Oakland, FL Homes

/2
Est $835,295 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,247 Sq Ft
1210 Oak Fort Ln, Oakland, FL 34787

1210 Oak Fort Ln, Oakland, FL 34787

/16
$2,130,760 New Construction
- 5 Beds
- 5.5 Baths
- 3,992 Sq Ft
1146 Prado Ln, Oakland, FL 34787

Pre-Construction. To be built. Introducing the Hearth Stone Model by Davila Homes. Discover the perfect blend of modern luxury and everyday comfort in the Hearth Stone, a beautifully designed 3,992-square-foot residence by Davila Homes. With 5 spacious bedrooms and 5.5 elegantly finished bathrooms, this home offers the ideal balance of open living and private retreat—crafted to meet the needs of

Heather Spirazza REGENCY REAL ESTATE LLC

1146 Prado Ln, Oakland, FL 34787
/2
$954,900 Sold Oct 09, 2025

4637 Golden Birch Ave, Oakland, FL 34787
- 5 Beds
- 5 Baths
- 4,272 Sq Ft
- Built 2025
Last Sold Summary
- $224/SF
- 0 Days On Market
Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

4637 Golden Birch Ave, Oakland, FL 34787

/2
Est $835,711 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,254 Sq Ft
1204 Oak Fort Ln, Oakland, FL 34787

1204 Oak Fort Ln, Oakland, FL 34787

/79
$3,575,000 New Construction
- 5 Beds
- 7 Baths
- 5,478 Sq Ft
510 Briley Ave, Oakland, FL 34787

Stunning J&J Model Home in Briley Farm – Leaseback Opportunity! Step into unmatched luxury at this impeccably crafted J&J Building model home, perfectly positioned on a premier corner lot in the sought-after Briley Farm community of Oakland, FL. Designed with exceptional attention to detail, this residence offers 4 bedrooms, 4 full baths, 2 powder baths, a loft, bonus room, private office, two

Alexis Anderson REGENCY REAL ESTATE LLC

510 Briley Ave, Oakland, FL 34787
/2
$430,000 Sold Jul 16, 2025

1113 Prado Ln, Oakland, FL 34787
- Land
- 0.37 Acre
- $1,162,162 per Acre
Last Sold Summary
- 0 Days On Market
Last Listing Agent Alexis Anderson REGENCY REAL ESTATE LLC

1113 Prado Ln, Oakland, FL 34787

/2
Not Listed For Sale
- 5 Beds
- 3 Baths
- 2,455 Sq Ft
6259 Blissful St, Oakland, FL 34787

6259 Blissful St, Oakland, FL 34787

/62
$1,650,000
- 6 Beds
- 7.5 Baths
- 5,614 Sq Ft
620 N Tubb St, Oakland, FL 34760

This exquisite gem has endless opportunities: a wellness center, wedding event venue, and Airbnb. Not looking to own a bed and breakfast? This would also make a fantastic stately residential home! This distinctive 19th-century Oakland Manor House sits on an .8-acre park-like setting in the charming town of Oakland. Carefully restored to preserve and enhance its original beauty with abundant

Jennifer Wilson OAKSTRAND REALTY

620 N Tubb St, Oakland, FL 34760
/2
$449,490 Sold Jul 22, 2025

2915 Transformation Way, Oakland, FL 34787
- 3 Beds
- 2.5 Baths
- 1,795 Sq Ft
- Built 2025
Last Sold Summary
- $250/SF
- 4 Days On Market
Last Listing Agent Ben Goldstein LENNAR REALTY

2915 Transformation Way, Oakland, FL 34787

/2
Est $418,505 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,717 Sq Ft
17005 Volume Aly, Oakland, FL 34787

17005 Volume Aly, Oakland, FL 34787

/31
$414,900 Pending
- 3 Beds
- 2.5 Baths
- 1,503 Sq Ft
1321 Planted Pine St, Oakland, FL 34760

Under contract-accepting backup offers. Nestled in the highly desirable community of Longleaf at Oakland, this exquisite townhome is a blend of elegance and functionality. The open floor plan bathes the interior in natural light, creating a warm and inviting atmosphere. The kitchen, a modern culinary space, features stainless steel appliances, sleek granite countertops, and ample cabinet space.

Justin Cabral PROPERTY LOGIC RE

1321 Planted Pine St, Oakland, FL 34760
/2
$380,000 Sold Jul 25, 2025

2203 Gopher Tortoise Terrace, Oakland, FL 34787
- 3 Beds
- 2.5 Baths
- 1,620 Sq Ft
- Built 2020
Last Sold Summary
- 8% Below List Price
- $235/SF
- 57 Days On Market
Current Estimated Value $385,574

Last Listing Agent Dawn Thomas KELLER WILLIAMS REALTY AT THE LAKES

2203 Gopher Tortoise Terrace, Oakland, FL 34787

/2
Not Listed For Sale
- 5 Beds
- 3 Baths
- 3,043 Sq Ft
6301 Blissful St, Oakland, FL 34787

6301 Blissful St, Oakland, FL 34787

/60
$670,000
- 5 Beds
- 3 Baths
- 2,916 Sq Ft
3318 Current Ave, Oakland, FL 34787

HOME WARRANTY INCLUDED + APPRAISAL COVERED IF BUYER USES SELLER’S PREFERRED LENDER! Welcome to your dream home in the highly sought-after Lakeview Preserve, a gated community nestled near the shores of Johns Lake in Winter Garden. This beautifully appointed residence offers spacious and flexible living with 5 bedrooms and 3 full bathrooms, including a convenient guest suite or office on the first

Geoffrey Lopez II RADIUS REALTY GROUP LLC

3318 Current Ave, Oakland, FL 34787
/2
$525,000 Sold Oct 22, 2025

233 Largovista Dr, Oakland, FL 34787
- 4 Beds
- 2 Baths
- 2,176 Sq Ft
- Built 2004
Last Sold Summary
- 2% Below List Price
- $241/SF
- 93 Days On Market
Last Listing Agent Rachael Segarra EXP REALTY LLC

233 Largovista Dr, Oakland, FL 34787

/2
Not Listed For Sale
- 5 Beds
- 3 Baths
- 2,455 Sq Ft
6253 Blissful St, Oakland, FL 34787

6253 Blissful St, Oakland, FL 34787

/35
$585,000
- 3 Beds
- 2.5 Baths
- 2,010 Sq Ft
2090 Standing Rock Cir, Oakland, FL 34787

Price reduced to $585,000 on this Stunning Home in Oakland Trails!This immaculate 3-bedroom, 2.5 bath home blends thoughtful upgrades with a warm, inviting layout. From the moment you walk in, pride of ownership is evident. The bright, open living area features built-in HEOS speakers, perfect for entertainment. The chef’s kitchen will impress with 42" wood cabinetry, granite countertops,

Tim Boon CREEGAN GROUP

2090 Standing Rock Cir, Oakland, FL 34787
/2
$719,000 Sold Jun 05, 2025

17858 Adrift Rd, Oakland, FL 34787
- 4 Beds
- 3 Baths
- 2,113 Sq Ft
- Built 2022
Last Sold Summary
- 10% Below List Price
- $340/SF
- 97 Days On Market
Current Estimated Value $704,769

Last Listing Agent John R. Gordon EXP REALTY LLC

17858 Adrift Rd, Oakland, FL 34787

/2
Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,023 Sq Ft
6379 Blissful St, Oakland, FL 34787

6379 Blissful St, Oakland, FL 34787

/95
$1,700,000 Pending
- 4 Beds
- 3.5 Baths
- 4,171 Sq Ft
1096 Riverway Dr, Oakland, FL 34787

Under contract-accepting backup offers. Welcome to 1096 Riverway Drive, a fully custom home built by RCB Homes, currently under construction in the award-winning community of Oakland Park. Scheduled for completion in December 2025, this home spans 4,000 square feet of thoughtfully designed living space.Set on a picturesque tree-lined street, the home’s inviting curb appeal is enhanced by a

Ken Pozek REAL BROKER, LLC

1096 Riverway Dr, Oakland, FL 34787
/2
$852,105 Sold Jul 02, 2025

5307 Citrus Leaf Blvd, Oakland, FL 34787
- 4 Beds
- 3.5 Baths
- 3,300 Sq Ft
- Built 2025
Last Sold Summary
- 1% Below List Price
- $258/SF
- 33 Days On Market
Last Listing Agent Tatiana Souza MERITAGE HOMES OF FL REALTY

5307 Citrus Leaf Blvd, Oakland, FL 34787

/2
Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,782 Sq Ft
6391 Blissful St, Oakland, FL 34787

6391 Blissful St, 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

9109 Legado Dr, Oakland, FL 34787
- 3 Beds
- 2.5 Baths
- 1,687 Sq Ft
- Built 2020
Last Sold Summary
- 6% Below List Price
- $266/SF
- 126 Days On Market
Current Estimated Value $454,966

Last Listing Agent Jay Stewart SOUTHERN REALTY GROUP LLC

9109 Legado Dr, Oakland, FL 34787

/2
Est $425,094 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 1,688 Sq Ft
15805 Tollington Aly, Oakland, FL 34787

15805 Tollington Aly, Oakland, FL 34787

/3
$407,990 New Construction
- 3 Beds
- 2.5 Baths
- 1,715 Sq Ft
Porter Plan at Serenade at Ovation - Townhomes, Oakland, FL 34787

The Porter floorplan is an inviting two-story townhome designed with thoughtful spaces throughout. Featuring three bedrooms and two full bathrooms, the layout offers a smooth flow between living spaces. The first floor boasts a bright great room that opens into the dining area and lanai, perfect for entertaining or relaxation. Upstairs, all three bedrooms are thoughtfully arranged alongside a

Dream Finders Homes Builder

14229 Lanyard Way Unit 36452383, Oakland, FL 34787
/2
$455,000 Sold Mar 07, 2025

1769 White Feather Loop, Oakland, FL 34787
- 3 Beds
- 2.5 Baths
- 1,835 Sq Ft
- Built 2017
Last Sold Summary
- 3% Below List Price
- $248/SF
- 18 Days On Market
Current Estimated Value $460,772

Last Listing Agent Francisco Nieves-Taranto CT HOMES REALTY CORPORATION

1769 White Feather Loop, Oakland, FL 34787

/2
Est $421,437 Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,691 Sq Ft
15811 Tollington Aly, Oakland, FL 34787

15811 Tollington Aly, Oakland, FL 34787

/33
$569,990 New Construction
- 4 Beds
- 3 Baths
- 2,175 Sq Ft
2934 Good Vibes Way, Oakland, FL 34787

Under Construction. This popular new Hendrix is a four-bedroom home with convenient single-story living. Three secondary bedrooms are located near the front of the home off the foyer, near a versatile flex space ready to be used as an office or studio. An open-concept floorplan blends the kitchen, living and dining areas with easy access to a covered patio, while a luxe owner’s suite is nestled

Ben Goldstein LENNAR REALTY

2934 Good Vibes Way, Oakland, FL 34787
/2
$828,296 Sold Sep 29, 2025

16146 Point Rock Dr, Oakland, FL 34787
- 5 Beds
- 4.5 Baths
- 3,225 Sq Ft
- Built 2025
Last Sold Summary
- 2% Below List Price
- $257/SF
- 48 Days On Market
Last Listing Agent Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

16146 Point Rock Dr, Oakland, FL 34787

/2
Est $597,281 Not Listed For Sale
- 3 Beds
- 4 Baths
- 2,149 Sq Ft
15153 Summer Harvest St, Oakland, FL 34787

15153 Summer Harvest St, Oakland, FL 34787

/53
$749,000 Pending
- 5 Beds
- 3 Baths
- 3,493 Sq Ft
1751 Standing Rock Cir, Oakland, FL 34787

Under contract-accepting backup offers. Nestled in the highly desirable Oakland Trails community, this beautifully designed 5-bed, 3-bath "Montclair" former model home spans nearly 3,500 square feet of thoughtfully planned living space. The first floor opens with a spacious family room, separate formal living and dining areas, and a fifth bedroom with adjacent bath. The open-concept kitchen

Julie Bettosini STOCKWORTH REALTY GROUP

1751 Standing Rock Cir, Oakland, FL 34787
/2
$900,000 Sold Jun 25, 2025

13202 Spring Grove Way, Oakland, FL 34787
- 4 Beds
- 4 Baths
- 2,930 Sq Ft
- Built 2020
Last Sold Summary
- 5% Below List Price
- $307/SF
- 54 Days On Market
Current Estimated Value $897,493

Last Listing Agent Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

13202 Spring Grove Way, Oakland, FL 34787

/2
Est $1,256,513 Not Listed For Sale
- 5 Beds
- 5 Baths
- 3,460 Sq Ft
1008 Tilden Oaks Trail, Oakland, FL 34787

1008 Tilden Oaks Trail, Oakland, FL 34787

/24
$499,000
- 3 Beds
- 2.5 Baths
- 1,720 Sq Ft
14099 Lochend Way, Oakland, FL 34787

Welcome to luxury living at its finest! Nestled in the prestigious West Haven at Ovation community in Winter Garden, this almost brand new 3-bedroom, 2.5-bathroom townhome is the epitome of modern elegance. As you step inside, you're greeted by an inviting open floor plan boasting an abundance of natural light and high-end finishes throughout. The spacious living area is perfect for entertaining

Anahi C Rosario INTERNATIONAL REAL ESTATE LLC

14099 Lochend Way, Oakland, FL 34787
/2
$389,000 Sold Dec 23, 2025

2218 Gopher Tortoise Terrace, Oakland, FL 34760
- 2 Beds
- 2.5 Baths
- 1,472 Sq Ft
- Built 2020
Last Sold Summary
- $264/SF
- 36 Days On Market
Last Listing Agent Chelsea Eckert CAM REALTY & PROPERTY MANAGEME

2218 Gopher Tortoise Terrace, Oakland, FL 34760

/2
Est $430,618 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,663 Sq Ft
2315 Standing Rock Cir, Oakland, FL 34787

2315 Standing Rock Cir, Oakland, FL 34787

/42
$848,690 Pending
- 5 Beds
- 4.5 Baths
- 3,810 Sq Ft
5812 Dancing Willow St, Oakland, FL 34787

Under Construction. Welcome to Parkside Trails! Explore the charm of this premier Clermont location, offering exclusive amenities and quick access to shopping, dining, and entertainment. With a mix of new construction, single-family and townhomes, plus a variety of exclusive amenities, families will love coming home. Now Selling Onsite with 4 Models Open Daily!Step into the Scarlett by Pulte

Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

5812 Dancing Willow St, Oakland, FL 34787
/2
$520,000 Sold Aug 29, 2025

1877 Standing Rock Cir, Oakland, FL 34787
- 3 Beds
- 2 Baths
- 2,008 Sq Ft
- Built 2018
Last Sold Summary
- $259/SF
- 9 Days On Market
Current Estimated Value $513,819

Last Listing Agent James Goodyear REAL BROKER, LLC

1877 Standing Rock Cir, Oakland, FL 34787

/2
Est $640,165 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 3,248 Sq Ft
1540 Stone Arrow Ct, Winter Garden, FL 34787

1540 Stone Arrow Ct, Winter Garden, FL 34787

Showing Results 161 - 200, Page 5 of 18

Florida Orange County 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

Homes in Nearby Neighborhoods

Homes in Nearby Cities

Homes in Nearby Counties

Homes in Nearby Zip Codes

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