24 listings found
510 BRILEY AVENUE
OAKLAND FL 34760
Residential / Single Family Residence
5 Bed · 5 Bath · 2 Half Baths · 5,478 SqFt · $653/SqFt
Days on Market: 72
County: Orange
Legal Subdivision Name: BRILEY FARM
Year built: 2025
Garage: Yes 4 vehicles
Private Pool: Yes
Stunning J&J Model Home in Briley Farm – Leaseback Opportunity! Step into unmatched luxury at this impeccably crafted J&J Building model home, perfectly positioned on a premier corner lot in the sought-after Briley Farm community of Oakland, FL. Designed with exceptional attention to detail, this residence offers 4 bedrooms, 4 full baths, 2 powder baths, a loft, bonus room, private office, two laundry rooms, and a detached casita with a full ensuite—ideal for guests, in-laws, or extended stays. Inside, the home showcases elevated finishes at every turn, including Sierra Pacific windows—62 in total—filling the home with natural light, an impressive ... Read more....»
1173 PRADO LANE
OAKLAND FL 34787
Residential / Single Family Residence
5 Bed · 5 Bath · 1 Half Bath · 4,204 SqFt · $532/SqFt
Days on Market: 97
County: Orange
Legal Subdivision Name: GROVE AT THE HARVEST DISTRICT
Year built: 2026
Garage: Yes 3 vehicles
Private Pool: Yes
Pre-Construction. To be built. Introducing the Sunburst Model by Davila Homes Discover the perfect blend of modern luxury and everyday comfort in the Sunburst, a beautifully designed 4,204-square-foot residence by Davila Homes. With 5 spacious bedrooms and 5.5 elegantly finished bathrooms, this home offers the ideal balance of open living and private retreat—crafted to meet the needs of today’s modern family. Step inside and experience a thoughtfully designed open-concept floorplan that seamlessly connects the gourmet kitchen, dining area, and great room—creating a warm, inviting space that’s perfect for both relaxed living and stylish entertaining. High-end finishes, designer details, and natural light throughout ... Read more....»
1146 PRADO LANE
OAKLAND FL 34787
Residential / Single Family Residence
5 Bed · 5 Bath · 1 Half Bath · 3,992 SqFt · $534/SqFt
Days on Market: 97
County: Orange
Legal Subdivision Name: GROVE AT THE HARVEST DISTRICT
Year built: 2026
Garage: Yes 2 vehicles
Private Pool: Yes
Pre-Construction. To be built. Introducing the Hearth Stone Model by Davila Homes. Discover the perfect blend of modern luxury and everyday comfort in the Hearth Stone, a beautifully designed 3,992-square-foot residence by Davila Homes. With 5 spacious bedrooms and 5.5 elegantly finished bathrooms, this home offers the ideal balance of open living and private retreat—crafted to meet the needs of today’s modern family. Step inside and experience a thoughtfully designed open-concept floor plan that seamlessly connects the gourmet kitchen, dining area, and great room—creating a warm, inviting space that’s perfect for both relaxed living and stylish entertaining. High-end finishes, designer ... Read more....»
1258 RIDGE LAKE WAY
OAKLAND FL 34787
Residential / Single Family Residence
4 Bed · 4 Bath · 4,557 SqFt · $438/SqFt
Days on Market: 1
Cumulative Days on Market: 362
County: Orange
Legal Subdivision Name: OAKLAND PARK
Year built: 2026
Garage: Yes 3 vehicles
Pre-Construction. To be built. Pre-Construction. To be built. A Custom home in the Reserve of the sought-after Oakland Park community. This is a RCB Homes custom-built two story, four-bedroom, four-bath floor plan that you will customize with all the luxury finishes you will pick yourself! The floorplan is an open concept design, but you can still make changes to the floorplan if you want! The lot affords beautiful views of Lake Apopka on a secluded cul-de-sac. The community is conveniently located minutes away from downtown Winter Garden, with a plethora of restaurants, shopping, and more. If outdoor recreation is ... Read more....»
1106 SARAH MATHEWS DRIVE
OAKLAND FL 34760
Residential / Single Family Residence
5 Bed · 5 Bath · 1 Half Bath · 3,596 SqFt · $549/SqFt
Days on Market: 10
County: Orange
Legal Subdivision Name: GROVE AT THE HARVEST DISTRICT
Year built: 2026
Garage: Yes 2 vehicles
Private Pool: Yes
Pre-Construction. To be built. Nestled within the exclusive Grove community, the Clementine Plan by Element Home Builders is a bespoke pre-construction offering that showcases timeless architecture, refined luxury, and exceptional craftsmanship. This thoughtfully designed residence features 5 bedrooms, 5 full bathrooms, a powder room, loft across 3,596 square feet of elegantly curated living space—where classic design meets modern sophistication. Buyers may personalize the home with a curated selection of upgrade options, including additional squarefootage, a custom pool and spa, summer kitchen, cabana, golf cart garage and storage, three-car garage, or a private garage apartment suite. Home plans, elevations, and design ... Read more....»
906 ALLENDALE LANE
OAKLAND FL 34787
Residential / Single Family Residence
4 Bed · 4 Bath · 3,784 SqFt · $478/SqFt
Days on Market: 26
County: Orange
Legal Subdivision Name: OAKLAND PARKB-2
Year built: 2023
Garage: Yes 3 vehicles
Step into a custom residence where calmness, grace, and thoughtful design greet you from the moment you arrive. In the quiet part of community, overlooking peaceful pond views, this luxury home features an open, airy floor plan filled with natural light, upscale laminate planks throughout, large lot. The gourmet kitchen is a true centerpiece here, offering a commercial-grade hood ideal for entertaining, gas stove, Bosch appliances, pot filler, walk-in pantry, and an appliance garage. The living area flows seamlessly to the outdoors through fully retractable sliding glass doors, complemented by surround sound and custom-tinted windows for comfort and privacy. With ... Read more....»
1207 RIDGE LAKE WAY
OAKLAND FL 34787
Residential / Single Family Residence
5 Bed · 3 Bath · 1 Half Bath · 3,909 SqFt · $435/SqFt
Days on Market: 158
County: Orange
Complex/CommunityName: OAKLAND PARK RESERVE
Legal Subdivision Name: OAKLAND PARK
Year built: 2026
Garage: Yes 3 vehicles
Pre-Construction. To be built. This is a pre-construction, to be built, custom home located in the final phase (The Reserve) of the Oakland Park community. This two-story custom RCB home can be customized! All finish selections can be made by the buyer; even change/customize the floor plan! This two story floor plan offers 5 bedrooms, 3.5 baths, an office and 3-car garage. This home can be yours - YOUR WAY! The Oakland Park subdivision is a short walk on the West Orange Trail to downtown Winter Garden. Enjoy easy access to the community pool & clubhouse, dining, shopping & entertainment. ... Read more....»
620 N TUBB STREET
OAKLAND FL 34760
Residential / Single Family Residence
6 Bed · 7 Bath · 1 Half Bath · 5,614 SqFt · $294/SqFt
Days on Market: 94
County: Orange
Legal Subdivision Name: OAKLAND
Year built: 1903
Garage: No
This exquisite gem has endless opportunities: a wellness center, wedding event venue, and Airbnb. Not looking to own a bed and breakfast? This would also make a fantastic stately residential home! This distinctive 19th-century Oakland Manor House sits on an .8-acre park-like setting in the charming town of Oakland. Carefully restored to preserve and enhance its original beauty with abundant woodworking, tall windows, 10’ ceilings, and elegant staircases. French doors connect the formal dining and living room to a grand Florida room with a hot tub and outdoor porch. A modern island kitchen features stainless steel appliances, 3 sinks, and ... Read more....»
1210 JOHNS COVE LANE
OAKLAND FL 34787
Residential / Single Family Residence
4 Bed · 2 Bath · 1 Half Bath · 2,842 SqFt · $545/SqFt
Days on Market: 5
County: Orange
Legal Subdivision Name: JOHNS COVE 43/104
Year built: 2016
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
One or more photo(s) has been virtually staged. Experience elevated lakefront living on the shores of prestigious Johns Lake. Situated on an expansive half-acre homesite within the exclusive gated Johns Cove community, this meticulously maintained 4-bedroom, 2.5-bath waterfront residence offers direct lake access, panoramic sunset views, and refined designer finishes throughout. Built in 2016 and thoughtfully upgraded, the home also features a recently installed air conditioning system for optimal comfort and efficiency. Inside, the home makes an immediate impression with soaring ceilings, 8-foot doors, and an abundance of natural light. Mannington luxury vinyl flooring flows seamlessly throughout, creating a cohesive, upscale ... Read more....»
1156 CIVITAS WAY
OAKLAND FL 34787
Residential / Single Family Residence
4 Bed · 2 Bath · 1 Half Bath · 2,710 SqFt · $480/SqFt
Days on Market: 4
County: Orange
Legal Subdivision Name: OAKLAND PARKB-1
Year built: 2022
Garage: Yes 3 vehicles
Welcome to this exceptional 2022 RCB custom home in Oakland Park, one of Central Florida's most desirable communities. Ideally positioned on a premium corner lot with a view of Apopka Lake, from the second story balcony and no onward facing front neighbors, this residence embodies the front-porch lifestyle that defines Oakland Park's appeal. Located near the scenic West Orange Trail and minutes from historic downtown Winter Garden's acclaimed restaurants, boutique shops, and cultural venues, this home offers the perfect balance of serene outdoor living and convenient community access. The neighborhood is known for its resort-style amenities, including community pools and ... Read more....»
4361 NE 13TH TERRACE
OAKLAND PARK FL 33334
Residential / Single Family Residence
3 Bed · 3 Bath · 1 Half Bath · 2,455 SqFt · $407/SqFt
Days on Market: 78
County: Broward
Legal Subdivision Name: CORAL HEIGHTS SEC 2 45-8 B
Year built: 1959
Garage: Yes 2 vehicles
Private Pool: Yes
Welcome to this beautifully renovated 3BR/3BA home in Oakland Park, FL, Broward County, offering spacious living and thoughtful updates. Vaulted ceilings and a large living room create an open, inviting atmosphere, while the huge kitchen features granite countertops, stainless steel appliances, and abundant cabinetry—perfect for everyday living or entertaining. The generous primary suite includes a private bath, and the split floor plan ensures comfort for family or guests. Outdoors, enjoy your private retreat with a heated pool, jacuzzi, open patio, plant beds, and an unfinished cabana bath ready for customization. Relax on the covered front porch or take advantage of ... Read more....»
624 HULL ISLAND DRIVE
OAKLAND FL 34787
Residential / Single Family Residence
4 Bed · 2 Bath · 2,708 SqFt · $367/SqFt
Days on Market: 106
County: Orange
Legal Subdivision Name: HULL ISLAND AT OAKLAND
Year built: 1983
Garage: Yes 2 vehicles
Lot Size (in acres): 2.55
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, ... Read more....»
1970 STANDING ROCK CIRCLE
OAKLAND FL 34787
Residential / Single Family Residence
5 Bed · 3 Bath · 3,528 SqFt · $226/SqFt
Days on Market: 94
County: Orange
Legal Subdivision Name: OAKLAND TRLS PH 2
Year built: 2019
Garage: Yes 3 vehicles
Community Pool: Yes
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 ... Read more....»
729 STRIHAL LOOP
OAKLAND FL 34787
Residential / Single Family Residence
4 Bed · 3 Bath · 1 Half Bath · 3,583 SqFt · $195/SqFt
Days on Market: 1
Cumulative Days on Market: 146
County: Orange
Legal Subdivision Name: JOHNS LANDING PH 01 44/47
Year built: 2001
Garage: Yes 2 vehicles
Private Pool: Yes
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 2019 and the A/C in 2024. 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 ... Read more....»
2450 STANDING ROCK CIRCLE
OAKLAND FL 34787
Residential / Single Family Residence
5 Bed · 4 Bath · 3,163 SqFt · $220/SqFt
Days on Market: 104
County: Orange
Legal Subdivision Name: OAKLAND TRAILS
Year built: 2019
Garage: Yes 2 vehicles
Come tour this stunning two-story Meritage Home thoughtfully designed for modern living and effortless entertaining! The open-concept floor plan features a spacious kitchen that seamlessly overlooks the living and dining areas, creating a setting for family gatherings or dinner parties. Upstairs, enjoy a versatile loft ideal for movie nights, game days or relaxing with friends. Go outside to your extended patio and unwind with morning coffee or evening wine, all while enjoying privacy of no rear neighbors. Upgrades abound, including a gourmet kitchen with granite countertops, stainless steel appliances and elegant luxury vinyl flooring, designed with comfort and efficiency in ... Read more....»
2451 SKY STONE COURT
OAKLAND FL 34787
Residential / Single Family Residence
5 Bed · 3 Bath · 1 Half Bath · 3,007 SqFt · $229/SqFt
Days on Market: 51
County: Orange
Legal Subdivision Name: OAKLAND TRLS PH 1
Year built: 2020
Garage: Yes 2 vehicles
THIS ONE IS A MUST SEE! Upgrades on upgrades on upgrades! Welcome to Oakland Trails in the charming City of Oakland. This spacious 5-bedroom, 3.5-bath home offers a flexible layout perfect for today’s lifestyle. Enjoy a cozy Great Room, formal Dining Room, and a stunning modern staircase that leads into an open-concept Living Room and beautifully upgraded Kitchen featuring ample cabinetry, generous counter space, and a designer backsplash. The first-floor primary suite is a private retreat with a luxurious bath, dual vanities, soaking tub, walk-in shower, and an oversized walk-in closet. Upstairs offers a large loft, spacious secondary bedrooms, and ... Read more....»
847 CURA COURT
OAKLAND FL 34787
Residential / Single Family Residence
4 Bed · 3 Bath · 3,000 SqFt · $213/SqFt
Days on Market: 43
County: Orange
Legal Subdivision Name: JOHNS LANDING PH 01 44/47
Year built: 2002
Garage: Yes 3 vehicles
Located within the exclusive gated waterfront community of John’s Landing, this residence offers the perfect balance of Florida lifestyle, privacy, and everyday convenience, just minutes from Downtown Winter Garden and the scenic John’s Lake Chain. Set on an oversized lot at the end of a quiet cul-de-sac, the home features multiple living spaces, a bonus room / optional 5th bedroom, and a Florida room converted into a bar and game room, ideal for entertaining and flexible family living. The layout adapts effortlessly to growing households, remote work, or hosting guests. This move-in ready home provides long-term peace of mind with a brand-new ... Read more....»
2606 BOBCAT CHASE BOULEVARD
OAKLAND FL 34787
Residential / Single Family Residence
4 Bed · 2 Bath · 1 Half Bath · 2,473 SqFt · $258/SqFt
Days on Market: 86
County: Orange
Legal Subdivision Name: LONGLEAF AT OAKLAND
Year built: 2019
Garage: Yes 2 vehicles
*** Back on market after being temporarily off while the Seller moved (~45 days). *** Stunning former MODEL HOME on a premium CORNER lot – loaded with custom upgrades and just footsteps to the community POOL! Welcome to this beautifully appointed and lushly landscaped 4-bedroom, 2.5-bath home filled with high-end designer touches and thoughtful upgrades throughout, offering both comfort and style. Step inside to discover a bright, open floor plan featuring elegant luxury plank flooring and oversized tile. The ACCENT WALLS add depth and sophistication, while motorized shades and custom lighting fixtures bring both convenience and ambiance. Motorized shades offer ... Read more....»
529 JOHNS LANDING WAY
OAKLAND FL 34787
Residential / Single Family Residence
4 Bed · 3 Bath · 2,650 SqFt · $241/SqFt
Days on Market: 166
County: Orange
Legal Subdivision Name: JOHNS LANDING PH 02 48 138
Year built: 2004
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Welcome to your dream home in a prestigious gated community! This stunning 4-bedroom, 3-bathroom house offers 2,650 square feet of comfortable living space designed for both relaxation and entertainment. The thoughtfully designed layout includes a versatile fourth bedroom that can easily serve as a mother-in-law suite, perfect for multi-generational living or hosting extended guests. The primary bedroom provides a peaceful retreat with ample space and natural light throughout. New Roof 2022 & New AC 2025! Step outside to discover your personal oasis featuring a screened-in solar-heated pool area with a generous patio – ideal for year-round Florida living and entertaining. The ... Read more....»
1490 STONE ARROW COURT
OAKLAND FL 34787
Residential / Single Family Residence
5 Bed · 3 Bath · 1 Half Bath · 3,248 SqFt · $188/SqFt
Days on Market: 48
County: Orange
Legal Subdivision Name: OAKLAND TRLS PH 2
Year built: 2019
Garage: Yes 3 vehicles
Community Pool: Yes
This stunning 5 BEDROOM + LOFT + DEN, 3.5 BATH home is situated on a spacious CONSERVATION LOT in the all-new Oakland Trail community. Once you step inside you will immediately appreciate the modern open first floor feat NEW VINYL PLANK flooring int the living room/ dining room. The spacious kitchen feat stainless steel appliance package, lots of cabinet storage under beautiful granite counters, and center island with breakfast bar. The family room and the rear lanai feat peaceful views of the rear lawn and conservation area. The first floor master suite feat a large walk in closet and the ... Read more....»
2065 WHITE FEATHER LOOP
OAKLAND FL 34787
Residential / Single Family Residence
3 Bed · 2 Bath · 1 Half Bath · 2,089 SqFt · $268/SqFt
Days on Market: 17
Cumulative Days on Market: 51
County: Orange
Legal Subdivision Name: OAKLAND TRLS PH 2
Year built: 2019
Garage: Yes 2 vehicles
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, ... Read more....»
2259 WHITE FEATHER LOOP
OAKLAND FL 34787
Residential / Single Family Residence
4 Bed · 2 Bath · 1 Half Bath · 2,204 SqFt · $247/SqFt
Days on Market: 3
County: Orange
Legal Subdivision Name: OAKLAND TRLS PH 1
Year built: 2017
Garage: Yes 2 vehicles
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, ... Read more....»
1270 STATIONSIDE DRIVE DRIVE
OAKLAND FL 34787
Residential / Single Family Residence
4 Bed · 2 Bath · 2,046 SqFt · $254/SqFt
Days on Market: 1
County: Orange
Legal Subdivision Name: TRAILSIDE STATION REPLAT 44/23
Year built: 2002
Garage: Yes 2 vehicles
Private Pool: Yes
Sellers motivated
2135 STANDING ROCK CIRCLE
OAKLAND FL 34787
Residential / Single Family Residence
3 Bed · 2 Bath · 1 Half Bath · 2,078 SqFt · $229/SqFt
Days on Market: 12
County: Orange
Legal Subdivision Name: OAKLAND (291003127)
Year built: 2020
Garage: Yes 2 vehicles
ASSUMABLE 2.4% Interest Rate. Welcome to this beautifully appointed single-family home located in the charming town of Oakland, FL. Offering 3 bedrooms, 2.5 bathrooms, and 2,078 square feet of thoughtfully designed living space, this home features an open floor plan that’s perfect for both everyday living and entertaining. The spacious layout is complemented by an upstairs loft, ideal for a home office, media room, or additional living area, while abundant natural light enhances the modern, airy feel throughout. This home is loaded with high-end upgrades and smart-home features. Venetian blinds are installed throughout, including app-controlled motorized blinds on the dramatic high windows ... Read more....»
The information relating to real estate for sale on this website comes in part from the My Florida Regional MLS DBA Stellar MLS. This information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS.
