Oakland, FL Homes for Sale with No HOA Fee

/24
$894,000
- 4 Beds
- 2 Baths
- 2,708 Sq Ft
624 Hull Island Dr, Oakland, FL 34787

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

Carmelo Nuccio

RE/MAX EXCLUSIVE COLLECTION

(321) 449-7661

624 Hull Island Dr, Oakland, FL 34787
/10
$3,200,000
- 41 Beds
- 75 Baths
- 17,021 Sq Ft
15992 W Colonial Dr, Oakland, FL 34787

15992 W Colonial Dr, Oakland, FL – 32-Unit Income Producing Multifamily OpportunityExceptional opportunity to acquire a 32-unit income-producing asset in the heart of West Orange County, ideally positioned along the high-visibility W Colonial Dr / SR-50 corridor in the Town of Oakland.Situated on approximately 2.15 acres, this unique property offers a diverse mix of duplex-style

Kyler Moreland REMAX SUNSTATE REALTY

15992 W Colonial Dr, Oakland, FL 34787
/2
$97,000
- Land
- 0.09 Acre
- $1,077,778 per Acre
406 W Herriott Ave, Oakland, FL 34760

An exceptional opportunity to build your dream residence in the charming and highly desirable Town of Oakland, Florida. This beautiful homesite offers the perfect canvas for a custom home surrounded by the character, tranquility, and small-town elegance that Oakland is known for.Ideally positioned near the scenic West Orange Trail, residents enjoy easy access to miles of biking and walking

Migdalia Ramos V PROPERTIES INC

406 W Herriott Ave, Oakland, FL 34760
/44
$875,000
- 4 Beds
- 3.5 Baths
- 2,923 Sq Ft
9409 Emerald Berry Dr, Oakland, FL 34787

Nestled on a premium homesite with no rear neighbors in the exclusive Summerlake Reserve enclave, this beautifully designed home blends comfort, functionality, and thoughtful upgrades throughout. The home offers 4 bedrooms, 3.5 bathrooms, a private office with barn doors, a spacious loft, and an extended covered lanai ideal for indoor-outdoor living. The gourmet kitchen is both elegant and

Manuella Espinosa La Rosa Realty Llc

9409 Emerald Berry Dr, Oakland, FL 34787
/62
$1,499,000
- 6 Beds
- 7.5 Baths
- 5,614 Sq Ft
620 N Tubb St, Oakland, FL 34760

PRICE IMPROVEMENT! 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

Jennifer Wilson OAKSTRAND REALTY

620 N Tubb St, Oakland, FL 34760
/3
$70,000
- Land
- 0.11 Acre
- $636,364 per Acre
121 S Nixon St, Oakland, FL 34760

If you're looking for land in Oakland, you have certainly found it! Located in the most picturesque neighborhood in central Florida, this beautiful lot could be the site of your next home. Oakland is quaintly situated in between Winter Garden and Clermont, blending small town feel with activity brimming everywhere you turn.

Ramon Morales SANCTUM REALTY PROFESSIONALS LLC

121 S Nixon St, Oakland, FL 34760
/59
$749,000 New Construction
- 4 Beds
- 2.5 Baths
- 1,872 Sq Ft
38 S Pollard St, Oakland, FL 34760

Welcome to this beautifully crafted custom-built two-story home in the highly desirable Town of Oakland—offering the perfect blend of quality construction, modern design, and small-town charm with NO HOA.The thoughtfully designed floor plan features all main living areas on the first floor, including a spacious living room, dining area, and a well-appointed kitchen with high-quality

Cassia Barros MS LAND & BUILDING LLC

38 S Pollard St, Oakland, FL 34760
$1,032,585 New Construction
- 5 Beds
- 4.5 Baths
- 3,894 Sq Ft
12904 Westhaven Oak Dr, Oakland, FL 34787

The Griffin's welcoming extended covered porch, and inviting covered entry and foyer, flow past the lovely dining room to the spacious great room and views of the desirable covered lanai beyond. The well-designed kitchen overlooks a bright casual dining area, and is highlighted by a large center island with breakfast bar, plenty of counter and cabinet space, and roomy walk-in pantry. The graceful

Toll Brothers, Inc. Builder

12904 Westhaven Oak Dr, Oakland, FL 34787
$829,346 New Construction
- 4 Beds
- 3.5 Baths
- 2,718 Sq Ft
15075 Tea Tree Dr, Oakland, FL 34787

Opportunity in Avalon Woods! Welcome to the Biscayne, a spacious two-story single-family home designed with both style and functionality in mind. The 20-foot ceiling entryway creates a stunning first impression, leading into a bright and open main living area. A guest bedroom with full bath downstairs provides comfort and flexibility for visitors or multi-generational living. The beautifully

Dream Finders Homes Builder

15075 Tea Tree Dr, Oakland, FL 34787
$1,675,000 New Construction
- 5 Beds
- 5 Baths
- 3,895 Sq Ft
Custom Carrabelle Plan at Oakland Park, Winter Garden, FL 34787

AR Homes Builder

884 Tilden Oaks Trail Unit 37615294, Winter Garden, FL 34787
$1,675,000 New Construction
- 5 Beds
- 5 Baths
- 4,819 Sq Ft
166 Hammock Preserve Loop, Oakland, FL 34787

AR Homes Builder

166 Hammock Preserve Loop, Oakland, FL 34787
/36
$260,000
- 3 Beds
- 2 Baths
- 1,747 Sq Ft
651 J W Jones Rd, Winter Garden, FL 34787

Welcome Home! Bicyclists and nature lovers will appreciate being just minutes from West Orange Trail. Let the stresses of the day melt away as you step into this beautiful residence in the highly sought-after Winter Garden. Relax on the screened front porch as you soak in the peaceful atmosphere. Inside, the open-concept design makes entertaining effortless, with a spacious living area, a kitchen

David Seeley EXIT REALTY TRI-COUNTY

651 J W Jones Rd, Winter Garden, FL 34787

Florida Orange County Oakland

Home Trends in Oakland, FL

On average, homes in Oakland, FL sell after 58 days on the market compared to the national average of 55 days. The median sale price for homes in Oakland, FL over the last 12 months is $633,896, up 7% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$633,896

Median Single Family Sale Price

$692,000

Median Townhouse Sale Price

$447,368

Average Price Per Sq Ft

$291

Number of Homes for Sale

Last 12 months Home Sales

172

Months of Supply

4.50

Median List Price

$649,999

Median Change From 1st List Price

Median Home Sale Price YoY Change

How to Buy a Home How to Finance a Home How to Sell a Home

In Oakland, there are currently 12 homes for sale with no HOA fees, providing buyers with freedom from additional financial obligations linked to homeowners' associations. Without HOA fees, homeowners maintain greater control over their property and finances, bypassing expenses typically tied to maintaining common areas and amenities such as landscaping, swimming pools, or clubhouses. Moreover, homeowners are exempt from any restrictions or regulations enforced by an HOA, allowing for enhanced flexibility in property use and modifications. Browse the selection of homes for sale with no HOA fees in Oakland, FL and enjoy the flexibility and cost savings that come.

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