308

Middletown, DE Homes for Sale

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  • 138 Green Forest Dr, Middletown, DE 19709
    138 Green Forest Dr, Middletown, DE 19709
    138 Green Forest Dr, Middletown, DE 19709
    /105

    $749,900

    $25K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 5,877 Sq Ft

    138 Green Forest Dr, Middletown, DE 19709

    Welcome to 138 Green Forest Drive, a beautifully appointed 4–5 bedroom home offering generous living spaces, thoughtful design, and exceptional versatility. Designed with an open floor plan ideal for both everyday living and entertaining, this impressive residence combines timeless architectural details with modern functionality. The main level features elegant formal living and dining rooms,

    Michael Wilson BHHS Fox & Roach-Greenville

    138 Green Forest Dr, Middletown, DE 19709
  • 23 Browning Cir, Middletown, DE 19709
    23 Browning Cir, Middletown, DE 19709
    23 Browning Cir, Middletown, DE 19709
    /96

    $600,000

    $25K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,575 Sq Ft

    23 Browning Cir, Middletown, DE 19709

    Welcome to 23 Browning Circle, where comfort, privacy, and thoughtful design come together in one of Middletown's most desirable communities. Nestled in the sought-after community of Middletown Crossing and located within the acclaimed Appoquinimink School District, this beautifully maintained home offers the perfect blend of spacious living, modern updates, and a backyard setting that is

    Megan Aitken Keller Williams Realty

    23 Browning Cir, Middletown, DE 19709
  • 0 Levels Rd & Grears Corner Rd Unit 40352122, Middletown, DE 19709
    0 Levels Rd & Grears Corner Rd Unit 40352122, Middletown, DE 19709
    0 Levels Rd & Grears Corner Rd Unit 40352122, Middletown, DE 19709
    /33

    $682,990

    New Construction $3K PRICE INCREASE
    • 4 Beds
    • 2.5 Baths
    • 3,440 Sq Ft

    Amesbury Plan at Freestone Village - Singles, Middletown, DE 19709

    Upon entry into this new two-story home is a flex space ideal for hosting guests. The partially secluded formal dining room leads to an open-concept main living area, featuring a center fireplace and seamless access to the backyard. In a thoughtful design, all four bedrooms and a spacious loft are tucked away upstairs for privacy. The owner’s suite includes split walk-in closets and a serene

    Lennar Builder
    0 Levels Rd & Grears Corner Rd Unit 40352122, Middletown, DE 19709
  • 126 Green Forest Dr Unit 36488866, Middletown, DE 19709
    126 Green Forest Dr Unit 36488866, Middletown, DE 19709
    126 Green Forest Dr Unit 36488866, Middletown, DE 19709
    /5

    $638,000

    New Construction
    • 3 Beds
    • 2 Baths
    • 2,225 Sq Ft

    Armstrong Plan at Rothwell Estates, Middletown, DE 19709

    Tours by appointment onlyplease call 302-274-0712 to schedule. Illustrations are artists' concepts and may vary in detail from the actual plans and specifications.

    Benchmark Builders Builder
    126 Green Forest Dr Unit 36488866, Middletown, DE 19709
  • 129 Patterson Ct Unit 36449446, Middletown, DE 19709
    129 Patterson Ct Unit 36449446, Middletown, DE 19709
    129 Patterson Ct Unit 36449446, Middletown, DE 19709
    /16

    $652,990

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,737 Sq Ft

    Cordoba Plan at Pleasanton, Middletown, DE 19709

    Extra Suite with private bath for multi-generational living and guests. Private home office off foyer, to work from home with plenty of space. Striking kitchen with large island and Looks interior options. Impressive great room adjoining the dining area and kitchen, ideal for entertianing. Luxurious primary suite with walk-in closet. Relaxing primary bath with dual sinks.

    K. Hovnanian Homes Builder
    129 Patterson Ct Unit 36449446, Middletown, DE 19709
  • 2405 Greyfriar Loop Unit 36041427, Middletown, DE 19709
    2405 Greyfriar Loop Unit 36041427, Middletown, DE 19709
    2405 Greyfriar Loop Unit 36041427, Middletown, DE 19709
    /21

    $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
  • 529 Saint Michael Dr, Middletown, DE 19709
    529 Saint Michael Dr, Middletown, DE 19709
    529 Saint Michael Dr, Middletown, DE 19709
    /48

    $595,000

    • 4 Beds
    • 2.5 Baths
    • 2,484 Sq Ft

    529 Saint Michael Dr, Middletown, DE 19709

    The beautiful home at 529 St Michael is situated on a hilltop in a private cul-de-sac. It boasts a 3⁄4 acre property (looks like more!) backing to community open space and established woodlands. There is no other homesite that comes close to this beauty! The home itself is a 4 Bedroom, 2 1⁄2 bath with both formal living and dining areas, a huge eat-in kitchen, and central (vaulted) family room

    Michelle D Varner Patterson-Schwartz-Middletown

    529 Saint Michael Dr, Middletown, DE 19709
  • 50 Haggis Rd, Middletown, DE 19709
    50 Haggis Rd, Middletown, DE 19709
    50 Haggis Rd, Middletown, DE 19709
    /89

    $675,000

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

    50 Haggis Rd, Middletown, DE 19709

    Welcome to 50 Haggis Road, an exceptional opportunity to own a stunning home in the prestigious resort community of St. Anne's, one of Middletown's most sought-after neighborhoods. Perfectly blending elegance, comfort, and functionality, this expansive residence offers 5 bedrooms, 2 full bathrooms, 2 half bathrooms, and a beautifully finished basement, creating the ideal setting for both everyday

    Megan Aitken Keller Williams Realty

    50 Haggis Rd, Middletown, DE 19709
  • 29 W Reybold Dr, Middletown, DE 19709
    29 W Reybold Dr, Middletown, DE 19709
    29 W Reybold Dr, Middletown, DE 19709
    /20

    $45,000

    $15K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft

    29 W Reybold Dr, Middletown, DE 19709

    2-bedroom, 1-bath mobile home located in Middletown, DE, featuring recent updates to the kitchen and bathroom. The renovated kitchen offers refreshed cabinetry, countertops, and updated finishes, while the bathroom has been tastefully remodeled with modern touches. This home offers a functional layout with comfortable living space and plenty of potential for a new owner to add their own personal

    Tina Choi Crown Homes Real Estate

    29 W Reybold Dr, Middletown, DE 19709
  • 437 Rederick Ln, Middletown, DE 19709
    437 Rederick Ln, Middletown, DE 19709
    /2

    $438,791

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,232 Sq Ft

    437 Rederick Ln, Middletown, DE 19709

    Tours by appointment onlyplease call 302-274-0003 to schedule. Illustrations are artists' concepts and may vary in detail from the actual plans and specifications.

    Benchmark Builders Builder
    437 Rederick Ln, Middletown, DE 19709
  • 42 Watson Ln, Middletown, DE 19709
    42 Watson Ln, Middletown, DE 19709
    42 Watson Ln, Middletown, DE 19709
    /47

    $658,000

    $11K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,475 Sq Ft

    42 Watson Ln, Middletown, DE 19709

    Welcome to 42 Watson Lane—offering the space, layout, and setting you’ve been searching for. With over 3,000 square feet and a prime location backing to the golf course, this well-maintained home is ready for its next owner to make it their own. Step inside to a spacious foyer with a striking double staircase leading to the second level. The main floor features a formal dining room to the left

    Melvin Sarpey Crown Homes Real Estate

    42 Watson Ln, Middletown, DE 19709
  • 204 Baldy Ln Unit 39052082, Middletown, DE 19709
    204 Baldy Ln Unit 39052082, Middletown, DE 19709
    204 Baldy Ln Unit 39052082, Middletown, DE 19709
    /12

    $429,000

    New Construction $4K PRICE INCREASE
    • 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
  • 343 S Parkway Dr, Middletown, DE 19709
    343 S Parkway Dr, Middletown, DE 19709
    343 S Parkway Dr, Middletown, DE 19709
    /28

    $410,000

    Open Sun 1PM - 3PM
    • 3 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    343 S Parkway Dr, Middletown, DE 19709

    Modern living meets everyday convenience in this beautifully maintained three-story townhome, ideally located just minutes from shopping, dining, entertainment, and major commuter routes. Built in 2020, this home offers a thoughtful layout, contemporary finishes, and flexible living spaces designed to fit today's lifestyle. The first floor welcomes you with a spacious living room that can easily

    Courtney Gallagher Keller Williams Realty Central-Delaware

    343 S Parkway Dr, Middletown, DE 19709
  • 1300 Carrick Ct Unit 37811760, Middletown, DE 19709
    1300 Carrick Ct Unit 37811760, Middletown, DE 19709
    /2

    $416,000

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,120 Sq Ft

    Massey Elite Plan at Ponds of Odessa - Townhomes, Middletown, DE 19709

    Illustrations are artists' concepts and may vary in detail from the actual plans and specifications.

    Benchmark Builders Builder
    1300 Carrick Ct Unit 37811760, Middletown, DE 19709
  • 201 Parker Dr, Middletown, DE 19709
    201 Parker Dr, Middletown, DE 19709
    201 Parker Dr, Middletown, DE 19709
    /89

    $775,000

    • 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
  • 1300 Carrick Ct Unit 36461946, Middletown, DE 19709
    1300 Carrick Ct Unit 36461946, Middletown, DE 19709
    /2

    $395,000

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,001 Sq Ft

    Massey Plan at Ponds of Odessa - Townhomes, Middletown, DE 19709

    Tours by appointment onlyplease call 302-274-0003 to schedule. Illustrations are artists' concepts and may vary in detail from the actual plans and specifications.

    Benchmark Builders Builder
    1300 Carrick Ct Unit 36461946, Middletown, DE 19709
  • 0 Levels Rd & Grears Corner Rd Unit 40352124, Middletown, DE 19709
    0 Levels Rd & Grears Corner Rd Unit 40352124, Middletown, DE 19709
    0 Levels Rd & Grears Corner Rd Unit 40352124, Middletown, DE 19709
    /35

    $676,990

    New Construction $3K PRICE INCREASE
    • 5 Beds
    • 3.5 Baths
    • 3,261 Sq Ft

    Adaline Plan at Freestone Village - Singles, Middletown, DE 19709

    This new two-story home enjoys a spacious layout that offers endless possibilities. A serene bedroom suite and flex space are situated along the foyer for versatile needs, while down the hall is an open-concept main living area with a center fireplace. Residing upstairs are four bedrooms centered around an expansive loft, ideal for shared entertainment. In a corner is the sprawling owner’s suite

    Lennar Builder
    0 Levels Rd & Grears Corner Rd Unit 40352124, Middletown, DE 19709
  • 5165 Summit Bridge Rd, Middletown, DE 19709
    5165 Summit Bridge Rd, Middletown, DE 19709
    5165 Summit Bridge Rd, Middletown, DE 19709
    /10

    $399,000

    • Land
    • 36,154 Sq Ft
    • $480,723 per Acre

    5165 Summit Bridge Rd, Middletown, DE 19709

    Opportunity Knocking. Located along busy Summit Bridge Road just outside Middletown. This highly visible Property offers a Clean Slate & excellent opportunity to relocate or start your new Business. Commercial Business. The possibilities are limitless for any potential Business. The previous Structure has been removed for you, however the Septic & Well remained. Additionally, there is access to

    J. Aaron Falkenstein Integrity Real Estate

    5165 Summit Bridge Rd, Middletown, DE 19709
  • 2225 Winchelsea Pkwy, Middletown, DE 19709
    2225 Winchelsea Pkwy, Middletown, DE 19709
    2225 Winchelsea Pkwy, Middletown, DE 19709
    /18

    $437,250

    New Construction $41K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,443 Sq Ft

    2225 Winchelsea Pkwy, 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
    2225 Winchelsea Pkwy, Middletown, DE 19709
  • 602 Corbit Dr, Middletown, DE 19709
    602 Corbit Dr, Middletown, DE 19709
    602 Corbit Dr, Middletown, DE 19709
    /9

    $615,000

    Coming Soon
    • 4 Beds
    • 2.5 Baths
    • 2,908 Sq Ft

    602 Corbit Dr, Middletown, DE 19709

    Welcome to this exceptional, turnkey 4-bedroom, 2.5-bath home with a 2-car garage in the highly sought-after Cantwell Ridge community, located in the award-winning Appoquinimink School District and served by Odessa High School. Perfectly situated across the street from a neighborhood park, this beautifully renovated home offers the ideal combination of luxury, comfort, and convenience.The

    Jay Shinn RE/MAX Point Realty

    602 Corbit Dr, Middletown, DE 19709
  • 228 Wickerberry Dr, Middletown, DE 19709
    228 Wickerberry Dr, Middletown, DE 19709
    228 Wickerberry Dr, Middletown, DE 19709
    /48

    $789,000

    $10K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,875 Sq Ft

    228 Wickerberry Dr, Middletown, DE 19709

    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 connects dining

    Angela Clement EXP Realty, LLC

    228 Wickerberry Dr, Middletown, DE 19709
  • 807 Ashby Dr, Middletown, DE 19709
    807 Ashby Dr, Middletown, DE 19709
    807 Ashby Dr, Middletown, DE 19709
    /41

    $875,000

    $40K PRICE DROP
    • 4 Beds
    • 5.5 Baths
    • 6,475 Sq Ft

    807 Ashby Dr, Middletown, DE 19709

    Nestled in the charming community of Ashby's Place, this exquisite traditional home, built in 2015, offers a perfect blend of luxury and comfort. With its stunning stone and vinyl siding exterior, this detached residence exudes curb appeal and invites you to explore the elegant interiors. Step inside to discover a thoughtfully designed layout that boasts four spacious bedrooms and five and a half

    Arthur Brown Empower Real Estate, LLC

    807 Ashby Dr, Middletown, DE 19709
  • 40 S Cummings Dr, Middletown, DE 19709
    40 S Cummings Dr, Middletown, DE 19709
    40 S Cummings Dr, Middletown, DE 19709
    /20

    $409,000

    $21K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    40 S Cummings Dr, Middletown, DE 19709

    Steve Jackson R&R Commercial Realty

    40 S Cummings Dr, Middletown, DE 19709
  • 446 Rederick Ln, Middletown, DE 19709
    446 Rederick Ln, Middletown, DE 19709
    /2

    $409,999

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,001 Sq Ft

    446 Rederick Ln, Middletown, DE 19709

    Massey Townhome at Ponds of Odessa This 3-bedroom, 3.5-bath townhome offers 2,001 square feet of well-designed living space. Enjoy a one-car garage, a 12' x 10' deck for outdoor gatherings, and a breakfast bar in the upgraded kitchen. A finished den adds flexible space for work, hobbies, or relaxation. Workforce Housing Unit Only. Follow link for more details:

    Benchmark Builders Builder
    446 Rederick Ln, Middletown, DE 19709
  • 6027 Freestone Blvd, Middletown, DE 19709
    6027 Freestone Blvd, Middletown, DE 19709
    6027 Freestone Blvd, Middletown, DE 19709
    /29

    $751,250

    New Construction $2K PRICE INCREASE
    • 4 Beds
    • 4.5 Baths
    • 2,948 Sq Ft

    6027 Freestone Blvd, Middletown, DE 19709

    Discover exceptional space, style, and flexibility in the Grier at Freestone Village, Middletown's newest premier community.This beautifully appointed home offers over 3,000 square feet of thoughtfully designed living space plus a partially finished basement with its own full bath. From the moment you step inside, you'll appreciate the open-concept layout, designer finishes, and impressive

    Lennar Builder
    6027 Freestone Blvd, Middletown, DE 19709
  • 0 Levels Rd & Grears Corner Rd Unit 40352127, Middletown, DE 19709
    0 Levels Rd & Grears Corner Rd Unit 40352127, Middletown, DE 19709
    0 Levels Rd & Grears Corner Rd Unit 40352127, Middletown, DE 19709
    /30

    $647,990

    New Construction $3K PRICE INCREASE
    • 4 Beds
    • 2.5 Baths
    • 2,682 Sq Ft

    Danbury Plan at Freestone Village - Singles, Middletown, DE 19709

    Designed for elevated comfort and entertainment, this new home features two stories of gracious living space. At the heart of the first floor is a welcoming Great Room with a center fireplace and easy access to the kitchen and dining area. It’s complemented by a flex space and an office. Residing upstairs are all four bedrooms, including the tranquil owner’s suite with a private bathroom and

    Lennar Builder
    0 Levels Rd & Grears Corner Rd Unit 40352127, Middletown, DE 19709
  • 400 Rederick Ln Unit 36446342, Middletown, DE 19709
    400 Rederick Ln Unit 36446342, Middletown, DE 19709
    400 Rederick Ln Unit 36446342, Middletown, DE 19709
    /4

    $624,000

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 3,110 Sq Ft

    Bennett Plan at Ponds of Odessa - Single Family Homes, Middletown, DE 19709

    Fabulous home with front & rear staircases and 4 bedrooms. Tours by appointment onlyplease call 302-274-0712 to schedule. Illustrations are artists' concepts and may vary in detail from the actual plans and specifications.

    Benchmark Builders Builder
    400 Rederick Ln Unit 36446342, Middletown, DE 19709
  • 2239 Winchelsea Pkwy, Middletown, DE 19709
    2239 Winchelsea Pkwy, Middletown, DE 19709
    2239 Winchelsea Pkwy, Middletown, DE 19709
    /69

    $439,250

    New Construction Open Wed 10AM - 5PM $13K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,443 Sq Ft

    2239 Winchelsea Pkwy, Middletown, DE 19709

    Why wait to build? This move-in ready 3BR/2.5BA townhome is ready for you now at The Venue at Winchelsea, a vibrant 55+ community in Middletown. Unpack, settle in, and spend your summer enjoying the community amenities while someone else waits for construction to finish. Enter to find a dedicated study—perfect for a home office—and a convenient first-floor laundry. The gourmet kitchen shines with

    David Vasso Atlantic Five Realty

    2239 Winchelsea Pkwy, Middletown, DE 19709

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