Orange, FL Homes

• 

  

  

  /50

  $700,000

  • 4 Beds
  • 3 Baths
  • 2,583 Sq Ft

  14873 Ellingsworth Ln, Winter Garden, FL 34787

  Stunning 4 bedroom Home in the gated community of Oxford Chase - Minutes from Downtown Winter Garden!Welcome to your dream home! This beautifully maintained 4-bedroom, 3-bathroom home is located in the highly sought-after GATED community of Oxford Chase, offering peace, privacy, and modern living just minutes from the heart of charming Downtown Winter Garden.Built in 2018 and still

  yobanec reyes EMORYS ROCK REALTY POWERED BY SELLSTATE

  14873 Ellingsworth Ln, Winter Garden, FL 34787
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  /35

  $1,650 - $1,750 per month

  Garden City Apartments

  2 Beds

  521 S Park Ave, Winter Garden, FL 34787

  Garden City Apartments is nestled in the heart of Downtown Winter Garden, Florida. Within walking distance or a quick golf cart ride to Historic Plant Street, life is full of excitement with local arts and entertainment, trails and restaurants galore you will surely feel at home and safe living in our newly renovated industrial designed family-friendly apartments. We have a mix between

  521 S Park Ave, Winter Garden, FL 34787
• 

  

  /2

  $450,200 Sold Jul 17, 2025

  • 1,683 Sq Ft
  • $267/SF
  • 64 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2024

  6412 Tabebuia Pkwy, Winter Garden, FL 34787

  Under Construction. Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining - Now Open!

  Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

  6412 Tabebuia Pkwy, Winter Garden, FL 34787
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  /44

  Est $441,407 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,877 Sq Ft

  15604 Orange Harvest Loop, Winter Garden, FL 34787

  15604 Orange Harvest Loop, Winter Garden, FL 34787
• 

  

  

  /38

  $829,990 Open Fri 5PM - 8PM

  • 4 Beds
  • 4 Baths
  • 3,278 Sq Ft

  5427 Orange Orchard Dr, Winter Garden, FL 34787

  Welcome to this beautifully upgraded 4-bedroom, 4-bath home located in the highly sought-after Wincey Groves community in Winter Garden. This thoughtfully designed residence features a functional 3-way split floor plan, offering abundant flexible space including a massive upstairs loft and a dedicated bonus room currently used as a home gym with luxury vinyl flooring.The modern interior

  Julimar Barreiro Pastrana SERHANT

  5427 Orange Orchard Dr, Winter Garden, FL 34787
• 

  

  /46

  $1,975 per month

  • 2 Beds
  • 2 Baths
  • 1,264 Sq Ft
  • Condo for Rent

  303 Southern Pecan Cir Unit 201, Winter Garden, FL 34787

  * Fully painted prior to move-in. * All stainless steel appliances. Amazing opportunity in resort style Southern Pines Condos, Winter Garden! Beautiful 2 bedroom 2 bath 2nd floor condo. Open floor plan with bonus room area off the living room, granite counter tops in kitchen and bath, crown molding, indoor laundry, closet pantry. Kitchen equipped with all stainless steel appliances including

  Seyed Azimi AFT PROPERTY LLC

  303 Southern Pecan Cir Unit 201, Winter Garden, FL 34787
• 

  /2

  $215,000 Sold Jul 17, 2025

  • 984 Sq Ft
  • $218/SF
  • 70 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1989

  996 Dolphin Dr, Winter Garden, FL 34787

  Great opportunity for first time home buyer or investor. Amazing 3-bedroom, 2-bathroom single-story townhome in the highly sought-after Westside Townhomes community of Winter Garden!This home features recent upgrades, including a brand-new roof (2023) and a new water heater (2023), ensuring peace of mind for years to come. The open floor plan is enhanced by tile flooring throughout,

  Gian Balsamo LA ROSA REALTY KISSIMMEE

  996 Dolphin Dr, Winter Garden, FL 34787
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  /35

  Est $866,818 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,377 Sq Ft

  15624 Murcott Harvest Loop, Winter Garden, FL 34787

  15624 Murcott Harvest Loop, Winter Garden, FL 34787
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  /29

  $685,000

  • 4 Beds
  • 2 Baths
  • 2,457 Sq Ft

  539 Copperdale Ave, Winter Garden, FL 34787

  This is it! Welcome home to this showstopper in the gorgeous community of Covington Chase just minutes from downtown Winter Garden. This single story, energy efficient 2013 built home is LOADED with extras! The primary suite is fit for royalty. It features large bedroom with coffered ceilings and an extended sitting area that would also be perfect as a nursery, office, or work out space. The

  Richard Alpizar IRON VALLEY REAL ESTATE CENTRAL FLORIDA

  539 Copperdale Ave, Winter Garden, FL 34787
• 

  /2

  $2,490 per month

  • 4 Beds
  • 2 Baths
  • 1,468 Sq Ft
  • House for Rent

  1257 S Park Ave, Winter Garden, FL 34787

  Please note, our homes are available on a first-come, first-serve basis and are not reserved until the lease is signed by all applicants and security deposits are collected.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at Want to tour on your own? Click the “Self

  1257 S Park Ave, Winter Garden, FL 34787
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  /2

  $483,500 Sold Jul 16, 2025

  • 1,755 Sq Ft
  • $275/SF
  • 35 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2003

  2407 Oakington St, Winter Garden, FL 34787

  Experience the perfect blend of modern upgrades and serene waterfront living in this beautifully updated 4-bedroom, 2-bathroom home nestled in the guard-gated community of Stoneybrook West. Property Highlights:• Size: 1,755 sq ft• Bedrooms/Bathrooms: 4 bedrooms, 2 bathrooms• Renovations: Completely renovated in 2022, featuring updated kitchen and bathrooms with quartz

  Brenda Anglada RE/MAX PRIME PROPERTIES

  2407 Oakington St, Winter Garden, FL 34787
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  /56

  Est $510,499 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,692 Sq Ft

  501 Millwood Place, Winter Garden, FL 34787

  501 Millwood Place, Winter Garden, FL 34787
• 

  

  /16

  $137,500

  • 1 Bed
  • 1 Bath
  • 420 Sq Ft

  416 Eron Way Unit 30, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. --$100K Renovation just completed, Winter Garden Gem, unlike any other condo in the community! Welcome to your dream condo in the charming Townhomes of Winter Garden—where everything is brand new, from the floor joists & spray insulation to the ceiling! This fully renovated single-story end-unit is tucked away at the end of a quaint cul-de-sac and

  David Dorman CENTURY 21 CARIOTI

  416 Eron Way Unit 30, Winter Garden, FL 34787
• 

  

  /15

  $3,200 per month

  • 4 Beds
  • 2 Baths
  • 2,258 Sq Ft
  • House for Rent

  14755 Masthead Landing Cir, Winter Garden, FL 34787

  Single story house with peaceful lake front view and fenced backyard. The interior consists of a living/dining room combination, split floor plan with four bedrooms, open kitchen, and family room. Complete application required with copy of applicant's driver's license. Complete credit reports for all adults required, proof of income (last two paystubs, last 2 months bank statements). Only 1 pet

  Susana Stutsman SUSANA JORDAN STUTSMAN

  14755 Masthead Landing Cir, Winter Garden, FL 34787
• 

  /2

  $530,000 Sold Jul 16, 2025

  • 2,250 Sq Ft
  • $236/SF
  • 61 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2018

  16137 Azure Key St, Winter Garden, FL 34787

  MOTIVATED SELLER IS READY TO MAKE A MOVE AS THEY ARE MOVING OUT OF STATE. Welcome to this beautifully maintained 3-bedroom, 2.5-bath bungalow located in the neighborhood of Waterleigh, where resort-style living meets everyday convenience. From the inviting front porch to the welcoming interior, every detail has been thoughtfully updated with comfort and style in mind. Inside, you’ll find new LVP

  Kerstin Crow LOKATION

  16137 Azure Key St, Winter Garden, FL 34787
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  /30

  Est $627,771 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,517 Sq Ft

  740 Sandy Bar Dr, Winter Garden, FL 34787

  740 Sandy Bar Dr, Winter Garden, FL 34787
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  /41

  $1,150,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 3 Baths
  • 2,935 Sq Ft

  17838 Hither Hills Cir, Winter Garden, FL 34787

  Enjoy lakeside living at its finest in this beautifully designed 4-bedroom, 3-bathroom home in Lake Apopka Sound, offering nearly 3,000 square feet of thoughtfully crafted space. From the moment you step inside, you’re welcomed by serene lake views and a wide-open floor plan that seamlessly connects the kitchen, dining, and living areas—perfect for entertaining or everyday life. Tray ceilings and

  David Penney REDFIN CORPORATION

  17838 Hither Hills Cir, Winter Garden, FL 34787
• 

  

  /25

  $1,595 per month

  • 2 Beds
  • 2 Baths
  • 918 Sq Ft
  • Condo for Rent

  67 Windtree Ln Unit 1, Winter Garden, FL 34787

  *ESTIMATED TOTAL MONTHLY LEASING PRICE: $1,644.95Base Rent: $1,595.00Filter Delivery: $5.00Renters Insurance: $10.95$1M Identify Protection, Credit Building, Resident Rewards, Move-In Concierge: $34.00 *The estimated total monthly leasing price does not include utilities or optional/conditional fees, such as: pet, utility service, and security deposit waiver fees. Our

  67 Windtree Ln Unit 1, Winter Garden, FL 34787
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  /2

  $720,000 Sold Jul 16, 2025

  • 2,935 Sq Ft
  • $245/SF
  • 95 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2018

  14661 Glade Hill Park Way, Winter Garden, FL 34787

  **This property qualifies for a closing cost credit up to $11,500 through the Seller’s preferred lender plus an additional $5,000 Seller contribution.**Welcome home to this beautifully designed 4-bedroom, 3.5-bathroom home with an office, bonus room, and an oversized 2-car garage in the highly sought-after Watermark community of Winter Garden. This spacious two-story home offers modern elegance,

  Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

  14661 Glade Hill Park Way, Winter Garden, FL 34787
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  /38

  Est $784,166 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,840 Sq Ft

  1658 Holcomb Creek St, Winter Garden, FL 34787

  1658 Holcomb Creek St, Winter Garden, FL 34787
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  /51

  $1,689,000

  • 4 Beds
  • 3.5 Baths
  • 4,000 Sq Ft

  15264 Shonan Gold Dr, Winter Garden, FL 34787

  BEAUTIFULLY APPOINTED LAKEVIEW ESTATE HOME! Welcome to this exceptional two-story "Courbet" model located in the highly sought-after Overlook at Hamlin community in Winter Garden. Built in 2017, this expansive residence offers over 4,000 square feet of beautifully designed living space. Featuring four spacious bedrooms, three and a half baths, and two versatile dens—one on each floor—this home is

  Michael Julian JULIAN PROPERTIES, INC.

  15264 Shonan Gold Dr, Winter Garden, FL 34787
• 

  

  /17

  $2,700 per month

  • 3 Beds
  • 2.5 Baths
  • 1,690 Sq Ft
  • Townhouse for Rent

  7929 Ava Jade Alley, Winter Garden, FL 34787

  Experience the allure of this stunning 3-bedroom, 3-bathroom townhome nestled in the heart of Winter Garden! This abode flaunts a sleek, combined family room and kitchen/dining area featuring durable tile flooring. The modern, open-plan kitchen is complete with top-of-the-line stainless steel appliances, a convenient island for extra prep space, and elegant granite countertops. Retreat to the

  Nancy Guadagnino SPECIALIZED PROPERTY MANAGEMENT

  7929 Ava Jade Alley, Winter Garden, FL 34787
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  /2

  $610,000 Sold Jul 16, 2025

  • 2,153 Sq Ft
  • $283/SF
  • 101 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2005

  15144 Spinnaker Cove Ln, Winter Garden, FL 34787

  *Video and 3D walkthrough available* THE SELLER IS OFFERING TO EITHER REPLACE THE AIR CONDITIONER BEFORE CLOSING OR GIVE AN $8,500 CREDIT WITH A FULL PRICE OFFER. Are you looking for a piece of paradise around Winter Garden? This home is your answer; it begins when you drive through the main gate, as you are welcomed by the Palm trees, the seasonal flowers and the two ponds on each side of the

  Tennille Biggers KELLER WILLIAMS ELITE PARTNERS III REALTY

  15144 Spinnaker Cove Ln, Winter Garden, FL 34787
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  /36

  Est $546,506 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,027 Sq Ft

  16197 Wind View Ln, Winter Garden, FL 34787

  16197 Wind View Ln, Winter Garden, FL 34787
• 

  

  /38

  $539,900

  • 4 Beds
  • 2.5 Baths
  • 2,128 Sq Ft

  16250 Firedragon Dr, Winter Garden, FL 34787

  This Hutchinson model single-family home is smartly designed, functional, and beautiful. The spacious kitchen truly is the heart of the home, and hostess’ dream, in this open floorplan. The show stopping island, measuring over 9 feet long, features granite countertops which pair perfectly with the stainless steel appliances and white cabinetry. The gas stove caters to the discerning chef. The

  Marcia Castro CASTRO REALTY GROUP

  16250 Firedragon Dr, Winter Garden, FL 34787
• 

  

  /20

  $2,336 per month

  • 1 Bed
  • 1 Bath
  • 762 Sq Ft
  • Condo for Rent

  9223 Vintage Hills Way Unit 1422.1407399, Winter Garden, FL 34787

  Landing offers flexible lease terms from weeks to months. Please always visit our website or contact us for the latest pricing & availability.Stay longer, save more:6-Month Minimum base rent: starts at $2522/mo12-Month Minimum base rent: starts at $2336/moLanding offers flexible leases across a network of over 35,000 fully-furnished apartments throughout 375+ cities so you can

  9223 Vintage Hills Way Unit 1422.1407399, Winter Garden, FL 34787
• 

  /2

  $889,000 Sold Jul 16, 2025

  • 3,408 Sq Ft
  • $261/SF
  • 243 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2016

  16328 Wind View Ln, Winter Garden, FL 34787

  LUXURY POOL HOME on Oversized 60' Wide Corner Lot near DISNEY in Popular Phase 1 of Waterleigh. This Kallan POOL HOME has 4 Bedrooms, 4.5 Baths, FLEX Room, Loft and 3 Car Tandem Garage! ***SOLAR PANELS are PAID OFF so your Electric Bill is LOW!** Enjoy the HUGE CUSTOM RESORT STYLE POOL that would cost OVER $100,000 to duplicate! Screen Enclosure, Water Features, LED Lighting, FIRE BOWLS,

  JoAnn Best CHARLES RUTENBERG REALTY ORLANDO

  16328 Wind View Ln, Winter Garden, FL 34787
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  /89

  Est $687,816 Not Listed For Sale

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

  14633 Magnolia Ridge Loop, Winter Garden, FL 34787

  14633 Magnolia Ridge Loop, Winter Garden, FL 34787
• 

  

  /57

  $514,999

  • 3 Beds
  • 2 Baths
  • 1,692 Sq Ft

  1559 Bayfront Park Alley, Winter Garden, FL 34787

  Welcome to 1559 Bayfront Park Alley, a refined Florida Contemporary home tucked inside the highly sought-after Waterside on Johns Lake community in Winter Garden, Florida. Built in 2018 and freshly painted inside and out in 2025, this meticulously maintained 3-bedroom, 2-bathroom home offers 1,692 sq ft of elevated living, surrounded by lush landscaping and framed by an extraordinary view of a

  Adrian Jiminez MARKET CONNECT REALTY LLC

  1559 Bayfront Park Alley, Winter Garden, FL 34787
• 

  

  /15

  $2,750 per month

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • House for Rent

  15187 Harrowgate Way, Winter Garden, FL 34787

  This spacious 3-bedroom, 2-bathroom home is perfectly located near local markets, with easy access to major roads and everything you need just minutes away. The home is move-in ready, featuring a comfortable layout and a welcoming feel. Fast and simple application process. Don’t miss your chance to live in a great neighborhood!Schedule your tour today!

  Vitor Silva AUTHENTIC REAL ESTATE TEAM

  15187 Harrowgate Way, Winter Garden, FL 34787
• 

  /2

  $649,000 Sold Jul 15, 2025

  • 2,240 Sq Ft
  • $290/SF
  • 3 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2021

  5627 Orange Orchard Dr, Winter Garden, FL 34787

  Welcome to Wincey Groves - This 4 bedroom, 3 bathroom POOL home with nightly views of the Disney fireworks is ready for a new owner! The spacious, open floorplan features wood look tile throughout- seamlessly connecting the living and dining spaces. The chef's kitchen comes fully equipped with a double oven, large island with seating, wine fridge, stainless steel appliances, walk-in pantry and

  Nancy Grabowski REDFIN CORPORATION

  5627 Orange Orchard Dr, Winter Garden, FL 34787
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  /84

  Est $852,593 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,866 Sq Ft

  5060 Palmetto Park Dr, Winter Garden, FL 34787

  5060 Palmetto Park Dr, Winter Garden, FL 34787
• 

  

  /37

  $1,100,000

  • 5 Beds
  • 4 Baths
  • 3,291 Sq Ft

  9207 Busaco Park Way, Winter Garden, FL 34787

  Discover modern luxury in this 2-story Spanish/Mediterranean waterfront home within the coveted Watermark Community. Boasting 5 bedrooms and 4 baths across 3,200+ sq ft, this unique property offers over $50K in premium upgrades and features. The grand cathedral ceiling entrance leads to an impressive gourmet kitchen with a stunning island, granite counters, 42-inch solid wood cabinets, and

  Stefany Marcelino REDFIN CORPORATION

  9207 Busaco Park Way, Winter Garden, FL 34787
• 

  

  /20

  $2,737 per month

  • 2 Beds
  • 2 Baths
  • 1,192 Sq Ft
  • Condo for Rent

  9223 Vintage Hills Way Unit 4308.1407403, Winter Garden, FL 34787

  Landing offers flexible lease terms from weeks to months. Please always visit our website or contact us for the latest pricing & availability.Stay longer, save more:6-Month Minimum base rent: starts at $2946/mo12-Month Minimum base rent: starts at $2737/moLanding offers flexible leases across a network of over 35,000 fully-furnished apartments throughout 375+ cities so you can

  9223 Vintage Hills Way Unit 4308.1407403, Winter Garden, FL 34787
• 

  /2

  $670,000 Sold Jul 15, 2025

  • 2,624 Sq Ft
  • $255/SF
  • 7 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2017

  15424 Sweet Orange Ave, Winter Garden, FL 34787

  Summerlake Groves ** Prime location across the street from the HOA amenities - community pool, tennis courts, playground, dog park, green space ** 4th ROOM used as den - great flex space off the foyer ** Beautiful 10' ceilings, 8' doors & newer crown moulding thru-out ** SOLAR PANELS (fully paid for!) ** Beautiful primary bedroom with tray ceiling, attractive accent wall with stylish trim design

  Andrew Philippone INDEPENDENCE REALTY GROUP LLC

  15424 Sweet Orange Ave, Winter Garden, FL 34787
• 

  

  /24

  Est $351,474 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,263 Sq Ft

  14038 Avenue of the Groves, Winter Garden, FL 34787

  14038 Avenue of the Groves, Winter Garden, FL 34787
• 

  

  /35

  $449,900

  • 3 Beds
  • 2 Baths
  • 1,712 Sq Ft

  13018 S Sunset Terrace, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Own this beautifully remodeled 3BR/2BA home just one block from the stunning John’s Lake—a 2,500+ acre lake on the border of Lake and Orange counties. Conveniently located 5 miles SE of Clermont and 2 miles SW of Winter Garden, this area is known for fantastic sport fishing, county parks, and water

  Abby Nelson RE/MAX 200 REALTY

  13018 S Sunset Terrace, Winter Garden, FL 34787
• 

  

  /35

  $4,975 per month

  • 4 Beds
  • 3.5 Baths
  • 3,793 Sq Ft
  • House for Rent

  14005 Peach Orchard Way, Winter Garden, FL 34787

  Beautiful 5 bedroom single family home in Horizon West of Winter Garden. This home has 5 bedrooms, 3 1⁄2 bathrooms, an Office and a Loft. The first floor is an open floor plan with Formal Livingroom, Dining Room, Huge Family Room and massive Kitchen. The kitchen features granite countertops, 42" cabinets, walk in Pantry and large Island. The first level also offers a Bedroom with attached

  Thomas Belsky CENTURY 21 CARIOTI

  14005 Peach Orchard Way, Winter Garden, FL 34787
• 

  /2

  $1,250,000 Sold Jul 14, 2025

  • 3,445 Sq Ft
  • $363/SF
  • 1 Day On Market

  • 4 Beds
  • 4 Baths
  • Built 2000

  13626 Sunset Lakes Cir, Winter Garden, FL 34787

  Enjoy Peaceful Lakefront Living on Private Lake RoperHere’s your chance to own a spacious lakefront home on beautiful Lake Roper, a private 36-acre lake known for its quiet surroundings and natural charm. This 4-bedroom, 4-bathroom property offers 3,445 square feet of comfortable living space and a versatile layout with room for family, guests, and hobbies.The home features a

  Tom Rumph SAND DOLLAR REALTY GROUP INC

  13626 Sunset Lakes Cir, Winter Garden, FL 34787
• 

  

  /49

  Est $564,409 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,220 Sq Ft

  16025 Pebble Bluff Loop, Winter Garden, FL 34787

  16025 Pebble Bluff Loop, Winter Garden, FL 34787

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