Search Results: Single Family Homes in Oakland for Sale

1258 RIDGE LAKE WAY
OAKLAND FL 34787

Residential / Single Family Residence

4 Bed  ·  4 Bath  ·  4,557 SqFt  ·  $438/SqFt

Days on Market: 11

County: Orange
Legal Subdivision Name: OAKLAND PARK
Year built: 2025
Garage: Yes 3 vehicles

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 entertainment. As you enter, you'll be captivated by the open-concept design that seamlessly connects the living areas, creating a warm and inviting atmosphere. The gourmet kitchen, with its state-of-the-art appliances and elegant finishes, is a chef's delight. Enjoy breathtaking views of Lake ... Read more....»

110 W RAILWAY AVENUE
OAKLAND FL 34760

Residential / Single Family Residence

5 Bed  ·  4 Bath  ·  1 Half Bath  ·  3,876 SqFt  ·  $502/SqFt

Days on Market: 47

County: Orange
Legal Subdivision Name: BRILEY FARM PH 1A
Year built: 2025
Garage: Yes 3 vehicles
Private Pool: Yes

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, 4.5-bathroom haven and be greeted by an inviting open floor plan flooded with natural light, perfect for both family living and entertaining guests. The spacious living area boasts soaring ceilings offers a welcoming ambiance for gatherings or quiet evenings at home. The gourmet kitchen is ... Read more....»

141 MILLHOLLAND STREET
OAKLAND FL 34760

Residential / Single Family Residence

4 Bed  ·  3 Bath  ·  1 Half Bath  ·  3,920 SqFt  ·  $482/SqFt

Days on Market: 106

County: Orange
Legal Subdivision Name: SOUTHERN OAKS AT OAKLAND SHORES
Year built: 2002
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Lot Size (in acres): 1.12

** Ask your lender about RATE BUY DOWN options. Did you know some lenders have minimal closing costs? ** Experience the essence of WATERFRONT living in this stunning custom-built Key West inspired retreat, nestled on the tranquil waters of LAKE APOPKA, overlooking spectacular sunsets. Nearly 275 feet of waterfront & 1.12 ACRES could be yours. Nearby LAKE LOTS are up to 1M+. This tropical CORNER lot home brings classic island charm, offering breathtaking water views from nearly every room, & includes 4 bedrooms, 3.5 baths, & a large BONUS room (potential 5th bedroom) with balcony, which could be used as ... Read more....»

511 BRILEY AVENUE
OAKLAND FL 34760

Residential / Single Family Residence

5 Bed  ·  4 Bath  ·  1 Half Bath  ·  3,665 SqFt  ·  $505/SqFt

Days on Market: 168

County: Orange
Legal Subdivision Name: BRILEY FARM PH 1A
Year built: 2024
Garage: Yes 2 vehicles
Private Pool: Yes

Pre-Construction. To be built. Introducing Briley Farm, an exquisite 111-acre sanctuary nestled in the historic charm of Oakland, Florida. Designed by renowned Element Home Builders, this brand-new architectural design evokes a Modern Farmhouse vibe, epitomizing luxury with a touch of heritage. A welcoming front porch creates small-town charm. The open kitchen connects to the family gathering areas. Top-of-the-line appliances and upscale finishes create a gourmet's dream. Step into a world of boundless elegance, where the open floor plan effortlessly merges indoor and outdoor living. The primary suite is luxe and expansive featuring a huge master closet, a private covered porch ... Read more....»

816 JOHNS POINT DRIVE
OAKLAND FL 34787

Residential / Single Family Residence

4 Bed  ·  4 Bath  ·  1 Half Bath  ·  3,450 SqFt  ·  $461/SqFt

County: Orange
Subdiv/Community Name: Not Applicable
Legal Subdivision Name: JOHNS COVE
Year built: 2020
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes

Nearly new lake front custom home on expansive .57-acre lot in beautiful Johns Cove. This gated community combines privacy and convenient access to Disney World, Universal, Sea World, downtown Orlando, Orlando International Airport, high- end and discount shopping, and excellent restaurants and golf courses. As you enter the gates of Johns Cove, drive down the tree lined streets to Johns Point Drive. The property is on the left. Note the long pavered driveway and three car garage (fully drywalled and porcelain tile floor). As you walk through the custom built front doors you immediataly see the beamed cathedral ... Read more....»

1112 HULL ISLAND DRIVE
OAKLAND FL 34787

Residential / Single Family Residence

4 Bed  ·  3 Bath  ·  1 Half Bath  ·  3,562 SqFt  ·  $365/SqFt

Days on Market: 9

County: Orange
Legal Subdivision Name: HULL ISLAND AT OAKLAND
Year built: 2021
Garage: Yes 3 vehicles
Waterfront: Yes

Welcome to your stunning lake front home, enjoy breathtaking views the moment you walk through the front door. Discover this exquisite, one of a kind home featuring premium upgrades throughout. Kitchen is a chefs dream with gas cooktop, double ovens, tons of counter space, large island, separate dinette, and custom walk-in pantry featuring wall to wall shelving for maximum storage and efficient organization. The kitchen is open to the expansive family room, accented with 12’ ceilings and tons of natural light streaming in through the triple sliding door. The family room looks out to your ... Read more....»

627 LARGOVISTA DRIVE
OAKLAND FL 34787

Residential / Single Family Residence

4 Bed  ·  3 Bath  ·  3,800 SqFt  ·  $303/SqFt

Days on Market: 43

County: Orange
Legal Subdivision Name: JOHNS LANDING PH 01 44/47
Year built: 2002
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes

Back on market! Huge price improvement... Schedule your personal tour of this captivating and stunning custom home. This is truly a luxury move-in ready, turn-key home, situated in the highly desirable Johns Landing gated community on Johns Lake. Recently remodeled throughout and fully furnished with all high-end desirable furniture that will convey with this home. Whether entertaining friends and family on the delightful patio and pool area or relaxing on the upper balcony sipping on a cocktail, enjoying the stunning panoramic sunset view, this is a truly exceptional home situated on a larger lot with pristine manicured landscaping. This custom, ... Read more....»

70 MILLHOLLAND STREET
OAKLAND FL 34760

Residential / Single Family Residence

5 Bed  ·  3 Bath  ·  2,534 SqFt  ·  $381/SqFt

Days on Market: 102

County: Orange
Legal Subdivision Name: SOUTHERN OAKS AT OAKLAND SHORES
Year built: 2009
Garage: Yes 2 vehicles
Private Pool: Yes

*** NEW ROOF will be installed prior to closing *** Ask your lender about RATE BUY DOWN options *** Did you know some lenders have minimal closing costs? *** Experience LUXURY living in this stunning, CUSTOM-built POOL home, perfectly redesigned to capture elegance and modern comfort. Nestled in the charming town of Oakland in the GOLF CART DISTRICT with partial WATER views, this exceptional residence sits on over a quarter of an ACRE (.3) and features an open-concept layout with high-end finishes. The gourmet kitchen boasts premium appliances, while the expansive living area seamlessly connects to the outdoor oasis, ... Read more....»

3900 NE 16TH AVENUE
OAKLAND PARK FL 33334

Residential / Single Family Residence

3 Bed  ·  2 Bath  ·  1,608 SqFt  ·  $513/SqFt

Days on Market: 243

County: Broward
Legal Subdivision Name: CORAL HEIGHTS SEC ONE 40-33 B
Year built: 1960
Garage: No
Private Pool: Yes
Waterfront: Yes

Welcome to your dream waterfront oasis in the coveted Coral Heights neighborhood! This fully renovated 3-bedroom, 2-bathroom home boasts luxury and convenience at every turn. Step inside to discover a meticulously crafted interior featuring a spacious layout and modern finishes throughout. The kitchen is a chef's delight with gleaming granite countertops, 42" cabinets, and top-of-the-line appliances, perfect for preparing gourmet meals or casual snacks for family and friends. The upgrades don’t stop there. The seller spared no expense in the newly remodeled bathrooms, equipped with luxury finishes and the installation of a new on-demand water heater. As you continue to make your way ... Read more....»

1740 STANDING ROCK CIRCLE
OAKLAND FL 34787

Residential / Single Family Residence

3 Bed  ·  2 Bath  ·  1 Half Bath  ·  1,995 SqFt  ·  $333/SqFt

Days on Market: 80
Cumulative Days on Market: 158

County: Orange
Legal Subdivision Name: OAKLAND TRLS PH 1
Year built: 2020
Garage: Yes 2 vehicles
Private Pool: Yes

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. There are 2 Tesla walls in the garage so you'll have backup if the electricity goes out. This sellers also purchased a 20-year Tesla monitoring package that will convey to the buyers. ... Read more....»

1215 JOHNS COVE LANE
OAKLAND FL 34787

Residential / Single Family Residence

4 Bed  ·  2 Bath  ·  2,811 SqFt  ·  $231/SqFt

Days on Market: 43

County: Orange
Legal Subdivision Name: JOHNS COVE 43/104
Year built: 2003
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes

Here is an AMAZING opportunity to own this adorable 4-bedroom, 3-bathroom custom pool home in the highly desirable Johns Cove community. This small, sought-after gated community on Johns Lake is ideally located just off the Florida Turnpike, close to Old Winter Garden, the airport, and all the Attractions. The community has its own private boat ramp, providing access to Johns Lake which is renowned for fishing, boating, jet-skiing and paddle boarding. As you pull up to this exceptional home, you will notice it has a pristine, lawned front yard, complimented by rustic shrub effect flower beds, ample parking and a ... Read more....»

1011 JOHNS COVE LANE
OAKLAND FL 34787

Residential / Single Family Residence

4 Bed  ·  3 Bath  ·  2,579 SqFt  ·  $248/SqFt

Days on Market: 1

County: Orange
Legal Subdivision Name: JOHNS COVE 43/104
Year built: 2001
Garage: Yes 3 vehicles

Welcome to this amazing opportunity to own a wonderful home in the highly desirable Johns Cove community. This small, sought-after gated community on Johns Lake is ideally located off the Florida Turnpike, close to Old Winter Garden, the airport, and all the Attractions. The community has its own private boat ramp, providing access to Johns Lake which is renowned for fishing, boating, jet-skiing and paddle boarding. This is an exceptionally well-maintained custom home situated on a corner lot. The manicured front yard has a highly desirable curb appeal, and the back yard has ample room to build your own private ... Read more....»

1997 STANDING ROCK CIRCLE
OAKLAND FL 34787

Residential / Single Family Residence

4 Bed  ·  2 Bath  ·  1 Half Bath  ·  2,069 SqFt  ·  $241/SqFt

New Listing!!! 

County: Orange
Legal Subdivision Name: OAKLAND TRLS PH 2
Year built: 2019
Garage: Yes 2 vehicles

Welcome to 1997 Standing Rock Circle; a beautiful bungalow perfectly nestled in the sought after community of Oakland Trails. This home is move-in ready boasting fresh exterior and interior paint and carpet throughout. Featuring a bright, open floor plan, a kitchen full of stainless steel appliances, and spacious bedrooms with walk-in closets, this home is both inviting and functional. Enjoy the proximity and easy access to the best of both Winter Garden and Clermont. Schedule a visit today!

2261 STANDING ROCK CIRCLE
OAKLAND FL 34787

Residential / Single Family Residence

3 Bed  ·  2 Bath  ·  1 Half Bath  ·  1,753 SqFt  ·  $265/SqFt

Days on Market: 88

County: Orange
Legal Subdivision Name: OAKLAND TRAILS
Year built: 2019
Garage: Yes 2 vehicles

Check out this charming two-story Chandler Floor Plan from Meritage Homes, perfect for families who enjoy hosting guests of all ages! The open, spacious kitchen overlooks the living and dining areas, making it ideal for hosting dinner parties or game nights with friends! For your privacy, all bedrooms are located on the second floor, along with a loft that can be used as an office area or a playroom! Upgrades include a gourmet kitchen with granite counters, stainless steel appliances, and wood laminate floors! The property features a rear-load double garage with an oversized (pavers) driveway. Oakland Trails offers several ... Read more....»

527 W HERRIOTT AVENUE
OAKLAND FL 34760

Residential / Single Family Residence

3 Bed  ·  2 Bath  ·  1 Half Bath  ·  1,019 SqFt  ·  $294/SqFt

Days on Market: 120

County: Orange
Legal Subdivision Name: OAKLAND TOWN
Year built: 1986
Garage: Yes 1 vehicles

Nestled in the quaint Town of Oakland enjoy this 3 bedroom 2 bath home on a quiet street with oversized lot. Home offers a new roof 8/2024, HVAC 3/2024, and a hot water heater in 8/2024. Interior remodeled with new drywall, engineered hardwood flooring, fixtures and new doors. Home is close to Oakland Nature Preserve, West Orange Trail, Oakland Farmers Market, and the public park.