Canterbury Village
Homes for Sale in Odessa, FL
All 228 homes for sale in Odessa, FL · median $700,000 · 189 homes for sale in 33556 · Hillsborough County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of November 2026, the MLS records 13 closed sales in Canterbury Village Second Add in Odessa, FL since 2014, the most recent in December 2024. Across Odessa as a whole, 534 homes closed in the last 12 months at a median of $700,000, 42 median days on market, with 188 homes for sale today. At that median and Hillsborough County's FY2025-26 rate of 15.73 mills, annual property tax runs about $11,010 ($10,390 with the full homestead exemption).

Price here is driven by condition and updates, not by location alone. This is an established Odessa community built between 1988 and 2001, with homes clustered around a 1997 vintage and a median living area of roughly 2,332 square feet. That means most sellers are competing on how well their home has been maintained and modernized since it was built, and buyers should expect a wide spread depending on kitchens, roofs, systems, and finishes rather than a narrow band of comparable listings.
With no closings in the current window, there is no fresh transaction data to anchor a price read, so both sides are working off recent history rather than live comps. That argues for patience and disciplined pricing. A seller who over-reaches on an unrenovated home will sit; a buyer who does the homework on age-related items has room to negotiate on the specifics.
Figures in this note are as of July 14, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Nearby homes for sale
No active listings inside Canterbury Village 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
Canterbury Village Second Add is a mature, mostly owner-occupied Odessa neighborhood of 242 homes, with a homestead share above 80% signaling long-term ownership rather than a rental-heavy street.
Stellar MLS sales records identify 166 homes in Canterbury Village that have changed hands since 2006, built between 1994 and 2001 (median 1997), with a median living area of about 2,039 sq ft and a typical 3-bedroom, 2.5-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.
County records show 19 qualified sales in Canterbury Village across 2024–2025 (9 in 2024, 10 in 2025), median $569,000 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
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 Canterbury Village is best for.
Best for
- Buyers seeking around 2,332 square feet in an established Odessa neighborhood
- Long-hold owners comfortable in a mostly owner-occupied community
- Buyers willing to budget for age-related updates in exchange for a settled setting
Probably not for
- Buyers who require new or near-new construction
- Investors chasing a rental-dense street with quick turnover
- Buyers who want no capital exposure to roofs, HVAC, or aging systems
The market around Canterbury Village
Canterbury Village is too small for its own price trend, so here is the market around it.
In ZIP 33556, 239 homes are on the market and 26% are under contract — a steady corner of Odessa.
Across Hillsborough County, 6,324 homes are active and 1,810 pending (22% under contract).
In ZIP 33556 (Odessa), 202 homes closed in the last 12 months at a median of $602K ($245/sq ft), up 6.0% year over year, with a median 40 days on market. Right now 58 active and 13 pending listings put supply at about 3.4 months — a balanced market. See the live ZIP 33556 housing market and the Hillsborough County market.
ZIP and county figures describe the wider market, not Canterbury Village specifically. Momentum Research analysis of MLS records.
The Canterbury Village buying strategy.
If we were buying in Canterbury Village 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 Canterbury Village.
An established Odessa pocket that trades on condition
The build window of 1988 to 2001 and a median year built of 1997 tell you what to underwrite: roofs, HVAC, water heaters, and original finishes are all at or past the point where they may need attention. At a median of about 2,332 square feet, these are substantial homes with the maintenance profile of their age, which is exactly why price variation within the community can be significant.
The high homestead share, over 80%, points to stability and owners who tend to hold. That can mean fewer listings at any given moment and homes that have been lived in and cared for, but it also means a buyer should be ready to move when the right updated home appears, because inventory does not turn quickly here.
The location and the amenities are priced into every listing in Canterbury Village. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a community where price hinges on condition and where live comps are thin, our value is in reading the individual home, not the headline number. We will walk the age-related systems with you, tell you where a listing is priced to its updates versus its address, and help sellers position honestly against an established, slow-turning market.
Canterbury Village in 15 seconds.
Tools for a Canterbury Village 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 Canterbury Village sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Canterbury Village, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Canterbury Village home worth?
Get a no-obligation home value based on real comparable sales in Canterbury Village, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
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| Location | Odessa, Hillsborough County, FL · ZIP 33556 |
|---|---|
| Homes in the community | 242 (FL DOR 2025 assessment roll) |
| Years built | 1988–2001 (median 1997) |
| Typical living area | 2,332 sq ft (median) |
| Owner-occupied (homestead) share | 83% |
Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2014 through 2024; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Canterbury Village key facts,” movewithmomentum.com/neighborhoods/canterbury-village-second-add, data as of September 20, 2026.
Housing distress & ownership in Canterbury Village Second Add, Odessa
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 November 2026 through November 2026. Deemed reliable but not guaranteed.
More Odessa home searches
- All homes for sale in Odessa, FL
- Homes for sale in Hillsborough County, FL
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- Odessa home values: what is my house worth?
Odessa guides & data
- Market data
- Property taxes (Pasco County)
- Homestead exemption (Pasco County)
- Home insurance cost
- New construction
- New construction (Pasco County)
- Home builders (Pasco County)
Florida buyer guides
- Florida home insurance rates by county
- Florida property tax by county
- Florida property tax calculator
- What flood zone X means
- The 4-point inspection, explained
- Florida flood insurance calculator
- Florida housing market map
- Interactive housing market map (county, ZIP and community)
- Save Our Homes tax estimator
- How to stop a foreclosure in Florida
- Florida documentary stamp tax, explained
- Cheapest places to live in Florida
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Frequently Asked Questions
How many homes are in Canterbury Village?
What share of Canterbury Village is owner-occupied?
When were the homes in Canterbury Village built?
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Where is Canterbury Village, and what county is it in?
Should you buy in Canterbury Village?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Housing stock & ownership | Florida DOR assessment roll (street-list match (2 streets, ZIP 33556)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2014 (13 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.
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See how Canterbury Village Second Add fits the bigger picture — live prices, inventory, and Momentum Scores:






