44 Indian Head Rd, Riverside, CT 06878
Property image
Property image
OFF MARKET

$6,648,100

Trulia Estimate
  • 4 Beds
  • 5 Baths
  • 4,097 sqft (on 1.72 acres)

44 Indian Head Rd, Riverside, CT 06878

Riverside
Est. Refi. Payment $45,108/mo*
Refinance Your Home
Currently Off Market - Sold Nov 5, 2025 for $4,650,000

Home Value

Trulia Estimate
$6.65M
Since last month
Decreased$10K (-0.1%)
Since last year
Increased$2M (+38.7%)
Since last sale
Increased$2M (+37.6%)
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 +61% in the last 10 years
MonthEstimated value
2026
September 2026$6.4M
August 2026$6.5M
July 2026$6.41M
June 2026$6.29M
May 2026$6.11M
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
203 Riverside Ave, Riverside, CT
0.22
Single-Family Home
$5,000,000
12/03/25
6
4
5,021
60 Meadow Rd, Riverside, CT
0.31
Single-Family Home
$6,409,000
11/19/25
4
3
4,188
43 Jones Park Dr, Riverside, CT
0.11
Single-Family Home
$10,750,000
11/14/25
5
5
6,577
8 Willowmere Ave, Riverside, CT
0.39
Single-Family Home
$4,450,000
06/30/26
4
3.5
3,458
177 Indian Head Rd, Riverside, CT
0.53
Single-Family Home
$4,475,000
08/17/26
4
3.5
6,915
35 Welwyn Rd, Riverside, CT
0.24
Single-Family Home
$4,325,000
08/31/26
5
3.5
3,381
44 Willowmere Ave, Riverside, CT
0.41
Single-Family Home
$4,050,000
06/17/26
4
4
4,358
32 Welwyn Rd, Riverside, CT
0.23
Single-Family Home
$3,652,000
07/20/26
4
3.5
3,004
227 Riverside Ave, Greenwich, CT
0.31
Single-Family Home
$4,250,000
03/02/26
5
4
3,226

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
39 Indian Head Rd, Riverside, CT 06878
0.08
$5,734,000
5
5.5
4,593
Off Market
43 Jones Park Dr, Riverside, CT 06878
0.11
$11,505,900
5
5
6,577
Off Market
2 Willow Rd, Riverside, CT 06878
0.13
$6,283,800
4
6
4,693
Off Market
6 Oak Dr, Riverside, CT 06878
0.12
$3,800,000
4
3
3,120
Recently Sold
7 Jones Park Dr, Riverside, CT 06878
0.18
$5,700,000
6
6
6,673
Recently Sold
61 Indian Head Rd, Riverside, CT 06878
0.12
$6,921,300
4
5
5,401
Off Market
203 Riverside Ave, Riverside, CT 06878
0.22
$5,000,000
6
4
5,021
Recently Sold
7 Indian Head Rd, Riverside, CT 06878
0.22
$7,750,000
6
6
8,364
Recently Sold
175 Riverside Ave, Riverside, CT 06878
0.25
$2,695,100
5
3.5
3,258
Off Market
22 Oak Dr, Riverside, CT 06878
0.21
$5,899,300
5
7
5,815
Off Market
6 Gilliam Ln, Riverside, CT 06878
0.27
$7,500,000
4
5
6,485
Recently Sold

Local Information

  • Map ViewExplore the area around 44 Indian Head Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1963
1.72 acre lot
4,097 sqft
$1,623/sqft
Garage

About this House

Tucked away off Indian Head Road, this expanded center hall colonial offers an ideal blend of privacy and convenience. Set on 1.72 acres, the home provides a peaceful, secluded setting just minutes from schools and the train. Meticulously maintained and thoughtfully expanded, the home features well-proportioned formal rooms, 4 to 5 bedrooms, and 4 full and 2 half baths. The spacious kitchen is perfect for family gatherings, opening to a large flagstone patio ideal for entertaining. The first floor offers excellent flow with a formal living and dining room, a cozy family room, eat-in kitchen, library/den, mudroom, and both formal and informal powder rooms. A separate laundry room is conveniently located on the second floor. Additional highlights include a finished LL and walk up attic.
44 Indian Head Rd, Riverside, CT 06878 is a 4 bedroom, 6 bathroom, 4,097 sqft single-family home in Riverside, built in 1963. It last sold for $4,650,000 on Nov 5, 2025 (16% above the $3,995,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $6,648,100.
Last check for updates: about 19 hours ago
Listed by Ann Simpson, (203) 940-0779
BHHS New England Properties
Bought with: Michele Klosson, (203) 912-8338, Sotheby's International Realty
Source: Greenwich MLS, Inc., MLS#123800

Home Details for 44 Indian Head Rd

Interior Features

Interior Details
Basement: Finished
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 6Number of Bathrooms (full): 4Number of Bathrooms (half): 2
Dimensions and Layout
Living Area: 4097 Square Feet
Appliances & Utilities
Laundry: Laundry Room
Heating & Cooling
Heating: Natural Gas,CombinationHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Natural Gas
Fireplace & Spa
Number of Fireplaces: 3Spa: BathHas a FireplaceHas a Spa
Windows, Doors, Floors & Walls
Window: Bay Window(s)
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: TerraceNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageParking Spaces: 2Parking: Garage Door Opener

Property Information

Year Built
Year Built: 1963Year Renovated: 2005
Property Type / Style
Property Type: ResidentialProperty Subtype: Residential, Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Wood Siding
Property Information
Included in Sale: Washer/Dryer, All Kitchen Applncs, A/V EquipParcel Number: 052703/S

Price & Status

Price
List Price: $3,995,000
Status Change & Dates
Off Market Date: Mon Oct 20 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: 4097 Square Feet

Lot Information

Lot Area: 1.72 Acres

Mobile R/V

Mobile Home Park
Mobile Home Units: Feet

Miscellaneous

BasementMls Number: 123800

Price and Tax history

DateEventPrice
Nov 5, 2025
Source: Greenwich MLS, Inc. #123800
Sold
$4,650,000
Oct 24, 2025
Source: Greenwich MLS, Inc. #123800
Pending
$3,995,000
Oct 23, 2025
Source: Greenwich MLS, Inc. #123800
Contingent
$3,995,000
Oct 14, 2025
Source: Greenwich MLS, Inc. #123800
Listed For Sale
$3,995,000
Aug 25, 1998
Source: N/A
Sold
$1,650,000

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 44 Indian Head Rd

  • What is 44 Indian Head Rd estimated to be worth?
    Trulia's estimated value for 44 Indian Head Rd in Riverside, CT is $6,648,100.
  • What is the price history for 44 Indian Head Rd?
    44 Indian Head Rd in Riverside, CT last sold for $4,650,000 in November 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 44 Indian Head Rd have air conditioning?
    Yes, 44 Indian Head Rd in Riverside, CT has air conditioning.
  • Does 44 Indian Head Rd have laundry facilities?
    Yes, 44 Indian Head Rd in Riverside, CT has laundry facilities.

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