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$680,000
5 Beds ⋅ 3 Baths ⋅ MDFR2089044 MLS
Step into a world of timeless elegance with this stunning Victorian home, a true masterpiece of craftsmanship and design. Built in 1900, this residence boasts and shows a life of owners who loved it and those who appreciated its unique architectural features. Beautiful hardwood floors throughout the entire home, including in the updated and modernized kitchen! Upgraded countertops and stainless steel appliances, including a dishwasher, 40" dual-fuel range and refrigerator. An extra refrigerator/freezer in the basement provide ample storage for all your culinary needs. The main floor laundry acts as a separator and tie between the rest of the house and the "in-law" suite which was once the summer kitchen. Retreat to one of the five generously sized bedrooms, each offering a peaceful haven for rest and relaxation. The home boasts 3 fireplaces, one fully flued for log burning, and though the other two are sealed off, the one in the kitchen has a wood-style, ventless propane stove installed. The bathrooms are thoughtfully designed, featuring walk-in showers, glass doors and electric, radiant-heat tile floors. One bathroom has even had accessibility in mind making it a "wet room" for those with mobility issues. Outside you will find no detail missed, as even the exterior shingles were hand scalloped to properly match the original victorian look and design. The front porch is inviting and relaxing to watch traffic drive by on their way through Middletown, and the sleeper porch allows you to have some peace and quiet while enjoying nature. With nearly a third acre lot, there's plenty of room for outdoor activities or gardening. This Victorian gem is not just a house; it's a place where memories are made, and stories are shared. Experience the perfect blend of classic elegance and contemporary comfort-your dream home awaits!

21 E Main St, Middletown

$335,000
2 Beds ⋅ 2 Baths ⋅ MDFR2088058 MLS
Welcome to 7008 Mountain Church Road, a beautifully renovated and move-in-ready home offering the best of country living with stunning mountain views. This charming two-story home has been thoughtfully updated with a brand new roof on the back and side porch, HVAC system, well pump, flooring and carpet, appliances, water heater, fixtures, fresh paint, and cathedral ceilings. The home also features a main-level bathroom and laundry for added convenience. Set on a spacious .64 acre lot. The property offers plenty of room for gardening, animals, outdoor activities, and enjoying the peaceful surroundings. A covered front porch provides the perfect spot to relax and take in the scenery. The property backs directly to the Appalachian Trail and includes two sheds plus ample off-street parking. Conveniently located near historic sites, just minutes from Middletown, and close to major commuter routes, this home offers the perfect combination of peaceful country living and accessibility. Please note - Portions of the home may have been constructed prior to 1966

7008 Mountain Church Rd, Middletown

$709,900
3 Beds ⋅ 4 Baths ⋅ VAFV2042918 MLS
Stunning Cape Cod home is perfectly situated on 2.79 acres within the Belle Grove and Cedar Creek National Historical Park, offering a rare opportunity to enjoy the beauty and privacy of protected parkland with no future development surrounding the property. The current owners have completed numerous upgrades, including added insulation, a new pressure tank, and a new roof installed in 2024 featuring 30-year architectural shingles, along with many other improvements throughout the home. Outdoor living is exceptional, with breathtaking mountain views, a covered wraparound porch, and a spacious rear deck that creates the perfect setting for relaxing or entertaining guests. Inside, you'll find a large open kitchen with breakfast bar, generous living spaces, and numerous updates that enhance both comfort and functionality. The upper level offers three spacious bedrooms and two full bathrooms. The finished walk-out lower level provides additional living and entertaining space and opens to a patio, making it ideal for gatherings or enjoying the peaceful surroundings. A truly special property that combines modern updates, scenic beauty, and a one-of-a-kind location.

461 Veterans Rd, Middletown

$729,999
4 Beds ⋅ 3 Baths ⋅ DENC2104170 MLS
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 on 2.74 peaceful, tree‑lined acres in the heart of Middletown. Located in the award‑winning Appoquinimink School District and just minutes from Routes 1 and 13, this property offers the ideal blend of convenience, comfort, and capability for families and small business owners alike. The home features beautiful hardwood flooring, bright and open living spaces, and an updated kitchen with white cabinetry, granite counter tops, 3 built‑in pantry storage areas, 1st floor laundry and all appliances included. The main level provides comfortable everyday living, while the finished basement adds valuable flexibility — perfect for a guest suite, home office, gym, recreation room, or multi‑generational living. A sunroom overlooking the backyard offers year‑round enjoyment, and the patio and in-ground pool create a welcoming space for gatherings, celebrations, and relaxed family time. Recent upgrades include a new roof in 2025, newer heating and air conditioning systems, an approximately 150‑foot‑deep well, and a brand‑new septic system has been installed, ensuring peace of mind for years to come. This is where the property becomes truly exceptional approximately 2,700‑square‑foot detached garage/workshop — a dream setup for anyone needing serious workspace. Fully equipped with electric, heat, and water, and designed with multiple access points, this building is ideal for contractors, mechanics, hobbyists, collectors, entrepreneurs, or families needing substantial storage for equipment, vehicles, or small business operations. The possibilities are endless. If you've been searching for a home that offers privacy, comfort, and extraordinary workspace-along with the freedom to use the land your way look no further. With parking for more than 20 vehicles, expansive outdoor space, and unmatched versatility, this property supports a lifestyle that blends home, work, and recreation seamlessly. If you’re looking for a place where your family can thrive and your business or hobbies can grow, 645 Greylag Road offers the space and freedom to make it happen

645 Greylag Rd, Middletown

$379,900
3 Beds ⋅ 2 Baths ⋅ DENC2103602 MLS
No down payment needed. This home qualifies for 100% USDA financing. Freshly renovated and full of character and charm, this beautiful two-story home offers 3 bedrooms, 2 full bathrooms, a private setting, and breathtaking water views. Step inside to a bright and inviting living room featuring new hardwood flooring that continues throughout the home and into the beautifully updated kitchen. The spacious kitchen boasts fresh white cabinetry, recessed lighting, stainless steel appliances, space for an eat-in dining area, and scenic water views. Just off the kitchen, the family room provides the perfect spot to enjoy your morning coffee while watching boats sail through the canal. The versatile family room offers endless possibilities, whether you envision a home theater, office, playroom, or additional entertaining space. Upstairs you will find 3 charming bedrooms and one full bathroom. There is also a second full bathroom on the main floor. Outdoor living shines for the upcoming season with a cozy yard offering room for gardens, outdoor entertaining, movie nights, barbecues, or relaxing around the fire pit while enjoying sunset views. The enclosed front porch adds even more charm and space to gather with family and friends. Additional updates include a brand new septic system (2026), new roof (2022), new heater and ac units (2022), new water heater (2025), main-floor laundry, fresh paint, and new flooring throughout. Conveniently located near Route 1 and Route 13, with close proximity to shopping, restaurants, schools, fitness centers, and Weis Markets at the new Bayberry Town Centre. Enjoy nearby boating, fishing, and scenic canal biking and walking trails. Schedule your private showing today and make this waterfront retreat your new home!

43 S Main St, Middletown

$3,100,000
3 Beds ⋅ 3 Baths ⋅ VAFV2038158 MLS
Introducing FOXLEA FARM, A Stately Plantation Style Estate, where Southern Charm Meets Mountain Majesty – 58+/- Acres of Endless Potential! Welcome to your dream property—58+/- acres of scenic, cross-fenced pastureland nestled among breathtaking mountain views. This Southern gem is tailor-made for equestrian lovers, hobby farmers, or anyone seeking wide-open spaces with the comforts of modern living. A few of the Key Features Include: Panoramic Mountain Views in every direction, Automatic Waterers in each pasture—low maintenance, year-round convenience, Horse-Ready Barn with two stalls, Signature Magnolia Tree adding timeless Southern elegance, Home with Dual-Level Balconies—ideal for sunrise coffee or sunset unwinding, Cross-Fenced and ready for livestock or rotational grazing, Just Minutes from the Interstate—secluded but accessible, Possible Subdivide Opportunity—invest or expand! Whether you're looking to build your legacy homestead or develop for future value, this property offers rare versatility and classic Southern beauty. A place where refined elegance meets rustic beauty. Nestled amid rolling pastures and panoramic mountain views, this property boasts a classic English boxwood garden—a tranquil, evergreen sanctuary that adds both prestige and peace to the landscape. Whether you're strolling through boxwood-lined paths, sipping sweet tea on the balcony, or watching your horses graze at sunset, this property captures the romance of the South with timeless sophistication.

1115 Chapel Rd, Middletown

$3,100,000
3 Beds ⋅ 3 Baths ⋅ VAFV2035852 MLS
Introducing FOXLEA FARM, A Stately Plantation Style Estate, where Southern Charm Meets Mountain Majesty – 58+/- Acres of Endless Potential! Welcome to your dream property—58+/- acres of scenic, cross-fenced pastureland nestled among breathtaking mountain views. This Southern gem is tailor-made for equestrian lovers, hobby farmers, or anyone seeking wide-open spaces with the comforts of modern living. A few of the Key Features Include: Panoramic Mountain Views in every direction, Automatic Waterers in each pasture—low maintenance, year-round convenience, Horse-Ready Barn with two stalls, Signature Magnolia Tree adding timeless Southern elegance, Home with Dual-Level Balconies—ideal for sunrise coffee or sunset unwinding, Cross-Fenced and ready for livestock or rotational grazing, Just Minutes from the Interstate—secluded but accessible, Possible Subdivide Opportunity—invest or expand! Whether you're looking to build your legacy homestead or develop for future value, this property offers rare versatility and classic Southern beauty. A place where refined elegance meets rustic beauty. Nestled amid rolling pastures and panoramic mountain views, this property boasts a classic English boxwood garden—a tranquil, evergreen sanctuary that adds both prestige and peace to the landscape. Whether you're strolling through boxwood-lined paths, sipping sweet tea on the balcony, or watching your horses graze at sunset, this property captures the romance of the South with timeless sophistication.

1115 Chapel Rd, Middletown

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