Location: Oakland, 34787
Do Not Show Listings
2222 GOPHER TORTOISE TER, OAKLAND, FL 34787
$416,90083 Days on yellowkey MLS ID: O6389233
2 Days Off yellowkey (back on 5/23/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1809 Built: 2020Monthly Fee: $465 Tax: $4,927 (2024)Community: Longleaf/Oakland RepTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,927
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Under contract-accepting backup offers. YOU Must see this absolutely Gorgeous 3BEDS,3 FULL BATH Townhouse in Oakland. located Between Winter Garden and Clermont..Great amenities for you enjoy the best of Florida lifestyle..This Property is the LARGEST SQ FT in the community and Best Floor Plan : Open floor concept ,that integrate Living space, Kitchen and Dinner space. Surrounded with sunlight windows. Engineering floor, granite counters, stainless appliances. Perfect for family and Plus Downstairs FLEX room,Office or used as a Bedroom equipped with Murphy Bed and along with Full Bathroom Downstairs as well. Enjoy the enclosed Patio Privacy and perfect for grilling,Bath tube, much more... LOCATION-LOCATION .. minutes from Historic Winter Garden Downtown ,Stores, Hospitals, costco, restaurants and Main Roads... Upstairs Enjoy the spacious primary bedroom amazing space, along with large Bathroom and walking closet. The secondary bedroom is also located upstairs with their own en-suite bathroom, For privacy for family or guests. The community Offers an amazing pool, relaxing in the launch chairs..Community mailbox, playground and much more...Dont forget about the Famous West Orange Trail—designed for biking, walking or running few mins aways. come see today... This Jewel won't last..
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Wagner Ferreira (407-468-0239)
1270 STATIONSIDE DRIVE DR, OAKLAND, FL 34787
$509,000104 Days on yellowkey MLS ID: O6376429
REDUCED by $10,000 (1.9%) on 06/01/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2046 Built: 2002Monthly Fee: $29 Tax: $6,010 (2024)Community: Trailside Station Replat 44/23Single Family
Taxes:$6,010
Remarks: Nested right along the scenic West Orange Trail, this spacious 4 bedroom, 2 bath home offers the perfect balance of recreation and relaxation. The open interior flows seamlessly to private pool, creating an ideal oasis for Florida living. Located for ultimate convenience, just 15 mins from Downtown Winter Garden with The Turnpike nearby for an easy commute. Enjoy being 30 mins of Orlando's world class attractions, including Disney, Universal Studios, and Downtown Orlando. Benefit from the highly rated Orange County School system.
Listing is courtesy of: HOME INVEST REALTY INC (407-895-8891)
Listing Agent: Ky Lam (407-895-8891)
14001 RUGBY ST, OAKLAND, FL 34787
$845,0006 Days on yellowkey MLS ID: G5112905
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4240 Built: 2015Monthly Fee: $121 Tax: $5,903 (2025)Community: Verde Park Ph 1Single Family
Taxes:$5,903
Tax Year: 2025
Remarks: One or more photo(s) has been virtually staged. Welcome home to this beautifully maintained POOL home situated on a spacious 0.26 acre corner lot in the highly sought-after Verde Park community! Offering over 4,240 square feet of thoughtfully designed living space with 5 bedrooms, 4 bathrooms, this home boasts a versatile layout ideal for both entertaining and everyday living. From the moment you step inside, you're welcomed by elegant formal living and dining rooms, beautiful architectural archways, and inviting spaces designed with both comfort and functionality in mind. At the heart of the home, the expansive family room opens seamlessly to a well-appointed gourmet kitchen featuring granite countertops, stainless steel appliances including a cooktop and built-in wall oven, tile backsplash, pendant lighting, breakfast bar seating, and a spacious breakfast nook overlooking the outdoor living area. The flexible floor plan includes a downstairs office with a built-in Murphy bed, making it perfect for a bedroom for guests or working from home, along with an additional downstairs bonus room that can easily serve as a playroom, fitness space, or flex room. Upstairs, the spacious primary suite offers a relaxing retreat with a large bedroom, en suite bath with dual vanities, garden tub, and a separate walk-in shower, and an oversized walk-in closet complete with built-in storage. The second floor also features a large open loft with a convenient kitchenette and a dedicated media room, creating the perfect setup for movie nights or entertaining. Step outside to enjoy your own private outdoor oasis featuring a screened pool and lanai, covered patio, and summer kitchen designed for year-round Florida living. Conveniently located near Montverde Academy, shopping, dining, and the Florida Turnpike, this exceptional home offers the perfect combination of space, style, and location in one of Winter Garden’s most desirable communities. *Aerial photo property lines are an estimate and to be verified by buyer.
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Ann Mertens (407-452-8776)
505 E GULLEY AVE, OAKLAND, FL 34787
$865,00039 Days on yellowkey MLS ID: O6400317
0 Days Off yellowkey (back on 5/31/2026)
REDUCED by $20,000 (2.3%) on 05/28/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3399 Built: 2006Monthly Fee: $73 Tax: $6,649 (2025)Community: Winters LandingSpa: YesSingle Family
Taxes:$6,649
Elementary School: Tildenville Elem
High School: West Orange High
Middle School: Lakeview Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. **$10,000 towards closing costs**Welcome to this truly exceptional home offering space,flexibility & an unbeatable location!This beautiful,expansive residence features 4 spacious bedrooms,3.5 bathrooms,plus a versatile upstairs BONUS ROOM that can easily serve as a 5th bedrm—complete with closet & half bath already pre-plumbed for a full bathroom conversion.Enjoy breathtaking sunset views right from this elevated retreat.This home features a rare & highly desirable MOTHER-IN-LAW SUITE,complete with KITCHENETTE & ADA-compliant BATHROOM—ideal for multi-generational living or guest privacy.The 2nd bedrm conveniently connects to the kitchenette,enhancing the suite’s functionality.A 3rd bedrm,currently used as a home office,located near an adjacent bathroom that also provides direct access to the pool area.SPACIOUS PRIMARY suite serves as a private retreat,featuring an ensuite bathroom with dual sinks,a relaxing soaking tub& large walk-in closet.At the front of the home,a formal living & dining area offers versatile space that can easily serve as a den,library, or flex rm to suit your needs.The kitchen has 42" SOLID WOOD cabinets,granite counter tops & is equipped with NEW APPLIANCES 2025,including induction cooktop heats water in 3 minutes,convection oven & the rare convenience of 2 dishwashers—one being a quiet Bosch,ideal for large families or entertaining.The great rm features a cozy WOOD BURNING FIREPLACE & opens to your own private Florida oasis.Step outside to a HEATED,screen-enclosed POOL & SPA(pool heater installed in 2025,screen enclosure 2020),creating the perfect setting for year-round enjoyment.The expansive pool deck extends your living space outdoors,ideal for relaxing or entertaining.Beyond the pool,the private,partially fenced backyard offers additional space to unwind,accented by tranquil bamboo that sways in the breeze creating a peaceful atmosphere.The home backs to a State of Florida wildlife ravine,providing serene views of native birds,lush greenery& natural surroundings—your own quiet retreat right at home!The home boasts 2 AC zones for superior energy conservation:Both AC units are new in the last 5 years & maintained twice a year.NEW,OVERSIZED DOUBLE PANE WINDOWS throughout lower level are only a few months old,allowing for gorgeous VIEWS.NEW ROOF 2022.NEW,LARGE HYBRID WATER HEATER installed 2024,water Softener included.Complete with a 3 CAR GARAGE.LOCATION,LOCATION truly sets this home apart. Situated in a GOLF CART- FRIENDLY community,you’ll have direct access to the vibrant charm of DOWNTOWN WINTER GARDEN,just 2 miles away. Enjoy the award-winning Winter Garden Farmers Market,along with popular dining,shopping & year-round events.Outdoor enthusiasts will love being just steps from the scenic 22-mile West Orange Trail,perfect for biking, jogging or leisurely strolls.Nearby,the quaint&historic charm of Downtown Oakland,the scenic waterfront dock on Tubb Street & nearby Oakland Nature Preserve,offer even more to explore.Publix,Aldi,Winter Garden Village Mall,MAJOR ROADWAYS & highways are all nearby.The Turnpike is minutes away.EASY ACCESS to Theme parks, 20 minutes to Downtown Orlando & Orlando Intl Airport 30 minutes away.With only 58 homes,this quiet street offers a true sense of community.Residents enjoy friendly neighbors,regular patrols from the nearby police department & proximity to the fire station & Oakland Charter School(priority enrollment for Oakland residents).This is more than a home—it’s a lifestyle!
Listing is courtesy of: CLOCK TOWER REALTY (407-832-7332)
Listing Agent: Sandy Jones (407-929-7999)
812 JOHNS POINT DR, OAKLAND, FL 34787
$2,750,00067 Days on yellowkey MLS ID: O6393574
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 4373 Built: 2001Monthly Fee: $173 Tax: $23,334 (2025)Community: Johns Cove 43/104Spa: NoSingle Family
Taxes:$23,334
Remarks: Experience unparalleled lakefront living in this fully renovated Mediterranean-style estate located in the exclusive gated community of John’s Cove on Johns Lake. A grand driveway and manicured landscaping welcome you into a striking modern entry and elegant interior featuring high-end flooring and designer finishes throughout. Designed for effortless entertaining, the open-concept layout showcases a chef’s kitchen with a waterfall quartz island, custom cabinetry, premium stainless steel appliances, and a full-slab backsplash, all flowing into an expansive living area with designer lighting and seamless indoor-outdoor access. The primary suite offers a private retreat with abundant natural light, custom closets, and a spa-inspired bath featuring a freestanding soaking tub and luxury walk-in shower. Step outside to a screened pool, upgraded travertine deck, and private pier, creating an unparalleled waterfront lifestyle ideal for relaxation and entertaining. Additional highlights include a concrete tile roof (maintained), smart home features, updated HVAC, epoxy garage, modern laundry room, and high-end upgrades throughout. Ideally located minutes from Downtown Winter Garden, premier dining, shopping, and top-rated schools, this is a rare opportunity to own an unparalleled lakefront property.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Any Alves (407-455-0618)
219 LARGOVISTA DR, OAKLAND, FL 34787
$1,059,00040 Days on yellowkey MLS ID: O6401756
REDUCED by $40,000 (3.6%) on 05/26/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3951 Built: 2004Monthly Fee: $63 Tax: $5,294 (2025)Community: Johns LandingSpa: YesSingle Family
Taxes:$5,294
Remarks: Beautiful house, fully remodeled luxury residence in the exclusive gated community of John's Landing. Offering nearly 4,000 sq/ft, this impressive 5 bedrooms, 4 bath home features, 2 of the bedrooms is a suite, high-end finishes, and a seamless modern design throughout. Porcelain tile flooring, a stunning gourmet kitchen with island with quartz countertops, custom cabinetry and a premium stainless steel appliances. Every details has been thoughtfully upgraded; spa inspired master bathroom include designer walk-in shower,LED mirrors, and luxury fixtures. Step outside to a private screened-in pool and spa, creating the perfect setting for entertaining and relaxed living. Residents enjoy gated access and private boat/jet sky ramp to John's Lake, ideal for boating and jet skis. Also prime location access to Turnpike Hwy and just minutes from Winter Garden, Clermont, Downtown Orlando and all Disney Parks.
Listing is courtesy of: NOVARE REAL ESTATE LLC (754-245-3136)
Listing Agent: Durval Da Rocha (754-245-3136)
1937 STANDING ROCK CIR, OAKLAND, FL 34787
$499,00048 Days on yellowkey MLS ID: O6398113
REDUCED by $16,000 (3.1%) on 05/29/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2069 Built: 2018Monthly Fee: $105 Tax: $5,728 (2025)Community: Oakland Trails Ph 2Single Family
Taxes:$5,728
Remarks: Oakland Trails is located right on the scenic West Orange Trail and just a bike ride away from the vibrant downtown Historic Winter Garden! **This home qualifies for loan options with NO DOWN PAYMENT required, 100% financing available for qualified buyers.** Step into an immaculately maintained three-bedroom, two-and-a-half-bathroom bungalow with updated wood-look plank luxury vinyl flooring (2024), new carpet in all bedrooms (2025), quartz countertops, and an open-concept living area. Functional floor plan design includes a downstairs half bathroom, a drop zone by the garage, and an understairs storage closet. A shaded front porch is perfect for enjoying coffee in the morning and decorating for the holidays! Two car garage and an extended pavered driveway. Upstairs you have a huge loft, all three bedrooms, and laundry. The primary bedroom features two large walk-in closets, a double-door entrance, and granite countertops in the bathroom. The loft is prewired for surround sound. This home has been lovingly maintained; the exterior was painted in 2023. The interior walls and trim were painted in 2024. Modern updates that make this home move-in ready also include new light fixtures throughout, fans in all bedrooms, and new garage door lanterns. Oakland is perfectly situated between Clermont, Winter Garden, and Orlando. You have quick and convenient access to the Florida Turnpike, the 429, 408, Highway 50, and Highway 27. Oakland Trails has a community pool, community playground, walking trails, and a dog park. Lots of dedicated street parking means you can welcome family and friends easily. The Oakland Nature Preserve is less than five minutes away, West Orange Trail's Killarney Station is just outside the neighborhood. Towering Live Oak Trees, the shore of Lake Apopka, and the extensive trail system make this neighborhood perfect for anyone who loves spending time outdoors!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
2247 WHITE FEATHER LOOP, OAKLAND, FL 34787
$457,9004 Days on yellowkey MLS ID: S5150852
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1838 Built: 2018Monthly Fee: $105 Tax: $6,845 (2025)Community: Okland TrailsSingle Family
Taxes:$6,845
Remarks: Welcome to this exceptional home in the highly sought-after Oakland Trails community! This beautifully designed 3-bedroom, 2.5-bath residence offers approximately 1,838 square feet of thoughtfully designed living space with an open and functional floor plan that truly stands out in the neighborhood. From the moment you arrive, you’ll notice the extended brick paver driveway, providing additional parking and excellent curb appeal. The inviting front porch is perfectly positioned with elevated views overlooking the peaceful walking trails — an ideal spot to enjoy your morning coffee or unwind in the evenings. Inside, the bright and airy layout flows seamlessly, creating an inviting atmosphere for both everyday living and entertaining. High ceilings and tall doorways enhance the spacious feel throughout the home. The open-concept living, dining, and kitchen areas are designed for comfort and functionality. The beautifully upgraded kitchen features polished granite countertops, an expansive breakfast bar island, rich espresso shaker cabinetry with crown molding, stainless steel appliances, recessed lighting, a spacious pantry, and a bright window above the sink — combining style and practicality for modern living. Upstairs, the spacious primary suite offers a private retreat, while two additional bedrooms, a versatile loft area, and a convenient second-floor laundry room provide flexibility for family, guests, or a home office. Built with energy efficiency in mind, this Meritage home includes spray foam insulation to help maintain indoor comfort while reducing utility costs. The home is also equipped with an advanced HVAC system featuring enhanced air purification and fresh-air intake for improved comfort and healthier living. Ideally located approximately 30 minutes from Disney, Universal Studios, and Downtown Orlando, this home offers convenient access to major attractions while maintaining a peaceful residential setting. Oakland Trails is known for its top-rated schools, scenic walking and biking trails, low HOA, and thoughtfully planned amenities, including a community pool, clubhouse, and dog park. Just minutes away, Downtown Winter Garden offers the popular Winter Garden Farmers Market, charming boutiques, restaurants, and cultural attractions in one of Central Florida’s most beloved small-town districts. For commuters, easy access to the Florida Turnpike allows convenient travel throughout Orlando and to the airport. Investors will also appreciate the home’s strong long-term rental potential, supported by modern construction, low-maintenance design, and consistent tenant demand. This home perfectly blends peaceful neighborhood living with outstanding convenience, style, and everyday functionality. Don’t miss your opportunity to own one of Oakland’s standout homes!
Listing Agent: Carolina Cote Munoz (863-605-1987)
2017 BOSS HEWETT ST, OAKLAND, FL 34787
$724,90039 Days on yellowkey MLS ID: O6402045
REDUCED by $25,000 (3.3%) on 05/30/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2852 Built: 2022Monthly Fee: $165 Tax: $9,043 (2025)Community: Hull Island/Oakland Ph 2Single Family
Taxes:$9,043
Remarks: One or more photo(s) has been 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 bedrooms, including the primary suite, plus the kitchen and all main living areas, are on the first floor. The only upstairs space is a private bonus suite with its own full bath, which functions equally well as a media room, flex room, or guest quarters well removed from the rest of the house. The foyer opens into a connected great room, dining area, and kitchen, with three sliding glass doors along the back wall looking out to a covered and screened lanai. Ceramic tile runs throughout the main living areas. The kitchen features the upgraded gas-range configuration with a Bosch refrigerator, GE stainless appliances, Silestone quartz counters, and an oversized island with seating. Finishes include 42-inch cabinets stacked to the 9'4" ceiling with crown molding. Inside: soft-close dovetail drawers, a three-tier pot and pan organizer, and a pull-out pantry. The owned rooftop solar system was installed in 2023 and carries a 25-year limited warranty through 2048. Combined with the tankless gas water heater, it helps keep monthly utility costs exceptionally low. The primary suite sits at the back of the first floor with a tray ceiling, dual raised-height vanities, a large walk-in shower with a built-in recessed shelf, and a walk-in closet with custom shelving that passes directly through to the laundry room. The upstairs bonus suite measures 18'8" x 25'6" and has its own full bath. It is pre-wired as a dedicated media space, with structured Cat6 throughout, a ceiling-mounted projector outlet, and TV and data chases ready for a wall-mounted display. Additional features include a two-car garage with a 220V/30A outlet suitable for Level 2 EV charging, a workshop, or additional appliances; a Ring doorbell, alarm system, and cameras that convey with the home; upgraded satin nickel interior door hardware with a coordinated front door handleset; upgraded light fixtures; and front gutters. Hull Island amenities include a community pool, clubhouse, playground, and community fishing pier, with the West Orange Trail at the community's doorstep.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Peter Biskup (407-267-5187)
1108 RIVERWAY DR, OAKLAND, FL 34787
$1,025,00019 Days on yellowkey MLS ID: O6407380
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2999 Built: 2024Monthly Fee: $208 Tax: $8,430 (2025)Community: Oakland ParkSingle Family
Taxes:$8,430
Remarks: OAKLAND PARK—-a Parade of Homes Winning Community! This beautifully designed home (built in 2024) offers the perfect blend of comfort, style, and functionality. Featuring 4 bedrooms, 3 full baths, a LOFT, and an additional flex room with elegant glass FRENCH DOORS — ideal for a home OFFICE or study — this property is thoughtfully laid out for both everyday living and entertaining. Situated on nearly a quarter-acre lot (.21), there is plenty of room to create your dream backyard oasis, including space for a future POOL. Enjoy the outdoor living area featuring a covered patio with retractable screens for added privacy. The gourmet kitchen is equipped with quartz countertops, a cooktop, built-in oven and microwave, and walk-in pantry, making it both stylish and functional for the chef at heart. The open-concept layout creates a seamless connection between the kitchen, dining, and living spaces, offering an ideal setting for social gatherings and family time. Expansive sightlines and abundant natural light draw your eye through the heart of the home and out to the backyard retreat, creating a beautiful indoor-outdoor flow. Large windows and rear patio access effortlessly blend the living spaces, allowing the backyard to serve as a natural extension of the home’s elegant design and entertaining experience. The generously sized DOWNSTAIRS primary suite faces the backyard and offers a spa-like bath complete with a large vanity with dual sinks, a walk-in closet, oversized shower, and private water closet. An additional bedroom, optional 5th bedroom/OFFICE, full bath, spacious laundry room, and storage closets are located on the first level. Upstairs, you’ll find two additional bedrooms, a full bath, and a loft perfect for relaxing, gaming, or entertaining guests. The long driveway provides ample parking, and the home is surrounded by stunning custom-built residences, adding to the appeal and prestige of the neighborhood. Just a short GOLF CART ride away, you’ll find the charm and vibrancy of Historic Downtown Winter Garden, known for its award-winning restaurants, boutique shopping, outdoor dining, farmers market, & events. This is more than a home — it’s a lifestyle defined by luxury, walkability, connection, & the unmatched charm of Winter Garden living. This golf-cart-approved WATERFRONT community offers year-round activities, from golf cart parades to book clubs & social gatherings, making it an extraordinary place to call home. The community features parks, playgrounds, two pools, a clubhouse, dog park, & trails, including access to the 22 mile long WEST ORANGE TRAIL. Don’t miss this opportunity to live in one of the areas most sought-after neighborhoods, with easy access to interstate travel, shops, restaurants, golf courses, & world-renowned theme parks!
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Ashley Boyd (321-209-5540)
1507 WILD SWEETGRASS WAY, OAKLAND, FL 34787
$565,00013 Days on yellowkey MLS ID: O6409105
0 Days Off yellowkey (back on 5/23/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1975 Built: 2019Monthly Fee: $286 Tax: $8,748 (2025)Community: Longleaf At OaklandSingle Family
Taxes:$8,748
Remarks: Under contract-accepting backup offers. Beautifully maintained 3-bedroom, 2-bath single-story home located in the desirable Longleaf at Oakland community. From the welcoming wraparound porch to the open and functional layout, this home offers thoughtful upgrades throughout, including wood-look laminate flooring, 9’ ceilings, 8’ interior doors, custom moldings, and designer finishes. The kitchen features KitchenAid appliances, quartz countertops, a natural stone backsplash, oversized island, and a bonus flex space perfect for a coffee bar or wine area. The split-bedroom floor plan provides added privacy, while the spacious primary suite includes dual vanities, a walk-in shower with rain shower head, linen closet, and two walk-in closets. Enjoy Florida living year-round on the paved and screened lanai overlooking beautifully landscaped, low-maintenance gardens. HOA includes lawn care for added convenience. Located just STEPS from the popular WEST ORANGE TRAIL, this home is perfectly positioned for outdoor living and an active lifestyle. Situated within the highly sought-after GOLF CART DISTRICT, you can easily cruise to HISTORIC DOWNTOWN WINTER GARDEN for shopping, dining, entertainment, and the award-winning Farmers Market. Community amenities include a pool, playground, and neighborhood park. Private showings available.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Rema Perras (802-233-5292)
1216 HULL ISLAND DR, OAKLAND, FL 34787
$1,799,00021 Days on yellowkey MLS ID: G5112107
2 Days Off yellowkey (back on 5/22/2026)
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4224 Built: 2021Monthly Fee: $165 Tax: $20,050 (2025)Community: Hull Island/OaklandSpa: YesSingle Family
Taxes:$20,050
Remarks: Under contract-accepting backup offers. Experience the ultimate lakefront lifestyle in this stunning MI Homes Endeavor, perfectly positioned on 83 feet of shoreline along Lake Apopka - No Flood Zone - in the highly desirable community of Hull Island. Built just 5 years ago, this exceptional residence offers 4,224 square feet of thoughtfully designed living space featuring 5 bedrooms, 4.5 bathrooms, bonus room, two dedicated office spaces (one on each floor), and a 3-car garage. Every detail of this home has been carefully curated with extensive post-builder upgrades and thoughtful custom touches throughout. With no rear or front neighbors, this property delivers both privacy and breathtaking natural beauty. Enjoy unforgettable sunset views from the newly installed Trex boat dock, the resort-style screened pool and patio, or nearly every west-facing room in the home. Out front, peaceful preserve views create the perfect backdrop for sunrise mornings. From the moment you step inside, you’re welcomed by soaring ceilings, abundant natural light, and stunning water views. The dramatic family room showcases impressive vaulted ceilings, creating an open yet inviting atmosphere ideal for both entertaining and everyday living. The gourmet kitchen is truly a chef’s delight, featuring a massive center island, natural gas cooktop, built-in convection oven, stainless steel appliances, and extensive cabinetry and prep space. The adjoining dinette area offers casual dining convenience, while the formal dining room provides an elegant setting for gatherings and celebrations. The first floor also includes a wine room, private office, guest bedroom, and full pool bath with direct outdoor access. Designed for exceptional indoor-outdoor living, the backyard retreat is nothing short of spectacular. The recently designed luxury pool features elegant waterfall and fountain elements, an oversized jacuzzi, custom natural gas fire pit, turf play area, and expansive covered lanai complete with tongue-and-groove ceiling and travertine flooring — all enclosed within a panoramic screen offering unobstructed lake views. Enjoy direct access to Florida’s natural beauty right from your backyard. Spend your evenings fishing from the private dock, launching your boat with ease from the electric lift for a sunset cruise on Lake Apopka, or exploring the connected Tavares Chain of Lakes and charming downtown Mount Dora by water. Upstairs, a striking staircase with sleek glass railings enhances the home’s modern design. The luxurious owner’s suite offers incredible lake views and a recently renovated spa-inspired ensuite featuring a freestanding soaking tub, oversized walk-in shower, and designer finishes. The spacious game/media room and second office overlooking the preserve offer incredible flexibility for work, entertainment, or multigenerational living. Secondary bedrooms enjoy beautiful views, while the fourth bedroom functions perfectly as a private mini-suite. Ideally located in the charming Town of Oakland, Hull Island offers convenient access to Winter Garden, Clermont, the Florida Turnpike, shopping, dining, and recreation. Community amenities include a pool, playground, dog park, and private dock access on the nature preserve - all with a low HOA. This is a rare opportunity to own an extraordinary lakefront retreat where luxury, comfort, and the Florida lifestyle come together seamlessly. Schedule your private showing today and experience lakeside living at its finest.
Listing is courtesy of: THE FLORIDA PROPERTY SHOP SALE (352-346-7857)
Listing Agent: Elizabeth Fowler (863-441-5304)
624 HULL ISLAND DR, OAKLAND, FL 34787
$849,000202 Days on yellowkey MLS ID: O6359887
2 Days Off yellowkey (back on 5/19/2026)
REDUCED by $45,000 (5.0%) on 05/02/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2708 Built: 1983 Tax: $2,454 (2024)Community: Hull Island At OaklandSpa: NoSingle Family
Taxes:$2,454
Remarks: Under contract-accepting backup offers. Discover a rare opportunity to own a private estate property in one of West Orange County’s most desirable corridors. Situated in Oakland, this 2.55-acre parcel offers space, privacy, and future potential just minutes from the conveniences of West Colonial Drive, Florida Turnpike (Exit 275), Clermont, and the vibrant districts of Oakland and Downtown Winter Garden. Properties like this are increasingly difficult to find. The home sits in an unincorporated area, giving flexibility and freedom while still being close to everything that makes this area so special. Walk or bike to the West Orange Trail, enjoy easy access to local parks, and connect quickly to shopping, dining, and major commuter routes. The residence offers approximately 2,700 square feet of living space and has been thoughtfully maintained in its original 1983 character, making it ideal for buyers seeking land, privacy, and the opportunity to personalize or modernize over time. Inside, you’ll find an open floor plan with soaring vaulted ceilings and large picture windows that fill the home with natural light. A dramatic floor to ceiling stone fireplace anchors the main living area and creates a warm focal point for gatherings or quiet evenings at home. The kitchen is spacious and functional, featuring abundant cabinetry, a large center island, built in appliances, and generous room for entertaining and everyday living. A large enclosed sunroom extends the living space and offers endless possibilities for a game room, fitness studio, home office, or year round relaxation overlooking the backyard. The home includes four generously sized bedrooms and two full bathrooms, all preserving their original charm and offering a strong foundation for updates, renovation, or a curated vintage aesthetic. Step outside and the true value of this property becomes clear. The 2.55 acres provide room for gardens, animals, workshops, RV and boat storage, or the creation of a private retreat. A detached casita adds flexibility for guests, extended family, a home office, or potential future income use. The property operates on a private well and septic system, offering independence, lower utility costs, and a rural lifestyle feel without sacrificing proximity to major roads, downtown Winter Garden, and the growing Oakland corridor. A unique blend of land, location, and opportunity this is a property where you can create, expand, and invest in a lifestyle that is increasingly rare in Central Florida.
Listing is courtesy of: RE/MAX EXCLUSIVE COLLECTION (407-447-2829)
Listing Agent: Carmelo Nuccio (321-441-6951)
729 STRIHAL LOOP, OAKLAND, FL 34787
$679,900113 Days on yellowkey MLS ID: O6381069
3 Days Off yellowkey (back on 5/18/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3583 Built: 2001Monthly Fee: $92 Tax: $4,417 (2024)Community: Johns Landing Ph 01 44/47Single Family
Taxes:$4,417
Remarks: Prince drastically reduced for quick sale !!! Luxury, Location, and Lake Access !! This elegant 5 bedrooms, 3.5 baths home is located in an exclusive gated community on Johns Lake, offering privacy and luxury lifestyle. Home boasts vaulted ceilings and designer quartz counter tops. Step outside to your private pool or take advantage of the community's private boat ramp with direct lake access to popular Johns Lake. Home is updated with the entire roof replaced in November 2019 and new A/C in 12/21/2020. Perfectly positioned minutes from Florida Turnpike and within 25 minutes from Disney, Universal Studios, Downtown Orlando, Downtown Clermont, Downtown Winter Garden, and the Bike Trail which connects Clermont, Oakland, Winter Garden, and Orlando. All measurements are approximate and should be verified.
Listing is courtesy of: LIBERTY HOME SALES INC (321-256-0500)
Listing Agent: Subhas Sawh (407-402-1350)
1318 PAINTED BUNTING AVE, OAKLAND, FL 34787
$360,00084 Days on yellowkey MLS ID: O6389319
REDUCED by $10,000 (2.7%) on 05/05/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1472 Built: 2019Monthly Fee: $425 Tax: $4,710 (2025)Community: Longleaf/Oakland RepTownhouse
Taxes:$4,710
Remarks: One or more photo(s) has been virtually staged. You’re going to love this beautifully maintained 2-bedroom, 2.5-bath Townhome in the highly desirable Longleaf At Oakland which is perfectly located just a 1/2 mile from the Florida Turnpike, offering easy access to everything Central Florida has to offer. The entire interior was freshly painted in March 2026, giving the home a bright, fresh feel from the moment you walk in. The inviting front porch is the perfect place to enjoy your morning coffee. Inside, abundant natural light flows through the numerous windows, enhancing the spacious open-concept layout. The large kitchen features an island, stainless steel appliances, granite countertops, and an oversized pantry, making it ideal for both everyday living and entertaining. The inside utility room is conveniently located on the first floor with additional storage under the stairway. Upstairs you’ll find two private master suites, each with its own full bathroom. The primary suite boasts a massive walk-in closet with a window and the en-suite offers dual vanities and an easily accessible walk-in shower. The second bedroom includes a tub/shower combo and its own walk-in closet. Step outside to the private courtyard, perfect for grilling and enjoying Florida’s beautiful weather with plenty of space for outdoor seating or even a hot tub. This home is equipped with Google smart lighting switches, and a Google thermostat can easily be installed and controlled through your app. The two-car garage offers private rear entry into the home with a spacious driveway that provides additional parking along with guest parking nearby. There is additional parking in the front of this home also. Enjoy being just steps away from the beautiful community pool overlooking the pond and the neighborhood playground. This home and community offers everything the Florida Lifestyle has to offer!
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Randy Adams Pa (321-438-1027)
918 HULL ISLAND DR, OAKLAND, FL 34787
$729,90027 Days on yellowkey MLS ID: O6404554
0 Days Off yellowkey (back on 5/12/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2268 Built: 2021Monthly Fee: $165 Tax: $7,497 (2025)Community: Hull IslandSingle Family
Taxes:$7,497
Remarks: Under contract-accepting backup offers. Welcome to this beautifully designed POOL home in the highly desirable WATERFRONT community of Hull Island in Oakland, where residents enjoy a lifestyle rich in amenities, including a scenic walking dock, community park, playground, dog park, and resort-style pool. This thoughtfully designed four bedroom - 3 bath home offers a functional and private split floor plan ideal for both everyday living and hosting guests. At the front of the home, a guest bedroom features its own en-suite bath—perfect for visitors or multi-generational living. Toward the rear of the home, the primary suite serves as a peaceful retreat, ideally positioned to overlook the pool and capture stunning SUNSET views. The suite includes a spacious spa-like bath with two separate vanities, quartz counters, a shower, two walk-in closets, including an expansive walk-in closet that conveniently connects directly to the laundry room for added ease and efficiency. The remaining two bedrooms are well-sized and share a full bath, creating a comfortable and versatile layout. Throughout the home, you’ll find tasteful customizations including upgraded lighting and stylish accent walls that add warmth and character, all while maintaining a clean, modern aesthetic. The kitchen has been beautifully updated with quartz countertops, under cabinet lighting, tile backsplash, stainless appliances, including a GE CAFE refrigerator, cooktop, built-in microwave and oven, and generous prep and gathering space—perfect for entertaining or casual family meals. Step outside to your private backyard oasis with no rear neighbors, offering enhanced privacy and tranquility. The SALTWATER pool invites year-round enjoyment, while the covered lanai, travertine decking, and screened enclosure create the perfect setting for relaxing—Florida style. As a bonus, the lanai is plumbed for an outdoor kitchen and ready to be connected! The two car garage features durable epoxy flooring, offering a clean, polished look. Turnkey and meticulously maintained, this home is everything you’ve dreamed about. Combining thoughtful design, premium upgrades, and a prime location, this property truly embodies the best of Florida living. The community itself is a haven for nature lovers, with a sparkling POOL, charming gazebo, and a picturesque boardwalk leading to a fishing pier offering breathtaking views of Lake Apopka. Enjoy the park, playground, dog park, and a private entrance to the 120+ acre Oakland Nature Preserve, complete with winding trails. For those who appreciate outdoor adventure, the 22-mile West Orange Trail is nearby, as well as easy access to major highways (Turnpike, 408, 429), shopping, dining, three vibrant towns (Clermont, Oakland, and historic downtown Winter Garden), golf courses, tennis and pickleball courts, and Orlando’s world-class amenities, including the international airport, theme parks, and beaches. This is more than just a home—it's a lifestyle. Seize this rare opportunity to own your own slice of PARADISE.
2259 WHITE FEATHER LOOP, OAKLAND, FL 34787
$525,000110 Days on yellowkey MLS ID: O6381627
1 Days Off yellowkey (back on 5/5/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2204 Built: 2017Monthly Fee: $110 Tax: $5,025 (2024)Community: Oakland Trls Ph 1Single Family
Taxes:$5,025
Remarks: Under contract-accepting backup offers. 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 newer(2024) luxury plank flooring, a large living/dining area, built-in OFFICE SPACE, and a half sized bathroom. The kitchen is a CHEF'S DREAM featuring granite counters, a large eat-in island, stainless steel appliances, built-in oven and microwave, designer pendant lighting, closet style pantry, and a dedicated coffee/work station. WOW! Head upstairs and pass through the BONUS LOFT area into an OVERSIZED MASTER SUITE with tray ceilings, a large split vanity master bath, and a MASSIVE WALK-IN CLOSET equipped with built-in shelving and organizers. The second floor also contains three secondary bedrooms, a full size hallway bathroom, and a large laundry room. Additional features of the home include: a FULL SOLAR PANEL SYSTEM(providing significant energy savings), an oversized two car garage, built-in security system, and paver driveway. The Oakland Trails community includes a community pool and clubhouse, dog park, playground, and walking trails. Located minutes away from the WEST ORANGE TRAIL this area is a hotbed for outdoor recreation and is ZONED FOR EXCELLENT SCHOOLS! In close proximity to major commuting highways, downtown Winter Garden, and ample shopping amenities, this is a PRIME LOCATION home and MOVE-IN ready for it's next owners. DON'T DELAY!! Book your private showing today.
Listing is courtesy of: YOUNG REAL ESTATE (407-904-0069)
Listing Agent: Chuck Burt (407-676-4268)
1970 STANDING ROCK CIR, OAKLAND, FL 34787
$796,000195 Days on yellowkey MLS ID: O6361226
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3528 Built: 2019Monthly Fee: $133 Tax: $7,172 (2024)Community: Oakland Trls Ph 2Single Family
Taxes:$7,172
Remarks: 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 UPGRADES—creating a home that truly feels “better than new.” Step inside to an inviting OPEN-CONCEPT LAYOUT, where the chef’s kitchen overlooks the spacious living area. Recessed lighting, NEW TILE FLOORING on the main level (2023), and ceiling fans throughout (2020) elevate the home’s comfort and style. The entire home is also PREWIRED WITH CAT 6, ideal for high-speed connectivity. The DREAM KITCHEN is a showstopper with stylish cabinetry, stone countertops, a breakfast bar, built-in oven, cooktop stove with POT FILLER, tile backsplash, walk-in pantry, and a GALLEY-STYLE COFFEE BAR AREA—perfect for morning routines or entertaining. A spacious Kitchen dinette area overlooks the backyard, adding a warm and functional touch to the heart of the home. In the Living room, enjoy a CUSTOM ACCENT WALL (2023) and views of the large backyard through dual sliding glass doors. A separate Dining room offers flexibility for family gatherings or can easily serve as a formal living room. The first floor also includes a VERSATILE OFFICE/PLAYROOM, convenient under-stair storage, and ONE OF THE FIVE BEDROOMS—complete with laminate wood flooring—located next to a full bathroom, providing a perfect space for guests or multigenerational living. Upstairs, a GENEROUS LOFT creates a perfect secondary living area. The UPDATED PRIMARY SUITE (2025) features a beautiful tray ceiling, a LUXURIOUS EN SUITE BATH with dual vanities, a step-in shower, and a huge walk-in closet. Three additional bedrooms and another full bath offer plenty of comfortable space for family and guests. A paver driveway leads to the generous 3-CAR GARAGE featuring epoxy flooring, additional kitchen-style cabinetry, and PREWIRING for an electric vehicle. Outside, enjoy a large covered patio and an EXPANSIVE BACKYARD, ideal for future customization, gatherings, or play. Oakland Trails is loved for its peaceful setting and small-town charm, offering access to the West Orange Trail, playgrounds, green spaces, and TOP-RATED SCHOOLS. Ideally positioned near DOWNTOWN WINTER GARDEN, residents enjoy quaint dining and gatherings spots, PLANT STREET MARKET, charming shops, and easy access to SR 429 for seamless commuting. Every detail has been thoughtfully crafted for ELEVATED LIVING—come experience the exceptional quality and SOPHISTICATION this home offers. Schedule your showing today!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
2065 WHITE FEATHER LOOP, OAKLAND, FL 34787
$549,900117 Days on yellowkey MLS ID: O6379741
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2089 Built: 2019Monthly Fee: $105 Tax: $5,490 (2024)Community: Oakland Trls Ph 2Single Family
Taxes:$5,490
Remarks: Welcome to the highly desirable Oakland Trails community, where this beautifully designed 2019 Meritage Home offers an exceptional blend of modern comfort, energy efficiency, and everyday convenience. Ideally located just approximately 30 minutes from Disney, Universal, and Downtown Orlando, the home provides easy access to major attractions while preserving a peaceful residential atmosphere. Oakland Trails is known for its top-rated schools, scenic walking and biking trails, and thoughtfully planned amenities, including a community pool, clubhouse, and dog park. The neighborhood features wide streets, attractive entryways, and a welcoming environment, with close proximity to Historic Downtown Winter Garden, offering popular restaurants, breweries, shops, and community events. Built with energy efficiency in mind, this Meritage Home includes spray foam insulation, helping maintain consistent indoor comfort while reducing utility costs. The home is equipped with an advanced HVAC system featuring enhanced air purification and fresh-air intake, ideal for comfortable and healthy living. The interior showcases a gourmet kitchen with KitchenAid appliances, quartz countertops, and a custom-tiled island, complemented by high ceilings and tall doorways that create an open, airy feel throughout. Additional features include a partially metal and shingle roof, a full gutter system, a custom wood staircase, and a spacious primary suite with a built-in closet system. Generous storage throughout the home makes it well suited for families of any size. The property is ideal for long-term rental use. While short-term rentals are restricted by the HOA, the home’s modern construction, low-maintenance design, and strong location support long-term value and rental stability. Notably, the home has been strictly pet-free under current ownership, making it an excellent option for buyers with sensitivities. A detailed list of builder upgrades and owner improvements will be provided with the listing, offering full transparency into the home’s added value. Additional features include installed security cameras and a custom Tesla charging outlet, included at no additional cost with a full-price offer. Furniture is not included; however, the seller is open to selling select items separately if desired. A well-maintained, energy-efficient home in one of the area’s most sought-after communities — offering quality construction, lifestyle amenities, and long-term appeal.
Listing is courtesy of: PINK MIAMI (305-504-0807)
Listing Agent: Denis Bochkov (754-248-4417)
2117 GOPHER TORTOISE TER, OAKLAND, FL 34787
$364,90067 Days on yellowkey MLS ID: O6385739
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1497 Built: 2020Monthly Fee: $426 Tax: $5,594 (2024)Community: Longleaf/Oakland RepTownhouse
Taxes:$5,594
Remarks: Skip the projects, this 2020 built home is ready for you! This open-concept layout creates a bright and inviting space perfect for entertaining. The kitchen, where matching marble countertops and cabinetry create a clean and cohesive look. A charming office nook on the first floor provides the perfect spot for working from home or managing daily tasks while staying connected to the living areas. Upstairs, each bedroom is thoughtfully designed as its own private suite, complete with a full bathroom and walk in closet, offering comfort and privacy for all occupants. The layout provides flexibility for a variety of living arrangements while maintaining a sense of personal space throughout. Enjoy quiet evenings on the private patio featuring outdoor lighting and a smart home dimmer system that sets the perfect ambiance. A covered walkway leads to the detached garage, offering convenience and protection from the elements. The garage also includes space for a personal workout setup, creating an easy option for staying active at home. Located in a convenient Central Florida area with easy access to major roadways, shopping, dining, and everyday essentials. Enjoy peace of mind with a newer construction and an added UV light system in the HVC to inmporve indoor air quality. It is truly ready for its new owner to come in and live.
Listing is courtesy of: SERHANT (786-296-8626)
Listing Agent: Mary Herrod De Boer (219-771-1332)
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