114

Middletown, DE Homes for Sale with Pool

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  • /22

    $519,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,878 Sq Ft

    Sonoma Plan at Venue at Winchelsea 55+ - Winchelsea Singles, Middletown, DE 19709

    This cozy single-story home features a low maintenance layout with an open concept kitchen, dining area and family room that leads out to the backyard. Near the foyer are two comfortable bedrooms that can be used for a home office or hobby room, while the spacious owner’s suite is tucked away in the back for added privacy. A two-bay garage and versatile basement with endless possibilities

    Lennar Builder
    2405 Greyfriar Loop Unit 36041425, Middletown, DE 19709
  • 540 Ratledge Rd Unit 38787057, Middletown, DE 19709

    $575,400 New Construction

    • 3 - 5 Beds
    • 2 - 4 Baths
    • 1,662 Sq Ft

    The Newport Plan at Monarch, Middletown, DE 19709

    Single-Family Home in Monarch. Base price $599,900 - $24,500 incentive = $575,400. The floor plan is easy to navigate, functional, attractive, and gives a sense of space. A tremendous amount of time and effort goes into the exterior design of our homes. The exceptional curb appeal of a Schell Brothers home is not only a reflection of the quality and care that goes into the home but also a huge

    Schell Brothers Builder
    540 Ratledge Rd Unit 38787057, Middletown, DE 19709
  • /17

    $539,000 New Construction

    • 3 Beds
    • 2 Baths
    • 2,441 Sq Ft

    Bristole Plan at Traditions at Whitehall - 55+ Active Adult - Single Family, Middletown, DE 19709

    Bristole Spacious Living with Style The Bristole offers 2,441 sq. ft. of thoughtfully designed space, featuring 3 bedrooms and 2 baths. Enjoy a main-level owner's suite, open-concept living areas, and a two-car garage. This home is perfect for those seeking comfort and convenience in a vibrant 55+ community.

    Benchmark Builders Builder
    204 Baldy Ln Unit 36481493, Middletown, DE 19709
  • /12

    $604,990 New Construction

    • 2 Beds
    • 2.5 Baths
    • 2,349 Sq Ft

    Morse Plan at K. Hovnanian’s® Four Seasons at Pennfield, Middletown, DE 19709

    Welcoming foyer leading to private home office. HovHall with convenient valet leading to laundry room. Spacious great room with vaulted ceiling and large windows. Kitchen with corner pantry and large island. Dining area with sliding door to covered patio. Secluded primary suite with large sitting room. Primary bath with large shower and walk-in closet.

    K. Hovnanian Homes Builder
    1415 Pennfield Dr Unit 36479735, Middletown, DE 19709
  • /23

    $536,900 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,859 Sq Ft

    Dorchester Plan at K. Hovnanian’s® Four Seasons at Baymont Farms, Middletown, DE 19709

    Elegant foyer welcoming guests to your home. Convenient single-story living. Laundry room with plenty of space to fold and iron. Kitchen with spacious corner pantry and oversized island. Open-concept great room and dining area adjacent to kitchen. Private owner's suite with large walk-in closet and spa bath.

    K. Hovnanian Homes Builder
    206 Northern Oak St Unit 36481335, Middletown, DE 19709
  • /2

    $580,000 Open House 2/21

    • 3 Beds
    • 2.5 Baths
    • 3,100 Sq Ft

    336 Acasta Dr, Middletown, DE 19709

    This spacious 3-bedroom home with a VERSATILE BONUS ROOM offers a thoughtfully designed layout and numerous updates throughout. The inviting family room with fireplace opens seamlessly to the center-island kitchen with a bar area at the island , now updated with a new stove, microwave, dishwasher, refreshed countertops, and a stylish backsplash, making it perfect for both everyday living and

    Ayana Chisholm Coldwell Banker Realty

    336 Acasta Dr, Middletown, DE 19709
  • /50

    $899,000

    • 5 Beds
    • 5.5 Baths
    • 6,840 Sq Ft

    448 Spring Hollow Dr, Middletown, DE 19709

    Welcome to 448 Spring Hollow Drive. This well-maintained freshy painted colonial home sits on a lovely corner lot located in the desirable community of Parkside, with an additional 1/2 acre of non-buildable open space behind the property. Being a former model home, this 5 bedroom, 5 1/2 bath home features many well-executed upgrades, 4 fireplaces, stunning trim and lighting upgrades throughout.

    Christopher Carr HomeZu

    448 Spring Hollow Dr, Middletown, DE 19709
  • /79

    $675,000 Open Sat 11AM - 1PM

    • 5 Beds
    • 3.5 Baths
    • 3,125 Sq Ft

    119 Tuscany Dr, Middletown, DE 19709

    PARKSIDE - Welcome to 119 Tuscany Drive, an elegant and inviting residence located in the heart of Middletown and within the APPOQUINIMINK SCHOOL DISTRICT. This exquisite 5-bedroom, 3.5-bathroom home offers a harmonious blend of sophistication and comfort. Newly built in 2015 by Lifestyle Builders, this home has been lovingly maintained by its original owners. Enter the foyer to find gleaming

    Andrea Harrington Compass

    119 Tuscany Dr, Middletown, DE 19709
  • /60

    $565,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 3 Baths
    • 2,650 Sq Ft

    505 Cherry Bark Rd, Middletown, DE 19709

    Welcome to 505 Cherry Bark Road in Four Seasons at Baymont Farms, a premier 55+ active adult community in Middletown, Delaware. This nearly new Eastwood Loft Floorplan, just 2 years young, offers low-maintenance, resort-style living with thoughtful design and modern upgrades throughout. Step inside to an open ranch-style floor plan featuring 2 bedrooms and 2 full baths on the main level—with an

    Amber Durand Patterson-Schwartz Real Estate

    505 Cherry Bark Rd, Middletown, DE 19709
  • /65

    $750,000

    • 6 Beds
    • 3.5 Baths
    • 3,950 Sq Ft

    530 Maiden Ct, Middletown, DE 19709

    Home is back on market at NO FAULT to seller - the buyers financing fell apart. You don't get many second chances in life, so this is it - their loss can be your win! Your Dream Home Awaits! This stunning six-bedroom showcase beauty—including two with private ensuite baths—offers all the space, comfort, and elegance you’ve been searching for in your new home, with over 3,800sf plus an additional

    Melissa Scott Real Broker LLC

    530 Maiden Ct, Middletown, DE 19709
  • /6

    $519,000 New Construction

    • 2 Beds
    • 2 Baths
    • 2,053 Sq Ft

    Bloomfield Plan at Traditions at Whitehall - 55+ Active Adult - Single Family, Middletown, DE 19709

    Bloomfield Spacious and Full of Charm The Bloomfield offers 2,053 sq. ft. of thoughtfully designed living in a single-story layout with bonus loft space available. Enjoy 2 bedrooms and 2 baths on the main floor, plus an optional upstairs retreat for guests, hobbies, or storage. With an inviting front porch, open-concept living area, and a rear-entry two-car garage, this home is the perfect blend

    Benchmark Builders Builder
    204 Baldy Ln Unit 36466237, Middletown, DE 19709
  • /19

    $599,366 New Construction

    • 3 Beds
    • 3 Baths
    • 2,151 Sq Ft

    3030 Ivyhouse Ln, Middletown, DE 19709

    Introducing the Tuscany Luxe, a beautifully appointed home offering 2,151 square feet of thoughtfully designed living space, plus an unfinished basement with endless potential. 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

    Lennar Builder
    3030 Ivyhouse Ln, Middletown, DE 19709
  • /45

    $815,000 Open House 2/21

    • 5 Beds
    • 4.5 Baths
    • 4,397 Sq Ft

    110 Shannon Blvd, Middletown, DE 19709

    Welcome to 110 Shannon Blvd in Middletown, Delaware , a beautifully maintained four-bedroom, four-and-a-half-bath Colonial situated on nearly an acre in the highly desirable Shannon Cove community. This home is conveniently located just minutes from all major roadways, shopping, gas stations, medical, and more. From the moment you arrive, the impressive curb appeal stands out with a freshly

    Kelly Clark Crown Homes Real Estate

    110 Shannon Blvd, Middletown, DE 19709
  • /77

    $764,500

    • 4 Beds
    • 3.5 Baths
    • 4,175 Sq Ft

    205 Clydia Ct, Middletown, DE 19709

    Absolutely stunning home in The Estates at St Annes! Built in 2020 this home backs up to the golf course with breathtaking views of the fairways, tees and ponds. The exterior features a covered front porch perfect for enjoying your favorite book or beverage, an architectural roof shingle, stone water table, beaded vinyl siding and a soded yard with lawn irrigation. As you enter through the front

    David Watlington Patterson-Schwartz-Middletown

    205 Clydia Ct, Middletown, DE 19709
  • /25

    $456,000 Open Wed 7AM - 8PM

    • 2 Beds
    • 2.5 Baths
    • 1,794 Sq Ft

    314 Charolais St Unit ASHTON, Middletown, DE 19709

    Welcome to the 55+ community of Traditions at Whitehall - Ashton Carriage Town Home. This home is an end unit has a first-floor owner's bedroom w/ full ensuite bath and walk-in closets, second floor has the 2nd bedroom, loft and an additional full bath. Standard 2-car garage, and additional finished upgrades can be purchased to your taste and budget. Community offers in ground pool w/lounge

    Lindsay Shaffer RE/MAX Elite

    314 Charolais St Unit ASHTON, Middletown, DE 19709
  • /62

    $750,000

    • 4 Beds
    • 4 Baths
    • 4,450 Sq Ft

    911 Cadman Dr, Middletown, DE 19709

    Its a new year and your new home awaits you!!! Welcome to this stunning, nearly new home located in the highly desirable Preserves of Deep Creek community in Middletown, Delaware. Built just three years ago, this beautifully maintained property offers 4550 sq ft of thoughtfully designed living space with 4 bedrooms, 4.5 bathrooms, and a finished basement complete with a full bath—ideal for

    Kim Simpson Thyme Real Estate Co LLC

    911 Cadman Dr, Middletown, DE 19709
  • /32

    $650,000

    • 4 Beds
    • 2.5 Baths
    • 4,475 Sq Ft

    312 Galloway St, Middletown, DE 19709

    Price Reduced! Move-in ready and offering over 4,000 square feet of beautifully finished living space, this expansive 4-bedroom home is set within the sought-after golf course community of The Estates at St. Anne’s, located in the highly regarded Appoquinimink School District. Designed for both everyday comfort and elegant entertaining, the main level features formal living and dining rooms, a

    William Sladek Redfin Corporation

    312 Galloway St, Middletown, DE 19709
  • /28

    $361,900

    • 2 Beds
    • 2 Baths
    • 1,650 Sq Ft

    561 Whispering Trail, Middletown, DE 19709

    Being "SOLD AS IS"- Rancher with two bedrooms and two full bath. Kitchen with granite and appliances. Spacious living area. Sunroom. Owners suite with full bath. Two car attached garage. Home is a guardianship sale. Appointed guardian has no knowledge of the home. Buyers and buyers agent should do their own due diligence. Neighborhood information is in the MLS.

    Donna Watson The Watson Realty Group, LLC

    561 Whispering Trail, Middletown, DE 19709
  • /65

    $685,000

    • 4 Beds
    • 3.5 Baths
    • 3,175 Sq Ft

    321 Ellenwood Dr, Middletown, DE 19709

    Welcome to 321 Ellenwood Drive, located in the sought out neighborhood of PARKSIDE. What an unique home!!!! a semi custom home built by Lifestyle by the original owners. This inviting 4 bedroom, 3.1 bathroom home is very special....first floor very large primary suite...Beautiful kitchen with all new appliances including a double oven, great counter space and eat in area with sliding doors out to

    Ann Marie Germano Patterson-Schwartz-Middletown

    321 Ellenwood Dr, Middletown, DE 19709
  • /23

    $552,990 New Construction

    • 2 Beds
    • 2 Baths
    • 2,151 Sq Ft

    Tuscany Luxe Plan at Venue at Winchelsea 55+ - Winchelsea Singles, Middletown, DE 19709

    This new two-story home features an open kitchen, dining room, family room and conveniently located office. At opposite ends of the layout is a secondary bedroom and the spacious owner's suite with a private bathroom and walk-in closet. Rounding out the home is a sprawling upstairs loft for versatile shared entertainment space and a two-car garage for storage room.

    Lennar Builder
    2405 Greyfriar Loop Unit 36041428, Middletown, DE 19709
  • /22

    $475,509 New Construction

    • 3 Beds
    • 2 Baths
    • 2,443 Sq Ft

    2303 Winchelsea Pkwy, Middletown, DE 19709

    The Taylor is a brand-new two-story townhome that is designed to promote low maintenance living with a sophisticated twist. As you enter, you are greeted by an open flex room, perfect for a home office or formal dining space; as well as a first-floor laundry room with Whirlpool washer and dryer included. The well-equipped gourmet-style kitchen features modern stainless-steel appliances, sleek

    Lennar Builder
    2303 Winchelsea Pkwy, Middletown, DE 19709
  • /42

    $699,000 Open Sat 12PM - 3PM

    • 4 Beds
    • 4.5 Baths
    • 4,450 Sq Ft

    712 Wallasey Dr, Middletown, DE 19709

    EXTREME PRICE IMPROVEMENT! Motivated Sellers! Be the lucky one to OWN this previous MODEL HOME and move in before Holiday season. Welcome to 712 Wallasey Drive! This beautiful 3 years young home by Ryan Homes is located in Middletown, Delaware, in the popular Preserve at Deep Creek. 712 Wallasey Dr is in the sought out Appoquinimink School District, conveniently located off of 301. You can enjoy

    Bagyalakshmi Iyer RE/MAX Action Associates

    712 Wallasey Dr, Middletown, DE 19709
  • /20

    $5,100,000

    • 4 Beds
    • 4.5 Baths
    • 4,650 Sq Ft

    1343 Bohemia Mill Rd, Middletown, DE 19709

    Welcome to Candyland: Where Dreams Gallop Free! There hasn’t been anything like this to hit the Middletown market in over 30 years.Nestled amidst paradise for both equestrian enthusiasts and opulence living. Picture this: a sprawling 120-, plus ,acre horse farm that captivates the senses and ignites the imagination, consists of 3 parcels, with five houses and two in ground pools on the

    Kim Simpson Thyme Real Estate Co LLC

    1343 Bohemia Mill Rd, Middletown, DE 19709
  • /22

    $547,900 New Construction

    • 3 Beds
    • 3 Baths
    • 2,441 Sq Ft

    Eastwood Loft Plan at K. Hovnanian’s® Four Seasons at Baymont Farms, Middletown, DE 19709

    Elegant foyer entry welcoming friends and family. Generous ceiling height for maximum natural light and openness. Open, single-story home design boasting dream kitchen with island. Spacious great room with optional fireplace creating relaxing atmosphere. Secluded owner's suite with oversized closet and private bath. Optional Extra Suite Plus offers privacy for guests and multi-generational living.

    K. Hovnanian Homes Builder
    206 Northern Oak St Unit 36473802, Middletown, DE 19709
  • /54

    $689,000

    • 5 Beds
    • 3.5 Baths
    • 3,175 Sq Ft

    1245 Pimpernell Path, Middletown, DE 19709

    This move-in ready, 3-year-old D.R. Horton home is a spacious two-story with five bedrooms, three and a half bathrooms. It also includes a game room with a wet bar, a media room, a workshop or exercise room, a full bathroom, and plenty of storage space in the basement, as well as a two-car garage and an oversized deck. The foyer features a coat closet and creates a welcoming flow for greeting

    Lila F Dudley Realty Mark Associates-Newark

    1245 Pimpernell Path, Middletown, DE 19709
  • /97

    $919,900

    • 5 Beds
    • 4.5 Baths
    • 5,225 Sq Ft

    810 Ashby Dr, Middletown, DE 19709

    810 Ashby Drive is a resort-style luxury estate in Middletown’s coveted Ashby’s Place community, offering the perfect blend of high-end finishes, thoughtful updates and true indoor–outdoor living. Built in 2015 by K. Hovnanian, this expansive Aspen II model offers approximately 5,225 sq ft of finished living space with 5 bedrooms, 4 full baths and 1 half bath on a beautifully hardscaped.A

    Nakisha Powell-Jones EXP Realty, LLC

    810 Ashby Dr, Middletown, DE 19709
  • /33

    $425,000 Open Wed 11AM - 5PM

    • 2 Beds
    • 2.5 Baths
    • 1,794 Sq Ft

    204 Baldy Ln Unit ANNANDALE, Middletown, DE 19709

    Welcome to the 55+ community of Traditions at Whitehall - Annandale Carriage Town Home. This home can be an interior or end unit. The first floor has an owner's bedroom w/ full ensuite bath and walk-in closets, second floor has the 2nd bedroom, loft overlooking the great room and another full bath. 1 car rear load attached garage standard but can be upgraded for a 2-car garage, additional

    Lindsay Shaffer RE/MAX Elite

    204 Baldy Ln Unit ANNANDALE, Middletown, DE 19709
  • /44

    $579,000

    • 4 Beds
    • 2.5 Baths
    • 2,650 Sq Ft

    4116 Laughton Ln, Middletown, DE 19709

    Welcome to the Village of Bayberry South — an exceptional 55+ community where resort-style amenities and low-maintenance living come together to create a truly elevated lifestyle. This impeccably maintained home is move-in ready and positioned on one of the largest lots in the neighborhood, peacefully tucked away on a quiet, tree-lined street. Designed for effortless single-level living, the

    Ali Wilson BHHS Fox & Roach - Hockessin

    4116 Laughton Ln, Middletown, DE 19709
  • /21

    $507,990 New Construction

    • 2 Beds
    • 2 Baths
    • 1,778 Sq Ft

    Tuscany Plan at Venue at Winchelsea 55+ - Winchelsea Singles, Middletown, DE 19709

    This new two-story home features an open kitchen, dining room, family room and conveniently located office. At opposite ends of the layout is a secondary bedroom and the spacious owner's suite with a private bathroom and walk-in closet. Rounding out the home is a sprawling upstairs loft for versatile shared entertainment space and a two-car garage for storage room.

    Lennar Builder
    2405 Greyfriar Loop Unit 36041427, Middletown, DE 19709
  • /12

    $425,000 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,699 Sq Ft

    Annandale Carriage Plan at Traditions at Whitehall - 55+ Active Adult - Carriage Homes, Middletown, DE 19709

    Annandale Carriage Flexible Living with First-Floor Ease The Annandale Carriage offers 1,699 sq. ft. of comfortable, low-maintenance living designed for 55+ lifestyles. With a first-floor owners suite, an additional bedroom, 2.5 baths, and an open-concept main level, this home makes everyday living effortless. Upstairs, a spacious loft provides the perfect spot for guests, hobbies, or a home

    Benchmark Builders Builder
    204 Baldy Ln Unit 39052082, Middletown, DE 19709
  • /42

    $609,999 Open Sat 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 2,050 Sq Ft

    624 Vivaldi Dr, Middletown, DE 19709

    Welcome Home! Located in the sought-after 55+ community of The Ponds at Bayberry, this exquisite 3-bedroom, 2-full-bath home offers comfort, style, and resort-style living. Residents enjoy fantastic amenities, including a clubhouse, pool, and a full calendar of activities. The home features a stunning stone front exterior and a spacious covered porch perfect for relaxing. Inside, you’ll find an

    Matt Fetick EXP Realty, LLC

    624 Vivaldi Dr, Middletown, DE 19709
  • /34

    $625,000

    • 4 Beds
    • 3.5 Baths
    • 3,243 Sq Ft

    772 Wallasey Dr, Middletown, DE 19709

    Welcome to this stunning home located in sought-after Middletown, DE. This gorgeous property boasts 3 bedrooms, 3.1 bathrooms, and a 2-car garage, offering plenty of space for comfortable living. As you step inside, you are greeted by luxury vinyl plank flooring that runs throughout the first floor. The main level features an office/flex room, perfect for those who work from home or need a

    Angela Allen Patterson-Schwartz-Hockessin

    772 Wallasey Dr, Middletown, DE 19709
  • /2

    $565,000 Open Sun 10AM - 12PM

    • 3 Beds
    • 2.5 Baths
    • 2,175 Sq Ft

    656 Vance Neck Rd, Middletown, DE 19709

    You don't want to miss this beautifully maintained single-family home set on 1.39 acres. Offering 3 bedrooms, 2.5 baths, and 2,175 square feet of finished living space above grade plus a full unfinished basement of equal size this home provides comfort today and flexibility for the future. Inside, the layout is ideal for everyday living and entertaining. Hardwood floors and architectural details

    Jennifer Hall The Moving Experience Delaware Inc

    656 Vance Neck Rd, Middletown, DE 19709
  • /55

    $545,000

    • 3 Beds
    • 2.5 Baths
    • 2,292 Sq Ft

    102 Newbury Ct, Middletown, DE 19709

    Priced to Sell and Move-in Ready!! Sellers are ready for a new owner to enjoy all the amenities right in your own backyard. Looking for a fantastic place to call home that offers a country feel with a 3/4 acre corner lot, fenced in backyard and a HEATED inground pool? Then Misty Vale Farms is calling your name with this beautifully updated home featuring acacia hardwood floors throughout with

    Melissa Scott Real Broker LLC

    102 Newbury Ct, Middletown, DE 19709

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