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Homes for Sale in 34786

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  • /56

    $925,000

    $50K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,636 Sq Ft

    3328 Wax Berry Ct, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Located within Lake Butler Estates, one of Windermere’s most private and established communities, this 4-bedroom, 4-bath pool home is situated on a one-acre cul-de-sac lot surrounded by mature oak trees and only 11 neighboring homes. Originally constructed in 1984 and renovated in 2022, this single-story home offers an open, split floor plan that

    Ferris Kassar PREFERRED REAL ESTATE BROKERS

    3328 Wax Berry Ct, Windermere, FL 34786
  • /18

    $408,000

    $42K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,584 Sq Ft

    11636 Water Run Aly, Windermere, FL 34786

    This property is a beautifully maintained 3-bedroom, 2.5-bath townhouse located in the desirable Ashlin Park community of Windermere. Built in 2017, this home features an open-concept layout filled with natural light, a modern kitchen with quartz countertops, stainless steel appliances, and espresso cabinetry. The spacious primary suite offers a walk-in closet and an elegant ensuite bath. Enjoy a

    Jose Jimenez EXP REALTY LLC

    11636 Water Run Aly, Windermere, FL 34786
  • /49

    $1,200,000

    • 4 Beds
    • 4 Baths
    • 2,787 Sq Ft

    1361 Whitney Isles Dr, Windermere, FL 34786

    Stunning residence with a private fenced backyard, located in the highly sought-after gated community of Belmere in Windermere, just minutes from the town center. Featuring 4 bedrooms, 4 bathrooms, and approximately 2,800 sq. ft. of air-conditioned living space, this home immediately captivates with its elegant Mediterranean architecture and lush tropical landscaping. Fully renovated this year,

    Gabriel Mantovani ALVES AND HOWELL REALTY

    1361 Whitney Isles Dr, Windermere, FL 34786
  • /55

    $995,000

    $50K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,248 Sq Ft

    11162 Ledgement Ln, Windermere, FL 34786

    NEW TILE ROOF INSTALLED BEFORE CLOSING! Welcome to Glenmuir—one of Windermere’s most sought-after gated communities. This 4 bedroom, 3 full bath, plus 2 half bath home includes a dedicated office and an upstairs bonus room within a primarily single-story layout—a thoughtful blend of functionality and comfort. Double doors open to a bright foyer with immediate views of the custom 2021 saltwater

    Deb Schroeder INFINITY REALTY GROUP LLC

    11162 Ledgement Ln, Windermere, FL 34786
  • /50

    $680,000

    $15K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 2,976 Sq Ft

    6712 Thornhill Cir, Windermere, FL 34786

    With timeless curb appeal and a front porch built for slow mornings, this Windermere home blends classic charm with the upgrades that make everyday life easier. Step inside and the ceilings rise, sunlight floods through, and hardwood floors (2021) lead you through open living and dining spaces that flow seamlessly into a remodeled kitchen with quartz countertops, updated cabinetry, and dual

    Brad Young HOMEVEST REALTY

    6712 Thornhill Cir, Windermere, FL 34786
  • /65

    $5,100,000

    $225K PRICE DROP
    • 4 Beds
    • 5.5 Baths
    • 6,424 Sq Ft

    5243 Isleworth Country Club Dr, Windermere, FL 34786

    Presenting a magnificent Isleworth golf front estate with sweeping lake views, perched above holes #2 and #9 and Lake Chase, combining a completely reimagined interior with designer elegance and modern grand style. With no neighbors on three sides, this stunning home offers a unique combination of privacy mixed with rare golf and water vistas. Home recently underwent a major “spare no expense”

    Rob Rahter STOCKWORTH REALTY GROUP

    5243 Isleworth Country Club Dr, Windermere, FL 34786
  • /30

    $2,175,000

    New Construction $250K PRICE DROP
    • 4 Beds
    • 5 Baths
    • 3,136 Sq Ft

    436 E 7th Ave, Windermere, FL 34786

    Seller is Motivated and open to negotiate! Luxury new construction lakefront home in Windermere, newly completed. Situated on Lake Bessie, this modern custom residence delivers architectural elegance, premium finishes, and a prime location just steps from the Town Center. The home offers 3,136 sq ft of air-conditioned space, featuring 4 en-suite bedrooms, a dedicated office at the entry, 5 full

    DENILEY VALDES TALENT REALTY SOLUTIONS

    436 E 7th Ave, Windermere, FL 34786
  • /32

    $1,390,000

    $110K PRICE DROP
    • 6 Beds
    • 4.5 Baths
    • 4,522 Sq Ft

    17538 Black Rail St, Windermere, FL 34786

    Spacious 6-bedroom, 4-bath Windermere home with dual master suites, pond views, and a fenced yard. Built in 2014, this residence features an open layout with a gourmet kitchen, granite counters, stainless steel appliances, and 42” cabinets. Upstairs includes a loft/media room and generously sized bedrooms. Enjoy serene water views, a private backyard, and a 3-car garage. Located in a desirable

    Agent Photo

    Elaine Garcia

    GARCIA REALTY GROUP

    (689) 312-9273

    17538 Black Rail St, Windermere, FL 34786
  • /2

    $575,000

    $25K PRICE INCREASE
    • Land
    • 20,473 Sq Ft
    • $1,223,404 per Acre

    9802 6th St, Windermere, FL 34786

    Vacant lot on the corner of 6th and Hempel. Prime investment property.

    Judy Plett UPSIDE REAL ESTATE INC

    9802 6th St, Windermere, FL 34786
  • /14

    $1,074,990

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,074 Sq Ft

    Griffin Plan at Lake Cawood Cove - Traditional, Windermere, FL 34786

    The Griffin is a two-story home offering four bedrooms, three full bathrooms, one half bathroom, and a two-car garage. The kitchen opens to a dramatic two-story family room, creating a bright and inviting living space. The second-floor primary suite offers privacy and comfort, while a conveniently located laundry room and optional butler’s pantry enhance everyday functionality. Additional

    Ashton Woods Builder
    5432 Winter Garden Vineland Rd Unit 37932783, Windermere, FL 34786
  • /13

    $1,135,990

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 3,542 Sq Ft

    Duval Plan at Lake Cawood Cove - Traditional, Windermere, FL 34786

    The Duval is a two‐story home offering five bedrooms, four full bathrooms, one half bathroom, and a two‐car garage. A bright kitchen with breakfast nook anchors the open main floor, while a second‐floor loft overlooks the family room below. The private second‐floor primary suite, optional butler’s pantry, and centrally located laundry room add convenience and luxury to this spacious plan.

    Ashton Woods Builder
    5432 Winter Garden Vineland Rd Unit 37932788, Windermere, FL 34786
  • /17

    $1,042,990

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,791 Sq Ft

    Moseley Plan at Lake Cawood Cove - Traditional, Windermere, FL 34786

    The Moseley is a thoughtfully designed two-story home with three bedrooms, two full bathrooms, one half bathroom, and a two-car garage. This plan features a dramatic two-story family room that creates a bright and open living space. The second-floor primary suite offers privacy and comfort, while additional flexible living areas provide room to relax or entertain. Modern finishes, abundant

    Ashton Woods Builder
    5432 Winter Garden Vineland Rd Unit 37932785, Windermere, FL 34786
  • /15

    $979,990

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,226 Sq Ft

    Plant at Lake Cawood Cove - Traditional, Windermere, FL 34786

    The Plant is a one-story home offering three bedrooms, two full bathrooms, one half bathroom, and a two-car garage. The spacious kitchen features a large island and flows seamlessly into the dining and family rooms. A private primary suite includes a walk-in closet, while a generously sized den and covered lanai provide versatile living spaces for work, relaxation, and outdoor enjoyment. Modern

    Ashton Woods Builder
    5432 Winter Garden Vineland Rd Unit 37932781, Windermere, FL 34786
  • /45

    $850,000

    $88K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,315 Sq Ft

    8724 Peachtree Park Ct, Windermere, FL 34786

    Recent pricing adjustment creates an exceptional opportunity to own a thoughtfully designed home in one of Windermere's most sought-after hidden gems. With bonus spaces including a loft, mudroom, screened outdoor patio that goes around the house and a well-appointed this residence offers both refined living and everyday practicality. Experience the magic of Windermere living at Peachtree Park, a

    Marcelo Machado La Rosa Realty Llc

    8724 Peachtree Park Ct, Windermere, FL 34786
  • /63

    $1,875,000

    $75K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 4,489 Sq Ft

    13420 Bonica Way, Windermere, FL 34786

    Experience the Florida lifestyle in this stunning FULLY FURNISHED 5-Bed/4-Bath pool home on over 1/2-acre, with a welcoming open floor plan spanning 4,500 square feet, spectacular Theater Room, custom upgrades and designer accents throughout, and new dual-zoned AC system in August 2025 including Nest smart thermostat. Situated across from the community park and tennis on one of the best

    Frank Ferrell FERRELL REALTY, INC.

    13420 Bonica Way, Windermere, FL 34786
  • /65

    $3,200,000

    $50K PRICE DROP
    • 6 Beds
    • 6.5 Baths
    • 6,308 Sq Ft

    13448 Bellaria Cir, Windermere, FL 34786

    Buyer walked days before closing due to personal reasons! All inspections and milestones clean/clear!! - This exceptional Florida residence is perfectly sited on an acre within the exclusive guard-gated community of Bellaria. Thoughtfully designed to balance sophistication with comfort, the home welcomes you with an abundance of natural light streaming through broad front windows, highlighting

    Shawn Kennedy KENNEDY REALTY GROUP LLC

    13448 Bellaria Cir, Windermere, FL 34786
  • /63

    $1,520,000

    $160K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 3,288 Sq Ft

    1703 Roberts Landing Rd, Windermere, FL 34786

    This elegant and fully renovated lakefront home on Lake Olivia in Windermere offers the ultimate blend of luxury, comfort, and Florida lifestyle. Featuring three master suites plus a guest bedroom and bathroom, the spacious layout is designed for both entertaining and everyday living. Large windows fill the home with natural light and frame breathtaking views of the water, while recent

    Wui Keong Goh INTERNATIONAL NETWORK REALTY

    1703 Roberts Landing Rd, Windermere, FL 34786
  • /47

    $2,499,000

    $151K PRICE DROP
    • 4 Beds
    • 5.5 Baths
    • 4,810 Sq Ft

    6102 S Hampshire Ct, Windermere, FL 34786

    This custom-built residence by Rick Watson is located in the sought-after community of Keene’s Pointe, positioned on a private lot overlooking the Jack Nicklaus Golden Bear Club golf course. The home offers consistent views of the 6th hole, along with the added bonus of nightly Disney fireworks visible from multiple areas, including the living room, primary bedroom, kitchen, and outdoor living

    Jessica Dessire Cueva PA CHARLES RUTENBERG REALTY ORLANDO

    6102 S Hampshire Ct, Windermere, FL 34786
  • /3

    $3,200,000

    New Construction
    • 4 Beds
    • 4.5 Baths
    • 3,889 Sq Ft

    2 Chase Rd, Windermere, FL 34786

    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

    2 Chase Rd, Windermere, FL 34786
  • /80

    $1,890,000

    $260K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 4,130 Sq Ft

    13048 Lake Roper Ct, Windermere, FL 34786

    Back on the market. Unmatched Value! The only Windermere lakefront home with boat access available under $2M. Don't miss this opportunity. Enjoy the e evenings to a breathtaking sunset at your own private lake in this stunning custom-built home.Land: 1.6 acres including lake portion with 135 feet direct lake frontage. Lake Roper is renowned for its water sports, water skiing, jet skiing and

    Fernando Teixeira WOODSTONE INVESTMENTS LLC

    13048 Lake Roper Ct, Windermere, FL 34786
  • /30

    $575,000

    $223K PRICE DROP
    • Land
    • 21,344 Sq Ft
    • $1,173,469 per Acre

    1516 Hempel Ave, Windermere, FL 34786

    Vacant Land – 1⁄2 Acre in WindermereBuild your dream home or secure a smart investment in one of Central Florida’s most highly desired communities—Windermere!Spacious 1⁄2 acre lot with endless possibilitiesPrime location in the heart of WindermereSurrounded by A+ rated schoolsEasy access to shopping, dining, and major highwaysRare opportunity in a highly desirable

    Matthew Hughes REAL BROKER, LLC

    1516 Hempel Ave, Windermere, FL 34786
  • /78

    $5,900,000

    $495K PRICE DROP
    • 5 Beds
    • 8.5 Baths
    • 11,861 Sq Ft

    9639 Westover Roberts Rd, Windermere, FL 34786

    Welcome to a residence that transcends even the highest expectations of luxury living! This is a once-in-a-lifetime estate where architecture, scale, and location combine to create an experience that is as rare as it is breathtaking.From the moment you arrive, the home commands attention with a grand, Mediterranean-inspired façade that opens to interiors of soaring scale and meticulous marble

    Julie Bettosini STOCKWORTH REALTY GROUP

    9639 Westover Roberts Rd, Windermere, FL 34786
  • /38

    $1,775,000

    • 3 Beds
    • 3 Baths
    • 3,135 Sq Ft

    12001 Lake Butler Blvd, Windermere, FL 34786

    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.

    12001 Lake Butler Blvd, Windermere, FL 34786
  • /66

    $3,699,000

    • 3 Beds
    • 5 Baths
    • 4,262 Sq Ft

    4812 Alexandra Garden Ct, Windermere, FL 34786

    Luxury villa living within the exclusive Gardens of Isleworth, part of the Isleworth Golf & Country Club. This exceptional Southpoint built residence boasts a captivating courtyard floor plan that provides breathtaking views from every corner of the home. The rear of the residence presents serene views of a picturesque pond and the tranquil Isleworth Gardens, while interior windows reveal a

    Rob Rahter STOCKWORTH REALTY GROUP

    4812 Alexandra Garden Ct, Windermere, FL 34786
  • /61

    $487,000

    $33K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,092 Sq Ft

    10624 Reams Rd, Windermere, FL 34786

    Welcome to this beautiful 4-bedroom, 2.5-bath home in the highly desirable Windermere Trails community. Just minutes from Disney World, you can enjoy nightly fireworks right from your front porch. The kitchen features 42" maple cabinets, granite countertops, and under-cabinet lighting. An open-concept design connects the spacious living and with the kitchen, perfect for entertaining. The primary

    Jeff Taulbee CHARLES RUTENBERG REALTY ORLANDO

    10624 Reams Rd, Windermere, FL 34786
  • /81

    $5,000,000

    $489K PRICE DROP
    • 6 Beds
    • 9 Baths
    • 8,305 Sq Ft

    9721 Carillon Park Dr, Windermere, FL 34786

    Welcome to 9721 Carillon Park Dr, Windermere, FL 34786, a stunning estate inside the guard-gated community of Keene’s Pointe.This extraordinary residence offers 8,305 square feet of luxury living space with refined architectural details, elegant wood beams, and designer finishes throughout. MAIN FEATURES: • Five bedrooms plus DETACHED GUEST HOUSE and OFFICE— providing exceptional space and

    Dianna Desboyaux DOUGLAS ELLIMAN

    9721 Carillon Park Dr, Windermere, FL 34786
  • /57

    $3,400,000

    • 4 Beds
    • 4 Baths
    • 4,877 Sq Ft

    9731 Chestnut Ridge Dr, Windermere, FL 34786

    Nestled within the gates of the renowned Isleworth Golf & Country Club, this beautiful four-bedroom estate offers nearly 5,000 square feet and showcases an elegant transitional style. The main level welcomes you with gracious formal living and dining rooms, each crowned with sparkling chandeliers and framed by oversized windows that capture elevated views of the resort-style pool and spa below.

    Monica Lochmandy ISLEWORTH REALTY LLC

    9731 Chestnut Ridge Dr, Windermere, FL 34786
  • /50

    $670,000

    $25K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,297 Sq Ft

    8582 Powder Ridge Trail, Windermere, FL 34786

    AN IRRESISTIBLE INVESTMENT OPPORTUNITY — OR YOUR FIRST HOME!Welcome to this stunning Kipling model offering serene lake views and a host of exceptional upgrades. This home features fully paid-off solar panels, electric vehicle charging outlets, and a whole-house water filtration system for maximum efficiency and comfort. Step inside and enjoy the spacious loft above the garage, new carpeting,

    Mariana Rondon LPT REALTY, LLC

    8582 Powder Ridge Trail, Windermere, FL 34786
  • /81

    $2,899,000

    $251K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,737 Sq Ft

    10203 Trout Rd, Orlando, FL 32836

    Discover this exquisite lakefront property nestled on over 1.9 acres with more than 100 feet of water frontage on LAKE TIBET and part of the Butler Chain of Lakes. This home offers breathtaking views and absolutely stunning sunsets. As you drive onto the winding paver circular driveway with lovely fountain and beautiful landscaping, you will notice the terracotta tile roof and the undeniable

    Darlene O'Hara HOMEVEST REALTY

    10203 Trout Rd, Orlando, FL 32836
  • /44

    $3,200,000

    • 4 Beds
    • 4.5 Baths
    • 3,745 Sq Ft

    4819 Alexandra Garden Ct, Windermere, FL 34786

    Discover the effortless blend of luxury, privacy, and modern design in this lovely Gardens of Isleworth villa. Featuring timeless elegance, this beautiful four-bedroom, four-bathroom custom villa, where every detail has been thoughtfully curated to create a refined sanctuary for everyday living and entertaining. Beyond the stately arched main entry door lies a secluded courtyard oasis—a private

    Michelle Corbin ISLEWORTH REALTY LLC

    4819 Alexandra Garden Ct, Windermere, FL 34786
  • /46

    $1,200,000

    • 4 Beds
    • 3.5 Baths
    • 2,618 Sq Ft

    3629 Lake Buynak Rd, Windermere, FL 34786

    Back on market—buyer withdrew for personal reasons, not due to any home-related issues.Set on 1.3 acres in the Lake Buynak Estate community, this 4-bedroom, 3.5-bath home presents an outstanding opportunity for investors, builders, or buyers wanting space and a Windermere-area address with NO HOA. Offering over 2,600 square feet, two ensuite bedrooms, a split layout, multiple screened

    Agent Photo

    Tania Matthews

    KELLER WILLIAMS ELITE PARTNERS III REALTY

    (407) 519-3922

    3629 Lake Buynak Rd, Windermere, FL 34786
  • /45

    $1,650,000

    $100K PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 3,837 Sq Ft

    1087 Jack Nicklaus Ct, Kissimmee, FL 34747

    tunning, custom Bears Den property on an exceptional corner walled lot, backing onto a park for extra privacy, WITH ACTIVE REUNION MEMBERSHIP, & has 5 beds & 5.1 baths. This Bears Den property is absolutely breathtaking, offering an array of luxurious amenities and a meticulously designed living space. The impressive upgrades, including the high ceilings and engineered wood floors, create a sense

    Penny Stokes Hilton TOP VILLAS REALTY LLC

    1087 Jack Nicklaus Ct, Kissimmee, FL 34747
  • /91

    $3,699,888

    $99K PRICE DROP
    • 4 Beds
    • 5.5 Baths
    • 6,054 Sq Ft

    12812 Jacob Grace Ct, Windermere, FL 34786

    Experience Unmatched Lakeside Luxury in a Custom-Built MasterpieceDiscover the pinnacle of elegance and tranquility in this exquisite custom-built estate, ideally positioned on an expansive lot within an exclusive guard-gated community. With direct access to a crystal-clear spring-fed lake that permits private boat docks, this home offers a rare blend of relaxation, recreation, and refined

    Alireza Partovi EXP REALTY LLC

    12812 Jacob Grace Ct, Windermere, FL 34786
  • /19

    $834,000

    $86K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,068 Sq Ft

    6631 Crestmont Glen Ln Unit 1, Windermere, FL 34786

    Welcome to 6631 Crestmont Glen Lane, a beautifully maintained executive home in the gated community of Glenmuir. Set on a large and spacious, landscaped lot, this 4-bedroom, 3.5-bath residence offers an ideal blend of space, comfort, and everyday functionality.Step inside to soaring ceilings, abundant natural light, and an open-concept layout designed for both entertaining and relaxed living.

    Gonzalo Senior IRM INVEST., REAL EST.& MGMT.

    6631 Crestmont Glen Ln Unit 1, Windermere, FL 34786
  • /62

    $1,196,000

    $299K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 3,449 Sq Ft

    11333 Camden Park Dr Unit 7, Windermere, FL 34786

    One or more photo(s) has been virtually staged. "PRICE REDUCTION" - Nestled within highly sought after guard gated community, this exceptionally maintained two-story residence combines timeless elegance offering the ideal blend of style, comfort, and functionality. The home features 5 spacious bedrooms, 4.5 bathrooms, dinning room, separate living room from family room and a generously sized

    Cynthia Noto KARDOSH REALTY

    11333 Camden Park Dr Unit 7, Windermere, FL 34786
  • /3

    $1,172,945

    New Construction
    • 5 Beds
    • 3.5 Baths
    • 3,764 Sq Ft

    Deerfield Plan at Palms at Windermere, Windermere, FL 34786

    The Deerfield floorplan is a spacious two-story home designed for growing families, featuring 5 bedrooms and 3.5 bathrooms. This layout offers an ideal combination of private retreats and open gathering spaces. The first floor includes the primary bedroom suite, complete with a luxurious bathroom and walk-in closet, a separate study perfect for working from home, and an expansive great room

    Dream Finders Homes Builder
    14207 Crest Palm Ave Unit 36467792, Windermere, FL 34786
  • /3

    $1,069,989

    New Construction
    • 6 - 7 Beds
    • 4.5 Baths
    • 4,443 Sq Ft

    Sweetwater Plan at Palms at Windermere, Windermere, FL 34786

    The Sweetwater floorplan offers expansive living with its thoughtfully designed two-story layout. This home features six spacious bedrooms and four and a half bathrooms, perfectly accommodating larger households or guests. With over 4,400 square feet of living space, the Sweetwater includes both a flex room and multiple bonus spaces, offering flexibility for hobbies, workspaces, or entertainment

    Dream Finders Homes Builder
    14207 Crest Palm Ave Unit 36469004, Windermere, FL 34786

Showing Results 201 - 240, Page 6 of 7

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