Countryway Tr 20
Homes for Sale in Tampa, FL

Community in Tampa · Hillsborough County
1,488 homesBuilt 1986–1999Median sale $395K
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Live Market Pulse
49/100
Market Heat
Normal for Countryway Tr 20
2013 → 2026 · 72 at the 2013 peak
0 is Countryway Tr 20's coldest market since 2013, 100 its hottest. Today: 49. How it's scored
Built fromLive Stellar MLS data22 years of closingsFL DOR public recordsUpdated twice daily
Live · Countryway Tr 20 Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Price
$395K
Median sold · 12 mo
down 21.8% vs the prior 12 months
-21.8%
1-yr price change
n = 3 and 8 sales in the two windows
$275/sf
Sold $/sqft · 12 mo
peak $290 in 2025
98.8%
Sale vs ask
Hillsborough median: 95.9%
+165%
T12M median vs 2012
from a $149K median in 2012
Tempo
16days
Median DOM · closed
5 days at the 2025 low
3
Sold · last 12 mo
10-yr average: about 11 a year
Ownership and context
82%
Owner-occupied · Countryway Tr 20
1222 of 1488 parcels homesteaded (FL DOR 2025)
18%
Non-owner-occupied · Countryway Tr 20
incl. 5% trust or LLC-held · 4% out-of-state
0%
Cash buyers · Countryway Tr 20
0 of 5 sales, 12 mo ending June 2026
1,488
Homes in the community
1488 residential parcels (FL DOR 2025)
Track record · 22 years of records
Est. 1986
Community established
homes built 1986-1999, median 1990 (FL DOR 2025)
2
Failed listings · 2026
peaked at 63 in 2006
1,580sqft
Median sold home size
12-mo windows, closed sales
0.2%/yr
Turnover rate
about 3 of 1488 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Countryway Tr 20 is a small, tightly defined pocket of 85 homes built across a narrow window in the late 1980s, with a median build year of 1987. When a subdivision is this uniform in age and the homes cluster around 1,923 square feet, price is driven far less by floor plan and far more by condition. Updated kitchens, roofs, and systems separate the top of the market from the untouched originals, so the spread here is a condition story, not a size story.

Roughly 89% of these homes carry a homestead exemption, which tells you this is an owner-occupied enclave rather than an investor churn. That tends to mean turnover is thin and inventory arrives in ones and twos. Buyers should expect to move decisively on a well-kept home, and sellers should recognize that with few comparable listings competing at any given moment, presentation and updates carry outsized weight.

Countryway Tr 20 Housing Pulse · Momentum Research · as of July 15, 2026

Countryway Tr 20 right now

🔴 Off the recent peak. The trailing-12-month median ($395K) is down 21.8% from the prior 12 months ($505K) and up 165% since 2012. With about a dozen sales a year, a single closing can swing this number, so read the level and the decade, not one year's move.Momentum Research, record-level Stellar MLS closed sales, 12-month windows ending July 15. Confidence: Low (3 and 8 sales in the two windows).

Jump to: Price history & scorecard · Homes for sale · Schools · FAQ

Updated July 15, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness

The 60-Second Overview

Countryway Tr 20 market snapshot (as of July 15, 2026): the median sale price is about $395K ($275 per sq ft over the trailing 12 months of closed sales), and a median 16 days on market for closed sales. The trailing-12-month median is down 22% from the prior 12 months and up 165% since 2012, computed from record-level Stellar MLS closed sales (3 closings in the current window).

Countryway Tr 20 is a community of 1,488 homes in Tampa, Hillsborough County, built between 1986 and 1999 (median 1990.0), with a median living area of about 2,132 square feet. 82% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).

A compact, owner-occupied Tampa enclave in Hillsborough County where the housing stock is remarkably consistent in age and footprint, so the real variable between one home and the next is how much has been renovated.

Best for

  • Buyers who want an established, long-hold home and are comfortable in a stable, owner-occupied enclave
  • Renovation-minded buyers willing to price in a dated home and update it to their own standard
  • Buyers targeting a consistent single-story-era footprint around the 1,923-square-foot median

Probably not for

  • Buyers who need to compare many active listings at once, given the low turnover
  • Buyers wanting newer construction who don't want late-1980s systems to manage
  • Investors chasing rental turnover, since this is a predominantly homesteaded, owner-occupied pocket

Windows contain 0 to 73 sales each (3 in the current window); every figure carries its sample size, and thin markets swing on single closings. Based on Stellar MLS data distributed by MLS GRID for the period %s through %s. Deemed reliable but not guaranteed.

Median sale price · trailing 12 mo
$200K$400K20122014201620182020202220242026
Down 21.8% year over year; up 165% since 2012.
Every sale since 2004 · price vs size
$0$200K$400K$600K2k3k
360 closed sales; green = recent. Size sets the floor, condition and lot set the rest.
Sold $ per sq ft · trailing 12 mo
$100$200$30020122014201620182020202220242026
Up from $103 in 2012 to a $290 peak in 2025; $275 now.
Median days on market · closed sales
025507520122014201620182020202220242026
5 days at the 2025 low; 16 now.
Sale price vs original ask · median
92%95%98%100%20122014201620182020202220242026
98.8% now vs Hillsborough 95.9%.
Homes sold per 12-mo window
020406020122014201620182020202220242026
0 to 73 a year; 3 in the current window.
Indexed since 2012 · Countryway Tr 20 vs Hillsborough
100200300Hillsborough +216%Countryway Tr 20 +165%20122014201620182020202220242026
Same Stellar MLS record, indexed to 100 at 2012.
Sellers who gave up · failed listings per year
0204060200420082012201620242026
Canceled, expired, or withdrawn. 63 quit in 2006; 2 so far in 2026. The clearest stress gauge a community has.
Market Heat · 0 coldest, 100 hottest in the record
20406080seller-leaningbuyer-leaning20142016201820242026
72 at the 2013 peak, 17 in the troughs, 49 now. Same score as the hero card, full history.

If we were buying in Countryway Tr 20 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 Countryway Tr 20.

Best Buy
Buyers who want an established, owner-occupied Tampa pocket with a consistent late-1980s footprint.
Biggest Risk
Late-1980s homes carry aging systems, so roof, HVAC, and mechanical age can swing your true cost.
Sweet Spot
A renovated home near the ~1,923-square-foot median with updated systems already handled.
Avoid If
You need selection and can't wait, since low turnover means few homes on the market at once.

A condition-driven late-'80s pocket

Every home here dates to a two-year construction window in the late 1980s, which means buyers are largely evaluating the same generation of construction and the same era of original systems. At this age, the questions that matter are practical ones: roof age, HVAC, plumbing, electrical panel, and whether the kitchen and baths have been brought current. Two homes of nearly identical square footage can sit far apart in value purely on that basis.

With only 85 homes and a high homestead share, this is not a high-volume market. Listings are infrequent, and a buyer who wants in should be prepared to act when the right one surfaces rather than wait for a wide menu of choices. For sellers, the flip side is scarcity: a genuinely updated home faces limited direct competition inside the community.

The location and the amenities are priced into every listing in Countryway Tr 20. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty
6.9B- · Buy Score
Long-Term Appreciation9.6/10
Recent Direction0.5/10
Owner Commitment8.2/10
Pricing Power9.2/10

Momentum Intelligence Scores are our proprietary, qualitative assessment on a 0 to 10 scale, built from the record-level market data on this page. They are a framework for comparing communities, not a guarantee of future value and not advice on a specific home; unlike an automated value estimate they do not price your home, they grade the community on evidence you can inspect. Composite is the plain average of the 4 factors (6.9). Basis: Long-Term Appreciation +165% since 2012; Recent Direction -21.8% year-over-year; Owner Commitment 82% owner-occupied; Pricing Power 98.8% sale-to-list. Refreshed with each data update.

Why work with Momentum here

In a thin, condition-sensitive market like this, the value is in reading the difference between an updated home and a cosmetically staged one, and in pricing against a small, uneven set of comparables. We track this enclave closely enough to tell you which listing is worth the premium and which needs a renovation budget baked into your offer.

Countryway Tr 20 in 15 seconds.

Best forBuyers who want an established, owner-occupied Tampa pocket with a consistent late-1980s footprint.
Biggest advantageUniform housing stock and a high owner-occupancy share make values easier to read once condition is factored in.
Biggest riskLate-1980s homes carry aging systems, so roof, HVAC, and mechanical age can swing your true cost.
Sweet spotA renovated home near the ~1,923-square-foot median with updated systems already handled.
Avoid ifYou need selection and can't wait, since low turnover means few homes on the market at once.

HOA, CDD & Fees

In short
  • 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.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Countryway Tr 20 sales matched to your home.

What is your Countryway Tr 20 home worth?

Get a no-obligation home value based on real comparable sales in Countryway Tr 20, 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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Real comps, not an automated estimate.

Frequently Asked Questions

What is the median home price in Countryway Tr 20?
The median sale price in Countryway Tr 20 was $395K over the 12 months ending July 15, 2026 (3 closed sales, Stellar MLS).
How long do homes in Countryway Tr 20 take to sell?
Homes that closed in the 12 months ending July 15, 2026 took a median 16 days on market (3 sales, Stellar MLS).
How many homes are in Countryway Tr 20?
The Florida DOR 2025 assessment roll shows 1,488 homes in Countryway Tr 20 (public records).
What share of Countryway Tr 20 is owner-occupied?
82% of Countryway Tr 20 parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Countryway Tr 20 built?
Homes in Countryway Tr 20 were built between 1986 and 1999, with a median year built of 1990.0 (FL DOR 2025 roll).
Do cash buyers compete in Countryway Tr 20?
Cash buyers took 0% of Countryway Tr 20 sales in the 12 months ending June 2026 (0 of 5 closings, Stellar MLS).
Have Countryway Tr 20 home prices gone up?
The trailing-12-month median is up 165% since 2012, from $149K to $395K (Stellar MLS closed records).
Who is the best real estate agent for Countryway Tr 20?
The best agent for Countryway Tr 20 is one who actively works Tampa 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 Countryway Tr 20.
How do I find a top Tampa real estate agent who knows Countryway Tr 20?
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 Countryway Tr 20 and the wider Tampa area.
Can Momentum Realty connect me with an agent for Countryway Tr 20?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Countryway Tr 20 purchase or sale - no call center and no pressure.
Buyers who want an established, long-hold home and are comfortable in a stable, owner-occupied enclaveExcellent fit
Renovation-minded buyers willing to price in a dated home and update it to their own standardExcellent fit
Buyers targeting a consistent single-story-era footprint around the 1,923-square-foot medianExcellent fit
Buyers who need to compare many active listings at once, given the low turnoverProbably not
Buyers wanting newer construction who don't want late-1980s systems to manageProbably not
Investors chasing rental turnover, since this is a predominantly homesteaded, owner-occupied pocketProbably not

Data sources & freshness

Community market statsStellar MLS closed sales, 12-month windows ending July 15, 2026
Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (51 streets, ZIP 33635))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2004 (360 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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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.

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Thinking of selling in Countryway Tr 20? 3 recorded closings; median 16 days on market (window ending 2026-07-15). See the Hillsborough 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.
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