Orange, FL Homes

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  $839,990

  • 4 Beds
  • 3.5 Baths
  • 3,402 Sq Ft

  1433 Whitney Isles Dr, Windermere, FL 34786

  Welcome to this beautifully updated two-story residence nestled within the exclusive, gated community of Whitney Isles subdivision, part of the sought-after Belmere Phase II community. Boasting 4 bedrooms and 3.5 baths, bonus room and large entertaining family room. This home has 3402 square feet of thoughtfully laid-out living space, this Florida-style home has been freshly enhanced with new

  Suzanne Seenandan PREFERRED RE BROKERS III

  1433 Whitney Isles Dr, Windermere, FL 34786
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  /30

  $3,299 per month

  • 4 Beds
  • 3.5 Baths
  • 2,619 Sq Ft
  • House for Rent

  8674 Abbotsbury Dr, Windermere, FL 34786

  Welcome to 8674 Abbotsbury Dr, a stunning 4-bedroom, 3.5-bathroom residence offering 2,619 sq ft of thoughtfully designed living space in the heart of Windermere. This home blends luxury and comfort in one of Central Florida’s most desirable and safe communities—just minutes from Disney’s employee parking lot and the vibrant Horizon West area.Step inside to find a spacious open-concept

  Elsy Camacho EC REAL ESTATE INVEST.& RENTAL

  8674 Abbotsbury Dr, Windermere, FL 34786
• 

  

  /2

  $840,000 Sold Jun 30, 2025

  • 2,835 Sq Ft
  • $296/SF
  • 168 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2017

  9036 Arbors Edge Trail, Windermere, FL 34786

  Located in Windermere and 2 miles from Disney Attractions, this inviting ENERGY STAR Certified home features 4 Bedrooms, 3 Baths, LOFT, Covered Lanai and 2 Car Garage. First floor bedroom perfect for visiting guests or as an office. FORMAL DINING with Tray Ceiling. Kitchen open to Family Room and features 42" Designer Cabinets in Nutmeg w/Crown Molding, Granite counters in Uba Tuba, Stainless

  Eduardo Pavone ON ME REALTY

  9036 Arbors Edge Trail, Windermere, FL 34786
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  /33

  Est $540,749 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,841 Sq Ft

  8553 Crescendo Ave, Windermere, FL 34786

  8553 Crescendo Ave, Windermere, FL 34786
• 

  

  

  /27

  $326,500

  • 3 Beds
  • 2 Baths
  • 1,455 Sq Ft

  8156 Boat Hook Loop Unit 107, Windermere, FL 34786

  One or more photo(s) has been virtually staged. $1500 CREDIT OFFERED FOR BUYERS PREPAIDS AND CLOSING COSTS.Step into this beautifully maintained first -floor unit in the sought-after Lakeside at Lakes of Windermere community. Ideally located Directly across from the community pool and clubhouse. Offering 1,455 square feet, this 3-bedroom, 2-bathroom home is designed for effortless

  Corey Cannon BHHS FLORIDA REALTY

  8156 Boat Hook Loop Unit 107, Windermere, FL 34786
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  /11

  $2,100 per month

  • 3 Beds
  • 2 Baths
  • 1,332 Sq Ft
  • Condo for Rent

  8156 Boat Hook Loop Unit 607, Windermere, FL 34786

  Fully furnished home with 3 bedroom 2 full bath very close to Disney world and other parks. Home is fully equipped with 3 bedroom sets, 2 has mattresses ready, one guest bedroom needs a mattress. Sofa set and dining set included, all you need to bring with you is clothes. Washer dryer in unit and this condo is on the first floor and right across from the clubhouse which has all the great

  Maya Singh MEENAKSHI ARORA SINGH

  8156 Boat Hook Loop Unit 607, Windermere, FL 34786
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  /2

  $1,150,000 Sold Jun 27, 2025

  • 3,958 Sq Ft
  • $291/SF
  • 79 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2002

  1613 Glenwick Dr, Windermere, FL 34786

  Envision yourself living in this beautifully updated 5-bedroom, 4.5-bath home in the prestigious, guard-gated Reserve at Belmere. Situated on over half an acre, this elegant residence offers ample space, privacy, and luxurious features for refined living. As you arrive on the cul de sac, a circular driveway leads you into a sophisticated courtyard entryway, setting the tone for the elegance

  Kelly Whitaker PREMIER SOTHEBYS INT'L REALTY

  1613 Glenwick Dr, Windermere, FL 34786
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  /43

  Est $447,063 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,881 Sq Ft

  11480 Center Lake Dr, Windermere, FL 34786

  11480 Center Lake Dr, Windermere, FL 34786
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  /29

  $688,000

  • 3 Beds
  • 2.5 Baths
  • 2,463 Sq Ft

  12815 Westside Village Loop, Windermere, FL 34786

  come take look this newly build energy efficient home by Meritage , spacious 3 bedroom 2.5 bath house with office and the den 3 car garage beautiful tile roof with charming front porch for you to have morning coffee , once step in , the private office on your right , and walk in you will see the beautiful kitchen with beautiful counter top and dark wood cabinet ,and the dining room , you won't

  Eric Jia NUMBER 1 BROKER, LLC

  12815 Westside Village Loop, Windermere, FL 34786
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  /33

  $12,700 per month

  • 6 Beds
  • 6 Baths
  • 5,667 Sq Ft
  • House for Rent

  13515 Bellaria Cir, Windermere, FL 34786

  Must see, luxury home! Very rare property of its size available for rent in prestigious Windermere. This 2-story, 6 bedroom, 6 bath triple car garage home features a great room with marble fireplace, over-sized windows facing the rear deck & resort style pool, has a heated spa and pool. The pool is the dramatic focal point of the main level, accompanied by a formal dining room. Chef's kitchen,

  Jessica Martinez Cestero HAMPTON & HAMPTON MGMT LEASING

  13515 Bellaria Cir, Windermere, FL 34786
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  /2

  $540,000 Sold Jun 26, 2025

  • 2,073 Sq Ft
  • $260/SF
  • 6 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2014

  8607 Crescendo Ave, Windermere, FL 34786

  ENERGY-EFFICIENT HOME READY FOR MOVE IN APPROX JUNE 13 2025! The Alcott floor plan includes master suite, 2 additional bedrooms and a den that can be used as the 4 bedroom , as well as 2 and1/2 baths, and a 2-car garage. Over-sized family room is open to functional kitchen which features a casual dining area. Master Suite offers corner soaking tub, separate shower, plus separate vanities. And a

  Shirlei Devito CENTURY 21 CARIOTI

  8607 Crescendo Ave, Windermere, FL 34786
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  /53

  Est $1,143,498 Not Listed For Sale

  • 6 Beds
  • 4.5 Baths
  • 4,502 Sq Ft

  8799 Crescendo Ave, Windermere, FL 34786

  8799 Crescendo Ave, Windermere, FL 34786
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  /81

  $3,150,000

  • 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
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  /44

  $8,000 per month

  • 5 Beds
  • 4.5 Baths
  • 4,028 Sq Ft
  • House for Rent

  6020 Marleon Dr, Windermere, FL 34786

  Welcome to 6020 Marleon Drive, a beautifully appointed 5-bedroom, 4.5-bathroom home located in the highly sought-after, family-friendly community of Lake Cypress Cove in Windermere, FL. With over 4,000 square feet of thoughtfully designed living space on more than half an acre, this home offers the perfect blend of luxury and comfort for your growing family. The open floor plan creates a warm and

  Charles Newman UNITED REALTY GROUP INC

  6020 Marleon Dr, Windermere, FL 34786
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  /2

  $1,000,000 Sold Jun 26, 2025

  • 3,034 Sq Ft
  • $330/SF
  • 15 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2005

  11415 N Camden Commons Dr, Windermere, FL 34786

  Welcome to 11415 N Camden Commons Drive—an exceptional pool home in the prestigious, guard-gated golf community of Keene’s Pointe. This beautifully well maintained 4-bedroom, 3-bathroom residence features a dedicated office/den, formal and casual living spaces, and a host of upgrades for worry-free living.Charming curb appeal greets you with a classic front porch, mature trees, and a

  Christina Fata REAL BROKER, LLC

  11415 N Camden Commons Dr, Windermere, FL 34786
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  /44

  Est $467,008 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 1,938 Sq Ft

  10655 Village Lake Rd, Windermere, FL 34786

  10655 Village Lake Rd, Windermere, FL 34786
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  /32

  $739,900

  • 3 Beds
  • 2 Baths
  • 2,077 Sq Ft

  6315 Clearmeadow Ct, Windermere, FL 34786

  This must-see home is ready to welcome you to the exclusive and upscale gatedsubdivision of Glenmuir. This spacious property is in an A-rated school district justminutes from Disney, Universal, Sea World, Downtown Windermere, and WinterGarden. Located on a quiet cul-de-sac with nearly half an acre to mold to your taste, ithas been over 10 years since one of these 2077 sq ft models

  Drew Wolski CORE REAL ESTATE GROUP

  6315 Clearmeadow Ct, Windermere, FL 34786
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  /80

  $5,000 per month

  • 3 Beds
  • 3 Baths
  • 3,220 Sq Ft
  • House for Rent

  63 Main St, Windermere, FL 34786

  Spectacular waterfront home situated on the **BUTLER CHAIN OF LAKES** with over 75 feet of canal connecting you to Lake Down and Wauseon Bay. Tie your boat up to a new 20 foot dock with power and enjoy the water everyday. The home has many NEW features to fall in love with and ample space to enjoy the Florida life! Plenty of indoor and outdoor room for all of your toys, so bring your boats, cars,

  Hector Leon LPT REALTY, LLC

  63 Main St, Windermere, FL 34786
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  /2

  $850,000 Sold Jun 26, 2025

  • 2,478 Sq Ft
  • $343/SF
  • 21 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1978

  2532 Waterview Place, Windermere, FL 34786

  LOCATION, LOCATION, LOCATION! Here's your opportunity to join the coveted Windermere Downs community, just minutes from downtown Windermere,and with private access to the renowned Butler Chain of Lakes. This tranquil home is set on a .43-acre lot in a peaceful cul-de-sac, offering a serene setting with mature trees and partial lake views that promise breathtaking sunsets.The open and airy

  Tammy Schuster COMPASS FLORIDA LLC

  2532 Waterview Place, Windermere, FL 34786
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  /42

  Est $904,773 Not Listed For Sale

  • 6 Beds
  • 4 Baths
  • 3,804 Sq Ft

  11859 Gold Creek Trail, Windermere, FL 34786

  11859 Gold Creek Trail, Windermere, FL 34786
• 

  

  /39

  $1,149,000

  • 4 Beds
  • 3 Baths
  • 3,079 Sq Ft

  5232 Tildens Grove Blvd, Windermere, FL 34786

  Exquisite Arthur Rutenberg Estate in Guard-Gated Tildens Grove. Nestled on an oversized lot on a tranquil, tree-lined street, this classic Mediterranean-style home features stunning curb appeal, a tile roof, and lush tropical landscaping. Step through double entry doors into formal living and dining areas that showcase soaring ceilings, elegant crown molding, and serene views of the resort-style

  Steve Healy CORCORAN PREMIER REALTY

  5232 Tildens Grove Blvd, Windermere, FL 34786
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  /20

  $2,550 per month

  • 3 Beds
  • 2 Baths
  • 2,094 Sq Ft
  • House for Rent

  6808 Duncaster St, Windermere, FL 34786

  3 Bedroom 2 Bath home with Tile flooring in kitchen, bath rooms and hallways, wood floor in Dining room & living room, bedrooms are carpeted. All appliances are included. Perfect for watching Disney fireworks at night. Great Location: Sunset Elementary school across from community; middle school; public boat ramp & park approx. 2 miles. Community Features: parks, playground, soccer field, pool,

  John Kelty KELTY REALTY LLC

  6808 Duncaster St, Windermere, FL 34786
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  /2

  $1,015,000 Sold Jun 26, 2025

  • 4,751 Sq Ft
  • $214/SF
  • 20 Days On Market

  • 8 Beds
  • 5 Baths
  • Built 2012

  6008 Golden Dewdrop Trail, Windermere, FL 34786

  Welcome to your dream home! This stunning 8-bedroom, 5-bathroom residence offers unparalleled luxury and comfort. Nestled in a serene neighborhood, this property boasts a spacious layout perfect for large families or those who love to entertain.

  Paulo Silva GRINDSTONE REALTY & PROPERTY MANAGEMENT LLC

  6008 Golden Dewdrop Trail, Windermere, FL 34786
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  /23

  Est $449,732 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,676 Sq Ft

  8655 Coventry Park Way, Windermere, FL 34786

  8655 Coventry Park Way, Windermere, FL 34786
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  /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 three-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
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  /26

  $2,775 per month

  • 3 Beds
  • 2.5 Baths
  • 1,632 Sq Ft
  • Townhouse for Rent

  13705 Summerport Village Pkwy, Windermere, FL 34786

  Adorable, corner unit townhome located in the desirable Summerport community. This home includes a downstairs primary bedroom, oversized loft, upgraded cabinets, spacious rooms, carpet, ceramic tile and laminate throughout, as well as a fenced-in court yard. The community amenities include pool, fitness center, walking paths, tennis courts, basketball court, community dock and clubhouse.

  Angela Magac THE PROPERTY STOP LLC

  13705 Summerport Village Pkwy, Windermere, FL 34786
• 

  /2

  $520,000 Sold Jun 26, 2025

  • 3,103 Sq Ft
  • $168/SF
  • 67 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2006

  12880 Holdenbury Ln, Windermere, FL 34786

  Discover the exceptional potential of this spacious 4-bedroom, 2.5-bathroom Victorian-style home, offering over 3,100 square feet of living space on a desirable corner lot in Windermere. While the property requires some renovation, it presents a unique opportunity for buyers to customize and create their dream residence in a sought-after location. The kitchen offers 42-inch cabinets, and an

  Jacquie Sosa EXP REALTY LLC

  12880 Holdenbury Ln, Windermere, FL 34786
• 

  

  /21

  Est $775,904 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,775 Sq Ft

  8736 Peachtree Park Ct, Windermere, FL 34786

  8736 Peachtree Park Ct, Windermere, FL 34786
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  /34

  $345,000

  • 3 Beds
  • 2.5 Baths
  • 1,460 Sq Ft

  8259 Maritime Flag St Unit 4, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Experience the best of Windermere living! This freshly updated two-story townhome offers resort-style amenities and unbeatable convenience, all just 10 minutes from Disney!Step inside to discover fresh paint throughout, brand new carpet, and an open-concept first floor with a kitchen/living room combo and a half bath. Upstairs, you’ll find

  Lindsey Hudson REAL BROKER, LLC

  8259 Maritime Flag St Unit 4, Windermere, FL 34786
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  /47

  $6,750 per month

  • 5 Beds
  • 4 Baths
  • 3,502 Sq Ft
  • House for Rent

  311 E 8th Ave, Windermere, FL 34786

  Price Reduced! Lakefront Living in the Heart of Windermere Don't miss this rare opportunity to lease a beautifully renovated lakefront home on the pristine shores of Lake Bessie—now available at a newly reduced price!Perfectly positioned in the highly sought-after Town of Windermere, this exceptional retreat offers unbeatable views, unmatched privacy, and modern luxury in one of Central Florida’s

  Karen O'Neil COLDWELL BANKER RESIDENTIAL RE

  311 E 8th Ave, Windermere, FL 34786
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  /2

  $1,100,000 Sold Jun 26, 2025

  • 5,010 Sq Ft
  • $220/SF
  • 513 Days On Market

  • 6 Beds
  • 4.5 Baths
  • Built 2015

  9149 Outlook Rock Trail, Windermere, FL 34786

  Stunning property located in WINDERMERE Florida. The grand entrance opens to an expansive great room, perfect for entertaining or relaxing with family. With 6 bedrooms, 4.5 bathrooms, and a bonus room/theater/game room. The luxurious master bedroom with comfort, privacy, two walking closet and walking shower. The gourmet kitchen boasts fully equipped. The screened pool gives you more privacy and

  Christian Posegger DE PAULA REALTY USA INC.

  9149 Outlook Rock Trail, Windermere, FL 34786
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  /18

  Est $420,281 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,617 Sq Ft

  13179 Kegan St, Windermere, FL 34786

  13179 Kegan St, Windermere, FL 34786
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  /49

  $570,000

  • 3 Beds
  • 2.5 Baths
  • 1,984 Sq Ft

  6266 Golden Dewdrop Trail, Windermere, FL 34786

  Welcome to this exceptional corner-lot home located just steps away from Keenes Pointe and the Chase Road. Featuring a recently replaced air conditioning system for added comfort and efficiency, this residence boasts a spacious, fully fenced backyard that offers maximum privacy. The expansive outdoor space is beautifully landscaped with low-maintenance artificial turf,perfect for entertaining or

  Margot Villacinda Chavez WRA BUSINESS & REAL ESTATE

  6266 Golden Dewdrop Trail, Windermere, FL 34786
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  /35

  $3,600 per month

  • 3 Beds
  • 2 Baths
  • 1,928 Sq Ft
  • House for Rent

  1243 Dingens Ave, Windermere, FL 34786

  WONDERFUL WELCOME HOME IN WINDERMERE. READY TO MOVE IN. TOP RATED SCHOOLS IN A FAMILY COMMUNITY, NEAR DISNEY, DINING AND ENTERTAINMENT, MAY BE RENTED FULL FURNISHED, FEELS LIKE COUNTRY LIVING, BUT CLOSE TO EVERYTHING,so bring your boat, camper, or build the Gotha Park is just a short walk away, offering tennis courts, a pavilion, and a tot lot for the little ones. LOCATION, LOCATION,

  Peter Useche REALMULTIPROPERTY LLC

  1243 Dingens Ave, Windermere, FL 34786
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  /2

  $330,000 Sold Jun 25, 2025

  • 1,442 Sq Ft
  • $229/SF
  • 33 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2009

  8256 Maritime Flag St Unit 103, Windermere, FL 34786

  **LUXURIOUS LAKESIDE LIVING**Tucked into the heart of Windermere’s desirable Lakeside at Lakes of Windermere community, this first-floor, corner unit condo at **8256 Maritime Flag St #103 (Unit 1710)** delivers an ideal blend of privacy, accessibility, and vibrant resort-style amenities. With no stairs to climb, this ground-floor location offers added convenience for everyday living,

  Brad Rosel EXP REALTY LLC

  8256 Maritime Flag St Unit 103, Windermere, FL 34786
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  /12

  Est $508,472 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,047 Sq Ft

  8320 Bryce Canyon Ave, Windermere, FL 34786

  8320 Bryce Canyon Ave, Windermere, FL 34786
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  /52

  $1,099,995

  • 6 Beds
  • 4.5 Baths
  • 4,445 Sq Ft

  9439 Westover Club Cir, Windermere, FL 34786

  Welcome to Westover Club, a sought-after gated community in Windermere known for its tree-lined streets and excellent location. This well-maintained 6-bedroom, 4.5-bathroom pool home sits on a spacious 0.34-acre lot and offers a thoughtfully designed layout ideal for comfortable living and entertaining. Inside, you'll find an inviting open foyer, formal dining room, and dedicated office with

  Sean Popat BUYER REBATES REALTY

  9439 Westover Club Cir, Windermere, FL 34786
• 

  

  /80

  $3,199 per month

  • 4 Beds
  • 3.5 Baths
  • 2,600 Sq Ft
  • House for Rent

  13426 Chariho Ln, Windermere, FL 34786

  Welcome to this beautifully maintained 4-bedroom, 3-bath home with a loft and office located in a highly sought-after gated community in Windermere. This spacious residence offers a fresh, move-in-ready feel with fairly new carpeting throughout the stairs and second floor. The thoughtfully designed floor plan features a first-floor master suite, providing privacy and convenience, along with a

  Courtney James LA ROSA REALTY ORLANDO LLC

  13426 Chariho Ln, Windermere, FL 34786
• 

  /2

  $455,000 Sold Jun 25, 2025

  • 2,001 Sq Ft
  • $227/SF
  • 86 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2019

  13727 Bressler Alley, Windermere, FL 34786

  Price Improvement! Now Listed at $458,500 – Turnkey Townhome in the Vineyards of Horizon West!Welcome to 13727 Bressler Alley, a beautifully upgraded townhome in the highly desirable Vineyards of Horizon West community in Windermere, FL. This meticulously maintained home combines modern luxury with functionality, offering an ideal living space in one of Central Florida’s most sought-after

  Nicholas Vaseloff REAL BROKER, LLC

  13727 Bressler Alley, Windermere, FL 34786
• 

  

  /36

  Est $933,748 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,051 Sq Ft

  7242 Rambling Water Way, Windermere, FL 34786

  7242 Rambling Water Way, Windermere, FL 34786

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