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14 Lakeside DriveRye, NY 10580

For Sale

$2,750,000

Smart Buyer Rebate $27,500

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

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Compass Greater NY, LLC

·

914-353-5570

Listed by Elizabeth Higgins

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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
  • Year Built: 1984
  • Architectural Style: Colonial
  • Construction Materials: Stucco
  • Exterior Features: Balcony, Garden, Juliet Balcony

Features

  • Patio And Porch Features: Patio
  • 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

The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey™ MLS. The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. Information Copyright 2025, OneKey™ MLS. All Rights Reserved.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.