4 Beds, 2 Baths, 1,715 sq ft
13858 Caywood Pond Dr
Windermere, FL 34786
Check Back Soon for Upcoming Availability
| Beds | Baths | Average SF |
|---|---|---|
| 5 Bedrooms 5 Bedrooms 5 Br | 4 Baths 4 Baths 4 Ba | 3,070 SF |
Fees and Policies
The fees listed below are community-provided and may exclude utilities or add-ons. All payments are made directly to the property and are non-refundable unless otherwise specified.
- One-Time Move-In Fees
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Application Fee$65
- Dogs Allowed
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Fees not specified
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Restrictions:Please contact the association for restrictions.
- Cats Allowed
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Fees not specified
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Restrictions:Please contact the association for restrictions.
- Parking
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Garage--
About This Property
Stunning Windermere Lakefront Pool home with 5 bedrooms and 4 full baths in almost 3100 square feet. Between downtown Windermere and Winter Garden Village. This beautiful home is located in the highly desirable Summerport Community with 70 ft of waterfront,private screened Pool,and nestled perfectly in a lush,landscaped paradise with great curb appeal. As you approach alongside the 3-car split-garage,you are welcomed by a large,covered porch and inviting architectural details with stone façade and large arbor. Entering the home,the foyer opens up to an impressive,20-foot ceiling Formal living room,with side stair,arched openings,and curved balcony from the Primary bedroom with wrought iron rail. Freshly painted neutral-colored walls blend perfectly with the new upgraded vinyl planked floor. The wide slider provides an immediate great view of the pool overlooking the lake. The formal dining room has a splash of tasteful art deco chandelier and wall detail. Pass by the Butler pantry as you enter the Gourmet Kitchen/family Room combo. The kitchen has moca-colored tall cabinets,granite counters,tiled backsplash,a two-tiered breakfast bar island,accented crown molding and stainless-steel appliances. Refrigerator is French door,double drawer freezer. There is eating space in the kitchen alongside the knock-out bay window,between the Kitchen and family room. The family room has its own Art-Deco wall to provide texture and style and a great talking point along side its slider door to the outside pool entertainment area. Also on the main floor is a bonus flex-room with an adjacent bath and next to one garage. The larger garage on the right side has hanging ceiling racks for more storage,next to the laundry room with washer and dryer included and a drop zone to help keep your home in nice order. Ascending the elegant staircase complete with wood treads and complemented by white rail and balusters,against the balconies black wrought iron rail. The view over this great room can be appreciated. With the bedrooms split,the two jack and jill bedrooms to the right share a full bath with dual sinks,and separated toilet and bathtub rom for greater efficiency. Left of the grand stairs is the Primary bedroom with double doors opening into this expansive room,with another set of double doors to the balcony that overlooks the great room and front door. Windows along the backside of the bedroom and short hall to bath and closet provide a great view of the lake and facing Southeast to see those incredible morning sunrises over the water late in the year. Pass by the huge walk-in-closet to enter the stylish curved walls and split vanity dual sink primary bath with walk in shower,garden tub,and separate toilet room. The sparkling pool is a great way to cool down in the summer and great ambiance all the time. Enjoy hanging pool side screened in away from the bugs,yet still able to enjoy the serene view of the lake and tons of foliage and small trees to provide plenty of privacy. Roof have been recently updated. This Summerport Community has a community pool,fitness center,basketball / tennis courts,west of downtown Windermere and minutes from the Winter Garden Village with all the shopping,dining,and entertainment nearby,and Windermere’s top-rated schools. To enjoy your privacy and serene water views while relaxing pool side in this fantastically charming and sophisticated luxury home,please inquire now.
13858 Caywood Pond Dr is a house located in Orange County and the 34786 ZIP Code. This area is served by the Orange County Public Schools attendance zone.
House Features
- Views
- Pool
- Waterfront
Located about 12 miles southwest of Downtown Orlando, Windermere is a charming town on an isthmus between several lakes in the Butler Chain of Lakes. In addition to the ample recreational opportunities afforded by the numerous lakes, Windermere residents enjoy a picturesque brick-paved Main Street brimming with quaint shops, cafes, local businesses, and lush oak trees.
Windermere exudes a family-friendly atmosphere, with excellent schools and a strong sense of community in a tranquil locale. Residents often come together for an array of community events, from laidback movie nights to boisterous parades and everything in between. Windermere also boasts close proximity to many of Orlando’s world-famous theme parks, including Universal Orlando and Walt Disney World.
Learn more about living in Windermere- Views
- Waterfront
- Pool
| Colleges & Universities | Distance | ||
|---|---|---|---|
| Colleges & Universities | Distance | ||
| Drive: | 23 min | 13.5 mi | |
| Drive: | 27 min | 16.8 mi | |
| Drive: | 28 min | 19.0 mi | |
| Drive: | 28 min | 19.8 mi |
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
Data provided by GreatSchools.org © 2026. All rights reserved.
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