Sold
Last Sold Price
4 beds2,553 sqft$303/sqft
99 Chestnut Hill Rd, Stamford, CT 06903
Single FamilyProperty Type
1.9 acresLot Size
1951Year Built
$303/sq ftPrice per sq ft
2 carsParking Spaces

Description

Pass between 2 stone walls and you'll discover one of the prettiest homes in Stamford. A converted antique carriage house w/ midcentury design and modern updates is perfectly set on 1.9 level acres w/ southern exposure allowing natural light all day long. Come see the specimen plantings including established specimen trees, 15+ varieties of roses, perennials and young fruit trees on a lush grassy yard surrounding a totally renovated and heated gunite pool and well appointed pool house (not included...Pass between 2 stone walls and you'll discover one of the prettiest homes in Stamford. A converted antique carriage house w/ midcentury design and modern updates is perfectly set on 1.9 level acres w/ southern exposure allowing natural light all day long. Come see the specimen plantings including established specimen trees, 15+ varieties of roses, perennials and young fruit trees on a lush grassy yard surrounding a totally renovated and heated gunite pool and well appointed pool house (not included in sq ft). Inside you will find a versatile Main Level floor plan w/ spacious living room/fireplace, large bay window and stately built-ins, dining room & stylish chef's kitchen w/ quartz counter tops, herringbone back splash, skylight & top-of-the-line appliances. There are 2 main level bedrooms: the Master Bedroom is an oasis of charm & comfort w/ large bay windows, WI closet, New gorgeous bathroom w/ quartz counters, double sink & oversized shower; the 2nd bedroom w/ vaulted ceiling & partial bath could double as an office/library/den. The sunlit family room w/ generous windows allowing access to the Pool & backyard completes the main level. The upper level w/ all new wall/wall carpeting has 2 oversized bedroom w/ built-ins, full bathroom w/ tub & shower, generous closets including a hallway walk-in closet & attic for storage. Don't miss this opportunity to create and treasure lifelong memories in this wonderful home. SEE drone video(movie reel Icon) & matteport.
  • Listed by: Michael Feldman 203.940.6370 mikefeldmanc21@gmail.com • William Raveis Real Estate
Listing closed: 07/14/2020 12:00 AM • Source: SMARTMLS, MLS#: 170298935

Recent comparable sales

Median sold price

$910,000

Avg days on market

33

Sale-to-list ratio

100.4%

Stamford, CT

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Location

Listing Courtesy of William Raveis Real Estate, Michael Feldman

Sold By Keller Williams Prestige Prop., Joshua Caldwell; Keller Williams Prestige Prop., Todd Auslander

Add your commute

Payment Calculator

$4,916 per month

30 year fixed, 6.55% Interest

Principal and Interest

$3,929

Property Taxes

$987

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 99 Chestnut Hill Road

Property Details
  • Taxes: $11,848 / year
  • MLS Type: Residential
  • Basement Description: Crawl Space
  • Direct Waterfront: No
  • Garages Number: 2
  • Neighborhood: North Stamford
  • Style: Colonial, Antique
  • Garage Parking Info: Detached Garage
  • Swimming Pool: Yes
Building Information
  • Year Built: 1951
  • Lot Size: 1.90 AC / 82,764 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Long Ridge Road / Chestnut Hill Road / to 99 Chestnut Hill Road (Stone Pillars)
  • Elementary School: Northeast
  • Flood Zone: No
  • High School: Westhill
  • Latitude: 41.131306
  • Longitude: -73.56287
  • Middle Jr High School: Turn of River
  • Neighborhood Amenities: Park, Public Transportation
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Special Association Assessment: No
  • Tax Year: July 2019-June 2020
  • Property Tax: $11,848
Interior and Exterior Features
Exterior Features
  • Exterior Features: Cabana, Fruit Trees, Lighting, Patio, Stone Wall, Terrace
  • Pool Description: Pool House, In Ground Pool, Heated, Safety Fence, Gunite
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Cook Top, Wall Oven, Refrigerator, Dishwasher, Washer, Dryer
  • Attic Description: Pull-Down Stairs, Storage Space
  • Cooling System: Ceiling Fans, Central Air
  • Heat Type: Baseboard, Radiator
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Interior Features: Cable - Pre-wired
  • Laundry Room Info: Main Level
  • Laundry Room Location: main level
  • Rooms Additional: Foyer
  • Room Count: 12
  • Rooms Total: 8
Room 1
  • Room Entry Order: 1
  • Room Features: Laundry Hookup,Quartz Counters,Skylight,Tile Floor
  • Room Level: Main
  • Room Type: Kitchen
Room 2
  • Room Entry Order: 10
  • Room Features: Built-Ins,Walk-In Closet,Wall/Wall Carpet
  • Room Level: Upper
  • Room Type: Bedroom
Room 3
  • Room Entry Order: 11
  • Room Features: Full Bath,Tile Floor,Tub w/Shower
  • Room Level: Upper
  • Room Type: Full Bath
Room 4
  • Room Entry Order: 12
  • Room Features: Cathedral Ceiling,Ceiling Fan,Tile Floor
  • Room Level: Main
  • Room Type: Other
Room 5
  • Room Entry Order: 2
  • Room Features: Tile Floor
  • Room Level: Main
  • Room Type: Dining Room
Room 6
  • Room Entry Order: 3
  • Room Features: Bay/Bow Window,Book Shelves,Built-Ins,Fireplace,Tile Floor
  • Room Level: Main
  • Room Type: Living Room
Room 7
  • Room Entry Order: 4
  • Room Features: Ceiling Fan,Wall/Wall Carpet
  • Room Level: Main
  • Room Type: Family Room
Room 8
  • Room Entry Order: 5
  • Room Features: Book Shelves,Built-Ins,Full Bath,Walk-In Closet,Wall/Wall Carpet
  • Room Level: Main
  • Room Type: Primary Bedroom
Room 9
  • Room Entry Order: 6
  • Room Features: Double-Sink,Full Bath,Quartz Counters,Stall Shower,Tile Floor
  • Room Level: Main
  • Room Type: Primary Bath
Room 10
  • Room Entry Order: 7
  • Room Features: Cathedral Ceiling,Partial Bath,Wall/Wall Carpet
  • Room Level: Main
  • Room Type: Bedroom
Room 11
  • Room Entry Order: 8
  • Room Features: Tile Floor
  • Room Level: Main
  • Room Type: Half Bath
Room 12
  • Room Entry Order: 9
  • Room Features: Built-Ins,Wall/Wall Carpet
  • Room Level: Upper
  • Room Type: Bedroom
Property
Property and Assessments
  • Color: White
  • Construction Description: Frame
  • Driveway Type: Private, Crushed Stone
  • Elevation Certificate: No
  • Exterior Siding: Shingle, Wood
  • Foundation Type: Slab
  • Fuel Tank Location: Above Ground
  • Gross SQFT Per Public Records: 4284
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1951
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Apartment: No
  • Living Area SQFT Per Public Records: 2553
Lot Information
  • Lot Description: Level Lot, Fence - Partial, Fence - Stone
  • Parcel Number: 314427
  • Sq Ft Est Heated Above Grade: 2553.0
  • Sq Ft Total: 2553.0
  • Zoning: RA1
Utilities
  • Energy Features: Storm Doors, Storm Windows
  • Heat Fuel Type: Electric, Oil
  • Hot Water Description: Domestic, Oil
  • Radon Mitigation Air: No
  • Radon Mitigation Water: No
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Vacant

Property History for 99 Chestnut Hill Road

DateEvent & SourcePriceAppreciation
Jul 10, 2020

Closed (Public Record)

Public Record #1388833319

$773,000

-0.8% / yr

Mar 29, 2004

Closed (Public Record)

Public Record #134198700

$875,000
DateEvent & SourcePrice
07/10/2020

Closed (Public Record)

Public Record #1388833319

$773,000

-0.8% / yr

03/29/2004

Closed (Public Record)

Public Record #134198700

$875,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 99 Chestnut Hill Road

Taxable ValueLand$293,100Additions$325,830Total$618,930
Tax Record2025$14,403 ($1,200 / month)
Home Facts
Beds4Baths2.5Total Finished SqFt2,553 SqFtAbove Grade Finished SqFt2,553 SqFtUnfinished Basement SqFt1,401 SqFtStories2Lot Size82,764 SqFtStyleSingle Family ResidenceYear Built1951Year Renovated1951ZoningRA1CountyWESTERN CONNECTICUTAPNSTAM M:000 B:2028

Schools near 99 Chestnut Hill Road

This home is within Stamford School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9 to 12
Public - K to 8
Rating
School
Distance
Northeast School
PublicK to 5

Turn Of River School
Public6 to 8

Westhill High School
Public9 to 12

Rogers International School
PublicK to 8

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: 99 Chestnut Hill Road, Stamford, CT 06903
$773,000
4
2,553
82,764
$860,000
5
2,728
67,518
$655,000
4
2.5
4,188
43,560
$830,000
5
4,528
43,995
$775,250
4
3,914
43,560
$600,000
4
2,473
104,108

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. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of William Raveis Real Estate, Michael Feldman

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.