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224 Wiggins Mill Rd, Middletown
$2,500,000
4 Beds ⋅ 3 Baths
Calling all builders, developers and dreamers! This remarkable property is already incorporated into the Town of Middletown, with the potential to be subdivided into 12,500 sq ft homesites, creating a rare and compelling canvas for a refined residential enclave. The setting is nothing short of exceptional. Bordered by manicured fairways and upscale homes, offering the perfect backdrop for a thoughtfully designed luxury community. At its center stands a home dating to the early 1900s,( The family believes the home was built in the 1800's), rich with character and history, awaiting a visionary touch. Whether restored into a timeless estate or incorporated into a larger development concept, it adds a layer of charm and legacy that new construction alone cannot replicate. For the discerning builder, developer, or investor, this is more than land, t is a legacy opportunity. A chance to shape a signature community in one of Delaware’s most desirable and fastest-growing destinations. Opportunities of this caliber are exceedingly rare. Create something remarkable at 224 Wiggins Mill Road Middletown Delaware

224 Wiggins Mill Rd, Middletown

Listing courtesy of Thyme Real Estate Co LLC. Contact:

Selling Office: Delaware Homes Inc.

23 Kirkcaldy Ln, Middletown
$855,000
6 Beds ⋅ 5 Baths
Welcome to this exceptional stucco home located in the prestigious The Estates at St. Anne's golf course community. Residents enjoy access to an 18 hole golf course (I've been told its a challenging course) a community clubhouse, pool, on-site restaurant, and convenient proximity to the Route 301 bypass. Not to forget all that Middletown has to offer with shopping, restaurants and a newer YMCA. Also, close to county parks, waterways and day trip drivable to the Delaware beaches. This spacious residence offers 6 bedrooms, 4.5 bathrooms, A desirable first floor primary. There have been numerous updates completed by the current owners include new garage doors with Wifi Vision system, Kitchen cabinets were painted, new counters, backsplash and appliances. Newer flooring though out. A finished basement designed as a true "home within a home."The lower level features: A large living area Kitchen, Bedroom, Full bathroom, Laundry room, Pantry, Gym, Small office or storage space.Perfect for multigenerational living, guests, or extended stays.Additional. Some highlights include in this home are-- One of the largest bonus room above the garage I have ever seen and its own bathroom-- Three-car garage-- Freshly painted Stucco exterior-- Large deck with hot tub-- In-ground swimming pool-- Beautiful landscaping throughout the property-- Serene pond backdrop providing privacy and scenic views This remarkable home combines luxury, functionality, and abundant living space in one of the area's most desirable communities. Whether you're seeking room for a growing family, multigenerational living, or entertaining on a grand scale, this property offers it all!

23 Kirkcaldy Ln, Middletown

Listing courtesy of Thyme Real Estate Co LLC. Contact:

Selling Office: BHHS Fox & Roach-Kennett Sq.

301 Braemar St, Middletown
$739,000
5 Beds ⋅ 4 Baths
Welcome to an extraordinary residence in the prestigious community of Saint Anne’s, nestled within the highly acclaimed Appoquinimink School District. Perfectly positioned on a premier corner lot, this exceptional property offers a private backyard sanctuary designed for refined living and unforgettable entertaining. Step outside and experience true resort-style luxury — a brand-new in-ground pool sparkles as the centerpiece, surrounded by an expansive deck, elegant patio, and fully fenced grounds that create both privacy and presence. Whether hosting summer soirées or enjoying peaceful evenings under the stars, this outdoor oasis is simply breathtaking. Inside, timeless architectural elegance meets modern openness. A grand two-story foyer makes an unforgettable first impression, framed by sophisticated formal living and dining rooms and a private executive office ideal for working from home in style. The dramatic two-story family room, anchored by a striking fireplace and bathed in natural light, offers a stunning yet inviting space to gather. The gourmet kitchen is thoughtfully appointed with granite countertops, stainless steel appliances, dual wall ovens, a sleek glass cooktop, upgraded cabinetry, and a generous walk-in pantry. A sunlit breakfast area and adjoining sunroom enhance the home’s airy flow, while sliding doors seamlessly connect indoor and outdoor living. Upstairs, retreat to the magnificent primary suite — a serene escape designed for indulgence. Featuring a tray ceiling, spacious sitting area, and dual walk-in closets, this sanctuary offers both comfort and sophistication. The spa-inspired ensuite bath boasts a dual vanity, soaking tub, separate glass-enclosed shower, and private water closet. Three additional well-appointed bedrooms and a full bath complete the upper level. The fully finished lower level transforms the home into an entertainer’s dream, offering a spacious media lounge, game area, sitting space, expansive fitness room, an additional bedroom, and a half bath — ideal for guests, extended stays, or elevated multi-generational living. This is not just a home — it is a statement of lifestyle, comfort, and distinction.

301 Braemar St, Middletown

Listing courtesy of Real Broker LLC. Contact:

Selling Office: Empower Real Estate, LLC.

315 Creighton Dr, Middletown
$675,000
4 Beds ⋅ 4 Baths
Nestled on a desirable corner lot in the sought-after community of St. Annes Estates, this exceptional 2019-built home showcases golf course views, elegant upgrades, and thoughtfully designed living spaces throughout. A stately brick façade and inviting curb appeal welcome you into a stunning two-story foyer accented by engineered hardwood flooring and an impressive hardwood staircase with iron balusters. Flanking the foyer, a private study provides the perfect work-from-home space while the formal living room seamlessly flows into the dining room, creating an ideal layout for entertaining. At the heart of the home, the beautifully appointed kitchen features granite countertops, an inviting center island offering additional prep space, and effortless access to the sunroom—an ideal extension of living space complete with a granite-topped half wall for additional dining seating. Just off the kitchen, the dining room with bay window offers the perfect setting for gatherings. The expanded family room is designed for comfort and entertaining alike, boasting tremendous living space, a soaring vaulted ceiling, and a cozy gas fireplace. A convenient laundry room and powder room complete the main level. Upstairs, the spacious primary suite serves as a private retreat with a vaulted ceiling, sitting room, and walk-in closets. The recently updated primary bathroom offers spa-like comfort with a beautifully tiled shower, soaking tub, and updated double vanity. Three additional generously sized bedrooms complete the upper level. The finished walkout basement expands the home's versatility, featuring a custom-built wet bar, recreation area, full bathroom, and convenient access to the rear yard via walkout staircase. Step outside to enjoy the fenced backyard featuring a poured concrete patio and dedicated mulched playset area, all while enjoying scenic golf course surroundings. Residents of St. Annes Estates enjoy exceptional community amenities including walking trails, a gazebo, playground, sand volleyball court, basketball court, and wall ball area. Golf enthusiasts will appreciate access to the 18-hole golf course and clubhouse featuring the popular Lore Woodfyre and Highlands Whiskey Bar, while optional membership to the St. Annes Club Pool offers even more opportunities for recreation and relaxation.

315 Creighton Dr, Middletown

Listing courtesy of Crown Homes Real Estate. Contact:

Selling Office: Compass.

18 Haggis Rd, Middletown
$659,000
4 Beds ⋅ 3 Baths
Welcome home to this stunning 4 bedroom, 2.1 bathroom home located in the sought after Estate at St Annes community. This property has so much to offer, from the large lot to the stunning moldings and upgrades inside of this home. Where do we begin..... the beautiful hardwoods, the stark white moldings that are breathtaking, the French doors entering into the large front room ( an office, a living room or a playroom) then look to the left and the beautiful formal dining room. Well, hold your breath because the kitchen, morning room and large living room with the gas fireplace is SPECTACULAR!!!! As we head upstairs the Primary bedroom is a great size with an upgraded primary suite..... The three additional bedrooms are great size and done with such taste.... the 2nd full bathroom was just updated as well..... Now the basement has an egress window, plumbed for a bathroom and high ceiling.... can you imagine all the possibilities. Well if the inside impressed you..... the outside yard is Amazing. St Annes is such an amazing community..... walking trails, volley ball, basketball and amazing open spaces...But there is more, The pool and the golf course you can join if you wish..... Not part of the HOA...but a bike ride away!!!!

18 Haggis Rd, Middletown

Listing courtesy of Patterson-Schwartz-Middletown. Contact:

Selling Office: Delaware Homes Inc.

74 Kirkcaldy Ln, Middletown
$658,000
5 Beds ⋅ 5 Baths
Welcome home to timeless elegance, thoughtful upgrades, and exceptional value in one of Middletown's most desirable communities of Estates at St. Annes. From the moment you arrive, this home makes an unforgettable first impression with its crisp white exterior, freshly painted columns and trim, and beautifully crafted new paver walkway, landing, and steps that create a warm, welcoming entrance. Step inside to a bright two-story foyer where luxury vinyl plank flooring flows, creating a seamless and sophisticated backdrop. To one side, a formal living room offers the perfect space for quiet conversation, while the elegant dining room opposite is ready to host everything from holiday dinners to intimate celebrations. The heart of the home is an absolutely stunning, fully updated kitchen that perfectly blends modern luxury with everyday functionality. Crisp white cabinetry is complemented by gorgeous quartz countertops, a striking designer blue tile backsplash, sleek black fixtures, and a collection of top-of-the-line stainless steel appliances, including double wall ovens, a new refrigerator, new dishwasher, generous pantry storage, and an abundance of prep space that makes entertaining effortless. Flowing seamlessly from the kitchen, the expansive family room is anchored by an impressive new natural gas fireplace wrapped in a dramatic designer tile surround that instantly becomes the focal point of the home. Just beyond the kitchen, a spectacular sunroom with soaring ceilings fills the space with natural light and creates the perfect place to relax while overlooking the backyard. Sliding glass doors open to an incredible outdoor retreat where a screened porch extends your living space before leading to an expansive paver patio complete with a built-in outdoor fireplace. This oasis overlooks a spacious fenced corner lot designed for both entertaining and everyday enjoyment. The main level continues to impress with exceptional flexibility. A private bedroom with its own beautifully updated full bathroom featuring upgraded countertops and a tub/shower combination provides the perfect setup for overnight guests, multigenerational living, or a private home office. A conveniently located powder room adds even more functionality for everyday living. Upstairs, retreat to an extraordinary primary suite that truly feels like a private sanctuary complete with its own sitting room, dual walk-in closets, and a spacious ensuite bath featuring upgraded countertops, dual sinks, a relaxing corner soaking tub, separate shower, and private water closet, this is a space designed for comfort and luxury. Three additional generously sized bedrooms share a beautifully updated hall bath with granite countertops, while the second-floor laundry room adds an extra level of convenience to daily life. The finished lower level offers an incredible amount of additional living space with endless possibilities. Whether you're envisioning the ultimate media room, game room, playroom, or entertaining space, you'll have room for it all. An additional finished room is ideal for a home gym, hobby room, or private office, while the half bath makes the lower level even more functional. Beyond its beautiful finishes, this home has been meticulously maintained and thoughtfully improved with extensive recent updates, and the regularly serviced Rinnai tankless water heater, professionally maintained fireplace, and routine pest servicing provide additional peace of mind for years to come. Don't miss this opportunity to come home to luxury - this home won't last long!

74 Kirkcaldy Ln, Middletown

Listing courtesy of Keller Williams Realty. Contact:

Selling Office: Tesla Realty Group, LLC.

303 Braemar St, Middletown
$641,000
6 Beds ⋅ 4 Baths
Beautiful 6 bedroom, 3 1/2 bathroom colonial offering a covered front porch, 2 car garage, and a backyard paradise. The main floor offers a guest/in-law suite with full bathroom, formal living room/office, dining room, family room with gas fireplace featuring exquisite word working including ship lap and coffered ceiling, Kitchen with center island, granite counter tops, stainless steel appliances, and a pantry, as well as a morning room with access to the backyard deck. The upper level offers 5 bedrooms and features an owner suite, a large bedroom over the garage, laundry and 3 other generously sized bedrooms. The basement has a finished room, bathroom and offers a double well walk up exit to the backyard. The fenced backyard features an in ground salt water swimming pool with remote controlled underwater lighting, 3 deck jets, pennsylvania jump boulders/waterfall, deck, patio and a lounge area covered by a pergola with privacy trees. The home also features hardwood flooring, central vacuum system, bonus dedicated mini splits in most upper bedrooms, and plenty of storage space in the garage. Community amenities include walking trails, gazebo, park with playground, sand volley ball court, basketball court and wall ball. There is also a 18 hole golf course with clubhouse, Lore Woodfyre and Highlands Whiskey Bar. Don't miss the opportunity to make this impressive property your new home!

303 Braemar St, Middletown

Listing courtesy of Patterson-Schwartz-Middletown. Contact:

Selling Office: RE/MAX Advantage Realty.

312 Galloway St, Middletown
$600,000
4 Beds ⋅ 3 Baths
Fantastic! New Price of $615K. This value-driven price reflects the Seller's consideration for desired carpet and kitchen updates, offering a fantastic opportunity for buyers to build immediate equity while customizing the space to their own taste. Move-in ready and offering over 4,000 square feet of beautifully finished living space, this expansive 4-bedroom home is set within the sought-after golf course community of The Estates at St. Anne’s, located in the highly regarded Appoquinimink School District. Designed for both everyday comfort and elegant entertaining, the main level features formal living and dining rooms, a spacious Great Room with a cozy fireplace, and an upgraded kitchen with a center island that opens to a sun-filled morning/breakfast room with access to the large Trex deck and pergola overlooking the expansive wrought-iron fenced yard. A dedicated home office, convenient laundry room, and half bath complete the first floor. Upstairs, you’ll find four generously sized bedrooms and two full baths, highlighted by the oversized Owner’s Suite with a sitting room, two large walk-in closets, and a spa-like bath with dual vanities, a corner soaking tub, and separate shower. Additional living space awaits in the full finished basement, while a two-car garage adds everyday convenience. Residents of The Estates at St. Anne’s enjoy access to a semi-private 18-hole golf course, the acclaimed Lore Modern Woodfyre restaurant, Highlands Whiskey Bar, and an on-site banquet facility. Ideally located with easy access to major highways, tax-free shopping at Christiana Mall, nearby parks, fine dining, and entertainment, and close to Middletown’s charming downtown—plus just about an hour from the Delaware beaches—this home truly offers the best of space, style, lifestyle, and location. Mortgage savings may be available for buyers of this listing.

312 Galloway St, Middletown

Listing courtesy of Redfin Corporation. Contact:

Selling Office: EXP Realty, LLC.

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