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13858 Caywood Pond Drive, Windermere, FL 34786

$1,050,000

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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 fa?ade, 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.

13858 Caywood Pond Drive | MLS# O6382987

This single family home located at 13858 Caywood Pond Drive, Windermere, FL 34786 is currently listed for sale with an asking price of $1,050,000. This property was built in 2004 and has 5 bedrooms and 4 full baths with 3070 sq. ft. Caywood Pond Drive is located in the SUMMERPORT subdivision. Search SUMMERPORT real estate on www.signwithsanford.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Garage: 3 car attached
Heating: Central
Lot Size: 0.52 Acres
Roof Type: Shingle
Stories: 2.0
Taxes: $12,050
Year Built: 2004
Square Feet: 3,070

Amenities

High Ceilings
PrimaryBedroom Upstairs
Thermostat
Window Treatments
Lighting
Private Mailbox
Sidewalk
Sliding Doors

Feature Descriptions

Appliances: Dishwasher, Microwave, Range, Refrigerator
Body of Water: CAYWOOD POND
Community Features: Clubhouse, Fitness Center, Playground, Pool, Sidewalks
Days on Site: 6
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
Exterior: Stucco
Flood Zone Code: X, A
Flooring: Carpet, Hardwood, Tile
Foundation: Slab
Frontage Pond: 70
HOA Fee: 391/ Quarterly
HOA Y/N: Yes
Home Warranty Y/N: No
Listing Terms: Cash, Conventional, FHA, VA Loan
Lot Dimensions: 0.52
Other Equipment: Irrigation Equipment
Ownership: Fee Simple
Pets Allowed: Yes
Pets Restrictions: Buyer to verify with HOA
Pool: In Ground, Lighting
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Sewer: Public Sewer
Showing Instructions: Lock Box Coded, ShowingTime
Special Sale Provisions: None
Swimming Pool: Yes
Utilities: BB/HS Internet Available, Cable Available, Phone Available, Public, Sewer Connected, Water Connected
Water: Public
Water Access Y/N: No
Waterfront Features: Pond
Water View: Pond
Zoning: P-D

Local Schools

High School: Windermere High School
Middle School: Bridgewater Middle
Elementary School: Keene Crossing Elementary

Listed By / Shown By

Listed By

Agency Name: SPRING REALTY ONE LLC
Agency Contact: 407-340-1754

Shown By

Agent Name: The Sanford Group
Agent Phone: Cell: (904) 868-9651
Agency Title: Watson Realty Corp., REALTORS ®

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Estimated Payment

$ 6,373.68 per month $5,063.26 Principal & Interest $1,004.17 Property Tax $306.25 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers 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 on this site was last updated 03/02/2026. The listing information on this page last changed on 03/02/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Mon 03/02/2026 11:26:32 AM EST) or GAMLS (last updated Mon 03/02/2026 11:15:11 AM EST) or Stellar MLS (last updated Mon 03/02/2026 11:16:10 AM EST) or SPC MLS (last updated Mon 03/02/2026 11:19:52 AM EST) or Martin MLS (last updated Mon 03/02/2026 11:23:44 AM EST) or Indian River MLS (last updated Mon 03/02/2026 11:20:49 AM EST) or Daytona MLS (last updated Mon 03/02/2026 11:16:51 AM EST) or Northeast Florida MLS (last updated Mon 03/02/2026 11:21:22 AM EST) or Beaches MLS (last updated Mon 03/02/2026 11:17:20 AM EST) or BORMLS (last updated Mon 03/02/2026 11:25:25 AM EST) or Golden Isles MLS (last updated Mon 03/02/2026 11:16:32 AM EST) or Amelia/Nassau MLS (last updated Mon 03/02/2026 11:20:30 AM EST) or Dixie Gilchrist Levy MLS (last updated Mon 03/02/2026 11:22:37 AM EST). Real estate listings held by brokerage firms other than Watson Realty Corp., REALTORS ® may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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