Off Market Apr 2025 for $645K

$662,858

Est. refi paymentEst. refi $1,885/mo

•

1,950

sq ft

29 Chalk Hill Rd, Monroe, CT 06468

About this home

Remodeled top to bottom Split Contemporary home located in desirable lake community! This home boasts an open & bright floorplan with a beautifully updated Kitchen w/ large center island, gorgeous neutral granite countertops, white subway tile backsplash and a stainless steel farm sink. The Dining area features new sliders that lead to the spacious stone patio with firepit... perfect for cool nights! (also not pictured is an outdoor sauna) The upper level includes a generous Primary Bedroom with large walk-in closet and an updated Full Bth with tiled shower. Three other Bedrooms & another updated Bth completes the upstairs. The lower level is the perfect space for an office or small den plus a laundry area. Home improvements include all new windows, new ac system, new interior doors, new sheet rocked walls, new hot water heater, new plumbing system, new heating system, newer appliances (2020) and new vinyl siding. This lovely home is situated on a beautiful 1+ acre level property with plenty of space for entertaining & play! Enjoy the peaceful cul-de sac neighborhood that is just walking distance to your deeded lake (voluntary lake membership is $150 per year) w/ beach area for swimming, kayaking and canoeing. Membership includes family festivities and activities such as Halloween parties and Summer cookouts!! Centrally located, this property is close to shopping, major routes, parks and recreation ( including Webb Park and Lake Zoar ). Your search for the perfect home is

Single-familyProperty Type

1960Year Built

1.4 acresLot Size

$340Est. Price/Sq.Ft.

2 car garageParking

Listed by Danielle Smith • William Raveis Real Estate

Bought with Xanthi Ananiadis • Coldwell Banker Realty

Source:Smart MLS #24076935

Redfin Estimate

$662,858

$18K since sold in April 2025$3,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 3.3% higher than the average sale price ($642K) of 6 comparable homes.

SOLD JUN 23, 2026
$650,000
A
4 beds2 baths1,626 sq ft
112 Jockey Hollow Rd, Monroe, CT 06468
SOLD JUL 8, 2026
$635,000
B
4 beds2 baths1,839 sq ft
34 Lynn Dr, Monroe, CT 06468
SOLD AUG 19, 2026
$535,000
C
4 beds2 baths1,608 sq ft
223 Wheeler Rd, Monroe, CT 06468
SOLD MAY 1, 2026
$715,000
D
4 beds2.5 baths1,808 sq ft
60 Hawthorne Dr, Monroe, CT 06468
SOLD AUG 31, 2026
$630,000
E
4 beds2.5 baths1,757 sq ft
395 Cross Hill Rd, Monroe, CT 06468
SOLD JUN 24, 2026
$685,000
F
4 beds2.5 baths2,230 sq ft
78 Mill Brook Ter, Monroe, CT 06468

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Earn from this home

Sell

$119,725

Est. take-home

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Refinance

Est. cash available

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Rent

$2,794/mo

Redfin rental estimate

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Market trends in 06468, CT

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

101.8%

+0.2% MoM

Median sale price

$620K

$23K MoM

Avg. days on market

45d

3 days MoM

Recently sold homes

15 MoM

New listings for sale

OPEN SUN, 2PM TO 3:30PM
$469,900
4 beds2 baths1,512 sq ft
94 Moosup Trl, Monroe, CT 06468
OPEN SAT, 1PM TO 3PM
$699,900
3 beds3.5 baths4,343 sq ft
30 Cutlers Farm Rd, Monroe, CT 06468
OPEN SAT, 2PM TO 4PM
$699,900
3 beds2.5 baths3,141 sq ft
5 Pequot Ct #5, Monroe, CT 06468
$425,000
4 beds2.5 baths2,112 sq ft
840 Monroe Tpke, Monroe, CT 06468
$639,900
6 beds2 baths2,418 sq ft
18 Arbor Rd, Monroe, CT 06468
$1,295,000
4 beds3.5 baths3,819 sq ft
361 Spring Hill Rd, Monroe, CT 06468
$299,900
2 beds1 bath667 sq ft
Monroe, CT 06468
$985,000
4 beds2.5 baths3,364 sq ft
490 Cutlers Farm Rd, Monroe, CT 06468
$440,000
3 beds1 bath1,488 sq ft
30 Birchwood Rd, Monroe, CT 06468
$398,900
2 beds1.5 baths1,444 sq ft
7 Shadowwood Cir #7, Monroe, CT 06468
See all

Provided by Redfin

Sale history for 29 Chalk Hill Rd

Date

Event

Price

Smart MLS #24076935

Apr 10, 2025

Sold

$645,000

$331/sq ft

Mar 3, 2025

Pending

—

Feb 26, 2025

Listed

$599,900

$308/sq ft

SMARTMLS #24065990

Mar 3, 2025

Rental Removed

$4,500

$2/sq ft

Feb 19, 2025

Price Changed

$4,500

$2/sq ft

Dec 31, 2024

Listed for Rent

$5,000

$3/sq ft

LISTANZA #1

Oct 26, 2023

Rental Removed

$4,800

$2/sq ft

Oct 22, 2023

Listed for Rent

$4,800

$2/sq ft

SMARTMLS #170592293

Oct 12, 2023

Rental Removed

$4,800

$2/sq ft

Aug 19, 2023

Listed for Rent

$4,800

$2/sq ft

Smart MLS #170508428

Aug 1, 2022

Listing Removed

—

Jul 24, 2022

Contingent

—

Jul 20, 2022

Listed

$539,900

$277/sq ft

Smart MLS #170202561

Sep 16, 2019

Sold

$252,000

$129/sq ft

Sep 7, 2019

Listing Removed

—

Jul 8, 2019

Contingent

—

Jul 5, 2019

Relisted

—

Jun 20, 2019

Contingent

—

Jun 20, 2019

Relisted

—

Jun 17, 2019

Contingent

—

Jun 10, 2019

Listed

$259,900

$133/sq ft

Monroe Home in a Great Location!! Original Owners selling Split Level with 4 Bedrooms and Two Full Bathrooms. Home features Hardwood Floors underneath the carpets. Master Bedroom with Master Bathroom. Finished Lower Level Family Room with tile floor underneath carpet and laundry. Roof is 11 years young. Solid, well built and well maintained home situated on a quiet cul de sac with 1.40 acres of beautiful, level, private property in Monroe's Award Winning School District. Homes on Chalk Hill Rd. have voluntary rights to join Lakewood Estates. Voluntary yearly membership fee provides members with lake rights: access to beach area for swimming, kayaking and canoeing. Conveniently located near parks, shopping, schools, Route 111 and Route 25. Bring your ideas and updates to make it your own! Near one of CT's best parks- Wolfe Park and Great Hollow Lake - acres of open space, tennis, basket ball courts, hiking, fishing and swimming.

Back on market due to buyer unable to obtain financing.

Year

Property tax

Land + Additions

Assessment*

2023

$7,717 (+1.9%)

$93,200 + $112,300

$205,500

2022

$7,575 (+1.4%)

$93,200 + $112,300

$205,500

2021

$7,472 (+12.9%)

$93,200 + $112,300

$205,500

2020

$6,617 (+1.9%)

$93,200 + $93,300

$186,500

2019

$6,493 (+1.0%)

$93,200 + $89,300

$182,500

2018

$6,431 (−1.5%)

$93,200 + $89,300

$182,500

2017

$6,526 (+2.2%)

$93,200 + $89,300

$182,500

2016

$6,388 (+0.3%)

$93,200 + $89,300

$182,500

2014

$6,371

$117,740 + $87,710

$205,450

Tax history for 29 Chalk Hill Rd

Year

Property tax

Land + Additions

Assessment*

2023

$7,717 (+1.9%)

$93,200 + $112,300

$205,500

2022

$7,575 (+1.4%)

$93,200 + $112,300

$205,500

2021

$7,472 (+12.9%)

$93,200 + $112,300

$205,500

2020

$6,617 (+1.9%)

$93,200 + $93,300

$186,500

2019

$6,493 (+1.0%)

$93,200 + $89,300

$182,500

2018

$6,431 (−1.5%)

$93,200 + $89,300

$182,500

2017

$6,526 (+2.2%)

$93,200 + $89,300

$182,500

2016

$6,388 (+0.3%)

$93,200 + $89,300

$182,500

2014

$6,371

$117,740 + $87,710

$205,450

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

1.4 Acres

Year renovated

—

Sq. Ft.

1,550

Year built

1960

Style

Single Family Residential

County

Fairfield County

APN

176433

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Attached Garage, Paved, Driveway
Garages Number: 2

Parking Information
Parking Total Spaces: 2

Interior

Interior Information
Total Rooms: 8
Laundry Room Info: Lower Level
Cooling System: Central Air
Appliances Included: Gas Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer

Bathroom Information
# of Baths (Full): 2

Bedroom Information
Beds Total: 4

Room Information
Basement Description: Partial, Fully Finished, Garage Access, Liveable Space
Has Attic
Attic Description: Pull-Down Stairs

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Vinyl Siding, Wood
Exterior Features: Gutters, Lighting, French Doors, Patio

Lot Information
Lot Description: Lightly Wooded, Dry, Level Lot

Building Information
Foundation Type: Concrete
Construction Description: Frame
Color: Grey

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 1550
Driveway Type: Private, Paved

Financial

Assessments Information
Assessed Value: $205,500

Utilities

Utility Information
Water Source: Public Water Connected
Sewage System: Septic
Hot Water Description: Domestic
Heat Type: Hot Air
Heat Fuel Type: Natural Gas
Energy Features: Thermopane Windows

Location

School Information
High School: Masuk
Elementary School: Per Board of Ed

Location Information
State: Connecticut
Nearby Amenities: Health Club, Lake, Medical Facilities, Playground/Tot Lot, Public Pool, Public Rec Facilities, Shopping/Mall
Directions: Jockey Hollow to Chalk Hill
County: Fairfield

Public facts

Beds: 4
Baths: 2.0
Sq. Ft.: 1,550
Stories: 1.0
Lot Size: 1.4 acres
Style: Single Family Residential
Year Built: 1960
Year Renovated: —
County: Fairfield County
APN: 176433

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 2

Around this home

Schools

Fawn Hollow Elementary School

Public K-5 • Assigned • 0.3mi

9/10

Jockey Hollow School

Public 6-8 • Assigned • 0.1mi

8/10

Masuk High School

Public 9-12 • Assigned • 2.1mi

9/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 98° expected this year, 15 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

4/10 Air Factor

3 unhealthy days expected this year, 5 days in 30 years

Provided by First Street

Historical weather

Monroe, CT • 06468

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.8 hours in June and 4.3 hours in December, placing it below the U.S. average for solar exposure.

8.8 hrs

4.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$630,000 – $763,000

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Nearby similar homes

OPEN SAT, 1PM TO 3PM3D WALKTHROUGH

$699,900

3 beds3.5 baths4,343 sq ft

30 Cutlers Farm Rd, Monroe, CT 06468

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4 beds4.5 baths3,710 sq ft

30 Stonewall Ln, Monroe, CT 06468

NEW CONSTRUCTION3D WALKTHROUGH

$1,295,000

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355 Spring Hill Rd, Monroe, CT 06468

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3 beds2 baths1,469 sq ft

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$665,000

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Land— sq ft

263 & 271 S Main St, Newtown, CT 06470

New listings for sale in 06468

OPEN SUN, 2PM TO 3:30PM

$469,900

4 beds2 baths1,512 sq ft

94 Moosup Trl, Monroe, CT 06468

OPEN SAT, 1PM TO 3PM3D WALKTHROUGH

$699,900

3 beds3.5 baths4,343 sq ft

30 Cutlers Farm Rd, Monroe, CT 06468

OPEN SAT, 2PM TO 4PM

$699,900

3 beds2.5 baths3,141 sq ft

5 Pequot Ct #5, Monroe, CT 06468

$425,000

4 beds2.5 baths2,112 sq ft

840 Monroe Tpke, Monroe, CT 06468

$639,900

6 beds2 baths2,418 sq ft

18 Arbor Rd, Monroe, CT 06468

$1,295,000

4 beds3.5 baths3,819 sq ft

361 Spring Hill Rd, Monroe, CT 06468

$299,900

2 beds1 bath667 sq ft

Monroe, CT 06468

$985,000

4 beds2.5 baths3,364 sq ft

490 Cutlers Farm Rd, Monroe, CT 06468

$440,000

3 beds1 bath1,488 sq ft

30 Birchwood Rd, Monroe, CT 06468

Home values near 29 Chalk Hill Rd

Data from public records.

Address	Redfin Estimate
58 Chalk Hill Rd, Monroe, CT 4 Beds \| 3 Baths \| 2892 Sq. Ft.	$797,017
22 Chalk Hill Rd, Monroe, CT 4 Beds \| 1.5 Baths \| 1836 Sq. Ft.	$566,080

Address	Redfin Estimate
43 Chalk Hill Rd, Monroe, CT 3 Beds \| 1 Baths \| 1534 Sq. Ft.	$489,845
42 Chalk Hill Rd, Monroe, CT 4 Beds \| 1 Baths \| 2022 Sq. Ft.	$596,594

Address	Redfin Estimate
16 Chalk Hill Rd, Monroe, CT 4 Beds \| 2 Baths \| 2340 Sq. Ft.	$635,445
48 Chalk Hill Rd, Monroe, CT 4 Beds \| 2.5 Baths \| 2950 Sq. Ft.	$550,139

Property information provided by Smart MLS when last listed in 2025. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06468, CT

Sale history for 29 Chalk Hill Rd

Tax history for 29 Chalk Hill Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06468

Home values near 29 Chalk Hill Rd

More real estate resources