13858 CAYWOOD POND DRIVE
WINDERMERE, FL, 34786
Price$1,050,000
Beds5
Baths4
SqFt3,070
Baths4
SqFt3,070
Status:Active
Property Type:Residential
School:
Property Type:Residential
School:
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.
| Price | $1,050,000 | |
| Bedrooms | 5 | |
| Full Baths | 4 | |
| Half Baths | 0 | |
| Total Baths | 4 | |
| Lot Size Area | 22621 | |
| Lot Size Area Units | Square Feet | |
| Acres | 0.52 | |
| Property Type | Residential | |
| Sub type | Single Family Residence | |
| MLS Sub type | Single Family Residence | |
| Features | High Ceilings, PrimaryBedroom Upstairs, Thermostat, Window Treatments | |
| Exterior Features | Irrigation System, Lighting, Private Mailbox, Sidewalk, Sliding Doors | |
| Year Built | 2004 | |
| Subdivision | SUMMERPORT PH 1 | |
| View | Water | |
| Roof | Shingle | |
| Waterfront | CAYWOOD POND | |
| Heating | Central | |
| Foundation | Slab | |
| Laundry Features | Inside | |
| Pool features | In Ground, Lighting | |
| Garage spaces | 3 | |
| Association Name | Summerport HOA | |
| Association Fee | 391 | |
| Directions | Head east on FL-429 N, Take exit 19 toward County Rd 535/Winter Garden Vineland Rd, Merge onto Stoneybrook W Pkwy, Turn right onto Winter Garden Vineland Rd, Continue onto Winter Garden Vineland Rd, Turn right toward Bluebird Pond Rd, Turn left onto Wise Bird Dr, Turn right onto Caywood Pond Dr, Destination will be on the left | |
| County | Orange | |
| Latitude | 28.491264 | |
| Longitude | -81.590456 | |
| Market Area | 34786 – Windermere | |
| Address | 13858 CAYWOOD POND DRIVE, WINDERMERE, FL 34786 | |
| Postal Code | 34786 | |
| City | WINDERMERE | |
| State | FL | |
| Country | United States | |
| Listing Office | SPRING REALTY ONE LLC | |
| Listing Office Phone | 407-340-1754 | |
| Listing Agent | Chun Cai | |
| Listing Agent Phone | 951-699-4983 | |
| Special listing conditions | None | |
| Ownership | Fee Simple | |
| Terms | Cash, Conventional, FHA, VA Loan | |
| Virtual Tour URL | https://my.matterport.com/show/?m=1HYZM8gNXNL&mls=1 | |
| Elementary School | Keene Crossing Elementary | |
| Middle School | Bridgewater Middle | |
| High School | Windermere High School | |
| Days on market | 6 | |
| MLS Status | Active | |
| Listing Date | Feb 24, 2026 | |
| Listing Last Modified | Mar 5, 2026 | |
| Tax ID | 102327838901160 | |
| Tax Year | 2025 | |
| Tax Annual Amount | 12050 | |
| MLS Area | 34786 – Windermere | |
| MLS # | O6382987 | |
Tour this home
Please provide your preferred method of contact below, and one of our agents will be in touch shortly.
Similar Properties
Find similar properties to 13858 CAYWOOD POND DRIVE, WINDERMERE, FL 34786
