217 Rollingbrook, Windsor, CT 06095
OFF MARKET

217 Rollingbrook
Windsor, CT 06095

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

$642,300

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $4,523/mo*
Refinance Your Home

$642,300

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $4,523/mo*
Refinance Your Home
3 Beds
2.5 Baths
2,078 sqft
(on 0.52 acres)

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

Property Type
Single-Family Home
Year Built
1988
Lot Size
0.52 acres
Living Area
2,078 sqft
Price/Sqft
$309
Parking
2 Car Garage
HOA
$10/Monthly

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). It is currently off market. The Trulia Estimate is $642,300, with a rent estimate of $3,125/month.

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
Last check for updates: about 3 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

Price History for 217 Rollingbrook

DatePriceEventSource
07/08/2024$594,000Sold
Smart MLS #24017029
05/30/2024$589,000Listed For SaleSmart MLS #24017029
08/16/2015$410,000Sold
Smart MLS #G10059114
07/10/2015$424,990PriceChange
Agent Provided
06/28/2015$449,000Listed For SaleAgent Provided
11/30/2006$375,000Sold
Smart MLS #G434023

Market trends in Windsor

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$336K
$27.63KMoM
Sale-to-List Price
—
Price per sq ft
$214
$3MoM
Available listings
60
3MoM
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Property Tax and Assessment

Year2025
Tax$9,356
Assessment$328,860
Home facts updated by county records

Comparable Sales for 217 Rollingbrook

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 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
9 Milo Peck Lane, Windsor, CT
0.88
Single-Family Home
$500,000
03/16/26
4
2.5
2,184

Nearby homes

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Assigned Schools

These are the assigned schools for 217 Rollingbrook.
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 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
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  • 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
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  • 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
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  • Sam B.
    "Great place to live grow work Bus and Uber available Mixed crowd Friendly people Great schools Parks pools Best library "
    0
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  • 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
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  • Shyra E.
    "My neighborhood is amazing it has good transit access and wonderful restaurants and parks hope this helps"
    0
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  • 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
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  • 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
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  • 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 "
    0
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  • Amy C.
    "Windsor is a town with strong resources and traditions. It has reasonable housing prices and lots of diversity. "
    0
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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
    Flag
  • 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
    Flag
  • Amani R.
    "We have a yearly block party at each of the local parks. They are usually well attended and snacks are provided. "
    0
    Flag
  • 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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Apartments for Rent

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8 rentals with a washer/dryer in Windsor, CT

Homes for sale near 217 Rollingbrook

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Off Market Homes Near 217 Rollingbrook

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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 $642,300.
  • 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's the median sale price in Windsor?
    The median sale price in Windsor is $336K. That is down $27.63K from the prior month.
  • 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.
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.