Off market dec 2016 for $710K

$1,213,513

Est. refi paymentEst. refi $4,538/mo

•

3,413

sq ft

362 Weekeepeemee Rd, Woodbury, CT 06798

About this home

This custom ranch includes the most private and beautiful 18 acres of horse property w/dressage ring, fenced pastures, electric fencing for former cattle, a tributary from the Weekeepeemee River running through the pasture, 3 stalls plus wash room, tack room and a guest house with 2 Bedrooms, fireplace and views of the hillside and pastures. The detail and thought in designing the main home is seen throughout with the walls of French doors overlooking the hillside and 6 patios, gardens and circular drive. The three fireplaces, moldings, bookcases, hardwood floors, elevator and so much more make this home exceptional. Located in Litchfield County you are minutes to award winning restaurants, vineyards, golf, hiking trails, tennis, clubs, stores, library, community theater, ski areas, private schools and major routes.

Single-familyProperty Type

1997Year Built

18.39 acresLot Size

$356Est. Price/Sq.Ft.

2 car garageParking

Listed by Joyce Drakeley • Drakeley Real Estate, Inc.

Bought with Rick Distel • William Pitt Sotheby's Int'l

Source:Smart MLS #W10176065

Redfin Estimate

$1,213,513

$504K since sold in December 2016$2,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 10.2% higher than the average sale price ($1.10M) of 6 comparable homes.

SOLD SEP 23, 2026
$710,000
A
3 beds2.5 baths2,336 sq ft
38 W Mountain Ln, Roxbury, CT 06783
SOLD APR 28, 2026
$810,000
B
3 beds4 baths3,082 sq ft
148 Flanders Rd, Woodbury, CT 06798
SOLD SEP 30, 2026
$1,925,000
C
3 beds2.5 baths3,863 sq ft
397 White Deer Rock Rd, Middlebury, CT 06762
SOLD JAN 16, 2026
$665,000
D
4 beds3 baths3,064 sq ft
174 Weekeepeemee Rd, Woodbury, CT 06798
SOLD OCT 30, 2026
$705,000
E
4 beds2.5 baths3,017 sq ft
15 Saxony Ln, Woodbury, CT 06798
SOLD OCT 8, 2026
$1,795,000
F
4 beds3.5 baths3,198 sq ft
18 Ranney Hill Rd, Roxbury, CT 06783

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Earn from this home

Sell

$693,773

Est. take-home

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Refinance

Est. cash available

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Market trends in 06798, CT

Last updated October 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-list price

100.7%

+1.3% MoM

Median sale price

$477K

$61K MoM

Avg. days on market

53d

2 days MoM

Recently sold homes

10 MoM

New listings for sale

OPEN SAT, 1PM TO 3PM
$279,900
2 beds2 baths1,712 sq ft
5 Wintergreen Ct #5, Woodbury, CT 06798
$299,999
3 beds2.5 baths1,467 sq ft
15 Woods Way, Woodbury, CT 06789
$999,000
3 beds4 baths2,280 sq ft
770 Washington Rd, Woodbury, CT 06798
$500,000
4 beds2 baths1,509 sq ft
47 Atwood Rd, Woodbury, CT 06798
$849,900
5 beds4 baths3,657 sq ft
34 Quail Run Rd, Woodbury, CT 06798
OPEN THU, 10AM TO 12PM
$595,000
3 beds2.5 baths1,909 sq ft
36 Main St S, Woodbury, CT 06798
$359,900
2 beds1 bath990 sq ft
555 Middle Road Tpke, Woodbury, CT 06798
See all

Provided by Redfin

Sale history for 362 Weekeepeemee Rd

Year

Property tax

Land + Additions

Assessment*

2023

$13,981 (−0.4%)

$164,970 + $316,130

$481,100

2022

$14,034

$164,970 + $316,130

$481,100

2021

$14,034 (−1.1%)

$164,970 + $316,130

$481,100

2020

$14,195

$164,960 + $321,680

$486,640

2019

$14,195 (−0.8%)

$164,960 + $321,680

$486,640

2018

$14,314 (−2.1%)

$192,800 + $345,730

$538,530

2017

$14,626 (+5.2%)

$192,800 + $345,730

$538,530

2016

$13,903 (+2.3%)

$192,810 + $336,040

$528,850

2014

$13,586

$192,810 + $336,040

$528,850

Tax history for 362 Weekeepeemee Rd

Year

Property tax

Land + Additions

Assessment*

2023

$13,981 (−0.4%)

$164,970 + $316,130

$481,100

2022

$14,034

$164,970 + $316,130

$481,100

2021

$14,034 (−1.1%)

$164,970 + $316,130

$481,100

2020

$14,195

$164,960 + $321,680

$486,640

2019

$14,195 (−0.8%)

$164,960 + $321,680

$486,640

2018

$14,314 (−2.1%)

$192,800 + $345,730

$538,530

2017

$14,626 (+5.2%)

$192,800 + $345,730

$538,530

2016

$13,903 (+2.3%)

$192,810 + $336,040

$528,850

2014

$13,586

$192,810 + $336,040

$528,850

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

18.39 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Other

County

Litchfield County

APN

933812

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jun 20, 2023.

Property details

Parking

Garage Information
Garage & Parking: Under House Garage
Garages Number: 2

Interior

Interior Information
Total Rooms: 8
Laundry Room Location: First Floor
Interior Features: Cable - Available, Auto Garage Door Opener, Elevator, Security System
In-Law Apartment: No
Fireplaces Total: 3
Cooling System: Central Air
Appliances Included: Dishwasher, Oven/Range, Refrigerator

Bathroom Information
# of Baths (Full): 3
# of Baths (Half): 1

Bedroom Information
Beds Total: 3

Room Information
Room Count: 9
Basement Description: Partially Finished
Has Attic
Attic Description: Access Via Hatch

Exterior

Exterior Features
Exterior Siding: Vertical Siding
Exterior Features: Barn, Garden Area, Guest House, Patio, Stone Wall

Lot Information
Lot Description: Rolling, Secluded, Fence - Partial, Fence - Rail

Property Information
Property Type: Single Family For Sale
Property Info: Horse Property
Driveway Type: Asphalt, Circular, Paved

Financial

Assessments Information
Assessed Value: $528,850

Rental Information
Lease Purchase YN: No

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Domestic
Heat Type: Hot Air
Heat Fuel Type: Oil
Fuel Tank Location: Above Ground
Energy Features: Thermopane Windows

Location

HOA Information
Association Amenities: Health Club, Medical Facilities, Playground/Tot Lot, Private Rec Facilities, Tennis Courts

School Information
High School: PBOE
Elementary School: PBOE

Location Information
State: Connecticut
Nearby Amenities: Health Club, Library, Medical Facilities, Playground/Tot Lot, Private Rec Facilities, Private School(s), Shopping/Mall, Tennis Courts
Directions: Rt 6 to Rt 47 to Weekeepeemee
County: Litchfield

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 18.39 acres
Style: Other
Year Built: —
Year Renovated: —
County: Litchfield County
APN: 933812

Home facts updated by county records on Jun 20, 2023

Other

Documents & Disclosures
Supplement Count Public: 1

Around this home

Schools

K - 12
Preschool & daycare

Bethlehem Elementary School

Public PreK-5 • Assigned • 3.9mi

8/10

Woodbury Middle School

Public 6-8 • Assigned • 2.9mi

7/10

Nonnewaug High School

Public 9-12 • Assigned • 2.8mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Historical weather

Woodbury, CT • 06798

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

Try the sun simulator tool to see how light moves across the property at different times of day and year.

Provided by Shadowmap

Estimated sale price

$1.15M – $1.40M

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Home values near 362 Weekeepeemee Rd

Data from public records.

Address	Redfin Estimate
370 Weekeepeemee Rd, Woodbury, CT 3 Beds \| 3.5 Baths \| 3237 Sq. Ft.	$1,096,397
348 Weekeepeemee Rd, Woodbury, CT 5 Beds \| 4.5 Baths \| 5973 Sq. Ft.	—
419 Weekeepeemee Rd, Woodbury, CT 3 Beds \| 2 Baths \| 3600 Sq. Ft.	$835,717
316 Weekeepeemee Rd, Woodbury, CT 3 Beds \| 2 Baths \| 2721 Sq. Ft.	$608,245
399 Weekeepeemee Rd, Woodbury, CT 3 Beds \| 2 Baths \| 1655 Sq. Ft.	$561,611
393 Weekeepeemee Rd, Woodbury, CT 5 Beds \| 5 Baths \| 3627 Sq. Ft.	$914,885
262 Brushy Hill Rd, Woodbury, CT 3 Beds \| 1 Baths \| 1525 Sq. Ft.	$401,345

Address	Redfin Estimate
281 Weekeepeemee Rd, Woodbury, CT 4 Beds \| 2 Baths \| 1800 Sq. Ft.	$700,219
411 Weekeepeemee Rd, Woodbury, CT 4 Beds \| 2.5 Baths \| 2518 Sq. Ft.	$766,495
400 Weekeepeemee Rd, Woodbury, CT 3 Beds \| 2.5 Baths \| 3200 Sq. Ft.	$1,347,808
354 Weekeepeemee Rd, Woodbury, CT 5 Beds \| 4.5 Baths \| 5601 Sq. Ft.	$1,299,832
394 Weekeepeemee Rd, Woodbury, CT 3 Beds \| 2.5 Baths \| 2904 Sq. Ft.	$843,240
344 Weekeepeemee Rd, Woodbury, CT 5 Beds \| 4 Baths \| 5571 Sq. Ft.	$837,599
110 Peter Rd, Woodbury, CT 5 Beds \| 2.5 Baths \| 3992 Sq. Ft.	$711,594

Address	Redfin Estimate
365 Weekeepeemee Rd, Woodbury, CT 3 Beds \| 2 Baths \| 2310 Sq. Ft.	$783,850
329 Weekeepeemee Rd, Woodbury, CT 4 Beds \| 2.5 Baths \| 2506 Sq. Ft.	$633,399
334 Weekeepeemee Rd, Woodbury, CT 3 Beds \| 1.5 Baths \| 2018 Sq. Ft.	$426,837
382 Weekeepeemee Rd, Woodbury, CT 4 Beds \| 3.5 Baths \| 3551 Sq. Ft.	$1,607,094
343 Weekeepeemee Rd, Woodbury, CT 5 Beds \| 3.5 Baths \| 3338 Sq. Ft.	$1,021,037
342 Weekeepeemee Rd, Woodbury, CT 4 Beds \| 3.5 Baths \| 1992 Sq. Ft.	$792,302
93 Peter Rd, Woodbury, CT 2 Beds \| 3 Baths \| 2888 Sq. Ft.	$1,117,720

Property information provided by Smart MLS when last listed in 2016. This data may not match . Learn more.

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