• 49 days on site
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Steeped in history and timeless country charm, Homestead Farm dating back to 1782 and the namesake of Homestead Road is one of Tewksbury's most picturesque preserved equestrian estates. Set on 26 serene acres surrounded by thousands of acres of farmland in a valley of preserved land with equestrian trails, the property overlooks a stunning stream-fed pond w/ a waterfall and sweeping pastoral views. The historic stone barn features 8 stalls, a tack room, a 80' x 140' indoor arena with a 10' x 25' viewing room, and 14 outdoor paddocks, 4 of which have run-in sheds, a large 300' x 100' outdoor riding area, a round pen for lunging, creating an exceptional equestrian setting.The farmhouse blends historic character with inviting living spaces, including wide-plank pumpkin pine floors, 3 fireplaces, a formal dining room, and a sun-filled family room w/ walls of windows framing the pond and gardens. The spacious primary suite offers a soaking tub and walk-in closet. An oversized bluestone patio draped in wisteria provides a breathtaking setting for entertaining or quiet relaxation beside the pond that has been cherished by generations for 244 years. In addition to the timeless farmhouse, there is a charming standalone flex space currently used as an artist's studio, featuring vaulted ceilings, original hand-hewn beams, and an oversized Palladian window overlooking acres of paddocks. A rare blend of heritage, craftsmanship, and equestrian excellence, Homestead Farm is a MUST SEE!

Source: Garden State MLS, MLS#: 4026936

Listing provided courtesy of TURPIN REAL ESTATE, INC.- MLS# 4026936MLS ProviderContact Information: 917-319-0698
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  • Property Type
    Residential

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Owning this Home

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* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

Life at 77 Homestead Rd


Schools

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School data courtesy of LiveBy, Inc.
Ratings are based on a scale of 1-5, with 5 being the highest rating and 1 being the lowest rating. The schools displayed on this website are for informational purposes only and may not represent a complete or up-to-date list. School assignments are subject to change and should be verified directly with the local school district. Please contact the appropriate school district to confirm school zoning and enrollment eligibility for this property.

History

Date Event Value Agent
6/16/2026Source: Garden State MLS Status Change
Under Contract
5/12/2026Source: Garden State MLS Added to Database
May 12, 2026