Middletown, DE Homes

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  /47

  $400,000 Under Contract

  • 3 Beds
  • 3 Baths
  • 1,825 Sq Ft

  143 Gazebo Ln, Middletown, DE 19709

  Elegant Carriage-Style Home Nestled in the Sought-After Active Adult Community of Spring Arbor at South RidgeStep into this beautifully upgraded 3-bedroom, 3-bath semi-detached carriage home, nestled in the highly desirable active adult community of Spring Arbor at South Ridge. Upgraded, rich hardwood floors and a pleasing neutral color palette create a warm and inviting atmosphere throughout.

  Charlotte Cook-Heidingsfelder Northrop Realty

  143 Gazebo Ln, Middletown, DE 19709
• 

  

  /2

  $3,500 per month

  • 4 Beds
  • 3.5 Baths
  • 3,150 Sq Ft
  • House for Rent

  1607 Crane Ln, Middletown, DE 19709

  Carolyn Stanley Stanley Properties, LLC

  1607 Crane Ln, Middletown, DE 19709
• 

  

  

  /63

  $548,000 Sold May 30, 2025

  • 3,828 Sq Ft
  • $143/SF
  • 5 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2002

  16 W Minglewood Dr, Middletown, DE 19709

  Welcome to this well cared for Colonial-style home located in the desirable community of Cricklewood in the town of Middletown, DE. This spacious property boasts 4 great size bedrooms and 3.1 bathrooms, ideal for comfortable living. Potential 5th bedroom and a full bath is located in the fully finished basement, and offers its own private entry! Upon entering, you will be greeted by an inviting

  Yuliana Goldin-Dunn Patterson-Schwartz-Middletown

  16 W Minglewood Dr, Middletown, DE 19709
• 

  

  

  /97

  Est $1,046,110 Not Listed For Sale

  • 7 Beds
  • 5 Baths
  • 5,200 Sq Ft

  1143 Bunker Hill Rd, Middletown, DE 19709

  1143 Bunker Hill Rd, Middletown, DE 19709
• 

  

  

  /52

  $700,000 Under Contract

  • 4 Beds
  • 4.5 Baths
  • 3,475 Sq Ft

  2614 Alexander Calder Ct, Middletown, DE 19709

  Welcome to this beautiful home proudly situated on one of the largest lots in the highly desirable Village of Bayberry North neighborhood within Appoquinimink School District. A gracious engineered hardwood floored entry welcomes you and is flanked by a dining room with bay window and a formal living room or flex room for whatever fits your needs. The focal point of the home is the open layout

  Blakely Minton Compass RE

  2614 Alexander Calder Ct, Middletown, DE 19709
• 

  

  /39

  $685,000 Sold May 30, 2025

  • 3,425 Sq Ft
  • $200/SF
  • 28 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2005

  203 Scotish Dr, Middletown, DE 19709

  Welcome to this stunning Cheltenham Model, located in the highly desirable Estates at St. Anne’s community within the Appoquinimink School District. Boasting impressive curb appeal, this home features professional landscaping, beaded siding, and a charming brick water table facade. Enjoy peaceful views of the pond from the front porch, and step into your own private backyard retreat complete with

  Tammy Nichols RE/MAX 1st Choice - Middletown

  203 Scotish Dr, Middletown, DE 19709
• 

  

  /36

  Est $654,507 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 4,550 Sq Ft

  312 Jessica Dr, Middletown, DE 19709

  312 Jessica Dr, Middletown, DE 19709
• 

  

  /37

  $624,900

  • 4 Beds
  • 3 Baths
  • 3,612 Sq Ft

  722 Cherry Tree Rd, Middletown, DE 19709

  Welcome to Four Seasons as Silver Maple, where this incredible home offers you the opportunity to live in comfort, and charm. This meticulous 4-bedroom, 3-full bath home is perfect for maintenance-free living. This vibrant active adult community offers a clubhouse, swimming pool, sporting courts, and walking trails. This home boasts a bright, open floor plan with plenty of natural light and backs

  Jim Lacey RE/MAX Associates - Newark

  722 Cherry Tree Rd, Middletown, DE 19709
• 

  

  /56

  $476,000 Sold May 30, 2025

  • 2,125 Sq Ft
  • $224/SF
  • 27 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2018

  819 Mapleton Ave, Middletown, DE 19709

  Stunning Thompson built carriage home, tucked away in the charming and coveted Town of Whitehall. You will fall in love the moment you step in the door of this warm and brightly lit home. Hand scraped hardwood flooring extends throughout the main level. The kitchen offers stainless steel appliances, white soft close cabinetry, quartz countertops, pantry and center island. Spend life’s most

  S Walton Simpson Walt Simpson Realty

  819 Mapleton Ave, Middletown, DE 19709
• 

  

  /43

  Est $413,395 Not Listed For Sale

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

  1557 E Matisse Dr, Middletown, DE 19709

  1557 E Matisse Dr, Middletown, DE 19709
• 

  

  /50

  $631,000

  • 5 Beds
  • 4.5 Baths
  • 3,600 Sq Ft

  240 Armata Dr, Middletown, DE 19709

  Welcome to the spacious and popular Ryan Homes 'Rome' model in beautiful Middletown, Delaware—a thoughtfully designed, modern home located near the end of a quiet cul-de-sac, where peace, privacy, and convenience come together. From the moment you step inside, you'll feel the comfort of a well-maintained home filled with natural light, calm energy, and timeless style.The interior boasts neutral,

  Veta McCarther VRA Realty

  240 Armata Dr, Middletown, DE 19709
• 

  

  /30

  $594,000 Sold May 30, 2025

  • 3,350 Sq Ft
  • $177/SF
  • 206 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 2018

  531 Wheelmen St, Middletown, DE 19709

  Beautifully designed, newer construction home in the Appoquinimink School District in the Town of Whitehall. 531 Wheelmen Street will welcome you with a professionally landscaped front yard, an expansive covered front porch with recessed lighting and a rear patio that is perfect for entertaining or relaxing. Once inside you will notice the hardwood floors that continue throughout the home and the

  Kyle McKnett Long & Foster Real Estate, Inc.

  531 Wheelmen St, Middletown, DE 19709
• 

  

  /32

  Est $390,350 Not Listed For Sale

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

  1559 E Matisse Dr, Middletown, DE 19709

  1559 E Matisse Dr, Middletown, DE 19709
• 

  

  /44

  $435,000

  • 3 Beds
  • 3 Baths
  • 2,300 Sq Ft

  2 N Cummings Dr, Middletown, DE 19709

  This is the one! Brand new flooring everywhere...fresh and inviting! Talk about location. Minutes from downtown Middletown and Route 1. Spacious? Endless square footage with a finished basement that has a few storage areas. The main floor features a glass enclosed eating area and large inviting great room. The 2nd floor has all 3 bedrooms and a nicely sized landing area for a desk or

  Audrey Brodie First Class Properties

  2 N Cummings Dr, Middletown, DE 19709
• 

  

  /29

  $589,990 Sold May 29, 2025

  • 2,356 Sq Ft
  • $250/SF
  • 2 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2025

  2914 Cordwainers Ln, Middletown, DE 19709

  *𝐍𝐞𝐰𝐍𝐎𝐖 𝐬𝐚𝐥𝐞𝐬 𝐞𝐯𝐞𝐧𝐭 𝐡𝐚𝐩𝐩𝐞𝐧𝐢𝐧𝐠 𝐍𝐎𝐖! 𝐀𝐬𝐤 𝐚𝐛𝐨𝐮𝐭 𝐥𝐢𝐦𝐢𝐭𝐞𝐝-𝐭𝐢𝐦𝐞 𝐢𝐧𝐜𝐞𝐧𝐭𝐢𝐯𝐞𝐬* 𝐐𝐮𝐢𝐜𝐤 𝐌𝐨𝐯𝐞-𝐈𝐧 𝐎𝐩𝐩𝐨𝐫𝐭𝐮𝐧𝐢𝐭𝐲 𝐢𝐧 𝐍𝐞𝐰 𝐂𝐚𝐬𝐭𝐥𝐞 𝐂𝐨𝐮𝐧𝐭𝐲’𝐬 𝐅𝐚𝐬𝐭𝐞𝐬𝐭-𝐒𝐞𝐥𝐥𝐢𝐧𝐠 𝐀𝐜𝐭𝐢𝐯𝐞 𝐀𝐝𝐮𝐥𝐭 𝐂𝐨𝐦𝐦𝐮𝐧𝐢𝐭𝐲! This beautifully designed home is ready for immediate occupancy and offers both comfort and style. Step into

  David Vasso Atlantic Five Realty

  2914 Cordwainers Ln, Middletown, DE 19709
• 

  

  /27

  Est $383,873 Not Listed For Sale

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

  1567 E Matisse Dr, Middletown, DE 19709

  1567 E Matisse Dr, Middletown, DE 19709
• 

  

  /35

  $485,000

  • 3 Beds
  • 2.5 Baths
  • 2,175 Sq Ft

  5924 Ravel Ln, Middletown, DE 19709

  Welcome to your new home in Bayberry! This 55+ retirement community offers lots of activities and amenities to its residents, including clubhouse, gym, and pool! The home was built in 2021 and has been well kept by its owner so you can essentially buy new construction without the wait! As you enter, you'll be greeted by an open living space with room for a seating area and dining table. The

  Megan Toll KW Empower

  5924 Ravel Ln, Middletown, DE 19709
• 

  

  /30

  $605,000 Sold May 29, 2025

  • 3,350 Sq Ft
  • $181/SF
  • 12 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1996

  602 Colchester Ct, Middletown, DE 19709

  Stunning Contemporary in Misty Vale Farms!Discover this exceptional home on a premium 0.78-acre corner lot, ideally situated next to a community open space for peaceful surroundings and expansive views!Beautifully kept and feeling just like new, this home offers 4 spacious bedrooms, 2 full baths, and 2 half baths—mixing modern updates with classic style for a perfect blend of comfort and charm!

  Faith Streett BHHS Fox & Roach-Concord

  602 Colchester Ct, Middletown, DE 19709
• 

  

  /80

  Est $402,896 Not Listed For Sale

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

  1571 E Matisse Dr, Middletown, DE 19709

  1571 E Matisse Dr, Middletown, DE 19709
• 

  

  /29

  $435,000 Open Sat 1PM - 3PM

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

  1340 Carrick Ct, Middletown, DE 19709

  Welcome to this stunning 3-bedroom, 3.5-bath twin home nestled in the sought-after community of The Ponds of Odessa in Middletown, DE.This beautifully maintained home offers a perfect blend of comfort, style, and modern upgrades. Step inside to discover a versatile den area complete with a projector screen—ideal for a private movie room or cozy entertainment space.The spacious layout includes a

  Kieara Simmons BHHS Fox & Roach-Concord

  1340 Carrick Ct, Middletown, DE 19709
• 

  

  /50

  $675,000 Sold May 29, 2025

  • 4,225 Sq Ft
  • $160/SF
  • 3 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 2000

  512 Lilac Dr, Middletown, DE 19709

  Welcome to 512 Lilac Drive - a beautiful 4 bedroom, 2 full and 2 half bath single family home in the desirable, mature neighborhood of Longmeadow in Middletown. Upon entering the home, take time to appreciate the newly installed front door. Once inside the foyer, to the right is the formal dining room and to the left is the living room which has been used as a home office space with built in

  Stephanie Marvel Keller Williams Real Estate - West Chester

  512 Lilac Dr, Middletown, DE 19709
• 

  

  /30

  Est $428,369 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 1,875 Sq Ft

  267 N Bayberry Pkwy, Middletown, DE 19709

  267 N Bayberry Pkwy, Middletown, DE 19709
• 

  

  /80

  $649,900 Open Sat 12PM - 2PM

  • 5 Beds
  • 3.5 Baths
  • 4,075 Sq Ft

  213 Casper Way, Middletown, DE 19709

  Welcome to 213 Casper Way, where your dream home is waiting with open arms. Located on the 4th hole of the golf course at Frog Hollow Golf Club, 213 Casper Way is abundant with upgrades inside and out, a truly move-in ready home with over 4,000 sqft for your family to enjoy. Upon arrival, this stunning corner lot with well maintained lawn and landscaping greets you, and the traditional front

  Megan Aitken Keller Williams Realty

  213 Casper Way, Middletown, DE 19709
• 

  

  /28

  $435,000 Sold May 28, 2025

  • 1,850 Sq Ft
  • $235/SF
  • 0 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1985

  1082 Marl Pit Rd, Middletown, DE 19709

  Gorgeous, top quality Nanticoke home with a wonderful 4-season Florida room on a 1.5 acre lot. Enjoy country living at its finest. To start you off is a very inviting entry foyer. Spacious living room with 2 large cottage style 6 over 9 grid Anderson windows for lots of natural light. Formal dining room with chair rail and crown molding. Hardwood floors and crown molding is found in a majority

  Curtis Tyler RE/MAX Associates-Wilmington

  1082 Marl Pit Rd, Middletown, DE 19709
• 

  

  /82

  Est $423,700 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,130 Sq Ft

  1603 W Matisse Dr, Middletown, DE 19709

  1603 W Matisse Dr, Middletown, DE 19709
• 

  

  /59

  $438,000

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

  5910 Ravel Ln, Middletown, DE 19709

  55+ Community. Enter a bright, open floor plan with gleaming hardwood floors. Entertain friends and family in your gourmet kitchen complete with stainless steel appliances, granite countertops, flat top range, double oven and oversized island. First floor laundry and master bedroom, with a full bathroom, offers much convenience. The main floor also has a powder room, storage closet and garage

  Margaret Poisson Century 21 Gold Key-Dover

  5910 Ravel Ln, Middletown, DE 19709
• 

  

  /20

  $699,000 Sold May 28, 2025

  • 3,145 Sq Ft
  • $222/SF
  • 30 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2025

  327 Bronzeleaf Dr W, Middletown, DE 19709

  𝐑𝐞𝐜𝐞𝐢𝐯𝐞 𝐮𝐩 𝐭𝐨 $𝟐𝟓,𝟎𝟎𝟎 𝐭𝐨 𝐜𝐨𝐯𝐞𝐫 𝐲𝐨𝐮𝐫 𝐜𝐥𝐨𝐬𝐢𝐧𝐠 𝐜𝐨𝐬𝐭𝐬 𝐰𝐢𝐭𝐡 𝐚𝐧 𝐀𝐩𝐫𝐢𝐥 𝐨𝐫 𝐌𝐚𝐲 𝐜𝐥𝐨𝐬𝐢𝐧𝐠! May move-in! This Emerson home offers an inviting layout, beginning with the first floor, which features a grand two-story Great Room complete with an included fireplace, perfect for entertaining loved ones. It also includes a formal dining room, study, and

  David Vasso Atlantic Five Realty

  327 Bronzeleaf Dr W, Middletown, DE 19709
• 

  

  /40

  Est $403,792 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,960 Sq Ft

  1609 W Matisse Dr, Middletown, DE 19709

  1609 W Matisse Dr, Middletown, DE 19709
• 

  

  /31

  $424,900 Open Sat 12PM - 1PM

  • 3 Beds
  • 4 Baths
  • 1,750 Sq Ft

  110 Fletcher Cir, Middletown, DE 19709

  Why wait for new construction when this less than 2 -year-old beauty is ready for you today? Beautiful townhome , Nestled in the desirable Baker Farms neighborhood within the Appoquinimink School District. This gorgeous three-story home offers the perfect blend of style, comfort, and convenience. Key features include 3 bedrooms, 2 Full and 2 Half bathrooms. A gorgeous kitchen featuring a large

  Gobinatha MuthugowderPalani Tesla Realty Group, LLC

  110 Fletcher Cir, Middletown, DE 19709
• 

  

  /42

  $240,000 Sold May 28, 2025

  • 800 Sq Ft
  • $300/SF
  • 66 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1900

  10 S New Rd, Middletown, DE 19709

  Don’t miss this opportunity to own a waterfront retreat in the peaceful Bayview community of Middletown! Whether you're looking for a permanent residence or a vacation getaway, this charming two-bedroom, one-bath bungalow is ready for you.Inside, an inviting open floor plan seamlessly connects the spacious family room and kitchen, creating the perfect space for relaxing or entertaining. A cozy

  Rick Anibal RE/MAX 1st Choice - Middletown

  10 S New Rd, Middletown, DE 19709
• 

  

  /27

  Est $439,650 Not Listed For Sale

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

  1679 W Matisse Dr, Middletown, DE 19709

  1679 W Matisse Dr, Middletown, DE 19709
• 

  

  /37

  $630,000 Open Sat 10AM - 12PM

  • 5 Beds
  • 3 Baths
  • 3,975 Sq Ft

  2704 van Cliburn Cir, Middletown, DE 19709

  Discover this stunning ranch in Bayberry, a true gem packed with amenities! Featuring an expansive living/family room, a screened-in porch, and a private lot, every detail has been meticulously designed to elevate your living experience. Built by Blenheim in 2018, this home showcases beautiful hardwood floors throughout the main living areas, soaring 9' ceilings, and a cozy gas fireplace. The

  Sally Lloyd Crown Homes Real Estate

  2704 van Cliburn Cir, Middletown, DE 19709
• 

  

  /30

  $443,386 Sold May 27, 2025

  • 2,096 Sq Ft
  • $212/SF
  • 2 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2025

  2705 Tea Tree Ln, Middletown, DE 19709

  **𝐑𝐞𝐜𝐞𝐢𝐯𝐞 𝐮𝐩 𝐭𝐨 $𝟐𝟓,𝟎𝟎𝟎 𝐭𝐨 𝐜𝐨𝐯𝐞𝐫 𝐲𝐨𝐮𝐫 𝐜𝐥𝐨𝐬𝐢𝐧𝐠 𝐜𝐨𝐬𝐭𝐬 𝐰𝐢𝐭𝐡 𝐚𝐧 𝐀𝐩𝐫𝐢𝐥 𝐨𝐫 𝐌𝐚𝐲 𝐜𝐥𝐨𝐬𝐢𝐧𝐠!** FINAL CARRIAGE HOMES AVAILABLE AT VENUE AT WINCHELSEA!** Welcome to 2705 Tea Tree Lane! This beautiful carriage style home offers a perfect blend of luxury and functionality, featuring an open-concept floor plan ideal for entertaining. On the first

  David Vasso Atlantic Five Realty

  2705 Tea Tree Ln, Middletown, DE 19709
• 

  

  /35

  Est $407,795 Not Listed For Sale

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

  2145 Audubon Trail, Middletown, DE 19709

  2145 Audubon Trail, Middletown, DE 19709
• 

  

  /67

  $640,000

  • 5 Beds
  • 4 Baths
  • 3,675 Sq Ft

  741 Wallasey Dr, Middletown, DE 19709

  Welcome to the incredible community of Preserve at Deep Creek, where luxury and convenience meet to offer the location of your dreams. Just minutes from the heart of Middletown where there's an abundance of food, shopping, restaurants and award-winning Appoquinimink School District Schools, Preserve at Deep Creek is a sought after, community centered neighborhood that offers a clubhouse with

  Megan Aitken Keller Williams Realty

  741 Wallasey Dr, Middletown, DE 19709
• 

  

  /18

  $314,000 Sold May 27, 2025

  • 2,056 Sq Ft
  • $153/SF
  • 58 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 2025

  2707 Tea Tree Ln, Middletown, DE 19709

  **This home is part of the Venue at Winchelsea Pathway to Ownership Program, and an application and qualification are required for purchase through the inclusionary housing program of New Castle County. Inquire for more details. ** Welcome to Venue at Winchelsea, Middletown's newest 𝐚𝐠𝐞-𝐫𝐞𝐬𝐭𝐫𝐢𝐜𝐭𝐞𝐝 (𝟓𝟓+) community with resort-style amenities! This new two-story home is ready for a

  David Vasso Atlantic Five Realty

  2707 Tea Tree Ln, Middletown, DE 19709
• 

  

  /42

  Est $411,686 Not Listed For Sale

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

  2112 Audubon Trail, Middletown, DE 19709

  2112 Audubon Trail, Middletown, DE 19709
• 

  

  /35

  $750,000

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

  830 Bethel Church Rd, Middletown, DE 19709

  Better than new construction and the perfect location within the sought after Appoquinimink School System featuring the nearby Crystal Run Elementary School, AG Water Middle School & Middletown High School. Looking for space to spread out? Enjoy over 1/2 acre of fenced level yard. This Augustine model has 5 bedrooms and 3.5 baths with a unique floor plan that includes a 1st floor Owners Suite

  Gary Scheivert BHHS Fox & Roach-Media

  830 Bethel Church Rd, Middletown, DE 19709
• 

  

  /40

  $579,000 Sold May 23, 2025

  • 2,389 Sq Ft
  • $242/SF
  • 14 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  2804 Armoury Ln, Middletown, DE 19709

  𝐑𝐞𝐜𝐞𝐢𝐯𝐞 𝐮𝐩 𝐭𝐨 $𝟐𝟓,𝟎𝟎𝟎 𝐭𝐨 𝐜𝐨𝐯𝐞𝐫 𝐲𝐨𝐮𝐫 𝐜𝐥𝐨𝐬𝐢𝐧𝐠 𝐜𝐨𝐬𝐭𝐬 𝐰𝐢𝐭𝐡 𝐚𝐧 𝐀𝐩𝐫𝐢𝐥 𝐨𝐫 𝐌𝐚𝐲 𝐜𝐥𝐨𝐬𝐢𝐧𝐠! Discover the Carson floorplan at 2804 Armoury Ln. at Venue at Winchelsea 55+ community. Welcome to this stunning home that blends elegance with functionality at every turn. As you enter through the front foyer, you’ll be immediately captivated by the

  David Vasso Atlantic Five Realty

  2804 Armoury Ln, Middletown, DE 19709
• 

  

  /21

  Est $385,045 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,450 Sq Ft

  2170 Audubon Trail, Middletown, DE 19709

  2170 Audubon Trail, Middletown, DE 19709

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