Sold
Last Sold Price
5 beds10,640 sqft

8 Chieftans Rd, Greenwich, CT 06831

Single FamilyProperty Type
1.19 acresLot Size
1996Year Built
$411/sq ftPrice per sq ft
$2,500/yrHOA Fees
3 carsParking Spaces

Description

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...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.
  • Listed by: Janet Milligan 203.869.4343 janet.milligan@sothebys.realty • Sotheby's International Realty
Listing closed: 06/11/2026 12:00 AM • Source: GMLS, MLS#: 122626
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Location

Listing Courtesy of Sotheby's International Realty, Janet Milligan

Sold By Landith Realty Ltd, Karyn Nordstrom

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Payment Calculator

$25,955 per month

30 year fixed, 7.03% Interest

Principal and Interest

$23,329

Property Taxes

$2,417

HOA Dues

$208

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Property Information for 8 Chieftans Road

Property Details

  • Taxes: $29,002 / year
  • MLS Type: Residential / Single Family
  • Section: North Parkway
  • Association: Chieftans
  • Design: English Manor
  • Pool: Yes
  • Basement Type: Finished
  • Garage #: 3.00
  • Association: Yes

Building Information

  • Year Built: 1996
  • Lot Size: 1.19 AC / 51,836 SF

Summary

Location and General Information
  • Area: 3 - Greenwich
  • Elementary School: Parkway
  • Middle School: Western
  • Directions: NAVIGATION- do NOT USE #8 North on King St, rt on Sherwood Ave. left at Chieftans, see Grand Gates/Guard Hse. North on Riversville Rd, left on Sherwood Ave, rt at Chieftans 77 Sherwood AV
  • Common Amenities: Gated
  • City: Greenwich
  • MLS Area Major: 3 - Greenwich
  • Longitude: -73.686238
  • Latitude: 41.06
  • Postal Code: 06831
  • County: Fairfield
  • State Or Province: CT
HOA and Fees
  • Parcel Number: 10-3591
  • Association Chg/Yr: $2,500
  • Taxes: $29,002
Virtual Tour

Interior and Exterior Features

Interior Features
  • Bathrooms Total Integer: 10
  • Baths Full: 7
  • Baths Half: 3
  • Beds Total: 5
  • Cooling: Yes
  • Heating: Yes
  • Entry Hall Level/FP: 1st: 1
  • Entry Hall Level/FP: 2nd: 1
  • Living Room Level/FP: 1st: 1
  • Living Room Level/FP: FP: 1
  • Dining Room Level/FP: 1st: 1
  • Library/Den Level/FP: 1st: 1
  • Library/Den Level/FP: FP: 1
  • Family Room Level/FP: 1st: 1
  • Family Room Level/FP: LL: 1
  • Family Room Level/FP: FP: 2
  • Powder Room Level/FP: 1st: 2
  • Powder Room Level/FP: LL: 1
  • Kitchen Level/FP: 1st: 1
  • Primary Bdrm Level/FP: 2nd: 1
  • Primary Bdrm Level/FP: FP: 1
  • Primary Bath Level/FP: 2nd: 2
  • Dbl Bdrms Level/FP: 1st: 1
  • Dbl Bdrms Level/FP: 2nd: 2
  • Bath Level/FP: 1st: 1
  • Bath Level/FP: 2nd: 2
  • Bath Level/FP: LL: 2
  • Staff Level/FP: LL: 1
  • Laundry Level/FP: 2nd: 1
  • Laundry Level/FP: LL: 1
  • Other Room Level/FP: LL: 1
  • Other Room 2 Level/FP: LL: 1
  • Other Room 3 Level/FP: LL: 1
  • Attic: Walk Up: Yes
  • Dbl Bdrms Ceilings: Extra Height: Yes
  • Dining Room Ceilings: Extra Height: Yes
  • Dining Room Comments: Formal: Yes
  • Entry Hall Ceilings: Coffered: Yes
  • Entry Hall Ceilings: Extra Height: Yes
  • Entry Hall Comments: Grand Entrance: Yes
  • Family Room Ceilings: Extra Height: Yes
  • Family Room Comments: Bookshelves: Yes
  • Kitchen Ceilings: Cathedral: Yes
  • Kitchen Comments: Breakfast Room: Yes
  • Kitchen Comments: Pantry: Yes
  • Laundry Comments: Separate Room: Yes
  • LibraryDen Ceilings: Coffered: Yes
  • LibraryDen Comments: Built-Ins: Yes
  • LibraryDen Comments: Paneling: Yes
  • Living Room Ceilings: Extra Height: Yes
  • Living Room Comments: Bay Window: Yes
  • Other Room Comments: Home Theater: Yes
  • Other Room Comments 2: Exercise Room: Yes
  • Other Room Comments 3: Wine Cellar: Yes
  • Powder Room Ceilings: Extra Height: Yes
  • Staff Comments: Suite: Yes
  • Cooling System: Central AC: Yes
  • Heat System: Forced Air: Yes
  • Primary Bdrm Ceilings: Extra Height: Yes
  • Primary Bdrm Comments: Primary Bedroom Suite: Yes
  • Primary Bth Comments: Luxury Bath: Yes
  • Cooling System: Central Air
Exterior Features
  • Exterior: Stone: Yes
  • Exterior: Stucco: Yes
  • Court: No
  • Exterior: Stone, Stucco
  • Roof: Tile
  • Pool YN: Yes
  • Features: Gas Grill

Property

Lot Information
  • Location Property Info: SPOLP: $.74
  • Location Property Info: List PriceSqFt: $450.66
  • Location Property Info: Owner: Dean, Ana
  • Location Property Info: Zoning: RA-CC4-HO
  • Location Property Info: # FPs: 5.0
  • Lot Description: Adjcnt Conservation,Courtyard
  • Lot Size Acres: 1.19
  • Lot Size Area: 1.19
  • Lot Size Square Feet: 51836.4
  • Lot Size Units: Acres
  • Lot Description: Adjcnt Conservation: Yes
  • Lot Description: Courtyard: Yes
Property and Assessments
  • General Property Info: Acres -: 1.19
  • General Property Info: Year Renovations: 2016.0
  • General Property Info: Elementary School: Parkway
  • General Property Info: Middle School: Western
  • General Property Info: Pool Description: With Spa
  • General Property Info: Design Plan: Traditional
  • General Property Info: SqFt Source: Taxcard
  • Assessment: $2,408,630
  • Year Renovations: 2016
  • Zoning: RA-CC4-HO
  • Sanitation Source: Septic Tank
  • SqFt Source: Taxcard
  • Outbuildings: Shed(s)
  • Excluded: Call LB: Yes
  • Features: Gas Grill: Yes
  • Features: Gated Association: Yes
  • Features: Generator: Yes
  • Features: Sauna: Yes
  • Features: Security Guard: Yes
  • Features: Sprinkler System: Yes
  • Features: Terrace: Yes
  • Included: All Kitchen Applncs: Yes
  • Included: WasherDryer: Yes
Utilities
  • Heat Fuel: Gas: Yes
  • Heat Fuel: Propane: Yes
  • Hot Water: Gas: Yes
  • Heat System: Natural Gas, Forced Air, Propane
  • Water Source: Public

Multi Family

Building Details
  • Public Remarks: 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.
  • Parking Desc: Attached Garage

Public Records for 8 Chieftans Road

Taxable Value

Land

$635,880

Additions

$1,772,750
Total$2,408,630

Tax Record

2023

$27,434 ($2,286 / month)

Home Facts

Beds

4

Baths

7.5

Total Finished SqFt

10,640 SqFt

Above Grade Finished SqFt

10,640 SqFt

Unfinished Basement SqFt

857 SqFt

Stories

2

Lot Size

51,836 SqFt

Style

Single Family Residence

Year Built

1996

Zoning

R-CC4

County

FAIRFIELD

APN

GREE M:10 B:3591

Fireplace Type

Has Fireplace

Schools near 8 Chieftans Road

This home is within Greenwich School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9 to 12
Private - PK to 12
Rating
School
Distance
Parkway School
PublicK to 5

Western Middle School
Public6 to 8

Greenwich High School
Public9 to 12

Sacred Heart Greenwich
PrivatePK to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 8 Chieftans Road, Greenwich, CT 06831
$4,370,000
5
10,640
51,836
$4,100,150
4
8,663
57,063
$3,989,050
5
7,474
56,628
$2,550,000
3
4,810
69,696
$2,922,500
4
4,140
–
$3,837,500
4
7,705
60,548

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Sotheby's International Realty, Janet Milligan

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.