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🏡 The Windermere Lifestyle
Windermere is highly sought after for its serene environment, exceptional quality of life, and strategic location. Residents here enjoy:
Upscale Lakefront Living: The heart of Windermere's appeal lies in its stunning access to the Butler Chain of Lakes. Numerous properties boast direct lake frontage, offering opportunities for boating, watersports, and breathtaking sunset views from your own backyard.
Charming Town Feel: Unlike bustling city centers, Windermere maintains a delightful, tight-knit community atmosphere. Its historic Main Street is home to local boutiques, quaint eateries, and community events that foster a strong sense of belonging.
Top-Tier Education: Families are drawn to Windermere for its reputation for excellent, highly-rated schools, providing outstanding educational opportunities from elementary through high school.
Mix of Luxury Estates: The area features a diverse array of upscale homes, from established, sprawling estates with timeless appeal to newer, custom-built luxury communities designed for modern living.
Proximity to Orlando: Enjoy the tranquility of Windermere while remaining just a short drive from the world-class attractions, entertainment, dining, and business hubs of Orlando.
Windermere offers a rare combination: the prestige of high-value real estate and serene natural beauty, coupled with the warmth and character of a charming Florida town. It's truly a place to call home.
Frequently Asked Questions:
Where is Windermere, Florida located?
Windermere is a charming and affluent town located in Orange County, Florida, just west of Orlando. It is uniquely situated among the beautiful Butler Chain of Lakes, offering a serene environment with convenient access to metropolitan amenities.
What is the lifestyle like in Windermere?
Windermere offers an upscale, yet relaxed, lakefront lifestyle. Residents enjoy a tight-knit community feel, access to abundant watersports on the Chain of Lakes, a quaint historic Main Street, and proximity to Orlando's world-class attractions, dining, and business centers.
What kind of homes are available in Windermere?
Windermere features a diverse array of luxury properties, ranging from established, sprawling estates with timeless appeal to newer, custom-built homes in exclusive communities. Many properties offer direct lake frontage on the Butler Chain of Lakes.
Are the schools in Windermere highly rated?
Yes, Windermere is highly regarded for its excellent public and private schools. Families are often drawn to the area specifically for its reputation for providing outstanding educational opportunities from elementary through high school.
What are the Butler Chain of Lakes?
The Butler Chain of Lakes is a series of 13 interconnected, pristine lakes in Southwest Orange County. They are famous for their clear waters, natural beauty, and popularity for boating, fishing, and various watersports. Many homes in Windermere boast direct lake access.
Is Windermere a gated community?
While Windermere itself is an incorporated town, it contains several private, gated luxury communities within its bounds, such as Isleworth. The town as a whole is not gated, but many of its most exclusive residential areas are
How close is Windermere to Orlando's attractions?
Windermere offers the best of both worlds: tranquil suburban living with easy access to Orlando's major attractions. Walt Disney World Resort, Universal Orlando Resort, and other popular destinations are typically just a short drive away.
What is the real estate market like in Windermere?
Windermere is consistently one of Central Florida's most desirable and affluent real estate markets. Properties often command high values due to the prime location, lake access, excellent schools, and luxurious homes
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342 Properties for Sale In Windermere
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- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
3 Beds2 Baths2,148 SqFt1/18 18Active$539,000
12863 HOLDENBURY LN, Windermere, FL 34786
Listed by Maria Castro Aversano, PA LPT REALTY, LLC

3 Beds3 Baths1,847 SqFt1/30 30Pending
5 Beds4 Baths4,875 SqFt3DActive
4 Beds3 Baths2,460 SqFt3DPending
4 Beds4 Baths2,297 SqFt1/50 50Active
5 Beds4 Baths3,493 SqFt3DOpen Sat 11AM-2PM$799,000
5427 NAGAMI DR, Windermere, FL 34786
Listed by Dominick Florio RE/MAX TOWN & COUNTRY REALTY

6 Beds4 Baths3,577 SqFt3DOpen Sun 12PM-2PM$1,189,000
13932 FLORIGOLD DRIVE, Windermere, FL 34786
Listed by Courtney Bass PREMIER SOTHEBY'S INTL. REALTY

6 Beds4 Baths3,364 SqFt1/45 45Open Sat 12PM-2PM
3 Beds3 Baths1,725 SqFtOpen Sat 12PM-4PM$520,000
6820 THORNHILL CIR, Windermere, FL 34786
Listed by Maria Galindez LIFESTYLE INTERNATIONAL REALTY

4 Beds4 Baths2,791 SqFt3DOpen Sun 12PM-5PM
3 Beds2 Baths2,077 SqFt1/25 25Open Sun 12PM-4PM$618,000
6315 CLEARMEADOW CT, Windermere, FL 34786
Listed by Jessica Otero, PA KELLER WILLIAMS REALTY AT THE PARKS

4 Beds3 Baths3,181 SqFt1/72 72Open Sat 1PM-3PM$1,150,000
2806 WINDSOR HILL DR, Windermere, FL 34786
Listed by Candace Hebert KELLER WILLIAMS REALTY AT THE PARKS

3 Beds2 Baths1,726 SqFt1/35 35Open Sat 12AM-3PM$549,900
8520 GREENBANK BLVD, Windermere, FL 34786
Listed by Umberto Da Cunha Neto WRA BUSINESS & REAL ESTATE

5 Beds5 Baths3,697 SqFt1/55 55Open Sat 9AM-7PM$810,000
4309 SALTMARSH SPARROW DR, Windermere, FL 34786
Listed by Karen Albright OPENDOOR BROKERAGE LLC

3 Beds3 Baths1,881 SqFt1/52 52Open Sat 11PM-1PM
4 Beds3 Baths1,980 SqFt3DOpen Sat 11AM-1PM$469,000
6552 HELMSLEY CIRCLE, Windermere, FL 34786
Listed by Morgan Horsley THE REAL ESTATE COLLECTION LLC

3 Beds2 Baths2,386 SqFt1/47 47Pending
6 Beds5 Baths4,625 SqFt1/38 38Open Sat 1PM-4PM
4 Beds5 Baths4,693 SqFt1/60 60Open Sun 12PM-2PM$2,995,000
10870 BAYSHORE DR, Windermere, FL 34786
Listed by Julie Christensen ONE LUXURY INTERNATIONAL LLC

4 Beds4 Baths5,273 SqFt3DOpen Sat 11AM-2PM$3,475,000
10577 DOWN LAKEVIEW CIR, Windermere, FL 34786
Listed by Simon Simaan THE SIMON SIMAAN GROUP

6 Beds4 Baths3,550 SqFt1/51 51Open Sat 1PM-4PM$1,166,990
14383 CREST PALM AVE, Windermere, FL 34786
Listed by Nancy Pruitt, PA OLYMPUS EXECUTIVE REALTY INC

3 Beds3 Baths1,876 SqFt1/40 40Open Sat 1PM-4PM$499,000
8648 POWDER RIDGE TRL, Windermere, FL 34786
Listed by Renan Serretiello NOVA REAL ESTATE SERVICES INC

6 Beds5 Baths3,542 SqFt1/51 51Open Sat 1PM-4PM$1,119,990
14354 CREST PALM AVE, Windermere, FL 34786
Listed by Nancy Pruitt, PA OLYMPUS EXECUTIVE REALTY INC

3 Beds3 Baths1,584 SqFt1/18 18Open Fri 12PM-5PM
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