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$1,049,000

  • For Sale
  • Under Contract
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 2,041 Sq. Ft.
  • 1 Car Garage
  • Updated 1 day ago
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Highest and Best Bid deadline is 12 noon on Monday, 1/12. Rare find! Updated 4 bedroom, 2 full bath Ranch with 2,041 square feet of versatile living spaces. Nestled on a 0.28 acre lot at the end of a quiet cul-de-sac, this home meets the brief of modern life, blending a highly-functional layout with the advantages of living in Greenwich. A flexible floor plan adapts to meet one's lifestyle needs with an expansive family room, an elongated dining room with skylights, a sunny living room, cheerful kitchen, four bedrooms, plus a private, lower-level home office. Hardwood floors in most rooms add warmth and character. The inviting kitchen has a high ceiling, a wall of windows, quartz countertops, stainless steel appliances, and quality cabinetry. The partially-finished, newly-carpeted lower level offers extra spaces for work, gym or playroom, as well as a mudroom/laundry area and wood workshop.Outdoor spaces include a flat front yard with a fire pit and backyard with a wrap-around stone patio with sliders from both the dining and living rooms-perfect for alfresco meals or parties. Dense three-season foliage provides privacy screening during the warmer months of outdoor living. Extensive stone masonry further enhances the property's curb appeal.Maintenance-free vinyl siding, attached oversized one-car garage, attic with pull-down stairs. Conveniently located near Metro-North train stations, I-95, top-rated schools, shopping, and parks, this Greenwich gem delivers!

Full Property Details for 20 Highland Pl

General

  • Price: $1,049,000
  • Taxes: (July 2025-June 2026)
  • Status: Under Contract
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24146060
  • Updated: 1/15/2026
  • Added to Site: 21 day(s) ago

Interior

  • Number of Rooms: 9
  • Appliances: Electric Range, Microwave, Refrigerator, Dishwasher, Washer, Electric Dryer

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Full Bath: Remodeled, Tub w/Shower, Main

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Primary Bedroom - Hardwood Floor, Main
  • Bedroom 1: Bedroom - Hardwood Floor, Main
  • Bedroom 2: Bedroom - Hardwood Floor, Main
  • Bedroom 3: Bedroom, Main

Other Rooms

  • Living Room: Living Room - Hardwood Floor, Main
  • Family Room: Family Room - 9 ft+ Ceilings, Sliders, Main
  • Kitchen: Kitchen - Bay/Bow Window, Vaulted Ceiling, Granite Counters, Hardwood Floor, Main
  • Dining Room: Dining Room - Skylight, Sliders, Hardwood Floor, Main
  • Office: Office, Lower
  • Game room: Yes
  • Game Room: Rec/Play Room, Lower
  • Rec Room: Lower
  • Laundry: Lower Level

Exterior

  • Exterior Features: Terrace, Stone Wall
  • Color: Grey

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 1
  • Total Spaces: 3
  • Parking: Attached Garage, Driveway

Location

  • County: Fairfield
  • Neighborhood: Pemberwick
  • Driving Directions: Park in driveway

School Information

  • Elementary School: Glenville
  • Middle School: Western
  • High School: Greenwich

Community

  • Community Name: Pemberwick

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Water, Oil
  • Heating Fuel: Oil
  • Water Heater: Oil, Upright Tank

Utilities

  • Sewer: Public Sewer Connected
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Ranch
  • Construction Status: No/Resale
  • Exterior Const.: Vinyl Siding
  • Basement Desc.: Crawl Space, Full, Partially Finished
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 2,041
  • Above Ground: 2,041 Sq. Ft.
  • Year Built: 1954

Lot Features

  • Lot Size (Acres): 0.28
  • Driveway/Sidewalk: Paved, Asphalt
  • Zoning: R-6
  • Lot Description: Fence - Wood, Fence - Partial, Fence - Stone, On Cul-De-Sac

Water Features

  • Water Front Desc.: Beach Rights

Financial Considerations

  • Assessment Amount: $567,980
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Exclusions: Chest freezer located in basement. Refridgerator located in garage.
  • Property ID: 1842767

Listed by Compass Connecticut, LLC, Cindy Searight

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Listing agent

— 20 Highland Pl —

  • Cindy Searight

    Compass Connecticut, LLC

Agent Contact: (203) 521-5231 Office Contact: (203) 489-6499

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 20 Highland Pl

School District:Greenwich School District
NameGradesDistance
Glenville School
33 Riversville Road, Greenwich, CT 06831
K-51.5 mi
Western Middle School
1 Western Junior Highway, Greenwich, CT 06830
6-80.6 mi
Greenwich High School
10 Hillside Road, Greenwich, CT 06830
9-122.4 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 20 Highland Pl Get Price Alerts and Save Property

Date
Details
Price
Change
Source
1/08/2026
Listed
$1,049,000
38.94%
MLS
5/29/2015
Sold
$755,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 20 Highland Pl

Year
Property Taxes
Change
Tax Assessment
Change
2024
$7,020
4%
$567,980
—
2023
$6,779
3%
$567,980
—
2023
$6,609
1%
$567,980
—
2022
$6,549
—
$567,980
19%
2021
$6,549
14%
$476,560
—
2020
$5,728
-1%
$476,560
—
2019
$5,785
2%
$476,560
—
2018
$5,657
-1%
$476,560
—
2017
$5,728
2%
$476,560
—
2016
$5,637
8%
$476,560
8%
2015
$5,219
2%
$439,950
—
2014
$5,114
3%
$439,950
—
2013
$4,976
—
$439,950
—
2011
$4,976
—
$439,950
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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with our affiliated lender
NMLS#: 1598647

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Listed by Compass Connecticut, LLC, Cindy Searight

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20 Highland Place, Greenwich, CT 06831 (MLS# 24146060) is a Single Family property with 4 bedrooms and 2 full bathrooms. 20 Highland Place is currently listed for $1,049,000 and was received on December 26, 2025. Want to learn more about 20 Highland Place? Do you have questions about finding other Single Family real estate for sale in Greenwich? You can browse all Greenwich real estate or contact a Coldwell Banker agent to request more information.

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