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Land with Home for Sale in Sherman Town, Connecticut

5 Upland Pastures Rd, Sherman Town, CT 06784

$1,999,000
12.8 acres
Active sale
ago
Est $11,027/mo

A striking blend of modern design and timeless barn-inspired architecture, this exceptional 4,250 SF home sits privately on 12.77 acres and offers a rare sense of space, light, and tranquility. Built in 2022, the residence still feels brand new, with 5 bedrooms, 4 full baths, and 1 half bath over 3 levels, including a legal accessory apartment. A dramatic two-story foyer sets the tone, showcasing a split staircase with sleek stainless-steel cabling and an open balcony above. The main level is defined by soaring 9-foot ceilings, reclaimed wood beams, wide-plank white oak floors, and expansive windows and doors that invite natural light into every corner. The open-concept design seamlessly connects the great room to a chef's kitchen outfitted with premium stainless-steel appliances, a waterfall island, and a bright breakfast area. The adjoining dining room, anchored by a floor-to-ceiling stone fireplace and access to a side patio, offers flexibility as either a formal gathering space or a relaxed family room. A music room with a tray ceiling provides an ideal setting for a home office or formal dining space. The first-floor primary suite is a private retreat, complete with dual walk-in closets and a spa-like bath featuring a soaking tub and walk-in shower. A powder room and an expansive mudroom with custom cabinetry connect effortlessly to the attached two-car garage, crowned with a classic cupola. Upstairs, the second level continues to impress with a well-balanced layout. Bedroom #2 enjoys an ensuite bath, while bedrooms #3 and #4 share a full hall bath. A versatile workspace or recreation area with custom cabinetry adds further flexibility, complemented by a dedicated laundry room, storage room, and a charming cupola that draws in sunlight from all directions. The walk-out basement features 10-foot ceilings with both finished and unfinished space. In 2023, a beautifully designed 750 SF legal accessory apartment was added, offering its own private entrance and parking area. This self-contained space includes a living room, full kitchen, bedroom #5, full bath, dual closets, and additional storage. Designed with efficiency and sustainability in mind, the home is equipped with top-tier mechanical systems, a full-house generator, and discreet solar panels that significantly reduce energy costs. Outdoors, a gentle stream borders the western edge, while surrounding conservation land enhances privacy and preserves the natural setting. Seasonal mountain views and stunning western sunsets provide a picturesque backdrop. Bluestone patios and walkways create inviting outdoor living spaces, complemented by a designated pool site and a fenced raised-bed garden with irrigation. The landscaping, thoughtfully designed by GardenLarge, embraces a naturalistic landscaping approach, replacing invasive species without the use of chemicals, with hundreds of native plantings that support local wildlife and pollination. Upland Pastures Farm is a small country subdivision of custom homes on large lots with no further subdivision. Access to 2 additional protected properties of Open Space (pasture & woodlands) totaling over 77 acres (Northwest Connecticut Land Conservancy - CT's largest Land Trust) abuts miles of walking, riding, hiking trails. A short walk to the White Silo Farm, a small specialty winery that produces fresh fruit and grapes, with wines made from the fruit grown at the farm. Wine tastings and old dairy barn showcasing local artists. 1 minute to quaint Town Center, community tennis & pickle ball courts, basketball court, ball field and short walk to town pavilion, beach, boat slips and canoe/kayak racks on Candlewood Lake. 6 minutes to the Audubon Society Land Trust (835 acre bird sanctuary). 7 minutes to the River Oaks Golf Club. 20 minutes to Metro North Train Station. Just 5 minutes to the NY line and 90 minutes to NYC. Potential for Guest House. Room for barn/horses/tennis/cited for pool.

4,250
Sq feet
5
Beds
4
Full baths
1
1/2 bath
2022
Built

Location

Street address
5 Upland Pastures Rd
School district
Contact Agent
Elevation
641 feet
Coordinates
41.5905, -73.4826

Directions

Route 37 to Upland Pastures Road, across from the White Silo Farm & Winery. Take the private road until you see the large metal #5 sign.

Property details

Acreage
12.77 acres
MLS #
MLSLI 977923
Posted

Property taxes

2025
$17,268

Parcels

  • 21-60

Details and features

Listing

Type
Residential
Subtype
Single Family Residence
Franchise
Independent

Lot

Waterfront
Stream
Features
Back Yard, Cleared, Cul-De-Sac, Level, Near School, Near Shops, Part Wooded, Private, Secluded, Sloped, Views

Exterior

Parking Spaces
10
Parking
Driveway, Garage
Pool
Patio
Structures
Storage
Features
Garden, Lighting, Mailbox, Rain Gutters

Structure

Style
Contemporary, Modern
Stories
3
Basement
Full, Partially Finished, Storage Space, Walk-Out Access
Water
Well
Sewer
Septic Tank
Heating
Forced Air, Propane
Cooling
Central Air
Materials
Stone, Wood Siding

Interior

Room Count
16
Rooms
Basement, Bathroom x 5, Bedroom x 5, Dining Room, Game Room, Great Room, Kitchen, Laundry Room, Living Room
Flooring
Hardwood, Tile, Vinyl
Fireplaces
Yes
Appliances
Dishwasher, Dryer, Electric Oven, Exhaust Fan, Gas Oven, Gas Water Heater, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer
Features
Beamed Ceilings, Built-In Features, Ceiling Fan(s), Chandelier, Chefs Kitchen, Eat-In Kitchen, Entrance Foyer, First Floor Bedroom, First Floor Full Bath, Formal Dining, High Ceilings, High Speed Internet, His and Hers Closets, In-Law Floorplan, Kitchen Island, Natural Woodwork, Open Floorplan, Open Kitchen, Pantry, Primary Bathroom, Quartz/Quartzite Counters, Recessed Lighting, Soaking Tub, Speakers, Tray Ceiling(s), Walk-In Closet(s), Wet Bar

Property utilities

CategoryTypeStatus
GasPropaneConnected

Nearby schools

NameTypeDistrict
Contact AgentElementaryContact Agent
Call Listing AgentMiddleContact Agent
Contact AgentHighContact Agent

Listing history

DateEventPriceChangeSource
Mar 30, 2026New listing$1,999,000MLSLI
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This 12.77-acre property is located at 5 Upland Pastures Rd in Sherman Town, CT 06784. The property is available for sale for $1,999,000. It has a 4,250 sq ft 5 bedroom, 4 bath house built in 2022.

Checked 1 hour ago — Updated

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