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

40 Winthrop Dr
Riverside, CT 06878

Riverside
  • 6 Beds
  • 7 Baths
  • 6,000 sqft (on 0.92 acres)

$6,497,100

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $41,771/mo*
Refinance Your Home

$6,497,100

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $41,771/mo*
Refinance Your Home
6 Beds
7 Baths
6,000 sqft
(on 0.92 acres)

Local Information

  • Map ViewExplore the area around 40 Winthrop Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Handsome Col On Level Near Acre, Prof Landscape For Privacy. 3Rd Floor Bonus Room W/Bath Offers Many Options. Beaut Condition Thruout. Full Basement Has High Ceilings. Easy Access To Schools, Train, Village Old Greenwich.
40 Winthrop Dr, Riverside, CT 06878 is a 6 bedroom, 8 bathroom, 6,000 sqft single-family home in Riverside, built in 1996. It last sold for $2,935,000 on Dec 18, 2013. It is currently off market. The Trulia Estimate is $6,497,100, with a rent estimate of $7,905/month.

Home Highlights

Parking
Garage
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 40 Winthrop Dr

Interior Features

Interior Details
BasementAtticNumber of Rooms: 11Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Master Bath, Mud Room, Office, Pantry
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: ShingleSprinkler System
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1996Year Updated: 2015
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Lot Information

Lot Area: 0.92 acres

Price History for 40 Winthrop Dr

DatePriceEventSource
12/18/2013$2,935,000Sold
Greenwich MLS, Inc. #86094
09/12/2013$3,195,000PriceChange
Agent Provided
08/29/2013$3,395,000Listed For SaleAgent Provided
03/07/1997$1,004,100Sold
N/A

Market trends in Greenwich

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.76M
$257KMoM
Sale-to-List Price
101.2%
1.0%MoM
Price per sq ft
$779
$4MoM
Available listings
183
8MoM
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Comparable Sales for 40 Winthrop Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
119 Hendrie Ave, Riverside, CT
0.18
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
5 Spring St, Riverside, CT
0.40
Single-Family Home
$4,950,000
07/28/25
6
6
6,469
1 Bramble Ln, Riverside, CT
0.20
Single-Family Home
$5,900,000
07/06/26
5
6
7,039
86 Winthrop Dr, Riverside, CT
0.20
Single-Family Home
$5,600,000
07/30/25
4
5.5
5,914
56 Winthrop Dr, Riverside, CT
0.11
Single-Family Home
$9,718,000
06/29/26
6
7.5
8,370
41 Winthrop Dr, Riverside, CT
0.05
Single-Family Home
$3,450,000
12/01/25
4
4.5
3,352
63 Wesskum Wood Rd, Riverside, CT
0.23
Single-Family Home
$5,148,000
02/24/26
5
5.5
4,730
16 Summit Rd, Riverside, CT
0.31
Single-Family Home
$3,200,000
05/08/26
5
4.5
4,187
6 Dorchester Ln, Riverside, CT
0.27
Single-Family Home
$5,750,000
01/15/26
6
6
7,600

Nearby homes

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Assigned Schools

These are the assigned schools for 40 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 there's holiday spirit

  • 87 % Say car is needed

  • 82 % Say it's quiet

  • 75 % 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 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

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Homes for sale near 40 Winthrop Dr

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Off Market Homes Near 40 Winthrop Dr

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