2 Winthrop Dr, Riverside, CT 06878
OFF MARKET

2 Winthrop Dr
Riverside, CT 06878

Riverside
  • 6 Beds
  • 5.5 Baths
  • 5,042 sqft (on 0.31 acres)

$6,035,600

Trulia Estimate
as of May 27, 2026
Est. Refi. Payment $30,672/mo*
Refinance Your Home

$6,035,600

Trulia Estimate
as of May 27, 2026
Est. Refi. Payment $30,672/mo*
Refinance Your Home
6 Beds
5.5 Baths
5,042 sqft
(on 0.31 acres)

Local Information

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

Description

Dream custom-built 6-bed, 5.1-bath transitional style Colonial in desirable Riverside neighborhood features 5,042 sq ft of spectacular light and spacious interior on 4 levels. Set on a flat, privately situated 0.31 acre lot, this stunning contemporary residence boasts generous proportions and the finest finishes. A light-flooded triple-volume entry leads to open-concept kitchen and family room, flowing to a large stone patio with outdoor kitchen overlooking the turf/playground installation. The elegant formal dining and living spaces, butler's pantry, powder room and screened-in porch make for effortless entertaining through the seasons. Upstairs, an expansive primary suite showcases double walk-in dressing rooms and spa-like bath. Two large family bedrooms with double vanity bath, well-appointed guest suite, and convenient laundry, complete the second level. The third floor makes for a perfect play area/artist's studio/guest suite or teen pad. Walk-out lower level features a gym, entertainment den with original Irish wood pub, and bonus bedroom or office. Other stand-out finishes include the fully updated attached 2-car garage by Garage Living with pro slat wall storage system; an airy home office and mudroom with custom built-ins; paint, wallpaper and window treatments throughout by Amy Hirsch; and updated security system.
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 August 27, 2024

Home Highlights

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

Home Details for 2 Winthrop Dr

Interior Features

Interior Details
Basement: Finished
Beds & Baths
Number of Bedrooms: 6Number of Bathrooms: 6Number of Bathrooms (full): 5Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 5042 Square Feet
Heating & Cooling
Heating: Natural Gas,Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Natural Gas
Fireplace & Spa
Number of Fireplaces: 3Has a Fireplace
Windows, Doors, Floors & Walls
Window: Double Pane Windows
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: ScreenedFencing: FencedExterior: Balcony, Gas GrillNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageParking Spaces: 2Parking: Garage

Property Information

Year Built
Year Built: 1952Year Renovated: 2019
Property Type / Style
Property Type: ResidentialProperty Subtype: Residential, Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Clapboard
Property Information
Included in Sale: Call LBParcel Number: 052220/S

Price & Status

Price
List Price: $5,295,000
Status Change & Dates
Off Market Date: Mon Jul 01 2024

Active Status

MLS Status: Closed

Location

Direction & Address
City: Riverside
School Information
Elementary School: RiversideJr High / Middle School: Eastern

Building

Building Area
Building Area: 5042 Square Feet

Lot Information

Lot Area: 0.31 acres

Mobile R/V

Mobile Home Park
Mobile Home Units: Feet

Miscellaneous

BasementMls Number: 120723
Last check for updates: about 2 hours ago
Listed by Julie Church, (203) 561-9373
Houlihan Lawrence
Bought with: Julie Lowe, (203) 570-3361, Houlihan Lawrence
Source: Greenwich MLS, Inc., MLS#120723

Price History for 2 Winthrop Dr

DatePriceEventSource
08/01/2024$5,400,000Sold
Greenwich MLS, Inc. #120723
07/01/2024$5,295,000PendingGreenwich MLS, Inc. #120723
06/14/2024$5,295,000ContingentGreenwich MLS, Inc. #120723
06/05/2024$5,295,000Listed For SaleGreenwich MLS, Inc. #120723
10/24/2022$5,000,000Sold
Greenwich MLS, Inc. #117081
06/26/2020$3,400,000Sold
N/A
12/03/2019$3,400,000Listed For SaleAgent Provided
07/29/2019$1,268,500Sold
N/A
07/09/2019$2,999,999PriceChange
N/A
03/22/2019$1,275,000Listed For SaleAgent Provided
01/06/1989$530,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$29,100
Assessment$2,354,520
Home facts updated by county records

Comparable Sales for 2 Winthrop Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
30 Crescent Rd, Riverside, CT
0.15
Single-Family Home
$4,137,500
07/11/25
5
4.5
4,257
86 Winthrop Dr, Riverside, CT
0.08
Single-Family Home
$5,600,000
07/30/25
4
5.5
5,914
63 Wesskum Wood Rd, Riverside, CT
0.22
Single-Family Home
$5,148,000
02/24/26
5
5.5
4,730
15 Pell Pl, Riverside, CT
0.20
Single-Family Home
$4,425,000
05/01/26
4
4
4,852
25 Dialstone Ln, Riverside, CT
0.23
Single-Family Home
$5,200,000
05/18/26
6
7
6,520
6 Dorchester Ln, Riverside, CT
0.25
Single-Family Home
$5,750,000
01/15/26
6
6
7,600
119 Hendrie Ave, Riverside, CT
0.32
Single-Family Home
$3,800,000
12/17/25
6
5.5
5,175
52 Breezemont Ave, Riverside, CT
0.31
Single-Family Home
$4,780,000
10/17/25
6
6.5
5,970
41 Winthrop Dr, Riverside, CT
0.11
Single-Family Home
$3,450,000
12/01/25
4
4.5
3,352
19 Crescent Rd, Riverside, CT
0.10
Single-Family Home
$3,950,000
07/07/25
4
3.5
4,140

Nearby homes

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Assigned Schools

These are the assigned schools for 2 Winthrop Dr.
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.

Neighborhood Overview

Riverside
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Riverside

At least 47 Trulia users voted on each feature.

  • 92 % Say parking is easy

  • 91 % Say it's dog friendly

  • 90 % Say yards are well-kept

  • 89 % Say kids play outside

  • 89 % Say people would walk alone at night

  • 88 % Say they plan to stay for at least 5 years

  • 87 % Say car is needed

  • 86 % Say there's holiday spirit

  • 82 % Say it's quiet

  • 74 % Say neighbors are friendly

  • 74 % Say there's wildlife

  • 73 % Say there are sidewalks

  • 59 % Say it's walkable to restaurants

  • 56 % Say it's walkable to grocery stores

  • 53 % Say streets are well-lit

  • 52 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Sharon Elkayam
    "It is a friendly community where the kids ride bikes and play together. The schools are good. The kids play in the front yards. "
    0
    Flag
  • Trulia User
    "Very dog friendly. Lots of great places to walk with a dog. Many dog owners. The beach in Old Greenwich is a fun place to meet other dog owners and allow them to play."
    0
    Flag
  • Trulia User
    "I95 is the worst and the Merritt parkway are very difficult to commute on. Good luck if you need to commute during peak times. "
    1
    Flag
  • Sharonelkayam
    "Kid and pet friendly. Nice neighbors and well kept homes. The schools are great. Good area for walking and running. Near trains and shopping area in Old Greenwich. Beach is also a few minutes away."
    1
    Flag
  • Jesselynn G.
    "The elementary school fairs/carnivals, trick or treating, fireworks at the park nothing else in particular but overall a great neighborhood "
    0
    Flag
  • Rebecca
    "People r always out walking their dogs. Cars know they have the right of way and will either slow or go around completely "
    0
    Flag
  • Rebecca
    "Cozy neighborhood feel. Folks say hello when u walk past them. Lots of kids on bikes and dogs on leash"
    0
    Flag
  • Msuppodvm
    "Many special events around families and children. Many resources available for families and kids. Excellent afternoon programs, many sports programs. "
    0
    Flag
  • Mirielramos
    "I love my neighborhood is peaceful and quiet, nice place to live, and have all close by, bank, supermarket, drug stores etc"
    0
    Flag
  • Mcm.captiva@gmail.com
    "I see lots of dogs being walked. and responsible dog owners cleaning up after their dogs. Some owners having invisible fenced and didn't playing in yards. "
    0
    Flag
  • Mcm.captiva@gmail.com
    "neighborhood charity 10K runs. Church carnival. patriotic displays. fireworks in park. outdoors music."
    0
    Flag
  • Mcm.captiva@gmail.com
    "I take train to GCT and it is a short walk to METRO North. The commuter trains run very reliably and often."
    0
    Flag
  • Kimberly.kois
    "Very family friendly , sporty , safe , neighborhood with great access to public transportation, elementary schools, parks, playground , beach , Old Greenwich town"
    0
    Flag
  • Rebecca
    "Close to the water....can walk into town...kids walk or bike to school....unspoken neighborhood watch "
    8
    Flag
  • Sophiecoko
    "Living in a coastal neighborhood is really special. I love seeing the kids biking to the beach without jackets on ready to sail, kayak or paddle board."
    0
    Flag
  • dryfly7
    "Beautiful Dogwood Park Association, 3 minute walk to highly rated North Mianus Elementary School"
    0
    Flag

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Listing data courtesy of Greenwich MLS. IDX information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by the MLS.

Homes for rent near 2 Winthrop Dr

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2 Winthrop Dr, Riverside, CT 06878 is a 6 bedroom, 6 bathroom, 5,042 sqft single-family home built in 1952. 2 Winthrop Dr is located in Riverside, Riverside. This property is not currently available for sale. 2 Winthrop Dr was last sold on Aug 1, 2024 for $5,400,000 (2% higher than the asking price of $5,295,000). The current Trulia Estimate for 2 Winthrop Dr is $6,035,600.