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 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
*MOVE IN READY* Welcome home to 3314 Rookery Lane! Available for immediate move-in, this beautifully designed 3,223-square-foot Mendocino Luxe offers the perfect blend of...
- 3 Beds
- 4 Baths
- ACTIVE Status
Listing courtesy of Atlantic Five Realty. Contact: 8564243339
*MOVE-IN READY!! NEW CONSTRUCTION WITHOUT THE TYPICAL WAIT* This stunning Sonoma single-family home is now available for a quick move-in! With a spacious single-level flo...
- 3 Beds
- 3 Baths
- ACTIVE Status
Listing courtesy of Atlantic Five Realty. Contact: 8564243339
Luxury Opportunity in Back Creek Priced to Sell. Welcome to 106 Anna Court, a rare opportunity to own an exceptional home in the prestigious Back Creek Golf Club commun...
- 4 Beds
- 5 Baths
- ACTIVE Status
Listing courtesy of EXP Realty, LLC. Contact: 8885434829
PRICED TO SELL ✅ Low-maintenance HOA living ✅ Community pool ✅ Updated kitchen ✅ Bonus room ✅ Finished basement ✅ Prime location near Routes 1, 13 & 301 Don't worry about...
- 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
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 desirable communiti...
- 4 Beds
- 3 Baths
- ACTIVE Status
Listing courtesy of Walker Realty Group. Contact: (302) 373-4884
If this summer heat has taught us anything, it's the pool is worth every penny! Discover a harmonious blend of poolside luxury and home comfort in this stunning Colonial-...
- 4 Beds
- 4 Baths
- COMING SOON Status
Listing courtesy of Mary Peirson Realty. Contact: 3023789614
Luxury, low-maintenance living meets resort-style elegance in one of Middletown's most desirable active adult communities. Welcome to 506 Cherry Bark Road in Baymont Farm...
- 4 Beds
- 4 Baths
- ACTIVE Status
Listing courtesy of Keller Williams Realty. Contact: 3026887653
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
Welcome to the charming community of Parkside, nestled amidst the scenic beauty of Middletown, DE. This generously proportioned colonial home welcomes you with newly stai...
- 4 Beds
- 4 Baths
- ACTIVE Status
Listing courtesy of Patterson-Schwartz-Middletown. Contact: 3022855100
*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 f...
- 2 Beds
- 3 Baths
- ACTIVE Status
Listing courtesy of Atlantic Five Realty. Contact: 8564243339
***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
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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 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...
- 2 Beds
- 2 Baths
- ACTIVE Status
Listing courtesy of Patterson-Schwartz-Middletown. Contact: 3022855100
Welcome to the kind of home that rarely becomes available and even more rarely checks every box. Nestled on a half an acre at the end of a quiet cul-de-sac in one of Midd...
- 4 Beds
- 3 Baths
- ACTIVE Status
Listing courtesy of Real Broker LLC. Contact: 8554500442
***BUYER walked. Seller has had radon remediation done, treated for carpenter ants. Seller will consider all offers, looking for quick settlement*** Welcome to this beau...
- 4 Beds
- 3 Baths
- ACTIVE Status
Listing courtesy of RE/MAX Elite. Contact: 3022342500
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
BEAUTY & BELONGING...This is your chance to steal a home & lifestyle! Welcome home! 130 Burlina Boulevard, where exceptional living extends far beyond your front door! T...
- 2 Beds
- 3 Baths
- ACTIVE Status
Listing courtesy of RE/MAX Advantage Realty. Contact: 3023788700
Welcome to 14 Haggis Road, a magnificent Colonial nestled on a coveted corner lot in the prestigious Estates at St. Anne’s — one of Middletown’s most sought-after golf co...
- 4 Beds
- 4 Baths
- ACTIVE Status
Listing courtesy of Crown Homes Real Estate. Contact: 3022798340
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 Garage/Workshop Designed for Real...
- 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
Welcome to this grand 2-story, colonial-style residence nestled in the serene community of Middletown, DE. Set on an expansive .91-acre lot, the property boasts of privac...
- 4 Beds
- 3 Baths
- ACTIVE Status
Listing courtesy of Patterson-Schwartz-Hockessin. Contact: 3022393000
Motivated sellers and a new price! Welcome to 610 Spring Hollow Drive in the highly desirable community of Parkside. Situated on one of the neighborhood's premier lots, t...
- 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
PRICE IS RIGHT! THE HOME EVERYONE WANTS BUT RARELY FINDS IN MIDDLETOWN! Better than new and in one of Middletown's most sought-after communities. Finished basement, hom...
- 4 Beds
- 3 Baths
- ACTIVE Status
Listing courtesy of Iron Valley Real Estate at The Beach. Contact: (302) 541-8787
The home is BACK ON THE MARKET with no concerns about the property or the seller, Stunning property available in the much sought after 55+ community of The Ponds at Baybe...
- 3 Beds
- 3 Baths
- ACTIVE Status
Listing courtesy of Patterson-Schwartz-Middletown. Contact: 3022855100
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
Stylish, Spacious, and Sophisticated. Discover this 4-bedroom gem in the desirable Appoquinimink School District. Boasting a perfect blend of traditional elegance and mod...
- 4 Beds
- 3 Baths
- ACTIVE Status
Listing courtesy of Sell Your Home Services. Contact: 8882193009
Beautiful Brick Colonial Estate set on 11 private acres backing to a State Wildlife Refuge, offering a rare combination of space, privacy, and versatility. With a thought...
- 4 Beds
- 5 Baths
- ACTIVE Status
Listing courtesy of Patterson-Schwartz-Dover. Contact: 3026729400
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
Welcome to this expansive 5-bedroom, 4-bath home in the active 55+ Village of Bayberry South, offering a spacious and versatile layout designed for comfort and flexibilit...
- 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
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 as you enter in...
- 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
Excellent opportunity to own in the desirable 55+ community of Springmill. Well maintained, first floor living with everything you need. 2 spacious bedrooms, 2 full bath...
- 2 Beds
- 2 Baths
- ACTIVE Status
Listing courtesy of Patterson-Schwartz-Hockessin. Contact: 3022393000
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
Perfect for generation living with at least 1 full bath on every level. Don't think new until you tour this stunner, just under 4 years old ! 6 Bedrooms ! This home has...
- 6 Beds
- 4 Baths
- ACTIVE Status
Listing courtesy of Coldwell Banker Rowley Realtors. Contact: 3029951200
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
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