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4492 Jade Ct, Middletown
$532,500
4 Beds ⋅ 3 Baths
Offering 2% off your interest rate for the first year of your mortgage! Welcome to 4492 Jade Court, where a complete interior and exterior renovation meets an exceptional private backyard retreat. Situated on a generous .55-acre lot, this truly move-in-ready home offers 4 bedrooms, 2.5 bathrooms, approximately 2,200 square feet of finished living space, and an extensive list of major improvements. The exterior has been completely refreshed with a new architectural-shingle roof, brand-new vinyl siding, new gutters and shutters, and all-new double-hung, double-pane replacement windows. The fully fenced backyard is designed for both relaxation and entertaining, featuring an impressive 40-by-20-foot in-ground pool with a diving board and slide, a spacious concrete entertaining area, and a gazebo that conveys with the property. A matching storage shed provides additional convenience, while the brand-new two-level deck creates multiple outdoor living spaces overlooking the private backyard. Inside, beautifully refinished original hardwood floors add warmth and character throughout the main living areas. The completely renovated kitchen features quartz countertops, brand-new stainless-steel appliances, a true exterior-vented range hood, and a center island with overhang seating. A new sliding glass door provides direct access from the kitchen to the lower deck, making indoor-outdoor entertaining effortless. The entry level includes a primary bedroom with an en-suite full bathroom and its own private exterior access to the backyard. The main living area is highlighted by a natural wood-burning stove, creating a warm and inviting setting for colder evenings. Upstairs, you will find three additional bedrooms and a second full bathroom. One of the upper-level bedrooms offers direct access to the bathroom and could serve as an additional primary bedroom. A second new sliding glass door opens onto the upper deck, where you can enjoy elevated views of the pool and backyard. The fully finished lower level adds even more versatile living space with brand-new vinyl plank flooring, a convenient half bathroom, and walkout access to the exterior. Additional improvements include new recessed lighting throughout and a brand-new HVAC system. With the major systems, exterior, interior finishes, kitchen, bathrooms, windows, decks, and outdoor entertaining areas already completed, this home is the definition of move-in ready. Simply unpack, settle in, and enjoy your beautifully renovated home and private backyard oasis.

4492 Jade Ct, Middletown

Listing courtesy of Coldwell Banker Realty. Contact:

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

3223 Rye Harbour Way, Middletown
$531,500
2 Beds ⋅ 3 Baths
*MOVE IN READY* Introducing the 3223 Rye Harbour Way, the Tuscany, a beautifully appointed home offering 1,778 square feet of thoughtfully designed living space, plus a finished basement with full bathroom for plenty of storage and extra living space. This elegant residence blends open-concept living with private retreats, perfect for both everyday comfort and entertaining. The main level features a spacious family room anchored by a cozy gas fireplace, flowing seamlessly into the dining area and gourmet kitchen complete with upgraded quartz countertops, stylish backsplash, premium cabinetry, and stainless-steel appliances. A dedicated home office provides the ideal space for remote work or quiet study. The luxurious owner’s suite offers a spa-like bath and his and her closets, while a secondary bedroom and full bath add flexibility for guests or family. Expanding the living space, the home includes a stunning sunroom extension with ample windows and a high ceiling that fills the interior with natural light and opens to a composite deck, perfect for relaxing or entertaining outdoors. Additional highlights include a 2-car garage, convenient first-floor laundry, upgraded flooring throughout - all in a beautifully crafted home designed to fit your lifestyle. To top it off, this community offers a stunning 5,400 square foot clubhouse, pickleball courts, tennis courts, bocce, a swimming pool, fitness center, and so much more! Relax and enjoy the peace of mind that your lawncare, snow removal, and trash/recycle are all taken care of for you. To top it off, this community offers a stunning 5,400 square foot clubhouse, pickleball courts, tennis courts, bocce, a swimming pool, fitness center, and so much more! Relax and enjoy the peace of mind that your lawncare, snow removal, and trash/recycle are all taken care of for you. *Prices, dimensions, and features may vary and are subject to change. Photos are for illustrative purposes only and are of model home. See sales team for final options included. 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.*

3223 Rye Harbour Way, Middletown

Listing courtesy of Atlantic Five Realty. Contact:

Selling Office: Century 21 Emerald.

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.

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.

6030 Freestone Blvd, Middletown
$501,500
3 Beds ⋅ 4 Baths
**September Move-In** Move right into this beautifully designed 2-story, 3 BR, 2 full and 2 half BA home offering plenty of room to gather, relax, and spread out. The open-concept main level creates a natural flow between the kitchen, dining area, and living space, making everything from holiday entertaining to weeknight dinners feel effortless. Just outside, the included deck extends your living space outdoors and provides the perfect spot for morning coffee, summer cookouts, or winding down at the end of the day. Upstairs, a versatile loft offers endless flexibility as a second living area, home office, playroom, or hobby space. Two secondary bedrooms share the level with the owner's suite, where a tray ceiling adds an elegant touch to the private retreat. The finished basement with powder room provides even more room to enjoy, whether you envision a media room, game room, fitness area, or the ultimate hangout space. Thoughtfully selected finishes include Carrara Breve quartz countertops in the kitchen and full baths, a timeless 3x6 Arctic White tile backsplash, and designer details throughout. This is the kind of home that gives you the space you need today with the flexibility to grow into tomorrow. With a September move-in, modern finishes, and low-maintenance living in Appoquinimink School District, this is the kind of opportunity buyers don’t wait on—be sure to take a closer look. Pictures are of model home from a sister community and for representational purposes only. There is a sales trailer on-site. Please see New Home Consultant for details. Taxes to be assessed after settlement. Realtor representation must be acknowledged on the first interaction with Lennar, and the agent must accompany their client on the first visit.

6030 Freestone Blvd, Middletown

Listing courtesy of Atlantic Five Realty. Contact:

Selling Office: Patterson-Schwartz-Middletown.

105 Lynn Cir, Middletown
$500,000
3 Beds ⋅ 2 Baths
A PERFECT FIT FOR ALL BUYERS --- This stunning Ranch style home is a rare find and one-of-a-kind sitting on almost a FULL ACRE in the popular community of Nautical Cove in Middletown, Delaware. This design offers everything todays buyers need without the wasted space. Enter the front door into a spacious and inviting living room featuring new flooring [2025] and plenty of natural light. The centrally located kitchen offers generous cabinetry and excellent storage for all your cookware, dishes, and everyday essentials. The thoughtfully designed main level features a comfortable primary bedroom with a generously sized closet and its own private full bathroom. Two additional bedrooms offer plenty of space and are conveniently located near the second full bathroom. The finished area of the basement expands your possibilities even further! Create the perfect movie room, home office, fitness area, playroom, hobby space, or private retreat—the choice is yours. Additional unfinished space provides even more room for storage. Just steps away, the convenient laundry area includes the washer and dryer. Outside is where this property truly comes to life! Start your morning with coffee on the enclosed porch, cool off in your own refreshing pool, host a cookout beneath the gazebo, or relax on the sprawling deck overlooking the massive backyard. Surrounded by mature trees, this peaceful outdoor setting offers privacy, tranquility, and plenty of room for entertaining family and friends. A two-car garage and oversized storage shed provide ample space for vehicles, tools, lawn equipment, bicycles, and more. To provide you peace of mind the newer roof was just installed in 2023. The Aerial View of this property provides great views from all sides! In the Appoquinimink School District, and. conveniently close to local schools, parks, shopping, restaurants, medical facilities, and major routes, including Route 1 and Route 896. This homes offering this much indoor flexibility, outdoor living, and usable yard space are difficult to find. Schedule your private tour of 105 Lynn Circle and come experience everything this Middletown property has to offer. Great home that won't last at this price, so don’t hesitate to make this lovely property your own… you may have just found the one!!!

105 Lynn Cir, Middletown

Listing courtesy of Crown Homes Real Estate. Contact:

Selling Office: Empower Real Estate, LLC.

2 Lombardy Dr, Middletown
$499,999
3 Beds ⋅ 2 Baths
Welcome to 2 Lombardy Drive, right in the heart of Middletown’s Woodmere neighborhood—just steps from historic Main Street, where you’ll find charming restaurants, local shops, walking trails, and the community gathering spaces that make this town so special. Schools are just up the street, and everyday life here feels connected, walkable, and easy. Built by Morgan Keller, this beautifully updated 4-level split home offers approximately 1,650 square feet above grade, plus two additional lower levels, providing flexible living space and valuable storage that make the home live larger than expected. Upstairs, the home was originally designed as a three-bedroom layout and has been thoughtfully reconfigured to create a spacious primary suite, a second bedroom, and an updated full bath (2022). The main level features a bright and welcoming living room, a kitchen updated in 2022–2023 with quartz countertops, subway tile backsplash, and newer appliances, a dining area, and a stunning sunroom addition (2019) with its own mini-split system. Surrounded by windows on three sides, it fills with natural light and offers a peaceful place to unwind year-round—and it’s the current owners’ favorite space in the home. Plantation shutters in the living room and Levolor blinds throughout the rest of the home add both style and function. Just off the kitchen, a portion of the garage has been thoughtfully incorporated into the home and is now a heated and cooled 9x12 pantry/mudroom (2024) with new cabinetry and flooring, while the remaining garage space still allows for parking a smaller vehicle. The first lower level offers a cozy rec room with a fireplace featuring a gas insert (2019), an additional bedroom, a full bath, and walk-out access to the yard—ideal for guests, work-from-home space, or everyday living. The second lower level provides additional storage and a dedicated laundry area with GE washer and dryer (2021), adding to the home’s overall functionality. Set on a generous 13,939 square foot corner lot (approximately 0.32 acres), the exterior features a composite deck (2019), a storage shed, and space to enjoy outdoor living. The home has been thoughtfully maintained and improved over time, including a heat pump (2018), roof and gutters (2019), and hot water heater (2023), giving buyers added confidence in the home’s major systems. With all-brick construction, quality craftsmanship, and a location that puts you within walking distance to everything Middletown has to offer, this home blends charm, function, and lifestyle in all the right ways.

2 Lombardy Dr, Middletown

Listing courtesy of RE/MAX Results. Contact:

Selling Office: Royer Select Realty.

8209 Old Hagerstown Rd, Middletown
$499,900
5 Beds ⋅ 3 Baths
Welcome Home to 8209 Old Hagerstown a beautifully updated and spacious 5-bedroom, 3-bathroom home located in the highly sought-after Middletown, MD. This move-in ready property features modern upgrades throughout, offering the perfect blend of style, comfort, and functionality. Enjoy generous living spaces, an updated kitchen featuring SS Appliances, white shaker cabinets, quartz counters and MORE! Well-appointed bedrooms ideal for both everyday living and entertaining. Fully finished basement offers so much space for entertaining. Large deck great for relaxation! Private off street parking in driveway and SO MUCH MORE! Situated in a desirable location close to commuter routes and many attractions —this is a home you won’t want to miss! All new Siding, New Gutters, New Roof, Freshly painted interior of Garage, New Well Pump and SO MUCH MORE!!

8209 Old Hagerstown Rd, Middletown

Listing courtesy of Alberti Realty, LLC. Contact:

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

3310 Rookery Ln, Middletown
$499,570
3 Beds ⋅ 3 Baths
MOVE-IN READY! Enjoy summer from day one in this beautifully appointed Sonoma ranch home in one of New Castle County's premier 55+ active adult communities. One of the best values in active adult living, this 3BR, 3BA home offers the convenience of true single-level living with the added bonus of a partially finished basement and third full bath. The thoughtfully designed main level features three bedrooms and two full baths, including a spacious owner's suite with a tray ceiling, two walk-in closets, and a private bath. The gourmet kitchen shines with stainless steel appliances, Carrara Breve quartz countertops, a 3x6 White Gloss tile backsplash, upgraded white cabinetry, and a white colored island. The open-concept layout flows into the Great Room, where a cozy fireplace creates the perfect gathering space. Outside, unwind on the covered deck with white vinyl railings—perfect for morning coffee, evening relaxation, or catching up with neighbors. Move right in and start enjoying the low-maintenance lifestyle, resort-style amenities that make this sought-after 55+ community so special. About the Community: This vibrant 55+ 𝐚𝐜𝐭𝐢𝐯𝐞 𝐚𝐝𝐮𝐥𝐭 neighborhood is designed for your best life, offering everything you need to stay active, connected, and relaxed. The community will have a 5,400-square-foot clubhouse, pickleball and tennis courts, bocce, a sparkling swimming pool, a state-of-the-art fitness center, and more, there will be no shortage of activities to enjoy. Plus, with lawn care, snow removal, and trash and recycling included, you can spend your time doing what you love instead of worrying about upkeep! *Pictures are of the model home of the same floorplan. Actual options and finishes vary per homesite. 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.

3310 Rookery Ln, Middletown

Listing courtesy of Atlantic Five Realty. Contact:

Selling Office: Keller Williams Realty.

1113 Columbia St, Middletown
$499,000
4 Beds ⋅ 4 Baths
Great homes are made even greater by the communities that surround them, and this neighborhood truly delivers on every level. Residents enjoy a rich quality of life with an impressive array of amenities right at their doorstep, from boutique shops and everyday conveniences to beautifully maintained parks and walking paths. Designed with an active, engaged lifestyle in mind, the community also embraces arts, culture, and neighborhood events throughout the year, creating a strong sense of belonging and connection among residents. Inside the home, the feeling is immediately open, warm, and inviting. The first floor is a masterclass in connected living, with 9-foot ceilings that create an airy, expansive atmosphere and engineered hardwood floors that run throughout the space, adding richness, warmth, and durability. The dining room, living room, and kitchen flow together naturally, making the home feel perfectly suited for both lively gatherings and quiet everyday moments. Natural light pours into every corner, amplifying the sense of space and giving the entire main level a welcoming glow from morning to evening. For those who love to cook and entertain, the gourmet kitchen is truly the heart of the home. Rich granite countertops provide generous workspace for meal prep, baking, and gathering around good food, while a center island creates a natural hub for casual breakfasts, after-school homework, or conversation over a glass of wine as dinner comes together. Premium cabinetry offers abundant storage and keeps the space organized and polished, and the thoughtful layout ensures the kitchen remains both beautiful and highly functional. Whether you're preparing a weeknight meal or hosting guests, this space is designed to make every day feel easier and every gathering feel more special.Upstairs, the primary suite offers a private retreat at the end of the day, with a spacious bedroom filled with natural light and plenty of room for a king-size bed, sitting area, and furnishings. The primary bathroom elevates the experience with an elegant double vanity, thoughtful design, and quality finishes that balance everyday function with a sense of comfort and luxury. The second level also includes two additional spacious bedrooms that offer flexible options for children, guests, a home office, or a hobby space, along with a beautifully appointed full hall bathroom and a conveniently located laundry room that keeps daily routines simple and efficient. The lower level adds even more versatility to the home with a fourth bedroom featuring a proper egress window, making it ideal for overnight guests, a live-in au pair, or older children seeking more independence. The egress also brings in natural light, helping the space feel bright and comfortable rather than basement-like. Adjacent to the bedroom, a large unfinished area provides exceptional flexibility, whether you need storage for seasonal items and equipment or want to imagine future possibilities like a home gym, media room, playroom, office, or workshop. Outside, the home continues to impress with a fenced in yard & private patio area that extends the living space outdoors and creates the perfect setting for summer cookouts, morning coffee, or relaxed evenings under the stars. The two-car attached garage offers secure parking and additional storage, while the carefully maintained exterior, mature landscaping, and thoughtful curb appeal create a warm and inviting first impression that reflects the pride of ownership found throughout the home. This lovingly maintained Thompson Builders Ardmore Model is a rare opportunity to own a move-in ready home in one of the area's most sought-after communities. Every room has been designed with purpose, every detail finished with care. "Well cared for, beautifully designed, and perfectly located — this is the home you've been waiting for."

1113 Columbia St, Middletown

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

Selling Office: Compass.

338 Tiger Lily Dr, Middletown
$499,000
3 Beds ⋅ 4 Baths
**BACK ON THE MARKET DUE BUYER FINANCING ISSUES** Step into comfort and style in this stunning Florence model located in the highly desirable High Hook Farms community. With its charming stone exterior and inviting front porch, this home offers the perfect blend of curb appeal and modern living. Inside, you’ll find 3 bedrooms and 3.5 bathrooms with a bright, open layout designed for both everyday living and entertaining. Beautiful hardwood floors flow from the foyer through the main level, leading to a spacious living area, an eat-in kitchen with a large island, and a generous family room complete with surround sound speakers and a ceiling fan. If you’ve been considering new construction, this home delivers many of the upgrades builders typically charge extra for: granite countertops, a fully finished basement with a full bath, and a versatile upper-level loft already in place. Step outside to enjoy the maintenance-free deck overlooking a beautifully manicured lawn, creating the perfect space for relaxing or hosting guests. This move-in ready home offers the modern features you want without the wait of building — all in one of the area’s most sought-after neighborhoods.

338 Tiger Lily Dr, Middletown

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: Compass.

4316 Zircon Rd, Middletown
$498,900
4 Beds ⋅ 4 Baths
Welcome to 4316 Zircon Drive, a well-cared-for Middletown home where thoughtful updates and pride of ownership show throughout. With 4 bedrooms, 3.5 baths, a flexible floor plan and a beautiful backyard, there is a lot here to appreciate. The kitchen features stainless steel appliances and a window overlooking the spacious fenced backyard. Just off the kitchen, the glass-enclosed porch is perfect for morning coffee, dinner on a summer evening or simply relaxing and enjoying the view. In the family room, a fireplace brings warmth and character and makes it an inviting place to gather. Upstairs, two of the four bedrooms feature private ensuite baths, a layout that works beautifully for guests, extended family or anyone who appreciates a little more privacy. The primary suite includes a walk-in closet and windows at both the front and back, filling the room with natural light. The finished lower level is ready to fit your lifestyle, whether that means a pool table, game nights, movies or entertaining. A large workshop with extensive storage is a great bonus for hobbies and projects, while the oversized laundry room includes a utility sink and room to stay organized. The fully fenced backyard has a wide-open lawn for kids or pets, gardening, entertaining or simply enjoying time outside. Established landscaping brings color throughout the seasons, with distant mountain views and beautiful sunsets adding to the setting. Several significant improvements have already been completed, including a new heat pump in 2026, replacement windows and stainless steel kitchen appliances in 2025, plus additional energy-conscious updates. You're in the Middletown school district and close to local restaurants, shops, parks, golf and nearby mountain trails, yet only about 15 minutes from Downtown Frederick. Convenient access to Route 40A, Route 17, I-70, I-270 and Route 15 makes travel toward Montgomery County, Washington, DC, Northern Virginia, Pennsylvania and Western Maryland easy.

4316 Zircon Rd, Middletown

Listing courtesy of Keller Williams Realty Centre. Contact:

Selling Office: Samson Properties.

2332 E Palladio Pl, Middletown
$497,200
3 Beds ⋅ 3 Baths
Welcome to 2332 E. Palladio Place, a beautifully maintained twin home in the sought-after Village of Bayberry. This home boasts attractive stone accents on its front and a covered porch on the side. The Chelsea, the larger of the two twin models, features 3 bedrooms, 2.5 bathrooms, a rear entry 2-car garage, a full finished basement and a flexible first-floor open plan. This elegant home features 3 bedrooms, 2.5 bathrooms, a rear entry 2-car garage, and a finished basement. Upstairs, the generously sized primary suite offers a walk-in closet. Two additional bedrooms and a well-appointed hall bathroom complete the second floor. The finished basement expands the home’s living space, offering endless flexibility for a recreation room, home office, gym, or media area. Seller‑owned solar panels for exceptional energy efficiency. Step outside to a fully fenced side yard with vinyl picket fencing, a stamped concrete patio, Trex steps, and thoughtfully designed landscaping—perfect for relaxing or entertaining. Located in the highly regarded Appoquinimink School District, Bayberry North offers exceptional community amenities including a lakehouse, clubhouse, playgrounds, open green space, and walking trails. Move-in ready and better than new—schedule your tour today.

2332 E Palladio Pl, Middletown

Listing courtesy of Brokers Realty Group, LLC. Contact:

Selling Office: Real Broker LLC.

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