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20 Oak Street, 
Greenwich, CT 06831

$5,400,000


5

Beds


9

Baths


8,603

Sq Ft


Single Family

Active

Listed by

Matthew Tallett

Brown Harris Stevens Ct, LLC.

Last updated:

May 27, 2026, 05:01 PM

MLS#

125038

Source:

CT GAR

About This Home

20 Oak Street

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.

Home Facts

Single Family

9 Baths

5 Bedrooms

Built in 2004

Price Summary

5,400,000

$627 per Sq. Ft.

MLS #:

125038

Last Updated:

May 27, 2026, 05:01 PM

Added:

13 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

5

Bathrooms

Total Bathrooms:

9

Full Bathrooms:

7

Interior

Living Area:

8,603 Sq. Ft.


Structure

Structure

Architectural Style:

Colonial

Building Area:

8,603 Sq. Ft.

Year Built:

2004


Lot

Lot Size (Sq. Ft):

30,492


Finances & Disclosures

Finances

Price:

$5,400,000

Price per Sq. Ft:

$627 per Sq. Ft.

Source:CT GAR
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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.