Middletown, DE Homes

• 

  

  

  /55

  $659,900

  • 4 Beds
  • 2.5 Baths
  • 3,400 Sq Ft

  303 Sherwood Terrace, Middletown, DE 19709

  This Is the One You’ve Been Waiting For – Make This Gorgeous Property Your New Home!Welcome to this stunning home nestled in the picturesque and highly sought-after community of Shannon Cove, located within the top-rated Appoquinimink School District. From the moment you enter the bright and airy foyer with its grand staircase, you'll be captivated by the elegance and thoughtful design

  Marsela Leonard Real Broker LLC

  303 Sherwood Terrace, Middletown, DE 19709
• 

  

  

  /30

  $422,900 Sold May 23, 2025

  • 2,096 Sq Ft
  • $202/SF
  • 3 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2025

  2706 Tea Tree Ln, Middletown, DE 19709

  **𝐅𝐢𝐧𝐚𝐥 𝐃𝐚𝐲𝐬 𝐨𝐟 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 𝐦𝐚𝐝𝐧𝐞𝐬𝐬 𝐡𝐚𝐩𝐩𝐞𝐧𝐢𝐧𝐠 𝐧𝐨𝐰 - 𝐀𝐩𝐫𝐢𝐥 𝟔𝐭𝐡!** FINAL CARRIAGE HOMES AVAILABLE AT VENUE AT WINCHELSEA!** Welcome to The Venue at Winchelsea – Middletown’s brand-new 𝐚𝐜𝐭𝐢𝐯𝐞 𝐚𝐝𝐮𝐥𝐭 community! Introducing The Beacon II – a gorgeous 3-bedroom, 3-bathroom carriage home offering over 2,000 sq. ft. of stylish, functional space. This

  David Vasso Atlantic Five Realty

  2706 Tea Tree Ln, Middletown, DE 19709
• 

  

  

  /18

  Est $414,567 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,025 Sq Ft

  2236 Audubon Trail, Middletown, DE 19709

  2236 Audubon Trail, Middletown, DE 19709
• 

  

  

  /36

  $629,900

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

  124 Willow Grove Mill Dr, Middletown, DE 19709

  Welcome to this charming Colonial-style home located in the desirable Longmeadow in the Town of Middletown. The beautiful washed brick facade and covered front door welcomes you in. This spacious property boasts 4 bedrooms, 2.5 bathrooms, and is spread across 2 levels/stories, offering ample space for comfortable living. As you enter, you are greeted by a two story foyer with the formal living

  Ann Marie Deysher Patterson-Schwartz-Hockessin

  124 Willow Grove Mill Dr, Middletown, DE 19709
• 

  

  

  /64

  $489,000 Sold May 23, 2025

  • 1,792 Sq Ft
  • $273/SF
  • 7 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2021

  304 Charolais St, Middletown, DE 19709

  Welcome to the Traditions at Whitehall - The lovely Ashton Twin Home is located in a beautiful 55+ community in desirable Middletown DE! Welcome home to this stunning open concept living....from the moment you enter this home you are delighted by the upgraded home that you can take in immediately...from the beautiful dining room that flows into the family room with a fireplace and the large

  Ann Marie Germano Patterson-Schwartz-Middletown

  304 Charolais St, Middletown, DE 19709
• 

  

  /31

  Est $481,100 Not Listed For Sale

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

  269 N Bayberry Pkwy, Middletown, DE 19709

  269 N Bayberry Pkwy, Middletown, DE 19709
• 

  

  /45

  $639,900

  • 4 Beds
  • 2.5 Baths
  • 2,625 Sq Ft

  1119 Wilde Way, Middletown, DE 19709

  Welcome to 1119 Wilde Way, your dream home nestled in a thriving community Middletown’s Bayberry South (The Meadows) that offers the perfect blend of comfort, convenience, and outdoor enjoyment within the highly sought-after Appoquinimink School District!Why wait for new construction when you can move into this beautiful, nearly new home right away? This Duke model boasts an elegant Craftsman

  Madhavi Gowni Realty Mark Associates

  1119 Wilde Way, Middletown, DE 19709
• 

  

  /39

  $449,900 Sold May 22, 2025

  • 2,443 Sq Ft
  • $184/SF
  • 11 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2025

  2648 Fairlight Dr, Middletown, DE 19709

  **𝐒𝐩𝐞𝐜𝐢𝐚𝐥 𝐩𝐫𝐢𝐜𝐢𝐧𝐠 𝐏𝐋𝐔𝐒 𝐮𝐩 𝐭𝐨 𝟐𝟓𝐤 𝐭𝐨𝐰𝐚𝐫𝐝 𝐜𝐥𝐨𝐬𝐢𝐧𝐠 𝐜𝐨𝐬𝐭𝐬 𝐟𝐨𝐫 𝐬𝐞𝐥𝐞𝐜𝐭 𝐡𝐨𝐦𝐞𝐬𝐢𝐭𝐞𝐬!**𝐌𝐨𝐝𝐞𝐥 𝐡𝐨𝐦𝐞 𝐢𝐬 𝐜𝐨𝐦𝐩𝐥𝐞𝐭𝐞 𝐚𝐧𝐝 𝐚 𝐭𝐫𝐮𝐞 𝐦𝐮𝐬𝐭-𝐬𝐞𝐞!** Welcome to 2648 Fairlight Drive, boasting The Taylor floorplan, is a brand new two-story, townhome that is designed to promote low-maintenance living with a sophisticated twist. As

  David Vasso Atlantic Five Realty

  2648 Fairlight Dr, Middletown, DE 19709
• 

  

  /29

  Est $472,193 Not Listed For Sale

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

  1674 W Matisse Dr, Middletown, DE 19709

  1674 W Matisse Dr, Middletown, DE 19709
• 

  

  /54

  $620,000 Open Sat 11AM - 2PM

  • 4 Beds
  • 3.5 Baths
  • 4,025 Sq Ft

  313 Acasta Dr, Middletown, DE 19709

  Welcome to your dream home! This stunning Colonial-style residence offers an impressive 4,025 square feet of meticulously maintained living space. Nestled on a premium lot backing to preserved space, this home combines modern elegance with functional design, perfect for today’s lifestyle. At the heart of the home you’ll find the gourmet kitchen, featuring granite countertops and an oversized

  Rose Bloom Long & Foster Real Estate, Inc.

  313 Acasta Dr, Middletown, DE 19709
• 

  

  /57

  $458,000 Sold May 21, 2025

  • 1,892 Sq Ft
  • $242/SF
  • 16 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1998

  304 E Harvest Ln, Middletown, DE 19709

  This well-maintained Colonial offers 4 bedrooms, 2.5 baths, and one of the most spacious lot inthe neighborhood—perfect for those who value extra outdoor space and privacy. As the formermodel home, it features thoughtful upgrades and a layout designed for comfortable living andentertaining.Step inside to find brand new plush carpet and fresh paint throughout, creating a bright andwelcoming feel.

  Dave Johnson Century 21 Gold Key Realty

  304 E Harvest Ln, Middletown, DE 19709
• 

  

  /41

  Est $463,339 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,425 Sq Ft

  1813 N Pollock Way, Middletown, DE 19709

  1813 N Pollock Way, Middletown, DE 19709
• 

  

  /26

  $634,900

  • 4 Beds
  • 2.5 Baths
  • 3,325 Sq Ft

  402 Waltham Dr, Middletown, DE 19709

  Over 3300 square feet 4 Bedroom 2.5 Bath Brick front Colonial. Best value in Shannon Cove!! Numerous Upgrades, Hybrid In-Ground Pool. Premium Lot, Mature Trees.Bonus features include: New roof (Oct 2023) Whole house generator (3 yrs old) New 15x15 Composite deck (2025)Pool heater (2 yrs old) Water heater (2019)Plumbing rough-in for full bath in basementExtra poured foot in foundation for 9ft

  John Luca BHHS Fox & Roach - Hockessin

  402 Waltham Dr, Middletown, DE 19709
• 

  

  /16

  $285,000 Sold May 21, 2025

  • 1,438 Sq Ft
  • $198/SF
  • 24 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1900

  4 E Cochran St, Middletown, DE 19709

  Lovely, quaint Dutch Colonial in the heart of Middletown, convenient to schools, public library and YMCA. Fenced yard, 3 bedrooms, 1 bath, recent updates, all new kitchen appliances. New roof and interior painting. Adorable!! One of the sellers is a licensed real estate agent in the state of DE.

  A. John Price Patterson-Schwartz Real Estate

  4 E Cochran St, Middletown, DE 19709
• 

  

  /35

  Est $442,361 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  1809 N Pollock Way, Middletown, DE 19709

  1809 N Pollock Way, Middletown, DE 19709
• 

  

  /45

  $635,000 Open Sat 12PM - 2PM

  • 5 Beds
  • 2.5 Baths
  • 3,400 Sq Ft

  345 Jessica Dr, Middletown, DE 19709

  Welcome to 345 Jessica Drive, a beautiful, Colonial home nestled in the desirable Lea Eara Farms community of Middletown, Delaware. Situated on a spacious 0.52-acre lot, this two-story residence offers 3400 SF of living space. This gem of a home has been meticulously maintained, with an added bonus of being located just a quick walk or bike ride away to the 5 mile "JAM" trail that runs along the

  Katina Geralis EXP Realty, LLC

  345 Jessica Dr, Middletown, DE 19709
• 

  

  /27

  $490,000 Sold May 20, 2025

  • 2,350 Sq Ft
  • $209/SF
  • 17 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2023

  707 Kalmar Ln, Middletown, DE 19709

  SENSATIONAL 2 & BETTER Than NEW! This marvelous and rarely available 2 year old Schubert model Twin Home offers more than a new one could! This peach of a home is packed with helpful & lovely upgrades, making it an amazing choice! A large deck, an upgraded speckled garage floor, a Rain Bird irrigation system, sublime new flooring in the dining room, and fancy movable up/down blinds are all

  Lisa Michels Patterson-Schwartz - Greenville

  707 Kalmar Ln, Middletown, DE 19709
• 

  

  /20

  Est $425,042 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  1651 W Matisse Dr, Middletown, DE 19709

  1651 W Matisse Dr, Middletown, DE 19709
• 

  

  /30

  $635,000 Open Sat 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 3,600 Sq Ft

  147 Parker Dr, Middletown, DE 19709

  Motivated Seller!! Built in 2022, this meticulously maintained 4-bedroom, 2.5-bath Colonial is located in the sought-after Crossland at the Canal community and is move-in ready. Designed as the Hudson Model by Ryan Homes, this residence combines modern design with functional living spaces. A welcoming covered front porch leads into the home, where a formal living room (flex space) sits just off

  rashmi Mundalmani Patterson-Schwartz - Greenville

  147 Parker Dr, Middletown, DE 19709
• 

  

  /39

  $449,990 Sold May 19, 2025

  • 2,443 Sq Ft
  • $184/SF
  • 8 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2025

  2644 Fairlight Dr, Middletown, DE 19709

  **𝐅𝐢𝐧𝐚𝐥 𝐃𝐚𝐲𝐬 𝐨𝐟 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 𝐦𝐚𝐝𝐧𝐞𝐬𝐬 𝐡𝐚𝐩𝐩𝐞𝐧𝐢𝐧𝐠 𝐧𝐨𝐰 - 𝐀𝐩𝐫𝐢𝐥 𝟔𝐭𝐡!**Model home is complete and a true must-see! Schedule your tour today! ** The Taylor is a brand new two-story, townhome that is designed to promote low-maintenance living with a sophisticated twist. As you enter, you’re greeted by a dedicated study, perfect for a home office, as well as a

  David Vasso Atlantic Five Realty

  2644 Fairlight Dr, Middletown, DE 19709
• 

  

  /24

  Est $413,606 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,025 Sq Ft

  2171 Audubon Trail, Middletown, DE 19709

  2171 Audubon Trail, Middletown, DE 19709
• 

  

  /35

  $635,000 Open Sat 12PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 2,975 Sq Ft

  47 Kirkcaldy Ln, Middletown, DE 19709

  Wonderful offering in EVER POPULAR The Estates at St. Annes!! This rarely available Laurel Model from LC Homes is "Back on Market". Featuring a First Floor Master Suite with a luxurious five piece bath room, two walk in closets and trayed ceiling. Highlights include a free flowing open layout leading to a beautiful kitchen with stainless steel appliances, pantry, center island, breakfast bar

  Timothy Lukk VRA Realty

  47 Kirkcaldy Ln, Middletown, DE 19709
• 

  

  /44

  $599,000 Sold May 16, 2025

  • 2,750 Sq Ft
  • $218/SF
  • 8 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2020

  1104 Columbia St, Middletown, DE 19709

  HOUSE IS UNDER CONTRACT AS OF 4/6/25- NO MORE SHOWINGS!!WELCOME HOME! This gorgeous 4 bedroom 3 bath Beautiful 2 story 5 year new home built by Benchmark Builders in the prestigious neighborhood of White Hall is offered for sale!! The floorplan is the popular "Edmonton". Say hello to your neighbors from the front porch. Inside the foyer we introduce the guest suite with a full bath attached. Next

  Kristopher Wolf Compass

  1104 Columbia St, Middletown, DE 19709
• 

  

  /43

  Est $424,376 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,225 Sq Ft

  2155 Audubon Trail, Middletown, DE 19709

  2155 Audubon Trail, Middletown, DE 19709
• 

  

  /41

  $654,900

  • 3 Beds
  • 2 Baths
  • 2,925 Sq Ft

  216 Baldy Ln, Middletown, DE 19709

  Welcome to 216 Baldy Lane– A Stunning Ranch-Style Home in the Premier 55+ Community of Traditions at Whitehall. Step into luxury and comfort in this beautifully upgraded 3-bedroom, 2-bath ranch-style home that truly shows like a model. Thoughtfully designed and impeccably maintained, this residence offers exceptional one-level living with high-end finishes throughout. Start your day on the

  Jack Sanderson Patterson-Schwartz-Hockessin

  216 Baldy Ln, Middletown, DE 19709
• 

  

  /26

  $735,850 Sold May 16, 2025

  • 3,454 Sq Ft
  • $213/SF
  • 11 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2025

  316 Bronzeleaf Dr W, Middletown, DE 19709

  𝐑𝐞𝐜𝐞𝐢𝐯𝐞 𝐮𝐩 𝐭𝐨 $𝟐𝟓,𝟎𝟎𝟎 𝐭𝐨 𝐜𝐨𝐯𝐞𝐫 𝐲𝐨𝐮𝐫 𝐜𝐥𝐨𝐬𝐢𝐧𝐠 𝐜𝐨𝐬𝐭𝐬 𝐰𝐢𝐭𝐡 𝐚𝐧 𝐀𝐩𝐫𝐢𝐥 𝐨𝐫 𝐌𝐚𝐲 𝐜𝐥𝐨𝐬𝐢𝐧𝐠! **MOVE-IN READY!** Say hello to 316 Bronzeleaf Dr W, Copperleaf’s next-gen home! The Emerson II is thoughtfully designed. Enter from the front porch into a grand entry way with your formal dining room and office located in the front of your home. Moving

  David Vasso Atlantic Five Realty

  316 Bronzeleaf Dr W, Middletown, DE 19709
• 

  

  /37

  Est $408,072 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,975 Sq Ft

  2147 Audubon Trail, Middletown, DE 19709

  2147 Audubon Trail, Middletown, DE 19709
• 

  

  /39

  $399,900

  • 2 Beds
  • 2.5 Baths
  • 1,825 Sq Ft

  429 Sundial Ln, Middletown, DE 19709

  Very important, Spring Arbor Community can accept 20% residents under age 55, no one under age 18! WOW! Simply Gorgeous! Original Owner Upgraded and Updated this popular 2 story, 1,825 SQ FT Hayden Model featuring open floor plan, custom painted, crown moldings, upgraded light fixtures, recessed lighting, plantation shutters, 2 Zoned HVAC, 2 bedrooms, 2.5 baths, gleaming hardwoods, sunroom with

  Mary Lynch Patterson-Schwartz-Middletown

  429 Sundial Ln, Middletown, DE 19709
• 

  

  /46

  $412,500 Sold May 16, 2025

  • 2,100 Sq Ft
  • $196/SF
  • 7 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2018

  841 Lissicasey Loop, Middletown, DE 19709

  Welcome to this stunning 3-bedroom, 2.5-bath home that offers both style and comfort. This home, built in 2018 has the original builders "BUMP OUT" design adding extra space to all 3 levels. As you enter this beautiful home you will notice the finished lower level with a laundry room two finished areas and access to the beautiful fenced in back yard. Take the stairs to the main level where you

  Stephanie Lehane RE/MAX Eagle Realty

  841 Lissicasey Loop, Middletown, DE 19709
• 

  

  /50

  Est $407,129 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,975 Sq Ft

  2104 Audubon Trail, Middletown, DE 19709

  2104 Audubon Trail, Middletown, DE 19709
• 

  

  /54

  $634,000

  • 6 Beds
  • 5 Baths
  • 2,900 Sq Ft

  875 Port Penn Rd, Middletown, DE 19709

  Step into the past and own a piece of Delaware's history with the Dilworth House, one of the earliest homes built in the state by Olla Jansen, a Swedish colonist from the 1600-1700 Native American Period. Situated on 12.25 acres of pristine land that backs up to the Augustine Wildlife Preserve, this property is a rare find, offering both a home and a rich connection to the past. The Dilworth

  Kelly Clark Crown Homes Real Estate

  875 Port Penn Rd, Middletown, DE 19709
• 

  

  /11

  $341,000 Sold May 16, 2025

  • 1,800 Sq Ft
  • $189/SF
  • 38 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2014

  248 Wilmore Dr, Middletown, DE 19709

  Lovely 3 bdrm 2.5 bath townhouse with a garage overlooking the duck pond just awaits its new owners. The living room has lvp flooring and has an open room concept. The home also has an extension for extra entertaining space. The kitchen has stainless steel appliances with granite counter tops and a small island. As you go upstairs you will find the primary bedroom with a full bathroom. The

  Donna Weed Long & Foster Real Estate, Inc.

  248 Wilmore Dr, Middletown, DE 19709
• 

  

  /36

  Est $406,301 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,025 Sq Ft

  2150 Audubon Trail, Middletown, DE 19709

  2150 Audubon Trail, Middletown, DE 19709
• 

  

  /50

  $660,000

  • 4 Beds
  • 3 Baths
  • 3,952 Sq Ft

  3904 Peck Place, Middletown, DE 19709

  Welcome to this 4 bedroom, 3 full bathroom home in the sought-after active adult community of the Ponds at Bayberry by Blenheim Homes. At just two years young, 3904 Peck Place is in like-new condition and ready for immediate new ownership. This Loren model features many upgrades, including a sunroom extension with cathedral ceiling, composite back deck, lawn irrigation system, and finished

  Danny Morris Thyme Real Estate Co LLC

  3904 Peck Place, Middletown, DE 19709
• 

  

  /30

  $459,488 Sold May 16, 2025

  • 2,096 Sq Ft
  • $219/SF
  • 42 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2025

  2606 Fairlight Dr, Middletown, DE 19709

  **𝐅𝐢𝐧𝐚𝐥 𝐃𝐚𝐲𝐬 𝐨𝐟 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 𝐦𝐚𝐝𝐧𝐞𝐬𝐬 𝐡𝐚𝐩𝐩𝐞𝐧𝐢𝐧𝐠 𝐧𝐨𝐰 - 𝐀𝐩𝐫𝐢𝐥 𝟔𝐭𝐡!** FINAL CARRIAGE HOMES AVAILABLE AT VENUE AT WINCHELSEA!**New Castle Counties fastest selling New Active Adult Community! All models almost complete! Step into this charming home through a private side entry, where you’re greeted by a welcoming foyer that leads to a versatile spare bedroom or

  David Vasso Atlantic Five Realty

  2606 Fairlight Dr, Middletown, DE 19709
• 

  

  /23

  Est $418,723 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,025 Sq Ft

  2164 Audubon Trail, Middletown, DE 19709

  2164 Audubon Trail, Middletown, DE 19709
• 

  

  /19

  $411,000 New Construction

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

  1300 Carrick Ct Unit MASSEY ELITE MODEL, Middletown, DE 19709

  BASE PRICE LISTING - MODEL HOME IS NOT FOR SALE. Welcome to a stylish and spacious 3-storytownhome that offers 1 or 2 garages, square footage ranging from 2,001-2,333 & contemporary living at its finest. With 3 bedrooms, 2.5 baths, and a finished den on the first level with rough in plumbing for a future bathroom, this home is designed to provide both comfort and versatility. As you step

  Lindsay Shaffer RE/MAX Elite

  1300 Carrick Ct Unit MASSEY ELITE MODEL, Middletown, DE 19709
• 

  

  /60

  $475,600 Sold May 16, 2025

  • 3,675 Sq Ft
  • $129/SF
  • 9 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2001

  78 Springmill Dr, Middletown, DE 19709

  Welcome home to this well-maintained Dunbar model ranch home with a full professionally finished basement situated on a wooded lot in the highly sought-after neighborhood of Springmill in Middletown. The home has seen significant updates, including the replacement of the original HVAC system, a state of the art Fisher & Paykel diswasher, premium Dacor stainless steel oven, along with customized

  Vicky Miller Patterson-Schwartz-Middletown

  78 Springmill Dr, Middletown, DE 19709
• 

  

  /34

  Est $427,730 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,150 Sq Ft

  2222 Audubon Trail, Middletown, DE 19709

  2222 Audubon Trail, Middletown, DE 19709
• 

  

  /21

  $671,276 New Construction

  • 5 Beds
  • 3.5 Baths
  • 3,465 Sq Ft

  635 Gordon House Way, Middletown, DE 19709

  New construction without the wait. This gorgeous estate home has everything you could want and more! With five bedrooms and 3.5 baths, it ensures enough space for the whole family - and that includes a modern 1st-floor in-law suite with full bath. Additional features include an upgraded kitchen with large island, gas range & granite counters; a 1st-floor powder room; a 3-piece basement rough-in

  Lindsay Shaffer RE/MAX Elite

  635 Gordon House Way, Middletown, DE 19709

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