Orange, FL Homes in ZIP Code 34760

/85
$1,000,000
- 4 Beds
- 3 Baths
- 3,025 Sq Ft
100 Demens St, Oakland, FL 34760

Custom Entertainer’s Dream Courtyard Home, Welcome to the charming town of Oakland, Florida—just minutes from the Florida Turnpike, Johns Lake, new hospitals, top dining options, and the convenience of the new Costco. This beautifully designed custom residence is situated on an oversized corner lot, featuring a private, screen-enclosed pool that offers comfort, functionality, and luxury

David Dorman CENTURY 21 CARIOTI

100 Demens St, Oakland, FL 34760
/10
$745 per month
- 1 Bed
- 2 Baths
- 1,650 Sq Ft
- House for Rent
501 W Herriot Ave, Oakland, FL 34760

Move into a comfortable House today! Newly-renovated and comfortable, this is the perfect place to call home. The kitchen comes equipped with a fridge, sink, oven, stovetop, as well as upgraded appliances, making it the perfect spot to whip up a meal or two.The neighbourhood is near the Florida turnpike and it is on a small dead-end street so the area is quiet.

501 W Herriot Ave, Oakland, FL 34760
/2
$390,000 Sold Jul 31, 2025
- 1,159 Sq Ft
- $336/SF
- 7 Days On Market
- 3 Beds
- 1 Bath
- Built 1935
121 W Oakland Ave, Oakland, FL 34760

Welcome to 121 W. Oakland Ave. This Charming Bungalow is in the heart of Oakland, you can walk to the Farmers Market on Thursdays, and the downtown area to include West Orange Biking trail and adorned Speer park. Situated on a corner lot, this property offers added privacy & w/ fenced in yard and wooden deck for entertaining. As you enter from the cozy front porch, you are captivated by the

Sheri Loiacono WINDSOR REALTY GROUP INC

121 W Oakland Ave, Oakland, FL 34760

/38
Est $404,139 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 1,620 Sq Ft
2212 Gopher Tortoise Terrace, Oakland, FL 34760

2212 Gopher Tortoise Terrace, Oakland, FL 34760

/60
$990,000
- 5 Beds
- 3 Baths
- 3,275 Sq Ft
8162 Sayings Dr, Oakland, FL 34787

Excellent opportunity for investors!Stunning home for sale in the coveted Storey Grove community, currently renting for $4,950 per month, guaranteeing excellent passive income from day one!Located in a prime area, close to top-notch schools and with easy access to Disney parks, this charming 5-bedroom, 3-bathroom residence offers the perfect balance of comfort, sophistication, and

Adriana Franzoi WRA BUSINESS & REAL ESTATE

8162 Sayings Dr, Oakland, FL 34787
/20
$2,800 per month
- 4 Beds
- 2.5 Baths
- 1,992 Sq Ft
- Townhouse for Rent
10678 Words Dr, Oakland, FL 34787

The most desirable townhome floorplan in the community! This gorgeous Townhome features 4 bedrooms, a Master Suite on the first floor,beautifully upgraded tile floor. Great private area on the back all covered with bricks and two cars garage. The owner will pay HOA, which covers the lawn maintenance! The clubhouse has an incredible swimming pool, splash zone, fitness center, basketball court,

Renato Oliveira LA ROSA REALTY LLC

10678 Words Dr, Oakland, FL 34787
/2
$380,000 Sold Jul 25, 2025
- 1,620 Sq Ft
- $235/SF
- 57 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2020
2203 Gopher Tortoise Terrace, Oakland, FL 34787

.**BACK ON THE MARKET**Welcome to this exceptionally appointed town home located in Longleaf at Oakland in Oakland, Florida. This charming residence offers 3 bedrooms and 2.5 bathrooms, perfectly designed with an open-concept layout that features stylish laminate flooring in the living and dining areas. The kitchen is truly the heart of the home, boasting a large island with seating for four,

Dawn Thomas KELLER WILLIAMS REALTY AT THE LAKES

2203 Gopher Tortoise Terrace, Oakland, FL 34787

/4
Est $286,482 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,029 Sq Ft
411 W Hull Ave, Oakland, FL 34760

411 W Hull Ave, Oakland, FL 34760

/32
$1,450,000
- 3 Beds
- 3.5 Baths
- 2,502 Sq Ft
101 N Starr St, Oakland, FL 34760

Welcome to 101 N Starr Street, an exceptional single-story, custom-built residence nestled in the heart of historic Oakland, Florida—where timeless craftsmanship, luxurious finishes, and everyday convenience blend effortlessly. Set beneath a canopy of majestic, centuries-old oaks, this meticulously designed home offers a rare combination of elegance, comfort, and accessibility. With a spacious

Evan Gfeller BHHS FLORIDA REALTY

101 N Starr St, Oakland, FL 34760
/21
$2,700 per month
- 4 Beds
- 2.5 Baths
- 1,992 Sq Ft
- Townhouse for Rent
13982 Title Way, Winter Garden, FL 34787

Welcome to this spacious 4-bedroom, 3-bathroom townhome nestled in Winter Garden's desirable Storey Grove community. This almost 2, 000 sq ft residence features an open-concept layout with a first-floor owner's suite, a modern kitchen, and a private patio perfect for both relaxation and entertaining. There is also a private courtyard between the home and the etached garage. Storey Grove offers an

Sharon Paramo MACK 1 REALTY GROUP

13982 Title Way, Winter Garden, FL 34787
/2
$865,000 Sold Jul 25, 2025
- 2,534 Sq Ft
- $341/SF
- 261 Days On Market
- 5 Beds
- 3 Baths
- Built 2009
70 Millholland St, Oakland, FL 34760

First Buyer Failed to Close. This is YOUR opportunity. BACK-UP Offers are ENCOURAGED! *** 2.25% ASSUMABLE rate is available for a Buyer! *** NEW ROOF will be installed prior to closing with negotiated offer. 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

Ashley Boyd BHHS FLORIDA REALTY

70 Millholland St, Oakland, FL 34760

/59
Est $448,050 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,717 Sq Ft
10786 Rhett Butler Alley, Winter Garden, FL 34787

10786 Rhett Butler Alley, Winter Garden, FL 34787

/52
$615,000
- 3 Beds
- 2.5 Baths
- 1,811 Sq Ft
2642 Bobcat Chase Blvd, Oakland, FL 34787

Step inside this beautifully crafted home where luxury and functionality meet at every turn. The heart of the home is the custom kitchen, featuring high-end cabinetry with built-in glass and lighting, perfect for showcasing style while adding convenience. The spacious layout is enhanced by crown molding throughout and plantation shutters, giving the entire home a timeless elegance. The oak wood

Johna Jennings Coastal Life Properties LLC

2642 Bobcat Chase Blvd, Oakland, FL 34787
/2
$384,900 Sold Jul 21, 2025
- 1,620 Sq Ft
- $238/SF
- 50 Days On Market
- 2 Beds
- 2.5 Baths
- Built 2019
1324 Painted Bunting Ave, Oakland, FL 34760

Back-up OFFERS are always encouraged. Call today to view! *** ASSUMABLE LOAN at 3.125% is available with a negotiated offer (~248K) *** 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

Ashley Boyd BHHS FLORIDA REALTY

1324 Painted Bunting Ave, Oakland, FL 34760

/53
Est $668,287 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,274 Sq Ft
2252 Bay Line Rd, Oakland, FL 34760

2252 Bay Line Rd, Oakland, FL 34760

/12
$475,000
- Land
- 0.31 Acre
- $1,532,258 per Acre
0 N Daniels St, Oakland, FL 34760

Discover this rare 0.31-acre residential lot in the heart of Oakland, one of the most charming and fastest-growing towns in Central Florida. Tucked just a few blocks from downtown Oakland, you’ll find yourself surrounded by the area’s signature tree-lined unpaved and stone roads, giving the neighborhood a warm, small-town character that’s hard to find today. Oakland continues to grow with new,

Matt Kester THE REAL ESTATE COLLECTION LLC

0 N Daniels St, Oakland, FL 34760
/2
$795,000 Sold Jul 18, 2025
- 2,505 Sq Ft
- $317/SF
- 25 Days On Market
- 4 Beds
- 3 Baths
- Built 2014
101 W Oakland Ave, Oakland, FL 34760

Experience the charm of Oakland living in this beautifully updated custom built home located in the heart of town—just minutes to Downtown Winter Garden, Plant Street Market, the West Orange Trail, the Lake Apopka boat ramp/dock and so much more! This move-in ready home is situated on a .27-acre corner lot with no HOA. When entering this 4-bedroom, 3-bathroom home, you’re welcomed by a spacious

Lindsey Hahn ALL REAL ESTATE & INVESTMENTS

101 W Oakland Ave, Oakland, FL 34760

/2
Est $419,030 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,636 Sq Ft
8103 Sayings Dr, Oakland, FL 34787

8103 Sayings Dr, Oakland, FL 34787

/13
$500,000
- Land
- 0.47 Acre
- $1,063,830 per Acre
522 N Nixon St, Winter Garden, FL 34787

As Central Florida's newest custom home community, Briley Farm rests comfortably on 111 acres of lush landscape in Oakland, Florida. The property is a seamless blend of charming Old Florida and modern-day luxury living, designed to provide the ultimate retreat for you, your family, and friends. Welcome to a world of luxury, craftsmanship, and design excellence! At Briley Farm, you will have the

Chocky Burks CORCORAN PREMIER REALTY

522 N Nixon St, Winter Garden, FL 34787
/2
$387,900 Sold Jul 17, 2025
- 1,809 Sq Ft
- $214/SF
- 144 Days On Market
- 3 Beds
- 3 Baths
- Built 2019
1509 Sweet Apple St, Oakland, FL 34787

Welcome to lovely 3 bed 3 bath townhome in the heart of Oakland. This end unit town home is modern with luxury vinyl plank floors and new carpet in the bedrooms. On the first level you will find your open concept living space with access to your private courtyard which is an extension of the entertainment space of this home. The kitchen is modern with 42" upper cabinets, granite countertops,

Robert Jones OFFERPAD BROKERAGE FL, LLC

1509 Sweet Apple St, Oakland, FL 34787

/40
Est $414,754 Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,809 Sq Ft
1377 Painted Bunting Ave, Oakland, FL 34760

1377 Painted Bunting Ave, Oakland, FL 34760

/21
$575,000
- Land
- 0.52 Acre
- $1,105,769 per Acre
520 N Pollard St, Winter Garden, FL 34787

Welcome to Briley Farm, a picturesque community nestled along the serene shores of Lake Apopka. This premium LOT 24 offers the perfect opportunity to design and build your custom dream home in one of Central Florida’s most sought-after lakefront neighborhoods. With plenty of space and stunning views, this homesite is ideal for creating your oasis—a timeless farmhouse, a classic Southern estate,

Heather Spirazza REGENCY REAL ESTATE LLC

520 N Pollard St, Winter Garden, FL 34787
/2
$800,000 Sold Jul 10, 2025
- Land
- 0.95 Acre
- $842,105 per Acre
- 0 Days On Market
517 N Pollard St, Winter Garden, FL 34787

As Central Florida newest custom home community, Briley Farm rests comfortably on 111 acres of lush landscape in Oakland, Florida. The property is a seamless blend of charming Old Florida and modern-day luxury living, designed to provide the ultimate retreat for you, your family, and friends. Welcome to a world of luxury, craftsmanship, and design excellence! At Briley Farm you will have to

Blaine Dooley REGENCY REAL ESTATE LLC

517 N Pollard St, Winter Garden, FL 34787

/33
Est $372,204 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 1,472 Sq Ft
1513 Sweet Apple St, Oakland, FL 34760

1513 Sweet Apple St, Oakland, FL 34760

/14
$475,000
- Land
- 0.37 Acre
- $1,283,784 per Acre
506 N Pollard St, Winter Garden, FL 34787

As Central Florida newest custom home community, Briley Farm rests comfortably on 111 acres of lush landscape in Oakland, Florida. The property is a seamless blend of charming Old Florida and modern-day luxury living, designed to provide the ultimate retreat for you, your family, and friends. Welcome to a world of luxury, craftsmanship, and design excellence! At Briley Farm you will have to

Matthew Burks CORCORAN PREMIER REALTY

506 N Pollard St, Winter Garden, FL 34787
/2
$800,000 Sold Jul 10, 2025
- Land
- 1.03 Acres
- $776,699 per Acre
- 0 Days On Market
525 N Pollard St, Winter Garden, FL 34787

As Central Florida newest custom home community, Briley Farm rests comfortably on 111 acres of lush landscape in Oakland, Florida. The property is a seamless blend of charming Old Florida and modern-day luxury living, designed to provide the ultimate retreat for you, your family, and friends. Welcome to a world of luxury, craftsmanship, and design excellence! At Briley Farm you will have to

Blaine Dooley REGENCY REAL ESTATE LLC

525 N Pollard St, Winter Garden, FL 34787

/2
Est $478,703 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,992 Sq Ft
Unlisted Address

Unlisted Address

/19
$895,000
- Land
- 1.00 Acre
- $895,000 per Acre
521 N Pollard St, Winter Garden, FL 34787

As Central Florida newest custom home community, Briley Farm rests comfortably on 111 acres of lush landscape in the beautiful town of Oakland, Florida. The property is a seamless blend of charming Old Florida and modern-day luxury living, designed to provide the ultimate retreat for you, your family, and friends. Welcome to a world of luxury, craftsmanship, and design excellence! At Briley Farm

Blaine Dooley REGENCY REAL ESTATE LLC

521 N Pollard St, Winter Garden, FL 34787
/2
$388,000 Sold Jul 03, 2025
- 1,620 Sq Ft
- $240/SF
- 86 Days On Market
- 2 Beds
- 2.5 Baths
- Built 2020
1312 Painted Bunting Ave, Oakland, FL 34760

NEW PRICE! Discover the most spacious 2-bedroom townhome in Winter Garden! Unlike most 2-bedroom homes in the area averaging around 1,250 square feet, this 1,620-square-foot residence features a versatile loft space that’s ideal for a home office, guest area, or bonus living zone. Built in 2020 and meticulously maintained by its original owner, every detail and upgrade was carefully selected in

Gavin Hatch SERHANT

1312 Painted Bunting Ave, Oakland, FL 34760

/35
Est $745,946 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,652 Sq Ft
50 Demens St, Oakland, FL 34760

50 Demens St, Oakland, FL 34760

/23
$500,000
- Land
- 0.45 Acre
- $1,111,111 per Acre
514 N Pollard St, Winter Garden, FL 34787

As Central Florida newest custom home community, Briley Farm rests comfortably on 111 acres of lush landscape in Oakland, Florida. The property is a seamless blend of charming Old Florida and modern-day luxury living, designed to provide the ultimate retreat for you, your family, and friends. Welcome to a world of luxury, craftsmanship, and design excellence! At Briley Farm you will have to

Alexis Anderson REGENCY REAL ESTATE LLC

514 N Pollard St, Winter Garden, FL 34787
/2
$1,400,000 Sold Jun 27, 2025
- 3,497 Sq Ft
- $400/SF
- 72 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2002
141 Millholland St, Oakland, FL 34760

Live the "Lake Life" in a Tropical Paradise – Key West Vibes in Oakland, Florida!Welcome to your own slice of paradise in the heart of The Town of Oakland – one of Central Florida’s most desirable and fastest-growing communities. Situated on a sprawling 1.12-acre lot along the shores of Lake Apopka – Florida’s 4th largest lake – this gorgeous custom home spans nearly 4,000 square feet of

Matthew Matin CLOCK TOWER REALTY

141 Millholland St, Oakland, FL 34760

/10
Est $487,149 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,000 Sq Ft
11307 Great Rock St, Winter Garden, FL 34787

11307 Great Rock St, Winter Garden, FL 34787

/50
$779,000
- 4 Beds
- 3 Baths
- 2,386 Sq Ft
309 W Oakland Ave, Oakland, FL 34760

*Seller is willing to give concessions towards closing costs!* Charming Renovated Home in the Heart of Historic Oakland! Welcome to 309 W Oakland Avenue, nestled in the storybook town of Oakland, which is celebrated for its Hallmark-like charm and strong sense of community. Located in the desirable 34760 zip code, this beautifully updated two-story home offers just under 2,400 square feet of

Ken Pozek KELLER WILLIAMS ELITE PARTNERS III REALTY

309 W Oakland Ave, Oakland, FL 34760
/2
$530,000 Sold May 23, 2025
- 1,515 Sq Ft
- $350/SF
- 1 Day On Market
- 3 Beds
- 1 Bath
- Built 1958
321 E Gulley Ave, Oakland, FL 34760

DOUBLE LOT .55 - GREAT LOCATION!- NO HOA - GOLF CART FRIENDLY COMMUNITY - ACCESS TO WINTER GARDEN'S HISTORICAL DOWNTOWN - CLOSE TO WEST ORANGE TRAIL - Spacious 3 Bedroom 1 Bathroom home. Open Concept Living with High Ceilings - Wood Floors - Plenty of Natural Light - Oversized Lot Offering Ample Room to Expand or Build New. Large Storage Shed - Newer Roof and A/C - Take Advantage of this Rare

Rebecca Hall KELLER WILLIAMS WINTER PARK

321 E Gulley Ave, Oakland, FL 34760

/12
Est $461,692 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,755 Sq Ft
11301 Great Rock St, Oakland, FL 34787

11301 Great Rock St, Oakland, FL 34787

/44
$550,000
- 4 Beds
- 3.5 Baths
- 2,552 Sq Ft
8001 Sayings Dr, Winter Garden, FL 34787

Nestled on a spacious corner lot in the highly desirable community of Storey Grove, this stunning 4 bedroom, 3.5 bathroom home is move-in ready and packed with charm, functionality, and modern finishes throughout. From the moment you arrive, you'll be drawn in by the lush landscaping and the convenience of a rear detached 2-car garage offering plenty of storage. Step inside to discover pristine

Shanta Navarro KELLER WILLIAMS ADVANTAGE III

8001 Sayings Dr, Winter Garden, FL 34787
/2
$3,175,000 Sold May 20, 2025
- 6,428 Sq Ft
- $494/SF
- 0 Days On Market
- 6 Beds
- 5.5 Baths
- Built 2026
410 Briley Ave, Oakland, FL 34787

Pre-Construction. To be built. Custom Home to be built by Element Home Builders. 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. The property is a seamless blend of charming Old Florida and modern-day luxury living, designed to provide the ultimate retreat for you, your family, and

Alexis Anderson REGENCY REAL ESTATE LLC

410 Briley Ave, Oakland, FL 34787

/12
Est $490,588 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,000 Sq Ft
11343 Great Rock St, Oakland, FL 34787

11343 Great Rock St, Oakland, FL 34787

/5
$435,000
- Land
- 0.25 Acre
- $1,740,000 per Acre
1225 Water Maple Dr, Oakland, FL 34760

Nestled in the heart of Oakland, Florida, this expansive homesite offers the perfect canvas to build your dream home. Set in the illustrious community of The Grove, Lot 41 is a generously sized corner lot ideal for crafting your unique custom home. The Grove is situated within Oakland’s most sought-after neighborhood known for its upscale charm and ideal location. Access to modern amenities,

Darby Shields HAVEN PROPERTY GROUP LLC

1225 Water Maple Dr, Oakland, FL 34760

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