Recently Sold Oakland Homes

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  /2

  $592,500 Sold Sep 05, 2025

  • 1,860 Sq Ft
  • $319/SF
  • 27 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2022

  1219 Foltz Loop, Oakland, FL 34787

  Step into this exquisite ONE-STORY residence, where love at first sight is inevitable. Nestled in the serene, LAKEFRONT community of Hull Island, this home offers enchanting VIEWS of the NATURE PRESERVE and is ideally located within close proximity to Winter Garden’s historic downtown, the charming town of Oakland, and the lively town of Clermont. Here, you’ll relish waterfront dining, local

  Ashley Boyd BHHS FLORIDA REALTY

  1219 Foltz Loop, Oakland, FL 34787
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  /2

  $520,000 Sold Aug 29, 2025

  • 2,008 Sq Ft
  • $259/SF
  • 9 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2018

  1877 Standing Rock Cir, Oakland, FL 34787

  One or more photo(s) has been virtually staged. Welcome to 1877 Standing Rock Circle, a warm and inviting 3-bedroom, 2.5-bathroom home tucked into the desirable Oakland Trails community. This home offers a thoughtful layout with comfortable living spaces filled with natural light. Inside, you’ll find upgraded luxury vinyl plank flooring that’s both stylish and durable, along with a bright kitchen

  James Goodyear REAL BROKER, LLC

  1877 Standing Rock Cir, Oakland, FL 34787
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  /2

  $840,000 Sold Aug 29, 2025

  • 3,290 Sq Ft
  • $255/SF
  • 80 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2006

  413 MacChi Ave, Oakland, FL 34787

  RARE OPPORTUNITY in the highly desirable Winters Landing community – golf cart accessible to downtown Winter Garden and steps to the tree-shaded, 22 mile long West Orange Trail! Upon entering this David Weekly-designed home, you’ll be captivated by the inviting nature of this single-story property loaded with upgrades. No stone has been left unturned, including crown molding, five-inch

  Sophia Ferrara COLDWELL BANKER REALTY

  413 MacChi Ave, Oakland, FL 34787
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  /2

  $439,990 Sold Aug 25, 2025

  • 1,753 Sq Ft
  • $251/SF
  • 52 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2018

  2405 Standing Rock Cir, Oakland, FL 34787

  Beautifully maintained 3-bedroom, 2.5-bath home featuring inviting outdoor and indoor living spaces. Enjoy the convenience of a garage, providing ample parking and storage options. The second floor offers a large, versatile area ideal for a family room, home office, playroom, or media space. Inside, you'll find a comfortable and functional layout with a bright and airy atmosphere, perfect for

  Dan Grieb KELLER WILLIAMS REALTY AT THE PARKS

  2405 Standing Rock Cir, Oakland, FL 34787
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  /2

  $1,850,000 Sold Aug 25, 2025

  • 4,714 Sq Ft
  • $392/SF
  • 702 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2023

  260 Deer Isle Dr, Winter Garden, FL 34787

  This BRAND NEW CONSTRUCTION home directly on John's Lake is one of a kind with over 2 acres behind, high and dry, over 500 feet of direct lake frontage, plus 4700 sqft of living space, 5 spacious bedrooms, 4 full bathrooms, one half bath and a true open concept design. As you walk in the front door, you're greeted by tons of natural light from all the sliding glass doors and oversized windows,

  David Johnston CREEGAN GROUP

  260 Deer Isle Dr, Winter Garden, FL 34787
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  /2

  $858,126 Sold Aug 22, 2025

  • 3,225 Sq Ft
  • $266/SF
  • 41 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2025

  11009 Hollow Bay Dr, Winter Garden, FL 34787

  Under Construction. Waterleigh presents the Torrey, available to build. 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 and butler’s pantry. The well-appointed gourmet kitchen

  Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

  11009 Hollow Bay Dr, Winter Garden, FL 34787
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  /2

  $625,000 Sold Aug 20, 2025

  • 2,060 Sq Ft
  • $303/SF
  • 39 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2018

  2390 Standing Rock Cir, Oakland, FL 34787

  Stunning 3-Bedroom Home with Upgraded Outdoor Oasis in Oakland TrailsWelcome to this immaculate 3-bedroom, 2.5-bathroom home nestled in the highly sought-after Oakland Trails community in Oakland, Florida steps away from the West Orange Trail. Boasting a beautifully maintained living space, this move-in-ready home combines comfort, elegance, and modern upgrades throughout.Step

  Francisco Chavez, Jr DENIZ REALTY PARTNERS LLC

  2390 Standing Rock Cir, Oakland, 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

  $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

  $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

  $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
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  /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
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  /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
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  /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
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  /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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  /2

  $800,000 Sold Jul 10, 2025

  • Land
  • 0.95 Acre
  • $842,105 per Acre

  • 0 Days On Market

  517 N Pollard St, Winter Garden, FL 34787

  As Central Florida newest custom home community, Briley Farm rests comfortably on 111 acres of lush landscape in Oakland, Florida. The property is a seamless blend of charming Old Florida and modern-day luxury living, designed to provide the ultimate retreat for you, your family, and friends. Welcome to a world of luxury, craftsmanship, and design excellence! At Briley Farm you will have to

  Blaine Dooley REGENCY REAL ESTATE LLC

  517 N Pollard St, Winter Garden, FL 34787
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  /2

  $800,000 Sold Jul 10, 2025

  • Land
  • 1.03 Acres
  • $776,699 per Acre

  • 0 Days On Market

  525 N Pollard St, Winter Garden, FL 34787

  As Central Florida newest custom home community, Briley Farm rests comfortably on 111 acres of lush landscape in Oakland, Florida. The property is a seamless blend of charming Old Florida and modern-day luxury living, designed to provide the ultimate retreat for you, your family, and friends. Welcome to a world of luxury, craftsmanship, and design excellence! At Briley Farm you will have to

  Blaine Dooley REGENCY REAL ESTATE LLC

  525 N Pollard St, Winter Garden, FL 34787
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  /2

  $420,000 Sold Jul 09, 2025

  • 1,621 Sq Ft
  • $259/SF
  • 24 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2003

  709 Strihal Loop, Oakland, FL 34787

  Nestled in the desirable gated community of Johns Landing in Oakland, this charming 3-bedroom, 2-bathroom home offers the perfect blend of comfort and convenience. Situated on a generously sized lot of nearly a quarter acre, the property boasts a fenced backyard and mature shade trees, providing an ideal space for creating your dream outdoor oasis. Inside, the home offers two distinct living

  Jessica Stone CENTURY 21 CARIOTI

  709 Strihal Loop, Oakland, FL 34787
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  /2

  $980,000 Sold Jul 08, 2025

  • 2,765 Sq Ft
  • $354/SF
  • 6 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2022

  1206 Civitas, Oakland, FL 34787

  HONEY, STOP THE GOLF CART! Your opportunity to own in OAKLAND PARK! Highly desirable Seaside model built by David Weekly in 2022! From the moment you arrive, this home welcomes you with warmth and timeless elegance from the generous front porch with porch swing to enjoy your coffee from— Inside, you'll find a seamless blend of comfort and sophistication in every thoughtfully crafted space.

  Gabriella Philippone INDEPENDENCE REALTY GROUP LLC

  1206 Civitas, Oakland, FL 34787
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  /2

  $388,000 Sold Jul 03, 2025

  • 1,620 Sq Ft
  • $240/SF
  • 86 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2020

  1312 Painted Bunting Ave, Oakland, FL 34760

  NEW PRICE! Discover the most spacious 2-bedroom townhome in Winter Garden! Unlike most 2-bedroom homes in the area averaging around 1,250 square feet, this 1,620-square-foot residence features a versatile loft space that’s ideal for a home office, guest area, or bonus living zone. Built in 2020 and meticulously maintained by its original owner, every detail and upgrade was carefully selected in

  Gavin Hatch SERHANT

  1312 Painted Bunting Ave, Oakland, FL 34760
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  /2

  $1,400,000 Sold Jun 27, 2025

  • 3,497 Sq Ft
  • $400/SF
  • 72 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2002

  141 Millholland St, Oakland, FL 34760

  Live the "Lake Life" in a Tropical Paradise – Key West Vibes in Oakland, Florida!Welcome to your own slice of paradise in the heart of The Town of Oakland – one of Central Florida’s most desirable and fastest-growing communities. Situated on a sprawling 1.12-acre lot along the shores of Lake Apopka – Florida’s 4th largest lake – this gorgeous custom home spans nearly 4,000 square feet of

  Matthew Matin CLOCK TOWER REALTY

  141 Millholland St, Oakland, FL 34760
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  /2

  $1,475,000 Sold Jun 20, 2025

  • 3,468 Sq Ft
  • $425/SF
  • 49 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 2022

  921 Bradenville Ln, Winter Garden, FL 34787

  An unparalleled opportunity awaits to step into refined luxury without the delay or uncertainty of building. This bespoke residence, masterfully crafted by J&J Builders, graces an oversized corner lot directly across from the resort-caliber clubhouse of Oakland Park. From the moment you arrive, the home makes a commanding impression with its grand front porch—a quintessential feature of Oakland

  Ronald Ziolkowski RE/MAX PRIME PROPERTIES

  921 Bradenville Ln, Winter Garden, FL 34787
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  /35

  $645,000 Sold Jun 18, 2025

  • 2,311 Sq Ft
  • $279/SF
  • 13 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2001

  632 Strihal Loop, Oakland, FL 34787

  Active under contract w/ 72 hour kick-out clause! 4/3, 3 car garage, heated POOL home is immaculate! NEW ROOF 2021, exterior paint 2022, HVAC 2023, W/H 2023, Pool solar 2024! Large family room includes a custom stone wall with electric fireplace & large sliding doors that open to an enclosed heated pool and covered patio. Custom kitchen features tons of upgrades including quartzite countertops,

  Millie Gwin Coldwell Banker Coast Realty

  632 Strihal Loop, Oakland, FL 34787
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  /2

  $545,000 Sold Jun 16, 2025

  • 2,000 Sq Ft
  • $272/SF
  • 12 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2017

  1757 Standing Rock Cir, Oakland, FL 34787

  Stunning Former Model Home in Oakland Trails – Minutes from Downtown Winter Garden!Welcome to this beautifully upgraded 3-bedroom, 2.5-bathroom former model home located in the highly desirable Oakland Trails community. Situated in the heart of Oakland and just moments from the vibrant Winter Garden Downtown District, this 2,000 sq ft single-story home perfectly combines elegance, comfort, and

  Shannon Christian EXP REALTY LLC

  1757 Standing Rock Cir, Oakland, FL 34787
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  /2

  $410,000 Sold Jun 04, 2025

  • Land
  • 0.31 Acre
  • $1,322,581 per Acre

  • 9 Days On Market

  0 N Daniels St, Oakland, FL 34760

  Discover this RARE 0.31-acre residential lot located in the charming town of Oakland, one of the most desirable and rapidly appreciating areas in West Central Florida. Just a few blocks from Oakland’s historic downtown, this property is set on picturesque unpaved and stone roads, adding a unique character and peaceful atmosphere to the neighborhood.Oakland is known for its warm community feel,

  Roberta Melo SELECTA REALTY LLC

  0 N Daniels St, Oakland, FL 34760
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  /2

  $648,000 Sold Jun 03, 2025

  • 2,278 Sq Ft
  • $284/SF
  • 4 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2020

  2214 Bay Line Rd, Oakland, FL 34787

  WELCOME HOME TO HULL ISLAND! This home offers a serene retreat for those looking for a blend of modern living mixed with nature. Step inside to an open floor plan featuring 4 Bedrooms, 2 Baths and a dedicated home office. The HIGH ceilings and windows create a light-filled and most inviting atmosphere. Gorgeous WOOD-LOOK tile flooring throughout this OPEN-CONCEPT floor plan. Chef's kitchen is a

  Kelly Zannini HOMEVEST REALTY

  2214 Bay Line Rd, Oakland, FL 34787
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  /2

  $443,500 Sold May 30, 2025

  • 1,898 Sq Ft
  • $234/SF
  • 20 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2004

  308 Largovista Dr, Oakland, FL 34787

  Welcome to your Florida dream home, where location is everything. This stunning 3-bedroom, 2-bathroom home with an additional office/flex space is filled with an abundance of natural light and boasts a bright, open layout that’s perfect for both relaxing and entertaining. The spacious family room features vaulted ceilings, adding a sense of openness to the heart of the home. The updated kitchen

  Jorge Martinez, Jr KELLER WILLIAMS CLASSIC

  308 Largovista Dr, Oakland, FL 34787
• 

  /2

  $1,835,000 Sold May 27, 2025

  • 3,796 Sq Ft
  • $483/SF
  • 17 Days On Market

  • 6 Beds
  • 4.5 Baths
  • Built 2022

  625 Cheekwood Alley, Winter Garden, FL 34787

  Welcome to this stunning custom-built POOL & PARK-FRONT home with IN-LAW SUITE located in the highly sought-after community of Oakland Park. Designed for both luxury & functionality, this exceptional residence boasts impeccable craftsmanship, high-end finishes, & a thoughtfully designed layout perfect for modern living. The main home includes 5 bedrooms (one does not have a closet) & 3.5 baths

  Ashley Boyd BHHS FLORIDA REALTY

  625 Cheekwood Alley, Winter Garden, FL 34787
• 

  /2

  $530,000 Sold May 23, 2025

  • 1,515 Sq Ft
  • $350/SF
  • 1 Day On Market

  • 3 Beds
  • 1 Bath
  • Built 1958

  321 E Gulley Ave, Oakland, FL 34760

  DOUBLE LOT .55 - GREAT LOCATION!- NO HOA - GOLF CART FRIENDLY COMMUNITY - ACCESS TO WINTER GARDEN'S HISTORICAL DOWNTOWN - CLOSE TO WEST ORANGE TRAIL - Spacious 3 Bedroom 1 Bathroom home. Open Concept Living with High Ceilings - Wood Floors - Plenty of Natural Light - Oversized Lot Offering Ample Room to Expand or Build New. Large Storage Shed - Newer Roof and A/C - Take Advantage of this Rare

  Rebecca Hall KELLER WILLIAMS WINTER PARK

  321 E Gulley Ave, Oakland, FL 34760
• 

  /2

  $475,000 Sold May 22, 2025

  • 2,071 Sq Ft
  • $229/SF
  • 100 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1962

  16247 Lake Johns Cir, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. Located in a sought-after area of Winter Garden, this beautifully renovated home sits on a spacious .45-acre lot in a private cul-de-sac with no HOA! Completely updated from top to bottom, this home features brand new flooring, a new roof, new windows and doors, offering a fresh and modern feel. Step into the remodeled kitchen, where you'll find

  Erica Diaz HOMEVEST REALTY

  16247 Lake Johns Cir, Winter Garden, FL 34787
• 

  /2

  $555,000 Sold May 21, 2025

  • 2,152 Sq Ft
  • $258/SF
  • 51 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2017

  1763 White Feather Loop, Oakland, FL 34787

  OAKLAND TRAILS community just off the WEST ORANGE TRAIL and just steps away from amenities !!! Don't miss the opportunity to own this TURN-KEY beautifully constructed 3 Bedroom / 2.5 Bathroom ENERGY EFFICIENT home built by Meritage Homes. You are sure to love the spacious living areas, with seamless transitions between rooms, making it ideal for both entertaining and comfortable day-to-day

  Kim Byerly THE REAL ESTATE COLLECTION LLC

  1763 White Feather Loop, Oakland, FL 34787
• 

  /2

  $3,175,000 Sold May 20, 2025

  • 6,428 Sq Ft
  • $494/SF
  • 0 Days On Market

  • 6 Beds
  • 5.5 Baths
  • Built 2026

  410 Briley Ave, Oakland, FL 34787

  Pre-Construction. To be built. Custom Home to be built by Element Home Builders. Welcome to your dream retreat in the Central Florida's most coveted new community, Briley Farm rests comfortably on 111 acres of lush landscape in Oakland, Florida. The property is a seamless blend of charming Old Florida and modern-day luxury living, designed to provide the ultimate retreat for you, your family, and

  Alexis Anderson REGENCY REAL ESTATE LLC

  410 Briley Ave, Oakland, FL 34787
• 

  /2

  $770,000 Sold May 16, 2025

  • 1,982 Sq Ft
  • $388/SF
  • 32 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2022

  1118 Eagles Pass Way, Winter Garden, FL 34787

  Nestled on a premium corner lot in the sought-after Oakland Park community, this stunning 3-bedroom, 2.5-bathroom home plus an office offers the perfect blend of charm and modern luxury. A welcoming covered front porch invites you to relax and connect with neighbors while enjoying the beautiful Florida weather. Step inside to a bright foyer with luxury vinyl plank flooring that flows throughout

  Alex Vastardis COLDWELL BANKER REALTY

  1118 Eagles Pass Way, Winter Garden, FL 34787
• 

  /2

  $1,080,000 Sold May 14, 2025

  • 3,800 Sq Ft
  • $284/SF
  • 168 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2002

  627 Largovista Dr, Oakland, FL 34787

  Back on market! Huge price improvement... Schedule your personal tour of this captivating and stunning custom home. This is truly a luxury move-in ready, turn-key home, situated in the highly desirable Johns Landing gated community on Johns Lake. Recently remodeled throughout and fully furnished with all high-end desirable furniture that can be purchased with the home. Whether entertaining

  Heidi Pfeffer-Morgan DALTON WADE INC

  627 Largovista Dr, Oakland, FL 34787
• 

  /2

  $582,000 Sold May 13, 2025

  • 1,853 Sq Ft
  • $314/SF
  • 5 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2020

  2683 Bobcat Chase Blvd, Oakland, FL 34787

  Imagine coming home to your very own slice of paradise nestled in the heart of Winter Garden. 3-bedrooms, 2.5-bathrooms offering 1,853 sq ft of thoughtfully designed living space, perfectly blending comfort and style.This backyard will make all of your friends jealous. The custom-designed pool features a pebble tec finish, in-water bar stools, dual waterfalls, a sun shelf for lounging, and an

  Matthew Sutton BERGER REALTY & INVESTMENTS

  2683 Bobcat Chase Blvd, Oakland, FL 34787
• 

  /2

  $879,000 Sold May 13, 2025

  • 2,246 Sq Ft
  • $391/SF
  • 28 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2023

  1073 Sadler Oaks Way, Winter Garden, FL 34787

  Welcome to 1073 Sadler Oaks, a stunning home in the sought-after Oakland Park community. This exceptional 3-bedroom, 3-bathroom home was completed in 2023. This award-winning floorplan offers upgraded features like: crown molding on the first level, a downstairs dedicated flex room, a 3-car garage, upgraded luxury vinyl plank flooring throughout and an impeccable design. Step inside from the

  Ken Pozek KELLER WILLIAMS ELITE PARTNERS III REALTY

  1073 Sadler Oaks Way, Winter Garden, FL 34787
• 

  /2

  $690,000 Sold May 13, 2025

  • 2,274 Sq Ft
  • $303/SF
  • 69 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2020

  2157 Bay Line Rd, Oakland, FL 34787

  Welcome to your dream home in the heart of Hull Island at Oakland. This stunning home features a serene saltwater pool and is on a peaceful lot with conservation views. The open floor plan, high ceilings, and windows create an energizing flow of natural light throughout. Rich colors and lighting enhance its beauty. At the center of the home is the gourmet kitchen with an oversized island and

  Jamie Stolinas Crame CENTURY 21 CARIOTI

  2157 Bay Line Rd, Oakland, FL 34787
• 

  /2

  $620,000 Sold May 12, 2025

  • 2,811 Sq Ft
  • $221/SF
  • 124 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2003

  1215 Johns Cove Ln, Oakland, FL 34787

  Motivated SELLER! Price adjustment. Don't miss out on this AMAZING opportunity to own this adorable 4-bedroom, 2-bathroom custom pool home in the highly desirable Johns Cove community. If you love to fish, boating, skiing or jet-skiing this is the home for you. This small, sought-after gated community on Johns Lake with its own community boat ramp is ideally located just off the Florida Turnpike,

  Heidi Pfeffer-Morgan DALTON WADE INC

  1215 Johns Cove Ln, Oakland, FL 34787

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