183

Middletown, DE 2-Story Homes for Sale

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  • /62

    $450,000

    • 3 Beds
    • 3.5 Baths
    • 1,700 Sq Ft

    409 Galway Ct, Middletown, DE 19709

    Welcome to 409 Galway Court in the Popular Community of Hyetts Crossing. Conveniently located with quick access to Rt's 1 & 301. This Home is the Spacious Chesterfield Model Carriage House with a Main Level Owners Suite. Designed for Open Concept Living the Main Level has a Great Room with a Break Away Ceiling (2 Story High) with 2 Walls of Windows allowing in ample sunlight. There is a Gourmet

    Jack Keating RE/MAX Elite

    409 Galway Ct, Middletown, DE 19709
  • /41

    $669,900

    • 4 Beds
    • 2.5 Baths
    • 2,950 Sq Ft

    761 Angelou Ave, Middletown, DE 19709

    Experience refined living in the prestigious Village of Bayberry South, where elegance, comfort, and modern convenience come together within the acclaimed Appoquinimink School District. This impeccably maintained Duke model—nearly new and move‐in ready—offers a level of sophistication that rivals new construction without the wait. A striking Early Americana elevation and inviting front porch set

    Sathish patha Tesla Realty Group, LLC

    761 Angelou Ave, Middletown, DE 19709
  • /83

    $665,000

    • 4 Beds
    • 2.5 Baths
    • 3,450 Sq Ft

    735 Wood Duck Ct, Middletown, DE 19709

    Welcome to 735 Wood Duck Ct, where elevated living meets the heartbeat of Middletown in the sought-after Estates at Dove Run. Perfectly positioned in the heart of it all, this home offers not just a place to live, but a lifestyle buyers are actively searching for minutes from everyday conveniences like grocery and convenience stores, local favorites like the Dutch Country Farmer's Market and

    Megan Aitken Keller Williams Realty

    735 Wood Duck Ct, Middletown, DE 19709
  • /85

    $700,000

    • 5 Beds
    • 2.5 Baths
    • 3,450 Sq Ft

    714 Wood Duck Ct, Middletown, DE 19709

    Welcome to 714 Wood Duck Ct, a stunning residence perfectly positioned on a beautifully landscaped corner lot in the highly sought-after Estates at Dove Run in the heart of Middletown. With timeless curb appeal, this distinguished home blends classic brick and siding architecture with a welcoming front porch and oversized two-car garage, creating an elegant first impression from the moment you

    Megan Aitken Keller Williams Realty

    714 Wood Duck Ct, Middletown, DE 19709
  • /30

    $440,000

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

    442 Afton Dr, Middletown, DE 19709

    Welcome to 442 Alton Drive, an end-unit townhome in the sought-after Canal View at Crosslands community in Middletown. Offering approximately 2,650 square feet of thoughtfully designed living space, this home combines comfort, functionality, and style. Step inside to an open-concept main level featuring 9-foot ceilings and a seamless flow between the living room, dining area, kitchen, and cozy

    Dawn Wilson Real Broker, LLC

    442 Afton Dr, Middletown, DE 19709
  • /2

    $659,792

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

    260 Baldy Ln, 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
    260 Baldy Ln, Middletown, DE 19709
  • /109

    $700,000

    • 5 Beds
    • 3.5 Baths
    • 3,750 Sq Ft

    546 Buck Tavern Dr, Middletown, DE 19709

    Welcome to 546 Buck Tavern Drive, a like-new, north facing, impeccably upgraded luxury residence in the prestigious community of Rothwell Estates in Middletown. Built in 2022 and set on a beautifully landscaped 0.28-acre homesite, this exceptional property offers over 3,300 square feet of thoughtfully designed living space where sophistication meets everyday comfort. From the moment you arrive,

    Megan Aitken Keller Williams Realty

    546 Buck Tavern Dr, Middletown, DE 19709
  • /35

    $450,000

    $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,575 Sq Ft

    1325 Carrick Ct, Middletown, DE 19709

    Welcome to the desirable community of Ponds of Odessa, where you’ll find this beautifully maintained and spacious carriage home. This property offers 3 bedrooms, 2 full bathrooms, and 1 half bathroom, with additional potential for a fourth bedroom or private office on the main level perfect for flexible living. As you enter, you’re greeted by a welcoming foyer that leads to a spacious eat-in

    Kieara Simmons BHHS Fox & Roach-Greenville

    1325 Carrick Ct, Middletown, DE 19709
  • /86

    $700,000

    $20K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,595 Sq Ft

    114 Austrian Pine Ct, Middletown, DE 19709

    Looking for that perfect place to call home? Look no further! Not only is this gorgeous home on a quiet cul-de-sac in the peaceful yet conveniently located luxury 55+ active adult community of Four Seasons at Baymont Farms but it is also practically new at less than 2 years old. The home, itself, offers a true one level living and boasts an open floor plan, open kitchen with soft close cabinets

    Sandra Lamprecht Coldwell Banker Realty

    114 Austrian Pine Ct, Middletown, DE 19709
  • /35

    $649,000

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

    1236 Pimpernell Path, Middletown, DE 19709

    WELCOME TO 1236 PIMPERNELL PATH! THIS BEAUTIFULLY MAINTAINED, MOVE-IN READY, 4-YEAR-OLD D.R. HORTON HOME OFFERS EXCEPTIONAL SPACE AND MODERN DESIGN THROUGHOUT. THIS STUNNING HOME FEELS AND SMELLS LIKE BRAND-NEW CONSTRUCTION! DON’T MISS THIS RARE OPPORTUNITY TO OWN IN ONE OF THE MOST DESIRABLE COMMUNITIES.THIS SPACIOUS TWO-STORY RESIDENCE OFFERS NEARLY 2,600 SQ. FT. OF LIVING SPACE, FEATURING

    Gazi Ataseven HomeSmart First Advantage Realty

    1236 Pimpernell Path, Middletown, DE 19709
  • /2

    $439,000

    Open House 6/05 Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 2,746 Sq Ft

    1112 S Olmsted Pkwy, Middletown, DE 19709

    PICTURES COMING SOON! Welcome to Bayberry, one of Middletown’s most sought-after communities, located in the highly desirable Appoquinimink School District! This beautifully maintained home offers the perfect blend of comfort, style, and functionality with spacious living areas and room for everyone. The finished basement adds incredible extra living space and features a versatile bonus room with

    Rakan Abuzahra Keller Williams Realty Wilmington

    1112 S Olmsted Pkwy, Middletown, DE 19709
  • /22

    $457,509

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

    2237 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
    2237 Winchelsea Pkwy, Middletown, DE 19709
  • /24

    $400,000

    $35K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 2,275 Sq Ft

    27 Springmill Dr, Middletown, DE 19709

    Enjoy easy main-level living in this beautifully designed home featuring 2 bedrooms, 2 bathrooms, and a 2-car garage in the sought-after Springmill 55+ resort-style community. The inviting layout offers a living room with a gas fireplace, plus a sitting room and dining room at the front of the home for added flexibility and charm. The spacious kitchen is well-equipped with a center island,

    Michael McKee Long & Foster Real Estate, Inc.

    27 Springmill Dr, Middletown, DE 19709
  • /3

    $619,000

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 3,021 Sq Ft

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

    4 to 6 bedrooms, 2.5 baths, upstairs bridge overlooking the 2-story family room. Tours by appointment onlyplease call 302-865-0759 to schedule. Illustrations are artists' concepts and may vary in detail from the actual plans and specifications.

    Benchmark Builders Builder
    400 Rederick Ln Unit 36462720, Middletown, DE 19709
  • /4

    $622,000

    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
  • /12

    $612,990

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

    Kerr Plan at 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

    K. Hovnanian Homes Builder
    1415 Pennfield Dr Unit 36483660, Middletown, DE 19709
  • /30

    $332,900

    $7K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,325 Sq Ft

    25 Franklin Dr, Middletown, DE 19709

    INSTANT EQUITY! Priced $14,100 below the appraised value of $347,000, this home presents a strong opportunity for buyers looking for value in a competitive market. The home is back on the market because the buyer's financing fell through, not due to any condition or inspection concerns. Discover comfort, space, and convenience in this move-in-ready Colonial townhome located in the Millbranch at

    Bob Comegys EXP Realty, LLC

    25 Franklin Dr, Middletown, DE 19709
  • /46

    $587,000

    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
  • /23

    $459,990

    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
  • /3

    $582,500

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,589 Sq Ft

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

    Large open-concept floor plan, 4 bedrooms, 2.5 baths, airy 2 stories. Tours by appointment onlyplease call 302-865-0759 to schedule. Illustrations are artists' concepts and may vary in detail from the actual plans and specifications.

    Benchmark Builders Builder
    400 Rederick Ln Unit 36457195, Middletown, DE 19709
  • /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
  • /13

    $522,000

    New Construction Open Thu 11AM - 5PM
    • 2 Beds
    • 2 Baths
    • 2,059 Sq Ft

    204 Baldy Ln Unit BELVILLE MODEL, 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 MODEL, Middletown, DE 19709
  • /24

    $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
  • /38

    $429,000

    New Construction $4K PRICE INCREASE
    • 2 Beds
    • 2.5 Baths
    • 1,761 Sq Ft

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

    This stunning carriage home offers the perfect blend of elegance and functionality! Step inside and be greeted by a spacious foyer leading to the great room and open-concept kitchen/dining room - perfect for entertaining guests. The large first-floor owner's suite boasts a private bath and walk-in closet. Upstairs, you'll find a versatile loft area, a second bedroom, and another full bath. Below,

    Benchmark Builders Builder
    204 Baldy Ln Unit 39052080, Middletown, DE 19709
  • /33

    $526,000

    New Construction 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
  • /79

    $1,590,000

    • 4 Beds
    • 4.5 Baths
    • 4,310 Sq Ft

    626 Vance Neck Rd, Middletown, DE 19709

    Beautiful Brick Colonial Estate set on 11 private acres backing to a State Wildlife Refuge, offering a rare combination of space, privacy, and versatility. With a thoughtfully designed layout and extensive outbuildings, the property is well-suited for a variety of lifestyles, from hobbyists and collectors to sufficient or outdoor-focused way of living. The home features 4 bedrooms and 4.5

    John Marino Patterson-Schwartz-Dover

    626 Vance Neck Rd, Middletown, DE 19709
  • /23

    $362,800

    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
  • /46

    $949,900

    New Construction
    • 4 Beds
    • 4 Baths
    • 4,500 Sq Ft

    109 Knightsbridge Rd, Middletown, DE 19709

    FINAL OPPORTUNITY to own in this exclusive 5 Custom Home Subdivision! Brand new Estate Home available NOW set on the last remaining 3 acre parcel with NO HOA Restrictions! This stunning home built by established Local Builder offers over 4500 impressive square feet of beautifully designed living space. Minutes from Route 1 and Middletown conveniences in a unique and rare rural setting yet close

    Kathy Melcher Coldwell Banker Rowley Realtors

    109 Knightsbridge Rd, Middletown, DE 19709
  • /4

    $607,000

    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
  • /110

    $799,999

    • 5 Beds
    • 4 Baths
    • 5,033 Sq Ft

    330 Nighthawk Dr, Middletown, DE 19709

    Located in the highly sought-after K. Hovnanian Pleasanton community in the heart of Middletown, this impeccably upgraded Stavanger Farmhouse model seamlessly blends timeless elegance, modern comfort, and everyday functionality. Perfectly positioned just minutes from Weis Market, Target, Sprouts, Chipotle, First Watch, Middletown Main Street, and major commuting routes, including 13, 301, and

    Andy Mulrine RE/MAX Associates-Hockessin

    330 Nighthawk Dr, Middletown, DE 19709
  • /75

    $850,000

    • 4 Beds
    • 5 Baths
    • 3,461 Sq Ft

    542 Ironleaf Dr, Middletown, DE 19709

    Welcome to 542 Ironleaf Dr in the highly sought-after Copperleaf section of Middletown—where modern design meets effortless living in this nearly new Aurora model, less than 2 years young! This beautifully maintained home offers a flexible and functional layout, including the potential for a main-level bedroom complete with a closet—perfect for guests, a home office, or multigenerational living.

    Jonathan Unrath Keller Williams Real Estate - Media

    542 Ironleaf Dr, Middletown, DE 19709
  • /75

    $865,000

    Open Sat 11AM - 1PM $8K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,800 Sq Ft

    2707 Henry Moore Ln, Middletown, DE 19709

    The Grant Model at Bayberry North: An Intersection of Grandeur and Innovation Welcome to the pinnacle of the Presidential Series. As the largest and most prestigious floor plan in the sought-after Bayberry North community, the Grant Model commands attention from the moment you arrive. Spanning approximately 3,800 square feet, this residence is a masterclass in scale and proportion, curated

    Angela Clement EXP Realty, LLC

    2707 Henry Moore Ln, Middletown, DE 19709
  • /33

    $574,900

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

    17 Browning Cir, Middletown, DE 19709

    Welcome to 17 Browning Circle — where modern comfort, spacious living, and exceptional outdoor entertaining come together beautifully.This well-maintained home features 3 bedrooms and 3.5 bathrooms, including a convenient first-floor primary suite designed for everyday comfort and accessibility. Bay windows in the dining area fill the home with natural light, creating a warm and inviting

    Maurrell English English Realty

    17 Browning Cir, Middletown, DE 19709
  • /70

    $884,990

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 4,569 Sq Ft

    129 Ayshire Dr Unit PLAZA, Middletown, DE 19709

    Welcome to Highlands at Back Creek- a small community of only 42 lots. Most lots back to open space, and they're all at least 3/4 acre. Tired of massive developments with no sense of community? This is the place for you;) Check out some of the many standard features- 9' first and second-floor ceilings and crown molding in the living room, dining room, and foyer. Shaw hardwood flooring in the

    Elizabeth Page-Kramer EXP Realty, LLC

    129 Ayshire Dr Unit PLAZA, Middletown, DE 19709
  • /51

    $579,000

    • 4 Beds
    • 3 Baths
    • 3,392 Sq Ft

    338 Canvasback Rd, Middletown, DE 19709

    Stylish, Spacious, and Sophisticated. Discover this 4-bedroom gem in the desirable Appoquinimink School District. Boasting a perfect blend of traditional elegance and modern farmhouse charm, this home features gorgeous crown molding, cathedral ceilings, and hardwood floors. The massive 28' kitchen and breakfast nook are perfect for large gatherings, while the sunroom with wrap-around windows

    Daniel Demers Sell Your Home Services

    338 Canvasback Rd, Middletown, DE 19709
  • /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
  • /3

    $602,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,680 Sq Ft

    Wentworth Plan at The Town of Whitehall - Mapleton Village, Middletown, DE 19709

    Open 5 days a week, 11 a.m. 5 p.m. Please call ahead or email lshaffer@benchmarkbuilders.com to check tour availability. Illustrations are artists' concepts and may vary in detail from the actual plans and specifications.

    Benchmark Builders Builder
    530 Wheelmen St Unit 36472327, Middletown, DE 19709
  • /50

    $619,900

    • 4 Beds
    • 3.5 Baths
    • 2,750 Sq Ft

    1920 E Aristotle Ave, Middletown, DE 19709

    Welcome to 1920 E Aristotle Ave in the highly sought-after Bayberry community—where luxury, efficiency, and true move-in ready living come together in the acclaimed Appoquinimink School District. Built in 2014 and thoughtfully upgraded since, this exceptional 4-bedroom, 3.1-bath home offers the perfect blend of modern design and everyday functionality. From the moment you arrive, the custom

    Mia Burch Long & Foster Real Estate, Inc.

    1920 E Aristotle Ave, Middletown, DE 19709
  • /4

    $638,000

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,586 Sq Ft

    Clayton 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 36447363, Middletown, DE 19709

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