2 Winthrop Dr, Riverside, CT 06878
OFF MARKET

$5,915,300

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

2 Winthrop Dr, Riverside, CT 06878

Riverside
Est. Refi. Payment $38,473/mo*
Refinance Your Home
Currently Off Market - Sold Aug 1, 2024 for $5,400,000

Home Value

Trulia Estimate
$5.92M
Since last month
Decreased$12K (-0.2%)
Since last year
Increased$202K (+3.5%)
Since last sale
Increased$515K (+9.5%)
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 +128% in the last 10 years
MonthEstimated value
2026
August 2026$5.91M
July 2026$5.93M
June 2026$5.96M
May 2026$5.98M
April 2026$5.94M
March 2026$5.97M
February 2026$5.84M
January 2026$5.79M
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
7 Hearthstone Dr, Riverside, CT
0.13
Single-Family Home
$6,302,500
07/14/26
5
5.5
6,301
11 Hearthstone Dr, Riverside, CT
0.14
Single-Family Home
$5,995,000
08/21/26
5
7.5
6,245
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
18 Owenoke Way, Riverside, CT
0.23
Single-Family Home
$4,800,011
07/29/26
5
4.5
4,130
6 Dorchester Ln, Riverside, CT
0.25
Single-Family Home
$5,750,000
01/15/26
6
6
7,600
47 Owenoke Way, Riverside, CT
0.19
Single-Family Home
$4,800,000
06/01/26
5
3.5
4,524
119 Hendrie Ave, Riverside, CT
0.32
Single-Family Home
$3,800,000
12/17/25
6
5.5
5,175
73 Lockwood Rd, Riverside, CT
0.31
Single-Family Home
$4,667,000
06/30/26
5
6.5
4,644

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
96 Winthrop Dr, Riverside, CT 06878
0.04
$3,321,400
4
3
2,399
Off Market
123 Lockwood Rd, Riverside, CT 06878
0.04
$3,127,800
4
3.5
2,838
Off Market
120 Lockwood Rd, Riverside, CT 06878
0.06
$6,735,400
6
8
7,400
Off Market
86 Winthrop Dr, Riverside, CT 06878
0.08
-
4
5.5
5,914
Off Market
134 Lockwood Rd, Riverside, CT 06878
0.08
-
4
3.5
2,879
Off Market
41 Winthrop Dr, Riverside, CT 06878
0.11
$3,450,000
4
4.5
3,352
Recently Sold
14 Crescent Rd, Riverside, CT 06878
0.08
$3,590,300
4
3.5
3,558
Off Market
32 Winthrop Dr, Riverside, CT 06878
0.12
$3,551,999
4
2.5
2,627
Recently Sold
44 Winthrop Drive, Greenwich, CT 06878
0.14
$6,905,800
5
6
7,359
Off Market
10 Verona Dr, Riverside, CT 06878
0.13
$4,000,000
4
3.5
3,037
Recently Sold
19 Crescent Rd, Riverside, CT 06878
0.10
-
4
3.5
4,140
Off Market

Local Information

  • Map ViewExplore the area around 2 Winthrop Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1952
Lot Size
0.31 acres
Living Area
5,042 sqft
Price/Sqft
$1,173
Parking
Garage

About this House

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.
2 Winthrop Dr, Riverside, CT 06878 is a 6 bedroom, 6 bathroom, 5,042 sqft single-family home in Riverside, built in 1952. It last sold for $5,400,000 on Aug 1, 2024 (2% above the $5,295,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $5,915,300, with a rent estimate of $8,427/month.
Last check for updates: about 7 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

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

Price and Tax history

DateEventPrice
Aug 1, 2024
Source: Greenwich MLS, Inc. #120723
Sold
$5,400,000
Jul 1, 2024
Source: Greenwich MLS, Inc. #120723
Pending
$5,295,000
Jun 14, 2024
Source: Greenwich MLS, Inc. #120723
Contingent
$5,295,000
Jun 5, 2024
Source: Greenwich MLS, Inc. #120723
Listed For Sale
$5,295,000
Oct 24, 2022
Source: Greenwich MLS, Inc. #117081
Sold
$5,000,000

Market trends in Greenwich

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.44M
$338KMoM
Sale-to-List Price
103.8%
1.1%MoM
Price per sq ft
$825
$24MoM
Available listings
182
8MoM

Around this home

Neighborhood Overview

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

What Locals Say about Riverside

At least 48 Trulia users voted on each feature.

  • 92 % Say parking is easy

  • 91 % Say it's dog friendly

  • 90 % Say yards are well-kept

  • 90 % Say people would walk alone at night

  • 89 % Say kids play outside

  • 87 % Say car is needed

  • 87 % Say there's holiday spirit

  • 86 % Say they plan to stay for at least 5 years

  • 82 % Say it's quiet

  • 75 % Say neighbors are friendly

  • 74 % Say there's wildlife

  • 71 % Say there are sidewalks

  • 58 % Say it's walkable to restaurants

  • 55 % Say it's walkable to grocery stores

  • 53 % Say there are community events

  • 52 % Say streets are well-lit

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

LGBTQ Local Legal Protections

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.

Frequently asked questions about 2 Winthrop Dr

  • What is 2 Winthrop Dr estimated to be worth?
    Trulia's estimated value for 2 Winthrop Dr in Riverside, CT is $5,915,300.
  • What is the price history for 2 Winthrop Dr?
    2 Winthrop Dr in Riverside, CT last sold for $5,400,000 in August 2024.
  • Is Riverside a buyer's or seller's market?
    Riverside is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Riverside?
    The median sale price in Riverside is $2.44M. That is up $338K from the prior month.
  • Does 2 Winthrop Dr have air conditioning?
    Yes, 2 Winthrop Dr in Riverside, CT has air conditioning.
  • Does 2 Winthrop Dr have a yard?
    Yes, 2 Winthrop Dr in Riverside, CT has a yard.

Explore by feature - Pet Friendly

40 pet-friendly rentals in Riverside, CT

Explore by feature - Garage

59 rentals with a garage in Riverside, CT

Explore by feature - Air Conditioning

128 rentals with air conditioning in Riverside, CT

Explore by feature - Pool

14 rentals with a pool in Riverside, CT

Explore by feature - Washer/dryer

112 rentals with a washer/dryer in Riverside, CT

Explore by feature - Outdoor Space

21 rentals with an outdoor space in Riverside, CT

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 2 Winthrop Dr

Skip to last item
Skip to first item

Homes for sale near 2 Winthrop Dr

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item