280 Round Hill Rd

Greenwich, CT 06831

$6,410,000
Last Sold Price
6
Beds
10,036 Sq. Ft.
$639 / Sq. Ft.
10,036
Sq. Ft.
$639
per Sq. Ft.
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Closed 10/1/25
Closed 10/1/25
Ext
Ext
Exterior
Study
Living Room
Living Room
12-web-or-mls-280-round-hill-rd
Dining Room
Dining Room
Kitchen
Kitchen
Powder Rm 1
Pantry
1st Flr office/Bedroom
Dog Washing Rm
1st Flr Laundry
Mudroom
Family Room
Family Room fixed
Primary
Primary Bath
Primary Sitting
Dbl Bdrm
Bath
Dbl Bdrm
Bath
Guest Room
2nd Floor laundry
3rd Flr Bdrm
#rd Flr Bath
Home Theater
Gym
4-web-or-mls-280-round-hill-rd
Raised bed garden
Pool
Back Terrace
Back Terrace
Guest House
Guest DR
Guest LR
Guest Bdrm
Guest Office
Ext

Description

Ideally sited on more than two acres just minutes from town, this timeless and light-filled colonial offers the perfect blend of classic elegance and modern luxury. Graciously scaled rooms begin with an expansive foyer that provides a stunning front-to-back view, setting the tone for the rest of the home. The main residence features a private gym, home theater, custom 1,000-bottle wine cellar, six en suite bedrooms, luxurious primary suite with two full baths and sitting room. The first-floor office,...Ideally sited on more than two acres just minutes from town, this timeless and light-filled colonial offers the perfect blend of classic elegance and modern luxury. Graciously scaled rooms begin with an expansive foyer that provides a stunning front-to-back view, setting the tone for the rest of the home. The main residence features a private gym, home theater, custom 1,000-bottle wine cellar, six en suite bedrooms, luxurious primary suite with two full baths and sitting room. The first-floor office, complete with full bath, offers flexibility as a guest suite. Thoughtful amenities include laundry rooms on both the first and second floors, an enviable pantry, and a spacious mudroom. Outside, a gunite pool, expansive terrace and kitchen garden. Charming guesthouse across the front yard.
  1. Listed by Susan Holey • Sotheby's International Realty
    P: (203)-869-4343 C: (203)-969-4320 susan.holey@sothebys.realty

Property Details for 280 Round Hill Road

Section
South Parkway
Pool
Yes
Basement Type
Full, Walkout
Garage #
5.00
Garage Desc
Attached/Detached
Garage
Yes
LISTING UPDATED: 10/15/2025 07:34 PM

Property Details for 280 Round Hill Road

StatusClosed
MLS #122832
Days on Market63
Taxes$43,858 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1994
Lot Size2.51 AC / 109,335 SF
CountyFairfield County
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Location

Listing Courtesy of Sotheby's International Realty, Susan Holey

Sold By Sotheby's International Realty, Helene Barre; Sotheby's International Realty, Francine Ehrlich

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Building Information for 280 Round Hill Road

Stories-Year Built1994Building Size-Lot Size2.51 AC / 109,335 SF

Payment Calculator

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$34,896 per month

30 year fixed, 6.15% Interest

Principal and Interest

$31,241

Property Taxes

$3,655

HOA Dues

$0

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Property Information for 280 Round Hill Road

Summary
Location and General Information
  • Area: 3 - Greenwich
  • Elementary School: Parkway
  • Middle School: Western
  • Directions: From downtown Greenwich, take Lake Ave to Round Hill
  • City: Greenwich
  • MLS Area Major: 3 - Greenwich
  • Longitude: -73.662984
  • Latitude: 41.08
  • Postal Code: 06831
  • County: Fairfield
  • State Or Province: CT
HOA and Fees
  • Parcel Number: 10-1281
  • Association Chg/Yr: $0
  • Taxes: $43,858
Interior and Exterior Features
Interior Features
  • Bathrooms Total Integer: 11
  • Baths Full: 8
  • Baths Half: 3
  • Beds Total: 6
  • Cooling: Yes
  • Heating: Yes
  • Entry Hall Level/FP: 1st: 1
  • Living Room Level/FP: 1st: 1
  • Living Room Level/FP: FP: 1
  • Dining Room Level/FP: 1st: 1
  • Dining Room Level/FP: FP: 1
  • Library/Den Level/FP: 1st: 1
  • Family Room Level/FP: 1st: 1
  • Family Room Level/FP: FP: 1
  • Powder Room Level/FP: 1st: 2
  • Powder Room Level/FP: 2nd: 1
  • Kitchen Level/FP: 1st: 1
  • Primary Bdrm Level/FP: 2nd: 1
  • Primary Bdrm Level/FP: FP: 1
  • Dbl Bdrms Level/FP: 2nd: 3
  • Dbl Bdrms Level/FP: FP: 1
  • Bath Level/FP: 1st: 1
  • Bath Level/FP: 2nd: 5
  • Bath Level/FP: 3rd: 1
  • Bath Level/FP: LL: 1
  • Laundry Level/FP: 1st: 1
  • Laundry Level/FP: 2nd: 1
  • Other Room Level/FP: 1st: 1
  • Other Room 3 Level/FP: 1st: 1
  • Attic: Finished: Yes
  • Attic: Full: Yes
  • Bath Ceilings: Extra Height: Yes
  • Dbl Bdrms Ceilings: Extra Height: Yes
  • Dining Room Ceilings: Extra Height: Yes
  • Dining Room Comments: Formal: Yes
  • Dining Room Comments: French Doors: Yes
  • Entry Hall Ceilings: Double Height: Yes
  • Entry Hall Comments: Foyer: Yes
  • Entry Hall Comments: Hardwood Floor: Yes
  • Family Room Ceilings: Extra Height: Yes
  • Family Room Comments: Adjacent Kitchen: Yes
  • Family Room Comments: Bookshelves: Yes
  • Family Room Comments: Built-Ins: Yes
  • Family Room Comments: French Doors: Yes
  • Kitchen Ceilings: Extra Height: Yes
  • Kitchen Comments: Adjacent Family Room: Yes
  • Kitchen Comments: Bay Window: Yes
  • Kitchen Comments: Eat-In Kitchen: Yes
  • Kitchen Comments: Gourmet: Yes
  • Kitchen Comments: Island: Yes
  • Kitchen Comments: Pantry: Yes
  • Laundry Ceilings: Extra Height: Yes
  • Laundry Comments: Adjacent to Kitchen: Yes
  • Laundry Comments: Separate Room: Yes
  • LibraryDen Ceilings: Extra Height: Yes
  • LibraryDen Comments: Bookshelves: Yes
  • LibraryDen Comments: Built-Ins: Yes
  • Living Room Ceilings: Extra Height: Yes
  • Other Room Ceilings: Extra Height: Yes
  • Other Room Comments: Butler's Pantry: Yes
  • Other Room Ceilings 2: Extra Height14: Yes
  • Other Room Comments 2: Office Space: Yes
  • Other Room Comments 3: Home Theater: Yes
  • Other Room Ceilings 3: Extra Height: Yes
  • Powder Room Ceilings: Extra Height: Yes
  • Cooling System: Central AC: Yes
  • Heat System: Forced Air: Yes
  • Primary Bdrm Ceilings: Extra Height: Yes
  • Primary Bdrm Comments: Dressing Room: Yes
  • Primary Bdrm Comments: Multi-Closets: Yes
  • Primary Bdrm Comments: Primary Bedroom Suite: Yes
  • Primary Bdrm Comments: Walk-in Closet(s): Yes
  • Primary Bth Ceilings: Extra Height: Yes
  • Primary Bth Comments: Sep Shower: Yes
  • Primary Bth Comments: Whirlpool Tub: Yes
  • Cooling System: Central A/C
Exterior Features
  • Exterior: Clapboard: Yes
  • Court: No
  • Exterior: Clapboard
  • Roof: Shake
  • Pool YN: Yes
  • Features: Balcony
Property
Lot Information
  • Location Property Info: SPOLP: $.96
  • Location Property Info: List PriceSqFt: $667.60
  • Location Property Info: Owner: Overbay, John & Sarah
  • Location Property Info: Zoning: RA-2
  • Location Property Info: State: Connecticut
  • Location Property Info: Zip Code: 06831
  • Location Property Info: # FPs: 5.0
  • Lot Description: Level,Stone Wall
  • Lot Size Acres: 2.51
  • Lot Size Area: 2.51
  • Lot Size Square Feet: 109335.6
  • Lot Size Units: Acres
  • Lot Description: Level: Yes
  • Lot Description: Stone Wall: Yes
Property and Assessments
  • General Property Info: Acres -: 2.51
  • General Property Info: Year Renovations: 2023.0
  • General Property Info: Elementary School: Parkway
  • General Property Info: Middle School: Western
  • General Property Info: Pool Description: Heated
  • General Property Info: SqFt Source: Taxcard
  • Assessment: $3,642,380
  • Year Renovations: 2023
  • Zoning: R-2
  • Sanitation Source: Septic Tank
  • SqFt Source: Taxcard
  • Outbuildings: Shed(s), Guest House
  • Excluded: Call LB: Yes
  • Features: Auto Garage Door: Yes
  • Features: Back Stairs: Yes
  • Features: Balcony: Yes
  • Features: Double Pane Windows: Yes
  • Features: Sprinkler System: Yes
  • Features: Terrace: Yes
  • Included: Call LB: Yes
Utilities
  • Gas Source: Propane: Yes
  • Heat Fuel: Propane: Yes
  • Hot Water: Gas: Yes
  • Heat System: Forced Air, Propane
  • Water Source: Public
Multi Family
Building Details
  • Public Remarks: Ideally sited on more than two acres just minutes from town, this timeless and light-filled colonial offers the perfect blend of classic elegance and modern luxury. Graciously scaled rooms begin with an expansive foyer that provides a stunning front-to-back view, setting the tone for the rest of the home. The main residence features a private gym, home theater, custom 1,000-bottle wine cellar, six en suite bedrooms, luxurious primary suite with two full baths and sitting room. The first-floor office, complete with full bath, offers flexibility as a guest suite. Thoughtful amenities include laundry rooms on both the first and second floors, an enviable pantry, and a spacious mudroom. Outside, a gunite pool, expansive terrace and kitchen garden. Charming guesthouse across the front yard.
  • Parking Desc: Garage Door Opener

Property History for 280 Round Hill Road

DateEvent & SourcePriceAppreciation
May 8, 2022

Closed (Public Record)

Public Record #1495222751

$5,155,000—
DateEvent & SourcePrice
05/08/2022

Closed (Public Record)

Public Record #1495222751

$5,155,000

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

Public Records for 280 Round Hill Road

Taxable ValueLand$1,420,090Additions$2,222,290Total$3,642,380
Tax Record2024$43,854 ($3,654 / month)
Home Facts
Beds0Lot Size109,336 SqFtStyleSingle Family ResidenceZoningRA-2CountyFAIRFIELDAPNGREE M:10 B:1281Fireplace TypeHas Fireplace

Schools near 280 Round Hill Road

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

Western Middle School
Public6 to 8

Greenwich High School
Public9 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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Listing Courtesy of Sotheby's International Realty, Susan Holey

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.