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!
Listed by Michael P. McCooey
·
Compass Greater NY, LLC
·
914-353-5570
Listed by Elizabeth Higgins
·
Compass Greater NY, LLC
Last updated September 04, 2025
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Source: OneKey #823716
Listing Facts
TypeSingle-family
NeighborhoodThe Brentwood
Bedrooms5
Bathrooms9
Days on Prevu204
Taxes$40,278.11/year
Size6,629 sqft
Price per sqft$415
Amenities
Dishwasher
Private Outdoor Space
Washer/Dryer
Air Conditioning
Swimming Pool
Location
Mortgage Calculator
Listing History
09/02/2025
Status changed to Active
$2,750,000
09/02/2025
Status changed to Expired
$2,750,000
06/10/2025
Price Decreased
$2,750,000
02/14/2025
Status changed to Active
$2,950,000
02/14/2025
Listed by Compass Greater NY, LLC
$2,950,000
Property Details for 14 Lakeside Drive
Exterior
Construction
Window Features: Floor To Ceiling Windows, Oversized Windows, Skylight(s), Wall Of Windows
Pool Features: Electric Heat, In Ground, Pool/Spa Combo
Pool Private: Yes
Measurements
Building Area Total: 6,629
Building Area Units: Square Feet
Lot Size Acres: 1.00
Lot Size Square Feet: 43,560
Financial
Taxes
Parcel Number: 2801-000-545-00000-000-0096
Tax Annual Amount: $40,278.11
Tax Assessed Value: $24,650.00
Tax Year: 2024
Interior
Features
Appliances: Dishwasher, Dryer, Freezer, Gas Cooktop, Refrigerator, Stainless Steel Appliance(s), Washer, Gas Water Heater
Fireplace Features: Basement, Family Room, Living Room
Fireplace: Yes
Fireplaces Total: 3
Interior Features: First Floor Bedroom, First Floor Full Bath, Breakfast Bar, Cathedral Ceiling(s), Central Vacuum, Eat-in Kitchen, Formal Dining, High Ceilings, His And Hers Closets, In-Law Floorplan, Primary Bathroom, Master Downstairs, Open Floorplan, Pantry, Storage, Walk-In Closet(s), Washer/Dryer Hookup, Wet Bar
Spa: Yes
Measurements
Living Area: 6,629
Living Area Source: Public Records
Rooms
Basement: Finished
Has Basement: Yes
Bathrooms Full: 7
Bathrooms Half: 2
Bathrooms Total Integer: 9
Bedrooms Total: 5
Rooms Total: 15
Other
General
Exclusions: See remarks
Parking
Parking
Garage Spaces: 3
Garage: Yes
Schools
Elementary School
Elementary School: Purchase
Elementary School District: Harrison
High School
High School: Harrison High School
High School District: Harrison
Middle or Junior School
Middle Or Junior School: Louis M Klein Middle School
Middle Or Junior School District: Harrison
Utilities
Equipment
Cooling: Central Air
Heating: Forced Air
Laundry Features: Laundry Room
Sewer: Public Sewer
Utilities: Electricity Connected, Natural Gas Connected
Water Source: Public
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