These were the five highest-priced home sales reported in Nassau County, New York for the week ending October 25, 2026, and together they came to $21.465 million. Each sale was in a different place, from a block in Garden City to wooded acreage in Matinecock and Brookville and a five-acre property on a cul-de-sac in Mill Neck.
The group spans more than six decades of building. The oldest home went up in 1958 and the newest in 2020, and most of the five sit on two acres or more, with pools, patios and, at one, a private tennis court.
No. 1 — $6,250,000 · 18 Osborne Rd, Garden City, New York
The top sale of the week was a center-hall Colonial on Osborne Road in Garden City, built in 2020 on a 0.43-acre lot in the middle of the block. It sold for $6,250,000. The home has six bedrooms, more than any other in this group, along with six bathrooms and 5,400 square feet of living space.
The main floor is laid out around a family room with a fireplace that opens to the kitchen, which has an island and an eating area. A formal living room has its own fireplace, and the formal dining room is served by a butler’s pantry. There is also a separate pantry, a mudroom and a powder room, plus an office that can work as a bedroom and has a full bath of its own.
Upstairs, the primary suite has a fireplace, walk-in closets and an office. Four more bedrooms share two full baths on that floor, where the laundry room is also located. The full basement is finished, with another full bath and space for a recreation room, an office and a gym. Outside there is a patio, and the home has a garage. The property last sold for $3.195 million in 2020.
The listing agent for this sale could not be verified.
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No. 2 — $4,800,000 · 17 Hilldale Lane, Port Washington, New York
At 6,687 square feet, the largest home in this Top 5 was 17 Hilldale Lane in Port Washington, which sold for $4,800,000. The Colonial was custom-built in 2003 to a design by Dorothy Muchnik and stands on 2.08 acres reached by a sweeping, tree-lined driveway. It has wood siding, five bedrooms and six bathrooms, and owners have deeded access to a private beach.
The living room has oversized French doors that open to the patio. The primary suite is on the first floor, with two marble en-suite bathrooms and two walk-in closets, and a study next to it could serve as a home office or nursery. Two other bedrooms have en-suite baths of their own, and a sunroom with glass walls could be used as a conservatory. The home has hardwood floors and two fireplaces.
On the second floor are about 1,800 square feet of finished space that could become more bedrooms, a playroom or a place to entertain. The unfinished basement, about 5,000 square feet with eight-foot ceilings, is left open for a theater, a gym or something else entirely. Outdoors, a bluestone patio wraps around a gunite pool, and a white pergola stands among broad lawns and mature plantings. The home also has a whole-house generator, a water purification system and an attached three-car garage.
Edith Yang of Compass Greater NY LLC was the listing agent, and Angela Dooley of Compass Greater NY LLC represented the buyer.
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No. 3 — $3,885,000 · 30 Underhill Road, Locust Valley, New York
In the Village of Matinecock, 30 Underhill Road sold for $3,885,000. The brick Colonial was built in 1960 on 3.50 acres of cleared and wooded land that slopes across the property, with a stone wall, a courtyard and landscaped yards front and back. The village, its shops, transportation and schools are all close by.
Inside, the home has wood floors, crown moldings, French doors, fine woodwork and built-in cabinetry. The living room and family room each have a wood-burning fireplace, and the open chef’s kitchen has an island and a place to eat. There is a formal dining room as well, and a guest bedroom on the main floor gives visitors their own space. Of the five homes, this one is the smallest at 4,573 square feet but has the most bathrooms, seven in all, with five bedrooms. A flagstone patio sits outside the living room with the pool beside it, and the partially finished basement has a walk-out.
The property last sold for $2.015 million in 2004. Christina F. Porter GRI CBR of Daniel Gale Sothebys Intl Rlty was the listing agent. Daniel Gale Sothebys Intl Rlty also listed the No. 4 sale this week, making it the only brokerage with two listings in this Top 5.
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No. 4 — $3,380,000 · 11 Wenwood Drive, Glen Head, New York
The oldest home in the group, built in 1958, is 11 Wenwood Drive in the Village of Brookville, in Glen Head. It sold for $3,380,000, above its asking price of $3.299 million, and went under contract 22 days after it was listed. The property last sold for $787,500 in 1996.
The Colonial has five bedrooms, six bathrooms and 5,011 square feet, on 2.03 level acres in the Jericho Union Free School District. A double front door opens to a two-story foyer and staircase. The kitchen is open, with a large island that seats guests, a breakfast area and custom cabinetry, and it leads into the formal dining room. A few steps down is a great room built around a stone wall that rises from floor to ceiling, with an oversized wood-burning fireplace. Off the foyer, the living room has tall ceilings, big windows and a second wood-burning fireplace with a classic mantel.
The primary suite is on the first floor, with a sitting area ringed by windows, two large closets and a bathroom with a double vanity, a jetted tub and a separate shower. A second bedroom on that level has its own entrance and a half bath next door, which suits guests, an office or a live-in arrangement. Upstairs are three more bedrooms, two full baths and a den with a built-in workstation and a large window facing the back of the property. The finished basement adds a craft room, space for a theater or gym, and a separate room with a closet and a full bath.
Outside, a bluestone patio has a gas grill and room to dine. The heated gunite pool has a summer kitchen with a sink and a small refrigerator, and there is a pergola, a shed and plenty of lawn for play. A wraparound driveway leads to an oversized two-car attached garage.
Kate Callan of Daniel Gale Sothebys Intl Rlty was the listing agent, and June Iavarone CBR of Signature Premier Properties represented the buyer.
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No. 5 — $3,150,000 · 301 Oakley Court, Mill Neck, New York
The largest property in the group, 5.04 acres at 301 Oakley Court in Mill Neck, sold for $3,150,000. The stone and stucco home, built in 1983, sits on a cul-de-sac with a secluded, rolling site. A wooden bridge crosses to a private tennis court, and the gunite pool is surrounded by a broad deck with a grilling area. A pool house has a changing room and a bathroom, and the private driveway has room for ten cars. The home also has an attached two-car garage.
The listing describes the home as a modern Colonial. Visitors enter through a glass foyer into a great room with high ceilings, a fireplace and sliding glass doors to a wraparound balcony overlooking the grounds. The formal living room has a 16-foot stone wall and a wood-burning fireplace, and the main level also has a piano room, an office, a media room and a formal dining room. The open chef’s kitchen has a large center island, a breakfast area and two wall ovens. A guest bedroom with its own bath is on this floor too.
The home has five bedrooms, five bathrooms and 5,100 square feet. Upstairs, the primary suite has a sitting room, two walk-in closets, a vanity area and a bathroom with a steam shower and a jetted soaking tub. One more bedroom has an en-suite bath, two others share a hall bath, and a second-floor sitting area offers a quiet place to read. The walk-out lower level has a gym, a laundry room, a cedar closet, storage and a sunken living room that opens to an outdoor hot tub.
Lisa M. Lavelle CBR of BERKSHIRE HATHAWAY was the listing agent, and Robert P. D Angelo of DPR Realty represented the buyer.
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RealtyWire selected these transactions from publicly reported residential sales identified for the calendar week ending Sunday, October 25, 2026. The report may exclude private, off-market, delayed or nondisclosed transactions. Prices, property details and professional representation are reported as available at publication and may be updated following confirmation from transaction participants.
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