138

Middletown, DE Homes for Sale with Pool

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  • 9 Dunswell Dr, Middletown, DE 19709
    9 Dunswell Dr, Middletown, DE 19709
    9 Dunswell Dr, Middletown, DE 19709
    /21

    $609,000

    • 4 Beds
    • 2.5 Baths
    • 3,000 Sq Ft

    9 Dunswell Dr, Middletown, DE 19709

    ***SELLER LOOKING FOR AN OFFER AFTER SCALING DOWN- MOTIVATED SELLER***Open to an offer on this beautifully maintained 4-bedroom, 2.5-bath home offering exceptional comfort, quality, and thoughtful upgrades throughout. From the moment you step inside, you’ll appreciate the stunning Brazilian hardwood floors and tile that flow throughout both the first and second levels, creating a warm and

    Bruce White RE/MAX Elite

    9 Dunswell Dr, Middletown, DE 19709
  • 4605 Bogart Ln, Middletown, DE 19709
    4605 Bogart Ln, Middletown, DE 19709
    4605 Bogart Ln, Middletown, DE 19709
    /68

    $765,000

    $30K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 5,325 Sq Ft

    4605 Bogart Ln, Middletown, DE 19709

    Why wait for new construction when this move-in ready 5-bed, 4-bath home in Bayberry South has every upgrade already done for you? High vaulted ceilings and expansive windows flood the open main level with light. The upgraded gourmet kitchen features double wall ovens, a gas cooktop, a large center island, slide-out cabinet shelves, and under-cabinet lighting. Main-level living is a breeze with a

    William Sladek Redfin Corporation

    4605 Bogart Ln, Middletown, DE 19709
  • 420 Winterberry Dr, Middletown, DE 19709
    420 Winterberry Dr, Middletown, DE 19709
    420 Winterberry Dr, Middletown, DE 19709
    /61

    $549,900

    $45K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 3,100 Sq Ft

    420 Winterberry Dr, Middletown, DE 19709

    This home in the beautiful over 55 Community of Four Seasons at Silver Maple was constructed in 2013, showcases a sophisticated ranch architectural style, featuring high-quality vinyl siding that enhances its curb appeal. Spanning an impressive 3,100 square feet (not including fhe finished basement) this residence offers three spacious bedrooms on the main level (one used currently as and office

    Barbara Carpenter Long & Foster Real Estate, Inc.

    420 Winterberry Dr, Middletown, DE 19709
  • 624 Nesting Ln, Middletown, DE 19709
    624 Nesting Ln, Middletown, DE 19709
    624 Nesting Ln, Middletown, DE 19709
    /50

    $750,000

    • 4 Beds
    • 4.5 Baths
    • 4,725 Sq Ft

    624 Nesting Ln, Middletown, DE 19709

    The search is over! You will be amazed from the moment you walk inside. A stunning 2 story 4725 sq foot colonial home PLUS finished basement with 4th full bathroom offers the new buyers a turnkey option on an amazing private lot backing to woods that has been professional landscaped with a low maintenance salt water inground pool! Enter into an open foyer with Cathedral ceilings, catwalk above

    Crystal Graham Patterson-Schwartz-Middletown

    624 Nesting Ln, Middletown, DE 19709
  • 202 Stover Ct, Middletown, DE 19709
    202 Stover Ct, Middletown, DE 19709
    202 Stover Ct, Middletown, DE 19709
    /67

    $814,900

    Open Sun 1PM - 3PM
    • 4 Beds
    • 2.5 Baths
    • 3,200 Sq Ft

    202 Stover Ct, Middletown, DE 19709

    Welcome to this exceptional 3,200 sq ft home, perfectly situated on a private wooded lot with beautiful landscaping, outstanding curb appeal, and a professionally manicured lawn. Thoughtfully designed with timeless finishes and an open, light-filled floor plan, this home offers the perfect blend of elegance, comfort, and functionality. The gourmet kitchen is the heart of the home, featuring

    Corey Harris Crown Homes Real Estate

    202 Stover Ct, Middletown, DE 19709
  • 415 Marcus Rd, Middletown, DE 19709
    415 Marcus Rd, Middletown, DE 19709
    415 Marcus Rd, Middletown, DE 19709
    /117

    $1,150,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,178 Sq Ft

    415 Marcus Rd, Middletown, DE 19709

    Modern Luxury Meets Timeless Craftsmanship on a Private 1-Acre Estate.Welcome to this stunning custom-built luxury residence, meticulously designed to combinemodern elegance, high-end finishes, and thoughtful functionality. Situated on a perfectly flat 1-acre lot, this exceptional home offers over 3,000 square feet of living space, every detail curatedfor comfort and

    Jacob Lipton Coldwell Banker Realty

    415 Marcus Rd, Middletown, DE 19709
  • 992 Port Penn Rd, Middletown, DE 19709
    992 Port Penn Rd, Middletown, DE 19709
    992 Port Penn Rd, Middletown, DE 19709
    /49

    $1,599,000

    • 4 Beds
    • 4 Baths
    • 3,001 Sq Ft

    992 Port Penn Rd, Middletown, DE 19709

    With lots of charm and character this 61 acre farm is located near the village of Port Penn, visited by William Penn in 1682 and named after him. Mostly rolling cropland with some marsh and woods to the rear of the property, The Farm would be a great place for raising farm animals and kids.Featuring four bedrooms two full and two half baths with updated kitchen, new sunroom, many thoughtful

    A. John Price Patterson-Schwartz-Middletown

    992 Port Penn Rd, Middletown, DE 19709
  • 3307 Rookery Ln, Middletown, DE 19709
    3307 Rookery Ln, Middletown, DE 19709
    3307 Rookery Ln, Middletown, DE 19709
    /35

    $557,000

    New Construction Open Fri 10AM - 5PM
    • 3 Beds
    • 3 Baths
    • 2,151 Sq Ft

    3307 Rookery Ln, Middletown, DE 19709

    MOVE-IN READY! Enjoy summer from day one in this beautifully appointed Sonoma ranch home in one of New Castle County's premier 55+ active adult communities. Summer Value Days are happening now—please see sales team for details.One of the best values in active adult living, this 3BR, 3BA home offers the convenience of true single-level living with the added bonus of a partially finished

    David Vasso Atlantic Five Realty

    3307 Rookery Ln, Middletown, DE 19709
  • 204 Baldy Ln Unit 36491203, Middletown, DE 19709
    204 Baldy Ln Unit 36491203, Middletown, DE 19709
    204 Baldy Ln Unit 36491203, Middletown, DE 19709
    /4

    $522,000

    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
  • 260 Baldy Ln, Middletown, DE 19709
    260 Baldy Ln, 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
  • 623 Garden Gate Dr, Middletown, DE 19709
    623 Garden Gate Dr, Middletown, DE 19709
    623 Garden Gate Dr, Middletown, DE 19709
    /53

    $469,900

    $25K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,775 Sq Ft

    623 Garden Gate Dr, Middletown, DE 19709

    Massive Price Improvement to $469,900! Welcome to easy, low-maintenance living in the sought-after Spring Arbor 55+ community in Middletown, Delaware! Built in 2017, this beautifully maintained 1,778-square-foot ranch home offers an inviting open-concept floor plan with hardwood flooring throughout most of the main living areas and brand new carpeting in the bedrooms. The spacious kitchen flows

    Jason Golden Coldwell Banker Realty

    623 Garden Gate Dr, Middletown, DE 19709
  • 3164 Pett Level Dr, Middletown, DE 19709
    3164 Pett Level Dr, Middletown, DE 19709
    3164 Pett Level Dr, Middletown, DE 19709
    /61

    $445,559

    New Construction $17K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,443 Sq Ft

    3164 Pett Level Dr, Middletown, DE 19709

    **Move-in ready new construction townhome in idyllic 55+ community** Now is the perfect time to buy your new 3BR/2.5BA home at The Venue at Winchelsea, Middletown, DE's premiere active adult community. This move-in ready two-story townhome offers low-maintenance living with sophisticated style and thoughtful design.Enter to find a dedicated study—perfect for a home office—and a convenient

    David Vasso Atlantic Five Realty

    3164 Pett Level Dr, Middletown, DE 19709
  • 114 Austrian Pine Ct, Middletown, DE 19709
    114 Austrian Pine Ct, Middletown, DE 19709
    114 Austrian Pine Ct, Middletown, DE 19709
    /86

    $689,900

    $30K 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
  • 204 Baldy Ln Unit BRISTOLE MODEL, Middletown, DE 19709
    204 Baldy Ln Unit BRISTOLE MODEL, Middletown, DE 19709
    204 Baldy Ln Unit BRISTOLE MODEL, Middletown, DE 19709
    /39

    $546,000

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

    204 Baldy Ln Unit BRISTOLE MODEL, Middletown, DE 19709

    The Bristol Model is a thoughtfully designed 3-bedroom home that is 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 tile shower.

    Lindsay Shaffer RE/MAX Elite

    204 Baldy Ln Unit BRISTOLE MODEL, Middletown, DE 19709
  • 1343 Bohemia Mill Rd, Middletown, DE 19709
    1343 Bohemia Mill Rd, Middletown, DE 19709
    1343 Bohemia Mill Rd, Middletown, DE 19709
    /29

    $5,100,000

    $1M PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 4,650 Sq Ft

    1343 Bohemia Mill Rd, Middletown, DE 19709

    Candyland – A Once-in-a-Generation Equestrian Estate in Middletown, DelawareWelcome to Candyland, a landmark estate unlike anything the Middletown, Delaware market has seen in over 30 years. This extraordinary 120 plus acre equestrian property is more than a farm—it is a private world of luxury, privacy, and possibility. Encompassing three separate parcels, Candyland features five residences

    Kim Simpson Thyme Real Estate Co LLC

    1343 Bohemia Mill Rd, Middletown, DE 19709
  • 764 Ashington Dr, Middletown, DE 19709
    764 Ashington Dr, Middletown, DE 19709
    764 Ashington Dr, Middletown, DE 19709
    /100

    $799,900

    $25K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 4,400 Sq Ft

    764 Ashington Dr, Middletown, DE 19709

    Welcome to 764 Ashington Drive, Middletown, DE—a rare opportunity to own an exceptional home offering the perfect combination of space, luxury, and entertainment!Boasting 5 spacious bedrooms, 4 full bathrooms, and 1 half bathroom, this beautifully maintained home provides room for everyone. The thoughtfully designed floor plan features generous living spaces, an open-concept layout, and

    Christian Webb Sky Realty

    764 Ashington Dr, Middletown, DE 19709
  • 112 Austrian Pine Ct, Middletown, DE 19709
    112 Austrian Pine Ct, Middletown, DE 19709
    112 Austrian Pine Ct, Middletown, DE 19709
    /36

    $639,990

    New Construction
    • 3 Beds
    • 4 Baths
    • 2,441 Sq Ft

    112 Austrian Pine Ct, Middletown, DE 19709

    Welcome to the Eastwood Loft, a beautifully designed home featuring an open-concept layout with the added versatility of a convenient second-floor loft. Scheduled for settlement in July 2027, this home offers 3 bedrooms, 4 baths, and a 2-car garage, providing the perfect combination of comfort, functionality, and modern style. The thoughtfully designed layout includes a bright morning room that

    Barbara Heilman Delaware Homes Inc

    112 Austrian Pine Ct, Middletown, DE 19709
  • 2405 Greyfriar Loop Unit 36041425, Middletown, DE 19709
    2405 Greyfriar Loop Unit 36041425, Middletown, DE 19709
    2405 Greyfriar Loop Unit 36041425, Middletown, DE 19709
    /22

    $512,990

    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
  • 540 Ratledge Rd Unit 38787057, Middletown, DE 19709

    $575,400

    New Construction
    • 3 - 5 Beds
    • 2 - 4 Baths
    • 1,662 Sq Ft

    The Newport Plan at Monarch, Middletown, DE 19709

    Single-Family Home in Monarch. Base price $599,900 - $24,500 incentive = $575,400. The floor plan is easy to navigate, functional, attractive, and gives a sense of space. A tremendous amount of time and effort goes into the exterior design of our homes. The exceptional curb appeal of a Schell Brothers home is not only a reflection of the quality and care that goes into the home but also a huge

    Schell Brothers Builder
    540 Ratledge Rd Unit 38787057, Middletown, DE 19709
  • 268 Ann Dr, Middletown, DE 19709
    268 Ann Dr, Middletown, DE 19709
    268 Ann Dr, Middletown, DE 19709
    /34

    $645,000

    Open Sat 11AM - 1PM
    • 4 Beds
    • 3.5 Baths
    • 3,200 Sq Ft

    268 Ann Dr, Middletown, DE 19709

    Welcome to 268 Ann Drive, where space, comfort, and versatility come together! This beautifully maintained 4-bedroom, 3.5-bath home features hardwood flooring throughout the first and second floors, adding warmth and character from room to room. The main living areas offer plenty of space for everyday living and entertaining, while the sunroom provides an inviting spot to enjoy your morning

    Victoria Feehly Patterson-Schwartz-Middletown

    268 Ann Dr, Middletown, DE 19709
  • 204 Baldy Ln Unit 36481493, Middletown, DE 19709
    204 Baldy Ln Unit 36481493, Middletown, DE 19709
    204 Baldy Ln Unit 36481493, Middletown, DE 19709
    /17

    $546,000

    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
  • 1415 Pennfield Dr Unit 36479735, Middletown, DE 19709
    1415 Pennfield Dr Unit 36479735, Middletown, DE 19709
    1415 Pennfield Dr Unit 36479735, Middletown, DE 19709
    /12

    $578,990

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

    Morse Plan at 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
  • 645 Greylag Rd, Middletown, DE 19709
    645 Greylag Rd, Middletown, DE 19709
    645 Greylag Rd, Middletown, DE 19709
    /65

    $849,900

    $150K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,050 Sq Ft

    645 Greylag Rd, Middletown, DE 19709

    HUGE $100,000 price reduction!!!!A Private 2.74‑Acre Retreat Featuring a Spacious 4BR/3BA Ranch, W/ 2 Car attached garage, In-ground Pool, and a 2,700 SF Heated Detached Garage/Workshop Designed for Real‑World Needs in the heart of northern Middletown, WITH NO DEED RESTRICTIONS!!!!!** New Septic has been installed****Welcome to a rare opportunity to enjoy both privacy and practicality

    Tom Horne Iron Valley Real Estate Premier

    645 Greylag Rd, Middletown, DE 19709
  • 21 Golden Raintree Ct, Middletown, DE 19709
    21 Golden Raintree Ct, Middletown, DE 19709
    21 Golden Raintree Ct, Middletown, DE 19709
    /28

    $639,990

    New Construction $20K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,080 Sq Ft

    21 Golden Raintree Ct, Middletown, DE 19709

    Welcome to the Killarney I, a thoughtfully designed home offering 3 bedrooms, 3 baths, and a spacious 3-car garage. Scheduled for settlement in May 2027, this home combines timeless design with modern comfort, creating the perfect setting for everyday living and entertaining. A welcoming front porch adds classic curb appeal, while the huge screened porch extends your living space outdoors,

    Barbara Heilman Delaware Homes Inc

    21 Golden Raintree Ct, Middletown, DE 19709
  • 206 Northern Oak St Unit 36481335, Middletown, DE 19709
    206 Northern Oak St Unit 36481335, Middletown, DE 19709
    206 Northern Oak St Unit 36481335, Middletown, DE 19709
    /23

    $538,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,859 Sq Ft

    Dorchester Plan at 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
  • 264 Trellis Ln, Middletown, DE 19709
    264 Trellis Ln, Middletown, DE 19709
    264 Trellis Ln, Middletown, DE 19709
    /34

    $398,990

    $26K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,800 Sq Ft

    264 Trellis Ln, Middletown, DE 19709

    New Garage Door Opener Installed July 2026. New Furnace January 2026. New Roof October 2025. This townhouse's location is the shortest drive or walk to all Middletown stores & restaurants. Replacement and insurance of the roof, siding, driveway, interior (builder specs) and more - all that the responsibility of the HOA - that's what you get for the monthly HOA fee and $2K Initial Contribution.

    Sam Stanton BHHS Fox & Roach - Hockessin

    264 Trellis Ln, Middletown, DE 19709
  • 3314 Rookery Ln, Middletown, DE 19709
    3314 Rookery Ln, Middletown, DE 19709
    3314 Rookery Ln, Middletown, DE 19709
    /16

    $579,250

    New Construction $39K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 3,223 Sq Ft

    3314 Rookery Ln, Middletown, DE 19709

    Welcome home to 3314 Rookery Lane! Available for immediate move-in, this beautifully designed 3,223-square-foot Mendocino Luxe offers the perfect blend of space, comfort, and style. With 3 bedrooms, 4 bathrooms, a first-floor owner's suite, and a finished basement with a full bathroom, there's room for everything—from hosting family and friends to creating the perfect place to

    Lennar Builder
    3314 Rookery Ln, Middletown, DE 19709
  • 1110 Cardigan Rd, Middletown, DE 19709
    1110 Cardigan Rd, Middletown, DE 19709
    1110 Cardigan Rd, Middletown, DE 19709
    /38

    $735,000

    $80K PRICE DROP
    • 6 Beds
    • 4 Baths
    • 4,500 Sq Ft

    1110 Cardigan Rd, Middletown, DE 19709

    ⸻Stunning 6-Bedroom home with modern upgrades, comfortable backyard for activities, and superior location for commuting. Far enough from the heavily traffic downtown, but close enough for a short commute to leisure functions. Come walk through this gorgeous home and envision yourself enjoying these many amenities.Welcome to this beautifully upgraded 6-bedroom, 4 full bath home

    Allen Cote EXP Realty, LLC

    1110 Cardigan Rd, Middletown, DE 19709
  • 204 Baldy Ln Unit 36466237, Middletown, DE 19709
    204 Baldy Ln Unit 36466237, Middletown, DE 19709
    204 Baldy Ln Unit 36466237, Middletown, DE 19709
    /6

    $526,000

    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
  • 546 Canal Dr, Middletown, DE 19709
    546 Canal Dr, Middletown, DE 19709
    546 Canal Dr, Middletown, DE 19709
    /28

    $425,000

    $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,650 Sq Ft

    546 Canal Dr, Middletown, DE 19709

    Welcome to 546 Canal Drive in the desirable Canal View at Crosslands community! This spacious 3-bedroom, 2.5-bath townhome offers approximately 2,650 sq ft of well-designed living space with room to spread out and enjoy. The main level features an open-concept layout with beautiful hardwood floors, creating a warm and inviting atmosphere perfect for everyday living and entertaining. The kitchen

    Rakan Abuzahra Keller Williams Realty Wilmington

    546 Canal Dr, Middletown, DE 19709
  • 1121 Majesty Ln, Middletown, DE 19709
    1121 Majesty Ln, Middletown, DE 19709
    1121 Majesty Ln, Middletown, DE 19709
    /14

    $759,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 3,028 Sq Ft

    1121 Majesty Ln, Middletown, DE 19709

    To be built - New Construction! Monarch offers resort-style living featuring high-end finishes and flexible floor plans. At the heart of the community, residents will enjoy an amenity-rich clubhouse complete with a resort-style pool, pickleball and sports courts, and inviting indoor lounge spaces perfect for relaxation or connection. Combining the sophistication of luxury homes with the laid-back

    Andrea Harrington Compass

    1121 Majesty Ln, Middletown, DE 19709
  • 3310 Rookery Ln, Middletown, DE 19709
    3310 Rookery Ln, Middletown, DE 19709
    3310 Rookery Ln, Middletown, DE 19709
    /18

    $529,570

    New Construction $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,878 Sq Ft

    3310 Rookery Ln, 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
    3310 Rookery Ln, Middletown, DE 19709
  • 314 Charolais St Unit ASHTON MODEL, Middletown, DE 19709
    314 Charolais St Unit ASHTON MODEL, Middletown, DE 19709
    314 Charolais St Unit ASHTON MODEL, Middletown, DE 19709
    /25

    $460,000

    New Construction $4K PRICE INCREASE
    • 2 Beds
    • 2.5 Baths
    • 1,794 Sq Ft

    314 Charolais St Unit ASHTON MODEL, 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 MODEL, Middletown, DE 19709
  • 649 Spring Hollow Dr, Middletown, DE 19709
    649 Spring Hollow Dr, Middletown, DE 19709
    649 Spring Hollow Dr, Middletown, DE 19709
    /40

    $614,900

    $35K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,250 Sq Ft

    649 Spring Hollow Dr, Middletown, DE 19709

    PRICE IS RIGHT! THE HOME EVERYONE WANTS BUT RARELY FINDS IN MIDDLETOWN!Better than new and in one of Middletown's most sought-after communities. Finished basement, home office, tree-lined street & move-in ready. One-year home warranty being offered by seller + 6 months HOA dues paid by seller!Welcome to this beautifully appointed 4-bedroom, 2.5-bath home nestled along a

    Ben Stentz Iron Valley Real Estate at The Beach

    649 Spring Hollow Dr, Middletown, DE 19709
  • 14 Haggis Rd, Middletown, DE 19709
    14 Haggis Rd, Middletown, DE 19709
    14 Haggis Rd, Middletown, DE 19709
    /40

    $630,000

    $20K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,475 Sq Ft

    14 Haggis Rd, Middletown, DE 19709

    Welcome to 14 Haggis Road, a magnificent Colonial nestled on a coveted corner lot in the prestigious Estates at St. Anne’s — one of Middletown’s most sought-after golf course communities. Offering nearly 4,800 square feet of living space, 4 bedrooms, 3.5 bathrooms, and room sizes that are simply hard to find at this price point, this is a rare opportunity to own a truly grand home in an

    Devon Smith Crown Homes Real Estate

    14 Haggis Rd, Middletown, DE 19709
  • 2405 Greyfriar Loop Unit 36041428, Middletown, DE 19709
    2405 Greyfriar Loop Unit 36041428, Middletown, DE 19709
    2405 Greyfriar Loop Unit 36041428, Middletown, DE 19709
    /23

    $545,990

    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
  • 200 Drawyers Dr, Middletown, DE 19709
    200 Drawyers Dr, Middletown, DE 19709
    200 Drawyers Dr, Middletown, DE 19709
    /45

    $610,000

    $35K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,125 Sq Ft

    200 Drawyers Dr, Middletown, DE 19709

    Welcome to this stunning 5-bedroom, 3.5-bathroom home located in the highly desirable Cantwell Ridge neighborhood. Situated on a spacious corner lot, this home offers the perfect blend of comfort, functionality, and space for everyday living and entertaining.The main level features a private primary suite conveniently located just off the living room, complete with a spacious en-suite

    Kieara Simmons Keller Williams Realty Wilmington

    200 Drawyers Dr, Middletown, DE 19709
  • 108 Anna Ct, Middletown, DE 19709
    108 Anna Ct, Middletown, DE 19709
    108 Anna Ct, Middletown, DE 19709
    /81

    $725,000

    • 4 Beds
    • 2.5 Baths
    • 3,250 Sq Ft

    108 Anna Ct, Middletown, DE 19709

    Welcome to 108 Anna Court.......This spectacular two story colonial style home located in the desirable community of Back Creek has an open foyer and nine foot first and second floor ceilings. Situated on .75 acres of beautifully landscaped grounds. Lets first take in the curb appeal.... then walk through the front door into a lovely foyer with hardwoods just refinished..... large dining room and

    Ann Marie Germano Patterson-Schwartz-Middletown

    108 Anna Ct, Middletown, DE 19709
  • 1343 Bohemia Mill Rd, Middletown, DE 19709
    1343 Bohemia Mill Rd, Middletown, DE 19709
    1343 Bohemia Mill Rd, Middletown, DE 19709
    /20

    $5,100,000

    $700K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 4,650 Sq Ft

    1343 Bohemia Mill Rd, Middletown, DE 19709

    Candyland – A Once-in-a-Generation Equestrian Estate in Middletown, DelawareWelcome to Candyland, a landmark estate unlike anything the Middletown, Delaware market has seen in over 30 years. This extraordinary 120 plus acre equestrian property is more than a farm,it is a private world of luxury, privacy, and possibility. Encompassing three separate parcels, Candyland features five residences

    Kim Simpson Thyme Real Estate Co LLC

    1343 Bohemia Mill Rd, Middletown, DE 19709
  • 171 Silver Maple Rd, Middletown, DE 19709
    171 Silver Maple Rd, Middletown, DE 19709
    171 Silver Maple Rd, Middletown, DE 19709
    /17

    $579,900

    • 3 Beds
    • 2 Baths
    • 3,558 Sq Ft

    171 Silver Maple Rd, Middletown, DE 19709

    Welcome to this beautiful 3BR/2BA ranch home in one of Middletown's premier 55+ community at Four Season at Silver Maple. This K Hovnanian Martinique model features a spacious floor plan with 2372 sq ft of living space on the main level, and an additional 1178 sq ft in the partially finished basement. Curb appeal abounds with the stacked stone accents, modern carriage-style garage door, huge 16’

    Nikki McCall Patterson-Schwartz-Middletown

    171 Silver Maple Rd, Middletown, DE 19709

Showing Results 81 - 120, Page 3 of 4

Delaware New Castle County

Homes for Sale with Pool in Middletown, DE

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In Middletown, there are currently 138 homes for sale with a pool, providing a refreshing retreat and a space for leisure. Whether it's a house for sale with a pool for those warm summer days, or a property featuring an indoor or screened-in pool for year-round enjoyment, these homes offer recreation right at home. Additionally, buyers can consider properties with access to community pools, offering a convenient space for relaxation and socializing. Whether you prefer a private pool or the convenience of a community pool, browse homes for sale with a pool in Middletown, DE and discover your ideal residence.

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