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).
- MLS# 24101343
- Date Listed06/09/2025
- Bedrooms 4
- Bathrooms 3 Full baths, 1 Half baths
- Lot Size 2.25 acres (98,010 sq. ft)
- Sewer Septic Tank
- Property Type Single Family
- County Fairfield
- Year Built 2005
- Water Public
- Square Feet 3,923 sq. ft
- Price Per Sq. Ft $254.88
Interior Features
- Appliances Dishwasher, Electric Cooktop, Dryer, Microwave, Refrigerator, Oven, Washer
- Cooling Ceiling Fan(s), Central Air, Zoned
- Heating Oil, Forced Air, Zoned
Exterior / Lot Features
- Roof Asphalt
- Lot Size Acres 2.25
- Lot Size SQFT 98,010.00
- Lot Features Wooded
Directions
Guinea Road to Gaylor Road to Riding Ridge Road. (Gaylor Road becomes Riding Ridge about 1/2 mile down)
Financial Considerations
- Tax Amount $17,282
- Terms Cash, Conventional, FHA, VA Loan
Nearby Schools
Source: School Digger
Public • PK - 5 • Serves this home
5.64 mi
Distance
Public • 6 - 8 • Serves this home
4.34 mi
Distance
Public • 9 - 12 • Serves this home
6.53 mi
Distance
Public • PK - 5 • Serves this home
5.64 mi
Distance
Public • PK - 4
7.64 mi
Distance
Public • PK - 5
9.33 mi
Distance
Public • 6 - 8 • Serves this home
4.34 mi
Distance
Public • 9 - 12
5.58 mi
Distance
Public • 9 - 12 • Serves this home
6.53 mi
Distance
Public • 9 - 12
9.87 mi
Distance
Sales & Tax History
Source: Public Records
| Street Address | Beds | Baths | Sold Date | List Price | Valuation Date | Valuation Price |
|---|---|---|---|---|---|---|
| 55 South Main Street | 2 | 2 | Jan 28, 2026 | $289,000 | Feb 02, 2026 | - |
| 6363 Main Street | Listing | 4 | 4 | Jan 19, 2026 | $349,900 | Mar 21, 2024 | $901,750 |
| 15 Aunt Pattys Lane East | Listing | 3 | 5 | Jan 28, 2026 | $699,000 | Feb 16, 2024 | $910,300 |
| 18 Sherman Street | 3 | 2 | Jan 28, 2026 | $237,500 | Feb 02, 2026 | - |
| 29 South Main Street | Listing | 3 | 2 | Jan 28, 2026 | $415,000 | Mar 21, 2024 | $510,750 |
| 11 Marlin Road | 4 | 4 | Jan 28, 2026 | $780,000 | Feb 02, 2026 | - |
| 28 South Main Street | Listing | 4 | 2 | Jan 28, 2026 | $395,000 | Jan 24, 2024 | $384,080 |
| 34 South Main Street | Listing | 3 | 2 | Jan 28, 2026 | $340,000 | Mar 21, 2024 | $409,202 |
| 8 Evergreen Road | 3 | 3 | Jan 28, 2026 | $499,000 | Feb 02, 2026 | - |
| 23 Marlin Road | 4 | 5 | Jan 28, 2026 | $650,000 | Feb 02, 2026 | - |
Population & Environment
Source: Sperling's Best Places
| Zip | City | County | National | |
|---|---|---|---|---|
| Population | 19,684 | 19,684 | 960,427 | 335,858,263 |
| Population Density | 755 | 755 | 1,537 | 95 |
| People per Household | 2.9 | 2.9 | 2.7 | 2.6 |
| Median Age | 46.1 | 46.1 | 42 | 39.1 |
| Median Income | $122,351 | $122,351 | $98,899 | $66,222 |
| Average Income | $52,467 | $52,467 | $58,529 | $35,475 |
| Cost of Living Index | 151 | 151 | 135 | 100 |
| Zip | City | County | National | |
|---|---|---|---|---|
| January Avg. High Temp | 22.9°F | 22.9°F | 18.8°F | 22.6°F |
| July Avg. High Temp | 81.9°F | 81.9°F | 84.2°F | 86.2°F |
| Annual Precipitation | 54.71" | 54.71" | 51.7" | 38" |
Overview
Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.Walkability averages in the surrounding area
The average walkability score in the surrounding area is Walk Score: 7/100, Transit Score: 0/100, Bike Score: 11/100.
Property Change History
Points of Interest near 55 Riding Ridge Road, Monroe, CT 06468
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Ywca Of Greater Bridgeport, Monroe, CT, USA
Recreation
0.75 mi
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0.99 mi
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1.14 mi
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0.99 mi
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0.51 mi
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1.2 mi
Distance
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Frequently Asked Questions for 55 Riding Ridge Road
Source: Realty.com
55 Riding Ridge Road, Monroe, CT 06468 is a Single Family 3,923 sq. ft. home listed for sale. Realty.com has 39 photos available of this 4 bed, 4 bath house, listed at $999,900. View sales and tax history, use our mortgage calculator and more on Realty.com
Realty.com has 39 photos of 55 Riding Ridge Road.
Our records indicate that 55 Riding Ridge Road was built in 2005.
The full address for this home is 55 Riding Ridge Road, Monroe, CT 06468.
55 Riding Ridge Road has been listed on Realty.com since Mon June 09, 2025
Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.
The average walkability score in the surrounding area is Walk Score: 7/100, Transit Score: 0/100, Bike Score: 11/100.
There are 3 schools assigned to this home. Check out the schools near 55 Riding Ridge Road. Monroe Elementary School (Grades: PK - 5), Jockey Hollow School (Grades: 6 - 8), Masuk High School (Grades: 9 - 12)
Listing provided courtesy of:
Re/max Right Choice
(tel: 203-268-1118)
Listing agent:
Lawren Hubal
(tel: 203-268-1118)
(#A1335)
This content last refreshed on 2026-02-02 17:45:40. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
Export listing data of 55 Riding Ridge Road, Monroe, CT 06468 : MLS# 24101343