Beautiful farm retreat on nearly 5 acres! Fencing & wrap around front porch. Custom designed home has vaulted ceilings throughout. Living room boasts field stone fireplace w/material originally taken from property- turns into the 2 story wood burning fireplace with slate hearth + pine flooring for a dramatic entrance & flair. Horse lovers dream with a tacking area that can be heated and water access to two stalls with turn outs and attic storage above for hay storage. Second story balcony graces the living room from the primary en-suite containing dual closets, jacuzzi, and vaulted ceilings. Rear lot with road frontage. This country escape has potential for a first floor master suite and full bath. Dining area w/vaulted ceiling located adjacent to oversized deck & yard. Freshly painted, new carpets and turn key for the next homeowner. Kitchen island with extra seating gracefully paces into the oversized mudroom with extra closets, storage and space to greet visitors. Cast iron wood stove included as an additional heating source in lower level unfinished walk out basement. Pine flooring from the property when originally built. Propane cook stove included along with all kitchen appliances which convey in sale. Central vacuum. Green living in every sense- come experience the unwinding of country setting life-dream home! Shared driveway with Windmill energy company
Single-familyProperty Type
2002Year Built
5 acresLot Size
$228Est. Price/Sq.Ft.
2 car garageParking
Listed by Gina McDonald• Coldwell Banker Realty
Bought with Laurie Hayes-Hagstrom• On The Move Realty, LLC
Source:Smart MLS #170496446
Redfin Estimate
$544,371
$94K since sold in November 2022$4,000 since July
Recently sold homes
Estimate history
Homes for sale
This home's estimate is 2.4% higher than the average sale price ($531K) of 5 comparable homes.
Claim this home to receive a free report every month with insights on the changing estimate.
Earn from this home
Sell
$177,039
Est. take-home
List your home with Redfin and save $5,444
Rent
$2,180/mo
Redfin rental estimate
List your home for rent
Market trends in 06021, CT
Last updated July 2026
Buyer's Market
Seller's Market
Buyer's market
Sale-to-List Price
101.7%
0.0% MoM
Median sale price
$455K
$103 MoM
Avg. days on market
117d
0 days MoM
Recently sold homes
2
0 MoM
Provided by Redfin
Sale history for 29A Flagg Hill Rd
Date
Event
Price
Smart MLS #170496446
Nov 14, 2022
Sold
$450,000
$188/sq ft
Sep 30, 2022
Contingent
—
Sep 20, 2022
Price Changed
$450,000
$188/sq ft
Aug 30, 2022
Relisted
—
Jul 1, 2022
Listing Removed
—
Jul 1, 2022
Listed
$499,000
$209/sq ft
Jun 24, 2022
Coming Soon
$499,000
$209/sq ft
Smart MLS #G603485
Jul 29, 2013
Sold
$352,000
$147/sq ft
Sep 17, 2011
Listed
$340,000
$142/sq ft
Turnkey move in ready house/farm beautiful* possible sub-divide*riding ring-tack rm-2 stalls*custom built-to see this is to fall in love*wrap porch* 1st floor bed/bath*river rock 2nd story fireplace*balcony off master*copper kitchen sink*wood stove & more beautiful-horse property-barn attached w/riding ring 5 acres, wrap porch, granite kitchen, stone baths, custom vanities, balcony off master, fieldstone fireplace - motivated seller, relocating, considering all serious offers-rear lot w/ample rd frontage possible subdivide. Custom built home is a private country escape with 2 stall barn, riding ring, copper kitchen sink, slate hearth, cast iron wood stove, pine flooring thorughout first floor, propane stove- leased tank-water softening system, central vacuum, vaulted ceiling in master bedroom suite and bathroom as well as living room. Too many updates to list here- come set your appoitment today.
Smart MLS #G592912
Sep 17, 2011
Listing Removed
—
May 19, 2011
Listed
$385,900
$161/sq ft
As the MLS and public records start to fill up, we'll list the details here.
Public record
Beds
3
Baths
2.25
Stories
2
Lot width
—
Lot depth
—
Lot size
217,800
Year renovated
2024
Sq. Ft.
2,392
Year built
2002
Style
Single Family Residential
County
Litchfield County
APN
803383
Parking Spaces
2
Basement
Yes
Accessible
No
HOA Dues
—
Garage
Yes
Features
Green
Last updated by owner on Sep 18, 2025.
Property details
Parking
Garage Information
Garage & Parking: Attached Garage, Barn
Garages Number: 2
Interior
Virtual Tour Information
Has Virtual Tour
Interior Information
Total Rooms: 8
Laundry Room Location: Lower Level
Laundry Room Info: Lower Level
Interior Features: Auto Garage Door Opener, Cable - Available
In-Law Apartment: Possible
In-Law Access: Possible
Fireplaces Total: 1
Appliances Included: Oven/Range, Microwave, Range Hood, Refrigerator, Dishwasher, Disposal
Bathroom Information
# of Baths (Full): 2
Bedroom Information
Beds Total: 3
Room Information
Room Count: 7
Basement Description: Full With Walk-Out, Unfinished, Concrete Floor
Has Attic
Attic Description: Pull-Down Stairs
Exterior
Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Vinyl Siding
Exterior Features: Barn, Breezeway, Deck, Porch, Stone Wall
Lot Information
Lot Description: On Cul-De-Sac, Farm Land, May be Subdividable, Rolling, Treed
Building Information
Foundation Type: Concrete
Construction Description: Frame
Color: Tan
Property Information
Property Type: Single Family For Sale
Property Info: Horse Property
Driveway Type: Shared, Gravel
Financial
Assessments Information
Assessed Value: $274,900
Utilities
Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Oil
Heat Type: Baseboard, Wood/Coal Stove
Heat Fuel Type: Oil
Fuel Tank Location: Above Ground
Energy Features: Extra Insulation, Thermopane Windows
Location
School Information
High School: Per Boe
Elementary School: Per Boe
Location Information
State: Connecticut
Directions: Follow route 44 to flagg hill road this is a rear lot that has ample road frontage on opposite side of lot
County: Litchfield
Public facts
Beds: 3
Baths: 2.25
Sq. Ft.: 2,392
Stories: —
Parking Spaces: 2
Basement: Yes
Accessible: No
Lot Size: 5 acres
Style: Single Family Residential
Year Built: 2002
Year Renovated: 2024
County: Litchfield County
APN: 803383
HOA Dues: —
Garage: Yes
Features: Green
Home facts updated by owner on Sep 18, 2025
Other
Documents & Disclosures
Supplement Count Public: 3
Around this home
Schools
Colebrook Consolidated School
Public K-6 • Assigned • 3.1mi
Northwestern Regional Middle School
Public 7-8 • Assigned • 5.8mi
6/10
Northwestern Regional High School
Public 9-12 • Assigned • 5.8mi
8/10
Provided by GreatSchools
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
3/10 Fire Factor
0.31% chance of being in a wildfire in next 30 years
2/10 Heat Factor
7 days above 92° expected this year, 16 days in 30 years
4/10 Wind Factor
18% chance of strong winds in next 30 years
2/10 Air Factor
1 unhealthy days expected this year, 2 days in 30 years
Provided by First Street
Historical weather
Colebrook, CT • 06021
Average low and high temperatures (°F)
29
15
33
17
49
29
58
38
66
48
77
58
82
63
77
58
72
52
61
42
48
34
34
20
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
In this area, properties receive around 8.7 hours in
June and 4.1 hours in December, placing it below the
U.S. average for solar exposure.
8.7 hrs
4.1 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$518,000 – $627,000
Reach more buyers when you sell with Redfin. Save up to $5,444 in fees.3 minutes to get started.
Get a free, detailed breakdown of how we calculated your estimate.