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Recently Sold Oakland, FL Homes

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    $449,490 Sold Jul 22, 2025

    • 1,795 Sq Ft
    • $250/SF
    • 4 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2025

    2915 Transformation Way, Oakland, FL 34787

    Welcome to the stunning & welcoming Autumn, that includes three bedrooms, two and a half baths, with a two-car garage. This is a modern classic two-story home with a detached rear load garage. The kitchen has a large island, fabulous panty and opens to the elegant dining room and spacious family room. There is a laundry room with washer and dryer and a half bathroom on the first floor. The three

    Ben Goldstein LENNAR REALTY

    2915 Transformation Way, Oakland, 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

    $846,381 Sold Jul 21, 2025

    • 3,225 Sq Ft
    • $262/SF
    • 11 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2025

    16207 Point Rock Dr, Oakland, FL 34787

    Under Construction. Waterleigh presents the Torrey. 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 overlooks the casual

    Jay Love DR HORTON REALTY OF CENTRAL FLORIDA LLC

    16207 Point Rock Dr, Oakland, FL 34787
  • /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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    $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

    $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
  • /2

    $900,000 Sold Jul 11, 2025

    • 4,041 Sq Ft
    • $223/SF
    • 232 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2024

    13193 Tollcross Way, Oakland, FL 34787

    Priced to Sell...Welcome to 13193 Tollcross Way, a stunning residence nestled in the heart of Winter Garden's most desirable Horizon West community. This expansive home boasts over 4,000 square feet of luxurious living space, featuring five spacious bedrooms and four and a half elegantly appointed bathrooms. As you enter, you'll notice the beautiful tiled floors and designer Zebra builds

    Chandra Maraj WATSON REALTY CORP.

    13193 Tollcross Way, Oakland, FL 34787
  • /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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    $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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    $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
  • /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
  • /2

    $395,890 Sold Jul 08, 2025

    • 1,782 Sq Ft
    • $222/SF
    • 21 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2025

    2883 Transformation Way, Oakland, FL 34787

    Under Construction. Step into the beautiful contemporary yet classic Brookside. The Great Room, kitchen and dining room are situated among a convenient and contemporary open floorplan on the first level of this two-story home, with sliding glass doors that lead to a lanai. All three bedrooms occupy the second floor, including the owner’s suite which features an en-suite bathroom and walk-in

    Ben Goldstein LENNAR REALTY

    2883 Transformation Way, Oakland, FL 34787
  • /2

    $394,990 Sold Jul 08, 2025

    • 1,620 Sq Ft
    • $244/SF
    • 20 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2025

    5860 Meditation Dr, Oakland, FL 34787

    Under Construction. Refresh your lifestyle with the Wilshire! This magnificent townhome covers two stories and includes three bedrooms, two and one-half bathrooms and a two-car rear load garage. Front door opens onto the spacious open concept combination living room and dining room. There is also a laundry room with washer and dryer and a fully equipped kitchen that leads to an enticing patio.

    Ben Goldstein LENNAR REALTY

    5860 Meditation Dr, Oakland, FL 34787
  • /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
  • /2

    $852,105 Sold Jul 02, 2025

    • 3,300 Sq Ft
    • $258/SF
    • 33 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2025

    5307 Citrus Leaf Blvd, Oakland, FL 34787

    Brand new, energy-efficient home ready NOW! This functional floorplan has a spacious family room that’s open to an expansive kitchen. A combination dining and living room provides ideal space for indoor entertaining or moving the party outdoors to the private lanai. Now selling from the mid $500's, Silverleaf Reserve offers spacious open floorplan concepts fit for every lifestyle. Located in the

    Tatiana Souza MERITAGE HOMES OF FL REALTY

    5307 Citrus Leaf Blvd, Oakland, FL 34787
  • /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
  • /2

    $862,000 Sold Jun 25, 2025

    • 2,808 Sq Ft
    • $307/SF
    • 47 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2024

    13133 Sunny Retreat Ln, Oakland, FL 34787

    Elegant & Upgraded Luxury Living in Winter Garden's Premier 55+ Community – Del Webb Oasis Welcome to Sunny Retreat —a stunning, move-in-ready 3-bedroom with additional FLEX space, 3.5-bathroom single-family home in highly desirable Del Webb Oasis of Winter Garden, FL. Thoughtfully designed with $110,000+ in custom upgrades, PREMIUM lot, Renown model, this home offers resort-style

    Roo Klaers COLDWELL BANKER REALTY

    13133 Sunny Retreat Ln, Oakland, FL 34787
  • /2

    $900,000 Sold Jun 25, 2025

    • 2,930 Sq Ft
    • $307/SF
    • 54 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 2020

    13202 Spring Grove Way, Oakland, FL 34787

    Experience the finest of Winter Garden living in this exceptional 4-bedroom, 4-bathroom pool home, featuring a generous bonus room in a vibrant, resort-style community. Combining the excitement of being just minutes from Disney with the tranquility of a peaceful suburban retreat, this one-of-a-kind residence offers the best of both worlds. With nearly 3,000 square feet of living space on a

    Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

    13202 Spring Grove Way, Oakland, FL 34787
  • /2

    $399,990 Sold Jun 24, 2025

    • 1,755 Sq Ft
    • $228/SF
    • 7 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2025

    5884 Meditation Dr, Oakland, FL 34787

    Welcome to the light & bright Landcaster! This elegant townhome covers two stories and includes three bedrooms, two and one-half bathrooms with a two-car rear load garage. The front door opens onto the spacious open concept combination living room and dining room. There is also a laundry room with washer and dryer and a fully equipped kitchen that leads to an beautiful patio. The luxurious

    Ben Goldstein LENNAR REALTY

    5884 Meditation Dr, Oakland, FL 34787
  • /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
  • /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
  • /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
  • /2

    $510,000 Sold Jun 13, 2025

    • 1,689 Sq Ft
    • $302/SF
    • 12 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2023

    17847 Adrift Rd, Oakland, FL 34787

    WELCOME HOME to this beautiful 3-bedroom, 2-bathroom gem nestled in the heart of the highly sought-after Horizon West community of Waterleigh. Thoughtfully designed with a modern open floorplan, this home features stunning wall paneling in the living room that adds a contemporary flair, and custom shelving in both the master bedroom closet and laundry room for optimal organization. The fully

    Fanny Stollmeyer LIFESTYLE INTERNATIONAL REALTY

    17847 Adrift Rd, Oakland, FL 34787
  • /2

    $965,000 Sold Jun 12, 2025

    • 4,693 Sq Ft
    • $206/SF
    • 5 Days On Market
    • 6 Beds
    • 5 Baths
    • Built 2013

    427 Egret Place Dr, Oakland, FL 34787

    Embrace the Florida lifestyle in this spacious, beautifully maintained home designed for both comfort and entertaining. With generous living areas inside and plenty of room to enjoy the outdoors, there’s space for everyone to spread out and make lasting memories. Ideally located in one of Winter Garden’s most sought-after communities, Johns Lake Pointe, this is a home that truly has it all. From

    Denise Gregorie CLOCK TOWER REALTY

    427 Egret Place Dr, Oakland, FL 34787
  • /2

    $660,000 Sold Jun 12, 2025

    • 1,889 Sq Ft
    • $349/SF
    • 96 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2024

    13672 Fresh Ivy St, Oakland, FL 34787

    Under Construction. All photos and videos shown are of model homes. All homes are sold unfurnished. Del Webb Oasis offers the famous 55+ lifestyle and a location just minutes away from world-famous Orlando attractions! This world-class, resort-style luxurious boutique community features natural gas single-family and villa homes nestled in wooded conservation. Del Webb Oasis will offer an

    Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

    13672 Fresh Ivy St, Oakland, FL 34787
  • /2

    $455,000 Sold Jun 11, 2025

    • 1,579 Sq Ft
    • $288/SF
    • 185 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2024

    13418 Princess St, Oakland, FL 34787

    All photos and videos shown are of model homes. All homes are sold unfurnished. Del Webb Oasis offers the famous 55+ lifestyle and a location just minutes away from world-famous Orlando attractions! This world-class, resort-style luxurious boutique community features natural gas single-family and villa homes nestled in wooded conservation. Del Webb Oasis will offer an abundance of resort-style

    Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

    13418 Princess St, Oakland, FL 34787
  • /2

    $719,000 Sold Jun 05, 2025

    • 2,113 Sq Ft
    • $340/SF
    • 97 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2022

    17858 Adrift Rd, Oakland, FL 34787

    Prepare to be impressed with this nearly new Bellmore model home in the Waterleigh community. This lakefront beauty offers a picturesque water view with incredible sunsets and extra large backyard, perfect for relaxing or entertaining. The one-story home features 4 bedrooms, 3 full baths, and an open floor plan. The owners have upgraded and screened the oversized patio to enjoy the backyard

    John R. Gordon EXP REALTY LLC

    17858 Adrift Rd, Oakland, FL 34787
  • /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
  • /2

    $2,098,500 Sold Jun 04, 2025

    • 3,956 Sq Ft
    • $530/SF
    • 0 Days On Market
    • 5 Beds
    • 6 Baths
    • Built 2025

    1112 Sarah Mathews Dr, Oakland, FL 34787

    Pre-Construction. To be built. Discover the perfect blend of old-world charm and modern luxury in this stunning custom French Farmhouse to be built by the renowned Pioneer Builders. Nestled in a picturesque setting, this home will feature classic European-inspired architecture, upscale design, and superior craftsmanship.Step through an arched entryway into an inviting open floor plan adorned with

    Alexis Anderson REGENCY REAL ESTATE LLC

    1112 Sarah Mathews Dr, Oakland, FL 34787
  • /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
  • /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

    $399,990 Sold May 29, 2025

    • 1,620 Sq Ft
    • $247/SF
    • 3 Beds
    • 2.5 Baths
    • Built 2025

    5876 Meditation Dr, Oakland, FL 34787

    Beautiful 3 bedroom, 2.5 bathroom townhome, large living room, kitchen, all bedrooms on the upper floor, master bedroom includes the master bathroom and downstairs you will find a guest bathroom. It has a backyard that leads to the two cars garage. Easy access to Fl 429 and a few minutes from US 27, where you will find restaurants, supermarkets, etc, and very close to Winter Garden.

    Stellar Non-Member Agent Stellar Non-Member Office

    5876 Meditation 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

    $522,000 Sold May 23, 2025

    • 1,685 Sq Ft
    • $310/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2021

    15657 Pelican Cay Dr, Oakland, FL 34787

    This immaculate, 3 bedroom, 2 bath block constructed home has been perfectly kept and appars like a model home located in the desirable Horizon West community of WATERLIEGH. The home has 1,685 square feet under air and is situated on a beautiful OVERSIZED CORNER LOT. The home is very inviting and is bright inside with an open floor plan making it perfect for any lifestyle. The home has curb

    Kevin Pribell ACRES INC

    15657 Pelican Cay Dr, Oakland, 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

    $420,000 Sold May 20, 2025

    • 1,568 Sq Ft
    • $268/SF
    • 63 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2020

    16926 Reseda Alley, Oakland, FL 34787

    Welcome home to this MOVE IN READY townhome in Winter Garden’s desirable Waterleigh Community! This DR Horton “Ibis” floorplan features 3 beds, 2.5 baths, an open floor plan with a family room, drop zone by the garage, private brick paver patio, a 1 car garage and has lot of upgrades! You will love the green space in front of the townhome – a great space to meet up with friends and neighbors or

    Eve Metlis WATSON REALTY CORP

    16926 Reseda Alley, Oakland, FL 34787
  • /2

    $575,000 Sold May 16, 2025

    • 2,200 Sq Ft
    • $261/SF
    • 4 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2023

    11015 Bostwick Alley, Oakland, FL 34787

    Beautiful, Energy-Efficient, and Smart Home! This spacious 3-bedroom, 2.5-bath single-family home is filled with natural light and modern features. The kitchen boasts sleek solid countertops, stainless steel appliances, and an oversized island, seamlessly flowing into the open-concept family room perfect for entertaining. Step outside and unwind on the covered porch, complete with a retractable

    Marcos Del Nero LA ROSA REALTY KISSIMMEE

    11015 Bostwick Alley, Oakland, FL 34787

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