Oakland Shores in Maitland

Oakland Shores
Homes for Sale in Maitland, FL

All 108 homes for sale in Maitland, FL · median $455,000 · 83 homes for sale in 32751 · Seminole County homes for sale

Community in Maitland · Seminole County · ZIP 32751
180 homesBuilt 1955–2015Median sale $395K
Free · No obligation
Talk to a Oakland Shores Expert

True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data22 years of closingsFL DOR public recordsUpdated twice daily

Over the 12 months ending 2026-09-20, 5 recorded sales closed at a median of $395,000, $222 per square foot, a median 31 days on market, sellers accepting 90% of original asking (-7% versus the prior year). At the median price and Seminole County's FY2025-26 rate of 15.18 mills, annual property tax runs about $6,000 ($5,400 with the full homestead exemption).

oakland shores key facts
LocationMaitland, Seminole County, FL · ZIP 32751
Homes in the community180 (FL DOR 2025 assessment roll)
Years built1955–2015 (median 1958.0)
Typical living area1,831 sq ft (median)
Sale prices, last 12 months$395,000 median across 5 closed sales · $222 per sq ft · -7.1% vs the prior 12 months
Days on market (closed sales)31 median
For sale right now0 active, 0 pending
Owner-occupied (homestead) share83%

Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2004 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “oakland shores key facts,” movewithmomentum.com/neighborhoods/oakland-shores-maitland, data as of September 20, 2026.

Last 30 days in Oakland Shores: 1 new listing (median asking $600,000). As of September 27, 2026, Listings courtesy of Stellar MLS as distributed by MLS GRID.

Live · Oakland Shores Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Price
$395K ▼
Median sold · 12 mo
down 7.1% vs the prior 12 months
-7.1% ▼
1-yr price change
n = 5 and 5 sales in the two windows
$222/sf
Sold $/sqft · 12 mo
peak $274 in 2023
90.2%
Sale vs ask
Tempo
31days
Median DOM · closed
7 days at the 2025 low
0 · 0
For sale · pending
live counts, refreshed twice daily
5
Sold · last 12 mo
10-yr average: about 2 a year
Ownership and context
83%
Owner-occupied · Oakland Shores
149 of 180 parcels homesteaded (FL DOR 2025)
17%
Non-owner-occupied · Oakland Shores
incl. 7% trust or LLC-held · 3% out-of-state
180
Homes in the community
180 residential parcels (FL DOR 2025)
Track record · 22 years of records
17
Recorded sales · 2024-2025
median $500K · qualified sales on the county roll (FL DOR 2025)
Est. 1955
Community established
homes built 1955-2015, median 1958 (FL DOR 2025)
1,999sqft
Median sold home size
12-mo windows, closed sales
2.8%/yr
Turnover rate
about 5 of 180 homes trade a year
Oakland Shores Housing Pulse · Momentum Research · as of September 20, 2026

Oakland Shores right now

🟡 Off the recent peak. The trailing-12-month median ($395K) is down 7.1% from the prior 12 months ($425K). With about 2 sales a year, a single closing can swing this number, so read the level and the decade, not one year's move.Momentum Research, record-level Stellar MLS closed sales, 12-month windows ending September 20. Confidence: Low (5 and 5 sales in the two windows).

Jump to: Price history & scorecard · Homes for sale · Schools · FAQ

· Updated September 27, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness

Nearby homes for sale

No active listings inside oakland shores 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.

894 JONATHAN WAY #3B
$219K · 0.2 mi away
3 bd · 2 ba · 1,100 sqft
894 JONATHAN WAY #3B
Listed by FERRELL REALTY, INC.
112 ROOSEVELT PLACE
$535K · 0.3 mi away
4 bd · 2 ba · 2,352 sqft
112 ROOSEVELT PLACE
Listed by FANNIE HILLMAN & ASSOCIATES
190 E FAITH TERRACE
$1.23M · 0.4 mi away
4 bd · 2 ba · 2,665 sqft
190 E FAITH TERRACE
Listed by DIBS REALTY, LLC
249 W LAKE FAITH DRIVE #205
$300K · 0.4 mi away
3 bd · 2 ba · 1,739 sqft
249 W LAKE FAITH DRIVE #205
Listed by FANNIE HILLMAN & ASSOCIATES
515 TIVOLI COURT
$460K · 0.4 mi away
3 bd · 2 ba · 2,354 sqft
515 TIVOLI COURT
Listed by BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
265 LAKE SEMINARY CIRCLE
$350K · 0.5 mi away
3 bd · 2 ba · 1,683 sqft
265 LAKE SEMINARY CIRCLE
Listed by LPT REALTY, LLC

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

The 60-Second Overview

Oakland Shores market snapshot (as of September 20, 2026): the median sale price is about $395K ($222 per sq ft over the trailing 12 months of closed sales), and a median 31 days on market for closed sales. The trailing-12-month median is down 7% from the prior 12 months, computed from record-level Stellar MLS closed sales (5 closings in the current window).

In ZIP 32751 (Maitland), 301 homes closed in the last 12 months at a median of $470K ($261/sq ft), down 1.0% year over year, with a median 31 days on market. Right now 34 active and 17 pending listings put supply at about 3.4 months - a healthy market. See the live ZIP 32751 housing market and the Orange County market.

County records show 17 qualified sales in oakland shores across 2024 - 2025 (6 in 2024, 11 in 2025), median $500,000 - the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.

Oakland Shores is a community of 180 homes in Maitland, Seminole County, built between 1955 and 2015 (median 1958.0), with a median living area of about 1,831 square feet. 83% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).

Windows contain 0 to 7 sales each (5 in the current window); every figure carries its sample size, and thin markets swing on single closings. Based on Stellar MLS data distributed by MLS GRID for the period 2004 through 2026. Deemed reliable but not guaranteed.

Median sale price · trailing 12 mo
$200K$300K$400K$500K20122014201620182020202220242026
Down 7.1% year over year.
Every sale since 2004 · price vs size
$0$200K$400K$600K2k2k2k
45 closed sales; green = recent. Size sets the floor, condition and lot set the rest.
Sold $ per sq ft · trailing 12 mo
$100$20020122014201620182020202220242026
Up from $102 in 2012 to a $274 peak in 2023; $222 now.
Median days on market · closed sales
204020122014201620182020202220242026
7 days at the 2025 low; 31 now.
Sale price vs original ask · median
85%90%95%20122014201620182020202220242026
90.2% now.
Homes sold per 12-mo window
024620122014201620182020202220242026
0 to 7 a year; 5 in the current window.
How much local inventory is already under contract

42% of homes for sale in ZIP 34760 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-09-26).

Oakland Shores Market Scorecard

Balanced

Oakland Shores is currently a balanced market., and homes go under contract in about 0 days.

$395,000
Median sold
$382
List $/sqft
0
Days on mkt
1/0/1
Active/Pend/Sold

Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.

Live data: Stellar MLS, refreshed twice daily. Market metrics only; these describe homes for sale and recent sales, not residents.

Housing distress & ownership in oakland shores, Maitland

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 7 listings
Distress share trend - 0.0% now (2026-09-04 → 2026-09-25)

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.

Homes For Sale Right Now in Oakland Shores

Live MLS inventory for Oakland Shores. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.

Active and pending Oakland Shores listings as of 2026-09-26, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2004 through 2026. Tap any home to ask about it.

Every Home for Sale in Oakland Shores Maitland Right Now (1)

All 1 active and pending Oakland Shores Maitland listings with a detail page, newest first, refreshed twice a day from the MLS.

Schools

In short
  • Seminole County Public Schools
  • Verify the zoned schools by address
  • Magnet and choice options may be available
  • Tildenville Elem · Elementary
  • Lakeview Middle · Middle
  • West Orange High · High

Zoned schools reflect the assignments reported on recent Oakland Shores listings and can change; always confirm with Seminole County Public Schools for a specific address.

Buying with schools in mind? We can confirm the exact zoned schools for any Oakland Shores address.

If we were buying in Oakland Shores 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 Shores.

A closer look at the Oakland Shores market

At a median of $222 per square foot, Oakland Shores prices sit in a fairly defined band, so condition and updates — more than the list price — tend to separate one home from the next.

The trailing-12-month median down 7% year over year. Homes that do trade take a median 31 days on market, useful leverage on any listing that has lingered.

The housing stock is 180 homes built between 1955 and 2015, and 83% of parcels are homesteaded — the owner-occupancy proxy in the Florida DOR assessment roll.

“

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

Jon Brooks · Founder, Momentum Realty
5.3C · Buy Score
Recent Direction4.2/10
Owner Commitment8.3/10
Pricing Power3.5/10

Momentum Intelligence Scores are our proprietary, qualitative assessment on a 0 to 10 scale, built from the record-level market data on this page. They are a framework for comparing communities, not a guarantee of future value and not advice on a specific home; unlike an automated value estimate they do not price your home, they grade the community on evidence you can inspect. Composite is the plain average of the 3 factors (5.3). Basis: Recent Direction -7.1% year-over-year; Owner Commitment 83% owner-occupied; Pricing Power 90.2% sale-to-list. Refreshed with each data update.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Oakland Shores 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 Shores.
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 Shores sales matched to your home.

What is your Oakland Shores home worth?

Get a no-obligation home value based on real comparable sales in Oakland Shores, 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 Maitland →

Real comps, not an automated estimate.

Frequently Asked Questions

What is the median home price in Oakland Shores?
The median sale price in Oakland Shores was $395K over the 12 months ending September 20, 2026 (5 closed sales, Stellar MLS).
How long do homes in Oakland Shores take to sell?
Homes that closed in the 12 months ending September 20, 2026 took a median 31 days on market (5 sales, Stellar MLS).
How many homes are in Oakland Shores?
The Florida DOR 2025 assessment roll shows 180 homes in Oakland Shores (public records).
What share of Oakland Shores is owner-occupied?
83% of Oakland Shores parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Oakland Shores built?
Homes in Oakland Shores were built between 1955 and 2015, with a median year built of 1958.0 (FL DOR 2025 roll).
Who is the best real estate agent for Oakland Shores?
The best agent for Oakland Shores is one who actively works Maitland 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 Shores.
How do I find a top Maitland real estate agent who knows Oakland Shores?
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 Shores and the wider Maitland area.
Can Momentum Realty connect me with an agent for Oakland Shores?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Oakland Shores purchase or sale - no call center and no pressure.
Where is Oakland Shores, and what county is it in?
Oakland Shores is in Maitland, Seminole County, FL, ZIP 32751. The community's center is about 2 miles west of the center of Maitland (straight-line).
Is Oakland Shores a good place to live?
That depends on your budget, commute and what you want in a home, so here is what the data says about Oakland Shores: the median sale price over the last 12 months was $395K (5 sales), 21% below the Maitland median of $502K; homes took a median 31 days to go under contract; the assessment roll counts 180 homes, 83% of them homesteaded (owner-occupied). The full numbers, price history and the flood and school sections are above.

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: September 26, 2026)
Community market statsStellar MLS closed sales, 12-month windows ending September 20, 2026
Housing stock & ownershipFlorida DOR assessment roll (street-list match (5 streets, ZIP 32751))
Under-contract sharesStellar MLS records, as of 2026-09-20
Historical depthClosed-sale records back to 2004 (45 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.

Looking to buy here? Search homes for sale →

What’s your home worth in your area?

A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.

By submitting, you agree that EAB RE INVESTMENTS LLC (Momentum Realty) and its agents may call, email, and text you about your inquiry, which may involve automated means and prerecorded or artificial voices. You do not need to consent as a condition of buying any property, goods, or services. To opt out, reply STOP at any time or reply HELP for assistance. You can also click the unsubscribe link in emails. Message and data rates may apply. Message frequency may vary. See our Privacy Policy and SMS Terms.or call (904) 351-6461
CallFree valuation →

Nearby Communities

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

Oakland Park0.1 mi away · median $450K, 9 sales/12 moSOSouthern Oaks At Oakland Shores0.1 mi away · 46 homes, built 1996–18, 1 for saleWLWinters Landing0.3 mi away · 69 homes, built 1928–24OPOakland Park0.3 mi away · 10 homes, built 2024–24WLWinters Landing0.3 mi away · median $850K, 3 sales/12 moTOTown Of Oakland0.4 mi away · 46 homes, built 1910–21Oakland Pointe Oakland0.4 mi away · 31 homes, built 1996–21, 1 for sale

Browse all neighborhood guides →

Thinking of selling in oakland shores? 5 recorded closings; median 31 days on market (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.
Talk to a Local Oakland Shores Expert
Call Get Listings