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$1,195,000
73550201 MLS
Some properties preserve history. Others offer possibilities. This extraordinary c.1700 Georgian Colonial offers both. Beautifully restored and privately set on approximately 7 acres of open pasture, mature woodland, and scenic countryside, this remarkable estate blends timeless character with exceptional versatility. The property includes a separate two-family residence, classic barns, and two surveyed and approved building lots, creating outstanding opportunities for agricultural enterprise, multigenerational living, rental income, and future potential. Whether envisioned as a treasured family estate, an agricultural venture, or a legacy investment, this is a rare opportunity to own one of Boylston's most distinctive properties, just minutes from Worcester, major commuter routes, shopping, and everyday conveniences. See property possibilities attachment.

183 Main St, Boylston

$1,195,000
4 Beds 2 Baths 73544294 MLS
Some properties preserve history. Others offer possibilities. This extraordinary c.1700 Georgian Colonial offers both. Beautifully restored and privately set on approximately 7 acres of open pasture, mature woodland, and scenic countryside, this remarkable estate blends timeless character with exceptional versatility. The property includes a separate two-family residence, classic barns, and two surveyed and approved building lots, creating outstanding opportunities for agricultural enterprise, multigenerational living, rental income, and future potential. Whether envisioned as a treasured family estate, an agricultural venture, or a legacy investment, this is a rare opportunity to own one of Boylston's most distinctive properties, just minutes from Worcester, major commuter routes, shopping, and everyday conveniences. See property possibilities attachment.

183 Main St, Boylston

$474,900
4 Beds 2 Baths 73543815 MLS
Larger than it appears this expanded cape cod across from Summer star meadow is an amazing opportunity to renovate your dream home. Main level includes Living room with fireplace, dining area and a gigantic eat in kitchen perfect for entertaining. 1st floor also contains 2 bedrooms, full bath, covered porch and extra flex room. 2nd floor boasts large expanded bed room adjacent to a 2nd bath and a 4th bedroom. Full basement with potential to have a 1 car garage under. This is not your average cape home, the kitchen could be a stunner and the location is as peaceful as it gets. Don’t miss out on creating your dream home! Title 5 failed. Seller will not replace septic prior to closing. Buyers’ responsibility to replace septic. Sold AS-IS, will not qualify for CONV financing. Cash, hard money or rehab loans only.

190 Mile Hill Road, Boylston

$575,000
73537276 MLS
STUNNING VIEWS from this coveted lot atop Barnard Hill! Build your dream home at Barnard Hill Estates - a new construction development near the Boylston/Shrewsbury line! Experience luxury living in a charming New England neighborhood setting. Plenty of architectural detail and quality workmanship on our fine Craftsman style homes from which you can choose a style that best suits your needs or bring your own plans or builder. Customize any and all features to your specifications. Private, estate size lot in an idyllic natural setting. Conveniently located in the cozy town of Boylston with easy access to major highways (290, 495, and Mass Pike). Barnard Hill is THEE neighborhood to be in of newly constructed homes with an added bonus of hilltop views!

Lot 52A Barnard Hill Road, Boylston

$2,590,000
4 Beds 5 Baths 73530426 MLS
Minutes from I-495 and I-290 — Boston within reach, Logan Airport within the hour — this award-winning Masiello-designed contemporary residence offers architectural privacy without sacrificing access. Privately positioned on 4.46 acres bordering a private golf course, it merges modern midcentury architecture with Asian-inspired interiors and landscapes by Zen Associates. Dramatic walls of glass, premium black aluminum-clad wood window and door systems, custom walnut millwork, and remarkable sightlines throughout. A waterfall-edge island kitchen with custom cabinetry and premium appliances connects seamlessly to the dining and living spaces. Four bedrooms, an elevator servicing all levels, whole-house shading, and exceptional indoor-outdoor flow. Expansive terraces, covered outdoor living, curated stonework, specimen landscaping, and direct golf course views create a private retreat that balances seclusion with connectivity.

5 Redwood Cir, Boylston

$995,000
3 Beds 3 Baths 73524713 MLS
A rare and distinctive antique residence on 2+ private acres in one of Boylston’s most sought-after neighborhoods. Originally built in the 1700s and relocated in 1975, the home blends historic charm with thoughtful updates, including a Buderus heating system (2022), fully replaced septic (2019), and brand new circular driveway (2024). Features include hard-pine floors, latchkey doors, four interior brick fireplaces, and a kitchen with a Jøtul wood stove. The expanded first-floor layout offers multiple gathering & living spaces, including an all-glass heated sunroom, and excellent flow for entertaining. The second floor has a primary suite with a walk-in closet, full bath, and jacuzzi tub. There are also two additional large bedrooms, another full bathroom and a versatile sitting or second office area(bonus room). Outdoors, enjoy a new patio (2025), underground sprinklers, and beautifully maintained grounds. Private setting with underground utilities and convenient highway access.

9 Bay Path Dr, Boylston

$1,150,000
4 Beds 3 Baths 73517991 MLS
Welcome to Barnand Hill Estates-Custom home built in 2022 offering the perfect blend of luxury, modern design & energy-efficient construction. Privately situated on a scenic lot, this property showcases high-end finishes, thoughtful upgrades & sophisticated living spaces throughout.The stunning chef’s kitchen is the centerpiece of the home, featuring premium Fisher & Paykel appliances incl. a propane 6-burner rangetop, double wall ovens, microwave drawer & integrated 48” refrigerator/freezer. Quartz countertops extend throughout the kitchen, coffee bar & all bathrooms, complementing the home’s sleek & timeless aesthetic. Designed for both comfort & style, the home features all solid hardwood flooring & bathrooms are finished with elegant porcelain tile. Conveniently located near major commuter routes including I-290 & I-495, yet surrounded by the charm & tranquility of Boylston,this turnkey property offers modern luxury living in one of Central Massachusetts’ most desirable communities

1 Perry Road, Boylston

$1,895,000
4 Beds 4 Baths 73502232 MLS
Once in a lifetime opportunity! Bespoke ESTATE w/remote entry gates - gentle slope takes you to this gem perched at over 600' above sea level enjoying amazing WESTERN views & complemented by Apron Hill 28 ac of Dept of Conservation & Recreation property*Stunning, Modern, Architect-designed masterpiece of exemplary quality w/so many custom features*Andersen windows frame gorgeous views from almost every rm including the jaw-dropping Natatorium w/beautifully maintained 12x25 pool complemented by radiant heated patio & numerous skylights*Flow is key from the marble entry Foyer to the DR w/seating for 20, which opens to a sunken LR w/glass-packed walls to enjoy stunning sunsets*Custom isle kitchen w/luxe features*2-story eating area w/soaring wall of glass*Climb the cherry helix staircase to the Eagle's nest or the front stairs to the primary suite & 3 add’l bdrs*3 car att & 3 car detached w/walk up attic*Windowed lower level offers Bonus Rm, Exc Rm & half Bath*Organic garden beds

173 Central St, Boylston

$1,625,000
4 Beds 4 Baths 73480320 MLS
COMPLETED - LIKE BRAND NEW - READY WHEN YOU ARE!! Your dream home awaits at Barnard Hill Estates near the Boylston/Shrewsbury line! Experience luxury living in a charming New England neighborhood setting. Plenty of architectural detail and quality workmanship shown here featuring an open floor plan, cathedral ceiling, hardwood floors, quartz counters, crown moulding, central air, and extremely energy efficient are just some of the upscale amenities and features of this 4 bedroom 3 1/2 bath home. 1st floor office, finished basement with multiple bonus rooms, a backyard gazebo with electric fireplace and outdoor TV are just some of the many upgrades. 2.6 acre lot at end of cul-de-sac offers tremendous privacy in an idyllic natural setting. Conveniently located in the cozy town of Boylston with easy access to major highways (290, 495, and Mass Pike). Ready for immediate occupancy! Barnard Hill is THEE neighborhood to be in of recently constructed homes featuring lots of privacy!!

5 Barnard Hill Road, Boylston

$1,698,900
4 Beds 4 Baths 73476118 MLS
Now selling the final phase at Barnard Hill Estates, with limited opportunities remaining in this established neighborhood. Set among natural surroundings yet conveniently located near major routes, shopping, dining, and local schools, this community offers an ideal balance of privacy and accessibility. Built by premier local custom builder Sander Properties, this new construction home offers 4BR and 3.5BA with a thoughtfully designed open-concept layout. The first floor features a private study, a spacious family room with fireplace, and a large kitchen with center island, quartz countertops, and Dacor appliances—seamlessly open to the living area for easy everyday living and entertaining. A mudroom off the garage adds convenience, while a deck off the family room extends the living space outdoors. An unfinished walk-out lower level provides excellent potential for future expansion and or can still be finished prior to closing. Schedule your preview today!

Lot 49 Barnard Hill Road, Boylston

$1,675,000
4 Beds 4 Baths 73470812 MLS
STUNNING VIEWS from this coveted lot atop Barnard Hill! Dream home to-be-built awaits at Barnard Hill Estates - a new construction development near the Boylston/Shrewsbury line! Experience luxury living in a charming New England neighborhood setting. Plenty of architectural detail and quality workmanship on our fine Craftsman style homes from which you can choose a style that best suits your needs or bring your own plans. Featuring open floor plan, hardwood floors, granite counters, wainscoting, central air, 2x6 construction, and extremely energy efficient are just some of the upscale amenities and features of our 4 bedroom, 3 1/2 bath home. Customize any and all features to your specifications. Private, estate size lot in an idyllic natural setting. Conveniently located in the cozy town of Boylston with easy access to major highways (290, 495, and Mass Pike). Barnard Hill is THEE neighborhood to be in of newly constructed homes with an added bonus of spectacular views!

Lot 52 Barnard Hill Road, Boylston

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