$1,050,000

13858 CAYWOOD POND DRIVE, Windermere, FL 34786

5 beds |
4 baths |
3,070 sqft

Single-Family Home
Built in 2004
0.52acre lot
3 car garage
$342/sqft
Listed 6 days ago

Property Description

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.

Listing Status:: Active
Date Added:: February 24, 2026
Data Last Updated:: February 27, 2026 at 9:22PM
Listing Office:: SPRING REALTY ONE LLC : 407-340-1754
Listing Agent:: Chun Cai : 951-699-4983
MLS ID:: O6382987

General: High CeilingsPrimaryBedroom UpstairsThermostatWindow Treatments
Appliances: DishwasherMicrowaveRangeRefrigerator
Laundry: Inside
Flooring: CarpetHardwoodTile
A/C: Central Air
Heating: Central

General: LightingPrivate MailboxSidewalkSliding Doors
Pool: In GroundLighting

Roofing: Shingle
General: StuccoTwoSlab

Road/Access: Asphalt
HOA Amenities: 391.0Quarterly
Originating MLS: Stellar MLS
County: Orange

Zoning: P-DSUMMERPORT PHASE 1 53/1 LOT 11610-23-27-8389-01-160
View: Water

Utilities: BB/HS Internet AvailableCable AvailablePhone AvailablePublicSewer ConnectedWater Connected
Water: Public
Sewer: Public Sewer

Source: Stellar MLS
Ownership: Fee Simple

This listing courtesy of Chun Cai , SPRING REALTY ONE LLC

Monthly Payment

$Est. Payment

Principal & Interest $
Property Taxes $
Home Insurance $
VA Funding Fee $

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Location

Schools Nearby

Keene's Crossing Elementary School

5240 Keenes Pheasant Dr, Windermere, FL, 34786

Grades PK-5

0.60 miles away

Bridgewater Middle School

5600 Tiny Rd, Winter Garden, FL, 34787

Grades 6-8

1.56 miles away

Windermere High School

5523 Winter Garden Vineland Rd, Windermere, FL, 34786

Grades 9-12

0.82 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.