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13858 Caywood Pond Dr | Image 2
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$963,000

Pending

2 months ago

13858 Caywood Pond Dr, Windermere, FL

House

MLS® O6382987

5 Bed

4 Bath

3070 sqft

3 Parking

  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 3070 sqft
Garage Yes
Taxes $12,050
Lot Size 
Approx. Age 2004
Avg. Price Per Sqft $313
MLS® Number O6382987

Property Address: 13858 Caywood Pond Dr, WINDERMERE, FL, 34786-3109

Average square foot calculated using Size range provided by listing agent.

Description

Under contract-accepting backup offers. JUST REMODELED! Stunning lakefront pool home located in the heart of Windermere, offering 5 bedrooms, 4 full bathrooms, and nearly 3, 100 square feet of beautifully updated living space. Perfectly positioned between downtown Windermere and Winter Garden Village, this exceptional property is nestled within the highly desirable Summerport community and features pristine waterfront views. This is more than a home-it's a lifestyle. From the moment you arrive, the home’s curb appeal impresses with a beautiful stone façade, charming arbor detail, spacious covered front porch, and a 3-car split garage. Inside, you are welcomed by a dramatic 20-foot ceiling in the formal living room, highlighted by elegant arched openings, a sweeping staircase, and a curved balcony overlooking the space below. Fresh updates throughout create a bright, modern feel, making this home truly move-in ready. Major improvements include a recently updated roof in last 6 years, brand-new AC system, and new water heater, new pool pump, new spa gas heater — offering comfort and peace of mind for years to come. Step outside to your private screened-in pool oasis. Cool off in the sparkling pool while enjoying serene lake views, mature landscaping, and added privacy from lush greenery — the perfect setting for relaxing or entertaining. Residents of Summerport enjoy resort-style amenities including a community pool, fitness center, basketball and tennis courts — all just minutes from shopping, dining, and entertainment at Winter Garden Village, and zoned for top-rated Windermere schools. Experience luxury lakefront living with privacy, elegance, and timeless charm — all in one of Central Florida’s most sought-after communities. Information deemed reliable but not guaranteed.
MLS® NumberO6382987
Laundry LevelEnsuite
Central VacNo
FireplaceNo
Acreage
Exterior
GarageYes
Approx. Age2004
Basement
Driveway
Garage Spaces
Heat
A/C
Heating Fuel

Extras

Rooms

Other:Second FloorNot available
Living Room:First FloorNot available
Kitchen:First FloorNot available

Price History

-End Date
-Sold Price

Pending

Feb 24, 2026List Date
$963,000List Price
Nov 8, 2023End Date
$871,000Sold Price

Sold

Jul 15, 2024List Date
$900,000List Price
Mar 14, 2024End Date
$4,250Sold Price

Leased

Jul 15, 2024List Date
$4,250List Price
  • Commute

Commute

Starting Address
Destination Address
13858 Caywood Pond Dr, Windermere, FL

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