Browse All 34786 Zip Code FL Properties for Sale

Exceptional lakefront opportunity to build on one of the most coveted sites along The Butler Chain of Lakes. This prime and elevated lot is 175 feet wide and one of three being carved out of a larger compound to create an extraordinary and private home site being offered for the first time. No time frame to build, no HOA approval, and a convenient location in East Windermere, bypassing downtown Windermere traffic. A rare find indeed. *Seller unified parcels after purchase. Parcel ID reflects entire estate but only the lot noted by solid white lines is being offered for this price.

Windy Ridge Road, Windermere

$375,000

4 Beds ⋅ 3 Baths ⋅ Southbridge Village SubDv. ⋅ 34786 Zip Code

Under contract-accepting backup offers. Virtually Staged. Welcome home to Lensdale Lane! This 4-bedroom updated townhome and move-in ready peace of mind: fresh interior paint and trim (2025), new windows and sliding glass door (2022), a newer roof (2021), new exterior paint and siding (2021), and an updated A/C (2019). Step inside to a light and bright open-concept layout where the living, dining, and kitchen flow together effortlessly. The kitchen features sleek quartz countertops, ample storage, and a breakfast bar, perfect for everyday meals or casual entertaining. The main-floor primary suite offers privacy and convenience, while three spacious secondary bedrooms and a second full bath complete the upstairs. Ceramic tile and wood laminate flooring flow throughout; no carpet anywhere! A half bath and laundry round out the main floor. Outside, enjoy your morning coffee on the privacy-fenced courtyard patio, while the covered front porch adds instant curb appeal. The 2-car rear-facing garage keeps the streetscape clean and charming. This home pairs low-maintenance living with an impressive amenity package. The HOA covers exterior maintenance and includes access to a community POOL, clubhouse, FITNESS center, sports courts and walking trails. Zoned for TOP-RATED schools: Windermere High ,Keene's Crossing Elementary, and Bridgewater Middle and just minutes from Winter Garden Vineland Rd, the 429, shopping, dining, and Central Florida's theme parks.Southbridge, part of the sought-after Summerport/Horizon West community, offers an unbeatable sense of community and lifestyle.

13730 Lensdale Lane, Windermere

$1,599,000

4 Beds ⋅ 4 Baths ⋅ Waterford Pointe Ph 1 Reserve SubDv. ⋅ 34786 Zip Code

Set along the shores of Lake Roberts within guard-gated Waterford Pointe, this four-bedroom, four-bath lakefront residence offers a rare opportunity to enjoy the quintessential Windermere waterfront lifestyle. With a private covered boat dock and direct access to the ski lake, the home is designed around both the water and effortless indoor-outdoor living. Inside, an expansive floor plan features a gracious living and dining areas accented by architectural columns, detailed crown molding, tray and coffered ceilings, custom built-ins and a fireplace. Large windows and glass doors frame views of the lake and bring natural light throughout the main living areas. The kitchen offers granite countertops, abundant cabinetry, stainless steel appliances, a Sub-Zero refrigerator and adjoining butler's pantry, creating a functional connection between everyday living and entertaining. The primary suite is a private retreat with hardwood flooring, lake views and a generously proportioned bath featuring dual vanities, a jetted soaking tub and extensive cabinetry. A dedicated library or home office with custom built-ins provides another distinctive space within the residence, while the game room adds flexibility for entertaining and recreation. Outdoors, the screened lanai creates a private waterfront retreat with a heated pool and spa, covered living areas and a summer kitchen. Beyond the pool, the backyard leads to the home's private covered dock, placing boating, watersports and evenings on Lake Roberts just steps from the door. Additional features include a side-entry three-car garage, paver driveway and stone-accented exterior, along with valuable recent improvements including a whole-home generator, solar panels, solar pool heating, newer A/C units and refinished garage floors. Combining substantial living spaces, private lake access and a coveted Windermere address, this Waterford Pointe residence offers an exceptional setting for enjoying Florida lakefront living.

2113 Water Key Drive, Windermere

$3,189,000

4 Beds ⋅ 5 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code

Positioned along the 6th fairway of Isleworth Golf & Country Club, this thoughtfully updated single-story residence offers a rare combination of privacy, golf-course views and effortless everyday living. A welcoming circular drive and mature oaks set the stage, while inside, nearly 3,400 square feet unfolds in a light-filled collection of spaces designed to feel equally comfortable for quiet evenings at home or a house full of guests. Natural light pours through the glass entry into a dramatic foyer with a groin-vaulted ceiling, introducing the architectural character found throughout the home. Arched openings lead into the formal living room, where a striking stone fireplace creates a natural gathering place and walls of glass frame views of the garden and fairway beyond. The formal dining space provides an elegant backdrop for entertaining while remaining connected to the heart of the home. The renovated kitchen is both inviting and exceptionally functional, featuring a professional-style gas range, integrated appliances and a 40-bottle wine refrigerator. Custom cabinetry, marble countertops and a distinctive tile range hood complete the space, while additional cabinetry flows seamlessly into the family room to create a built-in entertainment center. Natural light reflects beautifully across the large-format tile floors, creating a bright, cohesive feel from room to room. The primary suite is privately positioned on the northeast wing, welcoming golden morning light into the space. The retreat features a distinctive dual-bath arrangement—one with a walk-in shower and the other with a freestanding soaking tub—along with a cedar-lined walk-in closet with custom built-ins. Three additional bedrooms provide comfortable accommodations for family and guests, including one with an ensuite bath, while the updated hall bath offers dual sinks and convenient pool access. A separate flex room easily adapts as an office, library, fitness room or additional retreat. Outside, a covered patio with fireplace extends the living space year-round, overlooking the open-air pool and spa with the manicured fairway beyond. A rear motor court, two-car garage and dedicated golf-cart parking complete the property. Recent improvements, including a 2020 slate roof, refreshed exterior paint, renovated kitchen and baths, complement the home’s established character. With its single-story footprint, private setting and half-acre golf-course homesite, the opportunity is as compelling as the lifestyle within the gates.

5050 Isleworth Country Club Drive, Windermere

$850,000

3 Beds ⋅ 3 Baths ⋅ Windermere Town SubDv. ⋅ 34786 Zip Code

Under contract-accepting backup offers. Welcome to your immaculate and charming home in the heart of Downtown Windermere, where timeless traditional style meets modern convenience. Nestled beneath beautiful mature oak trees, this inviting property offers a spacious yard and a welcoming front porch perfect for relaxing in a pair of rocking chairs and enjoying the peaceful surroundings. Step through the front door into a light-filled interior featuring freshly painted walls and warm wood-look tile throughout the first floor. Your remodeled kitchen is both stylish and functional, featuring stainless steel appliances, a gas range, and granite countertops, perfect for everyday living and entertaining. Upstairs, the home showcases its original hardwood floors throughout, adding warmth and character. The spacious primary suite features a beautifully updated bathroom with custom cabinetry, walk in closets, granite countertops, and quality finishes. Two additional bedrooms and a full bathroom complete the second floor, providing plenty of space for family, guests, or a home office. The expansive, fully fenced backyard offers endless possibilities. There is ample room for a pool, playset, fire pit, outdoor games, and entertaining creating a wonderful private space to enjoy Florida’s beautiful weather. Ideally located within walking distance of the Windermere Farmers Market, local shops, restaurants, and more, with beautiful Lake Butler just blocks away, this home offers the best of the Old Windermere lifestyle. Additional highlights include a new roof installed in 2025, water softener, and newer AC unit. Don’t miss the opportunity to make this special home your own. Schedule your private showing today!

706 Oakdale Street, Windermere

$647,000

3 Beds ⋅ 3 Baths ⋅ Lakes Windermere Ph 01 49 108 SubDv. ⋅ 34786 Zip Code

Modern elegance meets resort-style living in the Lakes of Windermere. Welcome to a beautifully renovated craftsman-style home. Thoughtfully updated for today's lifestyle, this move-in-ready residence blends timeless architectural character with modern comfort, quality finishes, and inviting indoor-outdoor living. From the moment you step inside, natural light fills open-concept living spaces, creating a bright and welcoming atmosphere throughout the home. The thoughtful layout and carefully selected finishes provide the perfect balance of style, functionality and everyday comfort. At the center of the home is a beautifully appointed kitchen designed for both everyday living and entertaining. It features an oversized 36-in professional Electrolux induction range with convection oven, a 36-inch range hood, built-in wine cooler, granite countertops, and a classic farmhouse sink. Whether preparing a casual meal or entertaining guests, the kitchen is designed to be both functional and impressive. The majestic dining room table, chairs, sideboard and barstools convey with the home as an attractive option. The primary suite includes an added layer of flexibility with a versatile suite located adjacent to the master. Use it as a nursery, private home office, fitness space, reading room, or whatever best fits your lifestyle. Step outside and discover one of the home's standout features: a private tropical-inspired outdoor retreat. The professionally landscaped backyard includes an outdoor kitchen, custom-paved seating area, and integrated LED lighting--creating an inviting setting for entertaining, outdoor dining, or simply enjoying your own private space. Recent upgrades & features include the following: Roof (2022); 2-stage AC system (2023); water-softening filtration system (2022); enclosed patio (2024); Ecobee thermostat (2022); B-Hyve automated irrigation system (2022); outdoor kitchen refrigerator (2026); luxury vinyl plank flooring (2022); and carpeting (2022). Beyond the property itself, residents enjoy access to desirable community amenities, including a community pool, tennis court, playgrounds, and a scenic fishing dock. This is a home designed for the way people live today, with beautiful interior spaces, meaningful upgrades, flexible living areas, and an exceptional outdoor environment.

7033 Bramlea Lane, Windermere

$2,900,000

4 Beds ⋅ 4 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code

Under contract-accepting backup offers. This luxury estate in Isleworth offers a rare opportunity to remodel or create a custom estate in the highly coveted Isleworth community. Situated directly on the 17th hole of the Isleworth Country Club golf course, this property offers a unique combination of golf-course frontage and beautiful lake views. Designed for ultimate privacy, this spacious layout offers four bedroom suites each complete with a dedicated ensuite. Schedule your private tour today!!!

5379 Isleworth Country Club Drive, Windermere

$1,395,000

5 Beds ⋅ 4 Baths ⋅ Town Of Windermere SubDv. ⋅ 34786 Zip Code

Virtually Staged. Nestled in the heart of Windermere, and featuring more than $300,000 in recent improvements including a brand new roof September 2026, this character-rich home offers nearly 4,200 square feet of versatile living space just steps from Windermere's charming downtown. Situated on nearly half an acre, this five-bedroom, four-bath residence pairs distinctive architectural character with thoughtful updates, abundant natural light and exceptional flexibility. The main living level brings together the kitchen, dining area and expansive great room, where high ceilings and a striking gas fireplace create a warm and inviting gathering space. Four sets of beautiful, new sliding glass doors open to an expansive balcony overlooking the screened pool, extending the living and entertaining space outdoors. A private-entry in-law suite adds another compelling feature to this unique home, offering exceptional possibilities for multigenerational living, extended-stay guests or a private work-from-home space. This lower level includes two bedrooms, two full baths, spacious living area, and a wet bar with mini-refrigerator. The fifth bedroom, currently enjoyed as a home gym, is also perfect for an office, playroom or hobby room. Privately positioned on its own level, the generous primary suite provides a peaceful retreat with a spacious sitting area and private balcony. Recent, significant investments throughout the property include new windows and doors, three newer HVAC units, new roof September 2026, interior and exterior paint, updated astroturf in the side yard, as well as numerous other improvements, all while preserving the character and scale of this established Windermere home. The pool and patio, featuring a screen enclosure just added in 2020, and newer cabanas, perfect for entertaining, relaxing and enjoying Florida living year-round. The location offers a lifestyle all its own, with downtown Windermere’s weekly farmers market, community events, parks and small-town charm just a short walk or golf cart ride away. Town of Windermere residents also enjoy private access to a boat ramp on the renowned Butler Chain of Lakes, as well as to the town tennis and pickleball courts! Zoned for top rated Windermere Elementary and Olympia High, and situated just minutes from the shopping and dining of The Grove at Isleworth and Restaurant Row, this distinctive home delivers a rare combination of space, flexibility, and character all in a desirable, downtown Windermere location.

101 Lee Street, Windermere

$759,000

4 Beds ⋅ 4 Baths ⋅ Lake Sawyer South Ph 05 SubDv. ⋅ 34786 Zip Code

Under contract-accepting backup offers. Welcome to 8104 Jailene Drive, a beautifully updated 4-bedroom, 3.5-bath pool home offering nearly 2,900 square feet of thoughtfully designed living space in the desirable Lake Sawyer community in Windermere. Set against a peaceful conservation backdrop with no rear neighbors, this home pairs privacy and outdoor living with a long list of recent improvements—including a NEW ROOF completed in May 2026, fresh interior paint and landscape lighting that beautifully highlights the property after sunset. Inside, an open, light-filled floor plan creates an easy flow for both everyday living and entertaining. The centrally located kitchen features upgraded cabinetry, Topazio White granite countertops a butler pantry, stainless steel appliances with a Bosch dishwasher, and generous workspace and storage. Custom details continue throughout the home, including upgraded wood and laminate flooring, a built-in credenza in the family room and built-in shelving in the office. The spacious primary suite offers a private retreat of its own, complete with a separate sitting area, oversized walk-in closet with built-in cabinetry. Step outside to the screened pool and enjoy a private backyard setting surrounded by mature landscaping and peaceful conservation views—an ideal place to unwind, entertain, or spend a quiet Florida afternoon. Additional conveniences include a washer and dryer, Vivant security system, and an attached 2-car garage. Some furnishings may also be negotiable. Lake Sawyer residents enjoy a community pool, basketball and tennis courts, walking trails, dog-walking areas, and more, all in a sought-after Windermere location convenient to shopping, dining, top area attractions, and everything that makes this part of Central Florida such a desirable place to call home. With significant updates already completed and an inviting indoor-outdoor lifestyle, 8104 Jailene Drive is ready for its next chapter.

8104 Jailene Drive, Windermere

$399,000

3 Beds ⋅ 3 Baths ⋅ Summerport Edens Hammock SubDv. ⋅ 34786 Zip Code

Under contract-accepting backup offers. Virtually Staged. There is something truly special about coming home to Summerport and this move-in-ready townhome captures that feeling perfectly. From the moment you arrive, the inviting front porch offers a peaceful spot to sit back and watch the sunset over Ancilla Pond. Inside, the functional main level features a highly desirable first-floor primary suite. The bright kitchen connects seamlessly to a private, fenced patio area. Upstairs, you will find an additional bedroom, a versatile loft area, and a secondary bedroom featuring a charming alcove that makes a wonderful home office or study nook. Out back, enjoy ultimate privacy with an attached garage accessed by a rear road and extended driveway. Because the property backs up to the tranquil marshland of Walsh Pond there are no rear neighbors and you are also just steps from the community playground! Summerport features resort-style amenities, including scenic walking paths, small lakes, a clubhouse pool, a fitness center, a fishing dock, volleyball, and a sand beach area right next to the tennis and basketball courts. Unbeatable Location & Convenience: * Top-Rated Schools: Just a short drive to Keene’s Crossing Elementary, Bridgewater Middle and Windermere High School. Elite private options like Windermere Preparatory School and Foundation Academy are also nearby. * Moments from Disney World and all major theme parks. * Easy Commute: Quick access to SR-429, SR-408, and the Florida Turnpike makes driving a breeze. * Shopping & Dining: Minutes from local restaurants, grocery stores, and the popular Winter Garden Village. Low-Maintenance Living, the HOA fully maintains the exterior including the lawn, exterior painting and roof replacements (new roof installed in 2022), allowing for a truly easy lifestyle. Schedule your showing today!

14077 Ancilla Boulevard, Windermere

$1,399,900

5 Beds ⋅ 3 Baths ⋅ Lake Down Cove SubDv. ⋅ 34786 Zip Code

Virtually Staged. Set on just over an acre in Windermere, this updated 5-bedroom, 3-bath pool home offers 3,356 square feet of living space, plus a separate flex/bonus room that can be used as a media room, game room, office or additional living space. Located on a cul-de-sac in Lake Down Cove, the property offers something increasingly hard to find in Windermere: an updated home with a private pool, a flexible floor plan and more than an acre of land. Inside, high ceilings and large windows bring in plenty of natural light, while large-format marble-look porcelain tile runs throughout the main living areas. The spacious family room features a modern linear electric fireplace and opens to the kitchen and casual dining area, with views of the pool and backyard. A separate dining room is located just off the entry, and an interior Juliet balcony from the second floor overlooks the family room. The updated kitchen features dark shaker-style soft-close cabinetry, quartz countertops, a large island, farmhouse sink and glass tile backsplash. A six-burner ZLINE gas range with griddle, pot filler and stainless steel hood anchors the cooking area, along with double ovens, a microwave drawer and stainless steel appliances. Three of the five bedrooms are located downstairs, including the primary suite. The primary bedroom overlooks the pool and features crown molding, two walk-in closets and double doors leading outside. The primary bathroom includes dual vanities with quartz countertops, a freestanding soaking tub and a large frameless glass shower finished with marble-look porcelain tile. Two additional bedrooms and a second full bathroom are also downstairs, with one bedroom well suited for use as a home office. The second bathroom has direct access to the pool area. Upstairs are two additional bedrooms, a full bathroom and a separate flex room that could be used as a media room, game room, office or additional living area. The upstairs bathroom features a dual vanity with quartz countertops, a tub/shower combination and updated finishes. One of the upstairs bedrooms also features a private outdoor balcony and an interior Juliet balcony overlooking the family room below. Outside, the 1+ acre lot provides plenty of room to enjoy the property. The private pool is surrounded by a large patio with a partially covered area, while the fenced backyard offers mature trees and generous open space. The outdoor kitchen includes a built-in grill, refrigerator, sink, stone surround and counter space, and a wood-burning fire pit adds another gathering area in the backyard. Additional features include a downstairs laundry room with quartz countertops, sink and extensive cabinetry, plus an oversized two-car garage with workspace and additional storage. With five bedrooms plus a flex room, 3,356 square feet, an updated interior, private pool and more than an acre of land, this Windermere home offers an uncommon amount of space both inside and out. Conveniently located near shopping, dining, community events and major roadways, with easy access throughout Windermere and the greater Orlando area.

2540 Hempel Cove Ct, Windermere

$445,000

3 Beds ⋅ 3 Baths ⋅ Windermere Sound Ph 2 SubDv. ⋅ 34786 Zip Code

Beautiful Two-Story Townhome in Windermere Sound!! Welcome to this charming two-story townhome located in the desirable Windermere Sound community. This spacious residence offers 3 bedrooms, 2.5 bathrooms, a 2-car garage, and 1,742 square feet of comfortable living space. All bedrooms are upstairs. The home features a well-appointed kitchen with stainless steel appliances, granite countertops, ample cabinet space, and a convenient layout that opens to the living and dining areas. The thoughtfully designed floor plan provides plenty of space for everyday living, entertaining, and relaxation. Windermere Sound offers a variety of amenities designed for an enjoyable community lifestyle, including a community pool, tennis and basketball courts, playgrounds, and scenic ponds. Lawn care is included, adding to the convenience of living in this well-maintained neighborhood. Ideally located near Disney World, shopping, restaurants, major roadways, and excellent schools, including Windermere High School, this townhome offers the perfect combination of space, convenience, and a desirable Windermere location. A wonderful opportunity to enjoy the comfort and convenience of living in one of the Orlando area’s most sought-after communities.

13048 Garridan Avenue, Windermere

Start Your Search

Prev
1
...
3
4
5
...
125
of 125
Next

34786 Windermere FL Homes for Sale

← Back to: Orange County Zip Codes

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.

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)

Average Days on Market

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.

See All 34786 Homes Get Your Free Home Value

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