Is there wildlife in Chaplin, CT?

As of early 2026, 100% of users say there's wildlife

Is a car needed in Chaplin, CT?

As of early 2026, 100% of users say car is needed

Does Chaplin, CT show holiday spirit?

As of early 2026, 88% of users say there's holiday spirit

Is parking easy in Chaplin, CT?

As of early 2026, 83% of users say parking is easy

Is Chaplin, CT dog-friendly?

As of early 2026, 83% of users say it's dog friendly

Would people walk alone at night in Chaplin, CT?

As of early 2026, 71% of users say people would walk alone at night

Are yards well-kept in Chaplin, CT?

As of early 2026, 60% of users say yards are well-kept

Do residents of Chaplin, CT plan to stay at least 5 years?

As of early 2026, 50% of users say they plan to stay for at least 5 years

Are neighbors friendly in Chaplin, CT?

As of early 2026, 39% of users say neighbors are friendly

Do kids play outside in Chaplin, CT?

As of early 2026, 33% of users say kids play outside

Is Chaplin, CT quiet?

As of early 2026, 33% of users say it's quiet

Are there community events in Chaplin, CT?

As of early 2026, 29% of users say there are community events

Is Chaplin, CT walkable to restaurants?

As of early 2026, 25% of users say it's walkable to restaurants

Is Chaplin, CT walkable to grocery stores?

As of early 2026, 25% of users say it's walkable to grocery stores

What is 285 Willimantic Road estimated to be worth?

Trulia's estimated value for 285 Willimantic Road in Chaplin, CT is $550,000 .

What is the price history for 285 Willimantic Road?

285 Willimantic Road in Chaplin, CT last sold for $475,000 in September 2024.

Is Chaplin a buyer's or seller's market?

Chaplin is currently a seller's market, based on recent for-sale activity.

What are the closest schools to 285 Willimantic Road?

The closest schools to 285 Willimantic Road in Chaplin, CT are Chaplin Elementary School (Pre-K, rated 4/10), Parish Hill High School (Middle, rated 4/10).

Does 285 Willimantic Road have air conditioning?

Yes, 285 Willimantic Road in Chaplin, CT has air conditioning.

Does 285 Willimantic Road have laundry facilities?

Yes, 285 Willimantic Road in Chaplin, CT has laundry facilities.

OFF MARKET

$550,000

Trulia Estimate

7 Beds
5 Baths
1,800 sqft (on 3.90 acres)

285 Willimantic Road, Chaplin, CT 06235

Est. Refi. Payment $3,902/mo*

Refinance Your Home

Currently Off Market - Sold Sep 5, 2024 for $475,000

Home Value

Trulia Estimate

$550K

Since last month

$500 (+0.1%)

Since last year

$52K (+10.4%)

Since last sale

$76K (+15.9%)

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 +118% in the last 10 years

Month	Estimated value
2026
October 2026	$551K
September 2026	$556K
August 2026	$550K
July 2026	$548K
June 2026	$551K
May 2026	$547K
April 2026	$538K
March 2026	$529K
February 2026	$525K
January 2026	$509K
2025
December 2025	$507K
November 2025	$497K
October 2025	$501K
September 2025	$499K
August 2025	$497K
July 2025	$496K
June 2025	$495K
May 2025	$495K
April 2025	$496K
March 2025	$498K
February 2025	$495K
January 2025	$493K
2024
December 2024	$492K
November 2024	$486K
October 2024	$482K
September 2024	$478K
August 2024	$476K
July 2024	$475K
2023
July 2023	$365K
June 2023	$394K
May 2023	$344K
April 2023	$345K
March 2023	$329K
February 2023	$326K
January 2023	$545K
2022
December 2022	$544K
November 2022	$545K
October 2022	$542K
September 2022	$570K
August 2022	$570K
2021
December 2021	$304K
November 2021	$310K
October 2021	$305K
September 2021	$298K
August 2021	$302K
July 2021	$303K
June 2021	$319K
May 2021	$328K
April 2021	$323K
March 2021	$321K
February 2021	$320K
January 2021	$309K
2020
December 2020	$312K
November 2020	$302K
October 2020	$298K
September 2020	$296K
August 2020	$284K
July 2020	$291K
June 2020	$288K
May 2020	$275K
April 2020	$269K
March 2020	$258K
February 2020	$260K
January 2020	$264K
2019
December 2019	$254K
November 2019	$255K
October 2019	$255K
September 2019	$249K
August 2019	$249K
July 2019	$266K
June 2019	$265K
May 2019	$266K
April 2019	$259K
March 2019	$258K
February 2019	$243K
January 2019	$255K
2018
December 2018	$265K
November 2018	$273K
October 2018	$319K
September 2018	$298K
August 2018	$293K
July 2018	$289K
June 2018	$283K
May 2018	$285K
April 2018	$282K
March 2018	$286K
February 2018	$293K
January 2018	$296K
2017
December 2017	$286K
November 2017	$287K
October 2017	$276K
September 2017	$264K
August 2017	$279K
July 2017	$292K
June 2017	$287K
May 2017	$281K
April 2017	$272K
March 2017	$265K
February 2017	$272K
January 2017	$277K
2016
December 2016	$259K
November 2016	$265K
October 2016	$253K

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
61 Oak Street, Willimantic, CT	4.05	Multi-Family Home	$436,000	02/13/26	7	4	2,769
295 Jackson Street, Willimantic, CT	3.79	Multi-Family Home	$323,000	01/22/26	6	2	2,576
21 Lewiston Avenue, Willimantic, CT	3.88	Multi-Family Home	$385,000	05/28/26	8	3	3,192
9 Ann Street, Willimantic, CT	3.78	Multi-Family Home	$307,000	12/31/25	4	2	2,200
57 Chapman Street, Willimantic, CT	3.95	Multi-Family Home	$165,000	06/05/26	7	3	1,668
37 Manners Avenue, Willimantic, CT	4.20	Multi-Family Home	$550,000	06/26/26	8	4	4,824
100 Bolivia Street, Willimantic, CT	3.85	Multi-Family Home	$315,000	07/17/26	2	2	2,210
59 Chestnut Street, Willimantic, CT	4.22	Multi-Family Home	$435,000	03/23/26	8	3	3,307
41 Spring Street, Willimantic, CT	4.25	Multi-Family Home	$345,000	04/09/26	9	3.5	4,057
26 Maple Avenue, Willimantic, CT	4.16	Multi-Family Home	$290,000	03/31/26	7	3	3,419

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
267 Willimantic Rd, Chaplin, CT 06235	0.04	-	-	-	-	Off Market
257 Willimantic Road, Chaplin, CT 06235	0.09	$295,200	2	1	1,050	Off Market
Depot Rd, Chaplin, CT 06235	0.09	-	-	-	-	Off Market
Depot Rd, Chaplin, CT 06235	0.09	-	-	-	-	Off Market
293 Willimantic Road, Chaplin, CT 06235	0.09	$382,500	3	1	1,052	Off Market
284 Willimantic Road, Chaplin, CT 06235	0.11	-	-	-	-	Off Market
245-247 Willimantic Rd, Chaplin, CT 06235	0.11	-	Studio	-	-	Off Market
Willimantic Rd, Chaplin, CT 06235	0.12	-	-	-	-	Off Market
2 Old Willimantic Road, Chaplin, CT 06235	0.12	$287,900	2	1	964	Off Market
6 Old Willimantic Rd, Chaplin, CT 06235	0.14	$418,500	3	2.5	3,468	Off Market
4 Depot Rd, Chaplin, CT 06235	0.15	$257,800	2	1	984	Off Market
10 Old Willimantic Rd, Chaplin, CT 06235	0.15	$434,500	3	2	1,620	Off Market
262 Willimantic Rd #4, Chaplin, CT 06235	0.15	-	1	1	-	Off Market
23 Old Willimantic Rd, Chaplin, CT 06235	0.16	$342,500	4	2	1,680	Off Market
143 Boulevard Road, North Windham, CT 06256	0.16	$335,600	3	1.5	1,196	Off Market
20 Old Willimantic Rd, Chaplin, CT 06235	0.17	$311,100	3	1	1,116	Off Market
245 Willimantic Rd, Chaplin, CT 06235	0.17	-	-	-	-	Off Market
Willimantic Rd, Chaplin, CT 06235	0.19	$454,100	Studio	-	-	Off Market
260 Willimantic Rd, Chaplin, CT 06235	0.20	$717,700	3	1	1,340	Off Market
260 Willimantic Rd #9, Chaplin, CT 06235	0.20	-	3	1	1,340	Off Market

Local Information

Map ViewExplore the area around 285 Willimantic Road.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Multi-Family

Built in 1980

3.9 acre lot

1,800 sqft

$306/sqft

Garage

About this House

Unique investment opportunity. Owner occupy or rent both properties. Two ranch homes located on a sprawling 3.9 private acres, this property has loads of potential. Possibility of adding two more units. Paved driveway with plenty of parking. One car garage and workshop. Wrap around deck and screened porch on main house. Stunning stone fireplace. Remodeled kitchen. Primary with whirlpool tub. Walk out basement. Second house has spacious apartments fully occupied. Many updates have been down around entire property. Seller to find suitable housing. Buyer/Buyers agent to verify all info. Owner has disclosed on the main house she resides in.

285 Willimantic Road, Chaplin, CT 06235 is a 7 bedroom, 5 bathroom, 1,800 sqft multi-family built in 1980. It last sold for the $475,000 asking price on Sep 5, 2024. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $550,000.

Last check for updates: about 18 hours ago

Listed by Amy L. Brunet, (860) 234-0434

Brunet and Company Real Estate, (860) 412-9056

Bought with: Cheryl L. Roireau, (860) 450-6700, William Raveis Real Estate, (860) 536-2600

Source: Smart MLS, MLS#24029534

Home Details for 285 Willimantic Road

Interior Features
Interior Details Basement: FullNumber of Rooms: 12
Beds & Baths Number of Bedrooms: 7Number of Bathrooms: 5Number of Bathrooms (full): 5
Dimensions and Layout Living Area: 1800 Square Feet
Appliances & Utilities Appliances: Water HeaterLaundry: In Unit
Heating & Cooling Heating: Baseboard,Oil,PropaneHas CoolingAir Conditioning: Wall Unit(s),Window Unit(s)Has HeatingHeating Fuel: Baseboard
Fireplace & Spa Number of Fireplaces: 1Has a Fireplace

Exterior Features
Exterior Home Features Roof: AsphaltFoundation: Concrete PerimeterNo Private Pool
Parking & Garage Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 6Parking: Detached,Driveway,Paved
Frontage Not on Waterfront
Water & Sewer Sewer: Septic Tank
Finished Area Finished Area (above surface): 1800 Square Feet

Property Information
Year Built Year Built: 1980
Property Type / Style Property Type: Residential IncomeProperty Subtype: Multi FamilyArchitecture: Other
Building Construction Materials: Vinyl SidingNot a New Construction
Property Information Parcel Number: 1682119

Price & Status
Price List Price: $475,000
Status Change & Dates Off Market Date: Mon Jul 15 2024Possession Timing: Negotiable

Active Status
MLS Status: Closed

Location
Direction & Address City: Chaplin
School Information Elementary School: Per Board of EdHigh School: Per Board of Ed

Building
Building Area Building Area: 1800 Square Feet

HOA
No HOA

Lot Information
Lot Area: 3.9 Acres

Miscellaneous
BasementMls Number: 24029534Attic: Access Via HatchAbove Grade Unfinished Area: 1800

Price and Tax history

Date	Event	Price
Sep 5, 2024 Source: Smart MLS #24029534	Sold	$475,000
Jul 15, 2024 Source: Smart MLS #24029534	Pending	$475,000
Jul 1, 2024 Source: Smart MLS #24029534	Listed For Sale	$475,000
Jun 30, 2023 Source: Smart MLS #170525398	ListingRemoved
Jun 29, 2023 Source: Smart MLS #170525398	PendingToActive	$545,000
Feb 9, 2023 Source: Smart MLS #170525397	Contingent	$545,000
Dec 3, 2022 Source: Smart MLS #170525397	PendingToActive	$545,000
Nov 23, 2022 Source: Smart MLS #170525397	Contingent	$545,000
Oct 8, 2022 Source: Smart MLS #170525398	Listed For Sale	$545,000
Sep 14, 2022 Source: Smart MLS #170516154	ListingRemoved
Aug 24, 2022 Source: Smart MLS #170515980	Listed For Sale	$569,900
Sep 6, 2007 Source: N/A	Sold	$180,000
May 10, 2001 Source: N/A	Sold	$95,000

Year	Property tax	Tax assessment
2025	$11,058	$352,400

Additional Cost

Market trends in Chaplin

Last updated August 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

1MoM

Around this home

Chaplin Elementary School
PK-6
Public
150 Students
Chaplin School District
4/10
GreatSchools Rating
Parent Rating Average
The new principal has done a fantastic job creating a positive, cooperative learning environment.
Other Review
4y ago
4 Reviews

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Chaplin

At least 3 Trulia users voted on each feature.

100 % Say there's wildlife
100 % Say car is needed
88 % Say there's holiday spirit
83 % Say parking is easy
83 % Say it's dog friendly
71 % Say people would walk alone at night
60 % Say yards are well-kept
50 % Say they plan to stay for at least 5 years
39 % Say neighbors are friendly
33 % Say kids play outside
33 % Say it's quiet
29 % Say there are community events
25 % Say it's walkable to restaurants
25 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

Frequently asked questions about 285 Willimantic Road

What is 285 Willimantic Road estimated to be worth?
Trulia's estimated value for 285 Willimantic Road in Chaplin, CT is $550,000.
What is the price history for 285 Willimantic Road?
285 Willimantic Road in Chaplin, CT last sold for $475,000 in September 2024.
Is Chaplin a buyer's or seller's market?
Chaplin is currently a seller's market, based on recent for-sale activity.
What are the closest schools to 285 Willimantic Road?
The closest schools to 285 Willimantic Road in Chaplin, CT are Chaplin Elementary School (Pre-K, rated 4/10), Parish Hill High School (Middle, rated 4/10).
Does 285 Willimantic Road have air conditioning?
Yes, 285 Willimantic Road in Chaplin, CT has air conditioning.
Does 285 Willimantic Road have laundry facilities?
Yes, 285 Willimantic Road in Chaplin, CT has laundry facilities.

Apartments for Rent

Skip to last item

APPLY INSTANTLY
PET FRIENDLY
$2,000/mo
Total price
2 bd
1 ba
534 Storrs Rd #A,
Mansfield Center, CT 06250
$1,600/mo
Fees may apply
2 bd
1 ba
12 Baker Rd #3,
North Windham, CT 06256
$1,100/mo
Fees may apply
1 bd
1.5 ba
123 Boulevard Rd #B,
North Windham, CT 06256
$1,075/mo
Fees may apply
1 bd
1 ba
168 Brick Top Rd #1,
Windham, CT 06280
See more homes for rent in
Chaplin
Take a look

Skip to first item

Off Market Homes Near 285 Willimantic Road

Skip to last item

SOLD
OCT 5, 2026
$520,000
3 bd
2 ba
2,100 sqft
6 Zoldak Drive,
North Windham, CT 06256
Coldwell Banker Realty
SOLD
OCT 2, 2026
$520,000
3 bd
2 ba
2,288 sqft
233 Kemp Road,
Scotland, CT 06247
RE/MAX One
SOLD
OCT 1, 2026
$312,821
3 bd
1 ba
1,263 sqft
39 Selden Street,
Willimantic, CT 06226
CR Premier Properties
SOLD
SEP 25, 2026
$410,000
4 bd
2 ba
1,900 sqft
79 Mulberry Road,
Mansfield, CT 06250
Coldwell Banker Realty
SOLD
SEP 25, 2026
$345,000
3 bd
2 ba
1,746 sqft
784 Warrenville Road,
Mansfield, CT 06250
Countryside Realty
SOLD
SEP 25, 2026
$420,000
3 bd
2.5 ba
1,664 sqft
34 Cross Road,
Chaplin, CT 06235
Coldwell Banker Realty
SOLD
SEP 25, 2026
$605,000
3 bd
2.5 ba
2,252 sqft
457 Kemp Road,
Scotland, CT 06247
Berkshire Hathaway NE Prop.
SOLD
SEP 18, 2026
$285,000
3 bd
1.5 ba
1,530 sqft
10 Potter Street,
Willimantic, CT 06226
Aspen Realty Group
SOLD
SEP 18, 2026
$410,000
3 bd
2.5 ba
1,836 sqft
371 Warrenville Road,
Mansfield, CT 06250
Home Selling Team
SOLD
SEP 18, 2026
$413,000
3 bd
2 ba
1,486 sqft
4 Aspen Place,
Willimantic, CT 06226
Weichert,REALTORS-Four Corners
See more homes for sale in
Chaplin
Take a look

Skip to first item

Homes for sale near 285 Willimantic Road

Skip to last item

0.27 ACRES
$299,900
6 bd
3 ba
2,700 sqft
14 Carey Street,
Willimantic, CT 06226
Better Homes and Gardens Real Estate Executive Real Estate
0.26 ACRES
$634,900
10 bd
5 ba
3,389 sqft
120 North Street,
Willimantic, CT 06226
Carl Guild & Associates
$479,000
9 bd
4 ba
2,939 sqft
260 Summit Street,
Willimantic, CT 06226
Carl Guild & Associates
0.25 ACRES
$250,000
7 bd
4 ba
3,963 sqft
129 Valley Street,
Willimantic, CT 06226
eXp Realty
0.53 ACRES
$489,000
5 bd
3 ba
2,674 sqft
28 Pleasant Street,
Willimantic, CT 06226
I.M.A. Realty LLC
$349,900
5 bd
2 ba
2,678 sqft
19 Bellevue Street,
Willimantic, CT 06226
Get Listed Realty
NEW - 9 HRS AGO
$479,000
12 bd
4 ba
2,516 sqft
66 Spring Street,
Willimantic, CT 06226
Keller Williams Coastal
$290,000
4 bd
2 ba
1,560 sqft
86 Chestnut Street,
Willimantic, CT 06226
CENTURY 21 Shutters & Sails
$279,900
2 bd
2 ba
3,144 sqft
8 Palmer Road,
Scotland, CT 06264
RE/MAX Bell Park Realty
159.09 ACRES
$1,350,000
3 bd
4 ba
2,700 sqft
25 Kennerson Reservoir Road,
Ashford, CT 06278
William Raveis Real Estate
See more homes for sale in
Chaplin
Take a look