5 Upland Pastures Rd

Sherman, CT 06784

$1,999,000
Price
5
Beds
4,250 Sq. Ft.
$470 / Sq. Ft.
4,250
Sq. Ft.
$470
per Sq. Ft.
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A striking blend of modern design and timeless barn-inspired architecture.
Privately on 12.77 acres.
This exceptional 4,250 SF home offers a rare sense of space, light, and tranquility.
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.
Built in 2021, 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 gentle stream borders the western edge.
Surrounding conservation land enhances privacy and preserves the natural setting. Seasonal mountain views and stunning western sunsets provide a picturesque backdrop.
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.
Open concept design between the great room, chef's kitchen and breakfast area.
Waterfall island with breakfast area behind.
Kitchen pantry on the right.
Island seating for five with cabinetry on both sides,
Chef's kitchen outfitted with premium stainless-steel appliances, Dacor 36" gas pro range with 6 burners with ventilation system above.
Breakfast area with wet bar featuring custom cabinets, floating shelving, bar sink and quartz counters.
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 1st floor primary suite is a private retreat.
Complete with dual walk-in closets and a spa-like bath.
Freestanding soaking tub, glass enclosed tiled walk-in shower with bench seating, rain shower head, shower head and hand shower.
60" shaker styled vanity with single sink (could be changed to a double sink).
Powder room off of the foyer.
An expansive mudroom with custom cabinetry with doors to both the side patio and two car garage.
Upstairs, the second level continues to impress with a well-balanced layout.
Bedroom #2 enjoys an ensuite bath with tub with tile surround and sliding barn styled glass doors, Toto toilet and 48" vanity.
View of bedroom #3 with incredible views.
View of bedroom #4 with incredible views.
Full hall bath for bedrooms #3 and #4 with tub and tile surround, Toto toilet, 48" vanity and white pine shelving for a linen closet.
Dedicated laundry room with sink.
A versatile workspace or recreation area with custom cabinetry adds further flexibility.
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.
Dual access to the accessory apartment from both the back of the home and from the unfinished basement of the main home.
Very large kitchen outfitted with custom cabinetry, quartz counters and built-in table with matching tabletop.
The accessory apartment has one bedroom. This is bedroom #5.
Dual closets, bathroom with hexagon tiled floor, mission style vanity, double glass walk-in shower, and Toto toilet.
Unfinished portion of the main home with double windows, French doors and on the other side, Speed Queen washer and dryer.
Floorplan for the first floor.
Floorplan for the second floor. Attic access is from the laundry room. Additional storage room has sheet rocked walls and tiled floors.
Floorplan for the basement.

Description

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,...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.
  1. Listed by Kathleen A Harrison • Coldwell Banker Realty
    P: (860)-307-7203 C: (860)-307-7203 kathleen.harrison@cbrealty.com
  2. Listed by Claudia Jiskra • McGrath Realty Inc.
    P: (845)-855-5550 C: (845)-855-5550 cjiskra@mcgrathny.com

Property Details for 5 Upland Pastures Road

Basement Description
Full, Storage, Apartment, Full With Walk-Out
Direct Waterfront
No
Garages Number
2
Neighborhood
N/A
Style
Barn, Modern
Garage Parking Info
Attached Garage, Unpaved
Swimming Pool
No
LISTING UPDATED: 03/30/2026 08:12 PM

Property Details for 5 Upland Pastures Road

StatusActive
MLS #24153961
Days on Market1
Taxes$17,268 / year
HOA Fees$133 / month
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built2022
Lot Size12.77 AC / 556,261 SF
CountyFairfield County
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Location

Listing Courtesy of Coldwell Banker Realty, Kathleen A Harrison; McGrath Realty Inc., Claudia Jiskra
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Building Information for 5 Upland Pastures Road

Stories-Year Built2022Building Size-Lot Size12.77 AC / 556,261 SF

Payment Calculator

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$11,273 per month

30 year fixed, 6.11% Interest

Principal and Interest

$9,701

Property Taxes

$1,439

HOA Dues

$133

The Payment Calculator is for illustrative purposes only.

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Property Information for 5 Upland Pastures Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Route 37 - Upland Pastures Road, #5 on left.
  • Elementary School: Sherman
  • High School: Per Board of Ed
  • Intermediate School: Per Board of Ed
  • Latitude: 41.591248
  • Longitude: -73.482753
  • Middle Jr High School: Per Board of Ed
  • Neighborhood Amenities: Basketball Court, Golf Course, Lake, Library, Paddle Tennis, Park, Playground/Tot Lot, Tennis Courts
  • State: Connecticut
Parking
  • Parking Total Spaces: 10
HOA and Fees
  • Association Fee Includes: Road Maintenance
  • HOA Fee Amount: 133
  • HOA Fee Frequency: Monthly
  • Home Owner's Assocation: Yes
  • Special Association Assessment: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $17,268
Interior and Exterior Features
Exterior Features
  • Exterior Features: Underground Utilities, Garden Area, Lighting, Patio
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Gas Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer
  • Attic Description: Pull-Down Stairs
  • Cooling System: Central Air
  • Heat Type: Hot Air, Zoned
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Flooring: Hardwood, Tile, Vinyl
  • Home Automation: Built In Audio
  • Interior Features: Audio System, Auto Garage Door Opener, Cable - Available, Open Floor Plan
  • Laundry Room Info: Lower Level, Upper Level
  • Laundry Room Location: 2 sets: second floor and basement
  • Rooms Additional: Foyer, Laundry Room, Mud Room, Music Room
  • Rooms Total: 16
Room 1
  • Room Entry Order: 1
  • Room Features: 9 ft+ Ceilings,Beams,Wide Board Floor
  • Room Length: 18.0
  • Room Level: Main
  • Room Type: Great Room
  • Room Width: 16.0
Room 2
  • Room Entry Order: 10
  • Room Features: Wide Board Floor
  • Room Length: 15.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 15.0
Room 3
  • Room Entry Order: 11
  • Room Level: Upper
  • Room Type: Full Bath
Room 4
  • Room Entry Order: 12
  • Room Level: Lower
  • Room Type: Studio Apt
Room 5
  • Listing Key: 4AA1DA60CBC464CBE0631A01100ADFA9
  • Room Entry Order: 13
  • Room Length: 10.5
  • Room Level: Lower
  • Room Type: Living Room
  • Room Width: 18.5
Room 6
  • Room Entry Order: 14
  • Room Length: 13.5
  • Room Level: Lower
  • Room Type: Kitchen
  • Room Width: 14.0
Room 7
  • Room Entry Order: 15
  • Room Length: 14.5
  • Room Level: Lower
  • Room Type: Bedroom
  • Room Width: 18.0
Room 8
  • Room Entry Order: 16
  • Room Length: 9.5
  • Room Level: Lower
  • Room Type: Full Bath
  • Room Width: 9.5
Room 9
  • Listing Key: 4AA1DA60CBC464CBE0631A01100ADFA9
  • Room Entry Order: 2
  • Room Features: Quartz Counters,Dining Area,Island,Wide Board Floor
  • Room Length: 21.0
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 12.0
Room 10
  • Room Entry Order: 3
  • Room Features: 9 ft+ Ceilings,Fireplace,Wide Board Floor
  • Room Length: 19.0
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 17.5
Room 11
  • Room Entry Order: 4
  • Room Features: 9 ft+ Ceilings,Beams,Bedroom Suite,Full Bath,Walk-In Closet,Wide Board Floor
  • Room Length: 18.0
  • Room Level: Main
  • Room Type: Primary Bedroom
  • Room Width: 15.5
Room 12
  • Room Entry Order: 5
  • Room Features: 2 Story Window(s),9 ft+ Ceilings,Half Bath,Wide Board Floor
  • Room Length: 18.0
  • Room Level: Main
  • Room Type: Other
  • Room Width: 16.0
Room 13
  • Room Entry Order: 6
  • Room Features: Built-Ins,Wide Board Floor
  • Room Length: 21.0
  • Room Level: Main
  • Room Type: Other
  • Room Width: 8.0
Room 14
  • Room Entry Order: 7
  • Room Features: Wide Board Floor
  • Room Length: 12.0
  • Room Level: Main
  • Room Type: Office
  • Room Width: 15.5
Room 15
  • Room Entry Order: 8
  • Room Features: Bedroom Suite,Full Bath,Wide Board Floor
  • Room Length: 15.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 11.0
Room 16
  • Room Entry Order: 9
  • Room Features: Wide Board Floor
  • Room Length: 15.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 15.0
Property
Property and Assessments
  • Color: White
  • Construction Description: Frame
  • Elevation Certificate: No
  • Exclusions: Exterior artwork pieces
  • Exterior Siding: Wood
  • Foundation Type: Concrete
  • Fuel Tank Location: In Ground
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 2022
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Access: Lower Level, Separate Entry
  • In Law Apartment: Yes
  • Sq Ft Description: includes all 3 levels
  • Sq Ft Est Heated Below Grade: 750
  • Living Area SQFT Per Public Records: 4194
Lot Information
  • Lot Description: Secluded, Some Wetlands, Lightly Wooded, Borders Open Space, On Cul-De-Sac
  • Parcel Number: 309207
  • Sq Ft Est Heated Above Grade: 3500.0
  • Sq Ft Total: 4250.0
  • Zoning: res
Utilities
  • Energy Features: Active Solar, Generator
  • Heat Fuel Type: Propane
  • Hot Water Description: Propane, Tankless Hotwater
  • Radon Mitigation Air: No
  • Radon Mitigation Water: No
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 5 Upland Pastures Road

DateEvent & SourcePriceAppreciation
Dec 29, 2021

Closed (Public Record)

Public Record #1480898282

$1,500,000

+207.7% / yr

Jul 24, 2020

Closed (Public Record)

Public Record #677944307

$300,000

-3.3% / yr

May 24, 2007

Closed (Public Record)

Public Record #221784001

$465,000

+1.7% / yr

Jul 1, 2005

Closed (Public Record)

Public Record #164913004

$450,000

+18.8% / yr

May 4, 2000

Closed (Public Record)

Public Record #91191795

$185,000—
DateEvent & SourcePrice
12/29/2021

Closed (Public Record)

Public Record #1480898282

$1,500,000

+207.7% / yr

07/24/2020

Closed (Public Record)

Public Record #677944307

$300,000

-3.3% / yr

05/24/2007

Closed (Public Record)

Public Record #221784001

$465,000

+1.7% / yr

07/01/2005

Closed (Public Record)

Public Record #164913004

$450,000

+18.8% / yr

05/04/2000

Closed (Public Record)

Public Record #91191795

$185,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 5 Upland Pastures Road

Taxable ValueLand$112,900Additions$468,700Total$581,600
Tax Record2023$9,515 ($793 / month)
Home Facts
Beds4Total Finished SqFt4,194 SqFtAbove Grade Finished SqFt4,194 SqFtStories2Lot Size556,261 SqFtStyleSingle Family ResidenceYear Built2022CountyFAIRFIELDAPNSHMN M:21 B:60Fireplace TypeHas Fireplace

Schools near 5 Upland Pastures Road

This home is within Sherman School District.
Rating
School
Type
Grades
Distance
Sherman School
Public - PK to 8
Rating
School
Distance
Sherman School
PublicPK to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 5 Upland Pastures Road, Sherman, CT 06784

5 Upland Pastures Road is a single family home for sale in Sherman, CT 06784. This property was listed for sale on March 30, 2026 by Coldwell Banker Realty, it's currently listed at $1,999,000. It has been on the market for a total of 1 days and was last sold on December 29, 2021. This listing's school district is Sherman School District. Nearby schools include Sherman School. 5 Upland Pastures Road is a 5-bed, 5-bath, 4,250 sqft single family home built in 2022.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Coldwell Banker Realty, Kathleen A Harrison; McGrath Realty Inc., Claudia Jiskra

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.