Oakland, FL Homes for Sale with Community Pool

Welcome home to this 2024 built custom Pulte luxury pool home nestled within the highly desirable gated community of Estates at Lakeview Preserve in Winter Garden. This practically brand new 3 bedroom, 2.5 bathroom, with office/flex room, home offers an impressive array of features that combine elegance and comfort. This home is perfect for both entertaining and daily living.Step inside

Ron Howell, II EXP REALTY LLC

Elegant & Upgraded Luxury Living in Winter Garden's Premier 55+ Community – Del Webb Oasis Welcome to Sunny Retreat —a stunning, move-in-ready 3-bedroom with additional FLEX space, 3.5-bathroom single-family home in highly desirable Del Webb Oasis of Winter Garden, FL. Thoughtfully designed with $110,000+ in custom upgrades, PREMIUM lot, Renown model, this home offers resort-style living, an

Roo Klaers COLDWELL BANKER REALTY

Exquisite Craftsman-Coastal Home Featured in Stroll Oakland Park Magazine!Welcome to the Mabel, a show-stopping 4-bedroom, 3-bathroom masterpiece by David Weekley Homes, built in 2023. Boasting 2,640 sqft of meticulously designed living space, this Craftsman-Coastal beauty seamlessly blends modern elegance with timeless charm.Step inside to soaring 10’ ceilings and an inviting open entryway that

Ken Pozek KELLER WILLIAMS ELITE PARTNERS III REALTY

LOCATION! LOCATION!! LOCATION!!!MOVE-IN READY! NO CDD - EXTREMELY LOW HOA Almost BRAND NEW Modern luxurious home with exdordinery open interior design with Beautiful and spacious 5 beds and 4-1/2 bath home located in an AMAZING neighborhood. Waterleigh Community HOA handles the lawn care and irrigation plus maintains the amenities in great shape.Amenities include 3 Resort Style Amenity Centers,

Priya Rajan TOP LINE REALTY

Under Construction. Waterleigh presents the Cresswell. 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’ll find a flex room perfect for work or play and downstairs powder room. The well-appointed kitchen overlooking the

Jay Love DR HORTON REALTY OF CENTRAL FLORIDA LLC

BEST DEAL IN OAKLAND PARK!! Welcome to 1024 Prosperity Dr, Winter Garden, FL! This stunning 3 bedroom 2.5 bathroom home in the desirable Oakland Park neighborhood has an open floorplan and large windows that fill it with natural light. The heart of the home is the chef's kitchen, featuring stainless steel appliances, a large island with plenty of counter space, and sleek cabinetry – perfect for

Tracey McFadden OAK AVENUE REAL ESTATE LLC

Better than New! Welcome to this beautifully maintained home nestled in the serene and sought-after neighborhood of Waterleigh in Horizon West. This charming property features 3 spacious bedrooms, 2.5 bathrooms, and a bright, open-concept layout perfect for both entertaining and everyday living. Enjoy a chef’s kitchen with stainless steel appliances, granite countertops, and walk-in pantry. The

Ken Pozek KELLER WILLIAMS ELITE PARTNERS III REALTY

Imagine coming home to your very own slice of paradise nestled in the heart of Winter Garden. 3-bedrooms, 2.5-bathrooms offering 1,853 sq ft of thoughtfully designed living space, perfectly blending comfort and style.This backyard will make all of your friends jealous. The custom-designed pool features a pebble tec finish, in-water bar stools, dual waterfalls, a sun shelf for lounging, and an

Matthew Sutton BERGER REALTY & INVESTMENTS

Welcome to this beautiful 4/3 home located on a desirable a cul-de-sac corner lot! Enjoy amazing water views and beautiful sunsets from your home featuring a great kitchen, vinyl floors, all built in 2020.Situaded in the desired Waterleigh community that offers resort-style pools, fitness center, tennis court, BBQ and picnic areas. There is also a dog park for our furry family!Conveniently

Any Alves WRA BUSINESS & REAL ESTATE

WELCOME HOME to this beautiful 3-bedroom, 2-bathroom gem nestled in the heart of the highly sought-after Horizon West community of Waterleigh. Thoughtfully designed with a modern open floorplan, this home features stunning wall paneling in the living room that adds a contemporary flair, and custom shelving in both the master bedroom closet and laundry room for optimal organization. The fully

Fanny Stollmeyer LIFESTYLE INTERNATIONAL REALTY

Discover refined living in the heart of Oakland and just a short drive or bike ride to historic downtown WINTER GARDEN. Welcome to this enchanting END UNIT townhome nestled in the charming community of LONGLEAF. Thoughtfully designed with modern elegance, this 2-bedroom, 2.5-bath home spans over 1,600 square feet of beautifully appointed living space. From the moment you arrive, a welcoming front

Ashley Boyd BHHS FLORIDA REALTY

An unparalleled opportunity awaits to step into refined luxury without the delay or uncertainty of building. This bespoke residence, masterfully crafted by J&J Builders, graces an oversized corner lot directly across from the resort-caliber clubhouse of Oakland Park. From the moment you arrive, the home makes a commanding impression with its grand front porch—a quintessential feature of Oakland

Ronald Ziolkowski RE/MAX PRIME PROPERTIES

Beautiful 4-bedroom, 3.5-bath, 2,781 sq. ft. home with a 2-car alley-load garage. The versatile Wekiva plan will impress you from the moment you step inside with its stunning 2-story foyer. A standout feature of this home is its dual primary suites—one on the main level and another on the second floor—offering maximum privacy and flexibility, ideal for multigenerational living.Located in a

Apara Leekha CHARLES RUTENBERG REALTY ORLANDO

VA assumable loan available, a great opportunity for eligible buyers. Welcome to 4528 Gliding Wave Street in Winter Garden. This Pulte Yorkshire model 5-bedroom, 4.5-bathroom home was built in 2022 and still feels brand new. With two stories of living space, there’s plenty of room for everyone to spread out, whether you need multiple bedrooms, a home office, or a guest suite. The spacious primary

Ken Pozek KELLER WILLIAMS ELITE PARTNERS III REALTY

Why wait months for new construction when the magic is already waiting for you—just 5 minutes from Disney? This nearly new, designer-upgraded home in Del Webb Oasis is a Disney enthusiast’s dream come true. Whether you’re a lifelong fan of the parks, or simply love the joy and nostalgia Disney brings, you’ll be living just 2.5 miles from the magic, with all the peace, style, and ease of a 55+

Nicola Ansons COLDWELL BANKER RESIDENTIAL RE

This elegant two story townhome includes three bedrooms, two and one-half bathrooms and a two-car rear load garage. Experience open concept at it’s best with a combination living and dining room. There is a fully equipped kitchen with stainless steel appliances, quartz countertops, abundant cabinet space, and oversized island. Leading to the detached garage is an enticing patio that is perfect

Melissa Wilson KELLER WILLIAMS REALTY AT THE LAKES

This exquisite home is BACK on the market! Due to buyer circumstances, you now have your opportunity to make this gem of a home your own. Welcome to your beautiful new home where luxury meets comfort! Upon entering, you are greeted with stunning lighting fixtures and an open floor plan ideal for entertaining. The kitchen features a gas stove, granite countertops, Samsung touch screen

Lori Lucente-Nelson RE/MAX PRIME PROPERTIES

Welcome to this beautifully designed 2-bedroom, 2.5-bathroom townhome in the heart of Oakland. Built in 2020 this home has been meticulously maintained by its original owner, who worked closely with the builder to ensure every detail and upgrade was thoughtfully executed. This home seamlessly blends comfort and style with an open-concept floor plan, abundant natural light, and high-end finishes

Gavin Hatch SERHANT

**Video Tour Available** Welcome to Oakland Trails which is situated on the West Orange Trail and in-between the popular downtowns of both Winter Garden and Clermont! This is a Meritage home that was built with beauty and energy efficiencies in-mind. The owners took it a step further by placing Tesla solar panels on the roof to easily support the whole-home and pool energy needs each month.

Tennille Biggers KELLER WILLIAMS ELITE PARTNERS III REALTY

Prepare to be impressed with this nearly new Bellmore model home in the Waterleigh community. This lakefront beauty offers a picturesque water view with incredible sunsets and extra large backyard, perfect for relaxing or entertaining. The one-story home features 4 bedrooms, 3 full baths, and an open floor plan. The owners have upgraded and screened the oversized patio to enjoy the backyard

John R. Gordon EXP REALTY LLC

Amazing highly desirable single story home in the popular Encore at Ovation in Winter Garden just minutes from Walt Disney World! This home sits on a beautiful lot ( only one side neighbor) with no one behind you. It has a gorgeous water and wooded view. The home has a wonderful front porch perfect for enjoying a cup of coffee along with a beautiful back patio overlooking the peaceful water.

Paula Dale SOTERA LIVING

“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

Make This Stunning Home YOURS! Experience the comfort you deserve in this 3 bed/2.5 bath home, featuring a 2-car garage with a paved driveway. With over $55K in enhancements, this home in a prime location near Disney World is a showcase of modern luxury and sophisticated living. The open floor plan includes a luxurious chef's kitchen equipped with high-end gourmet upgrades like a custom hood,

Carlinhos Fregonezi TALENT REALTY SOLUTIONS

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 landscaping

Jennifer Ibarra REAL BROKER, LLC

Qualify with preferred lender for a lower-than-the-market rates *****Seller provides 10,000 dollars towards buyer's closing cost! *****Welcome to 9747 Lost Creek! Located in the highly sought-after HORIZON WEST community of Waterleigh, this gorgeous WATERFRONT beauty is ready to welcome a new family! Built in 2021, everything is in PRISTINE condition, and the home is truly MOVE-IN READY! Mature

Kim Goldin KELLER WILLIAMS ADVANTAGE REALTY

Pre-Construction. To be built. Welcome 1258 Ridge Lake Way, nestled in the final phase of the sought-after Oakland Park community. This custom-built modern farmhouse by RCB Homes offers a perfect blend of style and comfort. Spanning just under 6,280 square feet, this two-story residence features four spacious bedrooms and four luxurious bathrooms, providing ample space for relaxation and

Matt McKee COMPASS FLORIDA LLC

Under Construction. Welcome to your dream retreat in the Central Florida's most coveted new community, Briley Farm rests comfortably on 111 acres of lush landscape in Oakland, Florida. This custom-built masterpiece by Pioneer Builders blends timeless elegance with modern convenience, offering a quintessential French farmhouse style that exudes warmth and charm. Step inside this 5-bedroom,

Heather Spirazza REGENCY REAL ESTATE LLC

Brand new, energy-efficient home available NOW! An open-concept floorplan with a kitchen island overlooking the great room, dining and patio. As well as a detached two car garage. Professionally curated interior finishes including granite or quartz countertops and tile flooring. Visit the Highland Ridge community and explore new bungalow homes for sale in Winter Garden, FL. This neighborhood

Tatiana Souza MERITAGE HOMES OF FL REALTY

Under Construction. Brand new, energy-efficient home available by Apr 2025! Enjoy cooking meals in the open kitchen overlooking the family room. Each secondary bedroom features a walk-in closet and there’s plenty of storage in the oversized garage. Use the first-floor study for working or relaxation. Now selling from the mid $500's, Silverleaf Reserve offers spacious open floorplan concepts fit

Tatiana Souza MERITAGE HOMES OF FL REALTY

Under Construction. Brand new, energy-efficient home available by Apr 2025! This functional floorplan has a spacious family room that’s open to an expansive kitchen. A combination dining and living room provides ideal space for indoor entertaining or moving the party outdoors to the private lanai. Now selling from the mid $500's, Silverleaf Reserve offers spacious open floorplan concepts fit for

Tatiana Souza MERITAGE HOMES OF FL REALTY