50 Sleepy Hollow Rd, Ridgefield, CT 06877

Off market jul 2016 for $640K

$1,150,175

Est. refi paymentEst. refi $4,822/mo

•

3,051

sq ft

50 Sleepy Hollow Rd, Ridgefield, CT 06877

About this home

Your own natural paradise on 3.3 private acres! Stone walls, perennial gardens, wooded vistas, & “around the corner” access to hiking, kayaking, golf & many other outdoor activities. Mamanasco Lake rights. Updated home w/ open floor plan fits today's lifestyle. Chef’s kitchen with white cabinets, prep island & plenty of storage. Two fireplaces, separate en-suite guest quarters, a screen porch/patio for summer entertaining, & an en-suite master bedroom w/ walk-in closet spacious enough for several seasons of clothes. A large laundry/mudroom, two car garage & separate shed provide great space for storage, hobbies & clean up. All this just minutes to major commute routes as well as restaurants, shopping & entertainment in downtown Ridgefield.

Single-familyProperty Type

1986Year Built

3.3 acresLot Size

$377Est. Price/Sq.Ft.

2 car garageParking

Listed by Kristi Vaughan • William Pitt Sotheby's Int'l

Bought with Annmarie Del Franco • Blackstone Properties of CT

Source:Smart MLS #99144008

Redfin Estimate

$1,150,175

$510K since sold in July 2016$4,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 1.6% lower than the average sale price ($1.17M) of 6 comparable homes.

SOLD AUG 21, 2026
$1,350,000
A
4 beds3.5 baths3,025 sq ft
564 Barrack Hill Rd, Ridgefield, CT 06877
SOLD AUG 31, 2026
$1,650,000
B
4 beds2.5 baths3,059 sq ft
36 Oneill Ct, Ridgefield, CT 06877
SOLD AUG 7, 2026
$1,595,000
C
4 beds2.5 baths3,801 sq ft
9 Green Ln, Ridgefield, CT 06877
SOLD SEP 18, 2026
$835,000
D
3 beds2.5 baths2,548 sq ft
342 Barrack Hill Rd, Ridgefield, CT 06877
SOLD APR 24, 2026
$895,000
E
4 beds2.5 baths3,217 sq ft
23 Trails End Ln, Ridgefield, CT 06877
SOLD JUL 31, 2026
$685,000
F
4 beds3 baths3,900 sq ft
57 Hilltop Dr, North Salem, NY 10560
Listing by Houlihan Lawrence Inc.

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Earn from this home

Sell

$684,070

Est. take-home

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Refinance

Est. cash available

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Rent

$4,626/mo

Redfin rental estimate

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Market trends in 06877, CT

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

104.3%

0.5% MoM

Median sale price

$1.2M

$19K MoM

Avg. days on market

33d

4 days MoM

Recently sold homes

123

16 MoM

New listings for sale

OPEN SAT, 12PM TO 2PM
$825,000
3 beds3 baths2,754 sq ft
81 Lakeside Dr, Ridgefield, CT 06877
OPEN SAT, 12PM TO 2PM
$1,249,000
3 beds3.5 baths3,190 sq ft
28 Mead Ridge Rd, Ridgefield, CT 06877
NEW 20 HRS AGO
$2,295,000
5 beds6 baths5,410 sq ft
351 Wilton Rd W, Ridgefield, CT 06877
COMING SOON
$1,200,000
4 beds3.5 baths3,898 sq ft
46 Bloomer Rd, Ridgefield, CT 06877
NEW 28 HRS AGO
$2,195,000
5 beds5 baths7,105 sq ft
30 Whipstick Rd, Ridgefield, CT 06877
COMING SOON
$685,000
3 beds2 baths2,327 sq ft
17 Fire Hill Rd, Ridgefield, CT 06877
OPEN SAT, 12PM TO 3PM
$1,395,000
4 beds2.5 baths4,136 sq ft
191 Limekiln Rd, Ridgefield, CT 06877
$525,000
3 beds1 bath1,104 sq ft
562 Branchville Rd, Ridgefield, CT 06877
$489,000
2 beds2.5 baths1,584 sq ft
631 Danbury Rd #30, Ridgefield, CT 06877
OPEN SAT, 1PM TO 3PM
$2,950,000
5 beds5 baths8,002 sq ft
15 Saw Mill Hill Rd, Ridgefield, CT 06877
See all

Provided by Redfin

Sale history for 50 Sleepy Hollow Rd

Date

Event

Price

Smart MLS #99144008

Jul 7, 2016

Sold

$640,000

$210/sq ft

Jul 3, 2016

Listing Removed

—

May 7, 2016

Listed

$640,000

$210/sq ft

Smart MLS #99114857

Oct 26, 2015

Sold

$637,000

$209/sq ft

Oct 12, 2015

Listing Removed

—

Jul 31, 2015

Listed

$639,000

$209/sq ft

Serenity now! Light, bright sophisticated Nantucket style home on 3.3 private acres. This beautifully renovated home features a chef’s kitchen, 3 full baths, screened porch, lush, low maintenance landscaping w/ stone walls, walkways, flowering perennial gardens and deer fencing for gracious indoor/outdoor living. Open floor plan with great room, den, sunny dining area w/ built- ins off gorgeous kitchen, large laundry/mud room, skylights, sliders to back gardens, 2 fpls, and office/guest room/au pair suite w/ full bath. 3 bedrooms upstairs include spacious mbrm suite with oversized walk in closet that could be divided into a nursery or office space. Finished ll w/ built- ins, attached 2 car garage plus generous sized shed and generator.

Smart MLS #99102905

Jul 30, 2015

Listing Removed

—

May 9, 2015

Listed

$697,000

$228/sq ft

Public Records

Jul 3, 1991

Sold

$370,000

$121/sq ft

Year

Property tax

Land + Additions

Assessment*

2022

$12,594 (+0.8%)

$158,000 + $285,000

$443,000

2021

$12,497 (+0.3%)

$158,000 + $285,000

$443,000

2020

$12,457

$158,000 + $285,000

$443,000

2019

$12,457 (+1.2%)

$158,000 + $285,000

$443,000

2018

$12,307 (+9.2%)

$158,000 + $285,000

$443,000

2017

$11,269 (+2.0%)

$190,030 + $224,110

$414,140

2016

$11,053 (−6.2%)

$190,030 + $224,110

$414,140

2014

$11,781 (+2.5%)

$190,040 + $262,890

$452,930

2011

$11,495

$190,040 + $262,890

$452,930

Tax history for 50 Sleepy Hollow Rd

Year

Property tax

Land + Additions

Assessment*

2022

$12,594 (+0.8%)

$158,000 + $285,000

$443,000

2021

$12,497 (+0.3%)

$158,000 + $285,000

$443,000

2020

$12,457

$158,000 + $285,000

$443,000

2019

$12,457 (+1.2%)

$158,000 + $285,000

$443,000

2018

$12,307 (+9.2%)

$158,000 + $285,000

$443,000

2017

$11,269 (+2.0%)

$190,030 + $224,110

$414,140

2016

$11,053 (−6.2%)

$190,030 + $224,110

$414,140

2014

$11,781 (+2.5%)

$190,040 + $262,890

$452,930

2011

$11,495

$190,040 + $262,890

$452,930

*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

3.3 Acres

Year renovated

2000

Sq. Ft.

2,601

Year built

1986

Style

Single Family Residential

County

Fairfield County

APN

273481

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, Driveway, Paved
Garages Number: 2

Interior

Interior Information
Total Rooms: 9
Laundry Room Location: Main
Interior Features: Central Vacuum, Security System
Fireplaces Total: 2
Cooling System: Ceiling Fans, Central Air, Heat Pump, Zoned
Appliances Included: Dishwasher, Microwave, Oven/Range, Refrigerator

Bathroom Information
# of Baths (Full): 3

Bedroom Information
Beds Total: 4

Room Information
Rooms Additional: Foyer, Laundry Room, Mud Room
Room Count: 8
Basement Description: Heated, Interior Access, Partially Finished, Storage
Has Attic
Attic Description: Storage Space

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Shingle, Wood
Exterior Features: Deck, Gutters, Lighting, Patio, Porch, Shed

Lot Information
Lot Description: Level Lot, Sloping Lot, Some Wetlands, Treed, Fence - Partial, Fence - Stone

Building Information
Foundation Type: Concrete
Construction Description: Concrete
Color: Natural

Property Information
Radon Mitigation Air
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 2601

Financial

Assessments Information
Assessed Value: $452,930

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Heat Type: Heat Pump, Hot Air, Zoned
Heat Fuel Type: Oil
Fuel Tank Location: In Basement
Energy Features: Thermopane Windows

Location

HOA Information
Association Amenities: Golf Course, Health Club, Park, Playground/Tot Lot, Pool, Tennis Courts

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, Park, Playground/Tot Lot, Pool, Tennis Courts
Directions: Barrack Hill to Round Lake to Sleepy Hollow.
County: Fairfield

Public facts

Beds: 4
Baths: 3.0
Sq. Ft.: 2,601
Stories: 2.0
Lot Size: 3.3 acres
Style: Single Family Residential
Year Built: 1986
Year Renovated: 2000
County: Fairfield County
APN: 273481

Home facts updated by county records on Jul 13, 2023

Around this home

Schools

Scotland Elementary School

Public PreK-5 • Assigned • 1.4mi

9/10

Scotts Ridge Middle School

Public 6-8 • Assigned • 1.1mi

9/10

Ridgefield High School

Public 9-12 • Assigned • 1.2mi

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

3/10 Heat Factor

7 days above 98° expected this year, 13 days in 30 years

5/10 Wind Factor

26% chance of strong winds in next 30 years

4/10 Air Factor

3 unhealthy days expected this year, 5 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

$1.09M – $1.32M

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Nearby similar homes

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New listings for sale in 06877

OPEN SAT, 12PM TO 2PM

$825,000

3 beds3 baths2,754 sq ft

81 Lakeside Dr, Ridgefield, CT 06877

OPEN SAT, 12PM TO 2PM

$1,249,000

3 beds3.5 baths3,190 sq ft

28 Mead Ridge Rd, Ridgefield, CT 06877

NEW 20 HRS AGOVIDEO TOUR

$2,295,000

5 beds6 baths5,410 sq ft

351 Wilton Rd W, Ridgefield, CT 06877

COMING SOON3D WALKTHROUGH

$1,200,000

4 beds3.5 baths3,898 sq ft

46 Bloomer Rd, Ridgefield, CT 06877

NEW 28 HRS AGO

$2,195,000

5 beds5 baths7,105 sq ft

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COMING SOON

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17 Fire Hill Rd, Ridgefield, CT 06877

OPEN SAT, 12PM TO 3PM

$1,395,000

4 beds2.5 baths4,136 sq ft

191 Limekiln Rd, Ridgefield, CT 06877

$525,000

3 beds1 bath1,104 sq ft

562 Branchville Rd, Ridgefield, CT 06877

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Home values near 50 Sleepy Hollow Rd

Data from public records.

Address	Redfin Estimate
60 Sleepy Hollow Rd, Ridgefield, CT 4 Beds \| 3 Baths \| 2381 Sq. Ft.	$919,049
75 Sleepy Hollow Rd, Ridgefield, CT 3 Beds \| 2 Baths \| 1950 Sq. Ft.	$827,537

Address	Redfin Estimate
61 Sleepy Hollow Rd, Ridgefield, CT 3 Beds \| 2.5 Baths \| 2560 Sq. Ft.	$981,578
82 Sleepy Hollow Rd, Ridgefield, CT 2 Beds \| 1 Baths \| 1104 Sq. Ft.	$664,201

Address	Redfin Estimate
74 Sleepy Hollow Rd, Ridgefield, CT 4 Beds \| 2.5 Baths \| 3008 Sq. Ft.	$1,032,862
19 Sleepy Hollow Rd, Ridgefield, CT 4 Beds \| 2.5 Baths \| 2478 Sq. Ft.	$1,036,280

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

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