to the sought after Middletown community of The Estates at Dove Run! Move right in, just in time to enjoy the heated fiberglass pool this summer! Enjoy this home all year long starting with the amazing outdoor space of the heated pool and hot-tub right off the updated Trex deck. There is a patio and a pool patio to accomodate all your guests. The front porch offers you an amazing pond view for those summer evenings. Upon entering the home, the two story freets you flanked by an open formal living room and dining room. Spacious family room with gas fireplace and eat in kitchen in the rear of the home. Updates on the main floor incude all flooring, paint, remodeled bath and laundry, remodeled fireplace hearth, updated lighting and a new back door to the deck. The kitchen offers oak 42" cabinets, granite countertops .Just behind the kitchen is the spacious laundry with mudroom and access to the 2-car garage.The garage offers EV charging station and an electric opener. On the second floor and you will find a surprising spacious loft next to the enormous master bedroom, three additional bedrooms, and unexpected closet spaces! The master bedroom features an expansive master closet, plenty of natural light from windows, and a luxurious bathroom with jetted tub and shower, it has been updated with new fixtures and lights. Finally , head downstairs to the finished basement with a full bathroom and wet bar, perfect for a game room, and additional entertaining space with double doors heading to your pool area. If this home doesn't catch your attention yet, the owned solar system and generator is sure to complete the desirable package! This home is spacious, updated, offers great space and features and is economical to live in!

313 Autumn Ct, Middletown

Listing courtesy of BHHS Fox & Roach - Hockessin. Contact: (302) 999-9999
$839,999
6 Beds ⋅ 5 Baths
More details Coming Soon

507 Ibis Ct, Middletown

Listing courtesy of EXP Realty, LLC. Contact: 8885434829
$299,900
2 Beds ⋅ 2 Baths
Discover the charm of this exquisite Colonial townhouse nestled in the desirable Millbranch at Greenlawn community. With 1,650 sq. ft. home boasts two spacious bedrooms and 1.5 bathrooms, perfect for comfortable living. The interior features a delightful eat-in kitchen equipped with stainless steel appliances, including a dishwasher and microwave, making meal prep a breeze. Enjoy cozy evenings with ceiling fans enhancing the ambiance throughout. Step outside to your private deck, ideal for entertaining or simply unwinding while overlooking the serene rear yard that backs to lush trees, providing a tranquil escape. The property is situated on a cul-de-sac, ensuring a peaceful environment with minimal traffic. The exterior is adorned with thoughtful features like exterior lighting, sidewalks, and street lights, enhancing the neighborhood's charm. Convenience is at your fingertips with assigned parking for two vehicles and easy access to public transportation, just a mile away. The community is enriched by nearby parks and excellent public services, making it a perfect place to call home. Local schools are highly regarded, ensuring quality education for all ages. This home is not just a residence; it's a lifestyle. Embrace the blend of comfort, community, and convenience in this exceptional property. Don't miss your chance to make it yours!

57 Franklin Dr, Middletown

Listing courtesy of Empower Real Estate, LLC. Contact: 3027382300
$664,900
5 Beds ⋅ 4 Baths
This move-in ready, 3-year-old D.R. Horton home is a spacious two-story with five bedrooms, three and a half bathrooms. It also includes a game room with a wet bar, a media room, a workshop or exercise room, a full bathroom, and plenty of storage space in the basement, as well as a two-car garage and an oversized deck. The foyer features a coat closet and creates a welcoming flow for greeting guests. The front room is filled with natural light and is large enough to accommodate both a living and dining area. The spacious kitchen boasts beautiful birch cabinetry, granite countertops, stainless steel appliances, a pantry, and an island with seating. It opens to both the breakfast area and a sizable family room. A convenient powder room is located on the first floor, and the stairs to the second floor are tucked away in the family room, which also includes a cozy fireplace. Upstairs, the owner’s suite offers a large bedroom, two walk-in closets, and an oversized ensuite bathroom. The four additional generously sized bedrooms and a hall bathroom provide ample space for everyone. The first-floor laundry room is conveniently located near the garage, along with an additional coat closet. The property is vacant and ready to move in for the holiday.

1245 Pimpernell Path, Middletown

Listing courtesy of Realty Mark Associates-Newark. Contact: (888) 260-0040
$699,900
4 Beds ⋅ 4 Baths
Elegant, Bright and Spacious and situated in the sought-after community of Dove Run, this grand estate home boasts of 4-bedrooms, 3.5 bathrooms with over 4,200 square feet of above ground living space and a stately full brick front facade. The kitchen is open and it has a lot of features cabinetry with quartz countertops. Of the kitchen is the breakfast room with plenty of sunshine. The family room is impressive with the soaring 2-story ceiling, oversized windows overlooking the private, tree-lined backyard. Between the living room and the family room is a two-sided fireplace. The main level also features a formal dining room, dining room, a private office, and additional living space. The upper level is equally impressive with the expansive owner’s suite featuring two walk-in closets, a sitting room, and a luxurious en-suite bath. This estate home has two separate staircases providing convenient access to the second floor. Relax yourself outside in the custom paver patio. On the lower level is the expansive full unfinished basement. It presents potentials for more space and entertainment areas. This home is conveniently located near stoppings and restaurants, major highways, award-winning schools, and much more. Upgrades on major items: Newer roof (2018), Newer furnace and A/C (2019), Newer water heater (2020). Schedule your tour today. No showings through August 9th. Open house on Sunday, August 9th 1:00-3:00pm.

226 Bucktail Dr, Middletown

Listing courtesy of RE/MAX Edge. Contact: 3024424200
$575,000
4 Beds ⋅ 3 Baths
Welcome to this spacious and inviting Colonial offering a bright, open floor plan designed for both everyday living and entertaining. Step inside the impressive two-story foyer with soaring ceilings and beautiful hardwood flooring that extends throughout the entire main level. Just off the foyer, you'll find an exceptionally large front room that offers incredible flexibility. Whether used as a formal dining room, a sitting room, a family room, or a combination of spaces, this oversized room can easily adapt to your lifestyle. The heart of the home is the expansive kitchen and family room, where the open layout creates the perfect gathering place. The kitchen features white cabinetry, stainless steel appliances, a pantry, generous counter space, and a breakfast bar with seating for several. It overlooks the sunny breakfast area, surrounded by windows and offering sliding glass doors that lead to the backyard. The adjoining family room is warm and welcoming, highlighted by a cozy gas fireplace and seamless flow from the kitchen, making it ideal for entertaining or relaxing with family and friends. Upstairs, the spacious primary suite features elegant double-door entry, a vaulted ceiling, abundant natural light, generous closet space, and an en-suite bath with a soaking tub, separate shower, and dual vanities. The additional bedrooms are all comfortably sized, providing plenty of room for family, guests, or a home office. Outside, the level backyard offers a blank canvas for outdoor living, gardening, or play. Ideally situated within the sought-after Village of Bayberry North, this home is part of the highly regarded Appoquinimink School District and offers convenient access to parks, shopping, dining, and major commuting routes. (Square footage is estimated and should be independently verified.) Be sure to view the virtual tour and schedule your showing today!

615 Socrates St, Middletown

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 6106961100
$649,000
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. Photos are of a previously built home. 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
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
$1,719,900
5 Beds ⋅ 8 Baths
To-be-Built. Set against the stunning backdrop of scenic Middletown Valley, Heritage Oak Estates is a premier 12 lot luxury estate 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 7 beautiful acres, 3150 Bidle Rd (Lot 3E) is a gorgeous build-ready homesite with a 5BR septic approval and high yield 10gpm well already installed. Advertised is the ACL5 plan which features over 6,000 finished sqft, 5 bedrooms (including dual owner's suites), 4 full baths and 3 half 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, parlor/enterainment room, formal dining room, morning room, upper level bonus room, primary suites on both main and upper levels, Hardie Plank siding and full stone water table are just a few standard options in this model. Photos are of a previously built home. Builder has several different plans and 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!

3150 Bidle Rd, Middletown

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 3019459010
$1,249,900
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 4.65 beautiful acres, 3130 Bidle Rd (Lot 1E) is a gorgeous build-ready homesite that offers a perfect combination of protected woodlands and rolling pastoral landscape. Advertised is the ACL3 plan which features over 3,000 finished sqft, 4 bedrooms, 3.5 baths including a main level owner's suite. Additional standard features include a spacious open concept kitchen with large center island and high end cabinetry, beautiful 2 story foyer, morning room, private office, luxurious Owner's suite, Hardie Plank siding and full stone water table. Photos are of a home that builder recently finished in Frederick County. 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!

3130 Bidle Rd, Middletown

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 3019459010
$1,150,000
4 Beds ⋅ 4 Baths
Modern Luxury Meets Timeless Craftsmanship on a Private 1-Acre Estate. Welcome to this stunning custom-built luxury residence, meticulously designed to combine modern elegance, high-end finishes, and thoughtful functionality. Situated on a perfectly flat 1- acre lot, this exceptional home offers over 3,000 square feet of living space, every detail curated for comfort and sophistication. The exterior features bold black windows, James Hardie board & batten siding, premium vinyl siding, and metal roofing and architectural shingles. Car enthusiasts and hobbyists will appreciate the 800 square feet of garage space, including a 2-car turned garage and a separate 1- car front-facing garage, both featuring high ceilings and recessed lighting—perfect for storage, a workshop, or a car lift setup. The oversized, concrete front porch has beautiful rough-cut cedar posts, while a beautifully designed hardscape walkway guides you to the entrance featuring an 8-foot craftsman front door. Once inside you’ll notice the architecturally pleasing open floor plan, the 9-foot ceilings, the wide-board white oak hardwood flooring that flows throughout the main level, and the white oak railings with sleek black horizontal metal balusters that adds a modern architectural touch to the grand staircase. The main floor also boasts 8-foot craftsman-style interior doors, custom trim work, modern custom floor vents, and full recessed lighting throughout. Chef’s Dream Kitchen The heart of the home is a gourmet kitchen that redefines luxury and function. Features include 42-inch custom cabinetry with detailed crown molding and under-cabinet lighting, a hidden walk-in pantry seamlessly integrated into the cabinetry, Additional pantry cabinets with rollout drawers for effortless organization , a Custom vent hood flanked by built-in spice cabinets and a 36-inch gas range, Full quartz countertops and backsplash plus a massive quartz slab island with a farmhouse sink, Integrated microwave drawer for clean a modern convenience. Enjoy cozy evenings in the spacious living room featuring vaulted ceilings and a gas fireplace with a custom barn beam mantle. The main level features the primary bedroom as well as a second bedroom/in-law suite with access to another full bathroom and laundry room. The primary suite features a large walk-in closet and barn doors that leads into the spa-inspired bathroom. This beautiful custom bathroom features large format tiles floors, a freestanding soaking tub, a floating double vanity, and a custom tiled walk-in shower with a frameless glass door. Upstairs, discover two additional bedrooms, a full bathroom with custom tile and shower, a second laundry area, and a spacious lounge area with a half bath—perfect for a media room, playroom, or home office. Additionally, the basement is over 2000 square feet and features 9-foot ceilings, offering unlimited potential for customization. This home is the perfect blend of luxury, practicality, and custom craftsmanship—an ideal sanctuary for modern living. Whether you're entertaining, working from home, or simply relaxing, every inch of this home has been designed with lifestyle in mind.

415 Marcus Rd, Middletown

Listing courtesy of Coldwell Banker Realty. Contact: 3022341888
$540,000
4 Beds ⋅ 3 Baths
Experience the best of Shenandoah Valley living in this beautifully located home, where breathtaking sunset mountain views create the perfect backdrop to everyday life. Nestled in a quiet, dog-friendly community, you'll enjoy peaceful surroundings without sacrificing convenience. Ideally situated just minutes from I-81 and Route 66, this home offers an easy commute while keeping you close to everything you need. Spend weekends exploring local wineries, hiking trails, parks, and the natural beauty of the Shenandoah Valley, or enjoy the nearby restaurants, shopping, and everyday conveniences just moments away. Built in 2023, this residence boasts a spacious open. layout, perfect for modern living. The kitchen features quartz countertops, a central island, and stainless steel appliances, including a gas stove. With four generous bedrooms, including a main level bedroom, and additional loft this home offers ample space for everyone. The primary suite is a true retreat, complete with a walk-in closet and a luxurious bath. Enjoy the convenience of upper-floor laundry and thoughtful touches like recessed lighting throughout. Outside, the property is equally appealing. The lot backs onto an open common area, providing a sense of privacy, all highlighted by a stunning mountain view. Enjoy leisurely strolls along the nearby jog/walk path or relax in the beautifully landscaped rear yard. The attached two-car garage and concrete driveway offer plenty of parking and storage options. Additional features include school bus pick up within the neighborhood, a playground and sidewalks that enhance the neighborhood's charm. With common area maintenance and management included in the association fee, you can enjoy a low-maintenance lifestyle. This home is not just a place to live; it’s a place to thrive.

102 Curtain Fall Dr, Middletown

Listing courtesy of Century 21 Redwood Realty. Contact:

$575,000
4 Beds ⋅ 3 Baths
Coming Soon! Showings start Saturday, Aug 1st. Welcome to this nicely maintained 4-bedroom, 2.5-bath home, the largest model in the community, featuring neutral décor throughout and numerous recent updates. Major improvements include a new tankless gas water heater (2026), and new luxury vinyl plank flooring in the kitchen and primary bath (2026) dual zone HVAC (2025 & 2018) , and Roof replacement in 2018. Enter the main level into the 2-story foyer. On your right is the first floor office that provides the ideal work-from-home space. To your left are the living room and dining room, and then the eat-in kitchen which features a center island for additional work space, quartz countertops, stainless steel appliances. It opens seamlessly to the inviting family room. It also has a newer slider door (2019) that exits to the deck and fenced rear yard. Upstairs you will find the generously-sized primary suite featuring a private bath with soaking tub, separate shower, dual vanities, and an oversized walk-in closet. The conveniently located laundry, three additional bedrooms and another full bath complete the second level. The finished basement offers exceptional flexibility with a large game room, an additional bonus room with a closet, that can serve as a fifth bedroom, office, or hobby space, plus abundant storage in the unfinished area. Rough-in plumbing is already in place for a future third full bathroom. Outdoor living is equally impressive with a maintenance-free deck with a retractable awning, rear patio with privacy fencing and existing electric for a hot tub, thoughtfully landscaped backyard lined with Arborvitaes for added privacy, split-rail fencing, and an included storage shed. Located in the highly sought-after Appoquinimink School District, this home offers a convenient location close to shopping, dining, parks, and major commuting routes. This wonderful home combines space, comfort, and thoughtful updates—don't miss the opportunity to make it yours! Notes: Sq ftg was taken from NCC website. Buyer should satisfy themselves as to it's accuracy. Property receives Town of Middletown services.

116 E Minglewood Dr, Middletown

Listing courtesy of RE/MAX Elite. Contact: 3022342500
$814,900
4 Beds ⋅ 3 Baths
Welcome to this exceptional 3,200 sq ft home, perfectly situated on a private wooded lot with beautiful landscaping, outstanding curb appeal, and a professionally manicured lawn. Thoughtfully designed with timeless finishes and an open, light-filled floor plan, this home offers the perfect blend of elegance, comfort, and functionality. The gourmet kitchen is the heart of the home, featuring granite countertops, stainless steel appliances, a cooktop with a stainless vent hood, an oversized center island with seating and an undermount sink, a pantry, recessed lighting, and a spacious breakfast area. The kitchen flows seamlessly into the dramatic two-story Large Den, where floor-to-ceiling windows fill the space with natural light and a stunning floor-to-ceiling stone fireplace creates a warm and inviting focal point. Ideal for both everyday living and entertaining, the main level also includes formal living and dining rooms with elegant trim details, as well as a private office or flex room and a convenient powder room. Upstairs, the luxurious primary suite offers a peaceful retreat with a large closet and a spa-inspired en-suite bath featuring dual vanities, a custom tiled shower with dual shower heads, and a relaxing soaking tub. Three additional generously sized bedrooms, a full hall bath, and an upstairs laundry room complete the second floor. The expansive 1,756-square- foot back yard ground level floor basement features 9+ foot ceilings and plumbing rough-ins for a future bathroom, providing endless possibilities for additional living space, a home gym, recreation room, or guest suite. Step outside to your own private backyard retreat with a perfect setting for outdoor dining, relaxing, and entertaining while overlooking the peaceful-wooded backdrop. A 10' x 12' storage shed provides ample space for lawn equipment, tools, and outdoor gear. Located in the highly regarded Appoquinimink School District, this beautiful home offers space, style, and an exceptional location. Combining elegant interior finishes with exceptional indoor and outdoor living, this move-in-ready home is a rare opportunity you won't want to miss.

202 Stover Ct, Middletown

Listing courtesy of Homecoin.com. Contact: 8884002513
$368,000
3 Beds ⋅ 3 Baths
Welcome to 406 Wilmore Drive in the desirable Willow Grove Mill community of Middletown, Delaware! This beautiful 3-bedroom, 2.5-bath home is located in the highly acclaimed Appoquinimink School District and offers the perfect blend of comfort, style, and convenience. Step inside to an inviting open-concept main floor, designed for both everyday living and effortless entertaining. The seamless flow between the living, dining, and kitchen areas creates a warm, welcoming space where family and friends can gather. Upstairs, the spacious primary suite offers a peaceful retreat, complete with a private porch—the perfect place to enjoy your morning coffee or unwind after a long day. Conveniently situated just minutes from Route 1, public transportation, gas stations, and an abundance of shopping, dining, and everyday conveniences, this home puts everything you need within easy reach. Whether you're searching for your first home or your forever home, 406 Wilmore Drive offers the lifestyle you've been looking for. Home is where memories are made—come make yours in Willow Grove Mill.

406 Wilmore Dr, Middletown

Listing courtesy of EXP Realty, LLC. Contact: 8885434829
$594,000
4 Beds ⋅ 3 Baths
Well cared for beautiful 4 Bedroom, 2 Bath Home on Nearly One Acre in Desirable Fox Hunter Crossing on almost an acre of land, with an inground pool and diving board. This elegant 4 bedroom home blends classic architectural details with warm, inviting spaces perfect for everyday living and memorable gatherings. In addition a new roof was installed 2 years ago. 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 INGROUND POOL installed in 2018. See it, you will want it.

109 Colonel Clayton Dr, Middletown

Listing courtesy of Patterson-Schwartz-Hockessin. Contact: 3022393000
$625,000
4 Beds ⋅ 3 Baths
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

Listing courtesy of The Moving Experience Delaware Inc. Contact: 3022410899
$435,000
3 Beds ⋅ 4 Baths
Welcome home! Fall in love with 585 Canal Drive! This is perhaps the best end unit in Canal View, that has actual canal views! This modern townhome is located on one of the largest lots in the community. (Lot premium) With three bedrooms, two full baths and two half baths this home has it all. The bright first floor includes hardwood floors, an open floor plan and access to the rear deck- a great spot for get togethers, entertaining, or just enjoying morning coffee. The kitchen has granite countertops and a stainless-steel appliance package. Finished great room/TV room in the basement includes outside access to rear patio and a half bath. Upstairs has three bedrooms, with a full bath in the primary suite, and a full hall bath. Second floor laundry. Large primary bedroom including full bath and large walk-in closet. Fenced yard. The two-car garage with door openers and inside access.

585 Canal Dr, Middletown

Listing courtesy of Keller Williams Realty Wilmington. Contact: 3022991100
$1,390,000
4 Beds ⋅ 4 Baths

6 Green Meadow Blvd, Middletown

Listing courtesy of HERITAGE HOUSE SOTHEBY`S INT`L REALTY. Contact: (732) 946-9200
$625,000
3 Beds ⋅ 3 Baths
***OPEN HOUSE SATURDAY 8/1 - 11:00-1:00!***Welcome to 7 Derr Lane in the sought-after Villages at Foxfield—Middletown’s premier 55+ community—where Original Owners have meticulously maintained and thoughtfully upgraded this beautiful home, showcasing true pride of ownership everywhere you look. Perfectly positioned within walking distance to Middletown Park and its many amenities, this home also backs to serene woods, walking/jogging paths, and open green space—offering both convenience and some privacy. Enjoy peaceful mornings on the covered front porch or unwind in the backyard retreat featuring a walkout patio, koi pond, and a hidden “secret garden” be sure not to miss. Inside, the home blends comfort and modern updates. The kitchen is a standout with a Corian island, mosaic tile backsplash, stainless steel appliances (replaced 2019), induction downdraft cooktop, double oven, and ceramic flooring—ideal for both everyday living and entertaining. The main level boasts hardwood flooring (2018) and a warm, inviting family room with a propane fireplace and direct access to the newer, enlarged Trex deck (2022, with updated door in 2025). The spacious layout includes vaulted ceilings, a tray ceiling in the primary suite, and a dramatic two-story overlook with loft above. The primary bath was beautifully renovated in 2017, and the upper level features new carpet (2019). Additional updates include leased solar panels for energy efficiency (2018), washer and dryer (2021), vinyl fencing (2022), new roof and ventilation (2024), HVAC (2015), and water heater (2018). The unfinished lower level offers a walkout to the backyard, rough-in for a full bath, and a wide-open layout ready to be customized to your needs. Garage is equipped with a 200 amp 240 volt EV charging circuit and a newer garage door opener (2021). This is a rare opportunity to own a truly move-in-ready home in Middletown’s most desirable active adult communities—combining thoughtful upgrades, natural beauty, and a vibrant lifestyle.

7 Derr Ln, Middletown

Listing courtesy of Corner House Realty. Contact: (443) 499-3839
$699,000
5 Beds ⋅ 3 Baths
This home is an absolute MUST SEE. This home has been immaculately maintained and features all of it's original charm. You will fall in love with the beautiful hardwood floors throughout this spacious 5 bedroom, 3 full bath colonial that features 3,200 square feet of living space along with a large 832 square foot basement, with outside entrance. This classic beauty is situated on a large, beautifully landscaped and manicured, corner lot of .64 acres in Middletown's Historic District. You will fall in love with all of the historic charm and craftsmanship that blends seamlessly with modern upgrades such as vinyl siding and replacement windows. There are several bonus areas that provide added charm to this already captivating home. There is a family room that was crafted from a former garage, a second floor sunroom area for relaxing, a bonus room that could be a home office and a sitting area off of the formal dining room. This is a true gem and you will be amazed at the incredible condition.

200 Prospect St, Middletown

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$499,900
4 Beds ⋅ 2 Baths
Welcome to this beautiful colonial in the heart of Middletown, MD, where small-town charm, community character, and a prime Main Street address come together on a generous half acre lot! There is SO MUCH potential to revitalize this home to your most creative imagination. Bathed in natural light throughout, this spacious 4-bedroom, 2-bath home features gleaming hardwood floors and a comfortable, flowing layout. The main level offers a primary bedroom with a private ensuite bath, ideal for single-level living convenience, while the upper-level hosts three additional generously sized bedrooms and a full bath. The expansive lot provides plenty of outdoor space to enjoy, entertain, and make your own. A roof updated in 2025 offers genuine peace of mind, and the home is connected to the public sewer system via a Sanitary Sewer Lift Pump, offering the reliability of public utilities. Middletown offers everything you come here for, a small-town feel with walkability to parks, restaurants, the library, and shopping, including beloved local spots like The Main Cup, Fratelli's Italian & Seafood, and Aleko's Village Cafe just down the road. The 79-acre Middletown Community Park is just minutes away, offering basketball courts, soccer fields, disc golf, fishing, picnic shelters, and walking trails. Commuters will appreciate the easy access to I-70 and Rt. 340, with Downtown Frederick just a short drive away. Don't miss this one!

718 E Main St, Middletown

Listing courtesy of Keller Williams Realty Centre. Contact:

$749,900
5 Beds ⋅ 4 Baths
Only a long-distance relocation makes this beautiful, well maintained 5-bedroom 3.5 bathroom home available. Furniture throughout is for sale. This is truly a multigenerational home that will give everyone their privacy and space. The fully finished and Permitted basement is the true gem, featuring a daylight design that floods the space with light. It has a walkout with separate entrance, separate kitchen, living room, dining room, study nook, movie theater, office, full bath and laundry room with a barn door that can be locked for total privacy. All hardwood floors on the second level. Updated kitchen with double oven and bright countertops and backsplash. Quartzite counters, and four-way faucets in all full bathrooms. Tesla EV charger installed on exterior. Additionally, there is a brand-new air-conditioning system installed in July 2026. New neutral paint throughout the home. Set on a generous 0.75-acre lot, the outdoor space offers endless possibilities for gardening, entertaining, or simply unwinding in nature. This is a must see to truly appreciate all it has to offer. This home is a lifestyle choice that embodies luxury, comfort, entertainment and convenience.

135 Asbury Loop, Middletown

Listing courtesy of Madison Real Estate Inc. DBA MRE Residential Inc.. Contact: 3028360600
$825,000
4 Beds ⋅ 3 Baths
Custom builder's home on 20 flat, private acres in Middletown offering the perfect blend of quality craftsmanship, comfort, and functionality. Thoughtfully designed with an open floor plan filled with abundant natural light, this home features an oversized kitchen island, stainless steel appliances, and a convenient hot water pot filler. A main-level bedroom with an adjoining full bath, currently used as an office, offers exceptional flexibility for guests, multigenerational living, or a dedicated workspace. Several bedrooms feature private ensuite baths, providing added comfort and privacy. Enjoy year-round comfort with a dual HVAC system, main-level laundry, and the potential for an upstairs laundry room with existing space and hookups already in place. Outside, the possibilities are endless with a 30' x 50' detached workshop featuring 14' ceilings, a newly built barn, chicken coop, private pond, two attached garage spaces, four detached garage spaces, and multiple outbuildings equipped with water spigots. With AG zoning, this exceptional property is ideal for hobbies, animals, equipment, or simply enjoying the space and privacy of country living. Conveniently located with easy access to both I-66 and I-81 while offering the tranquility of a private rural setting.**Photos may be virtually staged**

354 Guard Hill Rd, Middletown

Listing courtesy of Keller Williams Realty. Contact: (703) 679-1700
$439,900
4 Beds ⋅ 4 Baths
Welcome home to this beautifully updated end-unit townhome in the highly sought-after Glenbrook community, where modern updates, generous living space, and an unbeatable Middletown location come together to create a home you’ll love from the moment you arrive. This spacious three-level home features luxury vinyl plank flooring on all levels, with brand-new carpeting on the staircases (hardwood stairs remain beneath the carpeting, offering future flexibility), fresh paint, and custom blinds. A full three-level bump-out enhances every level, creating an open, airy feel with room to spread out, relax, and entertain. At the heart of the home is the completely renovated kitchen, thoughtfully designed with shaker-style cabinetry, quartz countertops, a spacious center island, gas cooking, and a full suite of Frigidaire Gallery stainless steel appliances. Whether you’re preparing weeknight dinners or hosting holiday gatherings, you’ll love how the kitchen flows seamlessly into the generous dining area and the expanded family room, making it the true gathering place of the home. The main level also offers a welcoming living room and a convenient powder room for guests. Upstairs, you’ll find three spacious bedrooms and two full bathrooms, including an expanded primary suite designed as your own private retreat. The en-suite bath offers a double vanity, soaking tub, separate walk-in shower, and generous space, while a large walk-in closet provides exceptional storage. The finished lower level offers incredible flexibility with a fourth bedroom, an updated full bathroom, a den, a spacious recreation room, and a dedicated laundry and mechanical room—perfect for overnight guests, multigenerational living, a home office, fitness space, or movie nights. Step outside and enjoy one of the many advantages of this end-unit location—a large side and rear yard offering outdoor space that’s hard to find in a townhome community. Two designated parking spaces and additional windows that fill the home with natural light add even more everyday convenience. For added peace of mind, the seller is offering a home warranty. Located in the sought-after Middletown school district, this home is just minutes from charming downtown Middletown, local restaurants, boutique shopping, parks, walking trails, wineries, golf, community events, and convenient commuter routes. With four bedrooms, multiple living areas, and flexible spaces for working from home, entertaining, or hosting guests, this home offers the space and versatility today’s buyers are looking for. Come experience all that Middletown has to offer and discover why this vibrant community is one of Maryland’s most desirable places to call home.

400 Stone Springs Ln, Middletown

Listing courtesy of RE/MAX Results. Contact: (301) 698-5005
$540,000
3 Beds ⋅ 3 Baths
PRICED TO SELL ✅ Low-maintenance HOA living ✅ Community pool ✅ Updated kitchen ✅ Bonus room ✅ Finished basement ✅ Prime location near Routes 1, 13 & 301 Don't worry about cutting the grass or shoveling snow!! Our HOA handles that, allowing you to enjoy your weekends relaxing by the community pool. HOA fees also include common area maintenance and snow removal. This spacious 3-bedroom home with a VERSATILE BONUS ROOM offers a thoughtfully designed layout and numerous updates throughout. The inviting family room with fireplace opens seamlessly to the center-island kitchen with a bar area at the island , now updated with a new stove, microwave, dishwasher, refreshed countertops, and a stylish backsplash, making it perfect for both everyday living and entertaining. Just off the kitchen you’ll find a convenient mudroom, pantry closet, half bath, and garage entry. Upstairs, the spacious primary suite boasts a tray ceiling, double vanities, his and her walk-in closets, and a beautifully tiled shower. Two additional bedrooms are generously sized, and the bonus room can be used as a den, home office, or playroom. The laundry room is conveniently located on this level. The full basement provides exceptional additional living space with a second family room, a large storage area, and a utility room. Plumbing is already roughed in for a future bathroom, and the water heater was replaced in 2019. Location Location Location!! Minutes from Routes 1, 13, and 301 with no tolls to go north and a grocery store 5 minutes away!

336 Acasta Dr, Middletown

Listing courtesy of Coldwell Banker Realty. Contact: 3022341888
$774,900
6 Beds ⋅ 5 Baths
Offering just over 3900 finished square feet, 6 bedrooms, 5 full bathrooms, a main level bedroom with access to a full bath, a 1-acre lot, no HOA, and a peaceful setting in a golf course community, this home is designed for both everyday living and entertaining. Mountain views, an 880 square foot Trex deck, a roof that's only 5 years old, and a flexible floor plan complete the package. The main level features hardwood floors through most of the living areas, a bedroom with convenient access to a full bath, formal living and dining rooms, a two story (18ft tall) foyer, laundry room, and a spacious kitchen. The updated kitchen features quartz countertops, subway tile backsplash, freshly painted cabinetry, and stainless steel appliances. Upstairs you'll find five bedrooms, including a spacious primary suite with a jetted garden tub, tiled shower, double vanity, and walk in closet. Three additional bedrooms share a full bath with double sinks. There's also a junior suite at the end of the hall with its own private full bath, making it a great option for guests or multigenerational living. The partially finished walkout basement offers even more flexible living space with two finished rooms, a full bathroom, and a large unfinished storage and mechanical room. The current media room and game room setup provides plenty of possibilities for entertaining, hobbies, a home office, or guest space. Outside, the fully fenced backyard offers plenty of open space for entertaining, recreation, pets, or simply enjoying the peaceful setting. The spacious Trex deck, completed in 2024, offers plenty of room for outdoor dining, relaxing, or gathering with family and friends. A side porch extends the outdoor living space and opens to its own separate fenced area, creating a private space that's ideal for pets, young children, or even a garden. Recent improvements include the 2024 Trex deck, backyard and side yard fencing, refinished and expanded hardwood flooring (including the main staircase), fresh interior paint, fireplace surround and mantel, quartz countertops, updated lighting, insulated garage doors and openers, extensive HVAC and plumbing improvements, radon mitigation, and smart home features including Nest thermostats, Ring cameras, and a Schlage smart lock. The extensive list of recent improvements reflects the care and investment the current owners have made throughout the home. (See attached document for full detailed list of improvements.) Located in an established neighborhood surrounded by Sly Fox Golf Club, the home offers a peaceful setting while remaining just five minutes from I-66 and ten minutes from I-81. The sellers would also consider selling the home fully furnished (to include the basement theater equipment, seating, game tables and riding lawn mower) through a separate agreement, creating a true move in ready opportunity. (See attached document for full detailed list of items.) Shown by appointment only.

80 Little Sorrel Dr, Middletown

Listing courtesy of Real Broker, LLC. Contact: 8504500442