66 Obtuse Hill Rd is a warm, inviting home filled w/ character & soul. From its quintessential New England exterior, to its fantasy property w/breathtaking views, to a magically renovated interior...this home could be the subject of an inspiring Pinterest Board! Sited on 1.94 acres of fully fenced, expansive, private property, this home boasts amazing gardens, mature plants & endless flowers. There is curb appeal personified w/a gated entrance & wood shingled roof & even town wide recognition for the owner's amazing holiday decor. The interior is pristine! There are dreamy windows in the vast breezeway capturing panoramic views. The new Primary Bedrm Suite offers a sitting area w/its own deck, his & her custom walk in closets, & a sexy new Primary Bathrm that is a dream realized with its free standing tub, double sinks & large shower. The Kitchen has warm white cabinetry, stainless steel appliances, rich custom treated wood counters & flows into a large dining rm w/a corner fireplace. This rm is painted in a moody blue. The interior has a palate of warm, current paint colors & rich hardwood floors. The Living Rm is enticing w/its fireplace & curved bay window & provides sunlight/views. Even the 1st floor powder rm is charming.Upstairs are 2 large bedrms, a full bathrm w/tons of storage. The LL is finished w/a Family Rm w/ fireplace & workshop/storage spaces offering more potential. Don't miss aux. apt w/ full bath & separate entrance over garage. Prepare to fall in love!
Conveniently located between Candlewood Lake and Lake Lillinonah.
Single-familyProperty Type
1948Year Built
1.94 acresLot Size
$250Est. Price/Sq.Ft.
2 car garageParking
Listed by Lori Elkins Ferber• William Raveis Real Estate
Bought with Oskar Adolfo Moguel• Compass Connecticut, LLC
Bought with Jessica Sigmund• Compass Connecticut, LLC
Source:Smart MLS #24035339
Redfin Estimate
$844,843
$29K since sold in May 2025$17K since August
Recently sold homes
Estimate history
Homes for sale
This home's estimate is 20.3% higher than the average sale price ($702K) of 6 comparable homes.
Quintessential New England Cape on spectacular property with awesome views, stone walls and mature trees ~ a picture perfect setting for this 4-5 bedroom charming home which has undergone a complete face-lift including refinished hardwood floors in every room of home and a freshly painted interior. Exterior has also been freshly painted, has a new wood shingled roof on main section of home and professional landscaping. The pretty white kitchen has custom wood counters and stainless steel appliances, impressive dining room with stunning corner fireplace, family room has "wall of windows" for an abundance of natural light streaming through unique curved bay window and the 2nd fireplace. There are 2 bedrooms on first floor serviced by a full bath and an additional guest powder room. Continue upstairs to find two more generous sized bedrooms featuring hardwood flooring, custom built-ins in hallway, walk-in closets, another fireplace and full bath. There is an abundance of finished space in lower level including a rec room with the 4th fireplace, a workshop room and ample storage. Enjoy summer evenings in the sun drenched atrium gazing out at your expansive property. Additionally you will find an Auxiliary apartment with full bath above garage with it's own separate entrance. Be prepared to fall in love with this adorable mint-condition home and hard-to find expansive property with views!
Smart MLS #98539299
Nov 15, 2012
Listing Removed
—
May 15, 2012
Listed
$479,000
$142/sq ft
Public Records
Nov 3, 2009
Sold
$495,000
$146/sq ft
Smart MLS #98421933
May 15, 2009
Listed
$524,000
$155/sq ft
Smart MLS #94022831
Aug 3, 1994
Listed
$280,000
$83/sq ft
Year
Property tax
Land + Additions
Assessment*
2023
$10,481 (+3.8%)
$103,070 + $287,120
$390,190
2022
$10,098 (−2.3%)
$103,070 + $287,120
$390,190
2021
$10,335 (+1.5%)
$141,760 + $201,590
$343,350
2020
$10,180 (+5.9%)
$141,760 + $201,590
$343,350
2019
$9,614 (+2.8%)
$141,760 + $188,160
$329,920
2018
$9,350 (+3.8%)
$141,760 + $188,160
$329,920
2017
$9,004 (+6.0%)
$141,760 + $188,160
$329,920
2016
$8,495 (+2.7%)
$155,210 + $166,580
$321,790
2014
$8,270
$155,210 + $166,580
$321,790
Tax history for 66 Obtuse Hill Rd
Year
Property tax
Land + Additions
Assessment*
2023
$10,481 (+3.8%)
$103,070 + $287,120
$390,190
2022
$10,098 (−2.3%)
$103,070 + $287,120
$390,190
2021
$10,335 (+1.5%)
$141,760 + $201,590
$343,350
2020
$10,180 (+5.9%)
$141,760 + $201,590
$343,350
2019
$9,614 (+2.8%)
$141,760 + $188,160
$329,920
2018
$9,350 (+3.8%)
$141,760 + $188,160
$329,920
2017
$9,004 (+6.0%)
$141,760 + $188,160
$329,920
2016
$8,495 (+2.7%)
$155,210 + $166,580
$321,790
2014
$8,270
$155,210 + $166,580
$321,790
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Beds
3
Baths
3.5
Stories
2
Lot width
—
Lot depth
—
Lot size
1.94 Acres
Year renovated
—
Sq. Ft.
3,167
Year built
1948
Style
Single Family Residential
County
Fairfield County
APN
57671
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 13, 2023.
Property details
Parking
Garage Information
Garage & Parking: Attached Garage
Garages Number: 2
Interior
Virtual Tour Information
Interior Information
Total Rooms: 7
Laundry Room Info: Lower Level
Interior Features: Auto Garage Door Opener, Security System