Middletown, DE Homes for Sale in a Senior Community

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  $425,000 Open Thu 11AM - 5PM

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

  204 Baldy Ln Unit ALRICH, Middletown, DE 19709

  Welcome to the 55+ community of Traditions at Whitehall - Alrich Carriage Town Home. This home is available as an interior or end unit & has a first-floor owner's bedroom w/ensuite bath and walk-in closets, second floor has a 2nd bedroom, loft and an additional full bath. Standard 1-car rear load attached garage but can be upgraded for a 2-car garage, and additional finished upgrades can be

  Lindsay Shaffer RE/MAX Elite

  204 Baldy Ln Unit ALRICH, Middletown, DE 19709
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  /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
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  /33

  $425,000 Open Thu 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
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  /21

  $545,292 New Construction

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

  3510 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

  3510 Pipewell Ln, Middletown, DE 19709
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  /22

  $478,559 New Construction

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

  2307 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

  2307 Winchelsea Pkwy, Middletown, DE 19709
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  /22

  $345,000 New Construction

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

  3102 Pett Level 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

  3102 Pett Level Dr, Middletown, DE 19709
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  /16

  $555,495 New Construction

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

  3027 Ivyhouse Ln, Middletown, DE 19709

  Welcome to 3027 Ivyhouse Ln — a beautifully upgraded Mendocino Luxe home offering 2,386 square feet of above ground living space, plus an unfinished basement for all your storage needs! This home features an open-concept main level anchored by a gourmet kitchen which flows seamlessly into the spacious family room, making it ideal for both everyday living and entertaining. Treat your guests to a

  Lennar Builder

  3027 Ivyhouse Ln, Middletown, DE 19709
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  /15

  $339,200 New Construction

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

  3134 Pett Level Dr, Middletown, DE 19709

  Say hello to 3134 Pett Level Drive, our thoughtfully designed Truman floorplan. This 5-bed, 2-bath home offers modern comfort and effortless functionality. The main level centers around an open-concept layout, where the kitchen, dining room, and family room flow seamlessly for everyday living and entertaining. A first-floor owner’s suite with walk-in closet, full bath, and additional bedroom,

  Lennar Builder

  3134 Pett Level Dr, Middletown, DE 19709
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  /14

  $504,900 New Construction

  • 2 Beds
  • 2.5 Baths
  • 1,715 Sq Ft

  1102 Highland St, Middletown, DE 19709

  Photos shown are of a previously built Oxford model and are for illustrative purposes only. Features, finishes, and layout may vary in the actual home.

  Benchmark Builders Builder

  1102 Highland St, Middletown, DE 19709
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  /4

  $599,000 New Construction

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

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

  Chelsea Spacious Comfort with StyleThe Chelsea offers 2,296 sq. ft. of thoughtfully designed living space, featuring 3 bedrooms and 2 full baths. Enjoy a main-level owner's suite for easy, one-floor living, complemented by an open-concept kitchen and great room perfect for entertaining. With a welcoming front porch and a two-car rear-entry garage, this home combines functionality and charm. Ideal

  Benchmark Builders Builder

  204 Baldy Ln Unit 36449896, Middletown, DE 19709
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  /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
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  /4

  $515,000 New Construction

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

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

  Belville Relaxed Living with Room to Spare Welcome to the Belville, a thoughtfully designed 2,059 sq. ft. ranch home that blends comfort and style for carefree 55+ living. Enjoy a spacious open layout with a large great room, chef-friendly kitchen, and a first-floor owners suite for ultimate convenience. A charming front porch, full basement, and two-car rear-entry garage add curb appeal and

  Benchmark Builders Builder

  204 Baldy Ln Unit 36491203, Middletown, DE 19709
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  /22

  $552,400 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
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  /12

  $609,990 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
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  /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
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  $579,000 New Construction

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

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

  Cayot Stylish Comfort with Plenty of Space The Cayot offers 2,004 sq. ft. of well-designed living, featuring 3 bedrooms and 2 baths, including a main-level owners suite for easy, one-floor living. The open-concept kitchen and great room make entertaining a breeze, while the two-car rear-entry garage adds convenience. This home combines functionality and style perfectly for active adults who want

  Benchmark Builders Builder

  204 Baldy Ln Unit 36490855, Middletown, DE 19709
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  /23

  $541,400 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
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  /4

  $614,000 New Construction

  • 3 Beds
  • 2 Baths
  • 2,477 Sq Ft

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

  Cottonwood Spacious Living with Style The Cottonwood offers 2,477 sq. ft. of thoughtfully designed living space, featuring 3 bedrooms and 2 full baths. Enjoy a main-level owner's suite for easy, one-floor living, complemented by an open-concept kitchen and great room perfect for entertaining. With a welcoming front porch and a two-car rear-entry garage, this home combines functionality and charm.

  Benchmark Builders Builder

  204 Baldy Ln Unit 36492266, Middletown, DE 19709
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  /12

  $570,990 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
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  /21

  $507,990 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
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  /23

  $469,990 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
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  /22

  $527,990 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
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  $533,990 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
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  /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
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  /20

  $577,990 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
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  /22

  $529,990 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
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  /23

  $562,990 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
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  /21

  $512,990 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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  $599,000 Open Fri 11AM - 5PM

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

  204 Baldy Ln Unit CHELSEA, Middletown, DE 19709

  Introducing the CHELSEA Model, to be built 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, formal dining area, and a large great room that flows into the kitchen perfect for entertaining. The Owner’s Suite includes a walk-in closet and an en-suite bath with a double

  Lindsay Shaffer RE/MAX Elite

  204 Baldy Ln Unit CHELSEA, Middletown, DE 19709
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  /13

  $521,500 Open Fri 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
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  /11

  $614,000 Open Fri 11AM - 5PM

  • 3 Beds
  • 2 Baths
  • 2,477 Sq Ft

  204 Baldy Ln Unit COTTONWOOD, Middletown, DE 19709

  Welcome to the Cottonwood Model, TO BE BUILT, in the highly sought-after 55+ community of Traditions at Whitehall. This 3-bedroom home features a generous Owner’s Suite at the front of the home, complete with double walk-in closets leading to a luxurious en-suite bath, offering a privacy water closet and a 5-foot tile shower. At the rear of the home, you will find the kitchen and dining area that

  Lindsay Shaffer RE/MAX Elite

  204 Baldy Ln Unit COTTONWOOD, Middletown, DE 19709
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  $579,000 Open Fri 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
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  $527,000 Open Thu 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
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  $504,900 Open Thu 11AM - 5PM

  • 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
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  /39

  $548,500 Open Thu 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
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  /25

  $541,400 New Construction

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

  13 Golden Raintree Ct, Middletown, DE 19709

  This is a To-Be-Built Home. The Dorchester is a thoughtfully designed one-story floorplan offering 2 bedrooms, 2.5 bathrooms, and a 2-car garage, providing the perfect blend of comfort, convenience, and style. An elegant foyer welcomes guests into the home and sets the tone for the open and inviting layout. Designed for convenient single-story living, the spacious great room and dining area flow

  Barbara Heilman Delaware Homes Inc

  13 Golden Raintree Ct, Middletown, DE 19709
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  /17

  $544,367 New Construction

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

  3225 Way, Middletown, DE 19709

  Welcome to 3225 Rye Harbour Way in Middletown, located in the highly sought-after active adult community of Venue at Winchelsea. This beautifully designed Solano floorplan offers 2 bedrooms, 2 bathrooms, and 1,728 square feet of thoughtfully designed single-level living with high-end upgrades throughout. Step inside to an open and inviting layout featuring a spacious family room that flows

  Lennar Builder

  3225 Way, Middletown, DE 19709
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  /32

  $625,000 Coming Soon

  • 3 Beds
  • 2 Baths
  • 2,725 Sq Ft

  240 Baldy Ln, Middletown, DE 19709

  Welcome to Traditions @ Whitehall, a 55+ Active Community just south of the C&D Canal in Middletown, DE. This better than new home built in 2022 is ready for you to move right into. No need to wait months on end for a house to be built AND $125K less expensive than building this home new. The owners of this lovely home welcome you to unpack your bags and enjoy the fruits of their labor with

  Brian Ferreira BHHS Fox & Roach-Greenville

  240 Baldy Ln, Middletown, DE 19709

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