195 Webb Circle
Monroe, Connecticut 06468
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 3,074
- Acres
- 7.49
- Year Built
- 1940
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Once in a blue moon does a home like this become available! Nestled in the Webb Mountain region of Monroe, this 7.5-acre property features a 4 BD, 2.5 BTH Cape-style home with all the comforts and updates for today's living, while preserving the peaceful, serene charm of yesteryear. Step back in time & enjoy bucolic open fields, a gardener's paradise with raspberry bushes & homegrown vegetables of every kind & plenty of land where pets can roam freely! A lovely custom cabana, fully fenced I/G pool & patio create the perfect setting for entertaining. With 3,074 SQFT plus a finished LL with a second FPL, this spacious home boasts numerous upgrades & improvements within the last 2 years. Features include spacious BDS, gleaming refinished H/W floors, C/A, elegant built-ins, remodeled BTH, recessed lighting, fresh interior paint, walkin closets, cedar closet, mudroom with pantry, and all new: boiler, oil tank, hot water heater, interior French drain system, gutters, updated electrical, flooring, pool pump/filter, washer/dryer & so much more (see attached list)! Work from home in the remodeled, heated/cooled home office above the garage while overlooking naturally beautiful conservation land. An addl 3rd garage, outbuildings/sheds, walkin attic & full basement offer even more storage. Hiking trails from the property, Webb Mtn Discovery Zone nearby, minutes to everything! From the moment you enter this lovingly maintained home with a true homestead feel, life just seems to simplify!
Key Facts
- City/Town
- Monroe
- Neighborhood
- N/A
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1940
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 2 full · 1 half
- Living Area
- 3,074 sq ft
- Lot Size
- 7.49 acres
- Garage / Parking
- 3 garage
- Property Taxes
- $15,967 / Annually
Market Snapshot
The Monroe Market
Single Family · trailing 12 months
Active Listings
45
29 under contract
Median List Price
$699,900
45 active listings
Median Closed Price
$685,000
168 sales
Median Days on Market
41
45 active listings
Median $ / Sq Ft
$274
45 active listings
Sale-to-List Ratio
100.0%
168 sales
How this home compares
List Price
$949,000
vs $699,900 median
35.6% above median
Price / Sq Ft
$309
vs $274 median
12.8% above median
Days on Market
0 days
vs 41 days median
41 days fresher than median
Based on 45 active and 168 closed sales (trailing 12 mo) of single family in Monroe. Source: SmartMLS · As of September 25, 2026.
Location
195 Webb Circle, Monroe, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 24, 2026per month
- Principal & Interest$5,066
- Property Taxes$1,331
- Insurance$316
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Monroe
- Neighborhood
- N/A
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Cape Cod
- Year Built
- 1940
- New Construction
- No/Resale
- Living Area
- 3,074 sq ft
Schools
- Elementary
- Fawn Hollow
- High
- Masuk
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Ceiling FansCentral Air
- Fireplaces
- 2
- Laundry
- Lower Level
- Appliances
- Electric RangeMicrowaveRefrigeratorDishwasherWasherDryer
- Basement
- FullHeatedSump PumpStorageInterior AccessPartially Finished
- Interior Features
- Security System
Exterior & Lot
- Lot Size
- 7.49 acres
- Zoning
- RF3
- Garage / Parking
- 3 garage spacesAttached GarageDetached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Pool
- Pool HouseVinylIn Ground Pool
- Construction
- Wood
- Color
- Gray
- Roof
- Asphalt Shingle
- Foundation
- ConcreteStone
- Exterior Features
- BarnCabanaGuttersLightingFrench DoorsPatioShedFruit TreesGarden Area
- Lot Description
- TreedBorders Open SpaceLevel Lot
Listing & Financials
- Property Taxes
- $15,967 / Annually
- Days on Market
- 0
- MLS #
- 24208554
- MLS Status
- Active
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/25/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 9/25/2026 at 7:05 PM UTC.