Seller's Agent in 2026
Michael McCooey
Compass Greater NY, LLC
(917) 968-9737
5 in this area
34 Total Sales
Located in Rye’s sought-after Flagler Estates neighborhood, 14 Lakeside Drive boasts an exceptional layout, first floor primary suite and resort-like pool, set on one full acre. Spanning almost 6,700 sq. ft., this stately colonial offers 5 bedrooms, 7 full bathrooms (2 half baths) and an open floor-plan that is perfectly suited for today’s buyer. The first floor features a double height foyer, elegant formal entertaining rooms and a large family room with a fireplace overlooking the newly refinished pool and patio. The open kitchen is ideally located with access to the family room and formal dining room, and provides a large island, breakfast bar and informal dining area, with sliding doors leading out to the pool and patio. The expansive first-floor primary suite has two large bathrooms, multiple walk-in closets and a dressing room, providing a private retreat. An additional in-law/au pair suite on the main level offers flexibility for guests or extended family, and a spacious home office is perfect for today’s “work from home” lifestyle. The second floor provides three bedrooms (a second primary suite as well as two additional bedrooms) all with ample closet space and ensuite bathrooms. The fully finished lower level includes a family room with a fireplace, an exercise room with a full bath, a bar room with dining area and a powder room, an enormous playroom, extensive storage, and an additional room with an ensuite full bathroom. The lower level also provides access to an attached three car garage. For those seeking space, functionality, and a fantastic neighborhood, 14 Lakeside is not to be missed!
Last Agent to Sell the Property
Compass Greater NY, LLC Brokerage Phone: 914-353-5570 License #10401255696 Listed on: 02/14/2025
Co-Listed By
Compass Greater NY, LLC Brokerage Phone: 914-353-5570 License #10401283227
Last Buyer's Agent
Compass Greater NY, LLC Brokerage Phone: 914-353-5570 License #10401255696 Listed on: 02/14/2025
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Bargain Sale Deed | $2,400,000 | Future Title | |
| Interfamily Deed Transfer | -- | None Available |
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 04/07/2026 04/07/26 | Sold | $2,400,000 | -12.7% | $362 / Sq Ft |
| 11/21/2025 11/21/25 | Pending | -- | -- | -- |
| 09/02/2025 09/02/25 | For Sale | $2,750,000 | +14.6% | $415 / Sq Ft |
| 09/02/2025 09/02/25 | Off Market | $2,400,000 | -- | -- |
| 06/10/2025 06/10/25 | Price Changed | $2,750,000 | -6.8% | $415 / Sq Ft |
| 02/14/2025 02/14/25 | For Sale | $2,950,000 | -- | $445 / Sq Ft |
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $48,563 | $25,750 | $6,000 | $19,750 |
| 2024 | $42,048 | $24,650 | $6,000 | $18,650 |
| 2023 | $38,548 | $24,650 | $6,000 | $18,650 |
| 2022 | $36,228 | $24,650 | $6,000 | $18,650 |
| 2021 | $35,409 | $24,650 | $6,000 | $18,650 |
| 2020 | $37,643 | $24,650 | $6,000 | $18,650 |
| 2019 | $42,229 | $24,650 | $6,000 | $18,650 |
| 2018 | $24,684 | $27,200 | $6,000 | $21,200 |
| 2017 | $0 | $27,200 | $6,000 | $21,200 |
| 2016 | $45,102 | $30,400 | $6,000 | $24,400 |
| 2015 | -- | $30,400 | $6,000 | $24,400 |
| 2014 | -- | $30,400 | $6,000 | $24,400 |
| 2013 | -- | $30,400 | $6,000 | $24,400 |
Seller's Agent in 2026
Michael McCooey
Compass Greater NY, LLC
(917) 968-9737
5 in this area
34 Total Sales
Seller Co-Listing Agent in 2026
Elizabeth Higgins
Compass Greater NY, LLC
(617) 571-9438
5 in this area
18 Total Sales
Source: OneKey® MLS
MLS Number: 823716
APN: 2801-000-545-00000-000-0096
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