76 Windsor Rd, Fairfield, CT 06824
OFF MARKET

76 Windsor Rd
Fairfield, CT 06824

  • 3 Beds
  • 2 Baths
  • 2,000 sqft

$897,300

Trulia Estimate
as of May 23, 2026
Est. Refi. Payment $5,857/mo*
Refinance Your Home

$897,300

Trulia Estimate
as of May 23, 2026
Est. Refi. Payment $5,857/mo*
Refinance Your Home
3 Beds
2 Baths
2,000 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Well cared and spacious 3 bedroom 2 bath house in desirable university area of Fairfield. Leave your car in the garage to explore this friendly neighborhood of sidewalks and beautiful homes. Only one block to Osborne Hill School and ten minute easy walk to a thriving town of diverse shopping and nice restaurants.

Both full bathrooms and kitchen recently renovation, new cabinets, appliances and granite countertops. Convenient to town yet a quiet and spacious home setback on a nice size piece of property. The backyard deck is secluded in tree tops and steps from the kitchen. This open layout is designed for entertaining with spacious living and dining rooms that conveniently wrap around the kitchen. A bright and inviting sun room hosts many a lazy day reading. The bonus playroom is the place where everyone loves to spend time.

Finally, the three large bedrooms with walk-in closets make this house an easy choice to call home. Minimum one year lease. Our family run residential rental business takes pride in providing great places for families to call home. Qualified tenants must have a good credit score and we will check.

Easy commute to Westport, Wilton, Weston, Easton, Stratford, Norwalk, Bridgeport
Very commutable to Greenwich, Stamford, New Canaan, Darien, Shelton

Three bedroom, two bath house in great school district with short walk to shops and restaurants. House includes one car garage, laundry and deck.

Owner pays for landscaping. No smoking.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from January 04, 2025

Home Highlights

Parking
Attached Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 76 Windsor Rd

Interior Features

Heating & Cooling
Heating: BaseboardAir ConditioningCooling System: Central AirHeating Fuel: Baseboard
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Carpet, Hardwood

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Exterior Features

Parking & Garage
Parking: Attached Off Street, On Site

Price History for 76 Windsor Rd

DatePriceEventSource
01/18/2025$4,200ListingRemovedZillow Rentals
01/04/2025$4,200Listed For RentZillow Rentals
01/28/2021ListingRemovedZillow Rental Manager
01/23/2021$3,200Listed For RentZillow Rental Manager
04/28/2019$2,700ListingRemovedN/A
04/16/2019$2,700Listed For RentN/A
08/16/2010$463,000Sold
Smart MLS #98465185
06/07/2010$476,000Listed For SaleAgent Provided
11/19/1993$220,500Sold
N/A
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Property Tax and Assessment

Year2025
Tax$10,002
Assessment$352,310
Home facts updated by county records

Comparable Sales for 76 Windsor Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
14 Windsor Place, Fairfield, CT
0.08
Single-Family Home
$800,000
09/03/25
3
2
1,655
158 Mayfair Road, Fairfield, CT
0.08
Single-Family Home
$829,500
04/28/26
3
2.5
1,988
85 Tuckahoe Ln, Fairfield, CT
0.13
Single-Family Home
$496,000
10/06/25
3
2
1,130
245 Reid Street, Fairfield, CT
0.22
Single-Family Home
$685,000
04/01/26
3
2
1,421
498 Judd St, Fairfield, CT
0.23
Single-Family Home
$610,000
09/09/25
3
2.5
1,986
79 Mayfair Road, Fairfield, CT
0.12
Single-Family Home
$900,000
12/10/25
3
2.5
1,635
100 Mayfair Road, Fairfield, CT
0.09
Single-Family Home
$800,000
07/29/25
4
3
2,394
115 Mayfair Road, Fairfield, CT
0.07
Single-Family Home
$1,160,000
04/02/26
4
3
2,012
42 Green Knolls Lane, Fairfield, CT
0.23
Single-Family Home
$820,000
11/19/25
2
2
1,568
250 Szost Drive, Fairfield, CT
0.35
Single-Family Home
$716,590
02/24/26
3
2
1,256

Nearby homes

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Assigned Schools

These are the assigned schools for 76 Windsor Rd.
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 Fairfield

At least 342 Trulia users voted on each feature.

  • 91 % Say it's dog friendly

  • 87 % Say car is needed

  • 85 % Say parking is easy

  • 82 % Say yards are well-kept

  • 78 % Say there's holiday spirit

  • 76 % Say people would walk alone at night

  • 71 % Say kids play outside

  • 66 % Say they plan to stay for at least 5 years

  • 66 % Say it's quiet

  • 64 % Say there's wildlife

  • 61 % Say neighbors are friendly

  • 61 % Say there are sidewalks

  • 58 % Say streets are well-lit

  • 56 % Say it's walkable to restaurants

  • 49 % Say there are community events

  • 47 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • teddyabby
    "It’s safe and pretty and everyone looks out for one another. There is a bunch of cute parks and a nice walkable downtown."
    0
    Flag
  • Bnsdkbr225
    "Friendly and beautiful. Close to Lake Mohegan and parks. Lake rights to Lake Hill’s association . "
    0
    Flag
  • Kevin.cohen318
    "Great place to raise a family, incredibly safe and has all the amenities you could want on a year round basis."
    0
    Flag
  • Alexande.pappas
    "Yes walking miking kids walking to school we have public beaches lake’s plenty of restaurants churches"
    0
    Flag
  • Samuel Rivera
    "Great town for families with kids. Fairfield offers great schools, good supermarkets, tons of restaurants and entertainment "
    0
    Flag
  • Timothy Moss
    "Very family friendly. Great place to live for people of any age. I’ve lived here for 10 years now….."
    0
    Flag
  • Kevin.cohen318
    "5 minutes to either I-95, the Merritt Parkway or metro north, train to NYC is just over an hour each way. Great town that’s close to everything but not too close to anything."
    1
    Flag
  • Trulia User
    "My neighbor is safe and friendly and very clean as well. I've lived in this neighborhood over 18 years and absolutely love it. Thank you "
    3
    Flag
  • Trulia User
    "A very well maintained area . Homes streets ,business ,beaches schools ,library’s ( 3 ) . So much to offer !"
    0
    Flag
  • Sauerh
    "My neighborhood is family-oriented with distinct yet harmonious homes with well- kept yards. We are a short trip from Bridgeport, Norwalk, and Stamford with excellent connections via Metro North and I-95."
    5
    Flag
  • Isabellecj
    "Great neighborhood , good schools, close to town and railway station and beach . Very safe and quiet , properties well maintained and kids friendly . Love my neighborhood!"
    3
    Flag
  • Collin M.
    "Tons of events. Parties. Free concerts etc. there is so much fun things to do and see here. Beaches are amazing!"
    0
    Flag
  • Ab h
    "Walk to absolutely everything from hop on the train to yankee stadium or going to your dentist. Beautiful beaches and parks at your fingertips and children’s activities galore."
    0
    Flag
  • Juan G.
    "Quiet, clean and a good place to raise your kids. The school system it’s awesome and you know your kids are in good hands. "
    1
    Flag
  • Imeiers
    "We have neighbourhood block parties, the best trick or treating in town and a wonderful community spirit. Easily one of the best neighbourhoods in Fairfield. "
    5
    Flag
  • Troy P.
    "I work in Fairfield and it’s a wonderful town. The drive from New Haven is pretty easy with 2 route options either 95 or the merit parkway. "
    0
    Flag
  • Juan G.
    "Best in Connecticut, I have lived here for 6 years and my kids love it. If you want a place to raise your kids this it is the place "
    0
    Flag
  • Sar K.
    "Block parties, neighborhood watch, strong neighbor community, varying ages, active community, holiday celebrations: memorial parade, pancake breakfast, Christmas tree lighting, movies at the beach, music on the green, amazing local restaurants, 4th of July fireworks and much more"
    3
    Flag
  • DE
    "Very safe and relatively diverse. Great schools and decent restaurants. The beach is close by and some good golf courses."
    1
    Flag
  • Raquel.noi
    "Would love it, plenty of space for the dogs to run. Walking trails, beautiful neighborhoods to got for a walk. You will love it here!!"
    0
    Flag
  • Raquel
    "Great place, great community environment! It is such nice to go for walks and feel safe. We love that we found our home here!"
    0
    Flag
  • Raquel
    "Great family environment, lots of parks. Neighbors are friendly and welcoming. A lot of activities for kids. "
    0
    Flag
  • Lisalberts
    "It’s friendly and easy to walk or ride bikes around. The schools are wonderful. A real community feel."
    0
    Flag
  • Alek M.
    "Great town to raise a family, good schools and safe neighborhoods for your kids. Friendly people and clean area all around."
    1
    Flag
  • Fortress.management
    "Excellent schools, great town amenities makes it a great area to raise a family. Commuting to NYC is a little over an hour. Vibrant restaurant scene."
    0
    Flag
  • John S. W. J.
    "A great family oriented town. We love the parks the beaches and the community atmosphere. We couldn’t imagine living anywhere else"
    0
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  • Blythe A. B.
    "Driving to the train station is easy but parking passes are hard to come by unless you find street parking. waiting list is 18 months. "
    0
    Flag
  • Blythe A. B.
    "Everyone walks their dogs. sidewalks are well maintained. there are plenty of parks as well, both dog parks and free space parks. it is well kept by all dog owners, and it’s expected that you pick up after them!"
    0
    Flag
  • Bellaamore99
    "Close to parks, Wholefoods , Homedepo, shopping and metronorth train. Great neighbores . And feel very safe. "
    5
    Flag
  • Mjcejbart
    "Dog walking Mecca at lake Mohegan. All dogs welcome. Very dog friendly. Nice lake and trails to enjoy with or without a dog. "
    0
    Flag
  • Cheetah4455
    "Christmas walk around in Toilsome Hill. Meet the neighbors and everyone brings a different plate of food"
    1
    Flag
  • al .P
    "Lots of dogs on leaches . Not having your dog on a leach is not a good idea . You know your dog but the other does not know your dog "
    1
    Flag
  • Nour Y.
    "One dog can annoy a lot of families since homes are close to each other so multiple dogs barking is even worse"
    5
    Flag
  • Bassickrachel
    "I do see dogs frequently. People seem friendly, neighbors are quiet. I love airfield for the commute and small Town atmosphere."
    1
    Flag
  • Bassickrachel
    "Excellent I am 5 minutes from I-95 and Fairfield Metro Train Station. It is close to grocery stores and it is quite with friendly people."
    0
    Flag
  • Dennis
    "Many dogs that are very pleasant. Owners stop and chat while dogs play. Great way to meet your neighbors."
    0
    Flag
  • Larry
    "Moved here from Dallas and absolutely love it. I commute to downtown New Haven by car and it’s about 30-35 minutes."
    0
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Homes for sale near 76 Windsor Rd

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Off Market Homes Near 76 Windsor Rd

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76 Windsor Rd, Fairfield, CT 06824 is a 3 bedroom, 2 bathroom, 2,000 sqft single-family home. This property is not currently available for sale. 76 Windsor Rd was last sold on Aug 16, 2010 for $463,000 (10,924% higher than the asking price of $4,200). The current Trulia Estimate for 76 Windsor Rd is $897,300.