Off Market Aug 2025 for $1M

$1,048,773

•

3,923

sq ft

55 Riding Ridge Rd, Monroe, CT 06468

About this home

Spectaciular is putting it mildly! Experience comfort, space and elegance in this stunning four bedroom home perfectly situated on a wooded lot. Designed with both functionality and style in mind this property boasts an open floor main level floor plan, gourmet kitchen with premium finishes, family room with built-ins and formal living and dining rooms. Main level office provides the perfect space for working remotely or just to have some time to yourself. Current owner uses the office as his "Key West" room. All 4 bedrooms are located on the upper level including two that share a well-designed Jack and Jill bath. The standout feature is the expansive primary suite with a huge primary bath with whirlpool that serves as your own private retreat. Other features include laundry room with laundry sink, irrigation system (5 years old), younger A/C compressors and air handlers (one level replaced in 2021 -- other in 2024), Generator with 4 100-gallon propane tanks can keep power going in home for 7-10 days. Come see this home for yourself -- you'll feel right at home as soon as you walk in the door! NEW DECK June, 2025. (Photo shows old deck).

Single-familyProperty Type

2005Year Built

2.25 acresLot Size

$267Est. Price/Sq.Ft.

3 car garageParking

Listed by Lawren Hubal • RE/MAX Right Choice

Bought with Rob Giuffria • Tea Leaf Realty

Source:Smart MLS #24101343

Redfin Estimate

$1,048,773

$49K since sold in August 2025$23K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 6.2% lower than the average sale price ($1.12M) of 6 comparable homes.

SOLD JUL 24, 2026
$988,000
A
4 beds2.5 baths3,659 sq ft
22 Bridle Path Trl, Monroe, CT 06468
SOLD JUN 26, 2026
$1,200,000
B
4 beds2.5 baths3,490 sq ft
49 Hundred Acres Rd, Newtown, CT 06470
SOLD NOV 10, 2025
$940,000
C
4 beds3.5 baths3,519 sq ft
10 Winton Farm Rd, Newtown, CT 06470
SOLD MAY 15, 2026
$1,350,000
D
4 beds3.5 baths5,383 sq ft
28 Rodeo Dr, Monroe, CT 06468
SOLD JUL 10, 2026
$1,250,000
E
4 beds2.5 baths3,713 sq ft
98 Hopewell Woods Rd, Redding, CT 06896
SOLD JUN 16, 2026
$980,000
F
4 beds3 baths3,172 sq ft
21 Phyllis Ln, Newtown, CT 06470

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Earn from this home

Sell

$200,489

Est. take-home

List your home with Redfin and save $10,488

Rent

$4,287/mo

Redfin rental estimate

List your home for rent

Market trends in 06468, CT

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

101.7%

+1.2% MoM

Median sale price

$675K

$45K MoM

Avg. days on market

35d

2 days MoM

Recently sold homes

12 MoM

New listings for sale

COMING SOON
$675,000
4 beds2.5 baths2,402 sq ft
341 Old Zoar Rd, Monroe, CT 06468
COMING SOON
$1,149,900
4 beds2.5 baths4,052 sq ft
20 Park View Ln, Monroe, CT 06468
OPEN SUN, 12PM TO 2PM
$689,900
3 beds3 baths2,884 sq ft
65 Cottage St, Monroe, CT 06468
COMING SOON
$985,000
4 beds2.5 baths3,184 sq ft
490 Cutlers Farm Rd, Monroe, CT 06468
$358,000
3 beds2 baths1,803 sq ft
22 Brookside Dr, Monroe, CT 06468
$1,475,000
4 beds4 baths5,870 sq ft
Mustang Dr, Monroe, CT 06468
$1,125,000
4 beds4 baths4,922 sq ft
151 Meadows End Rd, Monroe, CT 06468
$292,609
1 bed1 bath986 sq ft
302 Fairmount Dr Unit A, Monroe, CT 06468
$825,000
4 beds3 baths2,904 sq ft
68 E Village Rd, Monroe, CT 06468
COMING SOON
$629,900
3 beds2 baths2,095 sq ft
595 Wheeler Rd, Monroe, CT 06468
See all

Provided by Redfin

Sale history for 55 Riding Ridge Rd

Date

Event

Price

Smart MLS #24101343

Aug 7, 2025

Sold

$1,000,000

$255/sq ft

Jul 30, 2025

Pending

—

Jun 20, 2025

Contingent

—

Jun 9, 2025

Listed

$999,900

$255/sq ft

Smart MLS #170174292

Jul 22, 2019

Sold

$620,000

$158/sq ft

Jul 19, 2019

Listing Removed

—

Jun 18, 2019

Contingent

—

Apr 22, 2019

Price Changed

$639,900

$163/sq ft

Mar 26, 2019

Listed

$649,900

$166/sq ft

Desirable Blanket Meadows stately Colonial. This home is perched on a private 2.25 acres surrounded in privacy. This section was built with custom homes. A flagstone walkway leads you to a gracious 2-story foyer. Fabulous open flow throughout, great for entertaining. The formal LR and DR have custom moldings & columns. A gourmet Kitchen features cherry cabinets, granite, large island w/breakfast bar, desk area w/ bookshelves & large dining area w/ french doors leading to huge deck. The Family Room has custom shelving, a brick fireplace & triple French doors leading to deck. A 1st flr office, laundry closet & powder room finish the 1st floor. The MBR Suite has lavish bath with tiled shower, whirlpool tub and double sinks vanity with large picture window for nature viewing. Huge room for Sitting Area & 2 w/i closets. 3 additional Bedrooms, one with private bath, and the others with large jack & jill bath. All Hardwood Floors throughout. Recently painted interior and exterior. Move right in. A 3 car attached garage has plenty of storage. A walk-out basement is ready for future additional space.

Smart MLS #99187623

Jul 28, 2017

Sold

$613,000

$156/sq ft

Jul 24, 2017

Listing Removed

—

May 29, 2017

Listed

$609,900

$155/sq ft

Blanket Meadow, a desirable 60 lot subdivision of custom homes. Located near the Easton borders make this home a desirable location for commuting down county. Stately positioned on a private 2.25 Wooded lot. A gracious 2-story foyer with open flow to a For LR & DR w/ custom moldings & columns. A gourmet kit features cherry cabs, granite, lg island w/breakfast bar, desk area w/ bookshelves & lg dining area w/ Fr doors leading to huge deck. The FR is open to Kit which makes it great for entertaining. The FR has dual custom shelving, a brick fireplace & triple French doors leading to deck. A 1st flr office, laundry closet & powder rm finish the 1st floor. A MBR Suite has lavish bth & 2 w/i closets. 3 additional BRS w/2 baths. All H/W Flrs.

Smart MLS #B10185599

May 22, 2017

Listing Removed

—

Dec 9, 2016

Listed

$639,900

$163/sq ft

Smart MLS #99018523

Apr 30, 2013

Sold

$759,000

$193/sq ft

Mar 1, 2013

Listed

$769,900

$196/sq ft

Smart MLS #98236235

Aug 5, 2005

Listing Removed

—

May 5, 2005

Listed

$921,500

$235/sq ft

Smart MLS #98215700

Apr 18, 2005

Listing Removed

—

Oct 18, 2004

Listed

$339,900

$87/sq ft

Smart MLS #98206756

Sep 15, 2004

Listing Removed

—

Jul 29, 2004

Listed

$375,000

$96/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$15,557 (+1.9%)

$123,300 + $291,000

$414,300

2022

$15,271 (+1.4%)

$123,300 + $291,000

$414,300

2021

$15,064 (+2.5%)

$123,300 + $291,000

$414,300

2020

$14,699 (−12.9%)

$123,300 + $291,000

$414,300

2019

$16,876 (+1.0%)

$122,500 + $351,800

$474,300

2018

$16,714 (−1.5%)

$122,500 + $351,800

$474,300

2017

$16,961 (+2.2%)

$122,500 + $351,800

$474,300

2016

$16,601 (+7.9%)

$122,500 + $351,800

$474,300

2014

$15,382

$171,500 + $324,520

$496,020

Tax history for 55 Riding Ridge Rd

Year

Property tax

Land + Additions

Assessment*

2023

$15,557 (+1.9%)

$123,300 + $291,000

$414,300

2022

$15,271 (+1.4%)

$123,300 + $291,000

$414,300

2021

$15,064 (+2.5%)

$123,300 + $291,000

$414,300

2020

$14,699 (−12.9%)

$123,300 + $291,000

$414,300

2019

$16,876 (+1.0%)

$122,500 + $351,800

$474,300

2018

$16,714 (−1.5%)

$122,500 + $351,800

$474,300

2017

$16,961 (+2.2%)

$122,500 + $351,800

$474,300

2016

$16,601 (+7.9%)

$122,500 + $351,800

$474,300

2014

$15,382

$171,500 + $324,520

$496,020

*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

3.5

Stories

Lot width

—

Lot depth

—

Lot size

2.25 Acres

Year renovated

—

Sq. Ft.

3,923

Year built

2005

Style

Single Family Residential

County

Fairfield County

APN

2380551

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
Garages Number: 3

Interior

Interior Information
Total Rooms: 9
Laundry Room Location: Main level with laundry sink & cabinetry
Laundry Room Info: Main Level
Interior Features: Auto Garage Door Opener, Cable - Available, Central Vacuum, Open Floor Plan, Security System
In-Law Apartment: No
Fireplaces Total: 1
Cooling System: Ceiling Fans, Central Air, Zoned
Appliances Included: Electric Cooktop, Wall Oven, Microwave, Refrigerator, Dishwasher, Washer, Electric Dryer

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

Bedroom Information
Beds Total: 4

Room Information
Rooms Additional: Foyer, Laundry Room
Basement Description: Full, Unfinished, Storage, Interior Access, Walk-out, Concrete Floor, Full With Walk-Out
Has Attic
Attic Description: Pull-Down Stairs

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Clapboard
Exterior Features: Sidewalk, Deck, Gutters, Lighting, French Doors, Underground Sprinkler

Lot Information
Lot Description: Lightly Wooded, Treed

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

Property Information
Radon Mitigation Air
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 3923

Financial

Assessments Information
Assessed Value: $602,800

Utilities

Utility Information
Water Source: Public Water Connected
Sewage System: Septic
Hot Water Description: Domestic
Heat Type: Hot Air, Zoned
Heat Fuel Type: Oil
Fuel Tank Location: In Garage
Energy Features: Generator, Ridge Vents, Thermopane Windows

Location

School Information
Middle Jr High School: Jockey Hollow
High School: Masuk
Elementary School: Stepney

Location Information
State: Connecticut
Nearby Amenities: Basketball Court, Golf Course, Lake, Library, Park, Public Pool, Tennis Courts
Directions: Guinea Road to Gaylor Road to Riding Ridge Road. (Gaylor Road becomes Riding Ridge about 1/2 mile down)
County: Fairfield

Public facts

Beds: 4
Baths: 3.5
Sq. Ft.: 3,923
Stories: 2.0
Lot Size: 2.25 acres
Style: Single Family Residential
Year Built: 2005
Year Renovated: —
County: Fairfield County
APN: 2380551

Home facts updated by county records on Jul 12, 2023

Around this home

Schools

Stepney Elementary School

Public K-5 • Assigned • 2.1mi

9/10

Jockey Hollow School

Public 6-8 • Assigned • 2.7mi

8/10

Masuk High School

Public 9-12 • Assigned • 4.8mi

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

5/10 Heat Factor

7 days above 98° expected this year, 15 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

4/10 Air Factor

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

Provided by First Street

Historical weather

Monroe, CT • 06468

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 8.8 hours in June and 4.3 hours in December, placing it below the U.S. average for solar exposure.

8.8 hrs

4.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$997,000 – $1.21M

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New listings for sale in 06468

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Home values near 55 Riding Ridge Rd

Data from public records.

Address	Redfin Estimate
31 Riding Ridge Rd, Monroe, CT 4 Beds \| 3.5 Baths \| 4414 Sq. Ft.	$1,022,036
30 Riding Ridge Rd, Monroe, CT 3 Beds \| 3 Baths \| 3294 Sq. Ft.	$1,004,108

Address	Redfin Estimate
40 Riding Ridge Rd, Monroe, CT 4 Beds \| 2.5 Baths \| 3768 Sq. Ft.	$1,158,724
105 Riding Ridge Rd, Monroe, CT 4 Beds \| 3.5 Baths \| 3762 Sq. Ft.	$1,052,465

Address	Redfin Estimate
50 Riding Ridge Rd, Monroe, CT 4 Beds \| 4.5 Baths \| 3686 Sq. Ft.	$1,016,694
123 Riding Ridge Rd, Monroe, CT 4 Beds \| 2.5 Baths \| 4095 Sq. Ft.	$1,056,098

Property information provided by Smart MLS when last listed in 2025. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06468, CT

Sale history for 55 Riding Ridge Rd

Tax history for 55 Riding Ridge Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06468

Home values near 55 Riding Ridge Rd

More real estate resources