OAKSHIRE ESTATES
Homes for Sale in ORLANDO, FL
True comps, carrying-cost math, and listings before the portals.
Oakshire Estates is a tight, single-phase build — all 124 homes went up between 2001 and 2004, with a median build year of 2002. That kind of construction window means consistent lot sizes, similar rooflines, and comparable systems age across the community, which simplifies comparisons for anyone evaluating a home here against another.
Right now there are zero active listings and the most recent closings window covers just one month, so there is very little live inventory or fresh transaction data to read from. That is not unusual for a small, established community — it just means a buyer who wants in should be ready to move when something does list, and a seller has almost no active competition to price against.
The 60-Second Overview
Oakshire Estates is a gated community of 124 homes built in a tight window between 2001 and 2004, with a median living area of 2,145 square feet and a homestead share of roughly 67% — a strong signal that most owners here live in the home rather than hold it as a rental or second property.
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.
The setting & the homes.
Aerial and on-site photos of OAKSHIRE ESTATES. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
OAKSHIRE ESTATES
OAKSHIRE ESTATES
OAKSHIRE ESTATES
OAKSHIRE ESTATES
OAKSHIRE ESTATES
OAKSHIRE ESTATESWho OAKSHIRE ESTATES is best for.
Best for
- Buyers who want a gated, single-phase community with homes of consistent age and size
- Buyers planning to occupy the home long-term in a community where most owners are homesteaded
- Buyers comfortable waiting for the right listing given the current lack of active inventory
Probably not for
- Buyers who need to choose from multiple active listings right away
- Buyers looking for a resort-style amenity package beyond a gated entry and playground
- Investors seeking a community with a high rate of non-owner-occupied turnover
The market around OAKSHIRE ESTATES
OAKSHIRE ESTATES is a small community — 74 recorded sales on file, most recently in 2026 — too few for its own price trend. Here is the market around it.
In ZIP 32824, 245 homes are on the market and 26% are under contract — a steady corner of ORLANDO.
Across Orange County, 5,873 homes are active and 2,054 pending (26% under contract).
Homes here are single family residence.
ZIP and county figures describe the wider market, not OAKSHIRE ESTATES specifically. Momentum Research analysis of MLS records.
Housing distress & ownership in OAKSHIRE ESTATES, ORLANDO
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 August 2026 through August 2026. Deemed reliable but not guaranteed.
OAKSHIRE ESTATES 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 OAKSHIRE ESTATES
- Gated · reported on 1 of 1 listings
- Playground · reported on 1 of 1 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.
Recent Developments in Oakshire Estates
Development, infrastructure, retail, and school activity affecting Oakshire Estates, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated August 2026.
- July 2026Development
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 6 miles northeast of Oakshire Estates, elsewhere in Orange County.
Source: Construction Owners - July 2026Development
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 9 miles north of Oakshire Estates, elsewhere in Orange County.
Source: ClickOrlando - July 2026Civic
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 project is about 15 miles north of Oakshire Estates, elsewhere in Orange County.
Source: Orange County Newsroom - June 2026Development
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 14 miles north of Oakshire Estates, elsewhere in Orange County.
Source: Florida YIMBY - June 2026Development
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 13 miles north of Oakshire Estates, elsewhere in Orange County.
Source: Florida YIMBY - March 2026Development
Orlando approves the 380-acre Dowden Central Community Development District in Lake Nona
Orlando approved the Dowden Central Community Development District, a roughly 380-acre district in the Lake Nona area of southeast Orlando, in March 2026. The district provides the framework to build roads, drainage, utilities, and parks for future development phases.
What it may mean for the marketA new community development district lays the groundwork for large-scale growth in the Lake Nona area, a step that typically precedes new housing and commercial activity nearby. The site is about 6 miles east of Oakshire Estates.
Source: ClickOrlando
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 the Orlando Metro.
The OAKSHIRE ESTATES buying strategy.
If we were buying in OAKSHIRE ESTATES 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 OAKSHIRE ESTATES.
A single-era build behind the gate
Because every home in Oakshire Estates was built within a three-year span, the community reads as one cohesive product rather than a patchwork of eras and builders. The median living size of 2,145 square feet puts most homes in a mid-size single-family range — enough room to differentiate on floor plan and lot without the wide size swings you see in communities built over a decade or more.
The gated entry and playground are the amenities reported across MLS listings for this community; they point to a self-contained layout rather than a resort-style amenity package. With a homestead share near 67%, this reads as a community where ownership skews toward long-term occupancy rather than turnover-driven investment activity, which tends to support a steadier day-to-day feel to the streets and common areas.
The location and the amenities are priced into every listing in OAKSHIRE ESTATES. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
With zero active listings and a single month of closing data to work from, reading this market takes more than a portal search — it takes someone tracking the MLS feed closely enough to catch a listing the moment it surfaces and to put the build-year, size, and homestead data in context before you make an offer.
OAKSHIRE ESTATES in 15 seconds.
HOA, CDD & Fees
- 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.
Tools for a OAKSHIRE ESTATES 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 OAKSHIRE ESTATES sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in OAKSHIRE ESTATES, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your OAKSHIRE ESTATES home worth?
Get a no-obligation home value based on real comparable sales in OAKSHIRE 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 homes for sale in OAKSHIRE ESTATES on the map →
OAKSHIRE ESTATES Market Scorecard
OAKSHIRE ESTATES is currently a no active listings market. Limited supply, a median asking price of n/a.
Go deeper: county scorecard · true cost calculator · affordability calculator.
Live data: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.
Frequently Asked Questions
How many homes are in OAKSHIRE ESTATES?
What share of OAKSHIRE ESTATES is owner-occupied?
When were the homes in OAKSHIRE ESTATES built?
Do cash buyers compete in OAKSHIRE ESTATES?
Who is the best real estate agent for OAKSHIRE ESTATES?
How do I find a top ORLANDO real estate agent who knows OAKSHIRE ESTATES?
Can Momentum Realty connect me with an agent for OAKSHIRE ESTATES?
Should you buy in OAKSHIRE ESTATES?
An honest fit check. We will tell you when it is not your community.
Nearby Communities
Explore more neighborhoods near OAKSHIRE ESTATES with Momentum Realty’s local guides.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: August 2, 2026) |
| Housing stock & ownership | Florida DOR 2025 assessment roll (community parcel extract) |
| Under-contract shares | Stellar MLS records, as of 2026-08-01 |
| Historical depth | Closed-sale records back to 2007 (31 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 your area 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.