13858 CAYWOOD POND DRIVE Windermere, FL $ 1,050,000
13858 CAYWOOD POND DRIVE
$ 1,050,000
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13858 CAYWOOD POND DRIVE

Windermere, FL, 34786
$ 1,050,000
Bedrooms5 Baths4.0 Sq 3,070

Monthly Estimate*

$ 6,465

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Single Family Home for sale in Windermere, FL

for $1,050,000 with 5 bedrooms and 4 full baths. This 3,070 square foot home was built in 2004 on a lot size of 0.52.

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.

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Single Family Active

Price

$ 1,050,000

Bedrooms

5

Full Bath

4

Property Type

Single Family

Taxes

$ 12,050

Style

Single Family Residence

Lot Size

0.52

Year Built

2004

Town/City

Windermere

County/Region

Orange

MLS | Web ID

O6382987

Features
General
Sewer Public Sewer
Heating Central
Cooling Central Air
Utilities BB/HS Internet Available Cable Available Phone Available Public Sewer Connected Water Connected
Roof Shingle
Appliances Dishwasher Microwave Range Refrigerator
Zoning P-D
HOA Fee 391
Garage Spaces 3
Pool Features In Ground Lighting
Construction Materials Stucco
Pets Allowed Yes
Year Built 2004
View Water
Levels Two
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Waterfront Features Pond
Community Features Fishing Clubhouse Fitness Center Playground Pool Sidewalks
Assoc Fee Paid Per Quarterly
County Orange
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name SUMMERPORT PH 1
Facing Direction Northeast
Garage Y/N true
Total Rooms 3
Full Baths 4
Status Active
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
High School Windermere High School
City WINDERMERE
Body of Water CAYWOOD POND
Association Name Summerport HOA
Senior Community Y/N false
MLS Area 34786 - Windermere
Lot Size Units Square Feet
Lot Size Square Feet 22621
Carport Y/N false
Listing Terms Cash Conventional FHA VA Loan
Elementary School Keene Crossing Elementary
Land Lease Y/N false
Tax Annual Amount 12050
Middle/Junior High School Bridgewater Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://my.matterport.com/show/?m=1HYZM8gNXNL&mls=1 https://youtu.be/__AyWalJvGY
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 116
Legal Description SUMMERPORT PHASE 1 53/1 LOT 116
Water View Pond
Minimum Lease 1-2 Years
Water Access Y/N false
Monthly HOA Amount 130.33
Water View Y/N true
Flood Zone Code X A
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Interior
Interior Amenities High Ceilings PrimaryBedroom Upstairs Thermostat Window Treatments
Flooring Carpet Engineered Hardwood Tile
Furnished Y/N Unfurnished
Total Stories 2
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N false
Half Baths 0
Laundry Features Inside
Total Bedrooms 5
Total Baths 4
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Exterior
Exterior Amenities Irrigation System Lighting Private Mailbox Sidewalk Sliding Doors
Water Source Public
Lot Size Area 22621
Foundation Details Slab
Building Area Total 4246
Lot Size Acres 0.52
Road Surface Type Asphalt
Private Pool true
Waterfront Y/N true
Covered Spaces 3
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* Excluded Features
List By
Spring Realty One Llc

Broker

chunzi20082011@gmail.com

Email

Affordability Calculator

$7,469
Per Month
87%
13%
0%
Monthly Principal & Interest
$6,465
Monthly Property Taxes
$1,004
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Windermere High School High School High School
Pricing History
DatePricePrice ChangeDescription
2/24/2026$1,050,000 5.21% Price Up
2/24/2026$998,000 Listed Price

Map


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13858 CAYWOOD POND DRIVE, Windermere, FL, 34786 is a Single Family Home for sale at $1,050,000 with 3,070 sqft and a lot size of 0.52. 13858 CAYWOOD POND DRIVE has 5 bedrooms, 4.0 baths, and was built in 2004. The property's zip code is 34786 which is in Windermere, FL