Oakland, FL Homes

/2
$855,000 Sold Apr 10, 2025
- 2,255 Sq Ft
- $379/SF
- 6 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2023
234 Hammock Preserve Loop, Oakland, FL 34787

Welcome to your dream home in the highly sought-after community of Oakland Park in Winter Garden, FL! This brand-new construction masterpiece boasts 3 bedrooms, 2.5 baths, first floor office space that could easily serve as a 4th bedroom and a bonus loft upstairs that could be a 5th bedroom. As you step through the front door, you'll be greeted by the charm and sophistication that defines this

Lianna D'Angelo SOTERA LIVING

234 Hammock Preserve Loop, Oakland, FL 34787

/2
Est $564,112 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,114 Sq Ft
12337 Bracco St, Oakland, FL 34787

12337 Bracco St, Oakland, FL 34787

/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
/2
$615,000 Sold Apr 09, 2025
- 2,490 Sq Ft
- $247/SF
- 25 Days On Market
- 4 Beds
- 2 Baths
- Built 2001
644 Strihal Loop, Oakland, FL 34787

Welcome to your dream home in the charming town of Oakland, Florida! This stunning residence is nestled in the highly desirable gated community of John's Landing and sits along the shoreline of Johns Lake, offering an unparalleled blend of luxury, comfort, and convenience. Just minutes from the West Orange Trail, downtown Winter Garden, and major roadways like the Florida Turnpike, SR 429, and SR

Julie Arnold REAL BROKER, LLC

644 Strihal Loop, Oakland, FL 34787

/81
Est $1,251,255 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 3,911 Sq Ft
9851 Beach Port Dr, Oakland, FL 34787

9851 Beach Port Dr, Oakland, FL 34787

/50
$419,000
- 3 Beds
- 2.5 Baths
- 1,568 Sq Ft
12043 Holystone St, Oakland, FL 34787

“The property is currently active for sale but is rented with a lease valid until February 2026. The lease must be honored, so the property is best suited for investors looking for a rental income opportunity.”Welcome to Waterleigh community! This townhome has 3 bedroom 2.5 bathroom is conveniently located in Waterleigh Phase 4, near the Elementary and Middle School! It offers a welcoming

Ruth Santos Blystone EMPIRE NETWORK REALTY

12043 Holystone St, Oakland, FL 34787
/2
$500,000 Sold Apr 08, 2025
- 2,070 Sq Ft
- $242/SF
- 54 Days On Market
- 4 Beds
- 3 Baths
- Built 2021
16257 Prairie School Dr, Oakland, FL 34787

Welcome to a stunning 2-story townhome in the highly sought-after Hawksmoor community of beautiful Winter Garden, Florida. This exquisite residence, a Mattamy Homes Parkwyn II design built in 2021, offers over 2,000 square feet of luxurious living space, featuring 4 bedrooms, 3 full bathrooms and an abundance of high-end upgrades. Step through the enclosed front porch and custom front door into

Sue Vasquez FLORIDA REALTY RESULTS LLC

16257 Prairie School Dr, Oakland, FL 34787

/2
Est $468,978 Not Listed For Sale
- 4 Beds
- 3 Baths
- 1,992 Sq Ft
10678 Words Dr, Oakland, FL 34787

10678 Words Dr, Oakland, FL 34787

/14
$420,000
- Land
- 0.26 Acre
- $1,615,385 per Acre
1161 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

1161 Prado Ln, Oakland, FL 34787
/2
$440,000 Sold Apr 01, 2025
- 1,579 Sq Ft
- $279/SF
- 61 Days On Market
- 2 Beds
- 2 Baths
- Built 2024
13461 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

13461 Princess St, Oakland, FL 34787

/38
Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,108 Sq Ft
2029 South Old Killarney St, Winter Garden, FL 34787

2029 South Old Killarney St, Winter Garden, FL 34787

/42
$999,999
- 5 Beds
- 4 Baths
- 3,301 Sq Ft
14429 Wabasso Loop, Oakland, FL 34787

Excellent place close to 429 and turpike

Alfredo Olivares CREDIT HOME CORP

14429 Wabasso Loop, Oakland, FL 34787
/2
$1,010,000 Sold Mar 31, 2025
- 2,751 Sq Ft
- $367/SF
- 8 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2023
1175 Celadon St, Oakland, FL 34787

Welcome to this stunning 4-bedroom, 3.5-bathroom home nestled in the highly sought-after community of Oakland Park. From the moment you approach, a sense of warmth and elegance draws you in, starting at the welcoming front gate, up the steps of the inviting front porch, and into the stunning David Weekley Seaside model.Step inside to discover thoughtfully designed spaces where comfort and

Hilary Hall COMPASS FLORIDA LLC

1175 Celadon St, Oakland, FL 34787

/49
Est $639,048 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,117 Sq Ft
16284 Admirals Cove Ln, Oakland, FL 34787

16284 Admirals Cove Ln, Oakland, FL 34787

/52
$1,050,000 Open Sun 12PM - 2PM
- 5 Beds
- 3.5 Baths
- 3,910 Sq Ft
9849 Lost Creek Dr, Oakland, FL 34787

One or more photo(s) has been virtually staged. Nestled in the heart of Winter Garden’s prestigious Waterleigh community, this 5-bedroom, 4-bathroom masterpiece redefines modern luxury and family living. Boasting 3,910 sq. ft. of beautifully designed space, this 2021-built home is a perfect blend of timeless charm and contemporary convenience.From the moment you arrive, the immaculate

Jennifer Ibarra REAL BROKER, LLC

9849 Lost Creek Dr, Oakland, FL 34787
/20
$705,000 Sold Mar 31, 2025
- 2,080 Sq Ft
- $339/SF
- 65 Days On Market
- 2 Beds
- 2.5 Baths
- Built 2024
13714 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

13714 Fresh Ivy St, Oakland, FL 34787

/25
Est $425,863 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,560 Sq Ft
6224 Aralia Ivy Ln, Oakland, FL 34787

6224 Aralia Ivy Ln, Oakland, FL 34787

/4
$821,829 New Construction
- 5 Beds
- 4.5 Baths
- 3,101 Sq Ft
16029 Honey Harvest St, Oakland, FL 34787

Under Construction. New Construction - October Completion! Built by Taylor Morrison, America's Most Trusted Homebuilder. Welcome to the Cumberland at 16029 Honey Harvest Street in Harvest at Ovation. This spacious two-story Cumberland offers 5 bedrooms, 4.5 bathrooms, and flexible living for every stage of life. The open-concept great room, dining area, and gourmet kitchen flow effortlessly

Michelle Campbell TAYLOR MORRISON REALTY OF FLORIDA INC

16029 Honey Harvest St, Oakland, FL 34787
/2
$779,990 Sold Mar 31, 2025
- 3,076 Sq Ft
- $254/SF
- 0 Days On Market
- 5 Beds
- 3.5 Baths
- Built 2024
14205 Lanyard Way, Oakland, FL 34787

Under Construction. Images shown are for illustrative purposes only and will differ from the actual home. Anna Maria Bonus 1 offers 5 Bedrooms: 3.5 baths and a 2 Car Garage. Ready Winter 2024 Design Center Pricing included. Discover the allure of the Horizon West area and the vibrant pulse of Downtown Orlando, where Dream Finders Homes proudly present Serenade at Ovation. Nestled amidst

Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

14205 Lanyard Way, Oakland, FL 34787

/40
Est $601,999 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,144 Sq Ft
4540 Gliding Wave St, Oakland, FL 34787

4540 Gliding Wave St, Oakland, FL 34787

/48
$848,296 New Construction
- 5 Beds
- 4.5 Baths
- 3,225 Sq Ft
16146 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

Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

16146 Point Rock Dr, Oakland, FL 34787
/2
$1,440,000 Sold Mar 28, 2025
- 3,450 Sq Ft
- $417/SF
- 37 Days On Market
- 4 Beds
- 4.5 Baths
- Built 2020
816 Johns Point Dr, Oakland, FL 34787

Lake front beauty. Nearly new custom home on expansive .57-acre lot on Johns Lake in beautiful Johns Cove. This gated community combines privacy and convenient access to Disney World, Universal, Sea World, downtown Orlando, Orlando International Airport, high- end and discount shopping, excellent restaurants and golf courses, and of course, the spectacular 2400 acre Johns Lake, excellent for

Marc Harris FLORIDA REALTY INVESTMENTS

816 Johns Point Dr, Oakland, FL 34787

/37
Est $496,611 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,082 Sq Ft
1975 White Feather Loop, Oakland, FL 34787

1975 White Feather Loop, Oakland, FL 34787

/33
$868,686 New Construction
- 4 Beds
- 3.5 Baths
- 3,327 Sq Ft
16158 Point Rock Dr, Oakland, 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. Go down the hallway and you’ll find a powder room and laundry room tucked

Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

16158 Point Rock Dr, Oakland, FL 34787
/2
$569,830 Sold Mar 28, 2025
- 2,200 Sq Ft
- $259/SF
- 235 Days On Market
- 4 Beds
- 3 Baths
- Built 2024
12736 Lavender Bloom Alley Unit 170, Oakland, FL 34787

Under Construction. The Nicola II is a spacious rear-load garage home. From the 10’ ceilings to the large concept living area – this home has all the features you need packed into 2,200 square feet. As soon as you walk in you’ll see the Extra Suite with a walk-in closet, ideal for overnight guests. To the rear of the home, the open concept living is anchored by the beautiful kitchen. This kitchen

Gretta Akellino K HOVNANIAN FLORIDA REALTY

12736 Lavender Bloom Alley Unit 170, Oakland, FL 34787

/71
Est $662,262 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,274 Sq Ft
2169 Bay Line Rd, Oakland, FL 34787

2169 Bay Line Rd, Oakland, FL 34787

/7
$1,700,000 New Construction
- 5 Beds
- 3.5 Baths
- 3,909 Sq Ft
1207 Ridge Lake Way, Winter Garden, FL 34787

Pre-Construction. To be built. This is a pre-construction, to be built, custom home located in the final phase (The Reserve) of the Oakland Park community. This two-story custom RCB home can be customized! All finish selections can be made by the buyer; even change/customize the floor plan! This two story floor plan offers 5 bedrooms, 3.5 baths, an office and 3-car garage. This home can be yours

Chris Herlihy NEW HOMES REAL ESTATE, INC.

1207 Ridge Lake Way, Winter Garden, FL 34787
/2
$1,057,482 Sold Mar 27, 2025
- 3,046 Sq Ft
- $347/SF
- 5 Beds
- 3.5 Baths
- Built 2025
1216 Oak Fort Ln, Oakland, FL 34787

Crabtree Model at Oakland Park in Winter Garden Florida is by homebuilder David Weekly Homes

Stellar Non-Member Agent Stellar Non-Member Office

1216 Oak Fort Ln, Oakland, FL 34787

/2
Est $546,705 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,114 Sq Ft
12308 Bracco St, Oakland, FL 34787

12308 Bracco St, Oakland, FL 34787

/48
$877,356 New Construction
- 5 Beds
- 4.5 Baths
- 3,225 Sq Ft
16164 Point Rock Dr, Oakland, FL 34787

Under Construction. Waterleigh presents the Torrey. This two-story all concrete block construction single-family home features 5 bedrooms and 4.5 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

Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

16164 Point Rock Dr, Oakland, FL 34787
/2
$620,000 Sold Mar 24, 2025
- 1,707 Sq Ft
- $363/SF
- 13 Days On Market
- 2 Beds
- 2 Baths
- Built 2024
13648 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

Ellie Hunter PULTE REALTY OF NORTH FLORIDA LLC

13648 Fresh Ivy St, Oakland, FL 34787

/2
Est $542,943 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,114 Sq Ft
12320 Bracco St, Oakland, FL 34787

12320 Bracco St, Oakland, FL 34787

/20
$776,943 New Construction
- 4 Beds
- 4.5 Baths
- 2,837 Sq Ft
16041 Honey Harvest St, Oakland, FL 34787

Under Construction. New Construction - October Completion! Built by America's Most Trusted Homebuilder! Welcome to the St. Clair at 16041 Honey Harvest Street, located in Harvest at Ovation—one of the final new construction opportunities in Horizon West! This thoughtfully designed home offers gorgeous curb appeal and a designer interior with an inviting foyer that connects to two secondary

Michelle Campbell TAYLOR MORRISON REALTY OF FLORIDA INC

16041 Honey Harvest St, Oakland, FL 34787
/2
$1,339,759 Sold Mar 21, 2025
- 4,071 Sq Ft
- $329/SF
- 5 Beds
- 4.5 Baths
- Built 2025
1094 Ridge Lake Way, Oakland, FL 34787

New Construction Home. David Weekley Crabtree model.

Stellar Non-Member Agent Stellar Non-Member Office

1094 Ridge Lake Way, Oakland, FL 34787

/2
Est $547,938 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,114 Sq Ft
12332 Bracco St, Oakland, FL 34787

12332 Bracco St, Oakland, FL 34787

/15
$2,295,000 New Construction
- 6 Beds
- 5.5 Baths
- 4,859 Sq Ft
1244 Water Maple Dr, Oakland, FL 34787

Pre-Construction. To be built. Introducing the Hamlin model by Element Home Builders—a stunning 4,859 square-foot residence designed for luxurious living and modern comfort. With 6 spacious bedrooms and 5.5 beautifully appointed bathrooms, this home offers ample space for families of all sizes and lifestyles.Step inside and experience an open-concept layout that combines elegance with

Alexis Anderson REGENCY REAL ESTATE LLC

1244 Water Maple Dr, Oakland, FL 34787
/2
$880,000 Sold Mar 21, 2025
- 2,363 Sq Ft
- $372/SF
- 116 Days On Market
- 4 Beds
- 3 Baths
- Built 2020
3220 Sailing Pier Ave, Oakland, FL 34787

Priced to sell! Don’t miss this exceptional opportunity to own a beautifully upgraded 4-bedroom, 3-bath home in the desirable Lakeview Preserve gated community. This home features a stunning open-concept floorplan with a spacious kitchen, café, and gathering room, showcasing 10’ ceilings, 8’ doors, and double tray ceilings. The gourmet kitchen boasts 42” maple cabinets, Calcutta-style quartz

Andrea Pointon POINTON REALTY INC

3220 Sailing Pier Ave, Oakland, FL 34787

/42
Est $969,350 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 4,048 Sq Ft
15119 Johns Lake Pointe Blvd, Oakland, FL 34787

15119 Johns Lake Pointe Blvd, Oakland, FL 34787

/15
$2,175,000 New Construction
- 5 Beds
- 8 Baths
- 4,433 Sq Ft
1256 Water Maple Dr, Oakland, FL 34787

Pre-Construction. To be built. Presenting the Citrus plan by Element Home Builders—a spacious home designed for modern living. With 5 bedrooms and 5 bathrooms, and 3 powder bathrooms, this expansive layout provides the perfect combination of comfort, style, and functionality. Every inch of this home is thoughtfully designed to create ample space for both private retreats and vibrant social

Alexis Anderson REGENCY REAL ESTATE LLC

1256 Water Maple Dr, Oakland, FL 34787
/2
$467,000 Sold Mar 21, 2025
- 1,941 Sq Ft
- $241/SF
- 256 Days On Market
- 3 Beds
- 3 Baths
- Built 2024
14034 Scarlet Aster Alley, Oakland, FL 34787

Under Construction. *SPECIAL RATE PROMOTION* New luxury townhome with covered front porch, covered back yard patio, 8-foot front door and outdoor living area. Kitchen features island, solid surface countertops, stainless steel appliances, range, oven, microwave, dishwasher, upgraded 42-inch cabinets, ceramic tile backsplash, undermount sink, Moen faucets, upgraded flooring, lighting

Abigail Belchick OLYMPUS EXECUTIVE REALTY INC

14034 Scarlet Aster Alley, Oakland, FL 34787

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