385 River St, Windsor, CT 06095
Property image
Property image
OFF MARKET

385 River St
Windsor, CT 06095

  • 4 Beds
  • 2.5 Baths
  • 3,302 sqft (on 3.20 acres)

$752,900

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $5,281/mo*
Refinance Your Home

$752,900

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $5,281/mo*
Refinance Your Home
4 Beds
2.5 Baths
3,302 sqft
(on 3.20 acres)

Home Value

Trulia Estimate
$753K
Since last month
Decreased$7K (-0.9%)
Since last year
Increased$14K (+1.9%)
Since last sale
Increased$268K (+55.2%)
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 +58% in the last 10 years
MonthEstimated value
2026
August 2026$753K
July 2026$760K
June 2026$770K
May 2026$759K
April 2026$746K
March 2026$741K
February 2026$710K
January 2026$725K
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
225 Rollingbrook, Windsor, CT
0.21
Single-Family Home
$540,000
12/19/25
4
2.5
2,838
485 River Street, Windsor, CT
0.26
Single-Family Home
$560,000
04/09/26
3
2.5
2,494
63 Stage Coach Road, Windsor, CT
0.61
Single-Family Home
$490,000
11/25/25
4
2.5
2,820
83 Pebblebrook, Windsor, CT
0.34
Single-Family Home
$449,900
10/30/25
3
2.5
2,374
1492 Poquonock Avenue, Windsor, CT
0.60
Single-Family Home
$400,000
11/19/25
3
1.5
1,533
106 Rockybrook, Windsor, CT
0.42
Single-Family Home
$450,000
04/30/26
3
2.5
2,390
18 Marshall Phelps Road, Windsor, CT
0.77
Single-Family Home
$350,000
10/01/25
5
3
3,780
21 Darwyn Dr, Windsor, CT
0.58
Single-Family Home
$395,000
09/09/25
5
3
1,850
36 Timothy Terrace, Windsor, CT
0.77
Single-Family Home
$610,000
10/30/25
4
2.5
3,526
93 Stage Coach Road, Windsor, CT
0.54
Single-Family Home
$440,000
09/26/25
3
2
2,037

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
13 Early Dawn Circle, Windsor, CT 06095
0.06
$310,000
2
1.5
1,338
Recently Sold
418 River Street, Windsor, CT 06095
0.11
$531,900
3
2.5
1,965
Off Market
29 Early Dawn Circle #29, Windsor, CT 06095
0.08
$322,100
2
1.5
1,193
Off Market
33 Early Dawn Circle, Windsor, CT 06095
0.10
$346,500
2
1.5
1,193
Off Market
422 River Street, Windsor, CT 06095
0.13
$496,300
3
2.5
1,802
Off Market
49 Early Dawn Circle #49, Windsor, CT 06095
0.13
$362,500
2
2.5
1,599
Off Market
73 Sunrise Circle, Windsor, CT 06095
0.17
$317,500
2
1.5
1,224
Off Market
225 Rollingbrook, Windsor, CT 06095
0.21
$540,000
4
2.5
2,838
Recently Sold
217 Rollingbrook, Windsor, CT 06095
0.25
$644,800
3
2.5
2,078
Off Market
105 Sunrise Circle #105, Windsor, CT 06095
0.22
$281,400
2
1.5
1,064
Off Market
105 Sunrise Circle, Windsor, CT 06095
0.22
$300,000
2
1.5
1,064
Recently Sold
485 River Street, Windsor, CT 06095
0.26
$560,000
3
2.5
2,494
Recently Sold

Local Information

  • Map ViewExplore the area around 385 River St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1875
Lot Size
3.2 acres
Living Area
3,302 sqft
Price/Sqft
$228
Parking
Garage

About this House

PREPARE YOURSELF TO FALL IN LOVE THE MOMENT YOU SEE THIS GRAND 11 ROOM VICTORIAN ESTATE. BASK IN THE PEACE AND TRANQUILITY THAT SURROUNDS YOU ON OVER 3 ACRES OF YOUR OWN PRIVATE PARADISE. UNWIND BY THE HEATED GUNITE POOL WHILE YOU WITNESS THE MOST BEAUTIFUL SUNSETS IMAGINABLE. ENTERTAINERS WILL DELIGHT IN HOSTING OUTDOOR SUMMER BARBECUES ON THE EXPANSIVE BRICK PATIO. RELAX ON THE WRAP AROUND FRONT PORCH WITH SEASONAL VIEWS OF THE FARMINGTON RIVER THAT WILL SIMPLY TAKE YOUR BREATH AWAY. THE HISTORICAL SOCIETY NOTES THE THREE STORY BARN AS" ONE OF THE FINEST AGRICULTURAL BUILDINGS IN WINDSOR." THIS 40X60 STRUCTURE BOASTS 4 BAYS WIDE AND 4 BAYS DEEP AND WILL ACCOMMODATE 10+ VEHICLES. WHEN YOU ENTER THIS SENSATIONAL HOME YOU WILL NOTICE THE FINE CRAFTMANSHIP AND QUALITY OFFERED THROUGHOUT. THE AMAZING 23X23 GREAT ROOM FEATURES A FLOOR TO CEILING FIELDSTONE FIREPLACE, A FULL BOOKCASE WALL, AND A DISPLAY LOFT AREA. FLOWING FROM THE GREAT ROOM IS A SPECTACULAR FLORIDA ROOM WITH A CATHEDRAL CEILING. A BEAUTIFUL KITCHEN OFFERS NEW STAINLESS STEEL APPLIANCES, CORIAN COUNTERTOPS, WET BAR AND AN ABUNDANCE OF CABINETRY. THE FORMAL DINING ROOM IS IDEAL FOR HOLIDAY GATHERINGS. SNUGGLE BY THE GAS LOG FIREPLACE FRAMED BY AN ORNATE CHERRY ANTIQUE MANTLE IN THE LIVING ROOM. FEATURES INCLUDE GLEAMING HARDWOOD FLOORS, CROWN MOLDINGS, EXTENSIVE TRIM PACKAGE, MULTI ZONE GAS HEAT, CENTRAL AIR, THERMAL PANE WINDOWS, UPGRADED INSULATION FOR GREAT ENERGY EFFICIENCY, NEWER ROOF AND BOILER.
385 River St, Windsor, CT 06095 is a 4 bedroom, 3 bathroom, 3,302 sqft single-family home built in 1875. It last sold for $485,000 on Oct 24, 2016. It is currently off market. The Trulia Estimate is $752,900, with a rent estimate of $3,488/month.

Home Details for 385 River St

Interior Features

Heating & Cooling
Heating: Baseboard, GasAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Interior Details
AtticNumber of Rooms: 11Types of Rooms: Walk In Closet
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Shingle Not Wood, WoodPatio
Parking & Garage
GarageParking Spaces: 11Parking: Garage Detached

Property Information

Year Built
Year Built: 1875
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 3.20 acres

Price and Tax history

DateEventPrice
Oct 24, 2016
Source: Smart MLS #G10149518
Sold
$485,000
Sep 14, 2016
Source: Agent Provided
Pending
$495,000
Jul 13, 2016
Source: Agent Provided
PriceChange
$495,000
Price decreased by 29%
Mar 8, 2016
Source: Agent Provided
Listed For Sale
$699,900

Market trends in Windsor

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$343K
$7.33KMoM
Sale-to-List Price
102.7%
Price per sq ft
$211
$3MoM
Available listings
44
16MoM

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
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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
    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

Frequently asked questions about 385 River St

  • What is 385 River St estimated to be worth?
    Trulia's estimated value for 385 River St in Windsor, CT is $752,900.
  • What is the price history for 385 River St?
    385 River St in Windsor, CT last sold for $485,000 in October 2016.
  • 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 $343K. That is up $7.33K from the prior month.
  • Does 385 River St have air conditioning?
    Yes, 385 River St in Windsor, CT has air conditioning.
  • Does 385 River St have laundry facilities?
    Yes, 385 River St in Windsor, CT has in-unit laundry.

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