Cheltenham in Orlando

Cheltenham
Homes for Sale in Orlando, FL

All 4,065 homes for sale in ORLANDO, FL · median $380,000 · 124 homes for sale in 32825 · Orange County homes for sale

Community in Orlando · Orange County · ZIP 32825
54 homesBuilt 1997–1998
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True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data21 years of closingsFL DOR public recordsUpdated twice daily

Nearby homes for sale

No active listings inside Cheltenham 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.

10223 DEAN POINT PLACE
$389K · 0.1 mi away
3 bd · 2 ba · 1,414 sqft
10223 DEAN POINT PLACE
Listed by WEMERT GROUP REALTY LLC
10044 RICHARDSON COURT
$350K · 0.3 mi away
3 bd · 2 ba · 1,292 sqft
10044 RICHARDSON COURT
Listed by EXP REALTY LLC
10436 JANE EYRE DRIVE
$399K · 0.3 mi away
3 bd · 2 ba · 1,512 sqft
10436 JANE EYRE DRIVE
Listed by NORKIS & CO REALTY
10140 BRIDLEWOOD AVENUE
$404K · 0.4 mi away
4 bd · 2 ba · 1,762 sqft
10140 BRIDLEWOOD AVENUE
Listed by OLYMPUS EXECUTIVE REALTY INC
10449 GLASSBOROUGH DRIVE
$350K · 0.4 mi away
3 bd · 2 ba · 1,508 sqft
10449 GLASSBOROUGH DRIVE
Listed by LA ROSA REALTY LLC
344 BRIAR BAY CIRCLE
$299K · 0.5 mi away
3 bd · 2 ba · 1,195 sqft
344 BRIAR BAY CIRCLE
Listed by REAL BROKER, LLC

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

As of October 2026, the MLS records 20 closed sales in Cheltenham in Orlando, FL since 2005, the most recent in April 2026. Across Orlando as a whole, 6,171 homes closed in the last 12 months at a median of $415,000, 42 median days on market, with 1,694 homes for sale today. At that median and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $6,920 ($6,250 with the full homestead exemption).

Cheltenham key facts
LocationORLANDO, Orange County, FL · ZIP 32825
Homes in the community54 (FL DOR 2025 assessment roll)
Years built1997–1998 (median 1997)
Typical living area1,487 sq ft (median)
For sale right now0 active, 0 pending
Owner-occupied (homestead) share70%

Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2005 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Cheltenham key facts,” movewithmomentum.com/neighborhoods/cheltenham-orlando, data as of September 20, 2026.

Live · Cheltenham Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
0 · 0
For sale · pending
live counts, refreshed twice daily
1
Sold · last 12 mo
10-yr average: about 1 a year
Ownership and context
70%
Owner-occupied · Cheltenham
38 of 54 parcels homesteaded (FL DOR 2025)
30%
Non-owner-occupied · Cheltenham
incl. 7% trust or LLC-held · 100% out-of-state
54
Homes in the community
54 residential parcels (FL DOR 2025)
Track record · 21 years of records
Est. 1997
Community established
homes built 1997-1998, median 1997 (FL DOR 2025)
1.9%/yr
Turnover rate
about 1 of 54 homes trade a year

The market around Cheltenham

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

In ZIP 32825, 179 homes are on the market and 27% are under contract — a steady corner of Orlando.

Across Orange County, 5,774 homes are active and 1,755 pending (23% under contract).

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

Housing distress & ownership in Cheltenham, ORLANDO

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 3 listings
Distress share trend - 0.0% now (2026-08-12 → 2026-09-23)

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 Cheltenham 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 Cheltenham.

A closer look at the Cheltenham market

The housing stock is 54 homes built between 1997 and 1998, and 70% 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 Cheltenham. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Cheltenham 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 Cheltenham.
In short
  • HOA dues reported around $37/month (about $444/yr) · median of 22 MLS listings, most billed quarterly
  • Any club/amenity membership is billed separately

Listings in this community report association dues of about $37 per month ($444 a year) - the median AssociationFee across 22 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, 2026-10.

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 Cheltenham sales matched to your home.

What is your Cheltenham home worth?

Get a no-obligation home value based on real comparable sales in Cheltenham, 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 Orlando →

Real comps, not an automated estimate.

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.

$2,471/mo
Orange County typical true cost to own
$117/mo
Orange County typical home insurance
Check CDD
Confirm before you offer

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.

Frequently Asked Questions

How many homes are in Cheltenham?
The Florida DOR 2025 assessment roll shows 54 homes in Cheltenham (public records).
What share of Cheltenham is owner-occupied?
70% of Cheltenham parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Cheltenham built?
Homes in Cheltenham were built between 1997 and 1998, with a median year built of 1997 (FL DOR 2025 roll).
Who is the best real estate agent for Cheltenham?
The best agent for Cheltenham is one who actively works Orlando 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 Cheltenham.
How do I find a top Orlando real estate agent who knows Cheltenham?
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 Cheltenham and the wider Orlando area.
Can Momentum Realty connect me with an agent for Cheltenham?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Cheltenham purchase or sale - no call center and no pressure.
Where is Cheltenham, and what county is it in?
Cheltenham is in ORLANDO, Orange County, FL, ZIP 32825. The community's center is about 8 miles east of the center of ORLANDO (straight-line).

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: October 1, 2026)
Housing stock & ownershipFlorida DOR assessment roll (street-list match (3 streets, ZIP 32825))
Under-contract sharesStellar MLS records, as of 2026-09-20
Historical depthClosed-sale records back to 2005 (20 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 →

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CallFree valuation →
Thinking of selling in Cheltenham? 1 recorded closings (window ending 2026-09-20). See the Orange 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 Cheltenham with Momentum Realty’s local guides.

DPDean Point0.1 mi away · 125 homes, built 1927–23, 1 for saleDean Oaks0.3 mi away · 32 homes, built 1991–94WPWindover Park0.3 mi away · 48 homes, built 1996–97, 1 for saleDCDean Chase0.4 mi away · 34 homes, built 1999–99BBBriar Bay0.4 mi away · 114 homes, built 1996–98RPRegent Park Condo0.4 mi awayPMPark Manor West0.4 mi away · 9 homes, built 1978–81Regent Park0.5 mi away · median $225K, 4 sales/12 mo

Browse all neighborhood guides →

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