16 Highgate Rd, Riverside, CT 06878
Property image
Property image
OFF MARKET

$19,581,500

Trulia Estimate
  • 6 Beds
  • 5 Baths
  • 3,992 sqft (on 1.94 acres)

16 Highgate Rd, Riverside, CT 06878

Riverside
Est. Refi. Payment $127,286/mo*
Refinance Your Home
Currently Off Market - Sold Jan 13, 2009 for $10,000,000

Home Value

Trulia Estimate
$19.6M
Since last month
Increased$352K (+1.8%)
Since last year
Increased$2M (+13.7%)
Since last sale
Increased$10M (+96.7%)
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 +117% in the last 10 years
MonthEstimated value
2026
August 2026$19.67M
July 2026$19.32M
June 2026$19.32M
May 2026$18.91M
April 2026$18.27M
March 2026$18.32M
February 2026$17.91M
January 2026$17.66M
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
142 Cedar Cliff Rd, Riverside, CT
0.23
Single-Family Home
$10,250,000
09/12/25
6
7.5
9,258
177 Indian Head Rd, Riverside, CT
0.18
Single-Family Home
$4,475,000
08/17/26
4
3.5
6,915
43 Jones Park Dr, Riverside, CT
0.64
Single-Family Home
$10,750,000
11/14/25
5
5
6,577
52 Carriglea Drive, Riverside, CT
0.52
Single-Family Home
$12,900,000
12/29/25
6
7
9,418
44 Indian Head Rd, Riverside, CT
0.69
Single-Family Home
$4,650,000
11/05/25
4
5
4,097
60 Meadow Rd, Riverside, CT
0.85
Single-Family Home
$6,409,000
11/19/25
4
3
4,188
203 Riverside Ave, Riverside, CT
0.91
Single-Family Home
$5,000,000
12/03/25
6
4
5,021
553 Indian Field Rd, Greenwich, CT
0.95
Single-Family Home
$19,900,000
06/11/26
4
5.5
5,385
26 Glen Avon Dr, Riverside, CT
0.99
Single-Family Home
$6,250,000
06/15/26
6
5.5
5,389
25 West Way, Old Greenwich, CT
0.91
Single-Family Home
$14,250,000
04/01/26
6
6
5,400

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
10 Highgate Rd, Riverside, CT 06878
0.09
$3,570,200
4
2.5
3,138
Off Market
7 Cherry Tree Ln, Riverside, CT 06878
0.11
-
5
4
3,764
Off Market
1 Seagate Rd, Riverside, CT 06878
0.15
$5,958,600
4
5.5
4,159
Off Market
177 Indian Head Rd, Riverside, CT 06878
0.18
$4,475,000
4
3.5
6,915
Recently Sold
88 Cedar Cliff Rd, Riverside, CT 06878
0.18
-
7
9.5
9,416
Off Market
8 Indian Point Ln, Riverside, CT 06878
0.20
$5,600,000
5
3.5
4,324
For Sale
108 Cedar Cliff Rd, Riverside, CT 06878
0.21
$100,000,000
8
11.5
13,163
For Sale
44 Cedar Cliff Rd, Riverside, CT 06878
0.22
$6,912,600
5
4
4,705
Off Market
16 Indian Point Ln, Riverside, CT 06878
0.23
$13,500,000
4
6
7,142
For Sale
142 Cedar Cliff Rd, Riverside, CT 06878
0.23
-
6
7.5
9,258
Off Market
16 Marlow Ct, Riverside, CT 06878
0.27
-
3
3.5
3,560
Off Market
18 Pilot Rock Ln, Riverside, CT 06878
0.25
$16,539,800
5
6.5
7,400
Off Market

Local Information

  • Map ViewExplore the area around 16 Highgate Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1956
Lot Size
1.94 acres
Living Area
3,992 sqft
Price/Sqft
$4,905

About this House

Superbly sited in the Harbor Point Association, a charming peninsula of more than 500’ of shoreline embraces this rare, 1.94-acre waterfront property in Riverside. Due to the exceptional topography, a gently rolling lawn sweeps to water’s edge, allowing this Contemporary Colonial to capture every moment of the breathtaking nautical scenery. The tranquil cadence will include an occasional heron, egret or hawk sighting and views of the sailboats pulling anchor in Greenwich Cove. Watch the sunrise from your terrace and balcony. Be inspired to write, paint or sculpt in the two-story artist’s studio that complements the primary living space.

Imagine being able to fulfill your dream to build under current zoning for an exciting new 11,000+ square foot custom waterfront estate or live comfortably in this light-filled residence, recently updated with a “cook’s” kitchen, built-in bookshelves, five tiled baths and new systems. There are two family rooms and two master suites among six bedrooms on both first and second floors. Three fireplaces complete the picture.

Walk or jog to Elias Point, a sandy beach and integral part of the gated Harbor Point Association. A spectacularly landscaped enclave, historic Harbor Point is situated on the sweeping grounds of the former forty-nine-acre Frederick T. Bonham estate, “Walhall”, a legendary Long Island Sound private property with some of Southern Connecticut’s best water views. The Association’s other amenities include a boat dock, boat mooring, picnicking and fishing privileges. On a clear day, from its quiet shores, you will see the skyline of New York City

Neighborhood Description

A Private Association in the waterfront community on Riverside in Greenwich, CT. association includes deepwater dock and wonderful sandy beach.
16 Highgate Rd, Riverside, CT 06878 is a 6 bedroom, 5 bathroom, 3,992 sqft single-family home in Riverside, built in 1956. It last sold for $10,000,000 on Jan 13, 2009. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $19,581,500, with a rent estimate of $90,073/month.

Home Details for 16 Highgate Rd

Interior Features

Heating & Cooling
Heating: Radiant, GasAir ConditioningCooling System: CentralHeating Fuel: Radiant
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile
Interior Details
AtticNumber of Rooms: 12Types of Rooms: Dining Room, Family Room, Laundry Room, Library, Master Bath, Mud Room, Office
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or Spa

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: WoodGardenLawnPatioPorch
Pool
Pool
Parking & Garage
Parking Spaces: 2Parking: Carport

Property Information

Year Built
Year Built: 1956Year Updated: 1975
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 1.94 acres

Price and Tax history

DateEventPrice
Jan 13, 2009
Source: N/A
Sold
$10,000,000

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

Frequently asked questions about 16 Highgate Rd

  • What is 16 Highgate Rd estimated to be worth?
    Trulia's estimated value for 16 Highgate Rd in Riverside, CT is $19,581,500.
  • What is the price history for 16 Highgate Rd?
    16 Highgate Rd in Riverside, CT last sold for $10,000,000 in January 2009.
  • 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 16 Highgate Rd have air conditioning?
    Yes, 16 Highgate Rd in Riverside, CT has air conditioning.
  • Does 16 Highgate Rd have a pool?
    Yes, 16 Highgate Rd in Riverside, CT has a pool.

Explore by feature - Pet Friendly

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