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13858 Caywood Pond Drive, Windermere, FL

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$1,050,000

($342/sqft)

List Status: Pending
13858 Caywood Pond Drive
Windermere, FL 34786


5 beds
4 baths
3070 living sqft
Top Features
  • Frontage: Pond
  • View: Water
  • Subdivision: Summerport Ph 1
  • Built in  2004
  • Single Family Residence
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, 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.
Property Details
Additional Information
Additional Lease Restrictions
Buyer to verify with HOA
Additional Parcels YN
false
Appliances
Dishwasher, Microwave, Range, Refrigerator
Approval Process
Buyer to verify with HOA
Association Email
management@summerporthoa.com
Association Fee
391
Association Fee Frequency
Quarterly
Association Fee Requirement
Required
Association YN
true
Attached Garage YN
true
Available For Lease YN
1
Bathrooms Total Integer
4
Building Area Source
Public Records
Building Area Total
4246
Building Area Total Srch SqM
394.47
Building Area Units
Square Feet
Calculated List Price By Calculated SqFt
342.02
Carport YN
false
Community Features
Clubhouse, Fitness Center, Playground, Pool, Sidewalks
Construction Materials
Stucco
Cooling
Central Air
Country
US
Cumulative Days On Market
3
Current Price
1050000.00
Direction Faces
Northeast
Elementary School
Keene Crossing Elementary
Expected Closing Date
2026-04-07T00:00:00.000
Exterior Features
Lighting, Private Mailbox, Sidewalk, Sliding Doors
Fireplace YN
false
Flood Zone Code
X, A
Flooring
Carpet, Hardwood, Tile
Foundation Details
Slab
Furnished
Unfurnished
Garage Spaces
3
Garage YN
true
Heating
Central
High School
Windermere High School
Interior Features
High Ceilings, PrimaryBedroom Upstairs, Thermostat, Window Treatments
Internet Address Display YN
true
Internet Automated Valuation Display YN
false
Internet Consumer Comment YN
false
Internet Entire Listing Display YN
true
Laundry Features
Inside
Levels
Two
List AOR
Orlando Regional
Living Area Meters
285.21
Living Area Source
Public Records
Living Area Units
Square Feet
Lot Size Acres
0.52
Lot Size Square Feet
22621
Lot Size Square Meters
2102
Middle Or Junior School
Bridgewater Middle
Minimum Lease
1-2 Years
Modification Timestamp
2026-02-28T12:35:09.105Z
Monthly HOA Amount
130.33
New Construction YN
false
Occupant Type
Owner
Other Equipment
Irrigation Equipment
Ownership
Fee Simple
Parcel Number
10-23-27-8389-01-160
Pet Restrictions
Buyer to verify with HOA
Pets Allowed
Yes
Pool Private YN
true
Postal Code Plus 4
3109
Previous List Price
998000
Price Change Timestamp
2026-02-24T20:56:36.000Z
Public Survey Range
27
Public Survey Section
10
Purchase Contract Date
2026-02-27
RATIO Current Price By Calculated SqFt
342.02
Road Surface Type
Asphalt
Roof
Shingle
Room Count
3
Senior Community YN
false
Sewer
Public Sewer
Showing Requirements
Lock Box Coded, ShowingTime
Status Change Timestamp
2026-02-28T12:34:59.000Z
Stories Total
2
Tax Annual Amount
12050
Tax Block
1
Tax Book Number
53-1
Tax Legal Description
SUMMERPORT PHASE 1 53/1 LOT 116
Tax Lot
116
Tax Year
2025
Total Acreage
1/2 to less than 1
Total Annual Fees
1564.00
Total Monthly Fees
130.33
Township
23
Universal Property Id
US-12095-N-102327838901160-R-N
Unparsed Address
13858 CAYWOOD POND DR
Utilities
BB/HS Internet Available, Cable Available, Phone Available, Public, Sewer Connected, Water Connected
Water Body Name
CAYWOOD POND
Water Frontage Feet Pond
70
Water Source
Public
Water View
Pond
Water View YN
1
Waterfront Feet Total
70
Waterfront YN
true
Zoning
P-D
Neighborhood Map
Popup

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MLS #MFRO6382987 Listing courtesy of Spring Realty One Llc provided by Stellar MLS.

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All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independent verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. The source of the listing data is as follows: Stellar MLS (updated 2/28/26 9:08 AM) |

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