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Rte 39 N, Sherman
$99,000
24179102 MLS
Escape the ordinary and build your dream retreat on this spectacular **5.86-acre canvas** in the quintessential New England town of Sherman. Perfectly positioned to offer the ultimate blend of pristine privacy and elevated living, this rare parcel of land boasts breathtaking, panoramic vistas overlooking the protected lush canopy of The Wimisink Preserve and rolling hills. The expansive acreage offers a private, natural sanctuary with the perfect backdrop for a striking architectural masterpiece or a classic country estate. While the property feels remarkably secluded, it places an outdoor enthusiast's paradise right at your doorstep. You are just minutes from the boating and fishing of **Candlewood Lake**, the iconic hiking of the **Appalachian Trail**, and scenic fly fishing along the **Housatonic River**. Offering true country living without sacrificing convenience, this exceptional lot is just a short drive from Sherman's charming town center and local amenities, yet sits within easy commuting distance to New York City. Bring your architect, bring your vision and claim this beautiful lot today.

Rte 39 N, Sherman

Rte 39 South, Sherman
$850,000
24178993 MLS
Discover an exceptional opportunity to own a substantial 24+ acre parcel that presents a multitude of possibilities. This expansive open lot boasts superb road frontage (approx 1,650 ft) and western, sunset views. It offers a welcoming gateway to potential development and the chance to craft a legacy property or a community of homes, subject to subdivision approvals. Situated in a prime location, this property affords easy access to the charming towns of Sherman and New Fairfield, ensuring that convenience and tranquility go hand in hand. The land's gentle slope reveals seasonal views of picturesque Squantz Pond, framing the horizon and providing a serene backdrop for future residences or a grand estate. The natural gradient of the terrain adds character to the landscape, ideal for homes with walk-out basements or terraced gardens that harmonize with the environment. This is more than just land; it's a canvas for your vision. With ample space for creativity and the promise of seasonal splendor, seize the chance to make a mark in an area known for its natural beauty and community spirit. Don't miss out on this superb opportunity to transform this sprawling acreage into something truly special.

Rte 39 South, Sherman

131 Rte 39 N, Sherman
$875,000
2 Beds ⋅ 2 Baths ⋅ 24177995 MLS
Instantly inviting this pristine circa 1940 's classic Connecticut cottage also known as Little Fox Farm is brimming with character and jewel like qualities on nearly 3 acres a wonderful mixture of meadows, light woods, and mature trees as well as stunning perennial flower gardens developed over 30 years by its owner a designer. Set back on the property the house is in mint condition with beautiful Antique wide board wood floors and it really celebrates the natural light in every room and enjoys woodland and meadow views with peeks at gardens right outside the windows. The Living room is open to both the formal dining room with a gas fireplace and the recently updated the kitchen. Two stone patios one in the front of the house and another in the rear of the house create private places to relax or entertain or just soak up the lovely scenery at different times of day. The primary bedroom is a quiet private suite at the back of the house There is a small bedroom also used as an office. There is a mudroom with laundry. The property features a very detailed designed horse barn that stuns in it beauty yet is also completely functional for a very happy horse or used as an art studio, office, guest quarters. The stall is built with I.P.E wood and the wash stall features hand painted Moroccan tiles. Antique brass fixtures. The potential use of this building is endless! The 2 car detached garage is a quick walk from the house and is actually pretty with Belgian Block floor so

131 Rte 39 N, Sherman

3 Partridge Trl, Sherman
$995,000
4 Beds ⋅ 3 Baths ⋅ 24167644 MLS
Set back on a tranquil cul-de-sac enclave of prestigious Hubbell Mountain Farm North this 4 bedroom, 2.5 bath Custom Colonial offers the ultimate carefree lifestyle, blending modern elegance with vintage character. Situated on 9.24 wooded acres, the property boasts mature, colorful trees, sprawling stone walls, and an expansive composite deck with serene country views. Inside, an open floor plan features gleaming hardwood floors and an artistic flair throughout, French doors, and reproduction antique finishes. The heart of the home is the gourmet kitchen, complete with a center cherry top island, sun-drenched window seat, and stainless steel high- end appliances. It flows seamlessly into the elegant dining and family room area, highlighted by a custom, dual-sided smooth stone wood burning fireplace. A spacious living room, private home office, and powder room complete the main level. A spindle staircase leads upstairs to the primary sanctuary, featuring a walk-in closet and a luxurious marble bath with Edwardian-style console sinks and a soaking tub. Additional guest bedrooms offer generous closet space and ceiling fans, sharing a full bath that blends vintage architectural character with an airy aesthetic. A laundry room completes the upper level. Full walk-out lower level offers finishing potential and storage with 3 car garage. Equipped with a Generac generator. Just minutes to schools and Sherman Town Beach which is a town resident-only beach with pavilion. Must see!

3 Partridge Trl, Sherman

41 Long River, Sherman
$1,999,000
4 Beds ⋅ 4 Baths ⋅ 24143213 MLS
Craft your dream home from the ground up with this luxury built-to-suit offering set on a sprawling 5.46 acre lot on Long River Rd in River Oaks Country Club, a private gated community in Sherman, CT. This 4 bd / 3.5 bath / 3500 SF open-concept residence with main level primary suite seamlessly connects a chef's kitchen (w/ pantry) to an elegant dining area and a living room w/ cozy fireplace. Elevate outdoor gatherings on the sun-drenched patio with sweeping long views. Price reflects high-end finishes throughout. Club River Oaks features an 18-hole, par- 70 golf course that blends with the natural terrain of the Berkshire foothills. Enjoy amenities like tennis courts, heated swimming POOL, fitness facilities, fine and casual dining. Various membership options are available. Situated just 60 miles from NYC, 45 miles from WHITE PLAINS, this prime location allows easy commuting. The charming town center, 5 min away, offers community amenities: a library, parks, pavilion, sandy beach, and town BOAT SLIPS ON CANDLEWOOD LAKE. Nearby catch & release trout fishing, acres of hiking & biking trails + skiing at Mohawk Mountain. Sherman is known for low taxes and excellent PK-8 school. This home is TO BE BUILT and FULLY CUSTOMIZABLE. Don't miss the chance to customize an exceptional home where every detail mirrors your unique taste and individuality. Builder available to meet and discuss your interior fixture & finish choices.

41 Long River, Sherman

2 Pond View Ln, Sherman
$2,333,333
5 Beds ⋅ 5 Baths ⋅ 24177737 MLS
Custom Dream home that blends modern luxury, comfort and peaceful living. Nestled in a beautiful 18-hole golf course community, this stunning better than new home offers spacious open living, abundant natural light and thoughtfully designed details throughout. From the moment you enter you'll notice the airy layout, oversized windows, 10ft ceilings and seamless flow. The heart of the home features a beautifully appointed kitchen with generous workspace, custom cabinets and finishes with all high-end appliances. This home includes many upgraded systems including whole house generator, whole house water and air filtration systems, water softener and so much more. Upstairs has 4 spacious bedrooms with 3 large bathrooms and laundry room. Primary bedroom is absolute magic... with large balcony overlooking the course and pond. Massive bathroom suite with spa like details including jacuzzi tub and walk in rain shower with 3 shower heads!! His and hers walk in closets with plenty of built ins. Exercise room/bedroom, has new Tonal exercise system that stays with the house. Basement is walk-out and fully finished with full bar, living area, dining area, bedroom, kitchen and second laundry with custom dog bath. Step outside to serene surroundings, manicured property and peaceful setting. Large deck that spans the entire width of the house. The Golf course is under new ownership and newly remodeled with upscale restaurant, pool and workout facility. Opportunity of a lifetime!! OwnerAgent

2 Pond View Ln, Sherman

3 Old Forest Rd, Sherman
$819,000
2 Beds ⋅ 2 Baths ⋅ 24171833 MLS
The Lake Experience! Candlewood Lake Estates, a private gated community on Lake Candlewood hosts this 1998 built, 3 bedroom, 2 bath contemporary with 2 dramatic stone, floor to ceiling fireplaces, gleaming hardwood floors, new 2 car garage with loft and fabulous wrap deck to enjoy the private yard & seasonal views! An idyllic weekend.summer retreat or full time residence, this home exudes a casual country lifestyle, in this sought after, gated lake community! A newly updated maple kitchen with quartz counters, adds an ease of care to this elegant yet casual open plan, designed for the entertainer. The soaring stone fireplace, adds to the drama of the great room, surrounded by a wrap deck and walls of windows & sliders bringing the outdoors in. Two bedrooms on the main level, share a full bath with hardwood floors and large closets. A magical loft with overlook balcony doubles as a 3rd bedroom or future primary suite with separate full bath, vaulted ceiling, a step down office area and hardwood floors. The finished, walk-out, lower level offers easy care tile floors, full stone, raised hearth fireplace, sliders to a patio area and room to expand in the unfinished storage area. The new two car detached garage poses other options for potential guest suite, loft, gym or gaming area. All this plus access to two beaches and swimming in beautiful, spring fed,Green Pond. Hurry for a summer of fun on the lake!

3 Old Forest Rd, Sherman

6-&1 6- & Ln, Sherman
$1,399,000
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

27 Osborn Rd, Sherman
$1,495,000
4 Beds ⋅ 4 Baths ⋅ 24159584 MLS
This impeccable 4 bedroom home is sited on 7.7 private acres w/four fenced paddocks and a 3/4 stall stable for horses at the end of a quiet country lane.The home has a sought after open floor plan on the 1st level. The large, eat-in kitchen has a vast granite center island & includes a 6 burner/two oven range w/egress to the outdoor stone terrace. The open flow to the family room and dining room is ideal for today's lifestyle. The family room features built-ins & an Extraordinaire Fireplace capable of heating the entire home! It is back to back with the outdoor fireplace on the expansive stone terrace. A convenient first floor bedroom with a newly renovated full bath can also be used as a gym, office or library. There is an additional room at that end of the home that is perfect for a home office, den or music room. The upper level has 3 bedrooms including the primary ensuite bedroom w/3 walk-in closets. There is a hall bath for the other two bedrooms to share. The walk-out lower level/basement has high ceilings & a poured concrete foundation. The beautifully appointed 4 stall/3 stalls plus tack room, center aisle stable has large stalls with a stone aisle. The stalls have rubber matting & the 4 fenced paddocks are all adjacent to the barn. There is a fenced round pen as well as access to the Naromi trail system. The in-ground pool is heated and fenced with lovely gardens surrounding it. A charming, in character garage/storage building graces the property as well.

27 Osborn Rd, Sherman

6 Hoyt Rd, Sherman
$3,200,000
3 Beds ⋅ 2 Baths ⋅ 24069608 MLS
Black Dog Farm, owned by artist Elaine Voghelle, an exceptional estate offering a refined storybook ambiance. The fully restored 1803 Antique Eyebrow Colonial Farmhouse is set on 4.6 acres of prime land along the Appalachian Trail. Renovations throughout the home are executed to the highest standard. The property includes several substantial outbuildings, including a three-level cottage, a two-car detached garage, a sauna and spa room, Tabacco Barn & an expansive horse barn with fully operational paddocks complete with water and electricity. The artist's extraordinary vision brings the estate to life, creating a museum-quality residence that embodies elegance and sophistication. Rare materials and uncompromising attention to detail are evident throughout, including white oak hardwood floors sourced from MOMA, custom handmade mahogany windows fitted with imported wavy German glass, and advanced argon gas insulation. The chef's kitchen is thoughtfully designed with gnarled brass pulls, leathered limestone marble countertops, and a handmade, hand-painted tile backsplash. The retreat was constructed using Pennsylvania Lichen Stone, with stone walls and pillars carefully built to replicate the craftsmanship of centuries past. Bronze metal seamed-heated roofs, snow guards, and cupolas crown each structure, providing both durability and architectural distinction. The grounds are beautifully landscaped with rows of English dwarf boxwoods.

6 Hoyt Rd, Sherman

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