217 Rollingbrook, Windsor, CT 06095
OFF MARKET

$641,800

Trulia Estimate
  • 3 Beds
  • 2.5 Baths
  • 2,078 sqft (on 0.52 acres)

217 Rollingbrook, Windsor, CT 06095

Est. Refi. Payment $4,605/mo*
Refinance Your Home
Currently Off Market - Sold Jul 8, 2024 for $594,000

Home Value

Trulia Estimate
$642K
Since last month
Increased$3K (+0.4%)
Since last year
Increased$2K (+0.3%)
Since last sale
Increased$49K (+8.2%)
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 +59% in the last 10 years
MonthEstimated value
2026
September 2026$643K
August 2026$640K
July 2026$641K
June 2026$654K
May 2026$655K
April 2026$638K
March 2026$642K
February 2026$631K
January 2026$637K
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
83 Pebblebrook, Windsor, CT
0.11
Single-Family Home
$449,900
10/30/25
3
2.5
2,374
106 Rockybrook, Windsor, CT
0.19
Single-Family Home
$450,000
04/30/26
3
2.5
2,390
225 Rollingbrook, Windsor, CT
0.04
Single-Family Home
$540,000
12/19/25
4
2.5
2,838
485 River Street, Windsor, CT
0.08
Single-Family Home
$560,000
04/09/26
3
2.5
2,494
22 Pebblebrook, Windsor, CT
0.25
Single-Family Home
$530,000
09/09/26
3
2.5
1,888
22 Apple Tree Lane, Windsor, CT
0.67
Single-Family Home
$500,000
03/26/26
3
2.5
2,065
93 Stage Coach Road, Windsor, CT
0.68
Single-Family Home
$440,000
09/26/25
3
2
2,037
10 Kendrick Lane, Windsor, CT
0.80
Single-Family Home
$455,000
07/24/26
3
2.5
2,195
1221 Poquonock Avenue, Windsor, CT
0.80
Single-Family Home
$410,000
07/31/26
3
1.5
1,968
6 Holcomb Hill Road, Windsor, CT
0.82
Single-Family Home
$405,000
11/14/25
3
2.5
1,868

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
225 Rollingbrook, Windsor, CT 06095
0.04
$540,000
4
2.5
2,838
Recently Sold
83 Pebblebrook, Windsor, CT 06095
0.11
$468,300
3
2.5
2,374
Off Market
76 Pebblebrook, Windsor, CT 06095
0.12
$486,600
3
2.5
1,822
Off Market
485 River Street, Windsor, CT 06095
0.08
$560,000
3
2.5
2,494
Recently Sold
422 River Street, Windsor, CT 06095
0.12
$493,000
3
2.5
1,802
Off Market
418 River Street, Windsor, CT 06095
0.14
$529,500
3
2.5
1,965
Off Market
106 Rockybrook, Windsor, CT 06095
0.19
$450,000
3
2.5
2,390
Recently Sold
22 Pebblebrook, Windsor, CT 06095
0.25
$530,000
3
2.5
1,888
Recently Sold
84 High Path #84, Windsor, CT 06095
0.31
$183,900
2
2
961
Off Market
13 Early Dawn Circle, Windsor, CT 06095
0.28
$322,700
2
1.5
1,338
Off Market
90 High Path Road #90, Windsor, CT 06095
0.33
$194,100
2
2
961
Off Market

Local Information

  • Map ViewExplore the area around 217 Rollingbrook.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1988
0.52 acre lot
2,078 sqft
$309/sqft
2 Car Garage
HOA $10/mo

About this House

Your dream home awaits! Nestled on a private half acre, this unique home offers an oasis from the busy world. Amazing upgrades throughout blend character with contemporary style and the large heated in-ground pool turns your back yard into a private resort! A paver walkway leads to the front door and a covered slate front porch overlooking the quiet cul-de-sac. The 2-story foyer features custom tile flooring with glass accents that flows into the kitchen. A formal living room with vaulted ceiling opens to a large formal dining room. Fall in love with the custom kitchen with a large island, recessed lighting, marinace granite counters, stainless appliances, deep farmhouse sink, convection oven, soft close cherry cabinets and a breakfast bar illuminated by a custom Murano glass chandelier. There's a lovely casual dining space with sliders to the composite deck overlooking the step-down family room. With great flow for daily living and entertaining, the family room has French doors to the deck, a custom illuminated bar and wine chiller and a fireplace made of natural stone. A nearby half bathroom contains the laundry and there's easy access to the attached 2-car garage. Upstairs the masters suite offers serenity that will be hard to leave! A custom platform king-sized bed is flanked by built in storage, lighting and bookcases and enhanced by a gas fireplace and custom coffered alder wood ceiling. French doors open to a balcony overlooking the yard and pool. The large bathroom has a walk-in spa steam shower with 5 shower heads and a one-of-a-kind double cement sink. Dual customized California closets provide plenty of storage. 2 additional bedrooms and another full bathroom complete this level. The lush fenced back yard has plenty of room for recreation and the heated gunite pool of your dreams complete with hot tub. A large paver patio supplements the 2-level deck to provide the most delightful outdoor entertainment spaces. With shopping and schools nearby and just 4 miles from Bradley International Airport you can enjoy a country lifestyle that's close to everything!
217 Rollingbrook, Windsor, CT 06095 is a 3 bedroom, 3 bathroom, 2,078 sqft single-family home built in 1988. It last sold for $594,000 on Jul 8, 2024 (1% above the $589,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $641,800, with a rent estimate of $2,945/month.
Last check for updates: about 14 hours ago
Listed by Michael P. Antisdale, (860) 803-6560
Coldwell Banker Realty, (860) 231-2600
Bought with: Amru Abo-Alaial, (860) 941-6810, RE/MAX One, (860) 444-7362
Source: Smart MLS, MLS#24017029

Home Details for 217 Rollingbrook

Interior Features

Interior Details
Basement: Full,Unfinished,Storage Space,Hatchway Access,ConcreteNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom, Bathroom, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2078 Square Feet
Appliances & Utilities
Utilities: Underground UtilitiesAppliances: Electric Cooktop, Oven, Convection Oven, Refrigerator, Dishwasher, Disposal, Washer, Dryer, Wine Cooler, Gas Water Heater, Water HeaterDishwasherDisposalDryerLaundry: Main LevelRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 2Has a Fireplace
Windows, Doors, Floors & Walls
Window: Thermopane WindowsDoor: Storm Door(s), French Doors
Levels, Entrance, & Accessibility
Levels: Multi/Split

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Deck, PatioFencing: Partial, Chain LinkExterior: Balcony, GardenFoundation: Concrete PerimeterGardenHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Attached,Garage Door Opener
Pool
Pool: Gunite, Heated, Pool/Spa Combo, In GroundPool
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 2078 Square Feet

Property Information

Year Built
Year Built: 1988
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Contemporary,Split Level
Building
Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 773353

Price & Status

Price
List Price: $589,000
Status Change & Dates
Off Market Date: Mon Jun 03 2024Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: WindsorCommunity: Riverbrook
School Information
Elementary School: Oliver EllsworthJr High / Middle School: Sage ParkHigh School: Windsor

Agent Information

Buyer Agent
Buyer Company Name: Next Level Team of RE/MAX One

Building

Building Area
Building Area: 2078 Square Feet

Community

Community Features: Public Rec Facilities, Near Public Transport, Shopping/Mall

HOA

Has an HOAHOA Fee: $123/Annually

Lot Information

Lot Area: 0.52 acres

Energy

Energy Efficiency Features: Doors, Windows

Miscellaneous

BasementMls Number: 24017029Attic: NoneAbove Grade Unfinished Area: 2078

Additional Information

HOA Amenities: Management

Price and Tax history

DateEventPrice
Jul 8, 2024
Source: Smart MLS #24017029
Sold
$594,000
May 30, 2024
Source: Smart MLS #24017029
Listed For Sale
$589,000
Aug 16, 2015
Source: Smart MLS #G10059114
Sold
$410,000
Jul 10, 2015
Source: Agent Provided
PriceChange
$424,990
Price decreased by 5%
Jun 28, 2015
Source: Agent Provided
Listed For Sale
$449,000

Market trends in Windsor

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
55
11MoM

Around this home

What Locals Say about Windsor

At least 159 Trulia users voted on each feature.

  • 89 % Say car is needed

  • 88 % Say parking is easy

  • 87 % Say it's dog friendly

  • 78 % Say streets are well-lit

  • 77 % Say yards are well-kept

  • 74 % Say people would walk alone at night

  • 70 % Say there's holiday spirit

  • 69 % Say there's wildlife

  • 69 % Say it's quiet

  • 67 % Say there are sidewalks

  • 65 % Say kids play outside

  • 55 % Say neighbors are friendly

  • 53 % Say they plan to stay for at least 5 years

  • 46 % Say it's walkable to restaurants

  • 46 % Say it's walkable to grocery stores

  • 34 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Keyonna
    "Quiet and everyone keeps to themselves. Only a little noisy during the summer time due to motorcycles."
    0
    Flag
  • Zonoui Smith Jr.
    "I see dogs walked all the time. Some people don’t pick up after them. Also some people let their dogs walk to far into residence yards to use the bathroom "
    0
    Flag
  • Fenn.nathaniel
    "I've lived in this neighbourhood for about 15 years in love that is close to everything and far away from the hustles and bustles of the city."
    10
    Flag
  • Sherianne10315
    "Windsor has a small town feel. People help each other and come together when others are in need. Local farms and shop owners are friendly."
    0
    Flag
  • Kimberlydbigelow
    "I have lived in Windsor for 5 years. It has been the perfect location! I work in downtown Hartford and I take the bus into the city from a commuter lot in my town. It’s a relaxing 15min ride into and out of Hartford and as close as I am to the capital, Windsor is cute with lots of farms and the small, quaint town feel I was looking for. I’m loving it!"
    1
    Flag
  • Unspecified
    "Lots of town activities! Stuff on the green, local businesses, small town feel! Diverse community and polite town members"
    1
    Flag
  • Unspecified
    "There are Town green events all the time! Numerous walking trails filled with people. Strong sense of community. Working with locals is the norm in terms of hiring services."
    0
    Flag
  • Ashley W.
    "Los of people outside walking and a very quiet area very close to the highway. Good sense of community very safe and friendly neighborhood. Can walk to gas or food and close to the center of town and a lot of schools too!"
    0
    Flag
  • G.girardin
    "It’s a friendly and diversified neighborhood. Great walking neighborhood even at night. We’ve lived in Windsor for 35 years and feel very safe here. This is our third neighborhood . We’ve never had any issues. "
    0
    Flag
  • Sarah L.
    "Poquonock school is a wonderful community all the parks are very safe and the parks & rec programs are great"
    0
    Flag
  • Sam B.
    "Great place to stay and bring up a family great school system whatever they are ranked now you have Amazon JCP and others job market is good Parks swimming pools library good shop name it and you have it"
    0
    Flag
  • Sam B.
    "Great place to live grow work Bus and Uber available Mixed crowd Friendly people Great schools Parks pools Best library "
    0
    Flag
  • Sam B.
    "Great place to raise a family schools transport parks people are all great Town have a lot of activity like Shad Derby"
    0
    Flag
  • Shyra E.
    "My neighborhood is amazing it has good transit access and wonderful restaurants and parks hope this helps"
    0
    Flag
  • Carol J. M.
    "I live in this area for 1 year in a 55 and over community and love it! Lots of traffic on 91 and 291 that I do not like."
    1
    Flag
  • Nbjackson
    "Usually on the town green, farmers market, summer outdoor concerts, parades, Halloween event, holiday events, craft fairs"
    0
    Flag
  • Bonny E.
    "Yes dogs are always being walked in this area. They are great here. Kids always playing too. Neighbors helping neighbors. People look out for each other"
    0
    Flag
  • Jeffery I.
    "There are many events and good parks in town. however, you need the spend time finding them. unless you have lived hear for a long time or are active in town it can be hard to find stuff to do."
    0
    Flag
  • Me
    "my neighborhood is awesome, quiet, clean, with sidewalks, and walking trails. The HOA takes care of all the grounds maintenance and all snow removal"
    1
    Flag
  • Angie R.
    "recreation Dept has great programs parks are well maintained school system is getting back on track great family friendly town"
    0
    Flag
  • Me
    "Windsor is a small town. Although there are some rough areas but overall its quiet and safe. Schools are subpart.and taxes are high"
    1
    Flag
  • Wendy S.
    "during the summer they have concerts on the green down town. nice place tp live. quite contry living"
    0
    Flag
  • Me
    "I have lived here for 12 and I am very happy. the neighborhood is quiet and safe the streets are clean and well light"
    0
    Flag
  • ReginaJ
    "Live in the harvest Lane neighborhood for the last 9 years. One of the best places to live in the state. A very sort after neighborhood to live. Took us a while to get a house, because no one moves from it. Unless they are retiring and moving to Florida. The trails that are connected off the street that leads to Northwest Park and the reservoir for hiking are incredible. The family atmosphere is that of an extended family. The kids, the parents even the pets all know each other. We can’t ask for more from such a tranquil place we live in with so much harmony and love. #HarvestLane4Life "
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  • Amy C.
    "Windsor is a town with strong resources and traditions. It has reasonable housing prices and lots of diversity. "
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  • Carol J. M.
    "We have coffee 9am - 11am once a month and other social events. Dog friendly. Neighbors are very friendly."
    0
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  • Shanyelle.hamilton
    "Public transportation is easily accessible and downtown Hartford is 15 minutes from Wilson and 30 minutes from the town center by bus or car."
    0
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  • Shanyelle.hamilton
    "There are plenty of family friendly events in Windsor or the surrounding area. Every Halloween we have Nightmare on Broad Street for kids of all ages to have safe fun."
    0
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  • Lisanickersondouglas
    "Great schools / diverse community. Easy highway access. Lots of parks and trails for walking. Many annual events for kids and families. "
    0
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  • Amani R.
    "We have a yearly block party at each of the local parks. They are usually well attended and snacks are provided. "
    0
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  • Gchekas
    "Short commute, less than five minutes to work. Lot of industry on Day Hill Road, plenty of work for manufacturing industry. "
    0
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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 217 Rollingbrook

  • What is 217 Rollingbrook estimated to be worth?
    Trulia's estimated value for 217 Rollingbrook in Windsor, CT is $641,800.
  • What is the price history for 217 Rollingbrook?
    217 Rollingbrook in Windsor, CT last sold for $594,000 in July 2024.
  • Is Windsor a buyer's or seller's market?
    Windsor is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Windsor?
    Residents describe Windsor, CT as easy to park in, dog-friendly, and well-kept. Most residents say you need a car. See recently sold homes in Windsor, CT.
  • Does 217 Rollingbrook have air conditioning?
    Yes, 217 Rollingbrook in Windsor, CT has air conditioning.
  • Does 217 Rollingbrook have a pool?
    Yes, 217 Rollingbrook in Windsor, CT has a pool.

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