Oakland, FL Homes for Sale under $600,000

Welcome to this charming single story home in Waterleigh, offering 3 bedrooms, 2 bathrooms, and a bright, open concept layout designed for comfortable living and effortless entertaining. The well appointed kitchen overlooks the spacious family room and features stainless steel appliances, generous preparation space, a walk in pantry, and a large center island ideal for casual dining and

Javin Lopez AVANTI WAY REALTY LLC

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

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

JUST REDUCED - BEST PRICED TOWNHOME IN WATERLEIGH, WINTER GARDEN! This beautifully maintained 3-bedroom, 2.5-bath townhome features a bright open-concept floor plan designed for comfortable living and entertaining. The spacious kitchen offers granite countertops, stainless steel appliances, ample cabinet space, and A WHOLE-HOUSE WATER FILTRATION SYSTEM IS INCLUDED, providing added value and peace

Leticia Mena MY REALTY GROUP, 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

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

Virtually Staged. UPDATED 9/6/26 - Motivated Seller - Accepting Reasonable Offers! The home has recently been entirely staged in the property - come tour this beauty!NOTE: to add extra space, in replacement of a garage/storage - a (large shed) can be added onto the property within the sale of the home.Welcome to this brand-new construction home in the heart of Oakland! This

Adam DeVito REAL BROKER, LLC

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 10660 Words Drive, Winter Garden, FL, a beautifully maintained home featuring a spacious and thoughtfully designed floor plan for comfortable everyday living.The open-concept layout includes a bright living area, a modern kitchen with ample cabinetry and countertop space, a dining area, and generously sized bedrooms that provide comfort and privacy.The primary suite serves as a

Ashley Porto GLASSTONE GROUP INC

Welcome to 1511 Sweet Apple Street, a well-maintained, stunning, and ready-to-move-in townhouse located in the highly desirable Longleaf at Oakland community. Built in 2019, this beautifully maintained home offers 3 spacious bedrooms, 2.5 bathrooms, and 1,620 square feet of bright, open-concept living space designed for both relaxation and entertaining. The inviting front porch is the perfect

Ali Yche SOUTHERN PRESTIGE REALTY INC

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

***** PRICE REDUCED *****Rare Dual Owner's Suite Townhome — Priced to Move, Near DisneyThis 3-bedroom, 3-bath, 1,808 sq ft Newton model townhome in Harvest at Ovation is one of the best values in the community right now. Built in 2024 and less than 2 years old, it shows like a model and is ready for immediate move-in, while comparable new construction in the area runs 7+ months

Jarrett Brown LPT REALTY, LLC

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

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

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

Storey Grove **YES IT HAS A BACKYARD!!*BACKS TO GREENSPACE!!** 2023 built ** Open floorplan * Beautiful wood ceramic tile entire 1st floor ** Attractive tv wall wood accent inlay in the family room ** White kitchen cabinetry with quartz counters and large cooking island ** All bedrooms are on the 2nd floor ** Nice size +/-16x20 brick paver patio area and 2 car detached garage ** Great RING

Gabriella Philippone INDEPENDENCE REALTY GROUP LLC

Virtually Staged. Step into 17802 Jefferson St, a residence presenting a refreshed exterior appeal from fresh exterior paint and modernized interior amenities. The kitchen is fully equipped with all stainless steel appliances, establishing a contemporary culinary space, while a central fireplace provides warmth and a welcoming ambiance in the living area. Updated style and comfort are ready for

Karen Albright OPENDOOR BROKERAGE 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

Welcome to your beautifully updated home in the gated community of Winter Garden. This charming residence offers 3 bedrooms, 2.5 baths, 2-car garage, and approximately 1,737 sq. ft. of comfortable living space.In 2025, this home underwent a $53K renovation, featuring a modern kitchen with 42” shaker white cabinets with undermount lighting and quartz counters, stainless steel appliances,

Paula Hemani TEAMCONNECT REALTY LLC