Oakland, FL Homes

/43
$820,000
- 4 Beds
- 5.5 Baths
- 3,564 Sq Ft
1319 Johns Cove Ln, Oakland, FL 34787

Welcome to a home that blends comfort, function, and fun for all behind the gates of a peaceful, well-kept neighborhood just minutes from the turnpike. This spacious residence features a smart split floor plan with four generously sized bedrooms and five full bathrooms plus one half bathroom, including a guest suite perfect for visiting friends or extended family. Inside, custom cabinets and

Mark Bridges CHARLES RUTENBERG REALTY ORLANDO

1319 Johns Cove Ln, Oakland, FL 34787
/2
$545,000 Sold May 08, 2025
- 2,082 Sq Ft
- $262/SF
- 33 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2020
1763 Standing Rock Cir, Oakland, FL 34787

Stunning Model Home with Premium Upgrades & Prime Location!This gorgeous 3-bedroom, 2.5-bath home is packed with upgrades and designer touches, offering both style and convenience. Equipped with Surround Sound as well. This Gem of a Home is located in a prime area with easy access to shopping, dining, theme parks, and just about an hour to the beaches, this home is perfect for modern living.The

Paulette Korr DALTON WADE INC

1763 Standing Rock Cir, Oakland, FL 34787

/40
Est $415,557 Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,809 Sq Ft
1377 Painted Bunting Ave, Oakland, FL 34760

1377 Painted Bunting Ave, Oakland, FL 34760

/24
$375,000
- 3 Beds
- 2 Baths
- 1,336 Sq Ft
500 W Oakland Ave, Oakland, FL 34760

Discover the charm of this custom-built home, completed in 2010, with no HOA!Step inside this spacious two-story, 3-bedroom, 2-bathroom home and fall in love with the open floor plan and modern updates. The brand-new flooring and fresh interior paint create a bright, clean, and welcoming feel throughout.The heart of the home is the completely renovated chef’s kitchen, featuring

Angela Worachek REAL BROKER, LLC

500 W Oakland Ave, Oakland, FL 34760
/2
$780,000 Sold May 06, 2025
- 3,227 Sq Ft
- $242/SF
- 72 Days On Market
- 5 Beds
- 4.5 Baths
- Built 2021
16685 Oakboro St, Oakland, FL 34787

Welcome HOME! This stunning 5-bedroom, 3.5-bathroom residence seamlessly blends modern design with luxurious living, offering both comfort and unparalleled convenience. From the moment you step inside, you’ll be captivated by the open-concept layout, flooded with natural light and showcasing pristine, LVP flooring throughout the entire home—NO CARPET in sight! At the heart of the home is the

Fanny Stollmeyer LIFESTYLE INTERNATIONAL REALTY

16685 Oakboro St, Oakland, FL 34787

/61
Est $593,716 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,489 Sq Ft
16155 Mangrove Rd, Oakland, FL 34787

16155 Mangrove Rd, Oakland, FL 34787

/11
$1,395,000
- Land
- 1.26 Acres
- $1,107,143 per Acre
556 Walker St, Oakland, FL 34760

Welcome to Briley Farm, a picturesque community nestled along the serene shores of Lake Apopka. This premium lot offers the perfect opportunity to design and build your custom dream home in one of Central Florida’s most sought-after lakefront neighborhoods. With plenty of space and stunning views, this homesite is ideal for creating your oasis—a timeless farmhouse, a classic Southern

Chocky Burks CORCORAN PREMIER REALTY

556 Walker St, Oakland, FL 34760
/2
$701,000 Sold May 02, 2025
- 3,747 Sq Ft
- $187/SF
- 453 Days On Market
- 5 Beds
- 4.5 Baths
- Built 2021
3394 Buoy Cir, Oakland, FL 34787

One or more photo(s) has been virtually staged. Welcome to this charming property that offers a delightful ambiance with its natural color palette and inviting atmosphere. The center island in the kitchen provides ample space for culinary endeavors, while the nice backsplash adds a touch of style to the heart of the home. With other rooms for flexible living space, this property effortlessly

GREGORY BLACKALL VERANDA REALTY GROUP

3394 Buoy Cir, Oakland, FL 34787

/2
Est $523,846 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,788 Sq Ft
12295 Bracco St, Oakland, FL 34787

12295 Bracco St, Oakland, FL 34787

/11
$895,000
- Land
- 1.03 Acres
- $868,932 per Acre
529 N Pollard St, Winter Garden, FL 34787

Welcome to Briley Farm, a picturesque community nestled along the serene shores of Lake Apopka. This premium lot offers the perfect opportunity to design and build your custom dream home in one of Central Florida’s most sought-after lakefront neighborhoods. With plenty of space and stunning views, this homesite is ideal for creating your oasis—a timeless farmhouse, a classic Southern

Matthew Burks CORCORAN PREMIER REALTY

529 N Pollard St, Winter Garden, FL 34787
/2
$571,000 Sold Apr 29, 2025
- 1,790 Sq Ft
- $319/SF
- 4 Days On Market
- 3 Beds
- 2 Baths
- Built 1984
201 W Briley Ave, Oakland, FL 34760

Located in the heart of Downtown Oakland, this well-built and meticulously maintained CBS construction ranch house offers a perfect blend of comfort, style, and convenience. Located on a spacious corner lot, under heritage oak trees, the home features an open and airy split floor plan with high ceilings and sky lights, creating a bright and inviting atmosphere. With numerous updates and

Kari Fleck THE REAL ESTATE COLLECTION LLC

201 W Briley Ave, Oakland, FL 34760

/37
Est $776,162 Not Listed For Sale
- 5 Beds
- 4 Baths
- 3,107 Sq Ft
1551 Stone Arrow Ct, Oakland, FL 34787

1551 Stone Arrow Ct, Oakland, FL 34787

/14
$450,000
- Land
- 0.45 Acre
- $1,000,000 per Acre
510 N Nixon St, Oakland, FL 34760

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

510 N Nixon St, Oakland, FL 34760
/2
$1,272,000 Sold Apr 29, 2025
- 3,562 Sq Ft
- $357/SF
- 49 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2021
1112 Hull Island Dr, Oakland, FL 34787

Welcome to your stunning lake front home, enjoy breathtaking views the moment you walk through the front door. Discover this exquisite, one of a kind home featuring premium upgrades throughout. Kitchen is a chefs dream with gas cooktop, double ovens, tons of counter space, large island, separate dinette, and custom walk-in pantry featuring wall to wall shelving for maximum storage and

Kelly Zannini HOMEVEST REALTY

1112 Hull Island Dr, Oakland, FL 34787

/2
Est $441,526 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,717 Sq Ft
Unlisted Address

Unlisted Address

/21
$895,000
- Land
- 0.96 Acre
- $932,292 per Acre
513 N Pollard St, Winter Garden, FL 34787

Welcome to Briley Farm, a picturesque community nestled along the serene shores of Lake Apopka. This premium LOT 36 offers the perfect opportunity to design and build your custom dream home in one of Central Florida’s most sought-after lakefront neighborhoods. With plenty of space and stunning views, this homesite is ideal for creating your personal oasis—whether that’s a timeless farmhouse, a

Heather Spirazza REGENCY REAL ESTATE LLC

513 N Pollard St, Winter Garden, FL 34787
/2
$715,000 Sold Apr 28, 2025
- 1,936 Sq Ft
- $369/SF
- 6 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2022
932 Kylee Alley, Winter Garden, FL 34787

Welcome to your future home in the Oakland Park community! This corner property, just over two years old, excudes model home elegance with stylish and well-designed upgrades and finishes throughout.Inside, the open floor plan connects the Gourmet kitchen, dining, and living areas to an outdoor garden patio courtyard, creating a great space for entertaining. The main living space is highlighted

Rema Perras CORCORAN PREMIER REALTY

932 Kylee Alley, Winter Garden, FL 34787

/46
Est $589,931 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,554 Sq Ft
2481 Sky Stone Ct, Oakland, FL 34787

2481 Sky Stone Ct, Oakland, FL 34787

/24
$1,250,000
- Land
- 0.82 Acre
- $1,524,390 per Acre
552 Walker St, Oakland, FL 34760

Welcome to Briley Farm, a picturesque community nestled along the serene shores of Lake Apopka. This premium lot offers the perfect opportunity to design and build your custom dream home in one of Central Florida’s most sought-after lakefront neighborhoods. With plenty of space and stunning views, this homesite is ideal for creating your personal oasis—whether that’s a timeless farmhouse, a

Alexis Anderson REGENCY REAL ESTATE LLC

552 Walker St, Oakland, FL 34760
/2
$448,750 Sold Apr 28, 2025
- 1,687 Sq Ft
- $266/SF
- 126 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2020
9109 Legado Dr, Oakland, FL 34787

Legado in highly desired Windermere - This well-maintained corner unit townhome offers 3 bedrooms and 2.5 baths. Boasting neutral decor throughout with the family room and kitchen on the first floor and the primary suite and secondary bedrooms, as well as the laundry room on the second floor. Located close to dining, shopping and the magic of Disney, this home is perfect for full or part time

Jay Stewart SOUTHERN REALTY GROUP LLC

9109 Legado Dr, Oakland, FL 34787

/38
Est $597,716 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,108 Sq Ft
2026 South Old Killarney St, Winter Garden, FL 34787

2026 South Old Killarney St, Winter Garden, FL 34787

/92
$949,900
- 4 Beds
- 3.5 Baths
- 2,683 Sq Ft
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 rear.

Matt McKee COMPASS FLORIDA LLC

908 Tilden Oaks Trail, Winter Garden, FL 34787
/2
$455,000 Sold Apr 25, 2025
- 2,042 Sq Ft
- $223/SF
- 2 Days On Market
- 4 Beds
- 3 Baths
- Built 2022
13885 Title Way, Winter Garden, FL 34787

Like New beautifully designed 4-bedroom, 3-bath home in the highly sought-after Storey Grove community in Winter Garden. Built in 2022, this two-story residence offers an open and functional floor plan filled with natural light, stylish finishes, and modern features. The kitchen is equipped with stainless steel appliances, sleek cabinetry, and a spacious island perfect for entertaining. First

Iris Lee SPRUCE QUALITY RENTALS

13885 Title Way, Winter Garden, FL 34787

/38
Est $597,335 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,108 Sq Ft
2034 South Old Killarney St, Winter Garden, FL 34787

2034 South Old Killarney St, Winter Garden, FL 34787

/38
$575,000
- 4 Beds
- 3 Baths
- 2,820 Sq Ft
235 Largovista Dr, Oakland, FL 34787

Welcome to 235 Largovista Dr, tucked inside the gated Johns Landing community in Oakland, FL! This spacious 4-bedroom, 3-bath home includes a flex space already set up for a 5th bedroom perfect for guests, a home office, or extra room to grow.Outside, enjoy your private pool and outdoor living area, made for relaxing weekends and fun-filled gatherings. The new pool pump (2022) and fresh sod

Liam Lugo LPT REALTY, LLC

235 Largovista Dr, Oakland, FL 34787
/2
$540,000 Sold Apr 25, 2025
- 2,078 Sq Ft
- $260/SF
- 26 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2024
16459 Hamlin View St, Oakland, FL 34787

One or more photo(s) has been virtually staged. Quick Move-In Opportunity! Builder offering incentives including interest rate promotions, and closing cost assistance with use of preferred lender.The Cooper floorplan is designed to impress, featuring 3 spacious bedrooms and a huge primary suite walk-in closet, along with 2.5 baths. This home exudes a sense of spaciousness with 8-foot doors

Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

16459 Hamlin View St, Oakland, FL 34787

/34
Est $696,386 Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 3,345 Sq Ft
2038 South Old Killarney St, Winter Garden, FL 34787

2038 South Old Killarney St, Winter Garden, FL 34787

/39
$599,000
- 4 Beds
- 3 Baths
- 2,418 Sq Ft
1873 White Feather Loop, Oakland, FL 34787

NEW PRICE ...Highly MOTIVATED owner !! Welcome to this stunning designed 4-bedrooms, 3-full bathrooms + office, nestled in one of Oakland / Winter Garden’s most desirable communities! With over 2400 sqft of thoughtfully designed living space, this home offers modern elegance and functional spaces.Spacious Open Layout: High ceilings, abundant natural light, and a seamless flow between living,

Ana Bruder FLORIDA CONNEXION PROPERTIES

1873 White Feather Loop, Oakland, FL 34787
/2
$600,000 Sold Apr 25, 2025
- 2,579 Sq Ft
- $233/SF
- 96 Days On Market
- 4 Beds
- 3 Baths
- Built 2001
1011 Johns Cove Ln, Oakland, FL 34787

Price improvement! Welcome to this amazing opportunity to own what was the show home for Johns Cove. This remarkably well-kept home is situated in the highly desirable Johns Cove community. This small, sought-after gated community on Johns Lake is ideally located off the Florida Turnpike, close to Old Winter Garden, the airport, and all the Attractions. The community has its own private boat

Heidi Pfeffer-Morgan DALTON WADE INC

1011 Johns Cove Ln, Oakland, FL 34787

/38
Est $605,166 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,108 Sq Ft
2041 South Old Killarney St, Winter Garden, FL 34787

2041 South Old Killarney St, Winter Garden, FL 34787

/37
$625,000
- 2 Beds
- 2 Baths
- 1,889 Sq Ft
13732 Fresh Ivy St, Oakland, FL 34787

One or more photo(s) has been virtually staged. BEST VALUE IN THE COMMUNITY!! Why wait months for new construction when the magic is already waiting for you—just 5 minutes from Disney? This nearly new, designer-upgraded home in Del Webb Oasis is a Disney enthusiast’s dream come true. Whether you’re a lifelong fan of the parks, or simply love the joy and nostalgia Disney brings, you’ll be living

Nicola Ansons COLDWELL BANKER RESIDENTIAL RE

13732 Fresh Ivy St, Oakland, FL 34787
/2
$980,000 Sold Apr 14, 2025
- 3,070 Sq Ft
- $319/SF
- 47 Days On Market
- 5 Beds
- 4 Baths
- Built 2023
210 Hammock Preserve Loop, Oakland, FL 34787

Luxury meets elegance in this extraordinary 5-Bedroom Home that can be described as a masterpiece of modern living. Located in the coveted Oakland Park community, This 5-bedroom, 4-FULL bathroom home redefines beauty with over $100,000 in custom upgrades, meticulously designed to exceed every expectation.The heart of the home is the astonishing kitchen, with high-end appliances,

Matthew Sutton BERGER REALTY & INVESTMENTS

210 Hammock Preserve Loop, Oakland, FL 34787

/4
Est $856,000 Not Listed For Sale
- 6 Beds
- 5 Baths
- 4,446 Sq Ft
1222 Oak Fort Ln, Oakland, FL 34787

1222 Oak Fort Ln, Oakland, FL 34787

/62
$524,988
- 3 Beds
- 2.5 Baths
- 2,345 Sq Ft
17055 Wynford Ln, Oakland, FL 34787

*****Buyer incentive!! up to $10,000 towards closing costs! ***** Why wait to build when you can MOVE RIGHT IN to this pristine home, shows like a model!!! Welcome to your beautiful 3 bedroom 2 1/2 bathrooms with spacious loft, window treatments and blinds! This beautiful home is where luxury meets comfort! Upon entering, you are greeted with stunning lighting fixtures and an open floor plan

Lori Lucente-Nelson RE/MAX PRIME PROPERTIES

17055 Wynford Ln, Oakland, FL 34787
/2
$489,990 Sold Apr 14, 2025
- 1,846 Sq Ft
- $265/SF
- 155 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2025
6672 Juneberry Way, Oakland, FL 34787

Completed New Construction 3-story Townhome! Nestled in the vibrant heart of Hamlin - Horizon West, this luxurious three-story townhome offers an unparalleled blend of elegance and convenience. This 3-bedroom townhome is thoughtfully designed to provide spacious living areas, modern amenities, and breathtaking views. Situated less than a mile from an array of local shopping and dining options,

Adam Schott DRB GROUP REALTY, LLC

6672 Juneberry Way, Oakland, FL 34787

/4
Est $782,500 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,134 Sq Ft
1173 Riverway Dr, Oakland, FL 34787

1173 Riverway Dr, Oakland, FL 34787

/3
$374,900
- Land
- 0.24 Acre
- $1,562,083 per Acre
1215 Ridge Lake Way, Winter Garden, FL 34787

LOT 247: Don't miss your final opportunity to build your dream home in Oakland Park, a charming golf cart community along Lake Apopka and the West Orange Trail. These recently released lots are part the final phase of this coveted neighborhood and some of the best lots available. This is your chance to build an estate or lake front home that is only 2 miles for adorable Downtown Winter Garden,

Tracey McFadden OAK AVENUE REAL ESTATE LLC

1215 Ridge Lake Way, Winter Garden, FL 34787
/2
$538,800 Sold Apr 10, 2025
- 2,322 Sq Ft
- $232/SF
- 2 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2021
12064 Encore at Ovation Way, Oakland, FL 34787

Welcome to your stunning new home! Step inside and be greeted with an open floor plan suitable for all your entertaining needs. The kitchen is every chef's dream, featuring a DOUBLE OVEN, KitchenAid refrigerator, and an oversized custom walk-in pantry that provides ample storage space. The spacious loft area offers you endless possibilities—create a cozy reading nook, home office, or a play area.

Lori Lucente-Nelson RE/MAX PRIME PROPERTIES

12064 Encore at Ovation Way, Oakland, FL 34787

/33
Est $373,331 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 1,472 Sq Ft
1513 Sweet Apple St, Oakland, FL 34760

1513 Sweet Apple St, Oakland, FL 34760

/3
$449,900
- Land
- 0.23 Acre
- $1,956,087 per Acre
1203 Ridge Lake Way, Winter Garden, FL 34787

LOT 244: Don't miss your final opportunity to build your dream home in Oakland Park, a charming golf cart community along Lake Apopka and the West Orange Trail. These recently released lots are part the final phase of this coveted neighborhood and some of the best lots available. This is your chance to build an estate or lake front home that is only 2 miles for adorable Downtown Winter Garden,

Tracey McFadden OAK AVENUE REAL ESTATE LLC

1203 Ridge Lake Way, Winter Garden, FL 34787

Showing Results 161 - 200, Page 5 of 18

Florida Oakland

How to Buy a Home How to Finance a Home How to Sell a Home

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage