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40 Overlook Drive #40

Monroe, Connecticut 06468

PENDING$479,900
Beds
2
Baths
2 | 1
SqFt
2,320
Year Built
1984
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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Pool1-Car Garage1 Fireplace

About This Home

*OH CANCELLED*Welcome to this beautifully maintained, turnkey end-unit condominium offering the perfect blend of comfort, style, and functionality. Filled with abundant natural light, this exceptional home features 2 bedrooms, 2.5 baths, and a versatile floor plan designed for today's lifestyle. The inviting living room showcases soaring cathedral ceilings, gleaming hardwood floors, and a cozy fireplace, flowing seamlessly into the dining area to create the perfect space for both everyday living and entertaining. The well-appointed eat-in kitchen features granite countertops, abundant cabinetry, and generous workspace, making meal preparation a pleasure. The spacious main-level primary suite offers both convenience and privacy with a full en-suite bath. Upstairs, you'll find a second en-suite bedroom, along with a dedicated office that can easily serve as a potential third bedroom, guest room, or flexible living space. The finished lower level provides endless possibilities, whether you're looking for a recreation room, home gym, media room, or playroom. Unwind with your morning coffee or evening glass of wine in the screened-in porch overlooking peaceful, private surroundings. Perfectly situated as an end unit,this home offers added privacy, an abundance of natural light, hardwood flooring, a thoughtfully designed layout, and exceptional pride of ownership throughout. Truly move-in ready, this home offers the ideal combination of comfort, elegance, and low-maintenance living

Key Facts

City/Town
Monroe
Neighborhood
N/A
Property / Style
Condo · Townhouse
Year Built
1984
Days on Market
24 days
Beds
2
Baths
2 full · 1 half
Living Area
2,320 sq ft
Garage / Parking
1 garage · 2 total
Property Taxes
$8,177 / Annually
HOA Fee
$464 / Monthly

Market Snapshot

The Monroe Market

Condo · trailing 12 months

Median Days on Market

20

9 active listings

Median $ / Sq Ft

$294

9 active listings

Sale-to-List Ratio

100.0%

36 sales

How this home compares

List Price

$479,900

vs $329,000 median

45.9% above median

Price / Sq Ft

$207

vs $294 median

29.6% below median

Days on Market

24 days

vs 20 days median

4 days longer than median

Based on 9 active and 36 closed sales (trailing 12 mo) of condo in Monroe. Source: SmartMLS · As of July 28, 2026.

Location

40 Overlook Drive #40, Monroe, Connecticut

Property + 10 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,752

per month

  • Principal & Interest$2,447
  • Property Taxes$681
  • Insurance$160
  • HOA$464

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
Condo
Subtype
Condominium
Style
Townhouse
Year Built
1984
New Construction
No/Resale
Living Area
2,320 sq ft
Below Grade
765 sq ft

Schools

Elementary
Stepney
High
Masuk

Interior

Heating
Hot Air
Heat Fuel
Natural Gas
Cooling
Central Air
Fireplaces
1
Appliances
Oven/RangeMicrowaveRefrigeratorDishwasherWasherDryer
Basement
FullHeatedFully FinishedGarage AccessCooled

Exterior & Lot

Zoning
MFR
Garage / Parking
1 garage space2 total parking spacesUnder House GarageUnassigned ParkingDriveway
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Septic
Pool
Pool HouseIn Ground Pool
Construction
Wood
Lot Description
Corner Lot

HOA / Association

Fee
$464 / Monthly
Amenities
Club HousePoolTennis Courts

Listing & Financials

Property Taxes
$8,177 / Annually
Days on Market
24
MLS #
24188805
MLS Status
Under Contract - Continue to Show

Similar Properties

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Listed By

Brian Christy

(203) 455-1223

William Raveis Real Estate

(203) 255-6841

Co-Listed By

Kenny Zerella

William Raveis Real Estate

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 4:25 AM UTC.