Windermere Homes for Sale with AC

Step inside this beautifully updated home where clean lines, soaring ceilings, and two-story windows fill every corner with natural light. A floating staircase makes a stunning first impression, while the spacious family room with its cozy fireplace is the perfect spot to gather with friends and family.The open living and dining room features built-ins with floating shelves, and the gourmet

Amanda Black UPSIDE REAL ESTATE INC

Modern upgrades meet timeless Windermere charm in this fully reimagined four-bedroom, three-and-a-half-bath home, just steps from Lake Bessie. Set on a beautifully manicured corner lot with no HOA, this thoughtfully updated property blends luxury, comfort, and functionality in one of Central Florida’s most desirable communities.Every detail has been considered—NEW ROOF, NEW A/C, NEW

Robert Larkan EXECUTIVE PROPERTIES

Exceptional Contemporary Estate in the Heart of Windermere!Discover the perfect blend of modern design, timeless comfort, and unmatched location with this beautifully updated estate home, ideally situated on a 1-acre lot in the desirable Town of Windermere. Surrounded by multi-million-dollar residences, and just moments from the famed Butler Chain of Lakes, this property offers a rare

Michael Julian JULIAN PROPERTIES, INC.

Luxury Lakefront Living in Downtown Windermere. Don’t miss this rare opportunity to live on the pristine shores of Lake Bessie, just moments from charming Downtown Windermere. Perfectly positioned in one of Central Florida’s most desirable communities, this lakefront retreat offers unbeatable views, unmatched privacy, and the freedom of no HOA restrictions.From the moment you arrive,

Karen O'Neil COLDWELL BANKER RESIDENTIAL RE

Gorgeous Private Lakefront Custom Brick Estate over 10,000 sq ft under roof, just under 7,000 sq ft under HVAC. First Time Ever on Market! Step thru the Gorgeous Leaded Glass Doors into this Magnificent Estate the Entry made for Royalty Custom Magnolia Curved Staircase with custom Italian Marble Flooring installed 2024. Updated Massive Chandler with Sconces lighting grace the Staircase. To the

Carolyn Cook DALTON WADE INC

Welcome to your dream home in the heart of Windermere! This beautifully updated 4-bedroom, 4.5-bathroom residence is an entertainer’s paradise and tech-lover’s haven, offering a thoughtful blend of modern convenience and timeless charm. Step inside to discover spacious living areas, a dedicated office, and a versatile bonus room perfect for a gym, playroom, or guest suite. The expanded master

Christie Tannler COLDWELL BANKER REALTY

Welcome to this beautiful, unique and modern home, built less than 3 years ago. Secluded in a great sized lot and within the sought-after and exclusive City of Windermere, known for its lush nature landscape trails, recreation parks, restaurants, cozy stores, beautiful lakes, great schools and much more!!! This luxury property also has a HOA 1/24th private deeded land with lake access, dock and

Stella Freeman QUATTRO R E SOLUTIONS LLC

Under Construction. Extraordinary new construction estate by renowned builder Davila Homes, nestled in the heart of Downtown Windermere. Meticulously designed and artfully executed, this five-bedroom, four-and-a-half-bathroom residence offers 3,994 square feet of luxurious living space. From the moment you step inside, you're enveloped in elevated elegance, soaring ceilings, rich custom millwork,

Christopher Christensen COMPASS FLORIDA LLC

Nestled in the TRUE TOWN of WINDERMERE is this Absolutely stunning, meticulously maintained POOL home with TALL CEILINGS and lots of land surrounding you on both sides! Majestic mature oaks on a private .74-acre conservation lot in quiet, highly desirable Windermere Reserve with access to the Butler Chain of Lakes. Enjoy serene views from most rooms in this rarely available community. As you

Sarah Bosch THE BOSCH GROUP

Great Open Floorplan - 1 Story Ranch - Large Covered Rear Screened Porch - 4 bedrooms - 2 baths - Vaulted Ceilings - Large Fenced Lot - Located on the East side of Main Street and 1 House South of Conroy makes this home easy to get to - New Roof - Recently updated Kitchen - Tile Floors - Spacious Bedrooms - County Water - Natural Gas - Covered Parking in Backyard for Boat or RV - No HOA - Town of

Darrell Nunnelley VINTAGE REALTY GROUP LLC

Fully renovated modern residence on a spacious 1-acre lot, featuring a brand-new contemporary kitchen with custom cabinetry, quartz countertops, and high-end appliances. This 4-bedroom home offers 4 full bathrooms, expansive living areas with soaring ceilings, and oversized porcelain tile flooring throughout.All windows and sliding doors have been replaced, bringing in natural light and

Eduardo Pavone ON ME REALTY

Prime Windermere Location! Fully Renovated and Move-In Ready!Don’t miss this beautifully updated 3-bedroom, 2-bath home nestled in the heart of Windermere. Situated on an oversized, fully fenced lot, this property offers spacious living with two cozy fireplaces and generously sized rooms—perfect for comfortable family living and entertaining.Recent Upgrades Include: Fresh interior and

Sammy Nakhleh SUNDIAL REAL ESTATE LLC

Nestled on one of Windermere’s most desirable streets, this charming home offers a rare opportunity to enjoy small-town living on a beautifully wooded one-acre lot. The property features a welcoming covered entry with double doors that open into a light-filled foyer and spacious family room with soaring vaulted ceilings and a cozy wood-burning fireplace. The open-concept kitchen includes a large

Michael Julian JULIAN PROPERTIES, INC.

Welcome to 3443 Wild Myrtle Court, a beautifully renovated executive home nestled on a serene 1.2-acre cul-de-sac lot in the esteemed Lake Butler Estates of Windermere, Florida. This expansive 5-bedroom, 3-bathroom residence offers 2,918 square feet of thoughtfully designed living space, combining modern updates with timeless charm.The home boasts a formal living room featuring a whitewashed

Michael Julian JULIAN PROPERTIES, INC.

Professional Pictures Coming Soon * Huge 5 Bedroom 6 Bath Multi-Generational Pool Home Has 1 Full Suite on 1st Floor & 2 Spacious Suites on the 2nd Floor * Open Floorplan * The Marina Bay Community Includes a Waterfront Marina for your boat that is directly connected to Lake Down and the Butler Chain of Lakes * Oversized 4 Car Garage with Drive Through Doors on Front & Rear of the 3rd Bay * Over

Darrell Nunnelley VINTAGE REALTY GROUP LLC

Welcome to Your Private Retreat in Windermere!Nestled on a tranquil 1-acre lot in an exclusive enclave of just nine homes, this beautifully upgraded residence offers the perfect blend of comfort, style and convenience yet just minutes from downtown Windermere.Step inside to discover a thoughtfully designed 4-bedroom, 3 bath home featuring a versatile bonus room ideal for a home office,

Holly Pham ZARIA REALTY GROUP LLC

LAKEFRONT GRANDEUR IN WINDERMERE | A MASTERPIECE ON LAKE DOWNUnveiling a rare opportunity to own an architectural masterpiece on the famed Butler Chain of Lakes—a residence that redefines lakefront luxury in the exclusive town of Windermere. Custom-built in 2019, this Mediterranean-inspired estate is a sanctuary of sophistication, offering unparalleled waterfront living with direct frontage

George Doulamis COMPASS FLORIDA LLC

Presenting Sunset Isle: an iconic waterfront estate compound capturing timeless elegance on Windermere’s largest and most prestigious Lake Butler, offering captivating unobstructed views from its 700 feet of lake frontage, a private island with moat and drawbridge, sandy beaches, two story double residence guest house, and a majestic and stunning grand mansion with additional guest retreat, all

Julie Bettosini STOCKWORTH REALTY GROUP

This custom built estate home in a gated private cul de sac is walking distance to Windermere Elementary. The home is nestled in the exclusive subdivision of Lake Crescent Reserve. This expansive estate, spanning over one acre, is located in the highly sought-after Town of Windermere and offers access to multiple lakes, including the prestigious Butler Chain of Lakes. This stunning 4,018 square

John Cunningham KELLER WILLIAMS CLASSIC

Nestled along almost 1,000’ of the highly sought after Butler Chain of Lakes in Windermere, this exquisite Mediterranean estate beckons with unrivaled opulence. Beyond a private gate, a 2-acre peninsula reveals a masterpiece of architectural brilliance designed by Nasrallah and built by Ray Coudriet. The grand entry sets the tone, with a majestic staircase, a 25+ft hand-painted rotunda ceiling,

Frank Del Toro REVEL REALTY LLC

Pre-Construction. To be built. Pre-Construction. To be built. Pre-Construction | To Be Built | Designed for Unparalleled Luxury Discover an extraordinary opportunity to own a masterfully designed luxury residence in this Windermere community. This exquisite estate, crafted by the renowned Supreme Construction, offers a perfect blend of sophistication, innovation, and timeless elegance. Property

Matthew Hughes REAL BROKER, LLC