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Escape the city to this exceptional estate offering the best of country and Lake living. This historic, private estate in Sherman, CT, is just 90 minutes from NYC and moments from Candlewood Lake with beach and boat rights. Originally the historic Brinsmade Dairy Farm, this property blends timeless New England charm with modern comfort. Set on two lots with three buildings-the Main House, Carriage House, and Pool House-it offers approximately 5,500 sq ft, 6 bedrooms, and 5 full baths, ideal for multi-generational living, weekend escapes, guests, or entertaining. The Main House features soaring cathedral ceilings, exposed beams, wide-plank floors, a vaulted kitchen, and picture windows overlooking rolling lawns, mature trees, and countryside views. Life here is all about the outdoors. Spend memorable days swimming in the sparkling pool, playing tennis, nature spotting by the pond, gathering for outdoor dining, or relaxing beneath the stars. Just minutes away, enjoy boating, kayaking, paddleboarding on Candlewood Lake. The Pool House creates the perfect guest retreat, while the Carriage House offers a fireplace, semi-open kitchen and living area, one bedroom, and a full bath. Six garages provide ample space for vehicles, boats, recreational equipment, or hobbies. A rare opportunity to own a private estate that combines recreation, history, and natural beauty with low Sherman taxes. Experience the space, privacy, and lifestyle that make this property truly unique.

6 Beds ⋅ 5 Baths ⋅ 24174761 MLS

Escape the city to this exceptional estate offering the best of country and Lake living. This historic, private estate in Sherman, CT, is just 90 minutes from NYC and moments from Candlewood Lake with beach and boat rights. Originally the historic Brinsmade Dairy Farm, this property blends timeless New England charm with modern comfort. Set on two lots with three buildings-the Main House, Carriage House, and Pool House-it offers approximately 5,500 sq ft, 6 bedrooms, and 5 full baths, ideal for multi-generational living, weekend escapes, guests, or entertaining. The Main House features soaring cathedral ceilings, exposed beams, wide-plank floors, a vaulted kitchen, and picture windows overlooking rolling lawns, mature trees, and countryside views. Life here is all about the outdoors. Spend memorable days swimming in the sparkling pool, playing tennis, nature spotting by the pond, gathering for outdoor dining, or relaxing beneath the stars. Just minutes away, enjoy boating, kayaking, paddleboarding on Candlewood Lake. The Pool House creates the perfect guest retreat, while the Carriage House offers a fireplace, semi-open kitchen and living area, one bedroom, and a full bath. Six garages provide ample space for vehicles, boats, recreational equipment, or hobbies. A rare opportunity to own a private estate that combines recreation, history, and natural beauty with low Sherman taxes. Experience the space, privacy, and lifestyle that make this property truly unique.

6-&1 6- & Ln, Sherman

$1,099,000

Originally part of the historic Brinsmade Dairy Farm, this Sherman estate blends classic New England charm with modern comfort. Set on approximately 8 acres with a Main House and separate Pool House, the property offers approx. 4,500 sq ft across both dwellings, featuring 5 bedrooms and 4 full baths-ideal for multigenerational living, weekend retreats, or entertaining. The Main House showcases cathedral ceilings, exposed beams, wideplank floors, a vaulted kitchen, and large picture windows framing rolling lawns, mature trees, and peaceful countryside views. Outdoor living is exceptional with a sparkling inground pool, tennis court, pond, and multiple spaces for dining, relaxing, and enjoying nature. Candlewood Lake is minutes away for boating, kayaking, and paddleboarding. The Pool House provides a comfortable guest retreat with its own bedroom, bath, and living area. Six garages offer abundant storage for vehicles, boats, and recreational equipment. A rare opportunity to own a private estate combining recreation, history, and natural beauty-all with low Sherman taxes. Experience the space, privacy, and lifestyle that make this property truly unique.

5 Beds ⋅ 4 Baths ⋅ 24207822 MLS

Originally part of the historic Brinsmade Dairy Farm, this Sherman estate blends classic New England charm with modern comfort. Set on approximately 8 acres with a Main House and separate Pool House, the property offers approx. 4,500 sq ft across both dwellings, featuring 5 bedrooms and 4 full baths-ideal for multigenerational living, weekend retreats, or entertaining. The Main House showcases cathedral ceilings, exposed beams, wideplank floors, a vaulted kitchen, and large picture windows framing rolling lawns, mature trees, and peaceful countryside views. Outdoor living is exceptional with a sparkling inground pool, tennis court, pond, and multiple spaces for dining, relaxing, and enjoying nature. Candlewood Lake is minutes away for boating, kayaking, and paddleboarding. The Pool House provides a comfortable guest retreat with its own bedroom, bath, and living area. Six garages offer abundant storage for vehicles, boats, and recreational equipment. A rare opportunity to own a private estate combining recreation, history, and natural beauty-all with low Sherman taxes. Experience the space, privacy, and lifestyle that make this property truly unique.

6 Brinsmade Ln, Sherman

$599,000

Beautifully maintained, move-in ready +1890 sf raised ranch with a deeded boat dock and private sandy beach in desirable Pinewood Shores at Squantz Pond! Enjoy the best of water-community living with a gorgeous, level yard surrounded by perennial plantings & a spacious deck perfect for outdoor entertaining, dining alfresco or simply relaxing after a day on the water. Light and bright throughout, this inviting home features hardwood floors throughout most of the main level. The spacious living room offers a ceiling fan and flows into the dining room with sliders opening to the deck and backyard. The eat-in kitchen features white cabinetry, granite counters, tile flooring, ceiling fan and a comfortable dining area. The main level offers two spacious bedrooms with hardwood floors and ceiling fans, a full hall bath with tub/shower combination, and a lovely primary bedroom with hardwood flooring, ceiling fan, two closets and private full bath with tile floor and shower. The finished lower level provides additional living space with a family room featuring tile flooring and a wood-burning fireplace-perfect for movie nights, entertaining or relaxing by the fire. A half bath, laundry room and large walk-in storage/pantry area add convenience, with direct access to the two-car garage. Central air and zoned electric heat make it easy to control the temperature throughout the home. Beautifully cared for inside and out, this home offers wonderful curb appeal & a peaceful country setting.

3 Beds ⋅ 3 Baths ⋅ 24199443 MLS

Beautifully maintained, move-in ready +1890 sf raised ranch with a deeded boat dock and private sandy beach in desirable Pinewood Shores at Squantz Pond! Enjoy the best of water-community living with a gorgeous, level yard surrounded by perennial plantings & a spacious deck perfect for outdoor entertaining, dining alfresco or simply relaxing after a day on the water. Light and bright throughout, this inviting home features hardwood floors throughout most of the main level. The spacious living room offers a ceiling fan and flows into the dining room with sliders opening to the deck and backyard. The eat-in kitchen features white cabinetry, granite counters, tile flooring, ceiling fan and a comfortable dining area. The main level offers two spacious bedrooms with hardwood floors and ceiling fans, a full hall bath with tub/shower combination, and a lovely primary bedroom with hardwood flooring, ceiling fan, two closets and private full bath with tile floor and shower. The finished lower level provides additional living space with a family room featuring tile flooring and a wood-burning fireplace-perfect for movie nights, entertaining or relaxing by the fire. A half bath, laundry room and large walk-in storage/pantry area add convenience, with direct access to the two-car garage. Central air and zoned electric heat make it easy to control the temperature throughout the home. Beautifully cared for inside and out, this home offers wonderful curb appeal & a peaceful country setting.

8 Pinewood Shrs, Sherman

$550,000

Magical setting and so much character, uniqueness and potential! 3 bedroom 3 bath 3 fireplace contemporary home on private 2 plus acre lot with inground pool and ponds. 2 car detached garage. Living room with vaulted ceilings, hardwood floors, beams, walls of glass and fireplace. Vaulted eat in kitchen with skylite and brick floor and breakfast bar. Super cool den with fireplace, loft, brick floor and great windows. Primary bedroom with distressed pine floors, walk in closet and full bath. 2 sets of stairs to the lower level (one spiral) where you will find an awesome family room/gameroom with slate floors, fireplace and bar plus 3rd bedroom. The outside has indefinite potential and character. Spring fed ponds with patios and walking bridges and dock. Perfect weekend retreat or year round paradise! Great schools and low taxes and minutes to the train station!!

3 Beds ⋅ 3 Baths ⋅ 24213711 MLS

Magical setting and so much character, uniqueness and potential! 3 bedroom 3 bath 3 fireplace contemporary home on private 2 plus acre lot with inground pool and ponds. 2 car detached garage. Living room with vaulted ceilings, hardwood floors, beams, walls of glass and fireplace. Vaulted eat in kitchen with skylite and brick floor and breakfast bar. Super cool den with fireplace, loft, brick floor and great windows. Primary bedroom with distressed pine floors, walk in closet and full bath. 2 sets of stairs to the lower level (one spiral) where you will find an awesome family room/gameroom with slate floors, fireplace and bar plus 3rd bedroom. The outside has indefinite potential and character. Spring fed ponds with patios and walking bridges and dock. Perfect weekend retreat or year round paradise! Great schools and low taxes and minutes to the train station!!

8 Rte 55 W, Sherman

$535,000

Unique and open mid century modern at end of cul de sac. Great curb appeal. Updated Kitchen with stainless appliances. 3/4 bedrooms and 2 full baths. Primary with 2 closets and private bathroom. Mini split for AC. Crown moldings. 2 car heated attached garage plus 1 car detached. Hardwood floors. Front and rear decks for relaxing and entertaining. Added potential in the unfinished basement. Generator hook up. New septic installed August 2026!

3 Beds ⋅ 2 Baths ⋅ 24169288 MLS

Unique and open mid century modern at end of cul de sac. Great curb appeal. Updated Kitchen with stainless appliances. 3/4 bedrooms and 2 full baths. Primary with 2 closets and private bathroom. Mini split for AC. Crown moldings. 2 car heated attached garage plus 1 car detached. Hardwood floors. Front and rear decks for relaxing and entertaining. Added potential in the unfinished basement. Generator hook up. New septic installed August 2026!

38 Cedar Ln Extension, Sherman

$410,000

Set on 2+ acres, this single level 2 bed 1.5 bath home makes everyday living easy. The spacious, light filled living room is anchored by a wood burning stove, and the well laid out kitchen has views with a patio just outside the door. It's an easy spot for morning coffee or dinner outdoors. A fully fenced yard gives you secure outdoor space for pets, play, or garden plants, plus a nice swath of land in the front yard adds even more room to spread out. A garage and carport cover your vehicles, plus the walkout basement adds plenty of storage. The detached workshop, with its large windows, is brimming with potential. Picture a studio, hobby space, or workshop. Located in Sherman with a small corner of the parcel in New Fairfield, this home offers beach access on Candlewood Lake through both towns, a rare perk. Minutes to the charming town center w/ community amenities, hiking trails, library & playhouse. One level, loads of space, and a location that gives you the best of both towns - but the low taxes of Sherman! THIS IS ONE OF 2 HOMES FOR SALE NEXT DOOR TO EACH OTHER #210 & #208.

2 Beds ⋅ 2 Baths ⋅ 24214386 MLS

Set on 2+ acres, this single level 2 bed 1.5 bath home makes everyday living easy. The spacious, light filled living room is anchored by a wood burning stove, and the well laid out kitchen has views with a patio just outside the door. It's an easy spot for morning coffee or dinner outdoors. A fully fenced yard gives you secure outdoor space for pets, play, or garden plants, plus a nice swath of land in the front yard adds even more room to spread out. A garage and carport cover your vehicles, plus the walkout basement adds plenty of storage. The detached workshop, with its large windows, is brimming with potential. Picture a studio, hobby space, or workshop. Located in Sherman with a small corner of the parcel in New Fairfield, this home offers beach access on Candlewood Lake through both towns, a rare perk. Minutes to the charming town center w/ community amenities, hiking trails, library & playhouse. One level, loads of space, and a location that gives you the best of both towns - but the low taxes of Sherman! THIS IS ONE OF 2 HOMES FOR SALE NEXT DOOR TO EACH OTHER #210 & #208.

210 Rte 37 S, Sherman

$338,000

Built in the 1920s and wrapped in cedar shingles, this 2 bed 1 bath cottage was designed to harmonize with its surroundings. It sits right beside a protected land trust parcel, so your view stays green with privacy insured. Step onto the front deck and take in the mountain views with your morning coffee. Inside, the living room is cozy and full of character with custom built-ins and a wood burning stove for cold New England nights. The large eat-in kitchen is the heart of the home with a convenient laundry closet tucked to the side. Out back, a gravel patio and tiered backyard make a great spot for gardening, gathering, or a fire pit. A cabin/shed adds flexible space for a studio, workshop, or storage. The walkout basement has room to finish into a home gym or office. Charming, private, and full of potential! Located in Sherman just steps from the New Fairfield line, this is small-town Connecticut at its best. Residents enjoy access to Candlewood Lake through the Sherman Town Beach. Minutes to charming town center w/ community amenities, library & playhouse. Sherman is known for low taxes and K-8 school. And when you need more than country life offers, major shopping and routes in both CT & NY are only a short drive away. THIS IS ONE OF 2 HOMES FOR SALE NEXT DOOR TO EACH OTHER #210 & #208

2 Beds ⋅ 1 Baths ⋅ 24214342 MLS

Built in the 1920s and wrapped in cedar shingles, this 2 bed 1 bath cottage was designed to harmonize with its surroundings. It sits right beside a protected land trust parcel, so your view stays green with privacy insured. Step onto the front deck and take in the mountain views with your morning coffee. Inside, the living room is cozy and full of character with custom built-ins and a wood burning stove for cold New England nights. The large eat-in kitchen is the heart of the home with a convenient laundry closet tucked to the side. Out back, a gravel patio and tiered backyard make a great spot for gardening, gathering, or a fire pit. A cabin/shed adds flexible space for a studio, workshop, or storage. The walkout basement has room to finish into a home gym or office. Charming, private, and full of potential! Located in Sherman just steps from the New Fairfield line, this is small-town Connecticut at its best. Residents enjoy access to Candlewood Lake through the Sherman Town Beach. Minutes to charming town center w/ community amenities, library & playhouse. Sherman is known for low taxes and K-8 school. And when you need more than country life offers, major shopping and routes in both CT & NY are only a short drive away. THIS IS ONE OF 2 HOMES FOR SALE NEXT DOOR TO EACH OTHER #210 & #208

208 Rte 37 S, Sherman

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