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195 Webb Circle

Monroe, Connecticut 06468

ACTIVE - NEW$949,000
Beds
4
Baths
2 | 1
SqFt
3,074
Acres
7.49
Year Built
1940
Matt Caiola

Matt Caiola

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Pool3-Car Garage2 FireplacesVirtual Tour

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$6,713

per 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

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Christine Penney (Trumbull)

(203) 520-3125

Berkshire Hathaway NE Prop.

(203) 261-2260

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.