Current Real Estate Roundup - December 4, 2025
David Creed •
This week’s Current Real Estate Roundup includes property transfers from November 28th, 2025 to December 4th, 2025. It is led by the sale of a Main Street and West Sankaty Road property for $7.5 million, a Killdeer Lane property property for just under $3 million, and a Lily Street (Siasconset) property for just under $3 million.
29 Main Street and 1 West Sankaty Road for $7,500,000 from Deborah L. Winsor to Ira Wolfson and Cecilia Wolfson. The property is .46 acres, a dwelling, and a Land Bank fee of $150,000 was paid. The assessed value of the property is $6,431,900.
Property Description: "Located on the idyllic, tree-lined Main Street in Sconset, this timeless white clapboard residence blends historic charm with contemporary living. Originally built in 1820 and thoughtfully renovated in 2025, this exceptional home now offers a total of five bedrooms and four bathrooms — ideal for comfortable family living and effortless entertaining. Step inside to discover multiple spacious living areas, a beautifully updated farm-style kitchen with an eat-in breakfast nook, and a serene first-floor primary suite offering comfort and privacy. Just beyond, the fully enclosed sun porch has become a favorite gathering spot — perfect for cocktails with friends, taking a quiet call, or catching a game in a relaxed, sun-drenched setting.
"Outside, the home’s rare and newly installed heated gunite swimming pool is a true standout feature in a village where zoning restrictions often limit such amenities — offering an extraordinary luxury for Sconset living. The large, private yard provides plenty of space for outdoor activities, while the adjacent and included 10,000-square-foot lot offers a unique opportunity for expansion or future construction and ancillary structures. Just moments from the beach, charming shops, and local dining, it represents the perfect blend of classic village character and modern coastal comfort."
11 Killdeer Lane for $2,995,000 from Stephen Lasota and Kathy Lasota to 11 Killdeer LLC. The property is .13 acres, a dwelling, and a Land Bank fee of $59,900 was paid. The assessed value of the property is $566,000 for the land and $1,826,600 for the building.
Property Description: "This impeccably maintained five bedroom, five and two half bath home, offers three levels of thoughtfully designed living space, including a finished lower level, a charming screened-in porch, a spacious backyard, and a generously sized shed. The first floor features a luxurious primary suite, a bright and airy living room with custom shiplap accents and a gas fireplace, an open-concept kitchen equipped with high-end appliances, and a well-appointed mudroom with laundry, secondary fridge, wine fridge, ice maker and a convenient half bath. Lovingly cared for by a single owner and never rented, this move-in-ready home is offered mostly furnished. Located within a vibrant community, residents enjoy access to a swimming pool, two tennis courts, a new pickleball court, and a playground—making it an ideal retreat for year-round or seasonal living."
9 Lily Street (Siasconset) for $2,950,000 from Second Mate LLC to Robert and Donna Kessler. The property is .07 acres, a dwelling, and a Land Bank fee of $59,000 was paid. The assessed value of the property is $3,000,500.
Property Description: "Spend your summer in the heart of Sconset Village at "Second Mate," a picture-perfect three bedroom, two bathroom cottage that blends timeless style with easy living. Tucked away on a quiet, shell-lined street, this Norman Rockwell-esque home offers the ideal escape just moments from the beach, Sconset Market, restaurants, and the Casino.Enjoy your morning coffee on the porch, spend your days at the beach, and stroll to dinner in the Village. Whether you're looking for a peaceful week by the ocean or a memorable family getaway, Second Mate offers a low-key, high-style Sconset lifestyle all summer long."
10 Beach Grass Road for $2,575,000 from Nantucket Property Owner LLC to Edward T. Broderick Jr. and Jessica A. Rosenberg. The property is .10 acres, a dwelling, and a Land Bank fee of $51,500 was paid. The assessed value of the property is $1,234,300.
Property Description: "Nantucket's best kept secret, this neighborhood will consist of 36 single family homes, with a new amenities center, The Landing, featuring an outdoor heated pool, patio, lounge area, putting area, outdoor California kitchen and grilling center, indoor clubhouse space, fitness center and fire pit. This captain home design features expansive open sun-filled living. The kitchen features a Quartz counter island, high end appliances and finishes. There is a first floor primary suite or den with full bathroom, three additional bedrooms on second level with three full bathrooms. The lower level includes a finished great room and full bathroom. This home also has a patio and a front porch."
