Oakland, FL Homes for Sale under $800,000

Welcome to this energy efficient two story home built in 2020, ideally located in the highly desirable Town of Oakland with direct access to the West Orange Trail and excellent proximity to Historic Downtown Winter Garden. Situated on a spacious .21 acre lot, this residence offers 2,614 square feet of living space, 4 bedrooms, 2.5 bathrooms, a 2 car garage, and an open concept floor

Diana Rodriguez EXP REALTY LLC

Space, style, and a true lake-community lifestyle come together in this thoughtfully designed home in the gated community of Lakeview Preserve. With a flexible floor plan, generous living spaces, and room to grow both inside and out, this home offers the perfect blend of comfort, functionality, and Florida living. The open-concept layout is designed for both entertaining and everyday living. At

Dana Vander Meer BLUE MARLIN REAL ESTATE

Virtually Staged. BRAND NEW ROOF! This five-bedroom, three-and-a-half-bathroom residence sits in a gated community with a new roof and architectural shingles, offering security and peace of mind. The property combines thoughtful interior finishes with direct access to some of the area's most desirable outdoor recreation opportunities.Inside, the kitchen features stainless steel appliances

Patrick D'Agostino GLORY INTL. REAL ESTATE CO

Virtually Staged. Beautifully maintained 5-bedroom, 3-bath home offering approximately 3,300 sq. ft. in the highly sought-after Storey Grove community of Winter Garden. Situated on a premium conservation and water-view lot with no rear neighbors, this home offers exceptional privacy and peaceful views from the screened lanai with an outdoor sink. The bright, open floor plan features a spacious

Anna Shi LPT REALTY, LLC

Move-in-ready, airy and spacious 3,413-sq-ft home just two blocks from downtown Oakland, West Orange trail and directly across from Lake Apopka. Step into a home where character meets comfort and sophistication. Adorned with vibrant Tabebuia trees and blooming gardens, this property is a true gem. Every detail here tells a story of charm and warmth. Built in 1998 and fully updated with new

Jack Keller JACK KELLER INC

INCREDIBLE OPPORTUNITY to own this stunningly gorgeous 4 bedroom 2.5 bathroom corner lot home in the HIGHLY DESIRABLE community of Oakland Trails! Boasting over 2200 sq. feet of living space this 2017 built gem is amply equipped to meet the needs of families of all sizes and is gushing with stylistic appeal! Enter the home into a bright and positive feeling OPEN CONCEPT GREAT ROOM highlighted by

Chuck Burt YOUNG REAL ESTATE

Welcome to this beautifully maintained 4-bedroom, 3.5-bathroom home in the highly sought-after Winter Garden area! Perfectly positioned on a premium homesite, this home offers breathtaking water and conservation views with NO REAR NEIGHBORS, providing exceptional privacy and a peaceful backdrop. Designed for both comfort and functionality, the open floor plan features a private first-floor guest

Yujie Jiang INTOP REALTY LLC

10 minutes from Disney World & theme parks!!! Built in 2023, this beautifully home offers 4 bedrooms, 2.5 bathrooms, a versatile flex room, and a rear-entry two-car garage in the desirable Waterleigh community. The open-concept layout features a spacious kitchen with stainless steel appliances, stone countertops, upgraded wood cabinetry, and a large center island overlooking the living and dining

Kenia Aliaga LA ROSA REALTY ORLANDO LLC

Virtually Staged. Enjoy single-level living in lakefront Hull Island in this meticulously maintained 2,852 sq ft home built in 2022, with owned rooftop solar that keeps utility costs well below the Florida norm for a home this size. Four bedrooms, four full baths, and a two-car garage, all just minutes from historic Winter Garden's shops, restaurants, and Saturday farmers market.All four

Peter Biskup CHARLES RUTENBERG REALTY ORLANDO

Welcome to Oakland Trails, one of Oakland’s most desirable communities! This beautifully maintained 3-bedroom, 2.5-bath home offers the perfect blend of comfort, style, and location. Built in 2018, the home features a bright, open-concept floor plan with spacious living areas, a modern kitchen, and plenty of room for both everyday living and entertaining.Step outside and enjoy all the

Brynn Munro CORCORAN PREMIER REALTY

Welcome to this bright and inviting 3-bedroom, 2.5-bath home in the Highland Ridge community of Winter Garden. It feels open and comfortable the moment you walk in.The beautiful porcelain title throughout the first floor already gives the perspective of the open floor plan. Right off the entry is a flexible room currently used as a home office — a great spot for work or study that connect

Fernanda Trein, LLC CHARLES RUTENBERG REALTY ORLANDO

Welcome to this beautiful bungalow-style home in the highly desirable Osprey Ranch community in Winter Garden! Featuring 4 bedrooms, 3 full bathrooms, and 1 half bath, this thoughtfully designed residence offers comfort, style, and functionality for the whole family.Located just minutes from Disney, shopping, dining, and major highways, this home combines convenience with a peaceful

Guilherme Garcia Cavalcante REALTY ONE GROUP INSPIRATION

Virtually Staged. Welcome to this spacious two-story home located in the highly desirable gated community of John's Landing in beautiful Oakland. Offering 4 bedrooms, 2.5 bathrooms, and over 2486 square feet of living space, this home combines generous room sizes, a functional layout, and an exceptional location to create the perfect place to call home. Step inside to discover multiple living and

Corey Smallman MARKET CONNECT REALTY LLC

Discover expansive living and modern sophistication in this STUNNING 5-bedroom, 3-bath home with a Spacious, Peaceful backyard in the highly desirable Oakland Trails community, minutes from the West Orange Trail and the Winter Garden Plant Street Market. Offering over 3,500 SQUARE FEET of beautifully designed space and built in 2019, this residence combines contemporary comfort with UPSCALE

Jennifer Wemert WEMERT GROUP REALTY LLC

Move right into one of the most sought-after floor plans in Harvest at Ovation. This just-completed Taylor Morrison Baldwin model offers the rare opportunity to skip the build timeline and step into a never fully lived-in home loaded with designer upgrades and timeless style. Originally purchased as a long-term move, the sellers had a change of plans, creating an incredible opportunity for the

Ken Pozek REAL BROKER, LLC

NEW PRICE IMPROVEMENT! Seller incentive available!Welcome home to this beautiful 2026 newly built residence in the desirable town of Oakland! This 4-bedroom, 2.5-bath home features modern finishes, an open-concept layout, and a spacious design perfect for today’s lifestyle. Enjoy the benefits of owning a newer construction home with peace of mind, energy-efficient features, and

Cassia Barros MS LAND & BUILDING LLC

SPECIAL FINANCING AVAILABLE! The seller is offering a promotional 3.875 interest rate through a rate buy-down program, plus ALL closing costs paid when using the preferred lender—creating an incredible opportunity for qualified buyers to significantly reduce their monthly payment and cash needed at closing. Welcome to this stunning newer construction home located in the highly desirable Horizon

Yornelly Sanchez Manrique LEVO REAL ESTATE LLC

Welcome to 2471 Skystone Ct, located in the desirable Oakland area! This spacious two-story home offers a thoughtfully designed floor plan with 4 bedrooms, 3.5 bathrooms, a private study, upstairs game room, and a 2-car garage.The main level features a separate living room, a dedicated study perfect for a home office, and an open-concept kitchen overlooking the breakfast nook and

Eric Jia NUMBER 1 BROKER, LLC