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$542,000
4 Beds ⋅ 3 Baths
**REDUCED PRICING!! Welcome to this beautifully updated **4-bedroom, 2.5-bath home** overlooking the fairways of Frog Hollow Golf Club in the highly desirable Appoquinimink School District! Designed for both comfort and entertaining, the open-concept layout features a spacious kitchen with center island, a bright sunroom with golf course views, a dedicated home office, and a dramatic two-story great room with gas fireplace. Upstairs, the primary suite offers cathedral ceilings, a walk-in closet, and en suite bath, complemented by three additional bedrooms connected by an open catwalk. The full walkout basement with bathroom rough-ins provides excellent potential for future living space. Enjoy peaceful, scenic views right from your backyard. **Recent updates include fresh paint throughout and brand-new carpeting**, making this home truly move-in ready. A **one-year home warranty** is also included for added peace of mind! Ideally located in Middletown with easy access to shopping, dining, and major routes—this is a standout opportunity you won’t want to miss!

16 Palmer Dr, Middletown

Listing courtesy of Samson Properties of DE, LLC. Contact:

Selling Office: Tesla Realty Group, LLC.

2 Derr Ln, Middletown
$540,000
3 Beds ⋅ 3 Baths
Welcome to 2 Derr Lane. This beautifully maintained home nestled in the highly sought-after Foxfield 55+ Community in Middletown. offers 2,279 square feet of thoughtfully designed living space on a desirable corner lot. This exceptional home combines comfort, convenience, and low-maintenance living in one of the area's most popular active adult communities. Proudly offered by the original owners, this meticulously cared-for residence reflects exceptional pride of ownership throughout. Recent improvements include a new roof, new carpet, fresh paint in select rooms, and all new stainless steel appliances, making this home truly move-in ready. Designed with both everyday living and entertaining in mind, the spacious floor plan features three generously sized bedrooms and three full bathrooms, including a main-level primary suite and a second main-level bedroom, offering the ease of one-level living without sacrificing space for family and guests. Soaring vaulted ceilings and abundant natural light create an open, airy atmosphere, while the dramatic two-story living room and open loft above add architectural character and flexible living space perfect for a home office, hobby room, reading area, or guest retreat. The inviting living room opens to a covered patio complete with a ceiling fan, creating a seamless indoor-outdoor connection. Whether you're enjoying your morning coffee, dining outdoors, or relaxing at the end of the day, this peaceful outdoor space is sure to become a favorite. Beyond the patio, the private backyard offers a quiet setting with room to garden, enjoy nature, or simply unwind. Ideally located within walking distance of Middletown Park and just minutes from local shopping, dining, and the charm of historic downtown Middletown, this home offers the perfect balance of privacy and convenience. Rarely does a home become available that offers this combination of generous living space, thoughtful updates, exceptional care, and a prime location within Foxfield. If you've been waiting for a move-in ready home that truly checks all the boxes, this is one you won't want to miss. Some photos have been virtually staged.

2 Derr Ln, Middletown

Listing courtesy of Keller Williams Realty Centre. Contact:

Selling Office: RE/MAX Town Center.

2212 Winchelsea Pkwy, Middletown
$540,000
3 Beds ⋅ 3 Baths
**MOVE-IN READY!!** 2212 Winchelsea Parkway, featuring the 3-bedroom, 2.5-bath Carson floorplan. A gourmet kitchen overlooking the great room with a fireplace creates a warm and inviting centerpiece for daily living and entertaining. Boasting sleek Carrara White quartz countertops, modern white cabinetry on the perimeter and pewter maple island, stainless steel appliances, a 3x6 white gloss backsplash, and a gas cooktop with wall oven, this kitchen is a chef’s dream! The first-floor owner’s suite offers privacy and convenience, while upstairs, a versatile loft connects two secondary bedrooms with a Jack and Jill bath—ideal for family or guests. Thoughtful design continues outdoors with a composite deck, providing a seamless extension of your living space. Every detail of this home is crafted to enhance both style and function. Schedule your private tour today! About Venue at Winchelsea: Amenities include a 5,400 sq. ft. clubhouse offering a BYOB sports bar, fitness center, multi-purpose room, kitchen, library, billiards, and more. Outdoor amenities include tennis, pickleball, community gardens, a pool, pavilion, dog park, and additional recreational options. *Pictures of a similar model home and for representational purposes only. Please see New Home Consultant for details. Taxes to be assessed after settlement. If using a Realtor: the agent's client must acknowledge on their first interaction with Lennar that they are being represented by a Realtor, and the Realtor must accompany their client on their first visit. * For appointments and open houses, please visit the welcome home center located at 2405 Greyfriar Loop.

2212 Winchelsea Pkwy, Middletown

Listing courtesy of Atlantic Five Realty. Contact:

Selling Office: Non Subscribing Office.

957 River Birch Cir, Middletown
$539,500
3 Beds ⋅ 2 Baths
Welcome to 957 River Birch Circle, nestled in the sought-after Four Seasons at Silver Maple community- where comfort, style and low-maintenance living come together effortlessly. This meticulously maintained home offers three spacious bedrooms and an open-concept layout designed for both everyday living and entertaining. The bright, well appointed kitchen features ample cream cabinetry, stainless steel appliances, a gas cooktop, and double wall oven- perfect for everything from casual meals to hosting gatherings. It flows beautifully into the main living area, highlighted by soaring vaulted ceilings and a cozy gas fireplace that creates a warm, inviting atmosphere. Step outside to your private deck, complete with a brand-new electric awning-ideal for relaxing in the shade or entertaining on sunny days. The charming front porch adds curb appeal and provides a welcoming space to greet guests and connect with neighbors. A full, unfinished basement offers incredible potential- whether you're looking for abundant storage, a workshop, hobby space, or the opportunity to create additional living areas tailored to your vision. Located in a vibrant, amenity-rich 55+ community known for its active lifestyle and welcoming feel, this home offers more than just a place to live—it’s a lifestyle you’ll love. Residents enjoy access to a heated pool, paved walking trails, a beautifully appointed clubhouse, pickleball courts, fitness area, and a billiards room, creating endless opportunities to stay active and connected. Even better, the HOA fee covers lawn care & maintenance, snow removal, and trash service, giving you more time to enjoy everything this incredible community has to offer—without the worry.

957 River Birch Cir, Middletown

Listing courtesy of CR Realty. Contact:

Selling Office: Long & Foster Real Estate, Inc..

147 Crystal Run Dr, Middletown
$535,000
4 Beds ⋅ 3 Baths
Welcome to this beautifully updated 4-bedroom, 3-full-bath home situated on a private 1.14-acre lot in a wonderful Middletown community within the sought-after Appoquinimink School District. Offering a rare combination of space, updates, privacy, and location, this home is truly one of a kind. The interior has been thoughtfully refreshed with brand-new carpet, all-new paint, new light fixtures, and an upgraded kitchen featuring quartz countertops. The main level includes a first-floor bedroom and full bathroom, making it ideal for guests, multigenerational living, or added everyday convenience. A spacious dining room and large front office/living room provide flexible spaces for entertaining, working from home, or relaxing. The family room features a beautiful stone fireplace and opens seamlessly to the kitchen and eat-in dining area, creating a warm and inviting central gathering space. The kitchen offers stylish updates, great functionality, and an easy flow for both daily living and entertaining. Outside, enjoy a private, tree-lined, fenced backyard with a creek behind the property, offering a peaceful and scenic setting that is hard to find. The yard extends beyond the fence and there's even a walking path to a creek! New septic is being installed June 2026. The home also features new siding on the front exterior, adding to its fresh curb appeal. With 4 bedrooms, 3 full bathrooms, updated finishes, a flexible floor plan, 1.14 acres, and a private yard in Appoquinimink schools, this Middletown home offers an exceptional opportunity in a truly special setting. Schedule today to see this very special, fully updated and move-in-ready, home!

147 Crystal Run Dr, Middletown

Listing courtesy of Keller Williams Realty. Contact:

Selling Office: Coldwell Banker Chesapeake Real Estate Company.

22 W Minglewood Dr, Middletown
$535,000
4 Beds ⋅ 3 Baths
Welcome to your dream home—you truly have to see it to believe it. From the moment you arrive, the curb appeal is undeniable. Elegant front columns and a brand-new Juliet balcony add timeless style and charm to the exterior. Step inside the grand foyer, where a dramatic cathedral ceiling, striking light fixture, freshly painted walls, and luxury vinyl plank flooring create a dramatic first impression. The flooring continues throughout the entire first level, adding both beauty and durability. To the left, French door opens to a private home office filled with natural light—perfect for working from home or creating a quiet retreat. To the right, the first of two spacious living areas flows into the formal dining room, offering an ideal layout for everyday living and entertaining. The beautifully refreshed kitchen features granite countertops, a stylish backsplash, pantry storage, and convenient access to the second living space. Anchored by a cozy fireplace, the great room is the perfect place to relax on cool evenings. Prefer sunshine and views? Spend your time in the inviting sunroom, offering three seasons of enjoyment. Just outside, a deck provides the perfect setting for grilling, gathering, or simply enjoying the outdoors. Completing the main level are a convenient half bath, basement access, and entry to the attached garage. Upstairs, you'll find four generously sized bedrooms, each with ample closet space, to provide comfort and privacy for family and guests alike. The primary suite is designed for comfort and style. A tray ceiling adds architectural charm; the walk-in closet offers plenty of storage space, and the stylish en-suite bath with soaking tub and stall shower will be your retreat at the end of a long day. Back downstairs, the basement is impressively large—ideal for storage or ready to be finished into additional living space to suit your needs. Located in the highly sought-after Cricklewood community within the acclaimed Appoquinimink School District, this exceptional home offers comfort, space, and style in one of Middletown’s most desirable locations. Don’t miss your opportunity to make this beautiful property your forever home.

22 W Minglewood Dr, Middletown

Listing courtesy of Keller Williams Realty Wilmington. Contact:

Selling Office: Patterson-Schwartz-Middletown.

510 Vessel Dr, Middletown
$535,000
4 Beds ⋅ 3 Baths
**OFFER DEADLINE IS 5/9/26 AT 8PM** Welcome to 510 Vessel Drive, an exceptional, like-new home built in 2023 located in one of Middletown’s newest communities, Baker Farm, within the highly sought-after Appoquinimink School District. This beautifully maintained, one-owner property offers the perfect blend of modern design, energy efficiency, and low-maintenance living. Featuring 4 spacious bedrooms and 2.5 bathrooms, this home showcases an open-concept floor plan ideal for both everyday living and entertaining. The heart of the home is the stunning kitchen, complete with a large center island with sink, convenient pull-out trash drawer, gas cooking, and ample cabinetry—seamlessly flowing into the main living space with abundant recessed lighting throughout. The finished basement provides valuable additional living space offering flexibility for guests, a home office, or recreation. As an added bonus, a full bathroom rough-in is already in place, allowing for easy future completion. Enjoy outdoor living on the welcoming porch, complemented by a tasteful stone exterior accent that enhances curb appeal. Additional highlights include a garage with extra storage, energy-efficient systems, and the peace of mind that comes with approximately six years remaining on both the builder’s structural warranty and appliance warranties. Residents of this newer community, benefit from an HOA that covers lawn care, snow removal, and fertilization—making for truly low-maintenance living. This is your opportunity to own a nearly new home without the wait—schedule your tour today.

510 Vessel Dr, Middletown

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: Long & Foster Real Estate, Inc..

1818 S Pollock Way, Middletown
$535,000
3 Beds ⋅ 4 Baths
Welcome to 1818 S Pollock Way, where comfort, care and community come together beautifully in the heart of the highly sought-after Village of Bayberry neighborhood. This immaculately maintained 3-bedroom, 2 full and 2 half baths carriage home has been lovingly cared for and thoughtfully upgraded, offering the perfect blend of warmth, modern convenience, and inviting spaces designed for everyday living and memorable gatherings. From the moment you arrive, there is a sense that this home has been exceptionally well cared for. Inside, the atmosphere is bright, welcoming, and comfortable, with two gathering spaces that feel both elegant and easy to live in. Enhanced by beautiful ¾-inch solid oak hardwood flooring and recessed lighting that adds a soft and elegant glow throughout the home. The home also features a whole-home audio system controlled right from your mobile device—perfect for setting the mood whether you're entertaining guests or simply enjoying a quiet evening at home. The kitchen, which includes classic subway tile backsplash, blends style with smart functionality and has been recently enhanced with a Wi-Fi controlled Bosch dishwasher and GE Profile electric range. For those who prefer cooking with gas, a gas line is already in place for easy conversion. Under-cabinet LED lighting adds both efficiency and ambiance. Upstairs you will find the spacious owner’s suite offers a peaceful retreat at the end of the day. Designed with comfort and practicality in mind, it features a generous walk-in closet and a well-appointed ensuite bath complete with dual sinks, a walk-in shower, and plenty of room to start and end your day with ease. The additional bedrooms are equally welcoming and offer ample closet space, making them perfect for guests or choose one for a home office. The finished basement has new carpet, fresh paint, and durable luxury vinyl plank flooring with 9-foot ceiling. An entertainer’s dream, a fully equipped theater room awaits movie nights and game days, complete with an Epson 3D projector, impressive 107-inch screen, Denon receiver, full surround sound system, and all theater furnishings included—creating a true cinematic experience right at home. The adjacent home gym features a treadmill, workout bench, and equipment /cart, making it easy to stay active without ever leaving the comfort of home. Step outside and the inviting atmosphere continues. The deck/patio creates a beautiful outdoor retreat ideal for relaxing evenings or weekend gatherings. The sale includes all patio furniture, umbrella, Weber grill, and a rock speaker integrated with the home’s sound system. This home also offers peace of mind thanks to meticulous maintenance and proactive care. The garage door system and HVAC system were both recently professionally serviced. A Delaware Energy home inspection was completed and passed in August 2025. The lawn has already been cared for this year which included fertilization, grub control, aeration, and overseeding—ensuring the outdoor spaces remain lush and vibrant. Additional services will be available throughout 2026. Living in the Village of Bayberry means becoming part of a thriving and welcoming community. Enjoy mornings on scenic walking trails, afternoons in nearby playgrounds, and evenings gathering with neighbors in beautiful green spaces. Just minutes from the growing Bayberry Town Center, schools, major commuting routes, and Middletown’s shops and restaurants, this location offers both tranquility and convenience. Check out all the amenities this wonderful community provides. Homes that combine care, thoughtful upgrades, energy-efficient touches, and a true sense of pride in ownership rarely stay available for long. 1818 S Pollock Way offers an opportunity to move into a home that feels established, welcoming, and ready for its next chapter—one that a lucky new owner will be proud to call their own. Schedule your tour today!

1818 S Pollock Way, Middletown

Listing courtesy of Bryan Realty Group. Contact:

Selling Office: RE/MAX Advantage Realty.

230 Anglesey Dr, Middletown
$535,000
2 Beds ⋅ 3 Baths
Welcome to 230 Anglesey Drive, a stunning home where luxury and thoughtful design meet everyday comfort. Step inside and be greeted by soaring 9-foot ceilings and rich 6-inch hardwood planks that flow throughout the main living areas, setting the tone for the elegance that awaits within. The open-concept floor plan creates a seamless transition between living, dining, and entertaining spaces, anchored by a warm gas fireplace and framed with timeless plantation shutters. At the heart of the home lies a chef-inspired kitchen, beautifully appointed with porcelain backsplash, quartzite countertops, and a striking 8.5-foot island perfect for gathering. GE stainless steel gas appliances – including an electric wall oven, built-in microwave, and full gas stove – ensure that both cooking and hosting are effortless. This home offers two spacious bedrooms along with a sophisticated office featuring designer grass cloth wallpaper, easily transformable into a third bedroom if desired. The primary suite is a true retreat with a dramatic trey ceiling and a spa-like bath showcasing a floating vanity, walk-in porcelain shower with mother-of-pearl accents, brushed gold fixtures, complemented by an anti-steam mirror with a mini heater above the shower. A custom-built linen closet adds both convenience and luxury. Two additional full bathrooms provide convenience and style for guests and family alike. A laundry room off the primary bedroom includes a Maytag washer and dryer (gas). The living space extends into the finished, wide-open basement, offering incredible flexibility with its own full bath and endless possibilities for recreation, hobbies, or guest accommodations. Storage is thoughtfully integrated throughout the home, complemented by modern recessed LED lighting and a tank-less Noritz water heater that ensures energy efficiency and endless comfort as well as a whole house water purifier and whole house blue light air filtration. Leading to the outside is a tinted sliding glass door, a fenced-in backyard invites relaxation and entertaining with a covered, composite deck – your private outdoor oasis with a whole yard irrigation system. An attached two-car garage completes this exceptional home and adds everyday practicality. Located in the 55+ section of the Preserve at Deep Creek known as Legacy, homeowners enjoy exclusive access to the 55+ pool, clubhouse, and fitness center, plus full use of community-wide amenities. While only two streets are age-restricted, all residents in Legacy enjoy shared benefits, with added exclusivity reserved for 55+ homeowners. Commuting and convenience are effortless thanks to the home’s central location – with quick access to I-95, Route 1, Delaware and New Jersey beaches, shopping, dining, and the bonus of tax-free retail in Delaware. With its blend of luxury finishes, modern comforts, and flexible living spaces, 230 Anglesey Drive offers the perfect home for your next chapter.

230 Anglesey Dr, Middletown

Listing courtesy of Keller Williams Real Estate - West Chester. Contact:

Selling Office: Compass.

1909 Gladys St, Middletown
$535,000
4 Beds ⋅ 3 Baths
Huge price drop and ready to sell!! Welcome to 1909 Gladys Street in the highly sought-after Town of Whitehall! Whitehall is a community that offers fantastic amenities, quality craftsmanship, and a warm welcome. This home's wow factor is abundant, from the curb appeal outside to the model home vibes inside. You will notice the beautiful landscaping and striking deep blue hardi-plank siding as you approach the home. Get ready to decorate the charming front porch for every season! Upon entering the front door, you will be greeted with a large living room to your right and a den to your left, which can be used for various purposes. The foyer, bathrooms, and kitchen have hardwood flooring, which gives the home a warm and welcoming feel. Moving forward, you will pass a hall closet and powder room and enter the main living space with an open floor concept. The kitchen is equipped with a large island, stainless appliances, beautiful 42" white cabinetry, and granite countertops. The family room and dining room are just off the kitchen. This model features a first-floor primary bedroom with double closets and en-suite bathroom, which includes a double sink vanity and a stand-up shower with glass doors. The laundry room is also on the main level, with tile flooring and access to the backyard and the garage. The massive garage can easily accommodate two large vehicles and provide ample storage space (including overhead storage). Upstairs, (iron balusters on the staircase) you will find an extra large loft perfect for various purposes, three spacious bedrooms, and a full bathroom! The unfinished basement is a vast space with an egress window, providing endless customization possibilities. The backyard has a brand-new vinyl fence, and the light fixtures and ceiling fans were just installed throughout the home. 1909 Gladys St. has a tree-lined view in the backyard and is tucked away in the neighborhood for extra privacy. A couple of NEW updates include new carpet in the lower level and fresh paint in several rooms and bathrooms. This home is conveniently located near the recreation center, where you can enjoy various activities such as Zumba, yoga, and self-defense classes. Additionally, the chiropractor, Christiana Care, and Wellness Center are located on-site. Lorewood Grove Elementary is within walking distance, and many shops have just opened and are coming soon! Convenience is just outside your door.

1909 Gladys St, Middletown

Listing courtesy of Crown Homes Real Estate. Contact:

Selling Office: House of Real Estate.

705 Pinewood Dr, Middletown
$534,000
4 Beds ⋅ 3 Baths
Welcome to 705 Pinewood Drive, a well-maintained colonial nestled in the sought-after Longmeadow community. Offering approximately 2,200 square feet of above-grade living space, this 4-bedroom, 2.5-bath home features a traditional floor plan designed for both comfortable everyday living and entertaining. Situated on a level, 0.44-acre fenced lot, the property offers exceptional outdoor space for entertaining, recreation, gardening, or simply relaxing in your own backyard. Inside, you'll find hardwood flooring throughout the main level, new carpeting on the second floor, updated flooring in both full bathrooms, and a kitchen that has been tastefully refreshed. An unfinished basement provides excellent storage and offers the opportunity to create additional living space to suit your needs, while the rear deck is the perfect place to enjoy the peaceful backyard setting. Ideally located in the highly regarded Appoquinimink School District, this home is just minutes from shopping, dining, parks, and major commuter routes, offering the perfect balance of neighborhood living and everyday convenience. If you're looking for a well-maintained home in an established community with generous indoor and outdoor living space, 705 Pinewood Drive is ready to welcome you.

705 Pinewood Dr, Middletown

Listing courtesy of RE/MAX Associates - Newark. Contact:

Selling Office: Keller Williams Realty.

22 E Green St, Middletown
$530,000
3 Beds ⋅ 2 Baths
Welcome home to this beautifully maintained custom-built 3-bedroom duplex in the heart of highly sought-after Middletown, Maryland. Designed with quality and efficiency in mind, this exceptional home features durable 2x6 exterior wall construction, higher R-value insulation, a 2025 installed heat pump and air conditioning system, and a long-lasting 40-year roof. Enjoy the charm of small-town living from the inviting covered front porch or relax on the rear patio complete with a sunshade awning—perfect for entertaining or enjoying quiet evenings outdoors. Inside, you’ll find thoughtful upgrades throughout, including custom cherry kitchen cabinetry, hardwood flooring, tile-surround showers, recessed lighting, ceiling fans, crown molding, and an elegant tray ceiling. Bay windows fill the home with natural light, while entry-level bedrooms and laundry provide convenient one-level living options. The location is truly unmatched. Situated within walking distance of Middletown Elementary, Middle, and High Schools, Middletown Park, the brand-new public library, and the shops and restaurants of downtown Middletown, you’ll enjoy easy access to everything the community has to offer. Leave the parking worries behind and stroll to Heritage Days celebrations, holiday parades, local events, and evenings out on the town. Combining quality construction, modern efficiency, and an unbeatable walkable location, this home offers the perfect blend of comfort, convenience, and timeless appeal.

22 E Green St, Middletown

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: Long & Foster Real Estate, Inc..

27 E Minglewood Dr, Middletown
$530,000
4 Beds ⋅ 4 Baths
This traditional 4-bedroom, 3.5-bath home in Middletown offers the perfect blend of space, comfort, and convenience. Spacious bedrooms, multiple living areas, and a functional layout make this home ideal for everyday living. Step outside to enjoy the inviting paver patio—perfect for outdoor dining, gatherings, or quiet evenings—and a convenient storage shed for all your tools and seasonal items. Featuring a beautifully finished basement, this home provides plenty of room for entertaining, relaxing, or creating the ultimate recreation space and includes a dedicated office, ideal for working from home or managing daily tasks with ease. Some updates within the home have been a new roof and windows (2018), tankless water heater, granite countertops, upgraded recessed lighting, and so much more! Located just minutes from local schools, shopping, dining, and major commuter routes, this home combines suburban charm with everyday convenience. Don’t miss the opportunity to make this exceptional property your next home!

27 E Minglewood Dr, Middletown

Listing courtesy of Iron Valley Real Estate at The Beach. Contact:

Selling Office: EXP Realty, LLC.

195 Magnolia Dr, Middletown
$530,000
4 Beds ⋅ 3 Baths
** $15,000 Builder Incentive offered on single and semi-detached homes, thru 7/15/26 ** The home you have been admiring is now available! There are so many beautiful features in this Woodland Hills model home and they can be yours without the wait time of a new home build. The Osprey model has 2,898 sq ft with 4 bedrooms and two and a half bathrooms. With ample storage and counter space, the kitchen will be where the family and guests will want to gather. The beautiful granite counters, oversized island and under-cabinet lighting are a few of the custom features that you will enjoy. Soak up the sun all year round in the 12x14 sunroom that is situated just off the great room area. A gas fireplace and built-in bookshelves are the natural focal point of the living room area. Also on the 1st floor is the flex room, study, laundry room, powder room and a mudroom area with a bench seat, coat hooks and lockers. The second floor has 4 larger bedrooms and 2 bathrooms. The master bath, with it's ceramic tile floor, tiled shower and soaking tub, will be your place to retreat and pamper yourself at the end of the day. The hall bath has a tub/shower. The unfinished basement features 9' poured concrete walls, insulated walls, and an egress window which gives it great finishing potential! You also have the convenience of a central vac system. This home is situated on a corner homesite and has easy access to Vine Street and I-283. Although loaded with custom features, this home is priced well below replacement cost.

195 Magnolia Dr, Middletown

Listing courtesy of A' La Carte Realty Services LLC. Contact:

Selling Office: Coldwell Banker Realty.

111 Trupenny Turn, Middletown
$525,000
4 Beds ⋅ 3 Baths
** BACK ON THE MARKET THROUGH NO FAULT OF THE SELLER! ** A fresh opportunity for the next buyer to call this home their own! ** Welcome to this 4-bedroom, 2.5-bath home in the Appoquinimink School District, located in the sought-after Longmeadow neighborhood. A two-story foyer creates a welcoming first impression, while fresh landscaping and a spacious backyard with a paver patio create an inviting outdoor setting, with French doors leading directly off the kitchen for easy everyday living. Inside, you’ll find bright, neutral paint throughout much of the home, LVP flooring across the main level, along with a comfortable family room featuring hardwood floors, cathedral ceilings, and a gas fireplace. The kitchen offers a functional layout with a breakfast area, island, stainless steel appliances, and gas stove, opening to a dining/living room combination. A first-floor laundry/mudroom adds convenience just off the 2-car turned garage. Hardwood stairs lead to the upper level, where the primary suite features cathedral ceilings, a walk-in closet, and private bath, along with three additional well-sized bedrooms and a hall bath with double sinks. The partially finished basement offers a great head start, already with painted walls, HVAC in place, and a 3-piece rough-in for a future full bath—just awaiting flooring to complete the space. Great location near shopping, dining, schools, medical facilities, and Route 1—this home is priced to move and ready for its next owner.

111 Trupenny Turn, Middletown

Listing courtesy of Patterson-Schwartz-Middletown. Contact:

Selling Office: House of Real Estate.

3510 Pipewell Ln, Middletown
$525,000
3 Beds ⋅ 4 Baths
**Move-in Ready** Discover the perfect blend of comfort and sophistication at 3510 Pipewell Ln., featuring the 3-bedroom, 3.5-bath Carson floorplan. A gourmet kitchen overlooking the great room with a fireplace creates a warm and inviting centerpiece for daily living and entertaining. Boasting sleek Carrara white quartz countertops, modern white cabinetry and pewter maple island, stainless steel appliances, a 3x6 white gloss backsplash, and a gas cooktop with wall oven, this kitchen is a chef’s dream! The first-floor owner’s suite offers privacy and convenience, while upstairs, a versatile loft connects two secondary bedrooms with a Jack and Jill bath—ideal for family or guests. Thoughtful design continues outdoors with a covered composite deck, providing a seamless extension of your living space. Finally, the partially finished basement includes a 3rd full bath and even more room to expand. Every detail of this home is crafted to enhance both style and function. Schedule your private tour today! About Venue at Winchelsea: Amenities include a 5,400 sq. ft. clubhouse offering a BYOB sports bar, fitness center, multi-purpose room, kitchen, library, billiards, and more. Outdoor amenities include tennis, pickleball, community gardens, a pool, pavilion, dog park, and additional recreational options. *Pictures of a similar model home and for representational purposes only. Please see New Home Consultant for details. Taxes to be assessed after settlement. If using a Realtor: the agent's client must acknowledge on their first interaction with Lennar that they are being represented by a Realtor, and the Realtor must accompany their client on their first visit. * For appointments and open houses, please visit the welcome home center located at 2405 Greyfriar Loop.

3510 Pipewell Ln, Middletown

Listing courtesy of Atlantic Five Realty. Contact:

Selling Office: Non Subscribing Office.

3225 Rye Harbour Way, Middletown
$525,000
2 Beds ⋅ 2 Baths
**MOVE-IN READY, SINGLE STORY LIVING!** 2BR, 2BA w/ included sun room home is now available! With a spacious single-level floorplan, it truly stands out in the neighborhood. Featuring two bedrooms and two bathrooms, the primary suite offers generous closet space with two walk-in closets and an en suite bath. The added sunroom extension extends the home, creating the perfect space for entertaining guests. The kitchen is equipped with stainless steel appliances, sleek carrara breve quartz countertops, 42’’ cabinetry with hardware, oven, and gas cooktop for all your culinary needs! Plus, the unfinished basement provides ample storage potential. Step outside to enjoy the deck off the sunroom, ideal for relaxing or hosting gatherings. About the Community: This vibrant 55+ active adult community is designed for living your best life. Residents will enjoy a 5,400-square-foot clubhouse, pickleball and tennis courts, bocce, a resort-style pool, a state-of-the-art fitness center, and a full calendar of activities—so there’s always something to look forward to. Best of all, lawn care, snow removal, and trash and recycling are included, giving you the freedom to spend your time exactly how you choose. Homes are selling quickly—don’t wait to claim your place at Venue at Winchelsea. This is your chance to get in before it’s too late. ***Photos for illustrative purposes only. See sales team for final options and colors. Please see New Home Consultant for details. Taxes to be assessed after settlement. If using a Realtor: the agent's client must acknowledge on their first interaction with Lennar that they are being represented by a Realtor, and the Realtor must accompany their client on their first visit. For appointments and open houses, please visit the model home located at 2405 Greyfriar Loop.***

3225 Rye Harbour Way, Middletown

Listing courtesy of Atlantic Five Realty. Contact:

Selling Office: Liberty Bell Real Estate Brokerage LLC.

3312 Rookery Ln, Middletown
$519,790
2 Beds ⋅ 2 Baths
MOVE-IN READY | Single-Story Living in Middletown’s Premier 55+ Community! This beautifully designed 2BR / 3BA home offers the low-maintenance lifestyle buyers are looking for with the added space and upgrades that make everyday living feel easy. The open layout features a spacious Great Room with fireplace, low-maintenance flooring throughout the main living areas, and an included sunroom extension that adds even more space to relax or entertain. The gourmet kitchen is finished with stainless steel appliances, Carrara Breve quartz countertops, 42” cabinetry with hardware, wall oven, and gas cooktop. The private owner’s suite includes two walk-in closets, tray ceiling, and en-suite bath, while the secondary bedroom and full bath offer comfortable space for guests or hobbies. Downstairs, the partially finished basement with full bath provides even more flexibility for entertaining, overnight visitors, or storage. Washer/dryer included. Enjoy the deck off the sunroom and the ease of move-in-ready living in one of Middletown’s most sought-after active adult communities. About the Community: This vibrant 55+ active adult community is designed for living your best life. Residents will enjoy a 5,400-square-foot clubhouse, pickleball and tennis courts, bocce, a resort-style pool, a state-of-the-art fitness center, and a full calendar of activities—so there’s always something to look forward to. Best of all, lawn care, snow removal, and trash and recycling are included, giving you the freedom to spend your time exactly how you choose. Homes are selling quickly—don’t wait to claim your place at Venue at Winchelsea. This is your chance to get in before it’s too late. ***Photos for illustrative purposes only. See sales team for final options and colors. Please see New Home Consultant for details. Taxes to be assessed after settlement. If using a Realtor: the agent's client must acknowledge on their first interaction with Lennar that they are being represented by a Realtor, and the Realtor must accompany their client on their first visit. For appointments and open houses, please visit the model home located at 2405 Greyfriar Loop.***

3312 Rookery Ln, Middletown

Listing courtesy of Atlantic Five Realty. Contact:

Selling Office: Non Subscribing Office.

27 Browning Cir, Middletown
$517,000
3 Beds ⋅ 3 Baths
You'll want to see this well cared for, lovingly maintained home in Middletown Crossing. Tastefully decorated & ready for its new owners, 27 Browning is calling your name. This colonial style home's curb appeal is enhanced by mature trees, and clean, easy to maintain landscaping. The 2 car garage will be appreciated in the rain and colder months, with inside access. Head inside to the vaulted entryway, filled with light. On your right, an office, with beautiful double doors, added for privacy in 2026. It could easily be used as a 4th bedroom, if a first floor bedroom is desired. On the other side of the hall is your dining room, or second living space. Once again, you have options! Down the hall, head towards the kitchen, taking note of the nicely updated half bath. Prepare to enjoy the entertaining possibilities in the heart of the home, the kitchen, with its large granite peninsula, granite countertops and brand new stainless refrigerator. The sunroom, filled with light, is used as a convenient dining space. All of this is adjacent to the main living area, where you can relax by the cozy gas fireplace, or take a few steps through the sliding glass door, to the large, maintenence free, compsite deck. Imagine days/evenings outdoors, looking out at the tree lined yard, paver patio, raised garden bed, trampoline, and children's playset. The is an invisible fence as well! Perfect for your furry relatives. Back inside, head to the 2nd floor. The 3 bedrooms are amply sized. 1 and 2 share the hall bath, while the primary bedroom, boasts a large, walk in closet and well appointed ensuite bath with stall shower and soaking tub. This will be your sanctuary. Head to the unfinished basement, and let your imagination run wild. Finish it, make it your own gym, or use it for storage. More options for you! You'll enjoy life in this area of Middletown, with convenient access to shopping, dining, Appo schools, medical facilities, along with both routes 1 & 13. It's 35 minutes to Wilmington, making commuting a breeze. It doesn't get better than this!

27 Browning Cir, Middletown

Listing courtesy of Keller Williams Realty Wilmington. Contact:

Selling Office: Patterson-Schwartz-Hockessin.

1220 N Olmsted Pkwy, Middletown
$517,000
3 Beds ⋅ 2 Baths
Welcome home to 1220 N Olmsted Pkwy located in the sought-after Village of Bayberry North. Upon arrival, you’ll immediately notice the beautiful stone veneer exterior, offering timeless curb appeal and setting the tone for this well-maintained, 5-year-old ranch home. An inviting covered front porch welcomes you in, perfect for morning coffee, evening relaxation, or connecting with neighbors. Step inside to an OPEN -CONCEPT LAYOUT filled with natural light and hardwood flooring. The entire home has just been FRESHLY PAINTED , giving it a clean and modern feel -making it truly move-in ready. The spacious living room flows seamlessly into the dining area and continues into the kitchen, creating an ideal space for everyday living and entertaining.The kitchen features a CENTER ISLAND, GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES, A DOUBLE OVEN, and a sunny BUMP- OUT BREAKFAST area that fills the home with natural light. Step outside to the fully fenced backyard, offering endless possibilities for entertaining, relaxing, or outdoor activities. Back inside, the home offers a convenient laundry room with access to the two-car garage. You’ll find 2 generously sized bedrooms, along with a versatile additional room that can be used as a third bedroom, home office, or playroom. The primary suite boasts a spacious walk-in closet and a private bath with double vanity and a glass stand-up shower. An additional full bathroom serves family and guests. The spacious unfinished basement offers exceptional ceiling height and a blank canvas for future customization, ideal for creating additional luxury living space, a home theater, fitness area, or private retreat. A two-car garage and ample driveway parking complete the home. With new shopping centers, grocery stores, dining, and major commuter routes just minutes away, this home offers the perfect balance of suburban charm and modern convenience. This move-in-ready home is ideal for families ready to connect and enjoy everything Bayberry North has to offer. Schedule your tour today and imagine the possibilities.

1220 N Olmsted Pkwy, Middletown

Listing courtesy of Compass. Contact:

Selling Office: Keller Williams Realty Wilmington.

160 Pine Valley Dr, Middletown
$515,000
5 Beds ⋅ 3 Baths
WHY SUCH A DRASTIC PRICE REDUCTION? Every seller wants to obviously get the most for their home. It is their biggest investment after all, and in this case the seller wanted to go above my suggested listing price and see what the results would be. We are now priced aggressively for the neighborhood AND this lovely home has sooooo much to offer!! Welcome to this spacious 5-bedroom, 3-bath ranch, perfectly situated on a cleared 1-acre lot with no HOA restrictions. This home offers the ideal blend of comfort, functionality, and freedom. Step inside to find stunning hardwood floors flowing throughout the main living areas, creating a warm and inviting atmosphere. The home features a formal dining room for gatherings and a generous family room perfect for relaxing or entertaining. A convenient first-floor laundry room adds to the ease of everyday living. The full basement expands your living and working space even further, featuring a bonus workshop, a separate office or gym, and plenty of storage to keep everything organized. Outside, the property truly shines. Enjoy plenty of parking with a 6-car driveway, and take full advantage of the expansive yard—complete with an above-ground pool, a chicken coop, and ample open space for gardening, recreation, or future additions. Energy efficiency is a major bonus with owned solar panels, helping reduce utility costs while adding long-term value. If you’re looking for space, flexibility, and a property with no restrictions, this one checks all the boxes. Seller says there used to be an In-Law suite at one time before they moved in. Lots of possibilities!!

160 Pine Valley Dr, Middletown

Listing courtesy of Tesla Realty Group, LLC. Contact:

Selling Office: BHHS Fox & Roach-Greenville.

352 Tranquility Way, Middletown
$512,000
3 Beds ⋅ 3 Baths
Welcome to this beautiful, like-new end-unit Carriage House in the highly sought-after 55+ community of Whispering Woods! Built just five years ago, this impeccably maintained 3-bedroom, 3-bath home offers the perfect blend of modern style, low-maintenance living, and exceptional community amenities. Ideally situated on a premium homesite backing to tranquil woods, with open space on one side and a nearby pond on the other, this home provides both privacy and scenic surroundings. A two-car garage, private driveway, and convenient overflow parking ensure plenty of space for residents and guests alike. Step inside to discover luxury vinyl plank flooring throughout most of the main level and an inviting open-concept layout that seamlessly connects the living room, dining area, and kitchen. The spacious living room is anchored by a gas fireplace and enhanced with recessed lighting. Designed for both everyday living and entertaining, the kitchen features Quartz countertops, stainless steel appliances, a center island with breakfast bar seating, soft-close cabinetry, a subway tile backsplash, gas cooking, and a spacious pantry. Just off the kitchen, enjoy your morning coffee or evening relaxation in the screened porch, which opens to a patio overlooking the peaceful backyard. The spacious first-floor primary suite offers a tray ceiling, walk-in closet, and a private en-suite bath with luxury vinyl plank flooring. Also on the main level are a second bedroom, an additional full bath, a convenient laundry room, and direct access to the garage. Upstairs, you'll find a generous loft that offers endless possibilities for a home office, hobby room, or additional living space, along with a third bedroom and another full bathroom – perfect for visiting family and friends. Additional upgrades include beautiful plantation shutters, enlarged moldings, dual-zone HVAC, a tankless water heater, LeafFilter gutter protection, and abundant closet space. Life at Whispering Woods means enjoying a truly carefree lifestyle. The HOA takes care of landscaping, lawn care, snow removal (including driveways), and trash service, allowing you more time to enjoy the community's outstanding amenities. Residents have access to a beautiful clubhouse with a fitness center, community pool, card room, bocce ball courts, and pickleball courts, along with an active social calendar filled with planned events, games, and activities. The community's unique "Neighbors Helping Neighbors" committee fosters a welcoming atmosphere where residents come together to lend a helping hand whenever needed. This move-in ready home offers the perfect combination of comfort, convenience, and community. Don't miss your opportunity to enjoy the exceptional lifestyle that Whispering Woods has to offer!

352 Tranquility Way, Middletown

Listing courtesy of Compass. Contact:

Selling Office: Compass.

4704 Old National Pike Pike, Middletown
$510,000
3 Beds ⋅ 2 Baths
Want to live in your very own Tree House? Well, here it is! You won't believe this well constructed post and beam home with a lovely wooded setting. This home was constructed using sandstone that the seller believes came from Western Maryland. You don't get construction like this anymore! The custom built home offers soaring 20' wood ceilings. Many features in this home were added by the current owner. The ash ledges in downstairs bedroom and foyer were made from an ash tree that was on the property killed by the Emerald Ash borer disease. The wood was milled and repurposed for floor trim and accents. This home boasts beautiful views of the surrounding woodland and trees. The current owner has redone the entry steps in a beautiful stone hardscape. Many updates including new deck, storage sheds. You don't want to miss the opportunity to own a unique home such as this.

4704 Old National Pike Pike, Middletown

Listing courtesy of Maryland Elite Realtors. Contact:

Selling Office: Keller Williams Realty Centre.

3037 Barber Ln, Middletown
$510,000
2 Beds ⋅ 2 Baths
** OFFER DEADLINE: TOMORROW, APRIL 11th at 4 PM ** Major Price Improvement! The Absolute Best Value in Bayberry—Period. Stop waiting for a "future" build and stop paying for "extras." 3037 Barber Lane is the strongest real estate opportunity on the Middletown market right now. We have priced this home to move immediately: you are getting a fully finished, move in ready, "two-year young" luxury residence at the base price of new construction. That means zero lot premiums, zero upgrade fees, and zero hidden surprises. While others are paying tens of thousands in additions and waiting months for a move-in date, you can secure the best deal in Bayberry today. Immediate Luxury Without the "New Build" Markup This Cooper II model offers 1,800 square feet of sophisticated, single-level living that feels exactly like a brand-new model home. • Move-In Ready Today: Skip the construction delays and cost overruns. • Designer Layout: 2 spacious bedrooms, 2 full baths, and a versatile office/flex room easily convertible to a third bedroom. • Sun-Drenched Interiors: Huge windows flood the open-concept floor plan with natural light, highlighting the modern elegance of the home. • Unmatched Potential: The massive unfinished basement features rough-in plumbing for a full bath, offering an incredible canvas for a gym, guest suite, or workshop. Premier Lot & Location Situated on a premium lot, this home offers rare seclusion within the vibrant Parks Edge at Bayberry community. You get the outdoor space you want without the massive lot premium normally attached to a site of this caliber. The Gold Standard of 55+ Living Parks Edge isn't just a neighborhood; it’s a lifestyle. Your maintenance-free living includes: • A luxury clubhouse for social events and gatherings. • State-of-the-art fitness facilities and walking trails. • Minutes from Middletown’s newest shopping, dining, and major commuter routes. Act Fast—This Price Won't Last Opportunities to own a home of this quality at a base-model price point are virtually non-existent in this market. If you want the luxury of new construction without the premium price tag or the wait, this is your move. Schedule your showing now before the best deal in Middletown is gone.

3037 Barber Ln, Middletown

Listing courtesy of Keller Williams Realty. Contact:

Selling Office: Thyme Real Estate Co LLC.

242 Ann Dr, Middletown
$507,500
3 Beds ⋅ 3 Baths
Beautiful home in the sought after community of Crossland at the Canal offering space, style, and flexibility! This 3 bedroom home also features a spacious second floor loft that could easily function as a 4th bedroom, home office, playroom, or additional living space. Fresh paint throughout gives the home a bright, updated feel, while the light filled kitchen shines with butcher block countertops, subway tile backsplash, and all new stainless steel appliances. The open layout flows into the sunroom, creating the perfect space to relax or entertain. Upstairs, the oversized primary suite offers a large walk in closet and an ensuite bath complete with a soaking tub and separate shower. You'll also love the convenience of the second floor laundry room with utility sink. Enjoy mornings on the charming covered front porch accented with brick detail, or unwind out back on the premium lot backing to open space for added privacy and peaceful views. The unfinished basement offers incredible future potential with rough in plumbing and an egress window already in place ready to be transformed into additional living space, a guest suite, gym, or recreation area. Residents of Crossland at the Canal enjoy community amenities including a clubhouse, pool, and outdoor park, all in a convenient Middletown location just minutes from Route 1, shopping, dining, and everyday conveniences.

242 Ann Dr, Middletown

Listing courtesy of Real Broker LLC. Contact:

Selling Office: Century 21 Gold Key Realty.

315 E Green St, Middletown
$507,000
4 Beds ⋅ 4 Baths
Why wait for new construction when you can move right into this stunning end-unit townhome built in 2024 by Ryan Homes in the sold-out Crossings at Silver Lake community? Offering 2,118 square feet of thoughtfully designed living space, this open-concept home features four bedrooms, three full bathrooms, and one half bath, including a private ground-level in-law suite with its own ensuite bathroom—ideal for guests or multigenerational living. The designer kitchen is a chef's dream with quartz countertops, a wall oven, wall-mounted microwave, 5-burner gas cooktop, stainless steel vent hood, and abundant cabinetry, flowing seamlessly into the main living and dining areas. Extra windows throughout the end unit fill the home with natural light, while the second-level screened porch provides the perfect space to relax or entertain. Upstairs, the spacious primary suite showcases an elegant tray ceiling and a luxurious ensuite bath with dual shower heads, while the conveniently located third-floor laundry adds everyday convenience. An attached two-car garage and maintenance-free landscaping complete the package. Perfectly situated adjacent to the Middletown Library, the new YMCA, and Silver Lake Park, this walkable community places you just steps from the shops, restaurants, and charm of Main Street Middletown, offering an exceptional blend of modern living and unbeatable location.

315 E Green St, Middletown

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Coldwell Banker Realty.

442 Rederick Ln Unit MASSEY ELITE LOT 70, Middletown
$503,022
3 Beds ⋅ 4 Baths
MASSEY ELITE END UNIT- Late Spring Move-In! 3 bedrooms, 2.5 baths, 2 car garage. Approx. 2380 SF! 12x10 Deck. This home features a Finished den, 42" cabinets in kitchen, island, stainless gas range, dishwasher, microwave, LVP flooring and recessed lighting in Kitchen. LVP floor and Tile Shower surround in master bath. 3 pc rough in walk out basement. Don't miss out on this spectacular floor plan! Builder Splits Transfer Tax. Beautifully appointed end unit townhome featuring 3 bedrooms, 2.5 baths, and approximately 2,333 square feet of living space. This home includes a 2-car garage and a 12x16 deck overlooking open farmland. Interior features include upgraded luxury vinyl plank flooring throughout the main level, a gourmet kitchen with granite countertops, Level 3 cabinetry, a large center island, and a gas range. The primary suite offers a spacious layout with a walk-in closet and private bath. Located in one of the community’s most desirable settings with no building in front, open space surrounding, and ample parking.

442 Rederick Ln Unit MASSEY ELITE LOT 70, Middletown

Listing courtesy of RE/MAX Elite. Contact:

Selling Office: Unrepresented.

1502 Arrowood Ct, Middletown
$502,000
2 Beds ⋅ 2 Baths
Welcome to 1502 Arrowood Court! Nestled within the desirable 55+ community of Four Seasons At Silver Maple, this home sits peacefully on a cul de sac, boasting impeccable curb appeal with its inviting front porch and thoughtfully-designed landscaping. As you enter through the glass storm door, feel the flood of natural light brighten up the neat foyer. To your right is a comfortable size bedroom complete with its own full bathroom. To your left, convenience is offered via a laundry room neatly tucked off the 2-car garage. At the heart of the home is a large study with glass doors that yield captivating views of the well-equipped kitchen featuring a double oven, gas burners, and roomy island. Not to neglect the inclusion of a brand new microwave and all stainless steel appliances- this kitchen leaves nothing to be desired. Its open layout design incorporates a spacious dining area, perfect for gatherings. Retire to the sun-drenched sun room which hosts tons of natural light that paints an image of cozy afternoons spent with a good book. The family room is commodious with a gas fireplace and generous window placements allowing for abundant natural light and plenty of rooms for family gatherings. The primary suite is a sanctuary, hosting 2 large closets and two separate sinks alongside a sizeable shower. Also noteworthy is the unfinished basement- a canvas, if you will- featuring high ceilings and painted floors just waiting to be transformed into your dream space. Finally, the home's exteriors don't disappoint either. Situated next to an open space on a cul de sac, the property allows for serene perspectives of the community amenities and nearby clubhouse. Yes, there's a newer roof too! Call to make an appointment and experience this beautiful, versatile home today!

1502 Arrowood Ct, Middletown

Listing courtesy of Patterson-Schwartz-Middletown. Contact:

Selling Office: Patterson-Schwartz-Middletown.

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