Oakland, FL Townhomes for Sale

/26
$400,000
- 3 Beds
- 2.5 Baths
- 1,568 Sq Ft
13322 Pontoon Rd, Oakland, FL 34787

Fall in love with this stylish DR Horton “Ibis” townhome in the heart of Waterleigh! Featuring 3 bedrooms, 2.5 baths, and a bright open layout, this home blends comfort with modern design. The kitchen shines with granite counters, 36” cabinets, stainless steel Whirlpool appliances all overlooking the family room with sliders to a private brick paver patio. Upstairs, the spacious owner’s suite

Denise Gregorie

CLOCK TOWER REALTY

(321) 306-4467

13322 Pontoon Rd, Oakland, FL 34787
/52
$375,000
- 2 Beds
- 2.5 Baths
- 1,472 Sq Ft
2217 Gopher Tortoise Terrace, Oakland, FL 34787

Priced aggressively! Welcome to 2217 Gopher Tortoise Terrace, an exquisite townhome nestled in the heart of charming Oakland, Florida. This modern residence boasts 1,497 square feet of contemporary living space, offering a harmonious blend of style and functionality.Step inside to discover a thoughtfully designed living area, featuring elegant Luxury Vinyl Plank (LVP) flooring that flows

Matt McKee COMPASS FLORIDA LLC

2217 Gopher Tortoise Terrace, Oakland, FL 34787
/38
$415,000
- 3 Beds
- 2.5 Baths
- 1,568 Sq Ft
12043 Holystone St, Oakland, FL 34787

“The property is currently active for sale but is rented for $2500 monthly, with a lease valid until February 2026. The lease must be honored, so the property is best suited for investors looking for a rental income opportunity.”Welcome to Waterleigh community! This townhome has 3 bedroom 2.5 bathroom is conveniently located in Waterleigh Phase 4, near the Elementary and Middle School! It

Ruth Santos Blystone WRA BUSINESS & REAL ESTATE

12043 Holystone St, Oakland, FL 34787
/32
$390,000 Open Sat 12PM - 3PM
- 3 Beds
- 2.5 Baths
- 1,620 Sq Ft
2120 Gopher Tortoise Terrace, Oakland, FL 34787

***Rare Financial Advantage- Low interest rate of 2.75% ASSUMABLE LOAN is available with a negotiated offer ***Welcome Home to this charming townhouse nestled in the highly sought-after community of Longleaf at Oakland! This impressive 3-bedroom, 2.5-bathroom residence offers the perfect blend of modern living and convenience, situated just moments away from the charming downtown area of

Julia D'Arts KEY CLASSIC REALTY LLC

2120 Gopher Tortoise Terrace, Oakland, FL 34787
/24
$499,000
- 3 Beds
- 2.5 Baths
- 1,720 Sq Ft
14099 Lochend Way, Oakland, FL 34787

Welcome to luxury living at its finest! Nestled in the prestigious West Haven at Ovation community in Winter Garden, this almost brand new 3-bedroom, 2.5-bathroom townhome is the epitome of modern elegance. As you step inside, you're greeted by an inviting open floor plan boasting an abundance of natural light and high-end finishes throughout. The spacious living area is perfect for entertaining

Anahi C Rosario INTERNATIONAL REAL ESTATE LLC

14099 Lochend Way, Oakland, FL 34787
/52
$410,000
- 3 Beds
- 2.5 Baths
- 1,568 Sq Ft
13293 Pontoon Rd, Oakland, FL 34787

Sometimes the right home just feels easy. This 3-bedroom, 3-bath corner unit townhome was built in 2023 and sits in one of Winter Garden’s most sought-after neighborhoods, Waterleigh. From the moment you pull into the driveway, you’ll notice how clean, simple, and ready it feels. No projects. No waiting. Just move in and enjoy.Inside, natural light pours through every room, highlighting

Mark Raumaker SERHANT

13293 Pontoon Rd, Oakland, FL 34787
/3
$407,990 New Construction
- 3 Beds
- 2.5 Baths
- 1,715 Sq Ft
Porter Plan at Serenade at Ovation - Townhomes, Oakland, FL 34787

The Porter floorplan is an inviting two-story townhome designed with thoughtful spaces throughout. Featuring three bedrooms and two full bathrooms, the layout offers a smooth flow between living spaces. The first floor boasts a bright great room that opens into the dining area and lanai, perfect for entertaining or relaxation. Upstairs, all three bedrooms are thoughtfully arranged alongside a

Dream Finders Homes

Builder

14229 Lanyard Way Unit 36452383, Oakland, FL 34787
/17
$399,990 New Construction
- 3 Beds
- 2.5 Baths
- 1,644 Sq Ft
Harbor Plan at Serenade at Ovation - Townhomes, Oakland, FL 34787

The Harbor floor plan offers a smartly designed two-story townhome that caters to both convenience and space. With three bedrooms and two and a half bathrooms, this home ensures comfort on every level. All three bedrooms are located upstairs, providing privacy and quiet from the main living areas. The second floor also features a spacious primary suite with a walk-in closet and private bath,

Dream Finders Homes

Builder

14229 Lanyard Way Unit 36477638, Oakland, FL 34787
/3
$409,990 New Construction
- 3 Beds
- 2.5 Baths
- 1,729 Sq Ft
Sage Plan at Serenade at Ovation - Townhomes, Oakland, FL 34787

The Sage floorplan offers a thoughtfully designed two-story layout, ideal for comfortable living and modern convenience. This 3-bedroom, 2.5-bathroom townhome features an open concept on the first floor, highlighted by a spacious great room, a cozy lanai, and a breezeway that connects to a 2-car garage. Upstairs, the second floor boasts all three bedrooms, along with a versatile loft space,

Dream Finders Homes

Builder

14229 Lanyard Way Unit 36488308, Oakland, FL 34787

Florida Orange County Oakland

Home Trends in Oakland, FL

On average, homes in Oakland, FL sell after 70 days on the market compared to the national average of 52 days. The median sale price for homes in Oakland, FL over the last 12 months is $625,060, up 13% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$625,060

Median Single Family Sale Price

$719,000

Median Townhouse Sale Price

$444,795

Average Price Per Sq Ft

$287

Number of Homes for Sale

Last 12 months Home Sales

223

Months of Supply

3.20

Median List Price

$665,495

Median Change From 1st List Price

Median Home Sale Price YoY Change

13%

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

In Oakland, there are currently 9 townhouses for sale, providing a range of options for prospective buyers. With townhouses priced between $375,000 to $499,000, there's a range to accomodate every budget. As of September, 2025 the median home price in Oakland is $665,495, while the average sale price is $707,649, offering insights into the local housing market. On average, townhouses spend 70 days listed before being sold. Whether you're interested in modern townhouses, small townhomes, or traditional rowhouses, there are options to cater to different lifestyles. Explore the listings and townhomes for sale in Oakland, FL, and find the perfect place to call home.

Oakland Types of Homes for Sale

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