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 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.

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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

Barndominium,Contemporary,Modern

Lot Size

12.77

Year Built

2022

Town/City

Sherman

County/Region

Fairfield

MLS | Web ID

977923

Features
Interior
Interior Amenities First Floor Bedroom First Floor Full Bath Beamed Ceilings Built-in Features Ceiling Fan(s) Chandelier Chefs Kitchen Eat-in Kitchen Entrance Foyer Formal Dining High Ceilings High Speed Internet His a
Basement Full Partially Finished See Remarks Storage Space Walk-Out Access
Flooring Hardwood Tile Vinyl
Total Fireplaces 1
Fireplace Features Family Room Wood Burning
Basement Features Full Partially Finished See Remarks Storage Space Walk-Out Access
Basement (Y/N) Y
Window Features Oversized Windows
Fireplace Y/N Y
Half Baths 1
Total Bedrooms 5
Total Baths 5
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General
Sewer Septic Tank
Heating Forced Air Propane
Cooling Central Air
Utilities Cable Connected Electricity Connected Propane See Remarks Trash Collection Private
Appliances Dishwasher Dryer Electric Oven Exhaust Fan Gas Oven Microwave Refrigerator Stainless Steel Appliance(s) Washer Gas Water Heater
Garage Spaces 2
Patio/Porch Features Covered Patio
Architectural Style Barndominium Contemporary Modern
Security Features Smoke Detector(s)
Construction Materials Stone Wood Siding
Exclusions Exterior artwork pieces
Year Built 2022
View Mountain(s)
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 21-60
Waterfront Features Stream
County Out of Area
Property Type Residential
HOA N
Garage Y/N Y
Green Energy Generation Solar
Other Structures Garage(s)
Total Rooms 16
Full Baths 4
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.
High School Contact Agent
City Sherman
Senior Community Y/N N
High School District Contact Agent
Carport Y/N N
Elementary School Contact Agent
Property Attached Y/N N
Tax Annual Amount 17268
Middle/Junior High School Call Listing Agent
Property Condition Actual
Additional Parcels Y/N N
Structure Type Barndominium
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Contact Agent
Elementary School District Contact Agent
Tax Assessed Value 1035900
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Exterior
Exterior Amenities Garden Lighting Mailbox Rain Gutters
Parking Features Attached Driveway Garage Attached Driveway Garage
Water Source Well
Total Parking 10
Parking Spaces 10
Foundation Details Concrete Perimeter
Spa N
Waterfront Y/N N
Road Frontage Type Private Road See Remarks
Other Equipment Fuel Tank(s)
Road Responsibility Private Maintained Road
Horse Y/N Y
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Internal Only
Street Number 1 5
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* Excluded Features
List By
Claudia Jiskra

Listing Agent

Mcgrath Realty Inc

Broker

845-855-5550

Contact

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
4892219 Elementary School
5162815 Middle School
Contact Agent 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