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$820,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24175997 MLS
Splendor & Solitude! Warm and versatile country Cape tucked back within a beautiful natural landscape. Take advantage of this unique opportunity for privacy and acreage in this most beautiful area of town. Bring your wish-list and creative vision to life in this sweet and potential-packed home & property. The very livable main level floor plan features a traditional center-hall, open to a bright dining room highlighted by a view upon scenic level grounds. There's a cozy LR with bult-ins and FPL, and a spacious eat-in kitchen with adjoining enclosed breezeway/sunroom to att. garages. A main level FR/den and office each access a center powder room, offering space for renovated/extended guest or office space. A well-designed full-dormered UL includes 2 guest BRs and bath and a PBR with private bath. There's a bonus walk-out LL playroom (unheated) with full bath w/whirlpool and double sliders to the wonder of the outdoors. Enjoy and accentuate the full potential of beautiful level grounds, multiple colorful gardens, sunset views and a protection of light woods. Wonderful landscape to enjoy, enhance & build upon; pool, barn, pet, hobby, garden & recreation space. Fashion your sanctuary space in this lovely spot just minutes from the engaging town center.

63 Shearer Rd, Washington
$725,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24175557 MLS
This handsome 1820's Colonial, set behind large shade trees on 1.33 acres just off the Green, is an easy walk to the Library, Booth School, Apple Lane Park, Churches, Tennis courts, and a morning cuppa at the Roxbury Market. Major renovation in 2018 included New HVAC, New wiring, Rebuilt Porch and more. New Well installed dedicated to this property replaced shared source. Interior makeover included fine Kitchen with gas range and quartz counters, formal Dining room or Library, Powder Room, and front-to-back Living Room leading to full-width covered porch overlooking the lawn, wonderful for entertaining. The Main floor shines with wide-board oak floors, thermal windows and traditional trim. Greet the morning sun in the second floor primary Bedroom with ensuite bath and walk-in closet. Two other bedrooms and hall bath also share this floor. Stairs lead up to the third floor and two more finished rooms. Level lawn behind the house extends back to a large barn with water, electric and a poured concrete floor for garage or many other creative uses. There's so much here in this inviting antique Roxbury home that lives like new!

20 Wellers Bridge Rd, Roxbury
$985,000
ACTIVE Status ⋅ 24160249 MLS
Beautiful East Facing Views from this Piece of Roxbury History! Land ready to build with one of Roxbury's three oldest homes, this site has been cherished by seven generations of the Squire family. The existing antique home, while requiring reconstruction, has the potential to be reimagined as a charming guest house, preserving a tangible link to the past. Set on 12.7-acres this property and boasts breathtaking eastern views and the unique opportunity to create a stunning estate on land steeped in local heritage. A partially intact stone foundation (approximately 1500 sq ft) provides a solid base for this endeavor. Imagine building your dream home atop the hill, capitalizing on the panoramic vistas. A beautifully renovated barn, listed as historic landmark, adds further character and value. The property abuts Land Trust land, ensuring privacy and natural beauty. Infrastructure is in place with a completed A-2 survey, installed driveway, and approved septic plans (3-bedroom for the antique home and 8-bedroom for a main residence). Electrical conduit is also installed to the proposed homesite. This land has subdivision potential and is ready for you to create a legacy of your own. **Note: Home is uninhabitable at this time. A full rebuild and renovation is required.

179 South St, Roxbury
$985,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24159885 MLS
Own a Piece of Roxbury History! One of Roxbury's three oldest homes, this site has been cherished by seven generations of the Squire family. The existing antique home, while requiring reconstruction, has the potential to be reimagined as a charming guest house, preserving a tangible link to the past. Set on 12.7-acres this property and boasts breathtaking eastern views and the unique opportunity to create a stunning estate on land steeped in local heritage. A partially intact stone foundation (approximately 1500 sq ft) provides a solid base for this endeavor. Imagine building your dream home atop the hill, capitalizing on the panoramic vistas. A beautifully renovated barn, listed as historic landmark, adds further character and value. The property abuts Land Trust for hiking, ensuring privacy and natural beauty. Infrastructure is in place with a completed A-2 survey, installed driveway, and approved septic plans (3-bedroom for the antique home and 8-bedroom for a main residence). Electrical conduit is also installed to the proposed homesite. This land has subdivision potential and is ready for you to create a legacy of your own. **Note: Home is uninhabitable at this time. A full rebuild and renovation is required.

179 South St, Roxbury
$15,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24081154 MLS
Available Oct 1, 2026 @ $15,000/mo. Perched high on a scenic Roxbury hillside, this new 3-bedroom home represents true luxury living. The architecture seamlessly integrates nature and light with huge walls of windows with retractable screens. The 2 embedded James Turrell light sculptures transform the living experience into an ever-changing meditation on color and space. The open floor plan maximizes the intimate spaces and enables easy entertaining. A gourmet kitchen serves as both functional workspace and visual centerpiece with custom cabinetry, countertops, and integrated professional-grade appliances. The great room hosts dining for 12, spacious seating area and uber chic floating fireplace. The main floor is completed by the 3rd bedroom (Queen Bed) with its own private bath and a powder room. Upstairs features 2 primary bedrooms (both Queen Beds) with spa-inspired bathrooms (one with soaking tub and one with shower) overlooking private woodland views. The upstairs landing host an office nook. Luxury fixtures and designer furnishings throughout. Brand new Gunite heated pool is fully fenced. 7 person free standing Jacuzzi is available for year round use. This property offers an unparalleled rental opportunity in a coveted location. Just 10 mins to village centers of Washington & Woodbury with farmer's markets, organic provisions, chic shops and cultural events. Also avail Summer 2027 at $25,000/mo.

24 Old Roxbury Rd, Roxbury

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