Middletown, DE Homes for Sale with Pool

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  /61

  $595,000

  Open Sat 10AM - 12PM $30K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 3,400 Sq Ft

  408 Commodore Dr, Middletown, DE 19709

  Welcome home to this sprawling 5-bedroom, 2-bath brick ranch set on a picturesque, secluded 2.04-acre lot in the coveted Commodore Estates neighborhood! Situated in the heart of the award-winning Appoquinimink School District, this property offers a rare blend of private, country-like living with exceptional convenience- just 5 minutes to Routes 1 and 13, local schools, shopping, and dining. Step

  Amy Hurley Foraker Realty Co.

  408 Commodore Dr, Middletown, DE 19709
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  $659,900

  • 4 Beds
  • 3.5 Baths
  • 4,936 Sq Ft

  103 Westside Ln, Middletown, DE 19709

  Discover exceptional value in this beautifully crafted custom home by Desabatino Construction, ideally located in the highly sought-after Westside Hunt community within the award-winning Appoquinimink School District. Offering 4900 square feet of thoughtfully designed living space, this home combines timeless craftsmanship with everyday comfort. A beautiful stone façade and welcoming covered

  Susan Fitzwater RE/MAX Advantage Realty

  103 Westside Ln, Middletown, DE 19709
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  /2

  $384,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,040 Sq Ft

  334 Edgar Degas Ln Unit 100, Middletown, DE 19709

  This Redford Interior townhome is one of the selected homes eligible for the Blenheim Cornerstone Initiative in compliance with the New Castle County MPDU program. Visit our website or NCC’s website for more details on qualifications and income requirements. ** This home is under construction. Delivery time frame should be discussed with a sales representative. Located in The Grove at Bayberry in

  Ashley Painter Blenheim Marketing LLC

  334 Edgar Degas Ln Unit 100, Middletown, DE 19709
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  /22

  $549,900

  New Construction

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

  Eastwood Loft Plan at 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

  K. Hovnanian Homes Builder

  206 Northern Oak St Unit 36473802, Middletown, DE 19709
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  $1,100,000

  • 4 Beds
  • 4.5 Baths
  • 3,600 Sq Ft

  1233 Bunker Hill Rd, Middletown, DE 19709

  1233 Bunker Hill Road is an extraordinary luxury residence situated on nearly two acres of beautifully level land in Middletown’s prestigious West side of town. Distinctive, sophisticated and truly one of a kind, this exceptional home combines dramatic architecture, expansive living spaces and an estate-like setting with remarkable privacy.From the moment you enter, soaring ceilings,

  Megan Aitken Keller Williams Realty

  1233 Bunker Hill Rd, Middletown, DE 19709
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  $649,900

  $60K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,650 Sq Ft

  871 Sweet Birch Dr, Middletown, DE 19709

  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 that span into the open concept living area. The main floor open living area creates a warm and comfortable setting for all your family and entertaining needs. The kitchen area has newer appliances, granite counter tops and is

  Ann Marie Germano Patterson-Schwartz-Middletown

  871 Sweet Birch Dr, Middletown, DE 19709
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  $429,000

  New Construction $4K PRICE INCREASE

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

  204 Baldy Ln Unit ANNANDALE MODEL, 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 MODEL, Middletown, DE 19709
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  $649,900

  Open Sat 11AM - 2PM

  • 5 Beds
  • 3.5 Baths
  • 3,825 Sq Ft

  601 Yensid Dr, Middletown, DE 19709

  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-bath Colonial offers over 3,800 square feet of thoughtfully designed living space, featuring gleaming hardwood floors throughout, an open floor plan, and a gourmet kitchen. The kitchen has lots of prep space with granite

  Linda Chase Compass

  601 Yensid Dr, Middletown, DE 19709
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  /87

  $899,999

  • 5 Beds
  • 4.5 Baths
  • 6,074 Sq Ft

  139 Tuscany Dr, Middletown, DE 19709

  Welcome to 139 Tuscany Drive located in the sought after community of PARKSIDE. Parkside is a breathtaking community that offers wonderful amenities including a clubhouse, pool (just updated) fitness room, tennis and large playground not to mention all the open space to go have fun at. This Andersen-Built Colonial offers five bedroom, five bath, finished basement, your own private heated pool,

  Ann Marie Germano Patterson-Schwartz-Middletown

  139 Tuscany Dr, Middletown, DE 19709
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  $495,990

  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
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  /2

  $536,300

  New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,358 Sq Ft

  336 Edgar Degas Lane Edgar Degas Unit 99, Middletown, DE 19709

  Located in The Grove at Bayberry in Middletown, Delaware, The Keaton blends contemporary comfort with everyday convenience in a way few homes can. Offering spacious rooms and open layouts with flexible living spaces, The Keaton is thoughtfully crafted for all that want room to live, work, and unwind. From its inviting main level master to its well-proportioned 3 bedrooms, every square foot is

  Ashley Painter Blenheim Marketing LLC

  336 Edgar Degas Lane Edgar Degas Unit 99, Middletown, DE 19709
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  /12

  $429,000

  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
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  $585,000

  $15K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,025 Sq Ft

  4534 Cagney Ln, Middletown, DE 19709

  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 bedrooms, 3 full bathrooms, a 2-car garage, and backing to open common space, this exceptional home combines elegant design, thoughtful functionality, and low-maintenance living. Step inside the inviting foyer, where rich hardwood

  Andrea Harrington Compass

  4534 Cagney Ln, Middletown, DE 19709
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  $649,900

  • 4 Beds
  • 3.5 Baths
  • 3,975 Sq Ft

  313 Autumn Ct, Middletown, DE 19709

  ***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 this summer! Enjoy this home all year long starting with the amazing outdoor space of the heated pool and hot-tub right off the updated Trex deck. There is a patio and a pool patio to accomodate all your guests. The front porch

  Iris Cong BHHS Fox & Roach - Hockessin

  313 Autumn Ct, Middletown, DE 19709
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  $765,000

  Open Sat 1PM - 3PM $10K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 4,225 Sq Ft

  201 Parker Dr, Middletown, DE 19709

  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 energy-efficient living come together in one remarkable home. Offering five bedrooms, four full bathrooms, and one half bath, this beautifully appointed property welcomes you with a bright two-story foyer and hardwood flooring

  Michael Kelczewski Century 21 Emerald

  201 Parker Dr, Middletown, DE 19709
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  $764,000

  Open Sat 1PM - 3PM $35K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,875 Sq Ft

  228 Wickerberry Dr, Middletown, DE 19709

  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 as you enter into the home. The 2-story foyer provides an embracing warmth separating the dining and living room. The Large office can be access by the double doors off the living room or by the hall entrance. A butler's pantry

  Angela Clement EXP Realty, LLC

  228 Wickerberry Dr, Middletown, DE 19709
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  /30

  $624,900

  New Construction

  • 3 Beds
  • 3 Baths
  • 1,859 Sq Ft

  13 Golden Raintree Ct, Middletown, DE 19709

  Welcome to the Dorchester, a beautifully designed home offering an open-concept layout filled with natural light and thoughtfully crafted living spaces. Scheduled for settlement in July 2027, this home features 3 bedrooms, 3 baths, and a 2-car garage, providing the perfect blend of comfort and style. A charming front porch creates a warm first impression, while the screened deck extends your

  Barbara Heilman Delaware Homes Inc

  13 Golden Raintree Ct, Middletown, DE 19709
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  $460,000

  Open Sat 12PM - 2PM $10K PRICE DROP

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

  2638 Fairlight Dr, Middletown, DE 19709

  Better than NEW and only one year old! Welcome to 2638 Fairlight Drive, a rare end-unit carriage home in the desirable active adult community of Winchelsea. Offering 2,443 square feet of beautifully designed living space, this exceptional home combines elegant finishes, an open floor plan, and the convenience of first-floor living.Step inside to a bright and welcoming interior highlighted by

  Katina Geralis EXP Realty, LLC

  2638 Fairlight Dr, Middletown, DE 19709

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