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$2,750,000 Sale Pending

  • For Sale
  • Pending
  • Single Family
  • 5 Beds
  • 7 Full Baths
  • 2 Partial Baths
  • 6,629 Sq. Ft.
  • 3 Car Garage
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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!

Full Property Details for 14 Lakeside Dr

General

  • Price: $2,750,000
  • Taxes: $40,278
  • Status: Pending
  • Type: Single Family
  • Source: Long_Island
  • MLS ID: 823716
  • Updated: 11/24/2025
  • Added to Site: 376 day(s) ago

Interior

  • Number of Rooms: 15
  • 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
  • Fireplace: Yes
  • Number of Fireplaces: 3
  • Fireplace(s): Basement, Family Room, Living Room
  • Appliances: Dishwasher, Dryer, Freezer, Gas Cooktop, Refrigerator, Stainless Steel Appliance(s), Washer, Gas Water Heater
  • Laundry Facilities: Yes

Rooms

Bathrooms

  • Total Bathrooms: 9
  • Full Bathrooms: 7
  • Half Bathrooms: 2

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Electric Heat, In-Ground, Pool/Spa Combo
  • Spa: Yes

Exterior

  • Exterior Features: Balcony, Garden, Juliet Balcony
  • Porch/Patio/Deck: Patio

Parking

  • Garage: Yes
  • Garage Spaces: 3

Location

  • County: Westchester County

School Information

  • High School District: Harrison
  • Elementary School: Purchase
  • Middle School: Louis M Klein Middle School
  • High School: Harrison High School

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central Air
  • Heating Type: Forced Air
  • Heating Zones: 4

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Electricity Connected, Natural Gas Connected

Structural Information

  • Architectural Style: Colonial
  • Detached/Attached: Detached
  • Construction: Stucco
  • Basement: Yes
  • Basement Desc.: Finished
  • Windows: Floor to Ceiling Windows, Oversized Windows, Skylight(s), Wall of Windows
  • Building Size: 6629
  • Square Feet: 6,629
  • Sq. Ft. Source: Public Records
  • Year Built: 1984

Lot Features

  • Lot Size (Acres): 1
  • Lot Size (Sq. Ft.): 43,560

Financial Considerations

  • Tax Amount: $40,278.11

Disclosures and Reports

  • Special Conditions: None
  • Exclusions: See remarks
  • Property ID: 2801-000-545-00000-000-0096

Listed by Compass Greater NY, LLC

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Listing agents

— 14 Lakeside Dr —

  • Compass Greater NY, LLC

  • Compass Greater NY, LLC

914-353-5570

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 14 Lakeside Dr

School District:Harrison Central School District
NameGradesDistance
Purchase School
2995 Purchase St, Harrison, NY 10577
K-52.9 mi
Louis M Klein Middle School
50 Union Avenue, Harrison, NY 10528
6-82.1 mi
Harrison High School, Harrison, NY
255 Union Avenue, Harrison, NY 10528
9-122.9 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 14 Lakeside Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/10/2025
Price Reduced
$2,750,000
-6.78%
MLS
2/14/2025
Listed
$2,950,000
—
MLS
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 14 Lakeside Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
100%
$24,650
—
2020
-100%
$24,650
—
2020
$37,643
-11%
$24,650
-9%
2018
$42,175
11%
$27,200
—
2017
$37,831
-7%
$27,200
-11%
2017
$40,739
-9%
$30,400
—
2016
$44,899
-15%
$30,400
—
2015
$52,861
32%
$30,400
—
2014
$40,157
—
$30,400
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Listed by Compass Greater NY, LLC

14 Lakeside Drive, Rye, NY 10580 (MLS# 823716) is a Single Family property with 5 bedrooms, 7 full bathrooms and 2 partial bathrooms. 14 Lakeside Drive is currently listed for $2,750,000 and was received on February 14, 2025. Want to learn more about 14 Lakeside Drive? Do you have questions about finding other Single Family real estate for sale in Rye? You can browse all Rye real estate or contact a Coldwell Banker agent to request more information.

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