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33 Highland Farm RoadGreenwich, CT 06831

For Sale

$8,480,000

Smart Buyer Rebate $84,800

Tucked away on over seven quiet acres off prestigious Round Hill Road, this private estate offers a serene blend of luxury, space, and style. The main residence is complemented by a beautiful pool/guest house designed for effortless entertaining and resort-style living. At the heart of the home, a Christopher Peacock kitchen showcases statuary marble countertops and backsplash, double islands, and professional-grade appliances, all centered around a custom command station with built-in desk and storage. The kitchen opens seamlessly to a sun-filled family room with bespoke cabinetry, creating the perfect setting for relaxed gatherings. The first floor also features a front-to-back living room, elegant dining room, inviting home office, and private en-suite guest suite. The second floor features four spacious en-suite bedrooms, including a luxurious primary suite with two spa-inspired primary bathrooms and two expansive walk-in closets. A large laundry room and recreation/family room complete this level, offering flexibility for work, play, or relaxation. The lower level is fully finished and thoughtfully designed with a game room, lounge, gym, and media room, providing abundant space for leisure and entertaining. Outside, the resort-quality pool/guest house, designed in 2017 by renowned Greenwich designer Susan Alisberg, sets a new standard for leisure. A folding Nano wall blurs the lines between indoors and out, revealing a vibrant kitchen with snack bar and stylish lounge that open to the bluestone-surrounded pool. Whether hosting summer soirées or unwinding in the evening breeze, this is an entertainer's paradise. Additional highlights include a Savant whole-house sound system, three-car garage, and 40-kW Cat generator. A rare offering combining timeless design, modern comfort, and absolute privacy in one of Greenwich's most coveted locations.

Listed by Joy Metalios

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License #REB.0791831

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Houlihan Lawrence

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917-620-9121

Last updated December 09, 2025

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Source: FlexMLS #123957

Listing Facts

  • TypeSingle-family
  • NeighborhoodGreenwich
  • Bedrooms6
  • Bathrooms9
  • Days on Prevu34
  • Taxes$52,943/year
  • Size9,051 sqft
  • Price per sqft$937

Amenities

  • Private Outdoor Space
  • Washer/Dryer
  • Air Conditioning
  • Parking

Location

Mortgage Calculator

Listing History

11/07/2025
Listed by Houlihan Lawrence
$8,480,000

Property Details for 33 Highland Farm Road

Exterior

Construction

  • Roof: Wood
  • Year Built: 2002
  • Architectural Style: Georgian
  • Construction Materials: Stone

Features

  • Other Structures: Pool House
  • Patio And Porch Features: Screened Porch, Terrace
  • Pool Private: Yes

Measurements

  • Building Area Total: 9,051
  • Lot Features: Level
  • Lot Size Acres: 7.59
  • Lot Size Area: 7
  • Lot Size Square Feet: 330,620
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: 10-1943
  • Tax Annual Amount: $52,943.00
  • Tax Assessed Value: $4,397,260.00

Interior

Features

  • Fireplace: Yes
  • Fireplaces Total: 4
  • Interior Features: Eat-in Kitchen

Rooms

  • Basement: Finished, Full
  • Bathrooms Full: 8
  • Bathrooms Half: 2
  • Bathrooms Total Integer: 10
  • Bedrooms Total: 6

Other

General

  • Exclusions: See Remarks

Location

  • City Region: North Parkway

Parking

Parking

  • Garage Spaces: 3
  • Parking Features: Attached Garage, Garage Door Opener, Electric Gate

Schools

Elementary School

  • Elementary School: Parkway

Middle or Junior School

  • Middle Or Junior School: Western

Utilities

Equipment

  • Cooling: Central Air
  • Has Cooling: Yes
  • Heating: See Remarks, Hydro-Air, Oil
  • Has Heating: Yes
  • Laundry Features: Laundry Room
  • Other Equipment: Generator
  • Sewer: Septic Tank
  • Water Source: Well

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 6 bedrooms and 9 bathrooms in this single-family home at 33 Highland Farm Road.

What schools are nearby to 33 Highland Farm Road?

Nearby schools include the Parkway Elementary School and Western Middle School.

Does this single-family home have parking?

Yes, there are 3 parking spaces available for 33 Highland Farm Road.

What are the annual taxes for 33 Highland Farm Road?

Annual taxes for this single-family home are estimated at $52,943.

How does 33 Highland Farm Road compare to other single-family homes in Greenwich?

This single-family home is listed 18% above the average price for single-family homes in Greenwich and has been on the market for 46 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 9,051 sqft.

33 Highland Farm Road is a 6-bedroom, 9-bath single-family home for sale in Greenwich CT 06831. Available on Prevu for 34 days at $8,480,000. This property features 9,051 square feet of living space, located in Greenwich. The median listing price for single-family homes in this area is $3,995,000. Nearby schools include Parkway Elementary School and Western Middle School. Additional amenities include private outdoor space, air conditioning, parking, and washer/dryer. Browse more single-family home listings in Fairfield County.

Based on information from Greenwich Multiple Listing Service, Inc. and/or other sources. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by Prevu or the MLS. Information is provided exclusively for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.