Browse All Brimfield MA Properties with Pool for Sale

Rare opportunity to own one of New England’s most distinguished legacy country estates, set on 56 acres in the desirable town of Brimfield. This extraordinary offering combines privacy, scale, natural beauty, and remarkable versatility, with potential for an equestrian estate, private family compound, multi-generational retreat, wellness destination, event venue, or development. Rolling meadows, mature woodlands, manicured gardens, stone walls, and cobblestone and brick pathways create an enchanting setting. A private pond and hillside stream add to the park like grounds. The approximately 8,600+ sq ft main residence is complemented by a 2,000+ sq ft guest house, providing exceptional flexibility for extended family, guests, staff, or rental income. Resort style amenities include a swimming pool and pool house, two tennis courts (grass and clay), a golf practice area, and beautifully designed outdoor entertaining spaces. The expansive acreage and open land offer an ideal foundation for a premier horse property or equestrian facility, while additional acreage and road access provide possibilities for subdivision, expansion, or other approved uses.For those seeking a true New England country estate, the scale and character here are difficult to replicate. Create a generational retreat, sophisticated equestrian property, private compound, or destination with room to evolve for years to come. At the “Crossroads of New England,” the location is just five minutes from the Massachusetts Turnpike with convenient access to I-90, I-84, and Route 20. Approximately 60 miles to Boston, 27 miles to Worcester, 28 miles to Springfield, 40 miles to Hartford, 60 miles to Providence, and 155 miles to NYC. Within an hour of three international airports and approximately 100 colleges and universities, this setting offers exceptional connectivity throughout Massachusetts, Connecticut, Rhode Island, and the greater Northeast. A singular legacy offering defined by land, privacy, recreation, and endless possibilities.

87 E Brimfield Holland, Brimfield

$1,385,000

4 Beds ⋅ 4 Baths ⋅ 73579192 MLS

Over 68 acres of rolling fields, mature woods, stone walls, and a picturesque pond and brook create an extraordinary New England setting for this historic Brimfield farmhouse estate. Few properties capture the essence of New England quite like this property, where timeless character, expansive grounds and modern comforts come together. Enter through the welcoming front porch and discover high ceilings, original character and charm in every corner. The thoughtfully designed floor plan offers the scale and flow that can be difficult to find in an older home. At the heart of the first floor is a gorgeous chef’s kitchen with high end cabinetry and appliances, opening to a stunning vaulted family room with exposed wood beams and a wood burning fireplace. The kitchen sink overlooks the sweeping yard and pond, bringing the beauty of the property into everyday living. The first floor also includes a newly updated full bathroom, den and additional bedroom (which also could be used as a formal living room or a large office). Upstairs, the beautiful modern primary suite offers a custom closet and convenient second floor laundry. Two spacious additional bedrooms and a new full bathroom complete the second level. The finished lower level adds an unexpected touch of fun, with a speakeasy inspired feel and additional finished living space. Modern amenities include central air, owned solar panels with two Tesla batteries for energy savings and backup power, and a 3 car garage. Outside, the property delivers the quintessential country lifestyle with a well maintained red barn, fenced areas, stone walls, sweeping lawns, picturesque pond and brook, and in ground pool. The expansive acreage offers room for gardens, recreation, equestrian activities or other animals, or simply enjoying the privacy and beauty of the land. Conveniently located near Route 20 and the Mass Pike and within the Tantasqua Regional School District, this rare Brimfield property offers an exceptional combination of historic New England charm, modern amenities, remarkable acreage, and an unforgettable setting.

304 Warren Rd, Brimfield

$1,099,000

3 Beds ⋅ 4 Baths ⋅ 73568887 MLS

Remarkable opportunity to own this stunning, custom built, one owner reproduction colonial on a quiet country road in Brimfield. Located near the Sturbridge line set on nearly 3.5 acres is where you will find this impeccable home with amazing craftsmanship and period styling details throughout and with all the modern bells and whistles of a 2005 build. Inside you'll find a well appointed kitchen with farmhouse sink and beautiful stone counters plus sitting area with wood stove. Enter the living room to enjoy cozy New England winters by the fire or relax and enjoy your backyard view from the wonderful back porch, pergola or patio. APO approximately an addition 270 SqFT of finished attic and 880 SqFt of finished area in the basement bring total living area to 3534 SqFt. Finished basement includes full bath offers In-Law possibilities and walks out to your beautiful landscaped grounds with plentiful fruit trees and extensive perennial gardens. Out back you'll also find your solar heated, salt water in-ground pool with new salt water generator, LED lights and pool liner in 2025 (APO). There is no shortage of storage for all your toys or gardening and agricultural needs with a large tractor and garden shed, wood shed, additional storage shed plus a heated two story pool house (2012) including a bar area and changing room and heated attached 2 car oversized garage with loft and additional detached garage. This property is too incredible to miss out and there's too much to picture. Schedule your showing today.

37 Champeaux, Brimfield

$589,900

3 Beds ⋅ 3 Baths ⋅ 73540661 MLS

Back on Market! This is a rare second chance to own an amazing home. In-town privacy meets comfort and style in this beautifully expanded Cape. The heart of this home is a spacious custom kitchen that flows seamlessly into an open dining area—perfect for everyday living and entertaining. Relax in the inviting fireplaced living room or unwind in the cozy den. The grand primary suite is a true retreat, featuring a soaring cathedral ceiling, a generous bath with jetted tub, a separate shower, and a walk-in closet. Upstairs, two nicely sized bedrooms and a full bath complete the second floor. Enjoy outdoor living at its finest. A screened front porch stretching over 40 feet offers a great meadow view. A wide rear deck overlooks the above-ground pool. Beautiful flowering perennials at every turn, bluebirds and chickadees in the air - your own private oasis! Benefit from plenty of storage in the basement, the over-sized garage, the She Shed and the He Shed! Ground-mounted solar is owned by the seller, offering added efficiency and value. New septic system and new well pump!

12 Hillside Dr, Brimfield

$625,000

3 Beds ⋅ 2 Baths ⋅ 73539254 MLS

This custom, owner-built home showcases exceptional contemporary craftsmanship. Situated on a 1-acre professionally landscaped, park-like setting with brick pathways, a private, fenced backyard, and a heated saltwater pool. Step through the front door and prepare to be impressed. The formal living room flows seamlessly into the sunny dining area, with vaulted ceilings. The kitchen has custom cabinetry loaded with special features for all your dinnerware and accessories. The first floor also includes a bedroom, a full bath, and a private office, as well as a sitting room with flexible uses. Upstairs, the spacious main bedroom loft suite features a newly renovated bath, a walk-in closet, 3rd bedroom. Pride of ownership is evident throughout; most appliances, mechanical systems, and pool items have been updated within the past five years. Conveniently minutes from the regional high school.,Discover the difference

41 Apple Rd, Brimfield

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Brimfield Homes with Pool

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Browse All Brimfield MA Properties with Pool for Sale

Brimfield Homes with Pool

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