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Illustrative Florida residential streetscape with detached homes, mature oak trees and landscaped lawns in warm afternoon light.

Windermere Area, Florida

Keenes Pointe Homes for Sale

Explore Keene’s Pointe, a guard-gated community with detached homes, golf-front settings and lakefront estates. Find a home that fits your daily routine or second-home plans.

Keene’s Pointe Property Snapshot

See the community’s property count, current homes for sale and median asking price in one place.

Homes in community
1,957
For sale now
18
Median list price
$2,579,500

Rental figures are modelled from comparable nightly rates and are not a guarantee of income.

Finding Your Preferred Home and Setting

Keene’s Pointe offers detached single-family residences and custom homes in several distinct settings, from interior lots to golf-front properties and lakefront estates. Traditional and Mediterranean designs are represented, giving buyers architectural character to weigh alongside layout and location within the community. Start with the setting you want to live with each day: an interior lot, a home beside the course or a property along the water. Then compare the individual home’s floor plan, outdoor space and condition. Pools, docks, renovations and particular views vary by property, so use each listing’s details to build a shortlist rather than treating those features as standard throughout the neighborhood.

Illustrative Mediterranean-style detached home with a tiled roof, arched entry and mature Florida landscaping.

Life Around The Golden Bear Club

The Golden Bear Club is the private country club within Keene’s Pointe, centered on an 18-hole Jack Nicklaus Signature golf course set among lakes and mature oaks. For owners who enjoy the game, it offers a way to make golf part of everyday life rather than an occasional outing. The club also offers social membership for those whose interests lean toward dining, tennis, swimming and fitness. Membership is optional and separate from homeownership, with initiation fees and monthly dues. Privileges vary by category, so consider the membership that suits your routine alongside, not as an automatic part of, your home purchase.

Club Facilities for Leisure and Everyday Living

These private-club facilities and activities require the relevant membership; they are not automatically included with homeownership.

  • Tennis Throughout the Week

    Four lighted hard tennis courts give members a place to make a match or practice session part of their regular routine.

  • Pool and Snack Bar

    The club’s swimming pool and snack bar offer a place for a swim and a relaxed break without leaving the community.

  • Fitness Options

    Exercise equipment, free weights, personal training and fitness classes support different approaches to staying active close to home.

  • Dining at Pointe 18

    Pointe 18 Bar & Grille provides indoor and outdoor dining for meals with friends or a stop after club activities.

  • A Member Social Calendar

    Member golf, tennis and social events offer ways to meet others and build familiar activities into life in the community.

Understanding Waterfront Home Choices

Compare the water setting as carefully as the home itself: a view, lake frontage and navigable access are different features.

AspectSettingWhat it meansWhat to check
Water-view propertyWater-view propertyA view of water does not establish shoreline ownership or the right to reach the lake from the property.Check lot boundaries and the actual view from the home; establish any water-access rights separately.
Lake Burden frontageLake Burden frontageA shoreline setting on Lake Burden, which is not part of the Butler Chain of Lakes.Confirm the property’s frontage, any existing dock and the boating access associated with that specific home.
Butler Chain frontageButler Chain frontageFrontage on a Butler Chain lake; the shoreline alone does not establish a usable dock or navigable access.Verify navigable chain access and any private dock rather than relying on a general waterfront description.

Beyond the Gates: Nature and Local Life

Keene’s Pointe sits along Chase Road in the Windermere area, north of the Winter Garden–Vineland Road corridor. Beyond the community, Tibet-Butler Preserve offers hiking trails, boardwalks, picnic facilities, a butterfly garden and the Vera Carter Environmental Center. These public facilities provide options for outdoor time separate from the private club. Downtown Windermere adds another local outing: the farmers market at Town Square Park, where vendors offer produce, seafood, baked goods, flowers and handmade items. For prospective owners, these places add practical context to the home search, whether you picture a nature walk, shopping for fresh ingredients or spending part of the day exploring the surrounding area.

Illustrative Florida nature preserve scene with a wooden boardwalk winding beneath a shaded canopy of trees and native greenery.

Questions About Buying in Keene’s Pointe

Gaby Sadler, Property Specialist

Gaby Sadler

Property Specialist, Serhant

Talk to Gaby before you buy

I can arrange viewings, answer your questions and prepare a personalized rental projection for any home you're considering.

Find Your Home in Keene’s Pointe

The right Keene’s Pointe home starts with how you want to use it. Compare interior-lot, golf-front and waterfront properties against your everyday needs or second-home preferences, then look closely at layout, outdoor features and the setting beyond the windows. Keep your interest in club activities and lake access in mind as you narrow the choices. Explore the homes for sale to begin building your shortlist.

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