Off market nov 2017 for $875K

$1,417,883

Est. refi paymentEst. refi $5,981/mo

•

2,660

sq ft

138 Scuppo Rd, Woodbury, CT 06798

About this home

24+ Acres, 4 BR Custom home, parking for 8 Vehicles comfortably! Det 38x38 metal garage w 3 overhead doors, 2-10x12, one 10x14 (Bring the RV) + heated office, bath & loft. Home & garage built to withstand any weather cond, self sustaining w full auto generators for both, cisterns for water, land to garden- farm and hunt! Professionally landscaped w fruit trees and berry patches. Amazing chicken coop w their own play yard!!! 2 add'l out buildings. Secluded, yet on the cusp of 3 towns. 2-3 miles of cut trails traverse the property, perfectly level tamped 120 x 90 area, potential for tennis, basketball court or riding ring. Additional open paddock area. Brook & 2 small ponds. Inground heated pool 40x20. Covered porches scan the back of the home. Home is essentially a ranch w only one br/office/craft rm w built ins & a sitting loft on the 2nd floor. Open the door to unfinished attic that could almost double the size of the house. Home was built w the future in mind, 1st floor master w 3 walk in closets, Jetted tub & tile shower, 2 add'l first floor BR's - one w ext entrance & adjacent full bath. 36" door ways. Live in help? au pair? or home business? Great room feel to KIT/DR/LR w vaulted ceiling, window seat and 10x10 hot tub room for 5! Surround sound, central vac. Basement is walk out w double doors, wine room and wood stove. If 24+ acres isn't enough, explore the 250 acre Reservoir property recently acquired by the town just at the end of the driveway.

Single-familyProperty Type

2003Year Built

24.57 acresLot Size

$533Est. Price/Sq.Ft.

8 car garageParking

Listed by Mary Ann Bennett • Drakeley Real Estate, Inc.

Bought with Mary Ann Bennett • Drakeley Real Estate, Inc.

Source:Smart MLS #W10190341

Redfin Estimate

$1,417,883

$543K since sold in November 2017$8,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 104.1% higher than the average sale price ($695K) of 6 comparable homes.

SOLD AUG 28, 2026
$720,000
A
4 beds2.5 baths2,516 sq ft
115 Luther Dr, Southbury, CT 06488
BOUGHT WITH REDFIN SEP 11, 2026
$635,000
B
4 beds2.5 baths2,878 sq ft
297 N Poverty Rd, Southbury, CT 06488
SOLD AUG 21, 2026
$629,000
C
4 beds2.5 baths2,880 sq ft
18 South St, Woodbury, CT 06798
SOLD JUL 28, 2026
$775,000
D
4 beds2.5 baths3,431 sq ft
68 Cedar Grove Rd, Southbury, CT 06488
SOLD FEB 27, 2026
$658,250
E
4 beds2.5 baths2,880 sq ft
64 Short Rock Rd, Southbury, CT 06488
SOLD JUN 15, 2026
$750,000
F
4 beds2.5 baths2,849 sq ft
54 Bear Run, Woodbury, CT 06798

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Earn from this home

Sell

$766,412

Est. take-home

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Refinance

Est. cash available

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Market trends in 06798, CT

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

99.0%

+0.5% MoM

Median sale price

$500K

$0 MoM

Avg. days on market

60d

6 days MoM

Recently sold homes

14 MoM

New listings for sale

NEW 15 HRS AGO
$124,900
1 bed1 bath546 sq ft
22 Pilgrim Trl Unit G1, Woodbury, CT 06798
OPEN SUN, 11AM TO 1PM
$529,000
3 beds1.5 baths2,120 sq ft
11 Judson Ave, Woodbury, CT 06798
COMING SOON
$699,900
3 beds1 bath1,960 sq ft
1217 Main St N, Woodbury, CT 06798
FOR SALE BY OWNER
$135,000
1 bed1 bath— sq ft
31 Pilgrim Trl, Woodbury, CT 06798
3D WALKTHROUGH
$290,000
2 beds1.5 baths1,430 sq ft
74 Washington Rd #40, Woodbury, CT 06798
$2,149,900
5 beds4.5 baths5,973 sq ft
348 Weekeepeemee Rd, Woodbury, CT 06798
OPEN SAT, 11AM TO 1PM
$849,900
4 beds2 baths2,662 sq ft
63 Main St N, Woodbury, CT 06798
$550,000
3 beds2.5 baths2,796 sq ft
164 Quanopaug Trl, Woodbury, CT 06798
$875,000
3 beds2.5 baths2,480 sq ft
2 Pomperaug Rd, Woodbury, CT 06798
$990,000
6 beds3.5 baths3,842 sq ft
92 Quail Run Rd, Woodbury, CT 06798
See all

Provided by Redfin

Sale history for 138 Scuppo Rd

Date

Event

Price

Smart MLS #W10190341

Nov 1, 2017

Sold

$875,000

$329/sq ft

Oct 1, 2017

Listing Removed

—

Jan 9, 2017

Listed

$895,000

$336/sq ft

Smart MLS #99193433

Jul 11, 2017

Listed

$895,000

$336/sq ft

Smart MLS #99170692

Jul 10, 2017

Listing Removed

—

Jan 10, 2017

Listed

$895,000

$336/sq ft

Smart MLS #99152185

Nov 18, 2016

Listing Removed

—

Jul 1, 2016

Listed

$949,000

$357/sq ft

Smart MLS #99135023

Jun 30, 2016

Listing Removed

—

Feb 25, 2016

Listed

$995,000

$374/sq ft

Smart MLS #99125512

Dec 31, 2015

Listing Removed

—

Nov 5, 2015

Listed

$1,250,000

$470/sq ft

Smart MLS #99109276

Nov 5, 2015

Listing Removed

—

Jun 17, 2015

Listed

$1,250,000

$470/sq ft

Public Records

Aug 20, 2001

Sold

$165,000

$62/sq ft

Join or sign in to view all info

Year

Property tax

Land + Additions

Assessment*

2023

$15,656 (−0.4%)

$124,980 + $413,770

$538,750

2022

$15,715 (+3.9%)

$124,980 + $413,770

$538,750

2021

$15,119

$124,980 + $393,340

$518,320

2020

$15,119 (+4.1%)

$124,980 + $393,340

$518,320

2019

$14,523 (−1.2%)

$124,980 + $372,910

$497,890

2018

$14,694 (+33.0%)

$227,710 + $325,120

$552,830

2017

$11,047 (+3.3%)

$81,610 + $325,120

$406,730

2016

$10,693

$81,610 + $325,120

$406,730

Tax history for 138 Scuppo Rd

Year

Property tax

Land + Additions

Assessment*

2023

$15,656 (−0.4%)

$124,980 + $413,770

$538,750

2022

$15,715 (+3.9%)

$124,980 + $413,770

$538,750

2021

$15,119

$124,980 + $393,340

$518,320

2020

$15,119 (+4.1%)

$124,980 + $393,340

$518,320

2019

$14,523 (−1.2%)

$124,980 + $372,910

$497,890

2018

$14,694 (+33.0%)

$227,710 + $325,120

$552,830

2017

$11,047 (+3.3%)

$81,610 + $325,120

$406,730

2016

$10,693

$81,610 + $325,120

$406,730

*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

24.57 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Other

County

Litchfield County

APN

935372

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jun 20, 2023.

Property details

Parking

Garage Information
Garage & Parking: Attached Garage, Detached Garage
Garages Number: 8

Interior

Interior Information
Total Rooms: 8
Laundry Room Location: First Floor
Interior Features: Audio System, Auto Garage Door Opener, Cable - Available, Central Vacuum, Open Floor Plan, Security System
In-Law Apartment: No
Handicap Features: 32" Minimum Door Widths, Multiple Entries/Exits
Fireplaces Total: 1
Cooling System: Ceiling Fans, Central Air
Appliances Included: Electric Cooktop, Wall Oven, Microwave, Dishwasher

Bathroom Information
# of Baths (Full): 2

Bedroom Information
Beds Total: 4

Room Information
Rooms Additional: Wine Cellar, Workshop
Room Count: 8
Basement Description: Full With Walk-Out, Heated, Interior Access
Has Attic
Attic Description: Walk-up, Floored

Exterior

Exterior Features
Exterior Siding: Vinyl Siding
Exterior Features: Covered Deck, Deck, French Doors, Fruit Trees, Hot Tub, Porch-Enclosed, Underground Utilities

Lot Information
Lot Description: Level Lot, Lightly Wooded, Fence - Partial, Fence - Privacy, Professionally Landscaped

Pool Information
Swimming Pool
Pool Description: In Ground Pool, Heated

Building Information
Color: Tan

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

Financial

Assessments Information
Assessed Value: $406,730

Rental Information
Lease Purchase YN: No

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Domestic
Heat Type: Hot Air, Wood/Coal Stove
Heat Fuel Type: Oil, Propane, Wood
Fuel Tank Location: Above Ground
Energy Features: Generator, Thermopane Windows
Electric Amperage: 200

Location

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

School Information
Intermediate School: Woodbury
High School: Nonnewaug
Elementary School: PBOE

Location Information
State: Connecticut
Nearby Amenities: Golf Course, Library, Park, Playground/Tot Lot, Private Rec Facilities, Private School(s), Public Rec Facilities, Tennis Courts
Directions: Main Street to Scuppo Road. Don't go with out an agent, security system.
County: Litchfield

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 24.57 acres
Style: Other
Year Built: —
Year Renovated: —
County: Litchfield County
APN: 935372

Home facts updated by county records on Jun 20, 2023

Other

Documents & Disclosures
Supplement Count Public: 2

Around this home

Schools

Mitchell Elementary School

Public PreK-5 • Assigned • 2.4mi

5/10

Woodbury Middle School

Public 6-8 • Assigned • 2.5mi

6/10

Nonnewaug High School

Public 9-12 • Assigned • 3.1mi

9/10

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

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

4/10 Heat Factor

7 days above 97° expected this year, 15 days in 30 years

5/10 Wind Factor

26% chance of strong winds in next 30 years

3/10 Air Factor

3 unhealthy days expected this year, 4 days in 30 years

Provided by First Street

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

$1.35M – $1.63M

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New listings for sale in 06798

NEW 15 HRS AGO

$124,900

1 bed1 bath546 sq ft

22 Pilgrim Trl Unit G1, Woodbury, CT 06798

OPEN SUN, 11AM TO 1PM

$529,000

3 beds1.5 baths2,120 sq ft

11 Judson Ave, Woodbury, CT 06798

COMING SOON

$699,900

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1217 Main St N, Woodbury, CT 06798

FOR SALE BY OWNER

$135,000

1 bed1 bath— sq ft

31 Pilgrim Trl, Woodbury, CT 06798

3D WALKTHROUGH

$290,000

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$2,149,900

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348 Weekeepeemee Rd, Woodbury, CT 06798

OPEN SAT, 11AM TO 1PM

$849,900

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$550,000

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Home values near 138 Scuppo Rd

Data from public records.

Address	Redfin Estimate
156 Scuppo Road, Woodbury, CT 4 Beds \| 2.5 Baths \| 2406 Sq. Ft.	$512,722
80 Scuppo Road, Woodbury, CT 3 Beds \| 2 Baths \| 1438 Sq. Ft.	$464,137

Address	Redfin Estimate
136 Scuppo Road, Woodbury, CT 4 Beds \| 2.5 Baths \| 2834 Sq. Ft.	$762,090
158 Scuppo Road, Woodbury, CT 5 Beds \| 2.5 Baths \| 5501 Sq. Ft.	$975,925

Address	Redfin Estimate
120 Scuppo Road, Woodbury, CT 4 Beds \| 2.5 Baths \| 3328 Sq. Ft.	$815,757
168 Scuppo Road, Woodbury, CT 3 Beds \| 2.5 Baths \| 2596 Sq. Ft.	$732,621

Property information provided by Smart MLS when last listed in 2017. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06798, CT

Sale history for 138 Scuppo Rd

Tax history for 138 Scuppo Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06798

Home values near 138 Scuppo Rd

More real estate resources