Dover Homes with Outbuildings Exterior Features

Welcome to Dover, Delaware, a charming city steeped in history and brimming with modern conveniences. Nestled in the heart of Kent County, Dover is known for its rich heritage, friendly community, and vibrant cultural scene. As the state capital, it offers a unique blend of governmental significance and small-town charm, making it a perfect place for families, professionals, and retirees alike.

Dover is home to a variety of attractions, including the picturesque Silver Lake, the historic Delaware State Capitol, and the bustling downtown area filled with quaint shops and delicious eateries. The city also hosts numerous annual events, such as the Dover Days Festival, which celebrates the city’s history and community spirit. With its excellent schools, beautiful parks, and convenient access to major highways, Dover provides a quality of life that is hard to beat.

For those seeking homes with outbuildings, Dover offers an array of properties that cater to diverse lifestyles. Imagine owning a charming farmhouse with a spacious barn, perfect for hobbies or as a workshop. Many of these homes feature expansive yards, providing plenty of space for gardening, outdoor gatherings, or simply enjoying the tranquility of nature. Outbuildings can serve multiple purposes, from storage solutions to potential guesthouses or studios, enhancing the functionality of your property.

Whether you're looking for a cozy cottage or a sprawling estate, Dover's real estate market is filled with opportunities to find your dream home with the added charm of outbuildings. Embrace the lifestyle that Dover has to offer, and discover the perfect place to call home!

Newest Dover Homes with Outbuildings Exterior Features

$369,900

2 Beds ⋅ 1 Baths ⋅ 5111274 MLS

Discover the charm and character of this inviting 1937 Gambrel-style home, situated on a generous .402-acre lot near downtown Dover! This home combines classic New England appeal with comfortable living spaces and wonderful outdoor amenities. An enclosed front porch welcomes you inside, where you'll find warm wood flooring, a bright and inviting living room, and a dedicated dining area. The home's thoughtful layout offers flexibility, with a second bedroom that also lends itself perfectly to a home office or guest space. The bathroom features a freestanding soaking tub and modern vanity, adding a touch of character and comfort. Outside, enjoy the covered rear porch overlooking the spacious yard, complete with mature trees, established landscaping, and attractive stonework. A substantial 12' x 16' detached, wood-framed outbuilding with a cinder block foundation provides excellent space, ideal for a motorcycle garage, hobbies, yard equipment, or premier workshop space. With its distinctive architecture, inviting outdoor spaces, and convenient Dover location, this charming property offers an opportunity to enjoy classic New England living.

66 Oak St, Dover

$549,000

3 Beds ⋅ 3 Baths ⋅ 5110906 MLS

Discover a private mountain retreat where sweeping Green Mountain views and four-season recreation are just the beginning. Set on 1.46 acres, this three-bedroom, three-bath Dover home offers a flexible layout, numerous updates, and plenty of space to gather, relax, and entertain. At the center of the home is a renovated kitchen with quartz countertops, a large island, and open shelving. From here, the floor plan opens into a bright family room warmed by a pellet stove. A separate vaulted living room makes a memorable impression with its stone fireplace, abundant natural light. After a day on the slopes or trails, unwind in a cozy gathering space with built-in shelving, and direct access to enjoy the hot tub and sauna. The primary suite includes an updated private bath, while two additional bedrooms and bathrooms offer comfortable space for guests or a home office. Outdoor living is equally inviting, with an expansive deck for dining, entertaining, or taking in the sunset. The private backyard offers room for a firepit and quiet evenings surrounded by nature. The property has benefited from many improvements but still needs some finishing touches, giving the next owner the opportunity to personalize the remaining details. Located minutes from Mount Snow, golf, lakes, hiking, and year-round recreation, 58 Buckboard Road is ready for its next chapter.

58 Buckboard Dr, Dover

$859,900

5109750 MLS

Great opportunity to own an extensively improved 2 family property overlooking the Cocheco River! Income for 2026 is $42,275. Updated inside and out, 219 Washington Street offers two 2-bedroom apartments with separate utilities, private front and rear entrances and individual driveways providing privacy, flexibility and income potential. Enjoy the common backyard overlooking the river, river rights with a land dock, newer retaining wall with added structural support and attractive stone accents, plus a detached 800± sq. ft. shed with basement. Additional exterior improvements include a town-approved second driveway, stone walkway and EV charging station serving Apartment 2. Apartment 1 features approx. 90% new windows, fresh interior paint and new electrical throughout. The renovated kitchen offers quartz countertops, newer appliances, recessed lighting and an updated ceiling. The remodeled bath features quartz counters, double sinks and a walk-in shower with glass door. Two bedrooms, a large laundry room, keyless entry and basement storage complete this residence. Apartment 2 offers new windows and a thoughtfully redesigned floor plan taking advantage of the water views. The updated kitchen features quartz countertops, new cabinetry, sink, appliances and recessed lighting. A renovated ¾ bath includes a new vanity and glass-enclosed shower, while a new half bath adds convenience. Updated laminate flooring extends through the kitchen, dining and living areas. Two bedrooms, stackable laundry, new electrical, keyless entry and third-floor walk-up attic storage complete Apartment 2. Both apartments feature newer hot water heaters, updated window blinds and fire-protection insulation. Ideal for an owner occupant, investor or multi-generational living. Enjoy being minutes to the Dover Community Trail for walking and biking!

219 Washington St, Dover

$629,000

5 Beds ⋅ 3 Baths ⋅ 5106583 MLS

Perfectly positioned for enjoying all that the Mount Snow area has to offer, this beautifully updated home is located just 1.5 miles from Mount Snow Ski Resort and approximately 1 mile from the Mount Snow Golf Course. Step inside to a bright and inviting interior featuring vaulted ceilings, beautiful wood floors, mini-splits for year-round comfort, and a cozy woodstove the perfect place to warm up after a day on the slopes. The completely remodeled kitchen is a standout, offering stainless steel appliances, a farmhouse sink, and a charming dining nook ideal for casual meals and gatherings. The main level features warm wood flooring throughout the living spaces, complemented by tiled bathrooms. The home is being offered mostly furnished, making it easy to settle in and start enjoying your Vermont getaway. The finished lower level provides additional living space with a spacious family room and convenient walkout access, offering plenty of room for guests, recreation, or relaxing after a day of outdoor adventures. Outside, enjoy the peaceful setting from the deck overlooking the beautiful property, along with the added convenience of a detached two-car garage for vehicles, recreational gear, and storage. With its extensive updates, comfortable and welcoming interior, beautiful setting, and exceptional proximity to Mount Snow skiing, golf, dining, and year-round recreation, this property is an ideal choice for a primary residence, vacation retreat, or Vermont mountain getaway.

13 Circle View Dr, Dover

$999,990

5 Beds ⋅ 3 Baths ⋅ 5101121 MLS

Kick-Out Clause in effect. Welcome to Alden Woods, one of North Dover's most sought-after neighborhoods, where luxury, comfort, and timeless elegance come together in this exceptional 5-bedroom, 3-bathroom home. Designed for everyday living and effortless entertaining, this beautifully maintained home offers spacious, light-filled living areas and thoughtfully designed floor plan that blends functionality with style. At the heart of the home is a stunning chef's kitchen featuring Corian & Quartz countertops, center island, and an impressive island dining table with seating for ten with the formal dining room for your go to family get togethers and holidays, the extra room on the 1st floor can be used for office, and the family room is designed for making memories, complete with bar area & pool table, creating the ultimate space for game nights, celebrations, or simply relaxing while overlooking the beautifully landscaped backyard. Finished lower level adds more flexible living space, ideal for a media room, fitness area, office, or guest accommodations. Step outside to your own private backyard oasis, where every detail has been thoughtfully designed for outdoor living. Enjoy a luxury in-ground pool, charming gazebo, and fully equipped outdoor kitchen, all surrounded by beautifully manicured gardens. Multiple decks provide inviting spaces for dining, entertaining, and unwinding, while the fully fenced backyard offers peace of mind for children, grandchildren, and pets to play safely. Meticulously maintained and move-in ready, this home also features exceptional curb appeal, two-car attached garage, and the pride of ownership that's evident throughout. Enjoy the perfect balance of privacy & convenience, minutes from downtown Dover, shopping, dining, and major routes. A rare opportunity to own a home that perfectly blends elegant indoor living with resort-style outdoor amenities in one of Dover's premier premier neighborhoods. Seller is a licensed real estate agent.

48 Cottonwood Dr, Dover

$799,000

4 Beds ⋅ 3 Baths ⋅ 5087730 MLS

Enjoy year-round living in this handsome contemporary home set on over 12 acres of picturesque land, featuring open meadows, a gentle stream, a large pond, mixed woodland, and beautifully maintained gardens. Bright and inviting, the home offers a spacious layout designed for both comfort and entertaining. There is an attached 3 bay garage above which is a huge heated bonus room with storage closets and pool table. A welcoming entry with double closets provides easy access to the attached three-bay garage and wraparound porch. The adjacent mudroom includes tile flooring and practical wooden hooks, perfect for Vermont’s changing seasons. The expansive kitchen is filled with natural light from skylights and features granite countertops, abundant cabinetry, and stainless steel appliances, including a large Viking range. The formal dining room showcases softwood flooring and a sloped ceiling, while the sunken living room with cathedral ceiling centers around a stone fireplace with a propane insert and opens to a large deck and screened porch ideal for indoor-outdoor living. Two generously sized bedrooms and a shared bath complete the main level. Upstairs, the private primary suite offers patio doors to an upper deck overlooking lush gardens and the pond, along with an en suite bath and sauna for a true retreat experience. The lower level expands the home’s versatility with a second kitchen, family room, full bath, and wine room perfect for hosting guests or extended family. Located just minutes from Mount Snow and four-season recreation, this property combines natural beauty, thoughtful design, and exceptional convenience. Being offered furnished with certain exceptions.

25 Yeaw Rd, Dover

$825,000

7 Beds ⋅ 7 Baths ⋅ 5072953 MLS

Residential Property with Income Potential Near Mount Snow Discover a rare opportunity to own a versatile residential property with multiple income streams, located just minutes from the village of West Dover and the Mount Snow Resort area. Whether used as a primary residence, second home, or investment property, this offering provides exceptional flexibility. The main residence features a spacious two-bedroom, two-and-a-half-bath layout with additional recreation space, ideal for owner occupancy or a high-end rental. An attached building includes four one-room, one-bath units well-suited for short-term or seasonal rentals, allowing for consistent supplemental income while living on site. Sewer allotments will convey with the property, offering the potential to expand by up to four additional bedrooms and further enhance rental opportunities. Also included is a three-story ancillary building, formerly operated as a ski shop, presenting unique possibilities for residential conversion, live/work space, or complementary use to support a short-term rental operation, subject to local approvals. Build-to-suit potential available; seller willing to negotiate tenant improvements subject to mutual agreement. With its proximity to Mount Snow and strong year-round rental demand, this property offers an exceptional combination of comfortable residential living and income-producing potential in Southern Vermont.

136 Vermont Route 100, Dover

$2,395,000

6 Beds ⋅ 7 Baths ⋅ 5063234 MLS

Incredible Legacy Property. This extraordinary estate blends timeless elegance with modern comfort. The first floor features a welcoming den, gourmet eat in kitchen with DCS range, stainless appliances, sub- zero refrigerator and wet bar. A dining room, gracious living room, office, and butler’s panty with fridge and ice maker make entertaining effortless. Five fireplaces, custom-built-ins, wood floors and beautifully tiled baths create a warm refined atmosphere. Upstairs the primary suite offers a fireplace and luxurious bath. An additional en-suite bedroom and three more bedrooms, laundry room, and two full baths provide plenty of space for family and guests. Dual staircases, tiled entry, and both front and back foyers highlight the home’s thoughtful design. The grounds are equally impressive with a covered front porch that overlooks the sprawling south facing lawn with winter views of haystack. A serene screened veranda, back deck and stone patio with fire pit invite outdoor gatherings. An oversized-attached two car garage, whimsical children’s playhouse and an incredible post and beam barn with full lower level perfect for all your recreational vehicles complete the offering. Exquisite gardens, stone walls and meticulous land scaping surround this rare property, ideally located across from the esteemed Hermitage Inn and exclusive Hermitage Club with easy access to all area activities.

56 Handle Rd, Dover

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