Oakland Shores
Homes for Sale in Maitland, FL
All 109 homes for sale in Maitland, FL · median $460,000 · Seminole County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of September 2026, the MLS records 7 closed sales in oakland shores 3rd add rep in Maitland, FL since 2015, the most recent in August 2025. Across Maitland as a whole, 156 homes closed in the last 12 months at a median of $515,000, 29 median days on market, with 28 homes for sale today. At that median and Seminole County's FY2025-26 rate of 15.18 mills, annual property tax runs about $7,820 ($7,220 with the full homestead exemption).
This is an established Maitland pocket built out mostly in the early 1960s, with a handful of homes added as late as 2002. With zero active listings as of this snapshot, there is no current inventory to read pricing signals from - anyone watching this community right now is watching an empty board, not a soft or hot market.
The homestead share sitting at just over 70% tells you most of these 72 homes are owner-occupied long-term rather than cycling through as rentals or flips. That kind of tenure tends to mean homes come to market infrequently and, when they do, condition varies widely based on how recently a given owner has updated a house built in the early 1960s.
Nearby homes for sale
No active listings inside oakland shores 3rd add rep 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.
Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.
The 60-Second Overview
Oakland Shores Rep is a small, established Seminole County community of 72 homes dating primarily to the early 1960s, with typical living space around 1,680 square feet.
Stellar MLS sales records identify 108 homes in oakland shores that have changed hands since 2004, built between 1955 and 1989 (median 1959), with a median living area of about 1,828 sq ft and a typical 3-bedroom, 2-bath layout; 99% 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.
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.
Who Oakland Shores is best for.
Best for
- A buyer who wants a smaller, established Maitland community and is willing to wait for the next listing rather than choose from an active pool.
- A buyer comfortable purchasing and updating a home built in the early 1960s rather than something newly constructed.
- A buyer who does not need a community pool, clubhouse, or organized amenities as part of the purchase.
Probably not for
- A buyer who wants to compare several active, similar listings side by side before deciding.
- A buyer who wants move-in-ready construction with no unknowns around age-related updates.
- A buyer who specifically wants HOA-run amenities like a pool or clubhouse as part of the community.
The market around Oakland Shores
Oakland Shores is too small for its own price trend, so here is the market around it.
In ZIP 32701, 168 homes are on the market and 17% are under contract — a slower corner of Maitland.
Across Seminole County, 1,646 homes are active and 585 pending (26% under contract).
In ZIP 32701 (Maitland), 259 homes closed in the last 12 months at a median of $370K ($222/sq ft), up 0.8% year over year, with a median 45 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 Shores specifically. Momentum Research analysis of MLS records.
Housing distress & ownership in oakland shores 3rd add rep, Maitland
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
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.
The Oakland Shores buying strategy.
If we were buying in Oakland Shores today, this is the order of operations we would run for our clients.
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.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
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 quiet, built-out corner with no active listings
At 72 homes total, this is not a subdivision that turns over in volume. The build years span 1950 to 2002, but the median of 1961 makes clear the core of the community is original-era construction, which means buyers should expect a wide range of update conditions from house to house rather than a uniform look or spec.
No community amenities are identified from current MLS listings, so this reads as a straightforward residential street grid rather than an amenitized development - no clubhouse, pool, or HOA-run recreation to factor into the value equation. With zero active listings right now, there is no live comparable set to point to; buyers and sellers here are working off of what similar older Maitland homes have done rather than what this specific pocket is doing today.
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.
Why work with Momentum here
A community this small with no active listings requires someone watching for the next listing to hit, not scrolling a portal that will show nothing. We track off-market activity and recently expired or withdrawn listings in this footprint so a buyer is not simply waiting on the MLS, and we can speak plainly with a seller about what a 1960s-built home in this specific pocket is likely to show buyers before it goes live.
Oakland Shores in 15 seconds.
HOA, CDD & Fees
- 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.
Tools for a Oakland Shores buy.
Free calculators to pressure-test the real cost before you tour.
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.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Oakland Shores, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
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 →
Should you buy in Oakland Shores?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: September 14, 2026) |
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2015 (7 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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See how oakland shores 3rd add rep fits the bigger picture — live prices, inventory, and Momentum Scores:
Common questions about Oakland Shores
Where is Oakland Shores?
Oakland Shores is a community in Maitland, Seminole County, Florida, ZIP 32701 / 32751.
Are there homes for sale in Oakland Shores right now?
No active listings inside Oakland Shores at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.
Does Oakland Shores have an HOA or CDD?
No HOA is on record for Oakland Shores in our data. Verify dues, what they cover, and any special assessment for a specific address before you offer.
Answers are generated from county property records, MLS feeds and the figures on this page, as of the page date; deemed reliable but not guaranteed.
Nearby Communities
Explore more neighborhoods near Oakland Shores with Momentum Realty’s local guides.
The real cost & risk here
Before the list price, the Florida math the portals skip. These are Orange County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.
Check it for your address: look up your flood zone (FEMA) · insurance by county · true-cost calculator · Orange County scorecard.
County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.
OAKLAND SHORES 3RD ADD REP Market Scorecard
OAKLAND SHORES 3RD ADD REP is currently a thin data market. Limited supply, a median asking price of n/a.
Go deeper: true cost calculator · affordability calculator.
Live data: Stellar MLS, distributed by MLS GRID, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.