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Homes for Sale near St. Anne's Episcopal School

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  • /30

    $634,500

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

    805 Hugo Dr, Middletown, DE 19709

    This stunning 4-bedroom, 2.1-bath Colonial home in Bayberry South offers modern living with an open floor plan across two levels. Just 3 years old, it features a spacious dining/living area, a chef’s kitchen with quartz countertops, stainless steel appliances, and a large island. The main floor also includes a convenient laundry room and powder room. Upstairs, the primary suite has a walk-in

    Becks Kubi Empower Real Estate, LLC

    805 Hugo Dr, Middletown, DE 19709
  • /25

    $665,000

    • 5 Beds
    • 3.5 Baths
    • 4,797 Sq Ft

    152 Tywyn Dr, Middletown, DE 19709

    Check out this beautiful and well-kept 5-bedroom, 3.5-bath home in the popular Preserves at Deep Creek community. This spacious home sits on a great lot at the end of a quiet street. As you walk in, you'll find a welcoming open hallway that leads to the lovely formal living and dining rooms. The kitchen features a large island that overlooks the great room and a bright morning room, making it

    Tijuana Garvin EXP Realty, LLC

    152 Tywyn Dr, Middletown, DE 19709
  • /94

    $669,895

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

    20 W Kilts Ln, Middletown, DE 19709

    Showings begin 8/1/2025! Overnight Notice Required for ALL Showing Requests. Sellers Request a Settlement Date of 10/6/25 or later. Are you looking for a large/spacious home w/ a great open floor plan?! Look no further! This lovely home is ready for its new owner! Great curb appeal w/ mature trees & bushes & plenty of freshly mulched flower beds that you can customize every year if you want!

    Team Freebery EXP Realty, LLC

    20 W Kilts Ln, Middletown, DE 19709
  • /49

    $689,999

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

    50 Haggis Rd, Middletown, DE 19709

    Welcome to this beautiful 5 bedroom home located in the highly desirable Estates of St. Annes. This home has been impeccably maintained by its original owners. As you enter the home you have a formal dining area to your right, and a living room or office space to your right. Continuing down the hall you will enter the open kitchen and living room area with a gorgeous fireplace. There is also a

    Nigel Pokoy Compass

    50 Haggis Rd, Middletown, DE 19709
  • /66

    $693,900

    • 4 Beds
    • 3.5 Baths
    • 4,936 Sq Ft

    103 Westside Ln, Middletown, DE 19709

    Welcome to 103 Westside Lane in one of Middletown's most exclusive and coveted communities, Westside Hunt. A true estate home with curb appeal to match, this stunning home built by Disabatino Construction in 2003 is a stunner. The two-car side entry garage and oversized drive lead you home to a beautiful stone exterior and covered front porch, accented by chic black shutters and meticulous

    Megan Aitken Keller Williams Realty

    103 Westside Ln, Middletown, DE 19709
  • /78

    $665,000

    • 4 Beds
    • 3.5 Baths
    • 3,950 Sq Ft

    629 Spring Hollow Dr, Middletown, DE 19709

    Welcome to 629 Spring Hollow Dr, where every inch is dripping with beauty and elegance. In one of Middletown's most sought after communities of Parkside, 629 Spring Hollow Dr is situated on a corner lot with beautiful views, endearing front porch, board and batten siding, stone skirting, and gorgeous landscaping - the curb appeal leaves nothing to be desired. Professionally designed from top to

    Megan Aitken Keller Williams Realty

    629 Spring Hollow Dr, Middletown, DE 19709
  • /47

    $665,000

    • 4 Beds
    • 3 Baths
    • 3,025 Sq Ft

    734 Wood Duck Ct, Middletown, DE 19709

    Welcome to 734 Wood Duck Ct – A Stunning Blend of Comfort and Style in Middletown!Nestled on a quiet cul-de-sac in one of Middletown’s most desirable neighborhoods, this beautifully maintained 4-bedroom, 3-full-bath home is the perfect combination of space, function, and modern updates. Step inside to find an inviting layout featuring a dedicated home office, ideal for remote work or

    Cristina TLASECA Madison Real Estate Inc. DBA MRE Residential Inc.

    734 Wood Duck Ct, 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
  • /59

    $430,000

    • 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
  • /79

    $699,900

    • 5 Beds
    • 3.5 Baths
    • 3,125 Sq Ft

    119 Tuscany Dr, Middletown, DE 19709

    PARKSIDE - Welcome to 119 Tuscany Drive, an elegant and inviting residence located in the heart of Middletown and within the APPOQUINIMINK SCHOOL DISTRICT. This exquisite 5-bedroom, 3.5-bathroom home offers a harmonious blend of sophistication and comfort. Newly built in 2015 by Lifestyle Builders, this home has been lovingly maintained by its original owners. Enter the foyer to find gleaming

    Andrea Harrington Compass

    119 Tuscany Dr, Middletown, DE 19709
  • /22

    $629,800 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,857 Sq Ft

    457 Crownleaf Dr, Middletown, DE 19709

    Say hello to 457 Crownleaf Drive, our thoughtfully designed, Dalton floorplan. The first floor features an open concept living room with gas fireplace and gourmet kitchen that flows seamlessly into a bright and airy morning room. This floor also includes two additional rooms, great for a home office, library, or sitting room. Moving upstairs to the second floor you’ll find your spacious owner’s

    Builder Photo

    Lennar

    Builder

    457 Crownleaf Dr, Middletown, DE 19709
  • /30

    $409,900 Open Sat 12PM - 2PM

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

    39 N Cummings Dr, Middletown, DE 19709

    Move right into this nicely updated 3 bed, 2.5 bath home in Middletown Crossing! This floor-plan offers 2300 sq. ft. of living space and is further complimented with a large first floor master suite and en-suite with double vanity, walk-in shower and walk-in closet. A front bay window allows for an abundance of natural light to flow through the renovated kitchen and breakfast room. The spacious

    Corey Harris Crown Homes Real Estate

    39 N Cummings Dr, Middletown, DE 19709
  • /45

    $1,899,000

    • 5 Beds
    • 3.5 Baths
    • 7,452 Sq Ft

    2 Preakness Place, Warwick, MD 21912

    Deepwell Farm is a gorgeous 57+/- acre working horse farm near the waterfront Maryland village of Chesapeake City. Just 15 minutes to Interstate 95, convenient to Baltimore, Philadelphia and their suburbs. The farm is currently laid out as boarding, training, breeding, and Hunter/Jumper show facility, but suitable for numerous other disciplines. The horse facilities include 30 stalls in several

    A. John Price Patterson-Schwartz Real Estate

    2 Preakness Place, Warwick, MD 21912
  • /40

    $332,500

    • 3 Beds
    • 2.5 Baths
    • 1,225 Sq Ft

    137 Wye Oak Dr, Townsend, DE 19734

    This well maintained 3-bedroom, 2.5-bathroom end townhome, located in Spring Oaks. This home backs to tree lined open space. You will be welcomed into this open floor plan main level. The kitchen features and island for meal prep. The dining area has a wonderful view of the tree lined backyard. All bedrooms are located on the 2nd floor. The spacious owner’s bedroom features an in-suite

    Angela Clement EXP Realty, LLC

    137 Wye Oak Dr, Townsend, DE 19734
  • /54

    $525,000

    • 4 Beds
    • 4 Baths
    • 3,501 Sq Ft

    208 Aberdeen Way, Townsend, DE 19734

    Welcome to this beautifully maintained 4-bedroom, 2 full bath, 2 half bath single-family home, located in the highly sought-after Odessa National community and within the Appoquinimink School District. Boasting a finished basement and a private, tree-lined lot, this home offers comfort, space, and modern charm at every turn. Step onto the inviting front porch and into a bright two-story foyer

    Andrea Harrington Compass

    208 Aberdeen Way, Townsend, DE 19734
  • /145

    $1,395,000

    • 3 Beds
    • 2.5 Baths
    • 3,850 Sq Ft

    550 Green Giant Rd, Townsend, DE 19734

    COMING SOON! Exquisite Custom Ranch Retreat on 4.43 Acres with Resort-Style Amenities! Welcome to 550 Green Giant Road, a one-of-a-kind luxury estate in the heart of Townsend. Perched on a corner lot with views for miles and skies that look like paintings, this custom contemporary home offers meticulously crafted living space designed for comfort, elegance, and entertaining. From the moment you

    Megan Aitken Keller Williams Realty

    550 Green Giant Rd, Townsend, DE 19734
  • /48

    $600,000 Open House 9/27

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

    505 Cherry Bark Rd, Middletown, DE 19709

    Welcome to 505 Cherry Bark Road in Four Seasons at Baymont Farms, a premier 55+ active adult community in Middletown, Delaware. This nearly new Eastwood Loft Floorplan, just 2 years young, offers low-maintenance, resort-style living with thoughtful design and modern upgrades throughout. Step inside to an open ranch-style floor plan featuring 3 bedrooms and 2 full baths on the main level—with one

    Amber Durand Patterson-Schwartz Real Estate

    505 Cherry Bark Rd, Middletown, DE 19709
  • /27

    $488,999

    • 3 Beds
    • 4 Baths

    365 Andrew Ct, Middletown, DE 19709

    Welcome to 365 Andrew ct, this barely lived-in like new home offers all the benefits of new construction without the wait. Located in a sold-out community within the top-rated Appoquinimink School District, this stunning end-unit townhome offers both luxury and convenience.Featuring an expansive open-concept floor plan, this home is designed for modern living. With 3 bedrooms, 2 full baths,

    Jason Morris EXP Realty, LLC

    365 Andrew Ct, Middletown, DE 19709
  • /43

    $599,000

    • 5 Beds
    • 3.5 Baths
    • 2,725 Sq Ft

    16 E Shakespeare Dr, Middletown, DE 19709

    Your Next Home! This gorgeous 5 bedroom, 3 1/2-bath home conveniently located in highly desirable Middletown Crossing is a must see. This very well kept home shows home owner pride through and through. A practical floor plan, hardwood floor entry, formal living room/office, dining room, eat-in kitchen, 42" cabinets, granite counter space, center island, recessed lighting, large breakfast room,

    Gary Stewart Century 21 Emerald

    16 E Shakespeare Dr, Middletown, DE 19709
  • /30

    $419,000

    • 4 Beds
    • 2 Baths
    • 2,125 Sq Ft

    701 S Broad St, Middletown, DE 19709

    Beautifully updated 4-bedroom, 2-bath Cape Cod situated on a spacious 0.36-acre corner lot in the heart of Middletown. Perfectly located within walking distance to Appoquinimink schools, Main Street shopping, and all that downtown Middletown has to offer, this home blends timeless charm with modern updates. The stately brick exterior, lush landscaping, and split sidewalks set the tone as you

    Jason Duncan Foraker Realty Co.

    701 S Broad St, Middletown, DE 19709
  • /18

    $55,000

    • 3 Beds
    • 2 Baths

    732 Cleaver Farm Rd, Middletown, DE 19709

    This cozy 3-bedroom, 2-bath home is ready for it's next owner! Inside you'll find an open layout with a spacious living room and a kitchen that's perfect for gathering. The primary bedroom has it's own private bathroom, and there are two more bedrooms with a full bathroom nearby. Whether you're just starting out, looking to downsize or want an investment property, this single-wide home has lots

    Kristina Higgins Real Broker LLC

    732 Cleaver Farm Rd, Middletown, DE 19709
  • /21

    $480,000

    • 2 Beds
    • 2 Baths
    • 3,450 Sq Ft

    56 Springmill Dr, Middletown, DE 19709

    Looking for a low maintenance lifestyle in a thriving community? Well, you have found it! Welcome home to this rarely available Dunbar model home in the sought-after 55+ Community of Springmill! This home boasts a LOFT and a BASEMENT, offering rare features within the neighborhood. Add to it the fact that you are situated on a premium lot backing to woods, providing for a peaceful, private,

    Marguerite Argelander Patterson-Schwartz-Hockessin

    56 Springmill Dr, Middletown, DE 19709
  • /57

    $1,750,000

    • 6 Beds
    • 2.5 Baths

    1096 Dexter Corner Rd, Townsend, DE 19734

    Discover the perfect blend of elegance and functionality in this stunning Colonial home nestled in the serene Southern New Castle County. This residence boasts five to six spacious bedrooms and 2.5 luxurious bathrooms, designed to accommodate your lifestyle seamlessly. Step inside to find a gourmet kitchen that will inspire your culinary adventures, featuring upgraded countertops and top of the

    Victoria Lawson Long & Foster Real Estate, Inc.

    1096 Dexter Corner Rd, Townsend, DE 19734
  • /26

    $449,000

    • 2 Beds
    • 1.5 Baths
    • 1,175 Sq Ft

    608 Main St, Odessa, DE 19730

    Welcome to 608 Main Street, where small-town Odessa charm meets modern construction. Built just 4.5 years ago, this 2-bedroom, 1.5-bath Colonial blends timeless character with contemporary comforts.Step inside to discover Call, West Virginia pine floors, a handcrafted staircase, custom millwork, and Anderson 400 series windows with hardy plank siding and metal roofing. The open-concept

    Kelly Diaz Keller Williams Realty Wilmington

    608 Main St, Odessa, DE 19730
  • /14

    $139,900

    • 2 Beds
    • 1 Bath
    • 1,056 Sq Ft

    20 Wilson St, Warwick, MD 21912

    Investor Alert! 2 bedroom 1 bath home in Warwick. Home needs rehab. Perfect for investor, handyman or contractor! May have some structural issues. Sold strictly AS IS. Great lot, great location. Minutes from Middletown DE. Call for a tour.

    Lori Sample EXIT Preferred Realty

    20 Wilson St, Warwick, MD 21912
  • /69

    $709,900

    • 3 Beds
    • 4 Baths
    • 3,525 Sq Ft

    1611 Ellinor Ct, Middletown, DE 19709

    Welcome to 1611 Ellinor Ct - a true gem waiting for you to call it home. Each and every detail of this stunning home has been thoughtfully designed and perfectly executed. From the moment you pull onto the cul-de-sac, the features of this home will captivate you. Beautiful stone front details, extensive hardscaping and meticulous landscaping kept thriving by the irrigation system make the curb

    Megan Aitken Keller Williams Realty

    1611 Ellinor Ct, Middletown, DE 19709
  • /12

    $412,000

    • Land
    • 11.32 Acres
    • $36,396 per Acre

    502 Old Telegraph Rd, Middletown, DE 19709

    Build your dream home on this 11.32- acre parcel in Middletown! This private lot is part of a small 5 - home community. No builder tie-in. Peaceful setting surrounded by nature, yet just minutes from town conveniences. Well & Septic required. Buyer responsible for feasibility studies, permits, and improvements. Eligible for county open space / agricultural incentives. Rare opportunity to enjoy

    Jessica Luo Century 21 Gold Key Realty

    502 Old Telegraph Rd, Middletown, DE 19709
  • /41

    $490,000

    • 2 Beds
    • 2 Baths
    • 1,750 Sq Ft

    47 Spring Arbor Dr, Middletown, DE 19709

    Welcome to Comfort & Convenience in Spring Arbor!This beautifully maintained ranch home is located in Spring Arbor, a sought-after 55+ active community offering an abundance of amenities, including a saltwater pool, fitness center, bocce ball, library, billiards/game room, picnic area, open space, and a calendar full of planned activities and trips. Best of all, lawn care, snow removal,

    Rick Anibal RE/MAX 1st Choice - Middletown

    47 Spring Arbor Dr, Middletown, DE 19709
  • /20

    $289,900

    • 2 Beds
    • 1.5 Baths
    • 1,125 Sq Ft

    400 N 6th St, Odessa, DE 19730

    Superb, charming and updated home located in the heart of the quiant community of Odessa!! Remodeled kitchen with gas cooktop, stainless appliances and granite countertops, fabulous three season room, updated windows, newer baths, full basement, off street parking with awesome two car detached garage (complete with pit for the car entheusiasts), updated electric, and so much more!! Don't miss

    Kevin Hensley RE/MAX Eagle Realty

    400 N 6th St, Odessa, DE 19730
  • /57

    $599,900

    • 3 Beds
    • 3 Baths
    • 2,797 Sq Ft

    1613 Ellinor Ct, Middletown, DE 19709

    Why WAIT for New Construction! Welcome to this one-of-a-kind home located in the highly sought-after 55+ Legacy section of The Preserve at Deep Creek. Built in 2021, this beautifully upgraded ranch-style home offers 2,797 square feet of single-level living, a finished half basement, and peaceful water views from the front of the property.Set on a premium homesite selected by Ryan Homes

    David Grove Coldwell Banker Premier - Rehoboth

    1613 Ellinor Ct, Middletown, DE 19709
  • /73

    $1,299,000

    • 4 Beds
    • 4.5 Baths
    • 4,300 Sq Ft

    1215 Bunker Hill Rd, Middletown, DE 19709

    Welcome home! Less than 6 years young, this home is practically brand new, and has been meticulously maintained. A true blend of craftsman style and casual coastal charm, it offers endless possibilities with its thoughtful layout and multiple living spaces. Outside enjoy crisp fall evenings on the paved patio with fire-pit. Or take advantage of the 3 bay detached garage, perfect for extra

    Jeanette Cantoran Crown Homes Real Estate

    1215 Bunker Hill Rd, Middletown, DE 19709
  • /63

    $789,000

    • 4 Beds
    • 2.5 Baths
    • 3,500 Sq Ft

    754 Idlewyld Dr, Middletown, DE 19709

    Welcome to 754 Idlewyld Drive, in the sought-after community of Parkside. This home is 3400 square feet of finished perfection... and another 1200 sq ft of unfinished area that has 9ft ceiling, a rough in and egress window ...waiting to be finished if need be. This lovely home is situated on a large corner lot with a side entrance garage and a great size property. The stunning patio was just with

    Ann Marie Germano Patterson-Schwartz-Middletown

    754 Idlewyld Dr, Middletown, DE 19709
  • /11

    $142,000

    • 3 Beds
    • 2 Baths
    • 1,493 Sq Ft

    300 Hostetter Blvd, Middletown, DE 19709

    Brand New - 2024 Eagle River Model - Stunning, spacious, brand new 28 x 56 doublewide 3/2 home with living room, separate family room, beautiful open kitchen, & dining room. This home is immaculate with all modern upgrades, large bedrooms, walk in closet in primary, recessed lighting, vinyl & soft carpet flooring. Complete appliance package includes dishwasher, stove/oven, refrigerator, microwave

    Ryan Gehris USRealty.com LLP

    300 Hostetter Blvd, Middletown, DE 19709
  • /37

    $549,900

    • 4 Beds
    • 2.5 Baths
    • 2,250 Sq Ft

    400 Reading Ln, Middletown, DE 19709

    This beautiful 4 Bedroom, 2 Bath home with a full unfinished basement to finish to your taste. is perfectly situated on a spacious corner lot in the highly sought-after Misty Vale Farm community. Offering the ideal balance of country charm and modern convenience , its just minutes from major businesses, shopping, schools and hospitals. Step inside to a welcoming two-story foyer that leads to

    Carole Kisner Keller Williams Realty Central-Delaware

    400 Reading Ln, Middletown, DE 19709
  • /79

    $949,000

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

    851 Sweet Birch Dr, Middletown, DE 19709

    Welcome to this charming Schell Brothers Kingfisher model home located in the desirable community of Parkside located in Middletown, DE. This spacious home boasts 4 bedrooms and 3.2 bathrooms spread over 2 levels/stories. This lovely home has a first floor primary suite with stunning windows overlooking the fenced in yard. Step inside to find a beautifully designed interior featuring stunning

    Ann Marie Germano Patterson-Schwartz-Middletown

    851 Sweet Birch Dr, Middletown, DE 19709
  • /63

    $1,100,000

    • 5 Beds
    • 5.5 Baths
    • 4,425 Sq Ft

    757 Idlewyld Dr, Middletown, DE 19709

    Welcome to a residence where luxury meets comfort in perfect harmony. THIS USED TO BE THE MODEL. Builder's Model? This means EVERY BIT OF SIZZLE that the builder might do to entice buyers was done here. Did you see the pictures? You will not see a finer in this area. The neighbors visited and that is exactly what they told me while we were at the open house. Originally a model home,

    Mike McGavisk Empower Real Estate, LLC

    757 Idlewyld Dr, Middletown, DE 19709
  • /26

    $115,000

    • 3 Beds
    • 2 Baths
    • 1,271 Sq Ft

    923 Holly Ct Unit A923, Middletown, DE 19709

    Beautifully Renovated Double-Wide Home!Step inside this stunningly updated double-wide and fall in love with the details! Featuring engineered wood flooring and actual drywall throughout (no paneling here), this home offers the quality and comfort you’ve been looking for. The heater and air conditioning system are just 3 years young, ensuring year-round efficiency.Enjoy cozy evenings

    Robyn Roberts BHHS Fox & Roach-Christiana

    923 Holly Ct Unit A923, Middletown, DE 19709
  • /18

    $1,050,000

    • Studio
    • 6,384 Sq Ft

    20 W Main St, Middletown, DE 19709

    PRICE IMPROVEMENT! Exceptional Mixed-Use Investment Opportunity in the Heart of Middletown! 22 W Main Street—a fully-leased, free-standing mixed-use building offering a rare opportunity in one of Middletown’s most active commercial corridors. This well-maintained property is ideally positioned on a vibrant stretch of West Main Street, surrounded by thriving businesses and within walking

    Paul Pantano Pantano Real Estate Inc

    20 W Main St, Middletown, DE 19709
  • /12

    $120,000

    • 3 Beds
    • 2 Baths
    • 1,386 Sq Ft

    601 Village Dr, Middletown, DE 19709

    2024 Skyline Model Manufactured Home. Beautiful 3/2 double wide home with modern updates. Open floor-plan, recessed lighting, vinyl flooring all throughout, full drywall in living areas, walk-in closets, ample storage, and 8 feet tall flat ceilings.. Stainless steel appliances in the kitchen, full size washer & dryer, large pantry with plenty of storage. Brand new home comes with manufacturer's

    Marilyn Green RE/MAX Associates-Wilmington

    601 Village Dr, Middletown, DE 19709
  • /62

    $1,079,997

    • 5 Beds
    • 4 Baths
    • 5,658 Sq Ft

    135 Ayshire Dr, Middletown, DE 19709

    Introducing an unparalleled opportunity to own a magnificent, like-new estate in one of Middletown's most prestigious neighborhoods. This extraordinary home, nestled on over 3⁄4 of an acre, offers both grandeur and privacy. With over 6,000 sq ft of living space, this 3-year-old residence is a testament to luxury and sophistication.Upon entering, you're greeted by an open-concept design

    Jason Morris EXP Realty, LLC

    135 Ayshire Dr, Middletown, DE 19709

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