Location: Windermere
Keyword(s): Windermere Elem
Keyword(s) Elementary School: Windermere Elem
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8122 WHITFORD CT, WINDERMERE, FL 34786
$7,99524 Days on yellowkey MLS ID: O6406342
REDUCED by $505 (5.9%) on 05/22/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3062 Built: 2003Community: Keenes PointeSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Windermere Elem
High School: Windermere High School
Tax Year:
Middle School: Bridgewater Middle
Remarks: GOLF FRONT!! Beautiful 4-Bed, 3-Bath Home for Rent in the Exclusive Keene’s Pointe Golf Community Nestled in the sought-after and secure gated community of Keene’s Pointe, this stunning single-story home offers a rare opportunity to live in a neighborhood renowned for its strong sense of community and premium amenities. Community Features: • Gated with 24/7 Manned Security: Peace of mind and privacy. • Convenient Amenities: Enjoy access to an on-site restaurant, fitness center, tennis courts, and more—all just a short distance from your doorstep. Property Highlights: • Prime Location: Backing onto the driving range, enjoy serene views of practicing golfers without worrying about stray golf balls. Evenings are quiet and peaceful. • Backyard Oasis: The screened-in pool and spa, complete with heating, create a perfect space for relaxation. A fully equipped summer kitchen adds to the charm for outdoor entertaining. • Spacious Layout: Inside, the home features 4 generously sized bedrooms and a well-designed kitchen with top-of-the-line GE appliances. • Freshly Painted: The interior was recently refreshed in December, offering a clean and inviting atmosphere. • All solid f looring throughout. IAmple Garage Space: A 3-car garage includes a dedicated space for your golf cart. Added Value: • Yard maintenance, pool service, and pest control are included in the rental, providing a relaxed lifestyle. Don’t miss this incredible opportunity to call Keene’s Pointe your home.
Listing is courtesy of: WINDERMERE INTERNATIONAL REALTY (407-421-6241)
Listing Agent: Hans Welbergen (407-701-6814)
5130 SUN PALM DR, WINDERMERE, FL 34786
$3,09910 Days on yellowkey MLS ID: O6409082
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1723 Built: 1987Community: Silver Woods Ph 04Single Family
High School: Olympia High
Middle School: Chain of Lakes Middle
Remarks: Welcome home to this charming 3-bedroom, 2-bath home located in the desirable Silver Woods area of Windermere! Available for immediate move-in, this property offers a comfortable and functional layout with spacious bedrooms and bathrooms, a bright kitchen with ample counter and cabinet space, and a large lot perfect for enjoying outdoor living. Lawn care is included with rent! Conveniently located near shopping, dining, major roadways, and top-rated schools, this home combines comfort and convenience in one of Central Florida’s most sought-after areas. Act now, this one won’t last long! All applicants are required to complete a credit and background check. Renters insurance is required. All residents are automatically enrolled in a master renters insurance policy for $11.95 per month. Residents can opt out of the master policy by providing proof of their own policy that meets minimum requirements.
Listing is courtesy of: 407 PROPERTIES (407-545-2594)
Listing Agent: Steven Simpson (407-545-2594)
5610 W LAKE BUTLER RD, WINDERMERE, FL 34786
$3,60022 Days on yellowkey MLS ID: O6406597
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3212 Built: 1977Community: Kelso On Lake Butler 5/48 Lot 59Single Family
Remarks: Exceptional opportunity to rent a lovely home in Windermere with easy access to Lake Butler Rd, top schools, and everyday conveniences. Enjoy comfort, privacy, and a welcoming neighborhood atmosphere.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Priscila Lima (321-442-7790)
11917 CAMDEN PARK DR, WINDERMERE, FL 34786
$5,50029 Days on yellowkey MLS ID: O6403295
0 Days Off yellowkey (back on 5/18/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3030 Built: 2006Community: Keenes PointeSingle Family
Remarks: This stunning single-story home in the guard-gated community of Keene’s Pointe offers 4 bedrooms, 3 bathrooms, and 3,030 square feet of beautifully designed living space. The open-concept floorplan is enhanced by soaring ceilings and an abundance of windows, filling the home with natural light. Upon entry, you’re welcomed by elegant formal spaces—including a foyer, living room, dining room, and private study—featuring rich hardwood flooring, architectural arches, columns, and crown molding. The living room’s French doors open to a spacious screened-in lanai, perfect for indoor-outdoor living. The heart of the home is the expansive kitchen and family room, seamlessly connected for effortless entertaining. The kitchen boasts a large island, breakfast bar, cozy nook, granite countertops, stainless steel appliances, double ovens, a gas cooktop, and a built-in organization desk. The adjoining family room features a vaulted ceiling and French doors leading to the lanai, while the entire area is finished with easy-care ceramic tile. The oversized primary suite is a true retreat, highlighted by a tray ceiling with crown molding and a luxurious en-suite bath complete with dual vanities, a recessed makeup area, garden tub, separate shower, and generous closet space. Three additional bedrooms, two full bathrooms, a dedicated laundry room, and a three-car garage complete the interior. Located in Camden Village, a peaceful enclave within Keene’s Pointe, this home offers convenient access to both the country club and the community’s main entrance.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Brynn Allen (407-617-8963)
5243 W LAKE BUTLER RD, WINDERMERE, FL 34786
$8,999194 Days on yellowkey MLS ID: O6362021
REDUCED by $1,000 (10.0%) on 05/12/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 3255 Built: 1996Community: Summerport BeachSingle Family
Remarks: Experience Lakefront Luxury Living - where every day feels like a vacation. Prepare to be captivated by this fully renovated three-bedroom, three-bath lakefront home on the highly sought-after Lake Butler. Part of the Butler Chain of Lakes, featuring 13 connected lakes. A true retreat that blends resort-style amenities with refined design. Nestled on pristine waterfront, this property offers breathtaking views from virtually every room, creating the ultimate backdrop for serene living and effortless entertaining. At the water's edge, enjoy a two-story dock complete with a hydraulic boat slip and jet ski lift, plus your own private boat ramp, a rare and coveted feature for lake enthusiasts. After a day on the water, unwind in the solar-heated swimming pool, framed by panoramic lake vistas. Inside, the heart of the home is the expansive luxury kitchen, thoughtfully designed with high-end finishes and an abundance of upgrades, including spice organizers, pull-outs, and generous storage solutions. Multiple flex spaces offer endless possibilities for a home gym, office, or den. The main level master suite is a peaceful sanctuary with sweeping lake and pool views. It connects to a conditioned Florida room, perfect for morning coffee or for unwinding at sunset. Upstairs, a bright loft area leads to two spacious bedrooms, connected by a stylish Jack-and-Jill bathroom. One of the bedrooms opens to a private lakeview deck, offering a stunning vantage point over the water. Additional features elevate this home even further! A well-equipped greenhouse, an air-conditioned shed with a garage door, perfect for storing jet skis, and multiple beautifully finished indoor and outdoor living spaces designed for comfort, elegance, and entertaining. Whether you're boating, lounging by the pool, tending your greenhouse, or simply enjoying the peaceful waterfront scenery, this home offers an unparalleled lifestyle. Must meet resident selection criteria. Renters insurance is required. All residents are automatically enrolled in a master renters insurance policy for $11.95 per month. Residents can opt out of the master policy by providing proof of their own policy that meets minimum requirements.
325 MAGNOLIA ST, WINDERMERE, FL 34786
$9,50019 Days on yellowkey MLS ID: O6407418
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3975 Built: 1954Community: Windermere TownSpa: NoSingle Family
Middle School: Gotha Middle
Remarks: Welcome to the famed Butler Chain of Lakes waterfront lifestyle! Experience luxury living with small town charm in this Town of Windermere residence boasting breathtaking water views with access to 12 connected lakes. Three of the four bedrooms offer lake views, two with sitting areas and one with access to the patio. You will enjoy the mesmerizing lake vistas from every angle. Step outside into your own paradise, complete with a sparkling pool and a private covered dock to use for easy lake access. Whether you enjoy water skiing, fishing, or simply cruising along the tranquil waters, this property is a water enthusiast's dream come true. This gem also boasts the advantage of a walkable downtown area, allowing you to immerse yourself in the charm of the community. Don't miss the vibrant weekly Friday farmers market, 4th Fridays Food Trucks, coffee shop, hometown diner and local brewery - easily walk or bike from your front door. The town offers ten public parks, three public piers, boat ramps, tennis courts, basketball courts and a library. Luxury living, unmatched natural beauty, and a welcoming small town atmosphere await you in this remarkable home. Don't let this opportunity slip away. Schedule your private showing today and start enjoying the lakefront living lifestyle.
Listing is courtesy of: REVEL REALTY LLC (407-876-6448)
Listing Agent: Rebekkah Boskovich (321-438-3307)
11051 CONISTON WAY, WINDERMERE, FL 34786
$13,00073 Days on yellowkey MLS ID: O6392514
REDUCED by $500 (3.7%) on 05/11/2026
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 5498 Built: 2005Community: Reserve At Lake Butler SoundSpa: YesSingle Family
Remarks: This exquisite custom residence in the Reserve at Lake Butler Sound community offers unparalleled luxury and sophistication. Striking wrought-iron arched double entry doors open to a seamless, airy floor plan featuring elegant travertine flooring and captivating views of the pool and lanai area.Elegant wrought-iron chandeliers grace the welcoming foyer and generous dining space. This home is filled with premium upgrades, including elite appliances, dual gas fireplaces, and soaring ceilings throughout.The expansive chef’s kitchen seamlessly connects to the casual breakfast nook and family room, highlighted by a bespoke built-in entertainment center and towering 10-foot corner sliding glass doors that fully retract to reveal a spacious screened porch equipped with its own fireplace and fully appointed outdoor kitchen.The kitchen boasts a massive central island, premium Dacor and Sub-Zero appliances—including a six-burner gas cooktop, double ovens, and a wet bar featuring a wine refrigerator and warming drawer—plus an oversized walk-in pantry.On the main level, you'll find a versatile game room with a full bar, a dedicated office, three additional bedrooms, and an impressive primary suite. The primary retreat showcases hand-scraped hardwood floors, a generous en-suite bath with dual vanities, access to a private courtyard, and an expansive walk-in closet.Upstairs, discover an additional bedroom with a full bath, along with a dedicated theater room featuring seating for six, a large screen, and projector setup.Ample parking and storage are provided by the three-car garage, complete with attic access. The fully fenced backyard centers around a grand pool with spa and impressive water features.This exceptional property includes partial designer furnishings as depicted in the listing photos. Enjoy convenient proximity to premier shopping, restaurants, major highways, world-famous attractions, and excellent educational options—such as top-rated public schools and private institutions like Windermere Preparatory School.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Juan Delgado (407-744-4469)
3999 ISABELLA CIR, WINDERMERE, FL 34786
$15,950346 Days on yellowkey MLS ID: O6320216
Bed: 6 Bath: 7.0 Gar: 3 Liv Area Sq Ft: 6881 Built: 2018Community: Casabella Ph 2Spa: NoSingle Family
Remarks: Exquisite Luxury Retreat in Prime Windermere Location Welcome to 3999 Isabella Cir, an architectural masterpiece nestled within the prestigious community of Casabella at Windermere, FL. This opulent estate is a true embodiment of refined living, offering a harmonious blend of elegant design, impeccable craftsmanship, and unparalleled comfort. Situated on an expansive half acre lot, this remarkable home presents an unparalleled opportunity to experience the epitome of high-end living. As you step inside, you'll be greeted by an aura of sophistication that permeates every corner of this lavish residence. With 6 generously appointed bedrooms and 6 full bathrooms accompanied by 2 half baths, there is no shortage of space for both family and guests. The residence boasts a thoughtfully designed layout that effortlessly combines practicality with aesthetics. The heart of this home is its modern kitchen, complete with top-of-the-line appliances and an oversized kitchen island, perfect for culinary enthusiasts and those who love to entertain. Seamlessly flowing from the kitchen is a spacious living area adorned with luxurious finishes, creating an inviting atmosphere for relaxation and social gatherings. A standout feature of this home is the bonus room, offering versatile space for a home office, entertainment center, or a personal gym - the possibilities are endless. The 3-car garage provides ample storage for vehicles and more. Step outside to your own private oasis, where a meticulously landscaped backyard awaits. The summer kitchen offers an ideal setting for outdoor dining and entertaining, while the lush greenery and serene surroundings provide a sense of tranquility. The oversized pool takes center stage, beckoning you to indulge in a refreshing dip or bask in the sun-kissed luxury. This residence is being offered fully furnished, allowing you to move in seamlessly and immediately begin enjoying the luxurious lifestyle it provides. Every detail, from the grand entrance to the intricate finishes, has been carefully curated to create an atmosphere of luxury and sophistication. Don't miss your chance to live in this unparalleled piece of Windermere's real estate. Schedule a private showing today to experience the grandeur and elegance of 3999 Isabella Cir firsthand.
Listing is courtesy of: DELUCA REAL ESTATE SERVICES CORP (407-690-9941)
Listing Agent: Lucas Desouza (407-690-9941)
8363 BOWDEN WAY, WINDERMERE, FL 34786
$6,50035 Days on yellowkey MLS ID: O6402777
0 Days Off yellowkey (back on 5/6/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2666 Built: 1999Community: Keenes PointeSpa: YesSingle Family
Remarks: Welcome to Keene’s Pointe in Windermere! Stunning 4-bedroom, 3-bath, one-story pool home in a guard-gated golf community. This move-in ready residence features a spacious open floor plan, formal living & dining rooms, and a gourmet kitchen with granite countertops, stainless steel appliances, and abundant cabinetry. The family room with dual-sided stone fireplace flows into a private sitting area, perfect for relaxing or entertaining. The oversized primary suite offers two walk-in closets and a fully renovated spa-style bathroom. Three additional bedrooms provide flexibility for guests, a home office, or family living. Step outside to your private backyard oasis with a resurfaced pool, new travertine deck, and a fully equipped outdoor kitchen—ideal for Florida outdoor living and entertaining. Landscape and exterior lighting enhance curb appeal and ambiance. Located in Keene’s Pointe, enjoy 24-hour guard-gated security, a Jack Nicklaus-designed golf course, clubhouse amenities, and scenic walking trails. Zoned for top-rated Windermere schools and just minutes from shopping, dining, and major Orlando attractions. Pool maintenance included. Schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Sharon Brandt (407-310-3623)
8520 GREENBANK BLVD, WINDERMERE, FL 34786
$3,15054 Days on yellowkey MLS ID: O6396741
0 Days Off yellowkey (back on 4/29/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1726 Built: 2004Community: Lakes/Windermere-PeachtreeSingle Family
Remarks: Beautiful and inviting home located in the heart of Windermere, nestled within a charming gated community. Enjoy the rare opportunity to watch Disney fireworks right from your own backyard. Designed for modern living, this home features an open-concept floor plan that flows seamlessly, perfect for both everyday comfort and entertaining. The fully fenced backyard offers privacy and the ideal space for family gatherings, barbecues, and outdoor enjoyment. Additional highlights include solar panels for enhanced energy efficiency, a spacious two-car garage, and a welcoming front porch perfect for relaxing. Residents enjoy access to community amenities including a sparkling swimming pool, playground, and beautifully maintained green spaces. Ideally located near top-rated A+ schools, as well as shopping, dining, and everyday conveniences, this home offers the perfect blend of comfort, efficiency, and location in one of Central Florida’s most desirable areas.
Listing Agent: Umberto Da Cunha Neto (407-690-3539)
3636 LAKE BUYNAK RD, WINDERMERE, FL 34786
$3,50032 Days on yellowkey MLS ID: O6403466
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1855 Built: 1977Community: Lake Buynak EstatesSingle Family
Remarks: Looking for seclusion? One plus acre waterfront. No HOA. Adorable, clean available June 1st. Bring your boat, RV, pets. Quiet treed drive located near the Town of Windermere. Complete with stainless appliances, washer, dryer. Large screened porch. Tile floors throughout. Decorative fireplace in family room. Room to Breathe!! Check it out today. For Application: https://apply.link/rhwVwSc
Listing is courtesy of: UPSIDE REAL ESTATE INC (407-308-5750)
Listing Agent: Judy Black (407-810-1803)
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