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7867 Berkshire Oak Alley, Windermere
$499,990
4 Beds ⋅ 3 Baths ⋅ Westside Village SubDv. ⋅ 34786 Zip Code
Luxury Living in the Heart of Windermere! Welcome to this beautifully maintained 4 bedrooms and 2.5 bathrooms, single family home, located in the highly desirable community of Windermere. Situated on a charming alley-style streetscape, this elegant property offers the perfect blend of comfort, style, and convenience in one of Central Florida’s most sought-after locations. This spacious home features an open and functional floor plan with abundant natural light, generous living and dining areas, and thoughtfully designed spaces ideal for both everyday living and entertaining. Enjoy a fresh updated feel with NEW interior paint and NEW exterior paint, brand NEW carpets, NEW A/C(replaced in 2026) system, enhancing both the beauty and curb appeal of the home. The kitchen offers ample cabinetry, modern appliances, and a functional layout overlooking the main living area. The primary suite provides a relaxing private retreat with an en-suite bathroom and spacious closet space, while additional bedrooms flexibility for family, guests, or a home office. Enjoy outdoor Florida living with a private patio/backyard area perfect for relaxing or hosting gatherings. The community features beautifully maintained surroundings and convenient access to nearby parks, walking trails, and recreational areas. Ideally located just minutes from shopping, dining, top-rated schools, major highways, and world-famous attractions, including nearby Walt Disney World Resort. Easy access to Orlando, Winter Garden, and surrounding areas makes this an exceptional opportunity for homeowners seeking both convenience and lifestyle. Don’t miss your opportunity to own this beautiful Windermere home—schedule your private showing today!

7867 Berkshire Oak Alley, Windermere

2230 Ridgewind Way, Windermere
$1,149,900
5 Beds ⋅ 4 Baths ⋅ Estates At Windermere SubDv. ⋅ 34786 Zip Code
One or more photos has been virtually staged. ** Check out the photos to see the new improvements just completed in the kitchen and bonus room! ** Welcome to this updated and meticulously maintained home in the intimate, 64-home community of Estates of Windermere, where spacious rooms, thoughtful updates, and sought-after Florida living come together on a beautiful ½-acre fenced homesite backing to neighborhood green space. You will appreciate the home's outstanding curb appeal, with fresh paint, details, updated exterior lighting, and a 3-car garage. The private backyard setting and expansive lot provide the perfect outdoor living and entertaining. Inside, pride of ownership is evident throughout. Recent improvements include fresh interior paint, porcelain tile floors throughout main living areas, and new bedroom carpeting. Large windows fill the home with Florida sunshine, The floor plan features a dining room and a versatile room with French doors, ideal as a home office, living room. At the heart of the home is the beautifully updated kitchen, showcasing brand new one level breakfast bar and countertops, topped off with new sink and white wall tile backsplash. Warm wood-tone cabinetry with modern hardware, a new stove, dishwasher, and a newer microwave. A separate breakfast area and the kitchen itself overlook the screened lanai, sparkling oversized pool with water feature, and the lush green space beyond the backyard. The spacious family room offers a custom built-in wall unit and provides the perfect gathering space. The triple wide glass pocketing patio doors out to the lanai are hurricane rated. The thoughtfully designed split-bedroom plan offers privacy for everyone, with well-positioned bathrooms, including a convenient pool bath with direct access to the lanai. The private primary suite is in the rear of the home and features a spacious ensuite bath with large soaking tub, walk-in shower, double sink vanity, and an oversized walk-in closet with abundant storage space. A standout feature is the versatile fifth bedroom/ bonus room located just off the garage entry hallway. This space, the hall and ensuite bath all have brand new tile floors and freshly painted walls that brighten the spaces and bring them in line with the look in the main living areas of the home. This fifth bedroom/ bonus room is ideal for guests, multigenerational living, a nanny suite, game room, playroom, craft room, sewing room, fitness space, or a second home office or whatever you could need! Residents of Estates of Windermere enjoy more than just beautiful homes. The community offers a neighborhood park, playground, and sports courts, along with resident gatherings and community events held throughout the year, creating a welcoming atmosphere and strong sense of community. Families will appreciate the home's zoning for highly regarded area schools. The location is also exceptionally convenient, with easy access to Winter Garden's popular Fowler's Grove area for extensive shopping, dining, and entertainment. In the other direction, charming downtown Windermere awaits with its beloved Friday Farmers Market, food truck events, local shops, hardware store, café-style dining options, and community library. Offering a wonderful combination of updates, generous living spaces, outdoor enjoyment, community amenities, and a prime Windermere-area location, this home is ready for its next owners to enjoy the very best of Central Florida living.

2230 Ridgewind Way, Windermere

11401 Evesham Drive, Windermere
$425,000
3 Beds ⋅ 3 Baths ⋅ Preston Square SubDv. ⋅ 34786 Zip Code
Virtually Staged. Brand New Roof just installed! Listed below market value. Welcome to this stunning corner unit townhome in the highly sought after Preston Square community in Windermere. Offering 3 bedrooms, 2.5 baths, and an exceptional layout.This beautifully maintained home perfectly combines elegance, comfort, and convenience. Ideally situated directly across from the community amenities, you’ll enjoy easy access to everything Preston Square has to offer while still enjoying the charm and privacy of a welcoming neighborhood setting. From the inviting front porch to the light filled interior, every detail of this home has been thoughtfully designed. Expansive wrap around windows flood the space with natural light, accentuating the soaring 10 foot ceilings and rich hardwood flooring throughout the main living areas. The open and functional floor plan is ideal for both everyday living and effortless entertaining. One of the home’s standout features is the private courtyard, a tranquil outdoor oasis perfect for hosting gatherings, grilling with friends, or simply unwinding after a long day. Inside, the gourmet kitchen is sure to impress with 42 inch solid wood cabinetry, granite countertops, stainless steel appliances, and ample prep and storage space for any home chef. The spacious first floor primary suite offers a peaceful retreat with a tray ceiling and a luxurious ensuite bath featuring dual vanities, a relaxing garden tub, and a walk in shower with dual shower heads. Upstairs, an oversized open concept loft provides flexible living space along with two additional bedrooms, creating ideal separation and privacy for family members or guests. Additional highlights include a laundry room with a utility sink and natural light, plus a rear entry two car garage complete with overhead storage racks and an extended driveway for extra parking. Residents of Preston Square enjoy resort style amenities including a sparkling community pool, beautifully landscaped grounds, basketball court, playground, fitness stations, and a large community park that regularly hosts movie nights and food truck events. Conveniently located near top rated schools, shopping, dining, golf courses, hospitals, and major roadways, this home offers easy access to Orlando, Winter Garden, and Central Florida’s world famous theme parks. This is an incredible opportunity to own a stylish and move in ready home in one of Windermere’s most desirable communities.

11401 Evesham Drive, Windermere

14005 Sparkling Cove Lane, Windermere
$350,000
3 Beds ⋅ 3 Baths ⋅ Oasis Cove 1 At Lakeside Village Condo Ph 1 SubDv. ⋅ 34786 Zip Code
Welcome to resort-style living in the gated community of Oasis Cove in the heart of Windermere! This beautifully maintained three-bedroom, 2.5-bath townhome with a two-car garage also features a spacious loft and a versatile bonus room/home office, offering flexible living space beyond the traditional bedroom layout. Tucked away on a quiet dead-end street with minimal traffic, the home enjoys peaceful wooded and lake views with no rear neighbors, creating a tranquil retreat to come home to each day. Inside, soaring ceilings and an open-concept layout create a bright and spacious feel. The updated kitchen features granite countertops, ample cabinetry and overlooks the main living area, ideal for entertaining or everyday living. The primary suite is conveniently downstairs and offers serene wooded views for a relaxing escape. Upstairs, you’ll find additional bedrooms along with the loft and bonus room, ideal for remote work, hobbies, a media room, playroom or guest overflow space. The laundry room is also conveniently upstairs. Sellers are offering a $5,000 carpet allowance with an acceptable offer, giving buyers the opportunity to personalize the flooring to their taste. Enjoy Florida living year-round from the screened patio and open patio deck, both with attractive stone pavers in the front walkway and rear of the home. Additional upgrades include a 2020 HVAC system with UV lighting and an air filtration system for enhanced comfort and air quality. The home is also wired for surround sound, and the speakers are available should buyers wish to reconnect them after the freshly painted downstairs interior. Residents of Oasis Cove enjoy exceptional amenities, including a resort-style pool with lake views, fitness center, clubhouse, playground and beautifully maintained grounds. HOA fees include exterior maintenance, water, cable, internet, and grounds maintenance for added convenience and value. Just minutes from shopping, dining and everyday conveniences, this home also offers quick access to SR 429, Florida’s Turnpike, and Interstate 4. Enjoy being approximately 20 minutes from Walt Disney World, EPCOT and Disney's Animal Kingdom Theme Park while enjoying the peaceful charm of Windermere living. Nearby attractions also include Hamlin Town Center, golf courses, scenic lakes, restaurants and top-rated schools.

14005 Sparkling Cove Lane, Windermere

11015 Hawkshead Court, Windermere
$1,450,000
5 Beds ⋅ 5 Baths ⋅ Reserve At Lake Butler Sound SubDv. ⋅ 34786 Zip Code
Located within the guard gated community of Reserve at Lake Sound in Windermere, this beautifull 5-bedroom, 5-bath residence offers the perfect blend of elegance, comfort, and functionality. Featuring nearly 3,900 square feet of living space, the home showcases tall ceilings, travertine flooring throughout the main living areas, and thoughtful modern updates completed in recent years. A grand double-door entry opens to formal living and dining spaces highlighted by contemporary accent walls and a striking fireplace. The spacious kitchen is designed for both everyday living and entertaining, featuring upgraded stainless steel appliances, abundant cabinetry, stylish countertops, a beverage refrigerator, and an open flow into the family room. The split-bedroom floor plan includes a private office and a spacious primary suite complete with California closets and a luxurious ensuite bath featuring dual vanities, a walk-in shower, and a freestanding soaking tub. Upstairs, the oversized bonus room with full bath offers flexibility as a guest suite, second primary suite, or media room. Sliding doors lead to an expansive screened pool area ideal for relaxing or entertaining, while the lush backyard garden creates a peaceful setting to enjoy your morning coffee. The home also features a spacious 3-car garage. *Roof and water heater was replaced 5 years ago.* Ideally located near top-rated schools, shopping, dining, and area attractions, this move-in ready Windermere home is one you won’t want to miss.

11015 Hawkshead Court, Windermere

5344 Water Creek Drive, Windermere
$1,685,000
5 Beds ⋅ 4 Baths ⋅ Lake Davis Estates SubDv. ⋅ 34786 Zip Code
Opportunities like this are extremely rare. This stunning custom-built Anthony Laux estate sits on a full acre in the private enclave of Lake Davis Estates in Windermere. Tucked away on a private street with just seven custom homes and no HOA fees, it offers privacy and tranquility while remaining minutes from everything that matters. The home greets you with impressive curb appeal, a long driveway, and a FOUR CAR garage. Ornate double entry solid wood doors open to soaring coffered ceilings and a formal living room anchored by a stone-encased gas fireplace, offering immediate views of the sparkling pool and expansive backyard. The formal dining room features exquisite architectural ceiling details, creating an elegant setting for memorable gatherings. The kitchen is a chef’s dream with custom cabinetry, a large prep island, Wolf gas cooktop with a true vented hood, a full-size wall refrigerator, and a walk-in pantry. The adjacent dinette overlooks the pool, making everyday meals feel special. This space flows seamlessly into the oversized family room, perfect for relaxing with family or entertaining friends. Designed for true one-story living, four of the five bedrooms are on the main level. The luxurious primary suite includes a generous custom walk-in closet, garden bath with dual vanities, and a spacious shower. A standout feature is the large rear bedroom with its own full bath and private exterior entrance—ideal as an IN-LAW SUITE—overlooking the pool and Lake Davis. Two additional bedrooms share a convenient Jack-and-Jill bath, completing the thoughtful and functional first-floor layout. Up the travertine staircase, the second floor offers a private retreat with a large bonus room, full bath, and bedroom—perfect for guests, a home office, or a teenager’s sanctuary. Throughout the home, rich wood flooring, meticulously laid travertine,detailed custom trim and casings, and elevated architectural ceiling work creates a luxurious feel. Outside, Florida living shines on the expansive covered lanai with remote screens and a well-equipped summer kitchen overlooking the large pool and large backyard. Breathtaking views of Lake Davis, spectacular sunsets, and even Disney fireworks in the evening add daily magic. An irrigation well keeps watering costs extremely low on the full-acre grounds. Sought after K-12 schools... Windermere Elementary, Bridgewater Middle, and Windermere High. Windermere Preparatory and Foundation Academy campuses being so close is another huge plus for those with school age family members. Shopping, dining, and entertainment options abound within minutes in every direction, including Dr. Phillips Restaurant Row, Downtown Winter Garden, and Disney just under 20 minutes away. Easy access to the 429 and Florida Turnpike makes commuting effortless. With a tile roof, four-car garage, private in-law suite, summer kitchen, bonus room, pool, and no HOA on a full acre, this estate offers exceptional value. Homes of this caliber and scale rarely become available—don’t miss your chance to make it yours.

5344 Water Creek Drive, Windermere

4806 Alexandra Garden Ct, Windermere
$3,900,000
5 Beds ⋅ 7 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code
Located within the Gardens Villas enclave of Isleworth Golf & Country Club, this updated and spacious estate epitomizes luxury living. Offering an impressive 5,695 square feet of meticulously designed living space, this villa presents an exquisite blend of elegance, comfort, and modern convenience, complemented by an array of exceptional features and amenities.The property encompasses five generously appointed ensuite bedrooms, ensuring residents and guests enjoy the utmost privacy and convenience, along with a dedicated office space ideally suited for professionals working from home. The spacious chef’s kitchen is outfitted with high-end Viking, Wolf, and TRUE appliances, abundant storage, a butler’s pantry, and an adjacent entertaining bar designed for effortless hosting. Enhancing both peace of mind and functionality, the residence is equipped with a Moen whole-home water management system, along with a sophisticated home automation and security system that controls many of the home’s key functions. Designed to embrace the Florida lifestyle, the outdoor living spaces are equally exceptional. A private pool and spa, expansive lanai, and fully appointed summer kitchen create the perfect setting for relaxing or entertaining while enjoying the picturesque surroundings. In every detail, this Garden Villa exemplifies the pinnacle of luxury living by seamlessly combining spacious design, refined finishes, advanced smart-home technology, and thoughtfully curated custom features. Whether enjoying the tranquility of the Gardens, entertaining poolside, or working from the comfort of your private office, this residence offers an unparalleled lifestyle of distinction.

4806 Alexandra Garden Ct, Windermere

6528 Helmsley Circle, Windermere
$350,000
2 Beds ⋅ 3 Baths ⋅ Preston Square SubDv. ⋅ 34786 Zip Code
Virtually Staged. **MOVE IN READY** TWO PRIMARY SUITES** EASY OWNER FINANCING AVAILABLE** Your new home is a beautifully maintained townhome tucked inside the charming Preston Square community in the heart of Windermere. The inviting front porch, lush landscaping, and towering palms create the perfect first impression of Florida living at its finest. This two-story residence blends comfort, style, and convenience offering the ideal opportunity for first-time buyers, professionals, investors, or anyone looking to enjoy the Windermere lifestyle without sacrificing value. Inside, you’ll immediately notice the bright and airy layout enhanced by soaring ceilings, elegant crown molding, and an abundance of natural light pouring through oversized windows. The spacious living and dining areas flow seamlessly together, creating an open-concept design perfect for entertaining guests or enjoying relaxing evenings at home. The kitchen is designed to impress, featuring rich solid wood cabinetry, granite countertops, sleek black appliances, ample prep space, and a functional breakfast bar overlooking the main living area. Whether you’re preparing a quick morning coffee or hosting dinner with friends, this kitchen offers both style and practicality. Just beyond the sliding glass doors, a private oversized courtyard patio creates a peaceful outdoor retreat ideal for grilling, dining al fresco, gardening, or simply unwinding after a long day. Upstairs, the spacious primary suite offers a relaxing sanctuary complete with tray ceilings, beautiful wood flooring, a massive walk-in closet, and private balcony access where you can enjoy tranquil mornings. The en-suite bathroom features a large soaking tub, walk-in shower, and elegant finishes designed to create a spa-like experience at home. What truly sets this floor plan apart is the generously sized second bedroom, which also features its own private en-suite bathroom — making this home feel almost like it has two primary suites. This rare setup provides incredible flexibility for guests, roommates, multigenerational living, or anyone seeking additional privacy and comfort. Between the charming front porch, private courtyard patio, upstairs balcony, and attached two-car garage, this home delivers the space and functionality buyers are searching for. The thoughtful floor plan maximizes every square foot, creating a home that lives larger than expected while maintaining a cozy and manageable feel. Additional upgrades provide peace of mind and added value, including newer kitchen appliances along with a washer and dryer that convey with the home. Major system updates have already been completed for the new owner, featuring a new roof installed in 2023, AC replaced in 2022, and a water heater installed in 2024 — making this home truly move-in ready with big-ticket items already taken care of. Located within Preston Square, residents enjoy access to community amenities including a resort-style pool, playground, basketball court, green spaces, and beautifully maintained sidewalks throughout the neighborhood. The location is truly unbeatable — just minutes from Disney, Winter Garden Village, Horizon West, major highways, top-rated Windermere schools, shopping, dining, and entertainment. This community continues to attract buyers seeking the perfect balance between convenience, lifestyle, and long-term value. Schedule a private showing today!

6528 Helmsley Circle, Windermere

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34786 Windermere FL Homes for Sale

34786 At a Glance

The 34786 zip code covers Windermere, an upscale town in Southwest Orange County, Florida, on the Butler Chain of Lakes.
Communities: Isleworth, Keene's Pointe, the historic Town of Windermere, Windermere Downs, Lake Butler Sound, and Reserve at Lake Butler Sound.
Schools (zoning is address-specific, so confirm via OCPS Find My School): Olympia High and Windermere High; Gotha Middle and Bridgewater Middle; and Windermere Elementary.
Lifestyle & landmarks: the Butler Chain of Lakes, Isleworth and Keene's Pointe golf, and the historic Town of Windermere's brick streets and Friday market.
Access: Conroy-Windermere Road, Apopka-Vineland Road (CR 535), Winter Garden- Vineland Road, and SR 429.

Is 34786 a buyer's or seller's market?

Updated October 14, 2026: active listings as of October 14; sales through September 2026. Stellar MLS.

Zip code 34786 in Windermere is close to a balanced market right now: neither buyers nor sellers hold a clear edge. There are 4 months of supply here against 4.3 across the four counties we serve, and the typical seller is closing at 95.4 percent of their original asking price against 96 percent regionally. Supply favors the seller and the price figure favors the buyer, so the two cancel out.

Months of inventory, also called months of supply, is how long the homes listed for sale would last at the past year's sales pace if nothing new came on the market: 219 active listings in 34786 divided by 55.25 closed sales a month comes to 4 months.

The asking price figure is the median close price against the original list price across 663 sales in the last twelve months, so a price cut counts as part of what the seller gave up.

For Orange County as a whole, see Is Orange County a buyer's or seller's market?

34786 Zip Code Homes For Sale By Price Range

Browse Windermere Properties by Price Category
Property Type Price Range Bedrooms Area
34786 Condos & Townhomes Under $600,000 2-3 34786 Windermere, FL
34786 Single-Family Homes $600,000-$1,000,000 3-4 34786 Windermere, FL
34786 Move-Up & Gated Homes $1,000,000-$2,500,000 4-5 34786 Windermere, FL
34786 Lakefront & Isleworth Estates Over $2,500,000 5-8+ 34786 Windermere, FL

34786 Market Data

Current market conditions for Windermere's 34786 zip code, calculated from Orange County MLS data. Sale price and days on market cover homes that closed in July 2026; active listings is a current count.

Active Listings
236
Median Sale Price
$839,500
Homes Sold (July)
70
Average Days on Market
54

Windermere 34786 Community Highlights

Butler Chain of Lakes

A dozen connected spring-fed lakes prized for water-skiing, boating, and some of Central Florida's finest lakefront estates.

Isleworth & Keene's Pointe

Guard-gated golf communities with championship courses, home to executives and athletes.

Historic Town of Windermere

The small incorporated town keeps its canopy oaks, unpaved sand-brick streets, and a popular Friday farmers market.

Top-Rated Schools

Zoned mainly to Olympia and Windermere High, Gotha and Bridgewater Middle, and Windermere Elementary (zoning is address-specific).

Luxury & Estates

Gated estates and custom lakefront homes range well into the multimillions, among the highest-value in Orange County.

Prime Location

Minutes from Dr. Phillips' Restaurant Row, Disney, and SR 429 for the whole metro.

Frequently Asked Questions About 34786 Windermere

Where is the 34786 zip code?

34786 is Windermere, an upscale town in Southwest Orange County, FL, on the Butler Chain of Lakes between Dr. Phillips, Winter Garden, and Walt Disney World, about 20 minutes from downtown Orlando.

What schools serve the 34786 zip code?

Because 34786 spans several OCPS attendance zones, the assigned schools depend on the exact address. Use the OCPS Find My School locator to confirm. The area is zoned mainly to Olympia and Windermere High; Gotha and Bridgewater Middle; and Windermere Elementary.

What is Isleworth?

Isleworth is a guard-gated luxury golf community in 34786 on the Butler Chain of Lakes, known for championship golf and multimillion-dollar estates owned by executives and athletes.

Is there lakefront real estate in 34786?

Yes. Windermere is built around the Butler Chain of Lakes, with some of Central Florida's most sought-after lakefront estates in Isleworth, Keene's Pointe, and Lake Butler Sound.

Why is Windermere so desirable?

Windermere combines the Butler Chain of Lakes, guard-gated golf communities, a historic small-town core, top-rated schools, and a prime location near Dr. Phillips and Disney.

How far is 34786 from Walt Disney World?

Windermere 34786 is roughly 15 minutes from Walt Disney World via Winter Garden-Vineland Road and SR 429.

Explore Nearby Zip Codes

32836 Lake Buena Vista

Disney-adjacent gated and lakefront communities, southeast of Windermere

32819 Dr. Phillips

Upscale Dr. Phillips and Bay Hill, east of Windermere

34787 Winter Garden

Historic downtown and Horizon West new communities, northwest of Windermere

34734 Gotha

Small historic community with large lots, north of Windermere

32835 Orlando

The master-planned MetroWest community, northeast of Windermere

Windermere Homes for Sale

Every active listing in Windermere, not just this zip code

View All Orange County Zip Codes

Complete guide to all Orange County areas

Your 34786 Windermere Real Estate Experts

Brenden Rendo and his team specialize in Windermere 34786. We track the market every week with ORRA and Stellar MLS data, and we know the gated and lakefront communities: Isleworth, Keene's Pointe, the Butler Chain, and the historic Town of Windermere. Buyers get help with lakefront and gated-community due diligence, luxury and estate analysis, and school zoning; sellers get pricing built on a real comparative market analysis, not a Zillow Zestimate.

Prefer to talk? Call (407) 616-9019, contact our team, or register for free market reports.

 

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