Town Of Oakland
Homes for Sale in Oakland, FL

Community in Oakland · Orange County
59 homesBuilt 1910–2021
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Built fromLive Stellar MLS data2 years of closingsFL DOR public recordsUpdated twice daily
Live · Town Of Oakland Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Ownership and context
54%
Owner-occupied · Town Of Oakland
39 of 72 parcels homesteaded (FL DOR 2025)
46%
Non-owner-occupied · Town Of Oakland
incl. 26% trust or LLC-held · 100% out-of-state
59
Homes in the community
plus 13 vacant residential lots · 72 residential parcels (FL DOR 2025)
Track record · 2 years of records
Est. 1910
Community established
homes built 1910-2021, median 1980 (FL DOR 2025)
0
Failed listings · 2024
peaked at 4 in 2021
Jon Brooks, founder of Momentum Realty
Jon's Current Read

With only 59 homes active in the MLS feed for Town Of Oakland, this is a thin market where a single listing or two can shift the read on the whole community. The age spread tells the real story: homes here range from 1910 through 2021, but the median year built of 1980 means the typical property is a legacy build, not new construction, so condition and updates vary widely from block to block and even lot to lot.

The homestead exemption share sitting at 54.2% suggests a meaningful base of owner-occupied, longer-held homes mixed in with the inventory that turns over. For buyers, that means fewer flips and more homes that come to market after real tenure, often with deferred maintenance or, conversely, thoughtful updates. For sellers, it means your comparable set is genuinely small, so pricing needs to be argued case by case rather than benchmarked against a deep pool of recent sales.

Best for

  • Buyers seeking an individual, character-era or mid-century home rather than a production-built subdivision property
  • Buyers comfortable evaluating condition and updates home-by-home in a small, low-volume market
  • Buyers who do not need a clubhouse, pool, or other shared amenity as part of the purchase

Probably not for

  • Buyers who want a large pool of recent comparable sales to benchmark an offer against
  • Buyers specifically prioritizing new construction, given the median build year sits well before the newest homes in the range
  • Buyers who need on-site community amenities as a primary selection criterion

The market around Town Of Oakland

Town Of Oakland is a small community — 7 recorded sales on file, most recently in 2024 — too few for its own price trend. Here is the market around it.

Across Orange County, 5,886 homes are active and 2,019 pending (26% under contract).

Homes here are single family residence.

ZIP and county figures describe the wider market, not Town Of Oakland specifically. Momentum Research analysis of MLS records.

If we were buying in Town Of Oakland today, this is the order of operations we would run for our clients.

1

Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in Town Of Oakland.

Best Buy
Buyers looking for an individual, older-stock home in Orange County rather than a planned community with shared amenities.
Biggest Risk
With only 59 homes on record, inventory is thin and comparables are limited, so pricing takes case-by-case diligence.
Sweet Spot
Homes built near the 1980 median, offering established construction without being the oldest stock on record.
Avoid If
Skip this community if you are shopping specifically for community amenities, since none are identified in current listings.

A Small Market Built on Age and Tenure, Not Amenities

The defining fact about this market is scale: 59 homes total means Town Of Oakland does not behave like a large subdivision with predictable pricing tiers. Every listing carries more individual weight, and the gap between a 1910-era home and a 2021 build inside the same small inventory pool means buyers should expect real variation in construction era, systems, and layout rather than a uniform product.

The median year built of 1980 puts the typical home at a stage where original systems and finishes have likely been touched at least once, but not necessarily consistently. Median living space of 1,791 square feet points to a modest, workable footprint rather than sprawling floor plans. No community amenities are identified from current MLS listings, so any pool, clubhouse, or common-area draw is not a factor here; the appeal, if there is one, rests on the individual home and its lot, not a shared amenity package.

The location and the amenities are priced into every listing in Town Of Oakland. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

In a market this small, with only 59 homes and a build-year spread running from 1910 to 2021, generic comps do not hold up. We walk each listing on its own age, condition, and lot before we talk pricing, and we tell clients plainly when a property's era or homestead history changes the math.

Town Of Oakland in 15 seconds.

Best forBuyers looking for an individual, older-stock home in Orange County rather than a planned community with shared amenities.
Biggest advantageThe wide build-year range means patient buyers can find an older or newer home within the same small area.
Biggest riskWith only 59 homes on record, inventory is thin and comparables are limited, so pricing takes case-by-case diligence.
Sweet spotHomes built near the 1980 median, offering established construction without being the oldest stock on record.
Avoid ifSkip this community if you are shopping specifically for community amenities, since none are identified in current listings.

HOA, CDD & Fees

In short
  • Mandatory HOA — confirm current dues
  • Any club/amenity membership is billed separately

Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Town Of Oakland sales matched to your home.

What is your Town Of Oakland home worth?

Get a no-obligation home value based on real comparable sales in Town Of Oakland, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.

See homes for sale in Town Of Oakland on the map →

Real comps, not an automated estimate.

Recent Developments in Town Of

Development, infrastructure, retail, and school activity affecting Town Of, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated August 2026.

  1. July 2026
    Development

    Capstone begins construction on The Gateway luxury apartments

    Capstone Building Corp began construction on The Gateway, a 270-unit apartment community at 7250 Shadowridge Drive in Orlando, developed by JBL Development. The five-story gated project spans more than 417,000 square feet and is expected to be completed in late 2027. Amenities include a saltwater pool, fitness center, pickleball court, and a clubhouse with a restaurant and bar.

    What it may mean for the marketAdds 270 market rate apartments in a five story building with resort style amenities, expanding the local rental housing stock in the Airport Lakes area of south Orlando. The project is about 13 miles southeast of Town Of, elsewhere in Orange County.

    Source: Construction Owners
  2. July 2026
    Development

    Orange County opens Enclave at Canopy Park with 104 affordable units

    Orange County opened The Enclave at Canopy Park, a 104-unit affordable apartment community at 4440 Canopy Park Loop developed by Archway Partners. The county contributed 3 million dollars from its Affordable Housing Trust Fund. The community includes one and two bedroom homes plus a community center, fitness center, technology lab, and EV charging.

    What it may mean for the marketAdds 104 income-restricted apartment homes to the local rental supply along with new community amenities and green-certified construction. The project is about 8 miles southeast of Town Of, elsewhere in Orange County.

    Source: ClickOrlando
  3. July 2026
    Civic

    Orange County previews new Innovation Center on West Colonial Drive

    Orange County previewed its new Innovation Center at 7149 West Colonial Drive, located within the county's Multicultural Center and Senior Center complex, with an official opening set for Fall 2026. The center will offer technology programs including 3D printing and makerspace prototyping through the Orange County Library System, plus career exploration and workforce training through CareerSource Central Florida.

    What it may mean for the marketAdds a county operated civic and technology facility with library and workforce programming to the West Colonial corridor. The site is about 2 miles south of Town Of.

    Source: Orange County Newsroom
  4. June 2026
    Development

    Mixed-use high-rise redesigned for 924 and 934 North Magnolia Avenue

    A redesigned 17-story mixed-use high-rise was proposed for 924 and 934 North Magnolia Avenue in Orlando's North Quarter district by Acram Group. The project would include 350 residential units, about 3,300 square feet of ground-floor commercial space, and a parking garage with 510 spaces, replacing two 1972 office buildings. A public plaza is planned at the corner of Magnolia and Weber Street.

    What it may mean for the marketWould replace two aging office buildings with 350 residences, ground floor retail, and structured parking, adding housing density and a public plaza along the Orlando Urban Trail. The project is about 5 miles southeast of Town Of, elsewhere in Orange County.

    Source: Florida YIMBY
  5. June 2026
    Development

    Planning board approves zoning for 37-story tower at 170 East Washington Street

    Orlando's Municipal Planning Board voted to approve a Planned Development amendment for a 37-story, 425-foot mixed-use tower at 170 East Washington Street across from Lake Eola Park. The project would include 252 residential units, a 221-room hotel, a three-story restaurant, and structured parking. It still requires City Council consideration before construction.

    What it may mean for the marketWould add a 37 story tower with 252 residences and a hotel to the downtown skyline, replacing a prior approval for a 7 story hotel and increasing high density housing and parking supply. The project is about 6 miles southeast of Town Of, elsewhere in Orange County.

    Source: Florida YIMBY
  6. October 2025
    Retail & Dining

    New Apopka complex with restaurants and offices set to open in 2026

    A new commercial complex in Apopka with restaurants and office space is set to open in 2026, adding retail and workplace space in northwest metro Orlando.

    What it may mean for the marketNew retail and office space in Apopka adds everyday conveniences and local jobs, amenity and employment factors that can support nearby housing demand. The site is about 7 miles northwest of Town Of.

    Source: GrowthSpotter

Development alerts for Town OfGet a short monthly email when something new is approved, funded, or opens near Town Of.

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Summaries reflect public reporting and official sources linked above as of the dates shown. Project details, timelines, and approvals can change. Commentary on potential market effects is general observation, not investment advice or a prediction for any specific property. For the freshest items across the whole region, see This Week in Northeast Florida.

Frequently Asked Questions

How many homes are in Town Of Oakland?
The Florida DOR 2025 assessment roll shows 59 homes plus 13 vacant residential lots in Town Of Oakland (public records).
What share of Town Of Oakland is owner-occupied?
54% of Town Of Oakland parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Town Of Oakland built?
Homes in Town Of Oakland were built between 1910 and 2021, with a median year built of 1980 (FL DOR 2025 roll).
Who is the best real estate agent for Town Of Oakland?
The best agent for Town Of Oakland is one who actively works Oakland and knows the community's pricing, fees, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for Town Of Oakland.
How do I find a top Oakland real estate agent who knows Town Of Oakland?
Share a few details in the form on this page. Momentum Realty has 280+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Town Of Oakland and the wider Oakland area.
Can Momentum Realty connect me with an agent for Town Of Oakland?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Town Of Oakland purchase or sale - no call center and no pressure.
Buyers seeking an individual, character-era or mid-century home rather than a production-built subdivision propertyExcellent fit
Buyers comfortable evaluating condition and updates home-by-home in a small, low-volume marketExcellent fit
Buyers who do not need a clubhouse, pool, or other shared amenity as part of the purchaseExcellent fit
Buyers who want a large pool of recent comparable sales to benchmark an offer againstProbably not
Buyers specifically prioritizing new construction, given the median build year sits well before the newest homes in the rangeProbably not
Buyers who need on-site community amenities as a primary selection criterionProbably not

Data sources & freshness

Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (2 streets, ZIP 34760))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2024 (2 transactions analyzed)

Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.

Momentum Research figures are our own analysis of Stellar MLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.

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