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20 Oak StreetGreenwich, CT 06831

For Sale

$5,400,000

Smart Buyer Rebate $54,000

Set on a quiet private lane, this 8,600-square-foot residence spans four finished levels with elevator access throughout. A marble entry gallery with soaring ceilings introduces expansive living and entertaining spaces, including a formal dining room with wet bar, chef's kitchen with Viking, Bosch, and Sub-Zero appliances, and a sunlit family room opening to outdoor dining areas. The home offers five en-suite bedrooms with walk-in closets, including a luxurious primary suite with fireplace and spa bath. The finished walkout lower level features a recreation lounge, wine cellar, fitness studio, media space, and full bath. Additional highlights include hardwood floors, multiple fireplaces, private office space, and mature landscaping throughout the property. 5 minutes from Greenwich Avenue. Set on a private lane of just three homes, this expansive residence offers 8,600 square feet of living space across four finished levels, all accessible by elevator.

A marble-floored entry gallery with soaring ceilings creates a dramatic first impression, immediately establishing the scale, light, and craftsmanship found throughout the home.

The main level is designed for both grand entertaining and comfortable everyday living. A formal living room is framed by expansive wraparound bay windows, filling the space with natural light. Wide pocket doors open to an elegant formal dining room featuring a wet bar. The chef's kitchen is outfitted with high-end appliances, including a Viking six-burner cooktop with grill, dual wall ovens, dual Miele dishwashers, and Sub-Zero refrigeration. A large center island anchors the space and flows seamlessly into a sunlit breakfast area and spacious family room. French doors open to generous outdoor entertaining and dining areas. A wood-burning fireplace enhances the warmth of the main living area. Additional features include a private office with dual workspace capacity and French doors to the outdoors, multiple wet bars, two powder rooms, and hardwood flooring throughout.

The bedroom level offers five spacious bedrooms each with en-suite bath and walk in closet. The fifth bedroom is oversized and flexible, suitable as a bonus room, playroom, or studio. The primary suite is a private retreat featuring a third wood-burning fireplace, heated bathroom floors, a BainUltra air-jet soaking tub, oversized shower, private water closet, and extensive custom cabinetry.

The walkout lower level is fully finished and designed as a true lifestyle extension of the home. It features a large recreation lounge with wet bar, a dedicated wine room with tasting area, a media space with fireplace, a mirrored fitness studio with TV, and a full bath--creating an ideal setting for both relaxation and entertainment.

The top floor provides full-height ceilings and exceptional flexibility, ideal for use as a studio, office, playroom, or additional guest space, complete with a full bath and storage.

A two-car polyphasic garage complete the property, which is surrounded by mature landscaping in a serene residential setting just 5 minutes to Greenwich Avenue.

Listed by Matthew Tallett

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License #RES.0820950

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Brown Harris Stevens CT, LLC

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908-763-5836

Last updated May 27, 2026

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Source: FlexMLS #125038

Listing Facts

  • TypeSingle-family
  • NeighborhoodCentral Greenwich
  • Bedrooms5
  • Bathrooms8
  • Days on Prevu28
  • Taxes$31,433/year
  • Size8,603 sqft
  • Price per sqft$628

Amenities

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

Location

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Listing History

05/19/2026
Listed by Brown Harris Stevens CT, LLC
$5,400,000

Property Details for 20 Oak Street

Exterior

Construction

  • Roof: Architectural Shngle
  • Year Built: 2004
  • Architectural Style: Colonial
  • Construction Materials: Clapboard, Stone
  • Exterior Features: Balcony, Rock Garden

Features

  • Patio And Porch Features: Terrace, Deck

Measurements

  • Building Area Total: 8,603
  • Lot Features: Backlot, Level
  • Lot Size Acres: 0.70
  • Lot Size Area: 0
  • Lot Size Square Feet: 30,492
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: 03-1879/S
  • Tax Annual Amount: $31,433.00
  • Tax Assessed Value: $2,543,310.00

Interior

Features

  • Fireplace: Yes
  • Fireplaces Total: 3
  • Interior Features: Sep Shower, Elevator

Rooms

  • Basement: Walk-Out Access, Finished
  • Bathrooms Full: 7
  • Bathrooms Half: 2
  • Bathrooms Total Integer: 9
  • Bedrooms Total: 5

Other

Location

  • City Region: Glenville

Parking

Parking

  • Garage Spaces: 2
  • Parking Features: Attached Garage, Garage Door Opener

Schools

Elementary School

  • Elementary School: Glenville

Middle or Junior School

  • Middle Or Junior School: Western

Utilities

Equipment

  • Cooling: Central Air
  • Has Cooling: Yes
  • Heating: Natural Gas, See Remarks, Forced Air
  • Has Heating: Yes
  • Laundry Features: Laundry Room
  • Sewer: Town Sewer
  • Water Source: Public

Frequently Asked Questions

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

There are 5 bedrooms and 8 bathrooms in this single-family home at 20 Oak Street.

What schools are nearby to 20 Oak Street?

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

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 20 Oak Street.

What are the annual taxes for 20 Oak Street?

Annual taxes for this single-family home are estimated at $31,433.

How does 20 Oak Street compare to other single-family homes in Central Greenwich?

This single-family home is listed 45% below the average price for single-family homes in Central Greenwich and has been on the market for 48 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 8,603 sqft.

20 Oak Street is a 5-bedroom, 8-bath single-family home for sale in Greenwich CT 06831. On Prevu for 28 days at $5,400,000. This residence features 8,603 square feet of living space, located in Central Greenwich. The median listing price for single-family homes in this area is $1,995,000. Nearby schools include Glenville Elementary School and Western Middle School. Additional amenities include private outdoor space, elevator, 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.