44 Overlook Drive, Monroe, CT 06468
OFF MARKET

$510,700

Trulia Estimate
  • 2 Beds
  • 2.5 Baths
  • 2,179 sqft

44 Overlook Drive, Monroe, CT 06468

Stepney
Est. Refi. Payment $3,403/mo*
Refinance Your Home
Currently Off Market - Sold Sep 11, 2024 for $419,000

Home Value

Trulia Estimate
$511K
Since last month
Decreased$500 (-0.1%)
Since last year
Increased$70K (+15.8%)
Since last sale
Increased$90K (+21.5%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +113% in the last 10 years
MonthEstimated value
2026
August 2026$509K
July 2026$509K
June 2026$519K
May 2026$510K
April 2026$488K
March 2026$467K
February 2026$453K
January 2026$445K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
5 Timber Lane #5, Monroe, CT
0.00
Condo
$475,000
09/05/25
2
2.5
2,479
16 Juniper Circle #16, Monroe, CT
0.00
Condo
$485,000
09/18/25
2
2
1,771
16 Edgehill Circle #16, Monroe, CT
0.00
Condo
$440,000
09/12/25
2
2
1,471
4 Rolling Ridge Road #4, Monroe, CT
0.05
Condo
$430,000
04/30/26
2
2
1,471
26 Edgehill Circle #26, Monroe, CT
0.09
Condo
$395,000
12/22/25
2
2.5
1,600
6 Deepwood Circle #6, Monroe, CT
0.05
Condo
$455,000
07/31/26
1
1.5
2,166
19 Meadowlark Circle #19, Monroe, CT
0.25
Condo
$450,000
06/30/26
2
2
1,988
40 Overlook Drive #40, Monroe, CT
0.26
Condo
$485,000
08/10/26
2
2.5
2,320

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
23 Eagle Rock Circle #23, Monroe, CT 06468
0.02
$419,000
1
1.5
1,444
For Sale
5 Stillmeadow Circle, Monroe, CT 06468
0.00
-
2
2.5
2,290
Off Market
2 Cascade Circle #2, Monroe, CT 06468
0.00
-
2
2
1,696
Off Market
21 Bittersweet Circle, Monroe, CT 06468
0.00
-
2
1.5
1,844
Off Market
5 Blackstone Road #5, Monroe, CT 06468
0.00
$441,300
2
1.5
1,744
Off Market
24 Cascade Circle, Monroe, CT 06468
0.00
$358,400
1
1.5
1,159
Off Market
2 Echowoods Circle #2, Monroe, CT 06468
0.00
$488,400
2
2
1,731
Off Market
27 Tanglewood Circle #27, Monroe, CT 06468
0.00
$486,500
2
2.5
1,940
Off Market
2 Blackstone Road #2, Monroe, CT 06468
0.00
$487,300
2
2.5
1,555
Off Market
71 Stillmeadow Circle #71, Monroe, CT 06468
0.00
$478,700
2
2.5
1,976
Off Market
10 Nutmeg Circle #10, Monroe, CT 06468
0.00
$555,700
2
3
1,679
Off Market

Local Information

  • Map ViewExplore the area around 44 Overlook Drive.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Condo
Year Built
1984
Living Area
2,179 sqft
Price/Sqft
$234
Parking
1 Car Garage
HOA
$388/Monthly

About this House

BEST LOCATION in sought after Northbrook Condominium Development! Desirable end unit with 1st floor primary bedroom & OUTSTANDING views of Northbrook pond & yard! Large, open & airy Living Room/Dining Area featuring cathedral ceiling, ceiling beams, sliding glass doors, an abundance of windows & a wood burning fireplace. Sunny & bright eat in kitchen with oak cabinets & hardwood floors. Side deck overlooks a delightful yard & pond with aerator. Powder room & laundry area on main level. Generous sized primary bedroom with 2 closets & a full bath. Large room on 2nd floor; perfect for a 2nd bedroom (field card states this is a 1 bedroom). Full bath on 2nd level. Huge finished lower level with recreation room, office & den & back room that is ideal for additional storage. Northbrook offers 2 pools, tennis court, club house & amazing grounds with sprawling property, gardens, lightly wooded areas & lovely ponds. Convenient commuter location. Easy access to shopping, schools & town amenities. Quarterly District Tax = $757.82/quarter - due July, Oct., Jan., April.
44 Overlook Drive, Monroe, CT 06468 is a 2 bedroom, 3 bathroom, 2,179 sqft condo in Stepney, built in 1984. It last sold for the $419,000 asking price on Sep 11, 2024. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $510,700, with a rent estimate of $3,645/month.
Last check for updates: about 4 hours ago
Listed by Heidi Cinder, (203) 521-1843
William Raveis Real Estate, (203) 255-6841
Bought with: Andy Sachs, (203) 727-8621, Around Town Real Estate LLC, (203) 727-8621
Source: Smart MLS, MLS#24037292

Home Details for 44 Overlook Drive

Interior Features

Interior Details
Basement: Full,Heated,Storage Space,Finished,Cooled,Interior EntryNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom, Den, Kitchen, Living Room, Office, Rec Play Room
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2179 Square Feet
Appliances & Utilities
Appliances: Electric Range, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Gas Water Heater, Water HeaterDishwasherDryerLaundry: Main LevelRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Windows, Doors, Floors & Walls
Common Walls: End Unit
Levels, Entrance, & Accessibility
Stories: 3
View
Has a ViewView: Water

Exterior Features

Exterior Home Features
Patio / Porch: DeckExterior: Tennis Court(s), Rain Gutters, Garden, Lighting, Underground SprinklerGardenHas a Private Pool
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Attached,Paved,Driveway,Garage Door Opener
Pool
Pool: Fenced, In GroundPool
Frontage
WaterfrontWaterfront: Waterfront, Pond, Walk to WaterOn Waterfront
Water & Sewer
Sewer: Shared Septic
Finished Area
Finished Area (above surface): 1679 Square FeetFinished Area (below surface): 500 Square Feet

Property Information

Year Built
Year Built: 1984
Property Type / Style
Property Type: ResidentialProperty Subtype: Condominium, TownhouseStructure Type: TownhouseArchitecture: Townhouse
Building
Building Name: Northbrook Of MonroeConstruction Materials: ClapboardNot a New ConstructionAttached To Another StructureDoes Not Include Home Warranty
Property Information
Parcel Number: 179404

Price & Status

Price
List Price: $419,000
Status Change & Dates
Off Market Date: Mon Aug 19 2024Possession Timing: Immed.

Active Status

MLS Status: Closed

Location

Direction & Address
City: MonroeCommunity: Stepney
School Information
Elementary School: StepneyJr High / Middle School: Jockey HollowHigh School: Masuk

Building

Building Area
Building Area: 2179 Square Feet

Community

Community Features: Basketball Court, Golf, Health Club, Library, Medical Facilities, Park, Shopping/Mall, Tennis Court(s)

HOA

HOA Fee Includes: Maintenance Grounds, Snow Removal, Pool Service, Road MaintenanceHas an HOAHOA Fee: $388/Monthly

Miscellaneous

BasementMls Number: 24037292Attic: NoneWater ViewWater View: WaterAbove Grade Unfinished Area: 1679

Additional Information

HOA Amenities: Clubhouse,Pool,Tennis Court(s)

Price and Tax history

DateEventPrice
Sep 11, 2024
Source: Smart MLS #24037292
Sold
$419,000
Aug 19, 2024
Source: William Raveis Real Estate, Mortgage & Insurance #24037292
PendingToActive
$419,000
Aug 15, 2024
Source: William Raveis Real Estate, Mortgage & Insurance #24037292
Pending
$419,000
Aug 7, 2024
Source: Smart MLS #24037292
Listed For Sale
$419,000
Oct 13, 1998
Source: N/A
Sold
$192,000

Market trends in Monroe

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
80

Around this home

Neighborhood Overview

Stepney
See Local Highlights
Neighborhood stats provided by third party data sources.

LGBTQ Local Legal Protections

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Frequently asked questions about 44 Overlook Drive

  • What is 44 Overlook Drive estimated to be worth?
    Trulia's estimated value for 44 Overlook Drive in Monroe, CT is $510,700.
  • What is the price history for 44 Overlook Drive?
    44 Overlook Drive in Monroe, CT last sold for $419,000 in September 2024.
  • Is Monroe a buyer's or seller's market?
    Monroe is currently a buyer's market, based on recent for-sale activity.
  • What are the closest schools to 44 Overlook Drive?
    The closest schools to 44 Overlook Drive in Monroe, CT are Jockey Hollow School (Middle, rated 8/10), Masuk High School (rated 9/10), Stepney Elementary School (rated 9/10).
  • Does 44 Overlook Drive have air conditioning?
    Yes, 44 Overlook Drive in Monroe, CT has air conditioning.
  • Does 44 Overlook Drive have a pool?
    Yes, 44 Overlook Drive in Monroe, CT has a pool.

Explore by feature - Air Conditioning

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Explore by feature - Washer/dryer

6 rentals with a washer/dryer in Monroe, CT

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