58 Winthrop Dr, Riverside, CT 06878
Property image
Property image
OFF MARKET

$5,849,800

Trulia Estimate
  • 4 Beds
  • 3.5 Baths
  • 2,622 sqft (on 0.46 acres)

58 Winthrop Dr, Riverside, CT 06878

Riverside
Est. Refi. Payment $39,072/mo*
Refinance Your Home
Currently Off Market - Sold Apr 4, 2019 for $1,910,822

Home Value

Trulia Estimate
$5.85M
Since last month
Decreased$123K (-2%)
Since last year
Increased$628K (+11.8%)
Since last sale
Increased$4M (+210.7%)
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 +203% in the last 10 years
MonthEstimated value
2026
September 2026$5.94M
August 2026$6.06M
July 2026$5.9M
June 2026$5.98M
May 2026$5.77M
April 2026$5.67M
March 2026$5.74M
February 2026$5.56M
January 2026$5.52M
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
58 Arch St, Riverside, CT
0.13
Single-Family Home
$2,450,000
09/10/26
4
4
2,941
58 Arch Street, Greenwich, CT
0.14
Single-Family Home
$2,450,000
09/10/26
4
4
2,941
32 Winthrop Dr, Riverside, CT
0.14
Single-Family Home
$3,551,999
07/01/26
4
2.5
2,627
7 Chasmar Rd, Old Greenwich, CT
0.37
Single-Family Home
$2,050,000
08/07/26
4
3
2,623
143 Lockwood Rd, Riverside, CT
0.22
Single-Family Home
$2,425,000
12/12/25
4
2.5
2,718
35 Owenoke Way, Riverside, CT
0.04
Single-Family Home
$4,375,000
09/21/26
5
4
3,648
10 Verona Dr, Riverside, CT
0.14
Single-Family Home
$4,000,000
04/23/26
4
3.5
3,037
41 Winthrop Dr, Riverside, CT
0.11
Single-Family Home
$3,450,000
12/01/25
4
4.5
3,352
25 Summit Rd, Riverside, CT
0.28
Single-Family Home
$2,510,000
03/09/26
4
3
2,489
47 Owenoke Way, Riverside, CT
0.04
Single-Family Home
$4,800,000
06/01/26
5
3.5
4,524

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
35 Owenoke Way, Riverside, CT 06878
0.04
$4,375,000
5
4
3,648
Recently Sold
56 Winthrop Dr, Riverside, CT 06878
0.02
$9,718,000
6
7.5
8,370
Recently Sold
47 Owenoke Way, Riverside, CT 06878
0.04
$4,800,000
5
3.5
4,524
Recently Sold
45 Wesskum Wood Rd, Riverside, CT 06878
0.07
$4,568,300
4
4.5
3,539
Off Market
44 Winthrop Drive, Greenwich, CT 06878
0.08
$7,028,400
5
6
7,359
Off Market
41 Winthrop Dr, Riverside, CT 06878
0.11
$3,450,000
4
4.5
3,352
Recently Sold
18 Owenoke Way, Riverside, CT 06878
0.14
$4,800,011
5
4.5
4,130
Recently Sold
63 Wesskum Wood Rd, Riverside, CT 06878
0.10
$5,148,000
5
5.5
4,730
Recently Sold
58 Arch St, Riverside, CT 06878
0.13
$2,450,000
4
4
2,941
Recently Sold
58 Arch Street, Greenwich, CT 06830
0.14
$2,450,000
4
4
2,941
Recently Sold
96 Winthrop Dr, Riverside, CT 06878
0.11
$3,310,000
4
3
2,399
Off Market
32 Winthrop Dr, Riverside, CT 06878
0.14
$3,551,999
4
2.5
2,627
Recently Sold

Local Information

  • Map ViewExplore the area around 58 Winthrop Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1949
0.46 acre lot
2,622 sqft
$2,231/sqft
Garage

About this House

Superb value. Located in a coveted neighborhood in Riverside near train and schools. Oversized lot which allows the new Owner to expand or build new. House is offered in ''as is'' condition.
58 Winthrop Dr, Riverside, CT 06878 is a 4 bedroom, 4 bathroom, 2,622 sqft single-family home in Riverside, built in 1949. It last sold for $1,910,822 on Apr 4, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $5,849,800.

Home Details for 58 Winthrop Dr

Interior Features

Interior Details
BasementAtticNumber of Rooms: 15
Heating & Cooling
Heating: Forced AirAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
FireplaceHot Tub or Spa

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: Wood
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1949Year Updated: 1965
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.46 acres

Price and Tax history

DateEventPrice
Apr 4, 2019
Source: Greenwich MLS, Inc. #105286
Sold
$1,910,822
Jan 22, 2019
Source: Agent Provided
Listed For Sale
$1,649,000

Market trends in Greenwich

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.58M
$150KMoM
Sale-to-List Price
104.8%
1.0%MoM
Price per sq ft
$825
$1MoM
Available listings
152
30MoM

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

Frequently asked questions about 58 Winthrop Dr

  • What is 58 Winthrop Dr estimated to be worth?
    Trulia's estimated value for 58 Winthrop Dr in Riverside, CT is $5,849,800.
  • What is the price history for 58 Winthrop Dr?
    58 Winthrop Dr in Riverside, CT last sold for $1,910,822 in April 2019.
  • 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 $2.58M. That is up $150K from the prior month.
  • Does 58 Winthrop Dr have a pool?
    Yes, 58 Winthrop Dr in Riverside, CT has a pool.
  • How big is the lot at 58 Winthrop Dr?
    The lot at 58 Winthrop Dr in Riverside, CT is about 0.46 acres (20,038 sq ft).

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