Middletown, DE Real Estate Search
Middletown, DE Homes with a Pool for Sale
In Middletown, DE, the real estate market offers a variety of homes for sale that cater to buyers seeking the luxury and leisure of having a private pool. These properties often feature spacious backyards designed for entertaining, complete with beautifully landscaped gardens and outdoor living areas that enhance the poolside experience. Families looking to create lasting memories during summer gatherings or simply enjoy a serene retreat will find many options throughout this charming town. The homes typically boast modern amenities, open floor plans, and proximity to local parks and recreational facilities, making Middletown an ideal location for those desiring a vibrant community with a relaxed lifestyle centered around outdoor enjoyment.
Our website features the best real estate search for homes with a pool available in Middletown, DE and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes.
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Newest Middletown, DE Homes with a Pool for Sale
Welcome to 1023 Applecross Drive—where nearly new meets move-in ready in this sought after location of Middletown! Built in 2024 and offering 2,500 square feet of finish...
- 4 Beds
- 4 Baths
- ACTIVE Status
Listing courtesy of Bryan Realty Group. Contact: (302) 734-4414
Welcome to the Village of Bayberry South! Boasting pride of ownership both inside and out, this beautifully maintained home offers the rare opportunity to enjoy a home t...
- 4 Beds
- 3 Baths
- ACTIVE Status
Listing courtesy of Patterson-Schwartz-Middletown. Contact: 3022855100
Stunning property available in the much sought after 55+ community of The Ponds at Bayberry. An opportunity to own this beautiful home for a fraction of new construction ...
- 4 Beds
- 3 Baths
- ACTIVE Status
Listing courtesy of Patterson-Schwartz-Middletown. Contact: 3022855100
Welcome to easy, first-floor living in the desirable Congressional Village community! This beautifully updated three-bedroom, two-full-bath condominium offers a move-in-r...
- 3 Beds
- 2 Baths
- ACTIVE Status
Listing courtesy of Keller Williams Realty. Contact: 3026887653
*MOVE IN READY* Welcome home to 3305 Rookery Lane! Available for September move-in, this beautifully designed 3,223-square-foot Mendocino offers the perfect blend of spac...
- 2 Beds
- 3 Baths
- ACTIVE Status
Listing courtesy of Atlantic Five Realty. Contact: 8564243339
WELCOME to 631 Red Maple Rd! This move-in-ready home in the sought-after community of Four Seasons at Silver Maple is priced to impress and ready to welcome its new owner...
- 3 Beds
- 2 Baths
- ACTIVE Status
Listing courtesy of Crown Homes Real Estate. Contact: (302) 504-6147
Coming soon!
- 3 Beds
- 3 Baths
- COMING SOON Status
Listing courtesy of Empower Real Estate, LLC. Contact: 3027382300
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. Summer Value ...
- 3 Beds
- 3 Baths
- ACTIVE Status
Listing courtesy of Atlantic Five Realty. Contact: 8564243339
Welcome to 268 Ann Drive, where modern features, spacious living, and versatility come together! This beautifully maintained 4-bedroom, 3.5-bath home features hardwood fl...
- 4 Beds
- 4 Baths
- ACTIVE Status
Listing courtesy of Patterson-Schwartz-Middletown. Contact: 3022855100
Welcome to 211 Anglesey Drive in the highly desirable 55+ Active Adult community of The Preserve at Deep Creek! This beautifully maintained home offers an inviting, light...
- 2 Beds
- 3 Baths
- ACTIVE Status
Listing courtesy of Keys & Deeds Realty. Contact: 6106160012
***SELLER LOOKING FOR AN OFFER AFTER SCALING DOWN- MOTIVATED SELLER*** Open to an offer on this beautifully maintained 4-bedroom, 2.5-bath home offering exceptional comfo...
- 4 Beds
- 3 Baths
- ACTIVE Status
Listing courtesy of RE/MAX Elite. Contact: 3022342500
Welcome to 764 Ashington Drive, Middletown, DE—a rare opportunity to own an exceptional home offering the perfect combination of space, luxury, and entertainment! Boasti...
- 5 Beds
- 5 Baths
- ACTIVE Status
Listing courtesy of Sky Realty. Contact: 3026329673
To be built - New Construction! Monarch offers resort-style living featuring high-end finishes and flexible floor plans. At the heart of the community, residents will en...
- 4 Beds
- 3 Baths
- ACTIVE Status
Listing courtesy of Compass. Contact: 3022029855
Welcome to Parkside. As you drive in the main entrance you are welcomed with beautiful wing walls and manicured landscaping. Following down the main road to 8 acres of op...
- 5 Beds
- 4 Baths
- ACTIVE Status
Listing courtesy of Patterson-Schwartz-Middletown. Contact: 3022855100
***Solar panel is owned***Welcome to the sought after Middletown community of The Estates at Dove Run! Move right in, just in time to enjoy the heated fiberglass pool thi...
- 4 Beds
- 4 Baths
- ACTIVE Status
Listing courtesy of BHHS Fox & Roach - Hockessin. Contact: (302) 999-9999
Move-in ready and only 3 years old, this spacious D.R. Horton two-story home offers 5 bedrooms, 3.5 bathrooms, a finished basement, two-car garage, and oversized deck. Th...
- 5 Beds
- 4 Baths
- ACTIVE Status
Listing courtesy of Realty Mark Associates-Newark. Contact: (888) 260-0040
Massive Price Improvement to $469,900! Welcome to easy, low-maintenance living in the sought-after Spring Arbor 55+ community in Middletown, Delaware! Built in 2017, thi...
- 2 Beds
- 2 Baths
- ACTIVE Status
Listing courtesy of Coldwell Banker Realty. Contact: 3022341888
Clubhouse and Pool! Welcome to this beautiful 3BR/2BA ranch home in one of Middletown's premier 55+ community at Four Season at Silver Maple. This K Hovnanian Martinique ...
- 3 Beds
- 2 Baths
- ACTIVE Status
Listing courtesy of Patterson-Schwartz-Middletown. Contact: 3022855100
Welcome to 4534 Cagney Lane, a beautiful, like-new Cape Cod-style home located in the highly sought-after 55+ luxury community of Village of Bayberry South. Offering 4 be...
- 4 Beds
- 3 Baths
- ACTIVE Status
Listing courtesy of Compass. Contact: 3022029855
*MOVE IN READY* Introducing the 3034 Ivyhouse Lane, the Tuscany Luxe, a beautifully appointed home offering 2,151 square feet of thoughtfully designed living space, plus ...
- 3 Beds
- 4 Baths
- ACTIVE Status
Listing courtesy of Atlantic Five Realty. Contact: 8564243339
Welcome to the Dorchester, a beautifully designed home offering an open-concept layout filled with natural light and thoughtfully crafted living spaces. Scheduled for set...
- 3 Beds
- 3 Baths
- ACTIVE Status
Listing courtesy of Delaware Homes Inc. Contact: 3023789510
Welcome to the Eastwood Loft, a beautifully designed home featuring an open-concept layout with the added versatility of a convenient second-floor loft. Scheduled for set...
- 3 Beds
- 4 Baths
- ACTIVE Status
Listing courtesy of Delaware Homes Inc. Contact: 3023789510
PRICED TO SELL - $10k Settlement Assist w/ Full price offer!!! ✅ Low-maintenance HOA living ✅ Community pool ✅ Updated kitchen ✅ Bonus room ✅ Finished basement ✅ Prime lo...
- 3 Beds
- 3 Baths
- ACTIVE Status
Listing courtesy of Coldwell Banker Realty. Contact: 3022341888
Welcome to 201 Parker Drive, an exceptional residence nestled in the highly sought-after Crossland at the Canal community, where elegant design, luxurious amenities, and ...
- 5 Beds
- 5 Baths
- ACTIVE Status
Listing courtesy of Century 21 Emerald. Contact: 3027981000
Welcome to 601 Yensid Drive, where space, comfort, and style come together in the desirable community of Crossland at the Canal. This beautifully maintained 5-bedroom, 3....
- 5 Beds
- 4 Baths
- ACTIVE Status
Listing courtesy of Compass. Contact: 3022029855
NEW PRICE!!! Discover elegance in this move-in ready home. This 4-bedroom, 3-bathroom home with a main-level primary bedroom en-suite is located in one of the most desira...
- 4 Beds
- 3 Baths
- ACTIVE Status
Listing courtesy of Walker Realty Group. Contact: (302) 373-4884
Welcome to 529 Contemplation Way, an exceptional home located in the highly sought-after Whispering Woods 55+ active adult community in Middletown, Delaware, where luxury...
- 3 Beds
- 3 Baths
- ACTIVE Status
Listing courtesy of BHHS Fox & Roach - Hockessin. Contact: (302) 999-9999
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- 2 Beds
- 2 Baths
- ACTIVE Status
Listing courtesy of Blenheim Marketing LLC. Contact: 3022540100
Welcome to 216 Baldy Lane– A Stunning Ranch-Style Home in the Premier 55+ Community of Traditions at Whitehall. Step into luxury and comfort in this beautifully upgraded ...
- 3 Beds
- 2 Baths
- ACTIVE Status
Listing courtesy of Patterson-Schwartz-Hockessin. Contact: 3022393000
Welcome to the Killarney I, a thoughtfully designed home offering 3 bedrooms, 3 baths, and a spacious 3-car garage. Scheduled for settlement in May 2027, this home combin...
- 3 Beds
- 3 Baths
- ACTIVE Status
Listing courtesy of Delaware Homes Inc. Contact: 3023789510
****SELLER IS MOTIVATED! REASONABLE OFFERS WILL BE CONSIDERED!!**** BEAUTY & BELONGING...This is your chance to steal a home & lifestyle! Welcome home! 130 Burlina Boule...
- 2 Beds
- 3 Baths
- ACTIVE Status
Listing courtesy of RE/MAX Advantage Realty. Contact: 3023788700
HUGE $100,000 price reduction!!!! A Private 2.74‑Acre Retreat Featuring a Spacious 4BR/3BA Ranch, W/ 2 Car attached garage, In-ground Pool, and a 2,700 SF Heated Detached...
- 4 Beds
- 3 Baths
- ACTIVE Status
Listing courtesy of Iron Valley Real Estate Premier. Contact: 3027414545
Welcome to The Estate at St. Anne's! This beautifully updated 4 bedroom, 2.5 bath home offers style, space, and comfort throughout. The stunning updated kitchen features ...
- 4 Beds
- 3 Baths
- ACTIVE Status
Listing courtesy of RE/MAX Associates-Hockessin. Contact: 3022343800
NEW PRICE! Welcome to 610 Spring Hollow Drive in the highly desirable community of Parkside. Situated on one of the neighborhood's premier lots, this exceptional Versaill...
- 5 Beds
- 4 Baths
- ACTIVE Status
Listing courtesy of Burns & Ellis Realtors. Contact: 3026744220
Ready to trade the "to-do" list for a "must-do" list? Welcome to 404 Paper Birch Street, nestled in the heart of the highly coveted Four Seasons at Baymont Farms. This is...
- 2 Beds
- 2 Baths
- ACTIVE Status
Listing courtesy of Compass. Contact: 3022029855
Fantastic opportunity in one of the best 55+ communities in the area. Spring Arbor is in the heart of Middletown where you can walk to the movies! This 2025 sf Brooks ...
- 3 Beds
- 2 Baths
- ACTIVE Status
Listing courtesy of Patterson-Schwartz-Hockessin. Contact: 3022393000
Welcome to 871 Sweet Birch, a great home in the sought-after community of Parkside.... Middletown, DE. As you walk inside this home take in the beautiful hardwood floors...
- 4 Beds
- 3 Baths
- ACTIVE Status
Listing courtesy of Patterson-Schwartz-Middletown. Contact: 3022855100
This home in the beautiful over 55 Community of Four Seasons at Silver Maple was constructed in 2013, showcases a sophisticated ranch architectural style, featuring high-...
- 3 Beds
- 3 Baths
- ACTIVE Status
Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 3023515000
Why wait for new construction when this move-in ready 5-bed, 4-bath home in Bayberry South has every upgrade already done for you? High vaulted ceilings and expansive win...
- 5 Beds
- 4 Baths
- ACTIVE Status
Listing courtesy of Redfin Corporation. Contact: (215) 631-3154
Welcome to the Dorchester, a thoughtfully designed home offering 3 bedrooms, 3 baths, and a 2-car garage. Scheduled for settlement in May 2027, this home combines spaciou...
- 3 Beds
- 3 Baths
- ACTIVE Status
Listing courtesy of Delaware Homes Inc. Contact: 3023789510
Welcome to the Eastwood Loft, a thoughtfully designed home offering 3 bedrooms, 4 baths, and a 2-car garage. Scheduled for settlement in May 2027, this home combines spac...
- 3 Beds
- 4 Baths
- ACTIVE Status
Listing courtesy of Delaware Homes Inc. Contact: 3023789510
Just Reduced! This Stunning Home built by Anderson Builder is located on the Corner lot in the Parkside Community. This 4 bedroom, 2 1/2 bath home welcomes you as soon a...
- 4 Beds
- 3 Baths
- ACTIVE Status
Listing courtesy of EXP Realty, LLC. Contact: 8885434829
Looking for that perfect place to call home? Look no further! Not only is this gorgeous home on a quiet cul-de-sac in the peaceful yet conveniently located luxury 55+ act...
- 4 Beds
- 4 Baths
- ACTIVE Status
Listing courtesy of Coldwell Banker Realty. Contact: 3022341888
The Asheville - with over 2,800 finished sq. ft. - delivers modern design and comfortable living with spaces made for both entertaining and everyday relaxation. The conte...
- 3 Beds
- 2 Baths
- ACTIVE Status
Listing courtesy of Delaware Homes Inc. Contact: 3023789510
The Carver - with 4,000 finished sq. ft. - is a thoughtfully designed home that blends open living with private retreats. A welcoming foyer with a detailed ceiling treat...
- 3 Beds
- 4 Baths
- ACTIVE Status
Listing courtesy of Delaware Homes Inc. Contact: 3023789510
The search is over! You will be amazed from the moment you walk inside. A stunning 2 story 4725 sq foot colonial home PLUS finished basement with 4th full bathroom offer...
- 4 Beds
- 5 Baths
- ACTIVE Status
Listing courtesy of Patterson-Schwartz-Middletown. Contact: 3022855100
To be built - New Construction! Monarch offers resort-style living featuring high-end finishes and flexible floor plans. At the heart of the community, residents will en...
- 3 Beds
- 2 Baths
- ACTIVE Status
Listing courtesy of Compass. Contact: 3022029855
To be built - New Construction! Monarch offers resort-style living featuring high-end finishes and flexible floor plans. At the heart of the community, residents will en...
- 4 Beds
- 3 Baths
- ACTIVE Status
Listing courtesy of Compass. Contact: 3022029855
To be built - New Construction! Monarch offers resort-style living featuring high-end finishes and flexible floor plans. At the heart of the community, residents will en...
- 4 Beds
- 4 Baths
- ACTIVE Status
Listing courtesy of Compass. Contact: 3022029855
To be built - New Construction! Monarch offers resort-style living featuring high-end finishes and flexible floor plans. At the heart of the community, residents will en...
- 4 Beds
- 4 Baths
- ACTIVE Status
Listing courtesy of Compass. Contact: 3022029855
To be built - New Construction! Monarch offers resort-style living featuring high-end finishes and flexible floor plans. At the heart of the community, residents will en...
- 3 Beds
- 2 Baths
- ACTIVE Status
Listing courtesy of Compass. Contact: 3022029855
To be built - New Construction! Monarch offers resort-style living featuring high-end finishes and flexible floor plans. At the heart of the community, residents will en...
- 3 Beds
- 2 Baths
- ACTIVE Status
Listing courtesy of Compass. Contact: 3022029855
To be built - New Construction! Monarch offers resort-style living featuring high-end finishes and flexible floor plans. At the heart of the community, residents will en...
- 4 Beds
- 3 Baths
- ACTIVE Status
Listing courtesy of Compass. Contact: 3022029855
To be built - New Construction! Monarch offers resort-style living featuring high-end finishes and flexible floor plans. At the heart of the community, residents will en...
- 4 Beds
- 3 Baths
- ACTIVE Status
Listing courtesy of Compass. Contact: 3022029855
To be built - New Construction! Monarch offers resort-style living featuring high-end finishes and flexible floor plans. At the heart of the community, residents will en...
- 3 Beds
- 3 Baths
- ACTIVE Status
Listing courtesy of Compass. Contact: 3022029855
To be built - New Construction! Monarch offers resort-style living featuring high-end finishes and flexible floor plans. At the heart of the community, residents will en...
- 3 Beds
- 3 Baths
- ACTIVE Status
Listing courtesy of Compass. Contact: 3022029855
To be built - New Construction! Monarch offers resort-style living featuring high-end finishes and flexible floor plans. At the heart of the community, residents will en...
- 3 Beds
- 3 Baths
- ACTIVE Status
Listing courtesy of Compass. Contact: 3022029855
IMMEDIATE AVAILABILITY!!! Introducing the CHELSEA model in the highly desirable 55+ community of Traditions at Whitehall. This thoughtfully designed 3-bedroom, 2-bath hom...
- 3 Beds
- 2 Baths
- ACTIVE Status
Listing courtesy of RE/MAX Elite. Contact: 3026578000
Welcome to the Cayot Model, in the desirable 55+ community of Traditions at Whitehall. This charming 3-bedroom home has a great open concept floor plan which offers all ...
- 3 Beds
- 2 Baths
- ACTIVE Status
Listing courtesy of RE/MAX Elite. Contact: 3026578000
Welcome to the Belville Model in the 55+community of Traditions at Whitehall. TO BE BUILT. This inviting 2-Bedroom home has a welcoming foyer which leads you down the hal...
- 2 Beds
- 2 Baths
- ACTIVE Status
Listing courtesy of RE/MAX Elite. Contact: 3026578000
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