Oakland Parkb
Homes for Sale in Winter Garden, FL
True comps, carrying-cost math, and listings before the portals.
Over the 12 months ending 2026-09-12, 3 recorded sales closed at a median of $1,040,000, $390 per square foot, a median 13 days on market, sellers accepting 99% of original asking. Homes listed or recently sold were built 2022 - 2023; 3 of 3 report an HOA (median $203/mo); none of the 3 geocoded homes sit in a FEMA special flood hazard zone (median elevation 97 ft). At the median price and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $17,340 ($16,670 with the full homestead exemption).
Nearby homes for sale
No active listings inside Oakland Parkb 1 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 Parkb market snapshot (as of September 12, 2026): the median sale price is about $1.04M ($390 per sq ft over the trailing 12 months of closed sales), and a median 13 days on market for closed sales.
In ZIP 34787 (WINTER GARDEN), 2,162 homes closed in the last 12 months at a median of $595K ($251/sq ft), down 0.6% year over year, with a median 36 days on market. Right now 357 active and 169 pending listings put supply at about 3.8 months - a balanced market. See the live ZIP 34787 housing market and the Orange County market.
Stellar MLS sales records identify 23 homes in Oakland Parkb that have changed hands since 2020, built between 2018 and 2025 (median 2023), with a median living area of about 2,667 sq ft and a typical 4-bedroom, 3.5-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.
The setting & the homes.
Aerial and on-site photos of Oakland Parkb. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Photos from Stellar MLS listings in Oakland Parkb; content deemed reliable but not guaranteed.
Housing distress & ownership in OAKLAND PARKB-1, WINTER GARDEN
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.
Oakland Parkb on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Stellar MLS. Map data © OpenStreetMap, tiles © CARTO.
Life at Oakland Parkb
- Playground · reported on 4 of 4 listings
- Pool · reported on 4 of 4 listings
- Deed Restrictions · reported on 3 of 4 listings
- Dog Park · reported on 3 of 4 listings
- Golf Carts OK · reported on 3 of 4 listings
- Park · reported on 3 of 4 listings
- Clubhouse · reported on 2 of 4 listings
- Community Mailbox · reported on 1 of 4 listings
Community amenities as reported across Stellar MLS listings in this community; deemed reliable but not guaranteed. Verify current amenities and access with the HOA.
The Oakland Parkb buying strategy.
If we were buying in Oakland Parkb 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 Parkb.
A closer look at the Oakland Parkb market
At a median of $390 per square foot, Oakland Parkb 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 location and the amenities are priced into every listing in Oakland Parkb. The deal is won or lost on condition, the comps, and the renovation math.
HOA, CDD & Fees
- HOA dues reported around $203/month (about $2,436/yr) · median of 6 MLS listings, most billed quarterly
- Any club/amenity membership is billed separately
Listings in this community report association dues of about $203 per month ($2,436 a year) - the median AssociationFee across 6 MLS records, normalised to a monthly figure; most are billed quarterly. Dues change with budgets and can differ by section or product type; confirm the current figure with the association before you offer. Source: MLS listing records, 2026-09.
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 Parkb 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 Parkb sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Oakland Parkb, 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 Parkb home worth?
Get a no-obligation home value based on real comparable sales in Oakland Parkb, 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 Winter Garden →
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 PARKB-1 Market Scorecard
OAKLAND PARKB-1 is currently a no active listings market. Limited supply, a median asking price of n/a.
Typical home value in the 34787 ZIP is $574,696, right around the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · county scorecard · 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.
Frequently Asked Questions
What is the median home price in Oakland Parkb?
How long do homes in Oakland Parkb take to sell?
Who is the best real estate agent for Oakland Parkb?
How do I find a top Winter Garden real estate agent who knows Oakland Parkb?
Can Momentum Realty connect me with an agent for Oakland Parkb?
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: September 12, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending September 12, 2026 |
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2022 (5 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 Parkb fits the bigger picture — live prices, inventory, and Momentum Scores:
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