Off market dec 2020 for $1.7M

$3,176,522

Est. refi paymentEst. refi $11,636/mo

•

8,339

sq ft

2 Old Oscaleta Rd, Ridgefield, CT 06877

About this home

Privacy abounds in this resort-like setting with tree lines vistas. In a fabulous commute location at the New York border, this custom home is only a few minutes from downtown Ridgefield. Abutting both CT and NY State open space, the Nantucket shingle-style residence has the perfect open floorplan for today’s lifestyle, while providing ample opportunities to work from home. A soaring two-story foyer provides perfect front to back views of the wrap around deck & woods beyond. High ceilings, French doors, impeccable trim work & large windows abound. The newly renovated kitchen incl brand new prof appliances, quartzite counters, an island & a walk-in pantry. Connected to Breakfast & Family Rms, this is the heart of the home! A spectacular, vaulted Library provides an inspiring place to conduct business & formal Living & Dining Rms features an abundance of natural light. The wrap around deck takes advantage of the large trees, while a large patio surrounds the sparkling gunite pool. A columned pergola is also the perfect place to entertain. The pristine Master Suite incl a spa-like bath & a gas Fpl & the other BRs have ensuite or Jack & Jill baths. 3rd flr study/bonus room incl built-in desks & cabinetry & is great as a home office. An additional private nanny or in-law suite over one of the two heated 3-car garages has a separate entrance & the walk-out LL features a games room, gym, wet bar, full bath w/laundry & wine cellar. The Quintessential Country Home just 1 Hr from NYC!

Single-familyProperty Type

1996Year Built

4.11 acresLot Size

$381Est. Price/Sq.Ft.

6 car garageParking

Listed by Karla Murtaugh • Houlihan Lawrence

Bought with Kristine Patterson • Giner Real Estate

Source:Smart MLS #170318795

Redfin Estimate

$3,176,522

$1.4M since sold in December 2020$97K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 31% higher than the average sale price ($2.42M) of 6 comparable homes.

SOLD AUG 3, 2026
$2,150,000
A
4 beds3.5 baths4,679 sq ft
8 Kimberly Ct, Ridgefield, CT 06877
SOLD OCT 5, 2026
$2,100,000
B
4 beds4 baths4,573 sq ft
101 Post Office Rd, Waccabuc, NY 10597
Listing by Houlihan Lawrence Inc.
SOLD AUG 21, 2026
$2,775,000
C
5 beds6.5 baths7,361 sq ft
350 West Ln, Ridgefield, CT 06877
SOLD JUL 30, 2026
$2,825,000
D
5 beds5 baths5,990 sq ft
54 Barry Ave, Ridgefield, CT 06877
SOLD OCT 1, 2026
$2,400,000
E
4 beds5 baths4,765 sq ft
263 Peaceable St, Ridgefield, CT 06877
SOLD MAR 31, 2026
$2,300,000
F
5 beds4.5 baths5,031 sq ft
20 Waccabuc River Ln, South Salem, NY 10590
Listing by Compass Greater NY, LLC

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$1,764,105

Est. take-home

List your home with Redfin and save $31,765

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$11,381/mo

Redfin rental estimate

List your home for rent

Market trends in 10590, NY

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

100.5%

2.4% MoM

Median sale price

$985K

$255K MoM

Avg. days on market

39d

13 days MoM

Recently sold homes

1 MoM

New listings for sale

NEW 28 HRS AGO
$749,000
3 beds2 baths2,268 sq ft
183 Ledges Rd, Ridgefield, CT 06877
OPEN NOV 14, 12PM TO 2PM
$749,000
3 beds2 baths2,006 sq ft
20 Acre Ln, Ridgefield, CT 06877
COMING SOON
$1,500,000
5 beds4.5 baths3,301 sq ft
180 Old West Mountain Rd, Ridgefield, CT 06877
$1,950,000
4 beds3.5 baths4,686 sq ft
78 Branchville Rd, Ridgefield, CT 06877
OPEN SUN, 1PM TO 3PM
$900,000
4 beds2.5 baths1,960 sq ft
39 Florida Hill Rd, Ridgefield, CT 06877
OPEN SUN, 1PM TO 3PM
$1,995,000
4 beds3.5 baths3,293 sq ft
2 Ginos Way, Ridgefield, CT 06877
$975,000
3 beds2 baths2,704 sq ft
77 Old Sib Rd, Ridgefield, CT 06877
$850,000
4 beds2.5 baths2,824 sq ft
280 Florida Rd, Ridgefield, CT 06877
OPEN SUN, 12PM TO 2PM
$1,400,000
3 beds3 baths3,208 sq ft
77 Sunset Ln #4, Ridgefield, CT 06877
$330,000
1 bed1 bath925 sq ft
8 Island Path #8, Ridgefield, CT 06877
See all

Provided by Redfin

Sale history for 2 Old Oscaleta Rd

Date

Event

Price

Smart MLS #170318795

Dec 15, 2020

Sold

$1,735,000

$208/sq ft

Nov 7, 2020

Contingent

—

Jul 31, 2020

Listed

$1,795,000

$215/sq ft

OneKey® MLS as Distributed by MLS Grid #H6059069

Dec 21, 2020

Listing Removed

—

Jul 31, 2020

Listed

$1,795,000

$215/sq ft

Public Records

Nov 18, 1999

Sold

$1,550,000

$186/sq ft

Smart MLS #98047798

Jun 25, 1999

Listed

$1,600,000

$192/sq ft

Smart MLS #95018740

Jun 26, 1995

Listed

$1,200,000

$144/sq ft

Public Records

May 5, 1995

Sold

$295,000

$35/sq ft

Smart MLS #95008906

Apr 6, 1995

Listed

$325,000

$39/sq ft

Smart MLS #94012504

Nov 2, 1994

Listing Removed

—

Apr 2, 1994

Listed

$795,000

$95/sq ft

Smart MLS #95059241

Nov 2, 1994

Listing Removed

—

Apr 2, 1994

Listed

$795,000

$95/sq ft

Smart MLS #93130516

Dec 30, 1993

Listing Removed

—

Apr 14, 1993

Listed

$895,000

$107/sq ft

Year

Property tax

Land + Additions

Assessment*

2021

$32,679 (+0.3%)

$268,330 + $890,100

$1,158,430

2020

$32,575

$268,330 + $890,100

$1,158,430

2019

$32,575 (+1.2%)

$268,330 + $890,100

$1,158,430

2018

$32,181 (−12.5%)

$268,330 + $890,100

$1,158,430

2017

$36,760 (+1.9%)

$280,860 + $1,070,100

$1,350,960

2016

$36,057 (+2.6%)

$280,860 + $1,070,100

$1,350,960

2014

$35,138 (+2.5%)

$280,860 + $1,070,100

$1,350,960

2011

$34,287

$280,860 + $1,070,100

$1,350,960

Tax history for 2 Old Oscaleta Rd

Year

Property tax

Land + Additions

Assessment*

2021

$32,679 (+0.3%)

$268,330 + $890,100

$1,158,430

2020

$32,575

$268,330 + $890,100

$1,158,430

2019

$32,575 (+1.2%)

$268,330 + $890,100

$1,158,430

2018

$32,181 (−12.5%)

$268,330 + $890,100

$1,158,430

2017

$36,760 (+1.9%)

$280,860 + $1,070,100

$1,350,960

2016

$36,057 (+2.6%)

$280,860 + $1,070,100

$1,350,960

2014

$35,138 (+2.5%)

$280,860 + $1,070,100

$1,350,960

2011

$34,287

$280,860 + $1,070,100

$1,350,960

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

Public record

Public record
Permits

Beds

Baths

5.5

Stories

Lot width

—

Lot depth

—

Lot size

4.11 Acres

Year renovated

—

Sq. Ft.

4,749

Year built

1996

Style

Single Family Residential

County

Fairfield County

APN

273555

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, Paved
Garages Number: 6

Interior

Virtual Tour Information
Has Virtual Tour

Interior Information
Total Rooms: 14
Laundry Room Info: Lower Level, Upper Level
Interior Features: Audio System, Auto Garage Door Opener, Central Vacuum, Security System
Security System, Thermostat(s)
Fireplaces Total: 2
Cooling System: Central Air, Zoned
Appliances Included: Gas Cooktop, Wall Oven, Microwave, Subzero

Bathroom Information
# of Baths (Full): 5
# of Baths (Half): 2

Bedroom Information
Beds Total: 5

Room Information
Rooms Additional: Exercise Room, Foyer, Laundry Room, Wine Cellar
Room Count: 14
Basement Description: Fully Finished, Interior Access, Garage Access, Walk-out, Storage, Sump Pump
Has Attic
Attic Description: Walk-up, Finished

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Shake, Cedar
Exterior Features: Deck, French Doors, Garden Area, Gutters, Patio, Porch, Stone Wall, Underground Sprinkler, Underground Utilities

Lot Information
Lot Description: Dry, Level Lot, Sloping Lot, Treed

Pool Information
Swimming Pool
Pool Description: In Ground Pool, Heated, Safety Fence, Gunite

Building Information
Foundation Type: Concrete
Construction Description: Frame
Color: Grey

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 4749
Driveway Type: Shared, Circular, Asphalt

Financial

Assessments Information
Assessed Value: $1,158,430

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Domestic
Heat Type: Hot Air, Zoned
Heat Fuel Type: Oil
Fuel Tank Location: In Basement
Energy Features: Programmable Thermostat

Location

School Information
Middle Jr High School: Scotts Ridge
High School: Ridgefield
Elementary School: Scotland

Location Information
State: Connecticut
Nearby Amenities: Golf Course, Health Club, Library, Medical Facilities, Shopping/Mall
Directions: West Mountain Road to Old Oscaleta, #2/4 through stone stanchions
County: Fairfield

Public facts

Beds: 4
Baths: 5.5
Sq. Ft.: 4,749
Stories: 2.0
Lot Size: 4.11 acres
Style: Single Family Residential
Year Built: 1996
Year Renovated: —
County: Fairfield County
APN: 273555

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 4

Around this home

Schools

K - 12
Preschool & daycare

Meadow Pond Elementary School

Public K-5 • Assigned • 4.0mi

7/10

John Jay Middle School

Public 6-8 • Assigned • 3.5mi

7/10

John Jay High School

Public 9-12 • Assigned • 3.5mi

10/10

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 98° expected this year, 15 days in 30 years

4/10 Wind Factor

24% chance of strong winds in next 30 years

4/10 Air Factor

3 unhealthy days expected this year, 6 days in 30 years

Provided by First Street

Historical weather

Ridgefield, CT • 06877

Average low and high temperatures (°F)

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 4.2 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

4.2 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$3.02M – $3.65M

Reach more buyers when you sell with Redfin. Save up to $31,765 in fees. 3 minutes to get started.

Need the cash from your home fast? Sell to .

Nearby similar homes

NEW 28 HRS AGO

$749,000

3 beds2 baths2,268 sq ft

183 Ledges Rd, Ridgefield, CT 06877

Refreshed bathrooms • New oil tank • 3.3 acre lot

3D WALKTHROUGH

$949,000

4 beds3 baths3,294 sq ft

15 Flat Rock Dr, Ridgefield, CT 06877

Cul-de-sac street • Main level office • Private retreat

$699,000

2 beds2 baths1,413 sq ft

224 Ramapoo Rd, Ridgefield, CT 06877

Renovated kitchen • New appliances • Quartz countertops

$699,999

3 beds2 baths1,923 sq ft

55 Old Sib Rd, Ridgefield, CT 06877

Eat-in kitchen • Quartz countertops • Center island

$1,125,000

3 beds2.5 baths2,168 sq ft

51 Mamanasco Rd, Ridgefield, CT 06877

Updated throughout • Elevated family room • Cozy fireplace

$748,333

4 beds3 baths2,044 sq ft

16 Sherwood Rd, Ridgefield, CT 06877

Separate family room • Separate entrance • 2.41 acre lot

New listings for sale in 06877

NEW 28 HRS AGO

$749,000

3 beds2 baths2,268 sq ft

183 Ledges Rd, Ridgefield, CT 06877

Refreshed bathrooms • New oil tank • 3.3 acre lot

OPEN NOV 14, 12PM TO 2PM3D WALKTHROUGH

$749,000

3 beds2 baths2,006 sq ft

20 Acre Ln, Ridgefield, CT 06877

Quiet cul-de-sac • Finished lower level • 1.01 acre lot

COMING SOON

$1,500,000

5 beds4.5 baths3,301 sq ft

180 Old West Mountain Rd, Ridgefield, CT 06877

Mechanic's pit • Vehicle lift • Heated area

$1,950,000

4 beds3.5 baths4,686 sq ft

78 Branchville Rd, Ridgefield, CT 06877

Stone fireplace • Chef's kitchen • 1.53 acre lot

OPEN SUN, 1PM TO 3PM

$900,000

4 beds2.5 baths1,960 sq ft

39 Florida Hill Rd, Ridgefield, CT 06877

Vegetable garden • Large slate patio • Remodeled kitchen

OPEN SUN, 1PM TO 3PM

$1,995,000

4 beds3.5 baths3,293 sq ft

2 Ginos Way, Ridgefield, CT 06877

Custom home • Evergreen plantings • Stone walls

$975,000

3 beds2 baths2,704 sq ft

77 Old Sib Rd, Ridgefield, CT 06877

Vaulted great room • Open loft overlook • Glass sunroom

$850,000

4 beds2.5 baths2,824 sq ft

280 Florida Rd, Ridgefield, CT 06877

Mature trees • Classic stone walls • Refreshed decks

OPEN SUN, 12PM TO 2PM

$1,400,000

3 beds3 baths3,208 sq ft

77 Sunset Ln #4, Ridgefield, CT 06877

Clubhouse • Patio and grill area • Fire pit

Home values near 2 Old Oscaleta Rd

Data from public records.

Address	Redfin Estimate
59 Old Oscaleta Rd, South Salem, NY 6 Beds \| 6.5 Baths \| 6000 Sq. Ft.	$3,275,928
6 Old Oscaleta Rd, Ridgefield, CT 4 Beds \| 3.5 Baths \| 4570 Sq. Ft.	$1,368,374
1 Rippowam Rd, Ridgefield, CT 3 Beds \| 3 Baths \| 3010 Sq. Ft.	$1,208,148

Address	Redfin Estimate
4 Old Oscaleta Rd, Ridgefield, CT 5 Beds \| 4.5 Baths \| 3804 Sq. Ft.	$1,922,015
10 Old Oscaleta Rd, Ridgefield, CT 4 Beds \| 4.5 Baths \| 4551 Sq. Ft.	$2,336,431
385 West Mountain Rd, Ridgefield, CT 4 Beds \| 4 Baths \| 4500 Sq. Ft.	$2,276,055

Address	Redfin Estimate
1 Old Oscaleta Rd, Ridgefield, CT 4 Beds \| 4 Baths \| 3430 Sq. Ft.	$1,930,680
17 Rippowam Rd, Ridgefield, CT 4 Beds \| 6 Baths \| 6574 Sq. Ft.	$3,009,871

Property information provided by Smart MLS when last listed in 2020. This data may not match . Learn more.

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

Redfin Brokerage Licenses

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

Houses for rent in Westchester County	Agents near me	White Plains, NY homes for sale	Westchester County Housing Market
Houses for sale near me	New York, NY homes for sale	Yonkers, NY homes for sale
Land for sale near me	Manhattan, NY homes for sale	Scarsdale, NY homes for sale
Open Houses near me	Rochester, NY homes for sale	Westchester County Property Records
Condos for sale near me	Buffalo, NY homes for sale	CT New Listings

Bergen County homes for sale
Nassau County homes for sale
Suffolk County homes for sale

Greenwich homes for sale
Stamford homes for sale
Yonkers homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 10590, NY

Sale history for 2 Old Oscaleta Rd

Tax history for 2 Old Oscaleta Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06877

Home values near 2 Old Oscaleta Rd

More real estate resources