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$1,050,000
New Listing

13858 CAYWOOD POND DRIVE
WINDERMERE, FL 34786

For Sale|Single Family Residence|Active
5
Beds
4
Total Baths
4
Full Baths
3,070
SqFt
$342
/SqFt
2004
Built
Subdivision:
SUMMERPORT PH 1
County:
Orange
Call Now: +1 (407) 456-4820
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+1 (407) 456-4820
13858 CAYWOOD POND DRIVE13858 CAYWOOD POND DRIVE13858 CAYWOOD POND DRIVE13858 CAYWOOD POND DRIVE
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Monthly Payment (Est.)

$4,791
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

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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Listing Snapshot
Price 
$1,050,000
Days On Site 
0 Days
Bedrooms 
5
Inside Area (SqFt) 
3,070 sqft
Total Baths 
4
Full Baths 
4
Partial Baths 
N/A
Lot Size 
0.52 Acres
Year Built 
2004
MLS® Number 
O6382987
Status 
Active
Property Tax 
$12,050
HOA/Condo/Coop Fees 
$130.33 monthly
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
3 hours agoListing updated with changes from the MLS®
3 hours agoListing first seen on site
General Features
Acres 
0.52
Attached Garage 
Yes
Direction Faces 
Northeast
Foundation 
Slab
Garage 
Yes
Garage Spaces 
3
Levels 
Two
Number Of Stories 
2
Parking 
Attached
Pets 
Yes
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
4246
Utilities 
Cable AvailablePhone AvailableSewer ConnectedWater Connected
Water Source 
Public
Zoning 
P-D
Interior Features
Appliances 
DishwasherMicrowaveRangeRefrigerator
Cooling 
Central Air
Flooring 
CarpetHardwoodTile
Furnished 
Unfurnished
Heating 
Central
Interior 
High Ceilings
Laundry Features 
Inside
Kitchen 
Level - FirstFeatures - Granite Counters, Kitchen Island, Pantry
Living Room 
Level - FirstFeatures - Ceiling Fan(s)
Master Bedroom 
Level - SecondFeatures - Double Vanity
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Exterior Features
Construction Details 
Stucco
Exterior 
Lighting
Lot Features 
Waterfront
Pool Features 
In GroundPrivate
Private Pool 
Yes
Roof 
Shingle
View 
PondWater
Waterfront 
Yes
Waterfront Features 
Pond
Waterview 
PondWater
Community Features
Association Dues 
391
Community Features 
ClubhouseFitness CenterPlaygroundPoolSidewalks
Financing Terms Available 
CashConventionalFHAVA Loan
HOA Fee Frequency 
Quarterly
MLS Area 
34786 - Windermere
Roads 
Asphalt
Township 
23
Schools
School District
Unknown
Elementary School
Keene Crossing Elementary
Middle School
Bridgewater Middle
High School
Windermere High School
Listing courtesy of SPRING REALTY ONE LLC (951) 699-4983

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Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-02-24 06:41 PM EST

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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