16 Highgate Rd, Riverside, CT 06878
OFF MARKET

16 Highgate Rd
Riverside, CT 06878

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

$19,094,900

Trulia Estimate
as of May 29, 2026
Est. Refi. Payment $122,219/mo*
Refinance Your Home

$19,094,900

Trulia Estimate
as of May 29, 2026
Est. Refi. Payment $122,219/mo*
Refinance Your Home
6 Beds
5 Baths
3,992 sqft
(on 1.94 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
No Info
Outdoor
Porch, Patio, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

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 History for 16 Highgate Rd

DatePriceEventSource
01/13/2009$10,000,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$119,307
Assessment$9,909,200
Home facts updated by county records

Comparable Sales for 16 Highgate Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
5 Cathlow Drive, Riverside, CT
0.31
Single-Family Home
$5,600,000
06/02/25
5
5.5
7,142
142 Cedar Cliff Rd, Riverside, CT
0.23
Single-Family Home
$10,250,000
09/12/25
6
7.5
9,258
88 Cedar Cliff Rd, Riverside, CT
0.18
Single-Family Home
$13,250,000
08/15/25
7
9.5
9,416
95 Indian Head Rd, Riverside, CT
0.51
Single-Family Home
$5,000,000
06/26/25
6
5.5
5,417
16 Marlow Ct, Riverside, CT
0.27
Single-Family Home
$6,200,000
06/30/25
3
3.5
3,560
43 Jones Park Dr, Riverside, CT
0.64
Single-Family Home
$10,750,000
11/14/25
5
5
6,577
20 Carriglea Dr, Riverside, CT
0.49
Single-Family Home
$9,350,000
06/23/25
5
8
6,527
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

Nearby homes

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Assigned Schools

These are the assigned schools for 16 Highgate Rd.
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 car is needed

  • 86 % Say there's holiday spirit

  • 82 % Say it's quiet

  • 74 % 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 streets are well-lit

  • 52 % Say there are community events

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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16 Highgate Rd, Riverside, CT 06878 is a 6 bedroom, 5 bathroom, 3,992 sqft single-family home built in 1956. 16 Highgate Rd is located in Riverside, Riverside. This property is not currently available for sale. 16 Highgate Rd was last sold on Jan 13, 2009 for $10,000,000. The current Trulia Estimate for 16 Highgate Rd is $19,094,900.