8 Chieftans Rd, Greenwich, CT 06831
Property image
Property image
SOLD
JUN 11, 2026

$4,438,900

Trulia Estimate
  • 5 Beds
  • 8.5 Baths
  • 10,640 sqft (on 1.19 acres)

8 Chieftans Rd, Greenwich, CT 06831

Est. Refi. Payment $29,241/mo*
Refinance Your Home
Currently Off Market - Sold Jun 11, 2026 for $4,370,000 (9% below list price)

Home Value

Trulia Estimate
$4.44M
Since last month
Increased$40K (+0.9%)
Since last year
Decreased$765K (-14.7%)
Since last sale
Increased$72K (+1.6%)
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 decreased by -16% in the last 10 years
MonthEstimated value
2026
August 2026$4.44M
August 2026$4.44M
July 2026$4.4M
June 2026$4.38M
May 2026$4.51M
April 2026$4.46M
March 2026$4.43M
February 2026$4.45M
January 2026$4.46M
2025

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
1 Element Ln, Greenwich, CT
0.16
Single-Family Home
$6,999,000
02/09/26
6
7.5
12,781
28 Thunder Mountain Rd, Greenwich, CT
0.76
Single-Family Home
$6,550,000
03/31/26
7
8.5
10,723
311 Riversville Rd, Greenwich, CT
0.70
Single-Family Home
$3,100,000
06/22/26
4
3.5
3,915
107 Stonehedge Drive North, Greenwich, CT
0.88
Single-Family Home
$2,000,000
03/13/26
4
3
3,814
1050 King St, Greenwich, CT
0.86
Single-Family Home
$1,920,000
11/03/25
4
4
3,264
301 Riversville Rd, Greenwich, CT
0.75
Single-Family Home
$1,900,000
09/16/25
4
4.5
3,308
2 Legendary Circle, Port Chester, NY
0.45
Single-Family Home
$1,550,000
07/14/26
4
2.5
3,148
7 Honeysuckle Lane, Port Chester, NY
0.79
Single-Family Home
$2,395,000
11/24/25
4
5.5
4,889

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
7 Chieftans Rd, Greenwich, CT 06831
0.07
$4,650,200
4
8
8,594
Off Market
10 Chieftans Rd, Greenwich, CT 06831
0.08
$4,322,800
5
7.5
7,474
Off Market
4 Chieftans Rd, Greenwich, CT 06831
0.16
$2,516,500
3
4.5
4,810
Off Market
1 Element Ln, Greenwich, CT 06831
0.16
$6,999,000
6
7.5
12,781
Recently Sold
27 Chieftans Rd, Greenwich, CT 06831
0.19
$3,343,200
4
6
6,020
Off Market
2 Chieftans Rd, Greenwich, CT 06831
0.22
$3,745,900
4
6
7,705
Off Market
14 Chieftans Rd, Greenwich, CT 06831
0.21
$2,792,700
4
5
5,356
Off Market
42 Sherwood Ave, Greenwich, CT 06831
0.24
$2,728,300
5
3.5
3,736
Off Market
1 Chieftans Rd, Greenwich, CT 06831
0.25
$3,295,500
4
6
6,481
Off Market
12 Chieftans Road, Greenwich, CT 06831
0.26
$2,196,500
4
4.5
4,140
Off Market
23 Chieftans Rd, Greenwich, CT 06831
0.25
$2,510,800
4
3.5
5,999
Off Market

Local Information

  • Map ViewExplore the area around 8 Chieftans Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1996
1.19 acre lot
10,640 sqft
$411/sqft
Garage
HOA $2,500/mo

About this House

GRAND, GRAND, GRAND with 10,000+ sq.ft. lifestyle. Greenwich's prestigious loc. CHIEFTANS offering 24/7 gatehouse sec.+concierge serv. Impressive wrought iron gates swing open, they reveal the allee of pear trees to paradise.This est's prop. was the orig. 1911 Borden Milk fortune. Bespoke without maintenance. One of the larger palatial gems sitting back against the Fairchild Gardens Nature Preserve. Sparkling pool w/a waterfall/spa, 2 tier terraces+a custom oasis for add. entertaining.
Impressive 2-story entrance ushers you to the perfect hm. Spac. formal rms, fab. prim. suite w/2 sep. bths, + large walk-in closets. LL has an English Pub bar, media rm, exercise rm, wine cellar + firepit! This hm has the very BEST privacy. Previously, owned by several celebrities. 28 luxury residences.
8 Chieftans Rd, Greenwich, CT 06831 is a 5 bedroom, 10 bathroom, 10,640 sqft single-family home built in 1996. It last sold for $4,370,000 on Jun 11, 2026 (9% below the $4,795,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $4,438,900.
Last check for updates: about 4 hours ago
Listed by Janet Milligan, (203) 253-1770
Sotheby's International Realty
Bought with: Karyn Nordstrom, (914) 413-5298, Landith Realty Ltd
Source: Greenwich MLS, Inc., MLS#122626

Home Details for 8 Chieftans Rd

Interior Features

Interior Details
Basement: Finished
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 10Number of Bathrooms (full): 7Number of Bathrooms (half): 3
Dimensions and Layout
Living Area: 10640 Square Feet
Appliances & Utilities
Laundry: Laundry Room
Heating & Cooling
Heating: Natural Gas,Forced Air,PropaneHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Natural Gas
Fireplace & Spa
Number of Fireplaces: 5Has a Fireplace
Windows, Doors, Floors & Walls
Window: Bay Window(s)
Security
Security: Security Guard

Exterior Features

Exterior Home Features
Roof: TilePatio / Porch: TerraceOther Structures: Shed(s)Exterior: Gas GrillHas a Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3Has a GarageParking Spaces: 3Parking: Garage
Pool
Pool
Water & Sewer
Sewer: Septic Tank

Property Information

Year Built
Year Built: 1996Year Renovated: 2016
Property Type / Style
Property Type: ResidentialProperty Subtype: Residential, Single Family ResidenceArchitecture: English Manor
Building
Construction Materials: Stone, Stucco
Property Information
Included in Sale: Washer/Dryer, All Kitchen ApplncsParcel Number: 103591

Price & Status

Price
List Price: $4,795,000Price Per Sqft: $411/sqft
Status Change & Dates
Off Market Date: Wed Dec 03 2025

Active Status

MLS Status: Closed

Media

Location

Direction & Address
City: Greenwich
School Information
Elementary School: ParkwayJr High / Middle School: Western

Building

Building Area
Building Area: 10640 Square Feet

HOA

HOA Name: ChieftansHas an HOAHOA Fee: $2,500/Monthly

Lot Information

Lot Area: 1.19 Acres

Mobile R/V

Mobile Home Park
Mobile Home Units: Feet

Miscellaneous

BasementMls Number: 122626

Additional Information

HOA Amenities: Gated

Price and Tax history

DateEventPrice
Jun 11, 2026
Source: Greenwich MLS, Inc. #122626
Sold
$4,370,000
Dec 4, 2025
Source: Greenwich MLS, Inc. #122626
Pending
$4,795,000
Nov 19, 2025
Source: Greenwich MLS, Inc. #122626
Contingent
$4,795,000
Oct 9, 2025
Source: Greenwich MLS, Inc. #122626
PriceChange
$4,795,000
Price decreased by 13%
May 12, 2025
Source: Greenwich MLS, Inc. #122626
PriceChange
$5,495,000
Price decreased by 7%

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

What Locals Say about Greenwich

At least 470 Trulia users voted on each feature.

  • 88 % Say it's dog friendly

  • 83 % Say car is needed

  • 77 % Say parking is easy

  • 76 % Say there's holiday spirit

  • 74 % Say people would walk alone at night

  • 73 % Say yards are well-kept

  • 69 % Say kids play outside

  • 67 % Say it's walkable to restaurants

  • 67 % Say they plan to stay for at least 5 years

  • 67 % Say it's quiet

  • 60 % Say there are sidewalks

  • 60 % Say there's wildlife

  • 58 % Say neighbors are friendly

  • 57 % Say streets are well-lit

  • 55 % Say it's walkable to grocery stores

  • 45 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Dog friendly"
    0
    Flag
  • Trulia User
    "Great long walking trails all Over the town, and dog parks! So it is just wonderfully dog friendly. "
    0
    Flag
  • Justine
    "Greenwich car show, dog day out, Bruce museum, proximity to Highway, public beach and pool for Greenwich residents"
    0
    Flag
  • Trulia User
    "School events, country club, cohen civic center, beach, walk-to-town, nice holiday environments, nice neighbors and neighborhoods!"
    0
    Flag
  • Dalvesbrito
    "Block party School Halloween party School movie party Fireworks on 4th of July Center civic events "
    0
    Flag
  • Kellysgreensllc
    "There are good schools,parks,library here. Conveniently located near mass transit.Not to forget our beaches. Local restaurants "
    0
    Flag
  • eiji.nishimuras
    "No good dog park to speak of. And generally park regulation and beach regulation is not very dog friendly "
    0
    Flag
  • 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
  • Jp
    "It’s the best blend of good suburban town systems and support, and easy access to the center of economic opportunity and culture. "
    0
    Flag
  • Stefanie Lacoff, Realtor
    "Many parks and trails to walk your dog. Dogs are allowed at the beach during winter months. Greenwich is a great place to live! "
    1
    Flag
  • Stefanie Lacoff, Realtor
    "Greenwich is diverse and inclusive. People are educated and parents are involved. We have great amenities and resources for our community. "
    0
    Flag
  • Stefanie Lacoff, Realtor
    "Greenwich is a fantastic town to live in and raise a family. It’s great for all ages from kids through seniors. "
    0
    Flag
  • Jmcdg22m5w
    "It’s a quiet and clean neighborhood, I like it a lot. The restaurants are beautiful, the people are friendly, it is an easily accessible place for pharmacies or clothing and accessories stores."
    0
    Flag
  • Trulia User
    "I’ve lived here 25 years and love it. Looking to stay in the area only need a bigger house with no steps."
    1
    Flag
  • Trulia User
    "Great neighborhood! Love it here just looking for something more private single family home on a dead end or curl de sac."
    2
    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
  • Sandra
    "Halloween decoration is the best! Neighbors are very nice and safety, kids walk and play safety school is very good"
    0
    Flag
  • Barbara J.
    "Great public and private schools and safe neighborhoods. People are friendly and it’s a great place to raise kids. "
    5
    Flag
  • Charles M.
    "Pretty perfect. Train, buses, the parkway and 95. What’s left? Car pooling! and we have that as well."
    0
    Flag
  • Janette S. A.
    "Family oriented neighborhood with nice parks and sidewalk restaurants. Feel safe going for a walk and at the park. "
    0
    Flag
  • Diane L.
    "The police involvement with their community, the amazing schools and circular activities, the friendly neighborhood, so many other Positive things to say not enough time!"
    4
    Flag
  • Hercoles_silveir4
    "Grande offers better security public transport schools hospital than any other city that my family and I have ever lived in I think a good place to live would recommend to anyone that I like a safe and educated home"
    1
    Flag
  • Daniel C.
    "I need a car most of the time. There’s 2 buses line that serves the town, one takes you to the metro north station "
    0
    Flag
  • Trevor M.
    "Love living here!! It is beautiful,safe and fun. Tods point is amazing. Great schools and plenty of things to do!"
    0
    Flag
  • Leila
    "The is very. Nice friendly I like to live in Grreewich because is Quite and gentle I can walk to my dog in the nighttime no danger"
    5
    Flag
  • Lynn M.
    "Busy street traffic, leash mandatory , people drive by fast! Dogs being walked are friendly. People pick up their dog waste. It’s a plus!"
    1
    Flag
  • Allforsummer
    "I grew up in Glenville. It’s a very family oriented neighborhood. Local businesses are owned by neighbors. Kids can ride their bikes freely or take walks to Glenville Pizza. Great place to live! "
    0
    Flag
  • Katetaylor83
    "Yes - there are a number of places close by to walk your dogs. It’s not ideal, as there aren’t a lot of off leash options and the dog run is tiny and unusable. "
    3
    Flag
  • Ksziman
    "Strong sense of community and neighborly support and camaraderie. Folks generally look out for one another "
    3
    Flag
  • Stephanie
    "Yes there are lots of dogs. With lots of parks to walk dogs. Anyone who has a dog would be comfort in. "
    0
    Flag
  • Lynn M.
    "My area is not particularly family friendly. I live in the main avenue. Better suited to working person/s."
    2
    Flag
  • Lesliegodner
    "I’ve lived here for a year. It’s a great neighborhood. We have amazing restaurants and stores. Great for families and singles alike. "
    0
    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
  • Mdandola
    "Lots of families in the area and great schools. The town has tons of wonderful programs, and there are great additional programs through YMCA and other organizations in town. The town party is awesome, as well."
    4
    Flag
  • Sarah G.
    "I reverse commute to North Haven—50 mikes away. I have zero traffic and can get to 95 quickly, so that’s a plus. "
    0
    Flag
  • Andrea T.
    "Is very safe has great schools clean streets is near most shops people respect each other I would love rents to be not as expensive forces people to move out "
    0
    Flag
  • Gissella E.
    "Safe area to live. Great school with a exceptional , espectacular kids activities and kids friendly and pleasure to live here and grow up your family. Good , good ,good "
    0
    Flag
  • Debtifrob
    "This community is as close as you can get to a home town like Father Knows Best or Andy Griffin. With. the exception of the high cost, it's a very warm, exclusive neighborhood with mansions & working class ppl. lots of celebrities move here bc if safety & school system. I was born here & living here 65yrs now. Downfall is the high housing, upside lots if culture & a few beaches, public pool & island a ferry brings you to."
    4
    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 8 Chieftans Rd

  • What is 8 Chieftans Rd estimated to be worth?
    Trulia's estimated value for 8 Chieftans Rd in Greenwich, CT is $4,438,900.
  • What is the price history for 8 Chieftans Rd?
    8 Chieftans Rd in Greenwich, CT last sold for $4,370,000 in June 2026.
  • Is Greenwich a buyer's or seller's market?
    Greenwich is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Greenwich?
    The median sale price in Greenwich is $2.44M. That is up $338K from the prior month.
  • Does 8 Chieftans Rd have air conditioning?
    Yes, 8 Chieftans Rd in Greenwich, CT has air conditioning.
  • Does 8 Chieftans Rd have a pool?
    Yes, 8 Chieftans Rd in Greenwich, CT has a pool.

Explore by feature - Pet Friendly

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