13858 Caywood Pond Drive, Windermere, FL 34786
Local realty services provided by:ERA American Suncoast
13858 Caywood Pond Drive,Windermere, FL 34786
$1,050,000
- 5 Beds
- 4 Baths
- 3,070 sq. ft.
- Single family
- Active
Listed by: chun cai
Office: spring realty one llc.
MLS#:O6382987
Source:MFRMLS
Price summary
- Price:$1,050,000
- Price per sq. ft.:$247.29
- Monthly HOA dues:$130.33
About this home
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, brand-new AC system, and new water 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.
Contact an agent
Home facts
- Year built:2004
- Listing ID #:O6382987
- Added:1 day(s) ago
- Updated:February 26, 2026 at 06:53 PM
Rooms and interior
- Bedrooms:5
- Total bathrooms:4
- Full bathrooms:4
- Flooring:Carpet, Hardwood, Tile
- Kitchen Description:Dishwasher, Microwave, Range, Refrigerator
- Bedroom Description:High Ceilings, Primary Bedroom Upstairs
- Living area:3,070 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Central
Structure and exterior
- Roof:Shingle
- Year built:2004
- Building area:3,070 sq. ft.
- Lot area:0.52 Acres
- Construction Materials:Stucco
- Exterior Features:Lighting, Private Mailbox, Sidewalk
- Foundation Description:Slab
- Levels:2 Story
Schools
- High school:Windermere High School
- Middle school:Bridgewater Middle
- Elementary school:Keene Crossing Elementary
Utilities
- Water:Public, Water Connected
- Sewer:Public, Public Sewer, Sewer Connected
Finances and disclosures
- Price:$1,050,000
- Price per sq. ft.:$247.29
- Tax amount:$12,050 (2025)
Features and amenities
- Appliances:Dishwasher, Irrigation Equipment, Microwave, Range, Refrigerator
- Laundry features:Inside
- Amenities:BB/HS Internet Available, Cable Available, High Ceilings, Irrigation Equipment, Phone Available, Primary Bedroom Upstairs, Thermostat, Window Treatments
- Pool features:In Ground, Private Pool
New listings near 13858 Caywood Pond Drive
- Open Sat, 11am to 3pmNew
$679,994Active4 beds 3 baths2,053 sq. ft.13013 Overstreet Road, WINDERMERE, FL 34786
MLS# O6380917Listed by: EXP REALTY LLC - New
$4,500,000Active5 beds 9 baths8,714 sq. ft.3026 Porto Lago Court, WINDERMERE, FL 34786
MLS# O6381606Listed by: SERHANT - Open Sat, 12 to 2pmNew
$4,995,000Active6 beds 7 baths7,349 sq. ft.5070 Down Point Lane, WINDERMERE, FL 34786
MLS# O6385276Listed by: EXP REALTY LLC - New
$589,900Active3 beds 3 baths2,504 sq. ft.12980 Holdenbury Lane, WINDERMERE, FL 34786
MLS# O6385797Listed by: LIVE MVRK LLC - New
$690,000Active3 beds 3 baths2,612 sq. ft.8552 Powder Ridge Trail, WINDERMERE, FL 34786
MLS# S5144276Listed by: AGENT TRUST REALTY CORPORATION - New
$1,650,000Active5 beds 4 baths3,464 sq. ft.8438 Tibet Butler Drive, WINDERMERE, FL 34786
MLS# O6378352Listed by: WRA BUSINESS & REAL ESTATE - Open Sat, 11am to 1pmNew
$777,000Active4 beds 2 baths2,380 sq. ft.17520 Black Rail Street, WINDERMERE, FL 34786
MLS# O6384223Listed by: COMPASS FLORIDA LLC - New
$574,995Active4 beds 2 baths1,798 sq. ft.9319 Woodbreeze Boulevard, WINDERMERE, FL 34786
MLS# O6384930Listed by: CHARLES RUTENBERG REALTY ORLANDO - New
$475,000Active4 beds 3 baths1,898 sq. ft.7432 Leighside Drive, WINDERMERE, FL 34786
MLS# O6383362Listed by: METROPOLITAN R.E SOLUTIONS INC