Oakland Estates
Homes for Sale in Altamonte Springs, FL

All 334 homes for sale in Altamonte Springs, FL · median $209,500 · 135 homes for sale in 32701 · Seminole County homes for sale

Community in Altamonte Springs · Seminole County · ZIP 32701
133 homesBuilt 1963–2024
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Built fromLive Stellar MLS data21 years of closingsFL DOR public recordsUpdated twice daily

As of October 2026, the MLS records 49 closed sales in Oakland Estates 2Nd Sec in Altamonte Springs, FL since 2005, the most recent in December 2025. Recorded prices since 2024 ran from $345,000 to $475,000 (median $415,000), on homes of 1,365 to 1,951 sq ft. Across Altamonte Springs as a whole, 380 homes closed in the last 12 months at a median of $365,000, 40 median days on market, with 98 homes for sale today. At that median and Seminole County's FY2025-26 rate of 15.18 mills, annual property tax runs about $6,300 ($5,700 with the full homestead exemption).

Oakland Estates 2Nd Sec key facts
LocationAltamonte Springs, Seminole County, FL · ZIP 32701
Homes in the community133 (FL DOR 2025 assessment roll)
Years built1963–2024 (median 1966)
Typical living area1,444 sq ft (median)
Owner-occupied (homestead) share77%

Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2005 through 2025; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Oakland Estates 2Nd Sec key facts,” movewithmomentum.com/neighborhoods/oakland-estates-2nd-sec, data as of September 20, 2026.

Live · Oakland Estates Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
1
Sold · last 12 mo
10-yr average: about 3 a year
Ownership and context
77%
Owner-occupied · Oakland Estates
102 of 133 parcels homesteaded (FL DOR 2025)
23%
Non-owner-occupied · Oakland Estates
incl. 12% trust or LLC-held · 3% out-of-state
133
Homes in the community
133 residential parcels (FL DOR 2025)
Track record · 21 years of records
10
Recorded sales · 2024-2025
median $415K · qualified sales on the county roll (FL DOR 2025)
Est. 1963
Community established
homes built 1963-2024, median 1966 (FL DOR 2025)
0.8%/yr
Turnover rate
about 1 of 133 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Oakland Estates 2Nd Sec is an established Altamonte Springs pocket of 133 homes with a median build year of 1966 and a median living area right around 1,444 square feet. What sets price here is condition, not size — the housing stock is decades old, and the gap between an updated home and one still wearing its original systems is where the real spread lives. Expect to underwrite each home on its own merits rather than a neighborhood-wide number.

With a homestead share just over 76%, this is predominantly owner-occupied, which tends to mean fewer investor flips and slower, steadier turnover. For a buyer, that argues for patience and readiness to move when a well-kept house lists. For a seller, it means your comp is only as good as its updates — pricing off a renovated neighbor when your home is dated will cost you time on market.

Nearby homes for sale

No active listings inside Oakland EstatesHomes for Sale in Altamonte Springs, FL right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.

611 BRYAN COURT
$425K · 0.0 mi away
3 bd · 2 ba · 1,344 sqft
611 BRYAN COURT
Listed by RISE REALTY OF FLORIDA LLC
507 FERNWOOD DRIVE
$550K · 0.1 mi away
4 bd · 2 ba · 2,002 sqft
507 FERNWOOD DRIVE
Listed by FLAT FEE MLS REALTY
521 FERNWOOD DRIVE
$450K · 0.1 mi away
4 bd · 2 ba · 2,381 sqft
521 FERNWOOD DRIVE
Listed by COLDWELL BANKER REALTY
604 CHESTNUT OAK CIRCLE #102
$250K · 0.2 mi away
2 bd · 2.5 ba · 1,350 sqft
604 CHESTNUT OAK CIRCLE #102
Listed by WEMERT GROUP REALTY LLC
459 OAK HAVEN DRIVE #459
$269K · 0.2 mi away
3 bd · 2 ba · 1,817 sqft
459 OAK HAVEN DRIVE #459
Listed by KELLER WILLIAMS HERITAGE REALTY
610 CHESTNUT OAK CIRCLE #110
$290K · 0.2 mi away
3 bd · 2.5 ba · 1,775 sqft
610 CHESTNUT OAK CIRCLE #110
Listed by FLAT FEE MLS REALTY

Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.

The 60-Second Overview

This is a mature, low-turnover Seminole County community where homes span from 1963 to 2024 but center firmly on mid-1960s construction at a compact size. The story is renovation status, not square footage.

Stellar MLS sales records identify 151 homes in Oakland Estates that have changed hands since 2004, built between 1962 and 1976 (median 1965), with a median living area of about 1,481 sq ft and a typical 3-bedroom, 2-bath layout; 100% are single-family homes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.

County records show 10 qualified sales in Oakland Estates across 2024–2025 (6 in 2024, 4 in 2025), median $415,000 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.

Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.

Best for

  • Buyers comfortable taking on a mid-1960s home and budgeting for updates in exchange for an established location
  • Buyers seeking a compact, right-sized floor plan rather than maximum square footage
  • Long-hold owner-occupants who value a low-turnover, predominantly owner-occupied setting

Probably not for

  • Buyers who need turnkey condition and won't pay a premium for a fully renovated outlier
  • Buyers who require large square footage or expansive layouts
  • Investors counting on quick flips and high inventory turnover

The market around Oakland Estates

Oakland Estates is too small for its own price trend, so here is the market around it.

In ZIP 32701, 167 homes are on the market and 19% are under contract — a steady corner of Altamonte Springs.

Across Seminole County, 1,676 homes are active and 570 pending (25% under contract).

In ZIP 32701 (Altamonte Springs), 266 homes closed in the last 12 months at a median of $368K ($222/sq ft), up 1.6% year over year, with a median 46 days on market. Right now 38 active and 15 pending listings put supply at about 3.6 months — a balanced market. See the live ZIP 32701 housing market and the Seminole County market.

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

Housing distress & ownership in Oakland Estates 2Nd Sec, Altamonte Springs

Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.

Active inventory in distress
0.0%
0 of 15 listings
Distress share trend — 0.0% now (2026-09-14 → 2026-09-19)

Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Based on Stellar MLS data distributed by MLS GRID for the period September 2026 through September 2026. Deemed reliable but not guaranteed.

If we were buying in Oakland Estates 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 Oakland Estates.

Best Buy
Buyers who want an established Altamonte Springs pocket and will price for age and condition.
Biggest Risk
Mid-1960s median age means aging systems and renovation costs you must underwrite up front.
Sweet Spot
A well-maintained or thoughtfully updated home bought on its own merits.
Avoid If
You need square footage or want move-in-ready without paying the premium for it.

An older, owner-held pocket in Seminole County

The year-built range runs from 1963 all the way to 2024, but with a median build year of 1966, the newer end is the exception rather than the rule. Practically, that means a buyer should budget for age-appropriate diligence — roof, HVAC, electrical, and plumbing — and treat any recent rebuild or full renovation as a premium outlier, not the baseline. The median living area near 1,444 square feet points to right-sized, single-story-era floor plans rather than sprawling layouts.

The high homestead share of roughly 77% reinforces the owner-occupied character and typically translates to less frequent listings. Inventory here tends to be tight, so when a home that has been genuinely updated comes to market, it draws attention. Sellers who have invested in the house have a real story to tell; sellers who haven't should price to condition and expect a value-minded buyer pool.

“

The location and the amenities are priced into every listing in Oakland Estates. 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 small, low-turnover community like this, the comps require judgment — an updated 1966 home and an original one can look identical on paper and price worlds apart. We read each listing on its actual condition, help buyers scope realistic renovation and system costs before they commit, and help sellers position updates so they get paid for the work they've already done.

Oakland Estates in 15 seconds.

Best forBuyers who want an established Altamonte Springs pocket and will price for age and condition.
Biggest advantageA predominantly owner-occupied community with steady, low turnover.
Biggest riskMid-1960s median age means aging systems and renovation costs you must underwrite up front.
Sweet spotA well-maintained or thoughtfully updated home bought on its own merits.
Avoid ifYou need square footage or want move-in-ready without paying the premium for it.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Oakland Estates homeowners association, its management company or its developer, and we cannot help with dues, gate access, violations, amenity bookings or association documents. To reach the association, check your closing package, the recorded declaration at the county clerk, or search the association’s name at sunbiz.org for its registered agent. Call or message us to buy or sell a home in Oakland Estates.
In short
  • HOA status not on record. Verify any dues before you offer
  • 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 Oakland Estates sales matched to your home.

What is your Oakland Estates home worth?

Get a no-obligation home value based on real comparable sales in Oakland Estates, 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 all homes for sale in Altamonte Springs →

Real comps, not an automated estimate.

Frequently Asked Questions

How many homes are in Oakland Estates?
The Florida DOR 2025 assessment roll shows 133 homes in Oakland Estates (public records).
What share of Oakland Estates is owner-occupied?
77% of Oakland Estates parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Oakland Estates built?
Homes in Oakland Estates were built between 1963 and 2024, with a median year built of 1966 (FL DOR 2025 roll).
Who is the best real estate agent for Oakland Estates?
The best agent for Oakland Estates is one who actively works Altamonte Springs 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 Oakland Estates.
How do I find a top Altamonte Springs real estate agent who knows Oakland Estates?
Share a few details in the form on this page. Momentum Realty has 320+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Oakland Estates and the wider Altamonte Springs area.
Can Momentum Realty connect me with an agent for Oakland Estates?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Oakland Estates purchase or sale - no call center and no pressure.
Where is Oakland Estates, and what county is it in?
Oakland Estates is in Altamonte Springs, Seminole County, FL, ZIP 32701. The community's center is about 7 miles south of the center of Altamonte Springs (straight-line).
Buyers comfortable taking on a mid-1960s home and budgeting for updates in exchange for an established locationExcellent fit
Buyers seeking a compact, right-sized floor plan rather than maximum square footageExcellent fit
Long-hold owner-occupants who value a low-turnover, predominantly owner-occupied settingExcellent fit
Buyers who need turnkey condition and won't pay a premium for a fully renovated outlierProbably not
Buyers who require large square footage or expansive layoutsProbably not
Investors counting on quick flips and high inventory turnoverProbably not

Data sources & freshness

Housing stock & ownershipFlorida DOR assessment roll (street-list match (9 streets, ZIP 32701))
Under-contract sharesStellar MLS records, as of 2026-09-20
Historical depthClosed-sale records back to 2005 (49 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.

Own a home here?

You just read the data. Now see what your home is worth.

The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. Momentum sells for 1.25% above the Stellar MLS member average and 8 days faster, and we’ll price yours against live local comps.

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CallFree valuation →
Thinking of selling in Oakland Estates 2Nd Sec? 1 recorded closings (window ending 2026-09-20). See the Seminole County sell-now-or-wait data, what made 201,552 Florida listings fail in the last 12 months, or compare a cash offer vs. listing. Compiled from MLS records; deemed reliable but not guaranteed.

Nearby Communities

Explore more neighborhoods near Oakland Estates with Momentum Realty’s local guides.

OEOakland Estates0.0 mi away · 84 homes, built 1963–67OEOakland Estates0.0 mi away · median $374K, 9 sales/12 moOHOak Harbour Condominium0.1 mi awayBWBarclay Woods0.2 mi away · 118 homes, built 1974–85OHOak Harbour0.2 mi away · median $230K, 6 sales/12 moOHOak Harbour0.2 mi away · median $308K, 10 sales/12 mo

Browse all neighborhood guides →

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