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157 Centre St, Dover
$4,950,000
6 Beds ⋅ 6 Baths ⋅ 73588247 MLS
Welcome to The Nightingale Country Estate, a distinctive private retreat where elegant living and natural beauty come together. Encompassing 15.31 acres, the property includes 5.84 acres of manicured lawns, colorful gardens, and two spring-fed ponds ideal for summer swimming and winter skating, all introduced by gated entrances and handsome stone walls. An additional 9.47 acres of sunlit meadows, open fields, and peaceful woodlands enhance the estate’s exceptional privacy, while the property borders extensive conservation land and scenic trails. The expansive, picturesque acreage also presents exciting possibilities for outdoor recreation and equestrian pursuits, with ample space to accommodate a pool, tennis or pickleball court, or barn and paddock, subject to applicable approvals. At the heart of the property is the five-bedroom main residence, accompanied by a carriage house featuring a heated four-car garage and a self-contained one-bedroom suite with kitchen—perfect for guests, extended family, or staff. An additional two-car garage provides further space for vehicles, storage, or recreational equipment. With the guidance of a renowned architect, the main residence was thoughtfully reimagined with high-end updates while preserving its character. The gracious floor plan evokes the elegance and charm of an earlier era, offering beautiful rooms for entertaining as well as intimate reading and sitting rooms warmed by fireplaces. Gorgeous hardwood floors, intricate millwork, French doors, and five fireplaces add elegance and architectural interest throughout, while two staircases provide convenience and enhance the home’s natural flow. The modern chef’s kitchen is appointed with desirable high-end appliances. Two en suite bedrooms on the main level provide the ease of single-level living. Upstairs are three additional bedrooms and a quiet sitting room. Thoughtfully designed and beautifully situated, this exceptional country estate offers picturesque grounds where privacy, natural beauty, and refined living blend seamlessly.

157 Centre St, Dover

Listing courtesy of Listing Agent: Kandi Pitrus from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

5 Hamlins Crossing, Dover
$4,999,500
6 Beds ⋅ 9 Baths ⋅ 73573665 MLS
One of 13 estates in Dover’s magnificent Snow’s Hill neighborhood, 5 Hamlin’s Crossing includes 3.2+ impeccably manicured acres overlooking & abutting gorgeous conservation land. Privacy, timeless finish/craftsmanship, brilliant entertaining spaces & outstanding value distinguish this extraordinary property. Dover Land Conservation Trust manages 138 acres of trails adjacent to the neighborhood. Stunning stone walls outline the 2-tiered front lawn & the generous circular drive creates a dramatic approach. Exhale & enjoy the unequaled peace & privacy Snow’s Hill residents enjoy. French-inspired architecture, incl. multiple brick porticos & pretty dormered windows, reveals a home built with no detail spared. Inside, a 2-story foyer w/marble floors & sensational dome ceiling is anchored by a dramatic curved staircase. Windows everywhere provide abundant direct views of the backyard & pool. Magnificent. Richly lined w/custom bookshelves, the home office includes a FP & generous seating area. Multigenerational households take note: the west wing offers a rare 1st-floor 4-room primary suite, effortlessly accommodating family or long-term guests. Dedicated billiard room w/deluxe bar & egress to the side-yard putting green is a playful, beloved gathering spot. Beautiful sunken LR & enormous FR w/cathedral ceiling & custom architectural beams are the main gathering spaces. Designed for holidays & family parties, the open-concept kitchen/FR is where everyone gathers. Eat-in dining area w/island & peninsula seating + comfortable built-in window seat accommodates the crowd. This is the heart of the home. Priceless. Royal formal DR, mudroom off spotless 4-car garage & 2 half BRs complete the main level. 2nd level is accessed by 1 of 2 staircases & connected by wide hallways & elegant catwalk. West side includes a 2nd primary suite w/rich, spacious bath, 2 WICs, dressing room & bonus custom closet. 4 ensuite BRs w/spotless hardwood floors, generous laundry room w/awesome storage & folding spaces + media room w/Savant AV projector/screen ideal for family movie nights & game days complete the 2nd level. Glorious sun-splashed deck is steps from the saltwater pool. Insta-worthy slide & waterfall + fully equipped pool house w/bath, full kitchen & laundry make end-of-year parties & cocktail hours effortless. Expensive recent improvements incl. high-efficiency gas furnaces, Tesla Power wall/solar panels, Crestron lighting system & extensive landscaping/hardscaping.

5 Hamlins Crossing, Dover

Listing courtesy of Listing Agent: The Bauman Group from Listing Office: Gibson Sotheby's International Realty.

26 Woodridge Rd, Dover
$2,950,000
7 Beds ⋅ 9 Baths ⋅ 73541698 MLS
This stunning 7BR 6/2BA Colonial is set on 8+ acres offering privacy in a neighborhood setting! The heart of this home is the spacious cherry & granite 2024 kitchen w/2 Sub-Zero refrigerators, 2 Bosch dishwashers, huge island & sliders to the beautiful stone patio. The easy flow of the floor plan provides ample spaces for entertaining & relaxing including a delightful sunroom w/a vaulted ceiling. The 2nd floor boasts a fireplaced primary suite with a balcony overlooking the fenced yard, heated swimming pool, water slide, spa & cabana. Four additional bedrooms, 3 full baths & laundry room complete the second floor. A private bedroom suite can be found on the 3rd floor. The lower level offers an abundance of recreational spaces as well as a bedroom & full bath. Attached 3 car garage. Located just 18 miles from Boston, the charming town of Dover is known for its top-ranked schools, scenic New England character & low taxes.

26 Woodridge Rd, Dover

Listing courtesy of Listing Agent: Mary Crane from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

15 Farm Street, Dover
$12,500,000
7 Beds ⋅ 7 Baths ⋅ 73531926 MLS
Introducing Windover, a grand Georgian estate, meticulously restored and reimagined for modern living. Approached through 5 acres of conservation land, and set atop a private, tree-lined drive, the property commands an immediate sense of arrival. Refined outdoor features include expansive terraces, a secluded walled garden, and a dogwood orchard. A pool house and heated saltwater pool overlook a tranquil pond, creating a resort-like setting. The interior is expansive yet remarkably intimate. A dramatic Mediterranean-style ballroom anchors the entertaining spaces, while the living and dining rooms open to terraces, framing the surrounding landscape at every turn. The luxurious primary suite offers a private retreat; a versatile third-floor suite accommodates guests or live-in staff with ease. A dedicated media room and home gym — with steam shower and sauna — round out the experience. Windover is a property of architectural distinction, enduring beauty, and total seclusion.

15 Farm Street, Dover

Listing courtesy of Listing Agent: Tracy Campion from Listing Office: Campion & Company Fine Homes Real Estate.

70 Wilsondale St, Dover
$7,500,000
6 Beds ⋅ 8 Baths ⋅ 73516907 MLS
Meticulously restored and impeccably maintained, Wilsondale Farm pairs the character of an 1815 estate with modern systems and generous spaces for today's living and entertaining.10 private acres in Dover, 25 minutes to Boston. Distinctive antique woodwork, lighting, ironwork and masonry, a blend of Carlisle and original wood floors, give the home its quiet sense of history. Daily life starts in the incredible mudroom, built for backpacks, sports gear and muddy boots. The bright European-style kitchen with high-end appliances, a hammered zinc island and hood, extensive storage and an adjoining house manager’s office. The bathrooms are exquisitely appointed, and the laundry room is fully modern. Extensive windows throughout connect every room to the landscape.The connected carriage-house addition is built with traditional pegged post-and-beam construction. Its family room is about 900 square feet across two levels, a home theater below. Upstairs, two bedrooms each have an en suite bath and loft, next to a separate children’s study area. A game room, more bedrooms and family rooms, the beam-lined dining room, a library, formal living and enclosed porches give everyone room to gather or unwind. Outside a heated 75-foot saltwater pool and hot tub, open fields, a sports court and private trails along stone walls to a stream. The circular driveway and parking area lead to separate barn with 6-car garage parking, caterer's kitchen, a gym, storage, and an upstairs suite of about 900 sqft with a bath, steam shower and kitchenette. Restaurants and shopping minutes away, three rail lines, including Amtrak, are close by. Dover-Sherborn High School tops Boston Magazine’s 2026 rankings of Greater Boston public high schools. An additional 6-acre ANR lot overlooking the pond is also available.

70 Wilsondale St, Dover

Listing courtesy of Listing Agent: Jane Wemyss from Listing Office: Compass.

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