Recently Sold Homes near Lakeview Middle

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  $640,000 Sold Aug 15, 2025

  • 2,756 Sq Ft
  • $232/SF
  • 9 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2014

  724 Grassy Stone Dr, Winter Garden, FL 34787

  This stunning 4-bedroom, 3-bathroom home in the sought-after Winter Garden neighborhood offers a perfect combination of modern upgrades and timeless charm. Situated on a spacious 0.29-acre lot in a peaceful cul-de-sac, this home provides both tranquility and convenience. A BRAND NEW ROOF, NEW GUTTERS and a NEW WATER HEATER ensure that this home is move-in ready and worry-free for years to

  Alex Medal ERA GRIZZARD REAL ESTATE

  724 Grassy Stone Dr, Winter Garden, FL 34787
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  Explore Lakeview Middle

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  $915,000 Sold Aug 15, 2025

  • 2,683 Sq Ft
  • $341/SF
  • 94 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2022

  908 Tilden Oaks Trail, Winter Garden, FL 34787

  In the enchanting enclave of Oakland Park lies a home that seamlessly marries design with tranquility—welcome to 908 Tilden Oaks Trail. This Rockwell Homes masterpiece is more than just a residence; it is an experience of sophisticated living, smart-home innovation, and breathtaking natural beauty.As you approach, a serene landscape unfolds before you, with no neighbors to the front or

  Matt McKee COMPASS FLORIDA LLC

  908 Tilden Oaks Trail, Winter Garden, FL 34787
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  /2

  $880,000 Sold Aug 14, 2025

  • 3,327 Sq Ft
  • $265/SF
  • 16 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2025

  11015 Hollow Bay Dr, Winter Garden, FL 34787

  Under Construction. Waterleigh presents the Seacliff. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room. Customize this area to meet your needs with an optional den. Go down the

  Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

  11015 Hollow Bay Dr, Winter Garden, FL 34787
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  /2

  $585,000 Sold Aug 13, 2025

  • 1,995 Sq Ft
  • $293/SF
  • 50 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2020

  1740 Standing Rock Cir, Oakland, FL 34787

  One or more photo(s) has been virtually staged. Exceptional POOL HOME with SOLAR PANELS and Many Other ENERGY-EFFICIENT FEATURES!Welcome to a home that truly impresses from the moment you arrive. As you step inside, you’re greeted by seamless WOOD PLANK TILE FLOORING that flows throughout the home, creating a warm and cohesive aesthetic. The heart of the home is a show-stopping kitchen

  Melissa Vance MAINFRAME REAL ESTATE

  1740 Standing Rock Cir, Oakland, FL 34787
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  /2

  $615,000 Sold Aug 12, 2025

  • 2,900 Sq Ft
  • $212/SF
  • 34 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2005

  2313 Pesaro Cir, Ocoee, FL 34761

  Discover this beautifully maintained 4-bedroom, 3-bathroom pool home with a versatile game room/office and 3-car garage, located in the guard-gated community of Westyn Bay. Set on a lush, landscaped lot with a paver driveway and inviting front porch, this home offers luxury vinyl plank flooring throughout and a thoughtfully designed three-way split floor plan. The formal living and dining rooms

  Alex Vastardis COLDWELL BANKER REALTY

  2313 Pesaro Cir, Ocoee, FL 34761
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  /2

  $203,000 Sold Aug 11, 2025

  • 918 Sq Ft
  • $221/SF
  • 60 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1983

  51 Windtree Ln Unit 101, Winter Garden, FL 34787

  Move-in ready 2-bedroom, 2-bathroom gem located in the heart of Winter Garden. Whether you're looking for your first home or a smart investment opportunity, this property checks all the boxes!Step inside to find freshly painted interiors, easy-to-maintain ceramic tile flooring throughout, and a split-bedroom layout that offers added privacy—perfect for roommates, guests, or growing

  Karla Sanchez CENTRIC REALTY SERVICES LLC

  51 Windtree Ln Unit 101, Winter Garden, FL 34787
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  /2

  $2,454,640 Sold Aug 08, 2025

  • 4,778 Sq Ft
  • $514/SF
  • 0 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 2026

  1186 Water Maple Dr, Oakland, FL 34787

  Pre-Construction. To be built. Welcome to the Blossom home plan by Element Home Builders, where elegance meets functionality in a spacious,open layout. Boasting soaring ceilings and an expansive 12-foot kitchen island with abundant storage, this home is designed for both family livingand entertaining. Enjoy seamless transitions between the gourmet kitchen, dining, and living areas,

  Alexis Anderson REGENCY REAL ESTATE LLC

  1186 Water Maple Dr, Oakland, FL 34787
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  /2

  $565,000 Sold Aug 08, 2025

  • 1,754 Sq Ft
  • $322/SF
  • 2 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2001

  101 Traditions Dr, Winter Garden, FL 34787

  Welcome to 101 Traditions Drive—your charming slice of Winter Garden living just minutes from Historic Plant Street! This beautifully maintained 4-bedroom, 2-bathroom home offers the perfect blend of comfort, convenience, and value. Step inside to discover an open-concept living space with updated kitchen and bathrooms, ideal for both everyday living and entertaining. The spacious kitchen

  Jacky Herrera COMPASS FLORIDA LLC

  101 Traditions Dr, Winter Garden, FL 34787
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  /2

  $122,000 Sold Aug 08, 2025

  • 420 Sq Ft
  • $290/SF
  • 48 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1984

  405 Eron Way Unit 39, Winter Garden, FL 34787

  Fantastic opportunity to own a BEAUTIFUL studio condo in the heart of Winter Garden! PRIVATE LAUNDRY ROOM WITH WASHER/DRYER INCLUDED** **LOCATION - LOCATION - LOCATION** RECENT UPGRADES from 2021 includes laminate flooring, kitchen & bathroom featuring granite countertops, beautiful white cabinets, stainless steel appliances, HVAC unit, washer/dryer...and MORE! . ALL appliances

  Angela Camacho LA ROSA REALTY LLC

  405 Eron Way Unit 39, Winter Garden, FL 34787
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  /2

  $289,000 Sold Aug 07, 2025

  • 836 Sq Ft
  • $346/SF
  • 5 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1952

  215 Pennsylvania Ave, Winter Garden, FL 34787

  This beautiful remodeled home in downtown Winter Garden is waiting just for you! Experience the perfect combination of convenience, charm, and peace of mind in this wonderfully maintained 2-bedroom, 1-bath home, offering 836 sq. ft. of thoughtfully designed living space, just a 10-minute walk to vibrant downtown. Step inside to find an updated kitchen featuring granite countertops, stainless

  Leslie Lucas DENIZ REALTY PARTNERS LLC

  215 Pennsylvania Ave, Winter Garden, FL 34787
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  /2

  $427,000 Sold Aug 05, 2025

  • 1,160 Sq Ft
  • $368/SF
  • 17 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1940

  485 Palm St, Winter Garden, FL 34787

  1940s Historic Home on 1 Acre total in Winter Garden. Close to Fowler Groves. This home has been in the same family for generations. No HOA! Horse farm across the street. Mature Oak trees, Mature Honey Mango tree. Beautiful front porch to relax and enjoy the country life in the city. Verify with the County to build another home on the property, which is 2 lots. Downtown Winter Garden, 3 miles

  Matine Pawlicki CENTURY 21 CARIOTI

  485 Palm St, Winter Garden, FL 34787
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  /2

  $1,835,000 Sold Aug 01, 2025

  • 4,508 Sq Ft
  • $407/SF
  • 50 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2020

  960 Civitas Way, Winter Garden, FL 34787

  Stunning, beautifully maintained 5 bed 4.5 bath custom home on a corner estate lot located in highly sought after community of Oakland Park. Front porch living at its finest! This custom-built home by RCB Homes has all the custom features & finishes you could want: Stainless steel kitchen appliances, 8' doors throughout, oversized moldings (crown & base), built-ins, custom closets, and views of

  Sue Webb WATSON REALTY CORP.

  960 Civitas Way, Winter Garden, FL 34787
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  /2

  $285,000 Sold Aug 01, 2025

  • 1,216 Sq Ft
  • $234/SF
  • 60 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2007

  1469 Broken Oak Dr Unit 43A, Winter Garden, FL 34787

  Welcome to this sophisticated retreat located in the gated community of Tucker Oaks. This beautifully updated 2-bedroom, 2-bathroom condo offers a perfect blend of comfort, style, and maintenance-free living. Step inside to discover a freshly painted interior and a layout that exudes a fun, modern vibe. The open-concept floor plan features a bright and inviting living and dining area, filled with

  Jessica Carlucci MAINSTREET REALTY

  1469 Broken Oak Dr Unit 43A, Winter Garden, FL 34787
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  /2

  $565,000 Sold Aug 01, 2025

  • 1,853 Sq Ft
  • $305/SF
  • 38 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2001

  97 Desiree Aurora St, Winter Garden, FL 34787

  Welcome to this stunning 4-bedroom, 2-bathroom pool home located in a private, gated lakefront community just minutes from downtown Winter Garden and the West Orange Trail. Perfectly positioned within the GOLF CART DISTRICT, this meticulously maintained residence—built in 2001—offers deeded access to Lake Apopka along with quick access to the 408, 429, and Turnpike.The exterior boasts a

  Erica Diaz HOMEVEST REALTY

  97 Desiree Aurora St, Winter Garden, FL 34787
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  /2

  $530,000 Sold Aug 01, 2025

  • 1,581 Sq Ft
  • $335/SF
  • 102 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1985

  1022 Glenharbor Cir, Winter Garden, FL 34787

  This beautifully renovated 4-bedroom, 2-bathroom home perfectly combines a modern aesthetic with a charming, welcomingfeel. Situated in Winter Garden in a golf cart approved zone and no HOA! The open floor plan is filled with natural light, showcasing bright light walls and flooring that are thoughtfully balanced by dark hardware and accent details, creating an updated yet cozy atmosphere.

  Cheyanne MacNeill THE AGENCY ORLANDO

  1022 Glenharbor Cir, Winter Garden, FL 34787
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  /2

  $360,000 Sold Jul 31, 2025

  • 1,701 Sq Ft
  • $212/SF
  • 12 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2013

  1356 Scarlet Oak Loop, Winter Garden, FL 34787

  **LOCATION -- LOCATION -- LOCATION ** **MOVE-IN READY TOWNHOME NEAR DOWNTOWN WINTER GARDEN** **TWO-CAR ATTACHED GARAGE** **NO REAR NEIGHBORS -- BACKS TO CONSERVATION** *LARGE SCREENED LANAI + YARD SPACE** **NOT A CONDO -- NO FINANCING ISSUES** **LOW HOA** **BRAND NEW ROOF & FRESHLY PAINTED INTERIOR** Welcome home to the highly desirable GATED community of Tucker Oaks! This is a wonderful

  Tara Moore TARA MOORE REAL ESTATE

  1356 Scarlet Oak Loop, Winter Garden, FL 34787
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  /2

  $390,000 Sold Jul 31, 2025

  • 1,159 Sq Ft
  • $336/SF
  • 7 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1935

  121 W Oakland Ave, Oakland, FL 34760

  Welcome to 121 W. Oakland Ave. This Charming Bungalow is in the heart of Oakland, you can walk to the Farmers Market on Thursdays, and the downtown area to include West Orange Biking trail and adorned Speer park. Situated on a corner lot, this property offers added privacy & w/ fenced in yard and wooden deck for entertaining. As you enter from the cozy front porch, you are captivated by the

  Sheri Loiacono WINDSOR REALTY GROUP INC

  121 W Oakland Ave, Oakland, FL 34760
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  /2

  $490,000 Sold Jul 31, 2025

  • 1,738 Sq Ft
  • $282/SF
  • 32 Days On Market

  • 4 Beds
  • 1 Bath
  • Built 1925

  206 N Highland Ave, Winter Garden, FL 34787

  Historic Craftsman in the highly desired Golf Cart zone of Downtown Winter Garden. Property has great bones but is in need of some updates. Perfect property for investors or buyers looking to design there dream home. House does have a New Roof 2024 and the AC is 2017. This is a rare opportunity with endless possibilities.

  Danielle Galloway CFL REALTY PROS LLC

  206 N Highland Ave, Winter Garden, FL 34787
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  /2

  $550,000 Sold Jul 31, 2025

  • 2,258 Sq Ft
  • $244/SF
  • 167 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1997

  1569 Victoria Way, Winter Garden, FL 34787

  Charming Home with Private Pool in the Tuscany Community – Winter Garden, FLWe present this beautiful custom home with 4 bedrooms and 2 full bathrooms, ideal for those seeking comfort, style and quality of life in one of the most desirable areas of Winter Garden.Upon entering, you are greeted by a charming porch and a well-kept garden, creating a welcoming atmosphere. The spacious

  Livia Camara Rodrigues WRA BUSINESS & REAL ESTATE

  1569 Victoria Way, Winter Garden, FL 34787
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  /2

  $429,900 Sold Jul 30, 2025

  • 1,693 Sq Ft
  • $254/SF
  • 14 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1981

  525 Garden Heights Dr, Winter Garden, FL 34787

  This well-maintained home features a split-bedroom design with comfortable living spaces and a practical floor plan that offers a versatile layout ready for daily living and any occasion. This property welcomes you with its warm curb appeal, featuring a stone and wood paneling exterior, with mature trees and no rear neighbors enhancing this peaceful escape. The home features a spacious living

  Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

  525 Garden Heights Dr, Winter Garden, FL 34787
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  /2

  $735,000 Sold Jul 30, 2025

  • 2,652 Sq Ft
  • $277/SF
  • 14 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1973

  708 Valencia Ct, Winter Garden, FL 34787

  Location. Location. Location! Sitting on a lush .36-acre lot framed by majestic oak trees and located in Valencia Shores—where golf carts are a way of life—you’re just a short stroll from historic downtown Winter Garden, the vibrant Farmers Market, Lakeview Middle School, and the West Orange Trail!Pride of ownership shows with this impeccably maintained and spacious home. Enter to an

  Dallas Ackley COMPASS FLORIDA LLC

  708 Valencia Ct, Winter Garden, FL 34787
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  /2

  $310,000 Sold Jul 28, 2025

  • 1,544 Sq Ft
  • $201/SF
  • 115 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2007

  1552 Broken Oak Dr Unit B, Winter Garden, FL 34787

  Welcome to your dream home in the heart of Winter Garden! This stunning 3-bedroom, 2.5-bathroom townhome is located in one of the most sought-after areas, just minutes from historic Downtown Winter Garden, the West Orange Trail, and top-rated schools.From the moment you step inside, you'll love the bright, open floor plan, featuring a spacious living area, modern finishes, and beautiful

  Paulo Silva CHARLES RUTENBERG REALTY ORLANDO

  1552 Broken Oak Dr Unit B, Winter Garden, FL 34787
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  /2

  $375,000 Sold Jul 25, 2025

  • 1,371 Sq Ft
  • $274/SF
  • 25 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1999

  1470 Daniels Cove Dr, Winter Garden, FL 34787

  Charming 3-Bedroom Home with Office/Den in Daniels Crossing! Welcome to this beautifully updated home in the highly sought-after Daniels Crossing community! Featuring 3 spacious bedrooms plus a versatile den/office with a closet, this space can easily be converted into a 4th bedroom with the addition of a door—perfect for growing households or guests. Step into the dream kitchen, thoughtfully

  Sherri Palmer EXP REALTY LLC

  1470 Daniels Cove Dr, Winter Garden, FL 34787
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  /2

  $380,000 Sold Jul 25, 2025

  • 1,620 Sq Ft
  • $235/SF
  • 57 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2020

  2203 Gopher Tortoise Terrace, Oakland, FL 34787

  .**BACK ON THE MARKET**Welcome to this exceptionally appointed town home located in Longleaf at Oakland in Oakland, Florida. This charming residence offers 3 bedrooms and 2.5 bathrooms, perfectly designed with an open-concept layout that features stylish laminate flooring in the living and dining areas. The kitchen is truly the heart of the home, boasting a large island with seating for four,

  Dawn Thomas KELLER WILLIAMS REALTY AT THE LAKES

  2203 Gopher Tortoise Terrace, Oakland, FL 34787
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  /2

  $865,000 Sold Jul 25, 2025

  • 2,534 Sq Ft
  • $341/SF
  • 261 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 2009

  70 Millholland St, Oakland, FL 34760

  First Buyer Failed to Close. This is YOUR opportunity. BACK-UP Offers are ENCOURAGED! *** 2.25% ASSUMABLE rate is available for a Buyer! *** NEW ROOF will be installed prior to closing with negotiated offer. Experience LUXURY living in this stunning, CUSTOM-built POOL home, perfectly redesigned to capture elegance and modern comfort. Nestled in the charming town of Oakland in the GOLF CART

  Ashley Boyd BHHS FLORIDA REALTY

  70 Millholland St, Oakland, FL 34760
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  /2

  $85,000 Sold Jul 24, 2025

  • Land
  • 0.09 Acre
  • $944,444 per Acre

  • 58 Days On Market

  821 Pine St, Winter Garden, FL 34787

  ENTITLED SINGLE LOT With APRROVED PLANS! | 3 Bed 2 Bath 2 Car Garage |Build Your Dream - Spec Home -Investment Home in the Heart of Winter Garden! | 821 Pine St, Winter Garden, FL 34787 Rare Ready-to-Build Lot with Approved Plans! High & Dry Ready to Build!Welcome to a highly sought-after lot located in the heart of Historic Downtown Winter Garden! This vacant residential lot is a

  Heather Grooms LANDLORD FINDERS BUILD REAL ESTATE LLC

  821 Pine St, Winter Garden, FL 34787
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  /2

  $575,000 Sold Jul 24, 2025

  • 2,502 Sq Ft
  • $230/SF
  • 46 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2019

  2938 Bushmead Ct, Ocoee, FL 34761

  Seller may consider buyer concessions if made in an offer | MOVE IN READY, meticulously maintained single-story 4-bedroom, 3-full bath home in the GATED COMMUNITY of the Preserve at Crown Point is ready and waiting for you to call it HOME! Built in 2019 this spacious home FEELS LIKE NEW and offers desirable modern features and thoughtful upgrades throughout. Perfectly situated on a quiet

  Jennifer Wemert WEMERT GROUP REALTY LLC

  2938 Bushmead Ct, Ocoee, FL 34761
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  /2

  $348,000 Sold Jul 23, 2025

  • 1,544 Sq Ft
  • $225/SF
  • 150 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2010

  1604 Scarlet Oak Loop Unit B, Winter Garden, FL 34787

  Great Investment, home with a tenant until March 2026. Great value for this Winter Garden townhome/condo featuring a 2-car garage! This spacious unit includes 3 bedrooms and 2.5 bathrooms, with all bedrooms located on the second floor. Renovated kitchen and bathroom with newer appliances.The first floor includes a laundry area with ample storage space. The community offers a variety of amenities,

  Mulcy Tenorio FLORIDA CONNEXION PROPERTIES

  1604 Scarlet Oak Loop Unit B, Winter Garden, FL 34787
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  /2

  $2,347,701 Sold Jul 22, 2025

  • 4,922 Sq Ft
  • $477/SF

  • 5 Beds
  • 7 Baths
  • Built 2025

  1113 Prado Ln, Oakland, FL 34787

  Sold Data Entry Only. Custom Home built by Pioneer Builders.

  Stellar Non-Member Agent Stellar Non-Member Office

  1113 Prado Ln, Oakland, FL 34787
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  /2

  $465,000 Sold Jul 22, 2025

  • 2,316 Sq Ft
  • $201/SF
  • 33 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2001

  470 Regal Downs Cir, Winter Garden, FL 34787

  Welcome to this Beautiful Winter Garden single-family home with PAID-OFF solar panels, significantly reducing your electrical costs. This charming residence features four bedrooms and two and a half bathrooms, complemented by an extra-long driveway. As you enter, you are greeted by a stunning staircase that leads to all the bedrooms. To the left of the entrance is a spacious dining room, while to

  Stephanie Class Cordero EXP REALTY LLC

  470 Regal Downs Cir, Winter Garden, FL 34787
• 

  /2

  $384,900 Sold Jul 21, 2025

  • 1,620 Sq Ft
  • $238/SF
  • 50 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2019

  1324 Painted Bunting Ave, Oakland, FL 34760

  Back-up OFFERS are always encouraged. Call today to view! *** ASSUMABLE LOAN at 3.125% is available with a negotiated offer (~248K) *** Discover refined living in the heart of Oakland and just a short drive or bike ride to historic downtown WINTER GARDEN. Welcome to this enchanting END UNIT townhome nestled in the charming community of LONGLEAF. Thoughtfully designed with modern elegance, this

  Ashley Boyd BHHS FLORIDA REALTY

  1324 Painted Bunting Ave, Oakland, FL 34760
• 

  /2

  $1,025,000 Sold Jul 21, 2025

  • 2,711 Sq Ft
  • $378/SF
  • 77 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2023

  936 Allendale Ln, Winter Garden, FL 34787

  Exquisite Craftsman-Coastal Home Featured in Stroll Oakland Park Magazine!Welcome to the Mabel, a show-stopping 4-bedroom, 3-bathroom masterpiece by David Weekley Homes, built in 2023. Boasting 2,640 sqft of meticulously designed living space, this Craftsman-Coastal beauty seamlessly blends modern elegance with timeless charm.Step inside to soaring 10’ ceilings and an inviting open

  Ken Pozek KELLER WILLIAMS ELITE PARTNERS III REALTY

  936 Allendale Ln, Winter Garden, FL 34787
• 

  /2

  $495,000 Sold Jul 18, 2025

  • 1,222 Sq Ft
  • $405/SF
  • 20 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1998

  719 Stevelynn Cir, Winter Garden, FL 34787

  This stunning home has been completely renovated with meticulous attention to detail. Featuring brand new windows that flood the interior with natural light, and elegant new flooring throughout, the space feels bright and inviting. The open-concept layout creates a seamless flow between living areas and perfect for both entertaining and everyday living. Enjoy ultimate privacy with no rear

  Anna McIntyre LAKESIDE REALTY WINDERMERE INC

  719 Stevelynn Cir, Winter Garden, FL 34787
• 

  /2

  $700,000 Sold Jul 18, 2025

  • 2,225 Sq Ft
  • $315/SF
  • 8 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1923

  40 W Smith St, Winter Garden, FL 34787

  Step into a piece of Winter Garden's rich history with this captivating, charming historic home in the "golf district" in the heart of downtown Winter Garden. Nestled in the heart of downtown Winter Garden, enjoy easy access to the widely popular Plant Street farmer's market, West Orange Trail, and the famed Crooked Can Brewery. This prime location home is nestles in the heart of

  Tuan Trinh NATIONAL REAL ESTATE LLC

  40 W Smith St, Winter Garden, FL 34787
• 

  /2

  $795,000 Sold Jul 18, 2025

  • 2,505 Sq Ft
  • $317/SF
  • 25 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2014

  101 W Oakland Ave, Oakland, FL 34760

  Experience the charm of Oakland living in this beautifully updated custom built home located in the heart of town—just minutes to Downtown Winter Garden, Plant Street Market, the West Orange Trail, the Lake Apopka boat ramp/dock and so much more! This move-in ready home is situated on a .27-acre corner lot with no HOA. When entering this 4-bedroom, 3-bathroom home, you’re welcomed by a spacious

  Lindsey Hahn ALL REAL ESTATE & INVESTMENTS

  101 W Oakland Ave, Oakland, FL 34760
• 

  /2

  $466,000 Sold Jul 18, 2025

  • 2,144 Sq Ft
  • $217/SF
  • 90 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2017

  1762 Regal River Cir, Ocoee, FL 34761

  Beautiful one story home located in private gated community with short commute to major highways and stores. Interior and exterior have been freshly painted, the split floor plan adds privacy, and open dining/family room make a great space for family gatherings. Home features all tiled floors throughout, granite countertops in kitchen and ceiling fans in every room.

  Robert Jones OFFERPAD BROKERAGE FL, LLC

  1762 Regal River Cir, Ocoee, FL 34761
• 

  /2

  $520,000 Sold Jul 18, 2025

  • 2,011 Sq Ft
  • $259/SF
  • 195 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2024

  5015 Railroad Vine Alley, Winter Garden, FL 34787

  Under Construction. Brand new, energy-efficient home available NOW! Enjoy the functionality of the open designer curated kitchen, spacious great room and dining area. Flex space can be configured as a home office, hobby space, or play area for kids. Now selling from the mid $500's, Silverleaf Reserve offers spacious open floorplan concepts fit for every lifestyle. Located in the heart of Winter

  Tatiana Souza MERITAGE HOMES OF FL REALTY

  5015 Railroad Vine Alley, Winter Garden, FL 34787
• 

  /2

  $1,000,000 Sold Jul 18, 2025

  • 2,938 Sq Ft
  • $340/SF
  • 333 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2019

  137 S Park Ave, Winter Garden, FL 34787

  Welcome to your dream home in the heart of downtown Winter Garden! This stunning 3-story townhome offers an expansive 2,938 sq ft of living space, featuring 3 bedrooms and 3.5 bathrooms, one of the few larger floor plans in the community. This home includes a bonus golf cart garage in addition to a full-size 2-car garage, perfect for enjoying all the perks of the Golf Cart District without

  Michelle Baron DENIZ REALTY PARTNERS LLC

  137 S Park Ave, Winter Garden, FL 34787
• 

  /2

  $387,900 Sold Jul 17, 2025

  • 1,809 Sq Ft
  • $214/SF
  • 144 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2019

  1509 Sweet Apple St, Oakland, FL 34787

  Welcome to lovely 3 bed 3 bath townhome in the heart of Oakland. This end unit town home is modern with luxury vinyl plank floors and new carpet in the bedrooms. On the first level you will find your open concept living space with access to your private courtyard which is an extension of the entertainment space of this home. The kitchen is modern with 42" upper cabinets, granite countertops,

  Robert Jones OFFERPAD BROKERAGE FL, LLC

  1509 Sweet Apple St, Oakland, FL 34787
• 

  /2

  $430,000 Sold Jul 16, 2025

  • Land
  • 0.37 Acre
  • $1,162,162 per Acre

  • 0 Days On Market

  1113 Prado Ln, Oakland, FL 34787

  Nestled in the heart of Oakland, Florida, this expansive homesite offers the perfect canvas to build your dream home with custom home builder, Pioneer Builders. Set in an illustrious community, called the Grove, this generously sized lot is ideal for crafting your unique custom home. The Grove is situated within Oakland’s most sought-after neighborhood known for its upscale charm and ideal

  Alexis Anderson REGENCY REAL ESTATE LLC

  1113 Prado Ln, Oakland, FL 34787

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