86 Winthrop Dr, Riverside, CT 06878
OFF MARKET

$6,034,700

Trulia Estimate
  • 4 Beds
  • 5.5 Baths
  • 5,914 sqft (on 0.50 acres)

86 Winthrop Dr, Riverside, CT 06878

Riverside
Est. Refi. Payment $40,953/mo*
Refinance Your Home
Currently Off Market - Sold Jul 30, 2025 for $5,600,000

Home Value

Trulia Estimate
$6.04M
Since last month
Increased$68K (+1.1%)
Since last year
Increased$408K (+7.3%)
Since last sale
Increased$429K (+7.7%)
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 +60% in the last 10 years
MonthEstimated value
2026
September 2026$6.03M
August 2026$6.03M
July 2026$5.96M
June 2026$5.94M
May 2026$5.88M
April 2026$5.78M
March 2026$5.76M
February 2026$5.77M
January 2026$5.67M
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
63 Wesskum Wood Rd, Riverside, CT
0.16
Single-Family Home
$5,148,000
02/24/26
5
5.5
4,730
15 Pell Pl, Riverside, CT
0.11
Single-Family Home
$4,425,000
05/01/26
4
4
4,852
7 Hearthstone Dr, Riverside, CT
0.21
Single-Family Home
$6,302,500
07/14/26
5
5.5
6,301
47 Owenoke Way, Riverside, CT
0.15
Single-Family Home
$4,800,000
06/01/26
5
3.5
4,524
10 Verona Dr, Riverside, CT
0.05
Single-Family Home
$4,000,000
04/23/26
4
3.5
3,037
11 Hearthstone Dr, Riverside, CT
0.22
Single-Family Home
$5,995,000
08/21/26
5
7.5
6,245
18 Owenoke Way, Riverside, CT
0.24
Single-Family Home
$4,800,011
07/29/26
5
4.5
4,130
41 Winthrop Dr, Riverside, CT
0.15
Single-Family Home
$3,450,000
12/01/25
4
4.5
3,352
1 Bramble Ln, Riverside, CT
0.39
Single-Family Home
$5,900,000
07/06/26
5
6
7,039

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
0.05
$3,316,800
4
3
2,399
Off Market
134 Lockwood Rd, Riverside, CT 06878
0.03
$3,392,500
4
3.5
2,879
Off Market
2 Winthrop Dr, Riverside, CT 06878
0.08
$5,936,700
6
5.5
5,042
Off Market
10 Verona Dr, Riverside, CT 06878
0.05
$4,000,000
4
3.5
3,037
Recently Sold
123 Lockwood Rd, Riverside, CT 06878
0.12
$3,121,800
4
3.5
2,838
Off Market
56 Winthrop Dr, Riverside, CT 06878
0.13
$9,718,000
6
7.5
8,370
Recently Sold
141 Lockwood Rd, Riverside, CT 06878
0.10
$2,918,200
3
1.5
1,864
Off Market
120 Lockwood Rd, Riverside, CT 06878
0.14
$6,762,100
6
8
7,400
Off Market
41 Winthrop Dr, Riverside, CT 06878
0.15
$3,450,000
4
4.5
3,352
Recently Sold
16 Verona Dr, Riverside, CT 06878
0.11
$2,830,100
3
2
2,257
Off Market
143 Lockwood Rd, Riverside, CT 06878
0.11
$2,425,000
4
2.5
2,718
Recently Sold

Local Information

  • Map ViewExplore the area around 86 Winthrop Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2011
0.5 acre lot
5,914 sqft
$1,020/sqft
Garage

About this House

Highly favored neighborhood street in Riverside! Re-imagined in 2024/25 with many improvements This oversized .5 acre property is move in ready for the next lucky owner. Originally designed by Rudy Ridberg. A new office area has been added along with a third en-suite fanily / guest room on the second floor and extensive cosmetic upgrades have been made throughout. Beautifully refinished floors, updated lighting and paint colors show wonderfully well - other upgrades listed separately for both interior and exterior. First floor features a generous primary suite, large central living room, dining room / butler's pantry and bright well equipped kitchen. large 3 car garage connecting to mudroom. Elevator to all 3 floors and 2 staircases. Second floor features oversized office area and 3 family guest rooms (all ensuite) and a staircases. Second floor features oversized office area and 3 family guest rooms (all ensuite) and a second laundry area. Easy options to convert to upstairs primary if needed. Well equipped lower level with exterior access that includes open plan gym / fam room area, large laundry room and wine cellar. Heated exercise pool. Copious amounts of storage. Improved rear yard with lovely entertaining area and heated exercise pool. Sidewalks down to Binney Park, Old Greenwich village, shops, restaurants and train.
86 Winthrop Dr, Riverside, CT 06878 is a 4 bedroom, 6 bathroom, 5,914 sqft single-family home in Riverside, built in 2011. It last sold for $5,600,000 on Jul 30, 2025 (5% above the $5,350,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $6,034,700.
Last check for updates: about 9 hours ago
Listed by Rob Johnson, (203) 979-2360
Brown Harris Stevens CT, LLC
Bought with: Leslie McElwreath, (917) 539-3654, Sotheby's International Realty
Source: Greenwich MLS, Inc., MLS#122886

Home Details for 86 Winthrop Dr

Interior Features

Interior Details
Basement: Partially Finished
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 6Number of Bathrooms (full): 5Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 5914 Square Feet
Appliances & Utilities
Laundry: Laundry Room
Heating & Cooling
Heating: Natural Gas,RadiantHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Natural Gas
Fireplace & Spa
Number of Fireplaces: 2Has a Fireplace
Windows, Doors, Floors & Walls
Window: Double Pane Windows
Levels, Entrance, & Accessibility
Elevator
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: WoodPatio / Porch: Terrace, DeckExterior: BalconyHas a Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3Has a GarageParking Spaces: 3Parking: Garage Door Opener
Pool
Pool

Property Information

Year Built
Year Built: 2011
Property Type / Style
Property Type: ResidentialProperty Subtype: Residential, Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Shingle Siding
Property Information
Included in Sale: Washer/Dryer, All Kitchen ApplncsParcel Number: 052231/S

Price & Status

Price
List Price: $5,350,000
Status Change & Dates
Off Market Date: Thu Jun 05 2025

Active Status

MLS Status: Closed

Location

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

Building

Building Area
Building Area: 5914 Square Feet

Lot Information

Lot Area: 0.50 acres

Mobile R/V

Mobile Home Park
Mobile Home Units: Feet

Miscellaneous

BasementMls Number: 122886

Price and Tax history

DateEventPrice
Jul 30, 2025
Source: Greenwich MLS, Inc. #122886
Sold
$5,600,000
Jun 5, 2025
Source: Greenwich MLS, Inc. #122886
Pending
$5,350,000
May 28, 2025
Source: Greenwich MLS, Inc. #122886
Listed For Sale
$5,350,000
May 29, 2024
Source: Greenwich MLS, Inc. #120040
Sold
$4,500,000
Mar 28, 2024
Source: Greenwich MLS, Inc. #120040
Pending
$4,650,000

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

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 86 Winthrop Dr

  • What is 86 Winthrop Dr estimated to be worth?
    Trulia's estimated value for 86 Winthrop Dr in Riverside, CT is $6,034,700.
  • What is the price history for 86 Winthrop Dr?
    86 Winthrop Dr in Riverside, CT last sold for $5,600,000 in July 2025.
  • 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 86 Winthrop Dr have air conditioning?
    Yes, 86 Winthrop Dr in Riverside, CT has air conditioning.
  • Does 86 Winthrop Dr have a pool?
    Yes, 86 Winthrop Dr in Riverside, CT has a pool.

Explore by feature - Pet Friendly

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