Old Hill Land for Sale

Welcome to Old Hill, a hidden gem nestled in the picturesque town of Westport, Connecticut. Known for its enchanting blend of suburban tranquility and vibrant community spirit, Old Hill offers a unique lifestyle that appeals to families, professionals, and retirees alike. This charming neighborhood is characterized by its tree-lined streets, historic homes, and a strong sense of community that fosters lasting connections among residents.

Old Hill is ideally situated just minutes away from Westport’s bustling downtown area, where you can explore an array of boutique shops, gourmet restaurants, and cultural attractions. The neighborhood is also a stone’s throw from the stunning beaches along Long Island Sound, providing ample opportunities for outdoor recreation, relaxation, and family fun. With top-rated schools, parks, and recreational facilities nearby, Old Hill is an ideal location for those seeking a balanced lifestyle.

For those looking to invest in this idyllic community, there is exciting land for sale in Old Hill. This prime real estate offers a unique opportunity to build your dream home in a neighborhood that perfectly blends charm and convenience. With spacious lots and the potential for custom designs, you can create a sanctuary that reflects your personal style while enjoying all the benefits of living in this vibrant community.

Don’t miss your chance to become a part of Old Hill, where a welcoming atmosphere and beautiful surroundings await you. Explore the possibilities of land ownership in this enchanting neighborhood and start envisioning your future in Westport today!

Newest Old Hill Land for Sale

$1,150,000

24187682 MLS

Don't miss this great opportunity close to town. The .87Acre lot is elevated ,rolling and ideally positioned off Kings Highway. There are distance views of the river and town through the trees. There is an older small 1400 sq ft. single family home that has been a rental for many years. The previous owners in the 30's made each floor into apartments. Each level with its own entrance features a living room , one bedroom, kitchen and full bath. This small house offers a unique opportunity to be a ADU or separate office as part of a new home that can be built.There is a sewer hook up for the new house has been paid in full. Please refer to town hall for required building regulations. This is a rare opportunity for the next owner to create something special close to town. Need permission to walk property and see house.

119 Kings Highway North Road, Westport

$1,475,000

24151295 MLS

ATTENTION BUYERS : FLAT DRY, ONE -OF-A-KIND LAND OPPORTUNITY NOW HUGELY IMPROVED WITH WELL DEFINED SITE PLAN. Do you hope for new custom construction no bigger than "about" 4500sf, yet continue to see 7000sf and larger get the edge? Stop wishing for it and take action! Bring your architect or builder to consider a new home that meets your dream to be practically-sized for every life stage. No other land offers this package in sought-after Westport: -Prestigious Old Hill location convenient to the town hub. -Minutes to trains both in Westport and Norwalk, Interstate-95 and Merrit Parkway. -Deed Restrictions that prevent an ordinary spec-construction. -Pristine, dry flat 1+ acre without wetlands or noise pollution of highways and trains. -Connection to Town history. This park-like acre is is behind the stone walls and just inside the original gates to the 1928 Arthur Whiteside Estate at 50 Sylvan North, and was once the welcoming gateway into the 25-acre estate owned by the business titan . He founded the Dun & Bradstreet commercial credit rating system that responded to client requests with a business's accurate credit rating report within an astonishing 2 minutes of a call. :) Whiteside's original 1920's Tudor home remains visible in the distance on Lot #2 where the Sellers of Lot #1 will continue in residence as your next-door neighbor. New England's reputation for understated elegance leaves a wide palette for the creative mind.

50 Sylvan Rd N, Westport

Start Your Search

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.