5 Upland Pastures Road Sherman, CT $ 1,999,000
5 Upland Pastures Road
$ 1,999,000
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5 Upland Pastures Road

Sherman, CT, 06784
$ 1,999,000
Bedrooms5 Baths4.1 Sq 4,250

Monthly Estimate*

$ 12,308

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Single Family Home for sale in Sherman, CT

for $1,999,000 with 5 bedrooms and 4 full baths, 1 half bath. This 4,250 square foot home was built in 2022 on a lot size of 12.77.

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 BD, 4 BA, and 1 half bath over 3 levels, including a legal accessory apartment. A dramatic two-story foyer sets the tone, showcasing a split staircase w/sleek stainless-steel cabling and an open balcony above. The ML 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 w/premium stainless-steel appliances, a waterfall island & 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 w/tray ceiling provides an ideal setting for a home office or formal dining space. 1st 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 & expansive mudroom w/custom cabinetry connect effortlessly to the attached two-car garage, crowned w/a classic cupola. The UL continues to impress with a well-balanced layout. BDRM#2 enjoys an ensuite bath, while BDRMS #3 and #4 share a full BA. A versatile workspace or recreation area w/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, BDRM #5, full bath, dual closets & ample 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 - a small country subdivision of custom homes w/large lots that cannot be further subdivided. 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 & grapes, wines made from fruit grown at the farm. Wine tastings, old dairy barn showcasing local artists. 1M to quaint Town Center, community tennis & pickle ball courts, basketball court, ball field & short walk to town pavilion, BEACH, Boat slips & Canoe/Kayak Racks on CANDLEWOOD LAKE. 6M to Audubon Society Land Trust (835 Acres Bird Sanctuary). 7M to River Oaks Golf Club. 20M to Metro North Train Station. Just 5M to NY Line and 90M to NYC. Potential for Guest House. Room for Barn/Horses/Tennis/Cited for Pool.

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Single Family Active

Price

$ 1,999,000

Bedrooms

5

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 17,268

Style

Lot Size

12.77

Year Built

2022

Town/City

Sherman

MLS | Web ID

24153961

Features
General
Zoning res
Neighborhood N/A
County Fairfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 12.77
Directions Route 37 - Upland Pastures Road #5 on left.
High School Per Board of Ed
City Sherman
Elementary School Sherman
Sq Ft Total 4250
DOM 0
Year Built 2022
Style Barn Modern
Year Built Source Public Records
Energy Features Active Solar Generator
Association Fee Includes Road Maintenance
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Interior
Cooling System Central Air
Total Rooms 16
Basement Description Full Storage Apartment Full With Walk-Out
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Exterior
Water Source Private Well
Lot Description Secluded Some Wetlands Lightly Wooded Borders Open Space On Cul-De-Sac
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* Excluded Features
List By
Kathleen Harrison

Listing Agent

Coldwell Banker Realty

Broker

kathleen.harrison@cbrealty.com

Email

Affordability Calculator

$13,747
Per Month
90%
10%
0%
Monthly Principal & Interest
$12,308
Monthly Property Taxes
$1,439
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3041385 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History
DatePricePrice ChangeDescription
3/30/2026$1,999,000 Listed Price

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5 Upland Pastures Road, Sherman, CT, 06784 is a Single Family Home for sale at $1,999,000 with 4,250 sqft and a lot size of 12.77. 5 Upland Pastures Road has 5 bedrooms, 4.1 baths, and was built in 2022. The property's zip code is 06784 which is in Sherman, CT