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Middletown, DE Homes for Sale with Community Pool

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  • /40

    $725,000

    • 4 Beds
    • 3.5 Baths
    • 2,378 Sq Ft

    411 Paper Birch St, Middletown, DE 19709

    Move right into this newly constructed K. Hovnanian Rockford model located in the new and highly desirable Baymont Farms community! This is like new construction without the wait! You will be immediately greeted by the lush curb appeal and charming covered front porch. Continue your tour inside where you’ll find your gourmet kitchen with luxury granite countertops, an oversized island, recessed

    Corey Harris Crown Homes Real Estate

    411 Paper Birch St, Middletown, DE 19709
  • /79

    $849,000

    • 4 Beds
    • 5 Baths
    • 4,700 Sq Ft

    851 Sweet Birch Dr, Middletown, DE 19709

    Welcome to this charming Schell Brothers KINGFISHER model home located in the desirable community of PARKSIDE located in Middletown, DE. This spacious home boasts 4 bedrooms and 3 full bathrooms and 2 half bathrooms. This lovely home has a FIRST FLOOR primary suite with stunning windows overlooking the fenced in yard. Step inside to find a beautifully designed interior featuring stunning hardwood

    Ann Marie Germano Patterson-Schwartz-Middletown

    851 Sweet Birch Dr, Middletown, DE 19709
  • /63

    $999,999 Open Thu 12PM - 3PM

    • 5 Beds
    • 5.5 Baths
    • 4,425 Sq Ft

    757 Idlewyld Dr, Middletown, DE 19709

    Welcome to a residence where luxury meets comfort in perfect harmony. THIS USED TO BE THE MODEL. Builder's Model? This means EVERY BIT OF SIZZLE that the builder might do to entice buyers was done here. Did you see the pictures? You will not see a finer in this area. The neighbors visited and that is exactly what they told me while we were at the open house. Originally a model home, this property

    Mike McGavisk Empower Real Estate, LLC

    757 Idlewyld 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
  • /34

    $575,000

    • 3 Beds
    • 2 Baths
    • 1,875 Sq Ft

    4602 Bogart Ln, Middletown, DE 19709

    Welcome to the Ponds at Bayberry, a 55+ community in Middletown Delaware. Offering a 2-1/2 year young Kelly Americana with 3 beds and 2 baths, this home has an open floor plan which features LVP throughout the main living areas, 9’ ceilings, a great room with a high-efficiency gas fireplace, dining area and a designer kitchen that boasts 42" cabinets, quartz countertops, combo in-wall microwave

    Helen Garton EXP Realty, LLC

    4602 Bogart Ln, Middletown, DE 19709
  • /68

    $750,000

    • 6 Beds
    • 5 Baths
    • 4,500 Sq Ft

    1032 Applecross Dr, Middletown, DE 19709

    Welcome to 1032 Applecross Drive in the Preserve at Deep Creek. This expansive & well-appointed home is the largest in its community and offers all the high-end features and amenities you could possibly want, and a blank canvas to make your very own! Spanning over 4,500 square feet amongst three levels of living spaces, the highlights include a bright & open floorplan with 9-foot ceilings, a

    Michael McKee Long & Foster Real Estate, Inc.

    1032 Applecross Dr, Middletown, DE 19709
  • /74

    $745,000

    • 4 Beds
    • 4 Baths
    • 4,155 Sq Ft

    114 Austrian Pine Ct, Middletown, DE 19709

    New Price Alert!! Now Featured at $745,000Offering $10,000 in Seller's Assistance with an Acceptable Offer!!!This stunning new home in the highly sought-after Four Seasons at Baymont Farms is now even more appealing! This home offers the perfect blend of luxury, convenience, and value in a premier 55+ community. Don't miss out on this rare opportunity to own a spacious 4-bedroom,

    Maha Johnson EXP Realty, LLC

    114 Austrian Pine Ct, Middletown, DE 19709
  • /23

    $669,900 New Construction

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

    1602 Jaymes Cir, Middletown, DE 19709

    Brand New 55+ Community in Middletown, DEThe Morse home design blends a spacious open floorplan with classic architectural details, creating a timeless yet modern living experience. With 3 bedrooms (including one in the finished basement), 3.5 baths, and a 2.5-car garage, this home offers both functionality and refined style.Highlights include a fireplace with shiplap surround,

    Barbara Heilman Delaware Homes Inc

    1602 Jaymes Cir, Middletown, DE 19709
  • /24

    $649,900 New Construction

    • 3 Beds
    • 2 Baths
    • 2,121 Sq Ft

    1521 Lesterfield Way, Middletown, DE 19709

    Kitchen, dining area & great room flow under a vaulted ceiling. Fireplace creates a cozy focal point in the great room. Kitchen with stacked Stone Grey cabinets & glass-front uppers. Dining area opens to a screened deck for outdoor living. Primary suite features ceiling detail & window-lined sitting room. Private primary bath with dual sinks & spacious walk-in closet. Finished basement offers

    K. Hovnanian Homes Builder
    1521 Lesterfield Way, Middletown, DE 19709
  • /22

    $464,609 New Construction

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

    3110 Pett Level Dr, Middletown, DE 19709

    This new two-story townhome is designed to promote low-maintenance living with a sophisticated twist. On the first floor is everything you need day-to-day, featuring a private owner’s suite, a convenient study and an open-concept layout shared among the kitchen, dining room and spacious family room. The top floor presents a loft and two versatile bedrooms to customize as homeowners see fit.

    Lennar Builder
    3110 Pett Level Dr, Middletown, DE 19709
  • /22

    $464,409 New Construction

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

    3112 Pett Level Dr, 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’re greeted by a dedicated study, perfect for a home office, as well as a first floor laundry room. The well-equipped kitchen features modern stainless steel appliances, sleek quartz countertops, and plenty of cabinetry, making it perfect for storing all of

    Lennar Builder
    3112 Pett Level Dr, Middletown, DE 19709
  • /21

    $549,750 New Construction

    • 3 Beds
    • 2 Baths
    • 2,389 Sq Ft

    3500 Pipewell Ln, Middletown, DE 19709

    On the first level of this new two-story home is a spacious owner’s suite complete with an adjoining bathroom and walk-in closet. At the heart of the layout is an open-plan design shared among the kitchen, Great Room and breakfast nook, with glass sliders to extend to the backyard. Upstairs is a sprawling loft to suit a multitude of needs and two secondary bedrooms, one of which has direct access

    Lennar Builder
    3500 Pipewell Ln, Middletown, DE 19709
  • /21

    $545,200 New Construction

    • 3 Beds
    • 2 Baths
    • 2,389 Sq Ft

    3502 Pipewell Ln, Middletown, DE 19709

    Discover the perfect blend of comfort and sophistication at 3502 Pipewell Lane, a 3 bedroom, 2.5 bath. A gourmet kitchen overlooking the great room with a fireplace creates a warm and inviting centerpiece for both daily living, and entertaining. Boasting sleek quartz countertops, modern pewter maple cabinetry, stainless steel appliances, and a gas cooktop and wall oven, this kitchen is a chef’s

    Lennar Builder
    3502 Pipewell Ln, Middletown, DE 19709
  • /11

    $688,893 New Construction

    • 3 Beds
    • 2 Baths
    • 2,296 Sq Ft

    548 Longhorn Loop, Middletown, DE 19709

    QUICK DELIVERY!!! More pictures to come soon. Fall 2025 Delivery. Introducing the CHELSEA model in the highly desirable 55+ community of Traditions At Whitehall. This thoughtfully designed 3-bedroom, 2-bath home features an open-concept floor plan, with a spacious foyer, 9 ft ceilings, formal dining area, and a large great room w/fireplace & an additional sunroom that flows into the kitchen

    Lindsay Shaffer RE/MAX Elite

    548 Longhorn Loop, Middletown, DE 19709
  • /42

    $734,500 New Construction

    • 3 Beds
    • 2 Baths
    • 2,757 Sq Ft

    3227 S Central Park Dr, Middletown, DE 19709

    Gorgeous Lot -Backs to open space! Great opportunity to buy at the new 55+ Parks Edge at Bayberry- The Tracy II Quick Delivery! Come experience the active adult lifestyle that home owners are raving about: a vibrant social scene, luxury amenities, stunning outdoor spaces and a place that will make you feel welcome and at home form the day you move in. Enjoy maintenance-free living with

    Brittany Stephens Blenheim Marketing LLC

    3227 S Central Park Dr, 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

    K. Hovnanian Homes Builder
    206 Northern Oak St Unit 36473802, Middletown, DE 19709
  • /12

    $636,900 New Construction

    • 3 Beds
    • 3 Baths
    • 2,810 Sq Ft

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

    Included Extra Suite, ideal for multi-generational living and long-term guests. Private home office off of foyer, to work from home with plenty of space. Spacious great room with slider to covered patio. Stylish kitchen with island and large pantry. Luxurious primary suite with triple windows. Relaxing primary bath with split vanities and walk-in closet. Convenient 3-car tandem garage, for extra

    K. Hovnanian Homes Builder
    1415 Pennfield Dr Unit 36483660, 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
  • /21

    $499,990 New Construction

    • 2 Beds
    • 2 Baths
    • 1,728 Sq Ft

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

    This new home features a basement offering ample opportunities for recreation and entertainment. An inviting open-concept layout on the first floor combines the kitchen with the living and dining areas, with a convenient flex space located off the foyer. Two bedrooms are tucked away to the side of the home, including the lavish owner’s suite with an en-suite bathroom and dual walk-in closets.

    Lennar Builder
    2405 Greyfriar Loop Unit 36041426, Middletown, DE 19709
  • /23

    $464,990 New Construction

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

    Taylor Plan at Venue at Winchelsea 55+ - Winchelsea Towns, Middletown, DE 19709

    This new two-story townhome is designed to promote low-maintenance living with a sophisticated twist. On the first floor is everything you need day-to-day, featuring a private owner’s suite, a convenient study and an open-concept layout shared among the kitchen, dining room and spacious family room. The top floor presents a loft and two versatile bedrooms to customize as homeowners see fit.

    Lennar Builder
    2405 Greyfriar Loop Unit 36041419, Middletown, DE 19709
  • /22

    $519,990 New Construction

    • 2 Beds
    • 2 Baths
    • 1,936 Sq Ft

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

    This single-story home is designed to offer comfort and luxury at the same time. Off the foyer is a flex space for versatile uses and a formal dining room, followed by an open concept main living area with backyard access. In addition to the expansive owner’s suite with a private full-sized bathroom, there is a secondary bedroom that can be used for overnight guests or personal needs. A two-car

    Lennar Builder
    2405 Greyfriar Loop Unit 36041423, Middletown, DE 19709
  • /24

    $559,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,389 Sq Ft

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

    On the first level of this new two-story home is a spacious owner’s suite complete with an adjoining bathroom and walk-in closet. At the heart of the layout is an open-plan design shared among the kitchen, Great Room and breakfast nook, with glass sliders to extend to the backyard. Upstairs is a sprawling loft to suit a multitude of needs and two secondary bedrooms, one of which has direct access

    Lennar Builder
    2405 Greyfriar Loop Unit 36041422, Middletown, DE 19709
  • /23

    $412,800 New Construction

    • 5 Beds
    • 2 Baths
    • 2,669 Sq Ft

    Truman Plan at Venue at Winchelsea 55+ - Winchelsea Towns, Middletown, DE 19709

    The first floor of this new two-story townhome is host to an inviting open-concept floorplan that blends the kitchen, living and dining areas. The luxurious owner’s suite is nestled into a private rear corner, with another bedroom located at the front of the home. On the second floor, three additional bedrooms surround a versatile loft. This plan is part of the Venue at Winchelsea Pathway to

    Lennar Builder
    2405 Greyfriar Loop Unit 36041420, Middletown, DE 19709
  • /20

    $564,990 New Construction

    • 2 Beds
    • 2 Baths
    • 2,386 Sq Ft

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

    This luxurious two-story home is designed like a single-story where everything you need is located on the first floor, including a flex space, formal dining room, an open-concept main living area and the expansive owner’s suite. For versatile needs, there is a secondary bedroom as well as an upstairs bonus room that is sure to amaze guests. Complete the basement for even more space.

    Lennar Builder
    2405 Greyfriar Loop Unit 36041424, Middletown, DE 19709
  • /22

    $514,990 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
  • /24

    $325,000 New Construction

    • 5 Beds
    • 2 Baths
    • 2,056 Sq Ft

    Armond Plan at Venue at Winchelsea 55+ - Winchelsea Carriages, Middletown, DE 19709

    This new two-story home is ready for modern lifestyles. The luxurious owner’s suite is tucked into a private rear corner on the first floor off the open-concept floorplan shared between the kitchen, living and dining areas for simple transitions and multitasking. Another bedrooms is located at the front of the home. Three additional bedrooms can be found on the second floor. This plan is part of

    Lennar Builder
    2405 Greyfriar Loop Unit 36041417, Middletown, DE 19709
  • /23

    $547,990 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
  • /21

    $502,990 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
  • /13

    $521,500 Open Mon 11AM - 5PM

    • 2 Beds
    • 2 Baths
    • 2,059 Sq Ft

    204 Baldy Ln Unit BELVILLE, Middletown, DE 19709

    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 hall towards the main living area! An open kitchen and breakfast area which flows into the large great room and is perfect for entertaining! The owner’s suite in the front features a large walk-in closet and owner’s bath with a

    Lindsay Shaffer RE/MAX Elite

    204 Baldy Ln Unit BELVILLE, Middletown, DE 19709
  • /41

    $579,000 Open Sun 11AM - 5PM

    • 3 Beds
    • 2 Baths
    • 2,004 Sq Ft

    204 Baldy Ln Unit CAYOT, Middletown, DE 19709

    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 one floor living and a welcoming dining room and great room upon entry. At the rear of the home, you will find the luxurious owner's suite complete with walk-in closet and an en-suite bath, including a 5-foot tile shower. With a

    Lindsay Shaffer RE/MAX Elite

    204 Baldy Ln Unit CAYOT, Middletown, DE 19709
  • /33

    $527,000 Open Sun 7AM - 8PM

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

    120 Burlina Blvd Unit BLOOMFIELD MODEL, Middletown, DE 19709

    Welcome to the popular Bloomfield Model in the 55+ community of Traditions at Whitehall. This floor plan has 2-Bedrooms with a standard loft and a generously sized great room open to the kitchen and dining area. You will have plenty of space if you like to entertain. A rear Owner's Suite gives maximum privacy and includes a large walk-in closet and en-suite with a double bowl vanity and 5-foot

    Lindsay Shaffer RE/MAX Elite

    120 Burlina Blvd Unit BLOOMFIELD MODEL, Middletown, DE 19709
  • /25

    $504,900 New Construction

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

    1102 Highland St Unit 137 ASHTON, Middletown, DE 19709

    IMMEDIATE AVAILABILITY! Welcome to the 55+ community of Traditions at Whitehall - Ashton Carriage Town Home. This end unit first floor master comes w/a 2nd bedroom & loft, 2.5 baths, 2 car rear load attached garage, front porch, and additional finished upgrades. Community also offers trails, in ground pool w/lounge areas, open clubhouse featuring exercise room, billiards, gathering space, full

    Lindsay Shaffer RE/MAX Elite

    1102 Highland St Unit 137 ASHTON, Middletown, DE 19709
  • /39

    $548,500 Open Mon 11AM - 5PM

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

    204 Baldy Ln Unit BRISTOLE, Middletown, DE 19709

    The Bristol Model is a thoughtfully designed 3-bedroom home that is TO BE BUILT in the highly sought-after 55+ community of Traditions at Whitehall. This home features an open floor plan with a spacious dining area, kitchen, great room, and perfect for modern living and entertaining. The large Owner’s Suite offers two walk-in closets, an en-suite bath with a double vanity, and a luxurious 5-foot

    Lindsay Shaffer RE/MAX Elite

    204 Baldy Ln Unit BRISTOLE, Middletown, DE 19709
  • /22

    $412,800 New Construction

    • 5 Beds
    • 2 Baths
    • 2,669 Sq Ft

    2674 Fairlight Dr, Middletown, DE 19709

    The first floor of this new two-story townhome is host to an inviting open-concept floorplan that blends the kitchen, living and dining areas. The luxurious owner’s suite is nestled into a private rear corner, with another bedroom located at the front of the home. On the second floor, three additional bedrooms surround a versatile loft. This plan is part of the Venue at Winchelsea Pathway to

    Lennar Builder
    2674 Fairlight Dr, Middletown, DE 19709
  • /2

    $568,500 New Construction

    • 2 Beds
    • 2 Baths
    • 2,016 Sq Ft

    3006 Barber Ln, Middletown, DE 19709

    Great opportunity to buy at the new 55+ Parks Edge at Bayberry- The Cooper II Quick Delivery! Come experience the active adult lifestyle that home owners are raving about: a vibrant social scene, luxury amenities, stunning outdoor spaces and a place that will make you feel welcome and at home form the day you move in. Enjoy maintenance-free living with grass cutting and snow plowing

    Brittany Stephens Blenheim Marketing LLC

    3006 Barber Ln, Middletown, DE 19709
  • /17

    $552,161 New Construction

    • 2 Beds
    • 2 Baths
    • 1,728 Sq Ft

    3225 Way, Middletown, DE 19709

    This new home features a basement offering ample opportunities for recreation and entertainment. An inviting open-concept layout on the first floor combines the kitchen with the living and dining areas, with a convenient flex space located off the foyer. Two bedrooms are tucked away to the side of the home, including the lavish owner’s suite with an en-suite bathroom and dual walk-in closets.

    Lennar Builder
    3225 Way, Middletown, DE 19709
  • /39

    $699,000 Coming Soon

    • 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
  • /5

    $465,000 Coming Soon

    • 3 Beds
    • 3.5 Baths
    • 2,550 Sq Ft

    527 Swansea Dr, Middletown, DE 19709

    COMING SOON.... worth the wait...professional pictures coming....Welcome to this charming 3-bedroom home with 3.1 bathrooms in The Preserve at Deep Creek located in Middletown, DE just minutes from plenty of dining, shopping, the 301 highway to connect you to all major roads and a great park across the way with walking trails, fishing, 2 large dog parks, an amazing tot lot, gazebo with bbq grills

    Ann Marie Germano Patterson-Schwartz-Middletown

    527 Swansea Dr, Middletown, DE 19709

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