Keystone
Crossings Homes for Sale in Odessa, FL

Gated single-residential community · Odessa, Hillsborough County · ZIP 33556

A gated single-residential community in Odessa, early-1990s homes on oversized lots on the edge of rural Keystone. The read is the low HOA, the homesite, the school zoning, and the condition of the specific home.

Gated, OdessaEarly-1990s single-familyLow HOA, oversized lots

Live Market Pulse

50/100
Momentum

Buyer-Leaning Market (limited data)

Resale here turns on the homesite, the condition, and an honest read of an early-1990s home; confirm the HOA dues, the school zoning, and the flood and insurance picture before anchoring on a number.

Free · No obligation

Unlock Off-Market Keystone Crossings

Listings before the portals, true comps, and the renovation and carrying-cost math, before you tour.

Built fromLive Stellar MLS data14 years of closingsLocal renovation analysisUpdated twice daily

LiveMarket PulseStellar MLS

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Median Price

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Supply

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Avg DOM

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Seller Leverage

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Median $/Sqft

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1-Yr Price Change

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Jon's Current Read

"Keystone Crossings is a gated, deed-restricted single-residential community in Odessa, in northwest Hillsborough County on the edge of the rural Keystone area next to communities like The Eagles and Westchase. Listing and neighborhood data describe homes built largely in the early 1990s, on oversized lots, with up to five bedrooms and a low monthly HOA that covers community tennis, basketball and a playground (Neighborhoods.com and area brokerage guides, 2026). Value here is driven by the homesite, the condition and year built of the specific home, and the Keystone school zoning, layered onto a modest single-layer HOA rather than the two-layer or golf-club carry of some nearby gated communities. The read is the homesite, the carrying cost, the school assignment by address, the flood and insurance picture, and an honest condition read on an early-1990s home, all confirmed in writing before you offer."

Jon Brooks, founder, Momentum Realty · Updated June 2026

The 60-Second Overview

Keystone Crossings is a gated, deed-restricted single-residential community in Odessa (ZIP 33556), in northwest Hillsborough County on the edge of the rural Keystone area. Neighborhood and listing guides describe homes built largely in the early 1990s on oversized lots, many with four to five bedrooms, with a low monthly HOA (Neighborhoods.com and area brokerage guides, 2026).

The community keeps things simple: a single HOA layer that covers community amenities including tennis courts, a basketball court and a playground, rather than the two-layer master-plus-village structure or separate golf-club cost found in some nearby gated communities. That keeps the monthly carry modest, so the work is on the homesite and the condition of the specific home, not on untangling layered fees.

Keystone Crossings sits on the edge of the rural Keystone area, where a long-standing community plan limits dense development and protects the one-home-per-several-acres rural character nearby. That setting drives part of the appeal: a gated, established neighborhood with quick access to the Veterans Expressway, Citrus Park and the airport, but a more rural feel than the denser suburbs to the south.

Confirm the HOA dues and what they cover, the school zoning by address with Hillsborough County Public Schools, the flood and insurance picture, and the condition and year built of the specific home before you offer; an early-1990s home rewards an honest read on roof, systems and updates.

Quick Match

Who Keystone Crossings is best for.

Best for

Buyers who want a gated single-family home with a low, single-layer HOA
Buyers who value oversized lots and an established, rural-edge setting
Buyers who want Keystone-area school zoning and quick Veterans Expressway access
Buyers who will read condition and year built on an early-1990s home

Probably not for

Buyers who want brand-new construction or the newest finishes
Buyers who want resort-style or golf-community amenities
Buyers unwilling to budget roof and systems work on a 1990s home
Buyers who want a walkable, no-gate, no-HOA, in-town setting

Market Pulse

How Keystone Crossings is performing right now

50/100
momentum

Buyer-Leaning Market (limited data)

Seller's marketBalancedBuyer's market

0Months of supplytight

57Median days on marketdays

0 : 0Under contract vs for salestrong demand

0Sold in last 12 monthsliquidity

+127%Median price since 2012appreciation

+0%Asking vs recent sold $/sqftroom to negotiate

Tight supply and strong demand favor sellers here. Homes still take about two months to sell, though, and with asking prices running above recent sales per square foot, a prepared buyer has room on anything overpriced. Reading each home against the real comps, not the headline trend, is where the edge is.

Live from Stellar MLS, as of June 24, 2026. Refreshed twice daily. Months of supply, days on market, and the contract-to-listing ratio are computed from current Keystone Crossings listings and the trailing twelve months of closed sales.

Where prices are going$850K2026 YTD

Median sale price by year. Tap a label to compare Canterbury Village or Odessa. The 1-year price change is the median sold price over the most recent year versus the prior year, the same measure most listing sites and local Realtor reports use. It reflects the mix of homes that sold, not the change in any single home's value, which is why median price per square foot is shown alongside it to adjust for home size. In thinly traded neighborhoods, where a sale or two can swing the median, we lead with the mix-resistant price-per-square-foot trend instead.

Price per square foot$3072026 YTD

Median $/sqft by year. 2026 is year to date.

Supply and demand now0 : 0active : pending

For sale0

Pending0

Sold 12mo0

Active and pending listings now vs homes sold in the last 12 months.

8.6A- score

Momentum intelligence

Momentum buy score

Our proprietary read on how a home in Keystone Crossings buys, holds, and resells. See the five factors.

Interactive Map

Keystone Crossings on the map.

Every active, pending, and recently sold home, plotted. Toggle the layers, color the dots by status or lot type, and tap a home for the details.

Listing locations from Stellar MLS; lot type inferred from listing descriptions. Destination pins are approximate. Map data © OpenStreetMap, tiles © CARTO. Flood, school, and commute overlays are on the roadmap.

Nearby & Commute

How far is everything?

The takeaway

The northwest Odessa location is the point: the Veterans Expressway, Citrus Park, the airport and the Gulf beaches are all within a reasonable drive, with rural conservation land close by.

Drive times from the community area; the rural-edge Odessa location puts major roads, the airport and the coast within reach.

Veterans Expressway access~8 to 15 min · ~4 to 7 miles

Citrus Park Town Center~12 to 18 min · ~6 to 9 miles

Westchase and West Park Village~12 to 18 min · ~6 to 9 miles

Tampa International Airport~25 to 35 min · ~15 to 20 miles

Downtown Tampa~30 to 45 min · ~18 to 24 miles

Gulf beaches at Clearwater~30 to 45 min · ~18 to 26 miles

Brooker Creek Preserve~15 to 25 min · conservation land

Drive times are approximate and vary with traffic and your exact departure point. Confirm your real commute at your real departure time.

Nearby Communities

Explore more neighborhoods near KeystoneCrossings with Momentum Realty’s local guides.

TATarramorOdessa, FL · 0.2 mi

Keystone Park ColonyOdessa, FL · 0.7 mi VIVillaRosaLutz, FL · 2.0 mi STStillwaterOdessa, FL · 2.1 mi WLWyndham LakesOdessa, FL · 2.1 mi TAThe Trails atVan Dyke FarmsOdessa, FL · 2.1 mi CCCopeland CreekOdessaOdessa, FL · 2.1 mi SCSwan CoveOdessaOdessa, FL · 2.1 mi NLNorthbridgeat Lake PrettyOdessa, FL · 2.1 mi

Browse all Florida neighborhood guides →

Carrying cost · the no-CDD edge

No CDD bond means thousands less per year than newer master plans.

Typical CDD community~$2,500/yr

Keystone Crossings (no CDD)$0/yr

Roughly $25,000 saved over 10 years in carrying cost, before resale.

Illustrative. NE Florida CDD assessments commonly run $1,500-$3,500+/yr and vary by community; verify per property.

Schools

15-Second Take

Hillsborough County Public Schools
Verify the zoned schools by address
Magnet and choice options may be available
Confirm current ratings before relying on them
Private and parochial options nearby

Keystone Crossings is served by Hillsborough County Public Schools. Assignment is by address and can change, so confirm the exact zoned elementary, middle, and high schools for any specific home, plus any magnet or choice options. Treat published ratings as a starting point, not the full story.

Public

Hillsborough County Public Schools (verify by address)

Verifyrating

By address

Confirm zoned elementary, middle, and high

Verifyrating

Choice

Magnet and choice options may apply

Verifyrating

Buying with schools in mind? We can confirm the exact zoned schools for any Keystone Crossings address.

The takeaway

What is actually shaping value around Keystone Crossings and the wider Keystone area, sourced and dated. We do not publish rumor.

Recent Developments in Keystone Crossings

Development Intelligence

Our read on what is being built around Keystone Crossings, scored for direction, significance, and how close the effect lands. The full sourced timeline follows below.

Net OutlookBullishThe structural story is a gated, established single-residential community on the edge of a rural area where residents and the county are actively defending the Keystone community plan against denser development. Watch how state land-use law interacts with local controls, and confirm the HOA, school zoning, flood and insurance picture per home.

Keystone community plan limits dense development

Ongoing

BullishNotable impact

SignificanceRadius: Area

The Keystone-Odessa community plan protects a low-density, rural character nearby, which supports the appeal of established gated neighborhoods like this one; confirm current land-use status for any nearby parcel.

County blocks a large Keystone housing proposal

2026

BullishNotable impact

SignificanceRadius: Area

In March 2026 Hillsborough commissioners denied a developer plan for hundreds of homes after residents cited traffic, schools and wetlands, reinforcing the rural-edge character that underpins value here.

State land-use laws pressure local controls

2025

NeutralNotable impact

SignificanceRadius: Area

A county commissioner says the Live Local Act and Senate Bill 180 have weakened local land-use control, so the development picture nearby can shift; confirm current status before you anchor on the rural setting lasting unchanged.

Early-1990s stock means a condition read

Ongoing

NeutralNotable impact

SignificanceRadius: Community

Most homes date to the early 1990s, so roof, systems and insurability drive value and have to be read per home rather than assumed from the gated setting.

Low single-layer HOA keeps the carry modest

Ongoing

BullishMinor impact

SignificanceRadius: Community

A single, modest HOA with no separate golf-club cost keeps the monthly carry lower than nearby two-layer or golf communities; confirm the current dues and reserves per home.

Direction, significance, and effect-radius ratings are Momentum's proprietary, qualitative read of the sourced items below, not investment advice or a prediction for any specific home.

Development, infrastructure, retail, and school activity affecting Keystone Crossings, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated June 2026.

Showing the latest, scroll for all updates ↓

November 2025
Development
Keystone residents push back as townhomes win approval
Bay News 9 reported on November 4, 2025 that Hillsborough commissioners gave final approval to a D.R. Horton plan for 127 townhomes and about 200 parking spaces on 13 acres at Van Dyke and Tobacco roads in Keystone, drawing pushback from residents who said it conflicts with the Keystone-Odessa community plan. Why it matters: Development pressure on the rural edge is real, and how it is handled shapes the long-term character that supports value in established gated neighborhoods like Keystone Crossings. Confirm current land-use activity near any home you consider. Source
March 2026
Development
Hillsborough commissioners block a large Keystone housing plan
Hoodline, citing FOX 13 Tampa Bay coverage, reported on March 27, 2026 that Hillsborough commissioners rejected a developer plan that could have opened the door to hundreds of new homes in Keystone-Odessa, after a packed hearing where residents raised traffic, school and wetland concerns. Why it matters: The county siding with neighbors reinforces the rural-edge setting that underpins the appeal of gated communities here, though state law continues to pressure local controls, so confirm the current land-use picture per parcel. Source
January 2026
Planning
Keystone-Odessa community plan keeps a rural framework
Plan Hillsborough and the Keystone Civic Association describe a long-standing Keystone-Odessa community plan that respects a one-home-per-several-acres rural character across the study area in northwest Hillsborough County, limiting urban-style development. Why it matters: A durable rural-planning framework nearby supports the setting and scarcity that help defend value in established gated communities, but the plan is debated parcel by parcel, so confirm current status for any nearby land. Source

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 Northeast Florida.

The Strategy

The Keystone Crossings buying strategy.

If we were buying in Keystone Crossings, this is the order of operations we would run, and the one we run for our clients.

Confirm the HOA dues and coverage first. The carry here is a single, modest HOA layer; confirm the current amount, what it covers, and any reserve or assessment in writing.

Read condition and year built on the specific home. Most homes date to the early 1990s, so roof age, systems and updates drive value at this price point.

Confirm the school zoning by address with Hillsborough County Public Schools, since Keystone-area assignments are by address and can change.

Run the flood zone and insurance for the exact parcel, including roof age and wind mitigation, before you anchor on a number.

Weigh the nearby alternative, Canterbury Village in The Eagles, on amenities, homesite and total carrying cost.

The Quick Decision

Best Buy

A well-kept, updated early-1990s home on a strong oversized lot, with the HOA, school zoning and flood picture confirmed.

Biggest Risk

Underbudgeting roof, systems and insurance on an early-1990s home, or anchoring before confirming the HOA and flood picture.

Best Lot

An oversized, higher and drier lot outside the flood zone holds value; confirm flood and insurance per parcel.

Smart Timing

Inventory in an established gated community is steady but limited, so the right homesite and condition are worth waiting for, with the full carry confirmed first.

Deep-Dive Intelligence

The full read, only if you want it.

The takeaway

On mobile, tap any heading below to open it. This is the home by home, lot by lot, club and renovation detail, organized so you can jump straight to what matters to you.

Community Details at a Glance

Keystone Crossings is a gated, deed-restricted single-residential community in Odessa (ZIP 33556), in northwest Hillsborough County on the edge of the rural Keystone area near The Eagles and Westchase. Neighborhood and listing guides describe homes built largely in the early 1990s on oversized lots, many with four to five bedrooms, with a single, modest HOA that supports the gated entrance and community amenities including tennis courts, a basketball court and a playground. Value is driven by the homesite and the condition of the specific home rather than a uniform floor plan. Confirm the HOA dues and what they cover, any CDD on the parcel's tax line, the flood zone and insurance, the condition and year built per home, and the school zoning by address with Hillsborough County Public Schools, since details change.

Keystone Crossings Homes For Sale

What your money buys in Keystone Crossings.

The takeaway

Three honest price bands. Condition and lot, not the square footage alone, decide where a home lands.

Here are the broad resale bands in Keystone Crossings today. The right home is the one matched to your budget and the renovation math, so seeing fitting listings early is the edge.

Entry: original-condition homes

The more original early-1990s homes that need roof, systems or cosmetic updates, the entry door into a gated Odessa community. Confirm current pricing on the live listings below.

Lowest entry

Core: updated homes on solid lots

Updated homes on strong oversized lots, the heart of the resale market here. Confirm current pricing on the live listings below.

Most inventory

High: renovated homes, premium lots

Fully renovated larger homes on the most private oversized lots, where condition and the homesite separate value most. Confirm current pricing on the live listings below.

Strongest resale

Approximate 2026 resale bands from third-party listing data and public records, not NEFAR statistics. Confirm pricing for a specific home.

See Off-Market & Private Listings

What Your Money Buys

What ~$900K buys here.

Three realistic price bands. Where a home lands comes down to condition and lot, not square footage alone.

Entry: original-condition homes

The more original early-1990s homes that need roof, systems or cosmetic updates, the entry door into a gated Odessa community. Confirm current pricing on the live listings below.

Core: updated homes on solid lots

Updated homes on strong oversized lots, the heart of the resale market here. Confirm current pricing on the live listings below.

High: renovated homes, premium lots

Fully renovated larger homes on the most private oversized lots, where condition and the homesite separate value most. Confirm current pricing on the live listings below.

Approximate 2026 resale bands from third-party listing data and public records, not NEFAR statistics. Confirm pricing for a specific home.

Operator Intelligence

Renovation & Resale Intelligence

The factors that actually move value in Keystone Crossings, condition, lot, and the renovation math, read from current listings and recent sales.

15-Second Take

Renovation math decides the deal
Better lots and views resell strongest
Roof and HVAC age drive the insurance quote
Interior lots are where buyers overpay

Proprietary Data

The renovation premium.

Renovated-listing inventory in Keystone Crossings is too thin right now to compute a reliable renovation premium. We read condition home by home against real comps before you offer.

Lot Value

The lot premium.

On a preferred homesite (water, preserve, corner, or a larger lot), the homesite is the part of your money the market gives back at resale. The house can be renovated; the lot cannot, so premium lots hold their value better than interior ones. How much more they command varies by frontage, view, and condition, which is why we read it home by home against real comparable sales rather than a single headline figure.

Operator Note

Most buyers overpay on interior lots in the back half of the community. A sharp renovation can distract you, but the weaker resale position follows the lot, not the finishes. We read the homesite before the kitchen.

Resale Strength Scorecard

How well Keystone Crossings holds value.

Our read on the factors that protect resale here, and the one to manage.

Established gated single-family housing stockSolid

Northwest Odessa location near The Eagles and WestchaseStrong

Low single-layer HOA, confirm dues and reservesManage it

Read condition and year built on an early-1990s homeWatch it

Confirm flood zone and insurance per parcelWatch it

Momentum analysis based on the community's structure, location, lot scarcity, and housing stock. Not a guarantee of future value.

Operator Note

The strongest value pocket is usually a renovated home on a good lot priced just under the next tier up. Buyers chasing the single biggest house often pay top prices for what is really a renovation project.

5 Mistakes Buyers Make in Keystone Crossings

15-Second Take

Calling the listing agent (who works for the seller)
Misjudging the renovation budget
Overpaying for an interior lot
Underbudgeting the carrying costs
Skipping the roof, HVAC, and systems check

The same five mistakes cost buyers the most in any market. Every one is avoidable with the right preparation before you tour.

Calling the listing agent

The agent on the sign works for the seller. In a market where condition swings price by hundreds of thousands, negotiating against that agent with no one in your corner is the costliest move of all.

Misjudging the renovation math

A dated home looks like a deal until you price the roof, HVAC, pool, and full modernization honestly. Underbudget the reno and the bargain becomes the expensive house.

Overpaying for an interior lot

A premium homesite (water, preserve, or a preferred position) carries a real, durable premium. Pay a top price for an interior lot and you are buying the weakest version of the value.

Underbudgeting the carrying costs

Two similar homes can cost very differently to own once the HOA, any CDD, insurance, and upkeep are priced in. Buyers who do not run the full monthly carrying cost misread the real number.

Skipping the systems check

An older home means older systems unless updated. Roof age, HVAC age, pool equipment, and prior renovations drive both price and insurability, and a thorough inspection matters more here than in a new build.

“

Keystone Crossings is about the homesite and the condition, not a headline. The deal is won or lost on the lot, the early-1990s condition read, and the HOA, school and flood picture, confirmed before you offer.

Jon Brooks · Founder, Momentum Realty

Momentum Intelligence

Momentum Buy Score.

Our proprietary 0 to 10 read across the five factors that decide how a home here buys, holds, and resells.

7.5B · Buy Score

Resale Strength7.6/10

Renovation Risk6.0/10

Location Efficiency8.0/10

Long-Term Defensibility7.4/10

Carrying Cost Advantage7.8/10

Momentum Intelligence Scores are our proprietary, qualitative assessment based on the analysis on this page, on a 0 to 10 scale. They are a framework for comparing communities, not a guarantee of future value or advice on a specific home.

Momentum Housing Intelligence

Why our read on Keystone Crossings is different.

Most pages on this community are an automated estimate wrapped in stock copy. This one is built from the live Stellar MLS feed, fourteen years of closed sales, and a renovation-by-renovation read of what actually moves value here, lot by lot. No Zestimate, no guesswork.

Live Stellar MLS feed14 years of closed salesRenovation-premium analysisLot-by-lot, no automated estimates

Jon Brooks, founder of Momentum Realty. A housing economist with a background in real estate investment banking at Deutsche Bank and consulting at Ernst & Young, who has built and analyzed Northeast Florida real estate from the ground up.

About the analyst · Our methodology

Which Lots & Views Hold Value Best

Proprietary Data · Lot Value Map

Where the value actually sits. Each home is shaded by its price per square foot (a value read, not just a price) and ringed by lot type, so you can see at a glance which pockets carry a real, durable premium and where a renovation play makes sense.

Value ($/sqft)

$261 value$401 premium

Lake / waterPreserveInterior

Fill = price per square foot; ring = lot type, inferred from listing descriptions. Sold homes are shown by realized $/sqft (lot type not always recorded). Asking and recent-sold figures from Stellar MLS; for orientation, not an appraisal.

15-Second Take

The oversized lot and homesite drive resale more than finishes
Higher, drier parcels outside the flood zone hold value
Confirm the FEMA flood zone for the exact address
Read condition and year built on an early-1990s home
Comp the specific home, not the Odessa average

In an established gated community like Keystone Crossings, the oversized lot and homesite set the floor on resale while the early-1990s house itself can be updated. Read the lot, its size and privacy, and the flood picture first, confirm the flood zone and insurance for the exact parcel, then price the condition of the home against the closest comparable sale rather than an area average. The house can be renovated; the lot and the flood zone cannot.

The 15-Second Verdict

Keystone Crossings in 15 seconds.

Best forBuyers who want a gated single-family home with a low, single-layer HOA on an oversized lot.

Strong onA gated, established Odessa setting on the edge of rural Keystone, with quick Veterans Expressway and airport access.

WatchRoof, systems and insurance on early-1990s homes, plus parcel-level flood exposure. Confirm condition and the flood picture per home.

Sweet spotAn updated early-1990s home on a strong oversized lot matched honestly to comps.

Not forBuyers who want brand-new construction, golf or resort amenities, or a no-gate, no-HOA setting.

HOA, CDD & Fees

15-Second Take

Confirm the current HOA dues and what they cover
A single HOA layer, no separate golf-club cost
Confirm whether any CDD applies to the parcel's tax line
Flood zone is parcel specific, check FEMA and insurance
Budget a roof and systems reserve on an early-1990s home

Keystone Crossings carries a single, modest HOA covering the community amenities, with no separate golf-club cost and, in the original sections, no CDD. Amounts and coverage can change, so confirm the current dues, what they cover, and any reserve study or pending assessment in writing before you offer; we pull the documents for any home you consider.

The HOA here typically supports the gated entrance and the community amenities, including tennis courts, a basketball court and a playground. Confirm exactly what is covered, the reserve picture, and any rules on the specific home, since deed-restricted communities carry architectural review.

Run Your Numbers

Tools for a Keystone Crossings buy.

Free calculators to pressure-test the real cost before you tour.

Mortgage paymentPrincipal, interest, taxes, and insurance on a specific price.Property taxHillsborough County millage and the homestead picture.Rent vs buyThe breakeven on owning in Keystone Crossings.Save Our HomesProject your homestead tax cap over time.

The takeaway

Selling here is won on condition and view, not the Zestimate. The right number comes from closed comps matched to your renovation level and lot.

Selling in Keystone Crossings

Price it to your homesite, condition and lot, not an Odessa average.

If you are selling in Keystone Crossings, the right list price comes from recent sales matched to your homesite, your lot size and the home's condition, in a gated community where the early-1990s stock varies home to home. The roof age, the updates and the flood picture are what set your number.

Momentum listings (YTD)

97.98%

Sold-to-list ratio across our market for our agents, sellers keeping more of their price.

Market average (YTD)

96.73%

The broader metro average sold-to-list ratio over the same period.

Momentum days on market

64 days

Median days on market for our listings, faster sales mean less carrying cost and stronger leverage.

Market days on market

72 days

The broader metro median over the same period.

Sold-to-list and days-on-market figures reflect Momentum Realty listings versus our market average, year to date. Your home's result depends on pricing, condition, lot, view, and preparation.

In Keystone Crossings, condition and view decide your number

Because buyers here are weighing your home against renovated comps and cross-shopping Canterbury Village, a home priced to the community average instead of its true condition and view either leaves money on the table or sits. A renovated kitchen, newer roof and HVAC, and a golf or lake view all deserve to show up in your price, and a buyer pool reading renovation math needs to be shown why your home is worth it. We build that case with real comps and a pricing strategy for the current market.

What is your Keystone Crossings home worth?

Get a no-obligation home value based on real comparable sales in Keystone Crossings matched to your condition, lot, and view, 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 Keystone Crossings on the map →
Or get your Keystone Crossings home value & selling guide →

Real comps, not a Zestimate.

Keystone Crossings Market Scorecard

Strong seller's market

Keystone Crossings is currently a strong seller's market. About 1.8 months of supply, a median asking price of $1,019,500, and homes go under contract in about 79 days.

1.8

Months supply

$1,019,500

Median list

$847,500

Median sold

$313

Per sqft

Days on mkt

6/8/41

Active/Pend/Sold

Typical home value in the 32224 ZIP is $456,759, about 13.7% above the Florida norm (Zillow Home Value Index).

Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.

Live data: Stellar MLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.

Frequently Asked Questions

Where is Keystone Crossings located?

Keystone Crossings is a gated single-residential community in Odessa, FL (ZIP 33556), in northwest Hillsborough County on the edge of the rural Keystone area, near The Eagles and Westchase.

What kind of homes are in Keystone Crossings?

Single-family homes built largely in the early 1990s on oversized lots, many with four to five bedrooms (Neighborhoods.com and area brokerage guides, 2026). Confirm the size, year built, condition and lot for any specific home.

Is Keystone Crossings a gated community?

Yes. It is a gated, deed-restricted single-residential community with community amenities. Confirm current gate and access details with the listing.

Does Keystone Crossings have an HOA?

Yes, a single, modest HOA that covers the community amenities, with no separate golf-club cost. Confirm the current dues and what they cover in writing before you offer.

Is there a CDD in Keystone Crossings?

The original sections are generally not in a CDD, unlike some newer master plans, but tax lines are parcel specific. Confirm whether any CDD assessment appears on the specific parcel's tax bill.

What amenities does Keystone Crossings have?

Neighborhood guides describe community tennis courts, a basketball court and a playground, supported by the HOA. Confirm the current amenities and any rules with the listing.

Is Keystone Crossings age-restricted?

No. It is a gated, deed-restricted single-residential community and is not an age-restricted community. Confirm any current covenant or rule with the listing.

What does a home in Keystone Crossings cost?

We do not publish a price figure here. Pricing tracks the specific homesite, lot size and condition. Confirm current pricing on the live listings on this page; we pull exact comps before you offer.

What schools serve Keystone Crossings?

The community is in Hillsborough County Public Schools, with assignment by address. Many Keystone-area homes are zoned for Hammond Elementary, Sergeant Smith Middle and Steinbrenner High, but zoning can change, so confirm the current campuses for any specific home with the district.

Is Keystone Crossings in a flood zone?

Flood zones are parcel specific across the Keystone area. Confirm the flood zone and current flood and wind insurance quotes for the specific home during diligence.

What is the Keystone area like?

Keystone is a rural-edge area of northwest Hillsborough County where a long-standing community plan limits dense development and protects a one-home-per-several-acres character. Keystone Crossings is a gated neighborhood on that edge, blending an established setting with quick access to major roads.

Is now a good time to buy in Keystone Crossings?

Inventory in an established gated community is steady but limited, so it depends on the specific homesite and home. We pull live inventory and comps so you can judge value and the full carrying cost.

Is Keystone Crossings a good place to buy?

It can be, for a buyer who wants a gated single-family home with a low, single-layer HOA and who reads condition, the school zoning, and the flood and insurance picture per home. We pull live inventory and comps so you can judge value on the actual property.

How does Keystone Crossings compare to Canterbury Village?

Both are gated northwest Odessa communities near the 33556 line. Keystone Crossings is a single-HOA, single-residential community without golf, while Canterbury Village sits inside The Eagles with two HOA layers and a separate golf club. Compare on amenities, homesite and total carrying cost.

Do I need my own agent to buy in Keystone Crossings?

Yes. The listing agent works for the seller. Your own agent confirms the homesite, the HOA picture, the flood and insurance, the condition and the school zoning, pulls true comps, and negotiates for you. Momentum Realty represents you, not the seller.

Who is the best real estate agent for Keystone Crossings?

The best agent for Keystone Crossings is one who actively works Odessa and knows the community's pricing, HOA and CDD details, 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 Keystone Crossings.

How do I find a top Odessa real estate agent who knows Keystone Crossings?

Share a few details in the form on this page. Momentum Realty has 280+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Keystone Crossings and the wider Odessa area.

Can Momentum Realty connect me with an agent for Keystone Crossings?

Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Keystone Crossings purchase or sale — no call center and no pressure.

The Verdict

Should you buy in Keystone Crossings?

An honest fit check. We will tell you when it is not your community.

You want a gated single-family home with a low, single-layer HOAExcellent fit

You value oversized lots and an established, rural-edge settingExcellent fit

You want Keystone-area school zoning and quick Veterans Expressway accessExcellent fit

You will read condition and year built on an early-1990s homeExcellent fit

You want a northwest Odessa location near The Eagles and WestchaseExcellent fit

You want brand-new construction or the newest finishesProbably not

You want resort-style or golf-community amenitiesProbably not

You will not budget roof and systems work on a 1990s homeProbably not

You want a no-gate, no-HOA, walkable in-town settingProbably not

You want to avoid deed restrictions and architectural reviewProbably not

Get the inside read on Keystone Crossings

Whether you are buying a renovation project, comparing the lots and views, weighing the carrying costs, or selling your Keystone Crossings home, tell us what you need. Every inquiry comes straight to us. We represent you, not the seller, and what your agent is paid is negotiable and set in a written buyer agreement up front. No obligation, no spam, no high-pressure follow-up.

You are all set.

A Momentum Realty Keystone Crossings specialist will reach out personally, usually the same day.

Thinking about hiring an agent here? How to find the best real estate agent in Keystone Crossings — what to look for, questions to ask, and your local expert.

Photography on this page is sourced from active and recently sold MLS listings in this community and remains the property of the listing brokerage and/or photographer. Listings courtesy of Stellar MLS as distributed by MLS GRID. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing; deemed reliable but not guaranteed by MLS GRID.

KeystoneCrossings Homes for Sale in Odessa, FL

The 60-Second Overview

Who Keystone Crossings is best for.

Best for

Probably not for

How Keystone Crossings is performing right now

Keystone Crossings on the map.

How far is everything?

Nearby Communities

Schools

Hillsborough County Public Schools (verify by address)

Confirm zoned elementary, middle, and high

Magnet and choice options may apply

Recent Developments in Keystone Crossings

Keystone community plan limits dense development

County blocks a large Keystone housing proposal

State land-use laws pressure local controls

Early-1990s stock means a condition read

Low single-layer HOA keeps the carry modest

Keystone residents push back as townhomes win approval

Hillsborough commissioners block a large Keystone housing plan

Keystone-Odessa community plan keeps a rural framework

The Keystone Crossings buying strategy.

The full read, only if you want it.

What your money buys in Keystone Crossings.

What ~$900K buys here.

Renovation & Resale Intelligence

The renovation premium.

The lot premium.

How well Keystone Crossings holds value.

5 Mistakes Buyers Make in Keystone Crossings

Calling the listing agent

Misjudging the renovation math

Overpaying for an interior lot

Underbudgeting the carrying costs

Skipping the systems check

Momentum Buy Score.

Why our read on Keystone Crossings is different.

Which Lots & Views Hold Value Best

Keystone Crossings in 15 seconds.

HOA, CDD & Fees

Tools for a Keystone Crossings buy.

Price it to your homesite, condition and lot, not an Odessa average.

In Keystone Crossings, condition and view decide your number

What is your Keystone Crossings home worth?

Price History: What Homes Here Have Actually Sold For

Keystone Crossings Market Scorecard

Frequently Asked Questions

Should you buy in Keystone Crossings?

Get the inside read on Keystone Crossings

You are all set.

Need to sell fast in Hillsborough County?

You just read the data. Now see what your home is worth.

Keystone
Crossings Homes for Sale in Odessa, FL