Nestled in a sought-after neighborhood, this charming Colonial home welcomes you w/ its classic wrap-around porch, mature plantings, & timeless curb appeal. Inside, you'll find a formal living room w/wood-burning fireplace, formal dining room, powder room & laundry area, & bright kitchen w/ granite countertops, stainless steel appliances, breakfast bar w/ backyard views, & cozy dining nook. Kitchen flows seamlessly into the family room, where sliding doors lead to a beautiful stone patio-ideal for indoor-outdoor living. Additional highlights on main level include hardwood floors & interior access to the 3-car garage. Upstairs, the primary suite features vaulted ceilings, full bath w/ double vanity, shower stall & soaking tub, & walk-in closet. Three additional bedrooms, full hall bath w/ tub/shower, & large bonus room w/ vaulted ceilings complete the second floor. Bonus room offers endless possibilities & could easily serve as a guest suite, playroom, or home office. The spacious, level yard includes a custom 57' x 33' "No Till" garden, established in 2021 offering abundant growing space & thoughtfully designed layout. Enter through one of two handcrafted oak arches that add rustic charm & character. Wide walkways provide easy access for planting, harvesting, & maintenance. The garden also includes three elegant cattle panel arches & a variety of perennial herbs, creating a productive & visually appealing space for any gardening enthusiast. Enjoy the added bonus of recent
upgrades: new roof & gutters 2024, new washer, dryer, & dishwasher 2024, light fixtures & ceiling fans, whole-house power inlet for generator, electric vehicle outlet, 80 gal water pressure tank 2021, 3 Elfa closet systems, fresh paint & added blown-in insulation in attic & garage wall. Set in a prime Woodbury location near award-winning restaurants, shops, private schools, & the heart of Litchfield County, offering the ideal blend of comfort, convenience, & quintessential New England living.
Single-familyProperty Type
1998Year Built
0.92 acresLot Size
$270Est. Price/Sq.Ft.
3 car garageParking
Listed by Taylor O'Keefe-Hamel• Drakeley Real Estate, Inc.
Bought with Camilo Ramirez• Higgins Group Real Estate
Source:Smart MLS #24093733
Redfin Estimate
$706,787
$6,787 since sold in July 2025$7,000 since August
Recently sold homes
Estimate history
Homes for sale
This home's estimate is 6.4% lower than the average sale price ($755K) of 6 comparable homes.
Warm and welcoming describes this well maintained home located in a desirable cul-de-sac neighborhood. The front walkway accompanied by lush plantings leads to a spacious wraparound front porch - the perfect place to unwind and relax. The first floor provides a freshly painted foyer, formal living room with fireplace and formal dining room. The eat in kitchen offers granite counters, stainless steel appliances and a breakfast bar open to the family room with sliders leading to a beautiful custom built patio with raised fire pit. Enjoy s'mores or dining al fresco under the stars! A mudroom/laundry room, half bath and three car garage complete the inviting first floor. The second floor consists of 4 bedrooms and 2 full baths including a generous master bedroom suite with vaulted ceiling, walk-in closet, full bath with double vanity, stall shower and garden tub. The oversized bonus room with vaulted ceiling offers many possibilities including a recreation room, home office or guest room. Fresh paint and new wall to wall carpeting complete the upper level. The unfinished basement has potential for finishing and plenty of storage. Spacious, level yard for outdoor activities and plenty of space for entertaining. Fairgrounds is loved by many and ideally located close to town, major highways, schools, shopping, amazing award winning restaurants and only 1/2 hr to the train to NYC or 1 1/2 by car for theater and museums.
Public Records
Apr 26, 2000
Sold
$325,000
$124/sq ft
Smart MLS #98057145
Oct 22, 1999
Listed
$334,900
$128/sq ft
Smart MLS #W9905503
Oct 21, 1999
Listed
$334,900
$128/sq ft
Smart MLS #98024352
Sep 11, 1998
Listed
$299,900
$115/sq ft
Year
Property tax
Land + Additions
Assessment*
2023
$7,520 (−0.4%)
$72,570 + $186,190
$258,760
2022
$7,548
$72,570 + $186,190
$258,760
2021
$7,548
$72,570 + $186,190
$258,760
2020
$7,548
$72,570 + $186,190
$258,760
2019
$7,548 (−3.0%)
$72,570 + $186,190
$258,760
2018
$7,779 (−2.1%)
$80,640 + $212,020
$292,660
2017
$7,949 (+3.3%)
$80,640 + $212,020
$292,660
2016
$7,694 (+5.3%)
$80,640 + $212,020
$292,660
2014
$7,305
$80,640 + $203,720
$284,360
Tax history for 16 Fairgrounds Rd
Year
Property tax
Land + Additions
Assessment*
2023
$7,520 (−0.4%)
$72,570 + $186,190
$258,760
2022
$7,548
$72,570 + $186,190
$258,760
2021
$7,548
$72,570 + $186,190
$258,760
2020
$7,548
$72,570 + $186,190
$258,760
2019
$7,548 (−3.0%)
$72,570 + $186,190
$258,760
2018
$7,779 (−2.1%)
$80,640 + $212,020
$292,660
2017
$7,949 (+3.3%)
$80,640 + $212,020
$292,660
2016
$7,694 (+5.3%)
$80,640 + $212,020
$292,660
2014
$7,305
$80,640 + $203,720
$284,360
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.