Homes for Sale in Oakland
Homes in Oakland offer buyers an amazing lifestyle, active trailside, and easy access to the shopping and dining of Downtown Winter Garden. The Oakland Realtors of the Erica Diaz Team offer home buyers a quick and easy transaction, in most cases, closing faster and less money than your average agent. We’ll help you find your next historic Oakland home with shade trees and mature neighborhoods. Take some time to browse the homes below or reach out to the Erica Diaz Team and let us find the dream home for you.
$575,000
2 OAKLAND POINTE CIRCLE
OAKLAND, Florida
3Bedroom(s)
2Bathroom(s)
69Picture(s)
1,842Sqft
Homes to market in OAKLAND are a RARITY! This exquisite one-story residence is a true gem, nestled on a substantial 0.29-acre CORNER lot. Located mere steps from the FISHING PIER on Lake Apopka, Speer Park, the Town Center, and the 22-mile West Orange Trail, this property offers unparalleled convenience and charm. Enjoy leisurely evening strolls or a GOLF CART ride to downtown Winter Garden.
$675,000
1740 STANDING ROCK CIRCLE
OAKLAND, Florida
3Bedroom(s)
2Bathroom(s)
37Picture(s)
1,995Sqft
A single family home in the Oakland Trails community known for its energy efficient homes and quiet yet active community that has the West Orange bike trail at its entrance. This 3 bedroom 2.
$275,000
412 HERRIOTT AVENUE
OAKLAND, Florida
2Bedroom(s)
1Bathroom(s)
30Picture(s)
1,015Sqft
Welcome to this beautifully renovated 2-bedroom, 1-bathroom home at 412 W Herriot Ave, Oakland, FL. With 1,015 sq ft of modern living space, this home has been completely updated. As you enter, you'll notice the spacious open living area, perfect for gatherings and everyday living. The modern kitchen features new stainless steel appliances, elegant countertops, and custom cabinetry.
$198,500
3205 OAKLAND ROAD
LAKELAND, Florida
3Bedroom(s)
2Bathroom(s)
27Picture(s)
1,248Sqft
Great Location!! Great opportunity! Seller is Motivated! Presenting this maintained double wide manufactured home, constructed in 1983, Update roof, New flooring, freshly painted, no HOA, no CDD, no Flood Zone, resting on just over half an acre of land, a comfortable layout, this 3-bedroom, 2-bathroom, a welcoming wood-burning fireplace located in the family room, There is plenty of space on this
$800,000
305 BRILEY AVE
OAKLAND, Florida
4Bedroom(s)
3Bathroom(s)
38Picture(s)
2,282Sqft
NO HOA | Golf cart district | 624 sqft ADU | 1-block from WEST ORANGE TRAIL | walking distance Speer Park | Blocks away from Lake Apopka.
$850,000
410 HENSCHEN AVENUE
OAKLAND, Florida
5Bedroom(s)
4Bathroom(s)
68Picture(s)
3,532Sqft
Escape to your own private oasis in this stunning pool home nestled in sought after GOLF CART COMMUNITY in Oakland FL between Clermont and Winter Garden! This property boasts, not only a beautiful main house, but also a detached guest house, AND a detached office/mancave.NO HOA is a BIG PLUS.
Immediately you'll be charmed by the mature landscaping and inviting front porch.
$499,900
1793 WHITE FEATHER LOOP
OAKLAND, Florida
3Bedroom(s)
2Bathroom(s)
42Picture(s)
2,082Sqft
o Welcome to 1793 White Feather Loop, a stunning Whitman model home in Winter Garden, FL. This contemporary residence features a large front porch with views of the community park and dog park, creating a serene and inviting atmosphere. Inside, the open floor plan seamlessly connects the living room, dining room, and gourmet kitchen, all adorned with modern tile flooring and fresh interior paint.
$374,000
1318 PAINTED BUNTING AVENUE
OAKLAND, Florida
2Bedroom(s)
2Bathroom(s)
43Picture(s)
1,472Sqft
Move-In-Ready Townhome in the heart of Oakland! This beautiful 2 bedroom, 2.5 bathroom townhome, built in 2019, is your perfect blend of comfort and convenience. Move right in and enjoy modern finishes throughout. Durable LVP flooring graces the downstairs, while the kitchen boasts granite countertops and stainless steel appliances.
$1,060,000
790 HULL ISLAND DRIVE
OAKLAND, Florida
5Bedroom(s)
5Bathroom(s)
80Picture(s)
3,782Sqft
Step into a world of luxury with this breathtaking 5-bedroom, 5-bath former model home, nestled on a scenic pond with a serene fountain. This home is an absolute showstopper from the moment you arrive. Meticulously designed and barely lived in for a year, no detail was overlooked in creating this masterpiece.
$609,000
306 HULL AVENUE
OAKLAND, Florida
3Bedroom(s)
2Bathroom(s)
37Picture(s)
2,245Sqft
Discover the charm of this custom-built home, completed in 2020, with no HOA! Situated just minutes from downtown Winter Garden, this stunning, four-year-old residence is ready to welcome you. Featuring 3 spacious bedrooms, 2.
$249,900
1113 OAKLAND CIRCLE
TAVARES, Florida
3Bedroom(s)
2Bathroom(s)
33Picture(s)
1,242Sqft
55+ community and you OWN the land. No lot rent and a small HOA fee of $23.00 per month. Make this one your new home. So many features to mention, you need to see this jewel. Freshly renovated this property will never cease to amaze you. For your security, this home has 3 front doors plus one more in the back yard.
$859,260
1197 WILDER OAKS WAY
OAKLAND, Florida
3Bedroom(s)
2Bathroom(s)
4Picture(s)
2,254Sqft
Under Construction. Luxurious new home with 3 bedrooms, 2.5 bathrooms, covered front porch, covered back yard patio and elegant exterior design. Open concept kitchen-living area with solid surface countertops, stainless steel appliances, cooktop, oven, microwave, dishwasher, vent hood, ceramic tile backsplash, upgraded flooring, upgraded cabinetry, and walk in pantry.
$845,620
1221 WILDER OAKS WAY
OAKLAND, Florida
4Bedroom(s)
3Bathroom(s)
4Picture(s)
2,240Sqft
Under Construction. Luxurious new home with 4 bedrooms, 3 bathrooms, covered front porch, covered back
yard patio and elegant exterior design. Open concept kitchen-living area with solid surface countertops,
stainless steel appliances, cooktop, oven, microwave, dishwasher, vent hood, ceramic tile backsplash, upgraded
flooring, upgraded cabinetry, and walk in pantry.
$3,500,000
8441 OAKLAND PLACE
ORLANDO, Florida
5Bedroom(s)
4Bathroom(s)
82Picture(s)
4,828Sqft
Experience the epitome of modern luxury living, where the fusion of location, style, innovation, and automotive excellence culminates in a masterpiece of architectural prowess. Nestled within the popular Dr. Phillips area, renowned for its upscale living and vibrant community, this custom home by Phil Kean Design Group redefines the essence of refined living.
$1,400,000
1008 TILDEN OAKS TRAIL
OAKLAND, Florida
5Bedroom(s)
5Bathroom(s)
73Picture(s)
3,460Sqft
Welcome to the epitome of luxury living in Oakland Park, where elegance meets comfort in this stunning RCB Custom Pool Home. Nicely nestled in the heart of the highly sought-after community of Oakland Park, this residence boasts a prime location with picturesque park and lake views, offering an idyllic setting for refined living.
$514,900
2684 BOBCAT CHASE BOULEVARD
OAKLAND, Florida
4Bedroom(s)
2Bathroom(s)
44Picture(s)
1,811Sqft
LOCATION, LOCATION, LOCATION! This beautiful new constructed 2021 home is located in an extremely desirable area just minutes from downtown Winter Garden! Upon entering the home, you are instantly welcomed with a beautiful open kitchen and living room combination that you can truly make your own.
$699,900
15 OAKLAND POINTE CIRCLE
OAKLAND, Florida
3Bedroom(s)
2Bathroom(s)
53Picture(s)
2,328Sqft
This well-maintained, custom built split floorplan, home boasts pride of ownership. As you enter the property,
you will be greeted by the lush lawn and mature landscaping. As you enter the home, the foyer leads you
directly into the open great room with French doors accessing the expansive Florida room.
$500,000
2724 BOBCAT CHASE BOULEVARD
OAKLAND, Florida
3Bedroom(s)
2Bathroom(s)
35Picture(s)
1,811Sqft
OAKLAND*** Amazing **3 Bedroom **2.5 bath**home with**LOFT** sits on a **FULLY FENCED **CORNER LOT, a short walk away from West Orange Trail. Built in 2020, this home is in pristine move-in condition with new carpet and interior paint.
$484,000
2017 WHITE FEATHER LOOP
OAKLAND, Florida
3Bedroom(s)
2Bathroom(s)
36Picture(s)
2,082Sqft
Step into serene sophistication with this striking property. The neutral color paint scheme creates a calming atmosphere as soon as you enter the home. The heart of the home, the kitchen, is adorned with a kitchen island, a functional and stylish addition. This is with a delightful walk-in pantry that caters to all your storage needs.
$340,000
104 OAKLAND AVENUE
CLERMONT, Florida
3Bedroom(s)
2Bathroom(s)
25Picture(s)
1,380Sqft
3/2 located in Minneola directly across from Minneola Charter School. NO HOA!! Completely tiled home with new vinyl flooring in the kitchen. Enter through the spacious Living room which flows into the Kitchen/Dining area. Sliding glass doors lead out to the screened back porch overlooking the large chain link fenced back yard.
$1,830,000
1202 JOHNS COVE LANE
OAKLAND, Florida
5Bedroom(s)
4Bathroom(s)
71Picture(s)
5,117Sqft
Motivated seller!!Price improvement!! SPECTACULAR LAKE FRONT OPPORTUNITY, with an option for seller financing in desirable John's Cove, a small, sought after gated community ideally located for Downtown Clermont, Old Winter Garden, the Airport and the Attractions. Schedule your personal tour of this captivating and desirable luxury lakefront home.
$1,790,000
100 MILLHOLLAND STREET
OAKLAND, Florida
5Bedroom(s)
5Bathroom(s)
59Picture(s)
3,747Sqft
Introducing 100 Millholland St, an immaculate modern contemporary Custom-Built Home in the heart of Oakland! Situated in the coveted community of Southern Oaks, this home sits on just under a Half-Acre Elevated Lot boasting unparalleled Sunset Lakefront Views.
$109,000
1114 OAKLAND CIRCLE
TAVARES, Florida
2Bedroom(s)
2Bathroom(s)
13Picture(s)
624Sqft
Come See this updated 2 bedroom 2 bath home in a highly desirable 55 plus area. When you walk into this home you can really feel the space. The kitchen has plenty of cabinet space and room for an island. The Family room can fit a large entertainment center and couch. The laundry room has washer and dryer hook-up and another full bathroom .
$649,900
302 LARGOVISTA DRIVE
OAKLAND, Florida
5Bedroom(s)
4Bathroom(s)
86Picture(s)
3,863Sqft
Unbeatable Deal Alert! Don't miss out on this incredible opportunity to own your dream home at an unbelievable price! Our listing just got a massive price drop, making it the perfect time to make your move. Nestled within the tranquil, gated community at Johns Landing, awaits a captivating opportunity for discerning homeowners seeking to personalize their dream retreat.
Who’s Your Oakland Buyer’s Agent?
Every home buyer should have a buyer’s agent negotiating on their behalf. It’s completely free to the buyer and the Erica Diaz Team can help you close quicker and for less money than the average Oakland realtor. Tell our team of buyers about the perfect Oakland home for you and we’ll find it!