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5 Upland Pastures Road
Call Listing Agent CT 06784 US

$1,999,000

Active Listing ID 977923
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5 bed
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5.00 Bath (4 Full , 1 Half)
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Lot: 12.77 Acres
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Single Family Residence

$1,999,000

Active Listing ID 977923
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5 Upland Pastures Road 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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Property Features

  • Facts
  • Lot Size: 12.77 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 4
  • 1/2 Bathrooms: 1
  • Cooling System: Central Air
  • Exterior Finish: Garden, Lighting, Mailbox, Rain Gutters
  • Floor Covering: Hardwood, Vinyl, Tile
  • Heating Fuels: Forced Air, Propane (Heating)
  • Additional Features
  • Basement
  • Fireplace
  • Patio

School Information

  • School
  • Contact Agent(Elementary)
  • Call Listing Agent(MiddleSchool)
  • Contact Agent(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 1999000
  • unparsedaddress: 5 Upland Pastures Road
  • postalcity: Call Listing Agent
  • stateorprovince: CT
  • country: US
  • postalcode: 06784
  • bathroomsfull: 4
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 12.77
  • lotsizeunits: Acres
  • lotsizearea: 12.77
  • livingarea: 4250
  • livingareaunits: Square Feet
  • latitude: 41.59054
  • longitude: -73.482612
  • listagentfullname: Claudia Jiskra
  • listagentemail: cjiskra@mcgrathny.com
  • listagentkey: 3yd-MLSLINY-12077
  • listagentmlsid: 12077
  • listagentpreferredphone: 9144473761
  • listagentofficephone: 9144473761
  • listofficekey: 3yd-MLSLINY-KEVMCG
  • listofficemlsid: KEVMCG
  • disclaimer: Copyright © 2026 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: MLSLINY
  • yearbuilt: 2022
  • listingcontractdate: 2026-03-30
  • listagentfax: 8458555444
  • listagenturl: http://www.mcgrathrealtyinc.com
  • countyorparish: Out of Area
  • parcelnumber: 21-60
  • elementaryschool: Contact Agent
  • highschool: Contact Agent
  • elementaryschooldistrict: Contact Agent
  • middleorjuniorschooldistrict: Contact Agent
  • highschooldistrict: Contact Agent
  • appliances: Dishwasher, Dryer, Electric Oven, Exhaust Fan, Gas Oven, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer, Gas Water Heater
  • cooling: Central Air
  • constructionmaterials: Stone, Wood Siding
  • flooring: Hardwood, Vinyl, Tile
  • heating: Forced Air, Propane (Heating)
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 3
  • parkingtotal: 10
  • parkingfeatures: Driveway, Garage
  • waterfrontyn: False
  • franchiseaffiliation: Independent
  • interiorfeatures: 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 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, Storage, Tray Ceiling(s), Walk-In Closet(s), Wet Bar
  • exteriorfeatures: Garden, Lighting, Mailbox, Rain Gutters
  • waterfrontfeatures: Stream
  • architecturalstyle: Modern, Contemporary
  • rooms: Bedroom 5, Bedroom 1, Kitchen, Bathroom 1, Basement, Bathroom 5, Great Room, Bathroom 3, Dining Room, Living Room, Bedroom 4, Bathroom 2, Bedroom 2, Bedroom 3, Game Room, Bathroom 4, Laundry Room
  • otherstructures: Storage
  • utilities: Propane
  • patioandporchfeatures: Patio
  • basement: Full, Storage Space, Walk-Out Access, Partially Finished
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -73.48261, 41.59054
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"McGrath Realty Inc", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"cjiskra@mcgrathny.com", "ListBrokerageCity":"Pawling", "ListBrokerageCountry":"US", "ListBrokerageEmail":"rmcgrath@mcgrathrealtyinc.com", "ListBrokerageLogoUrl":null, "ListBrokerageName":"McGrath Realty Inc", "ListBrokeragePhone":"(845) 855-5550", "ListBrokeragePostalCode":"12564", "ListBrokerageStateOrProvince":null, "ListBrokerageUnitNumber":"Suite 103", "ListBrokerageUnparsedAddress":"3 Memorial Avenue", "ListBrokerageWebsiteUrl":"http://www.mcgrathrealtyinc.com", "ListOfficeAddress1":"14 East Main Street, Suite C ", "ListOfficeAddress2":"Suite 103", "ListOfficeBrokerMlsId":"KEVMCG", "ListOfficeCity":"Pawling", "ListOfficeCountry":"USA", "ListOfficeEmail":"bmcgrath@mcgrathrealtyinc.com", "ListOfficePostalCode":"12564", "ListOfficeStateOrProvince":"NY", "ListPriceCurrencyType":"USD", "ListingTitle":"SINGLE_FAMILY - Contemporary, Modern - Call Listing Agent, CT", "ListingURL":null, "MLSModificationTimestamp":"2026-03-30 21:28:36", "Neighborhoods":[], "PostalCode":null, "RoomCount":16, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":17268, "TaxDescription":null, "TaxYear":"2025"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 3/30/2026 9:45:34 PM GMT
Source Updated Date: 4/1/2026 6:59:59 PM GMT

Courtesy of: Claudia Jiskra, McGrath Realty Inc, cjiskra@mcgrathny.com

Copyright © 2026 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.