Cypress Reserve
Homes for Sale in Plant City, FL

Community in Plant City · Hillsborough County · ZIP 33565
29 homesBuilt 2000–2022
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Built fromLive Stellar MLS data18 years of closingsFL DOR public recordsUpdated twice daily

As of September 2026, the MLS records 7 closed sales in Cypress Reserve Ph 01 in Plant City, FL since 2008, the most recent in June 2026. Across Plant City as a whole, 352 homes closed in the last 12 months at a median of $385,415, 41 median days on market, with 44 homes for sale today. At that median and Hillsborough County's FY2025-26 rate of 15.73 mills, annual property tax runs about $6,060 ($5,440 with the full homestead exemption).

Live · Cypress Reserve Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Ownership and context
90%
Owner-occupied · Cypress Reserve
26 of 29 parcels homesteaded (FL DOR 2025)
10%
Non-owner-occupied · Cypress Reserve
incl. 0% trust or LLC-held · 0% out-of-state
0%
Cash buyers · Cypress Reserve
0 of 3 sales, 12 mo ending June 2023
29
Homes in the community
29 residential parcels (FL DOR 2025)
Track record · 18 years of records
Est. 2000
Community established
homes built 2000-2022, median 2005 (FL DOR 2025)
0
Failed listings · 2025
peaked at 4 in 2021
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Cypress Reserve is a compact, built-out pocket of 169 homes in Kissimmee, all delivered in a tight window between 2004 and 2007. With that little variation in vintage, price here is driven less by age and more by condition, updates, and lot position. A home that has been kept current will command a premium over one still wearing its mid-2000s finishes, and the spread between the two can be wide.

The homestead share sits near 70 percent, which points to a core of owner-occupants rather than a churn of short-term holds. For sellers, that tends to mean a steadier resale environment and fewer distressed comps. For buyers, expect to compete on updated inventory and to underwrite the cost of bringing a dated home up to par yourself.

Nearby homes for sale

No active listings inside CYPRESS RESERVE PH 01 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.

7402 W KNIGHTS GRIFFIN ROAD
$590K · 0.3 mi away
3 bd · 2 ba · 2,030 sqft
7402 W KNIGHTS GRIFFIN ROAD
Listed by CENTURY 21 PRIME PROPERTY RESOURCES INC
4902 FIVE ACRE ROAD
$560K · 0.4 mi away
5 bd · 3.5 ba · 3,095 sqft
4902 FIVE ACRE ROAD
Listed by RE/MAX ALLIANCE GROUP
5009 VAUGHN ROAD
$570K · 0.5 mi away
3 bd · 2 ba · 2,101 sqft
5009 VAUGHN ROAD
Listed by PARADISE REALTY AND INVESTMENT
5201 PLESS ROAD
$425K · 0.5 mi away
3 bd · 2 ba · 1,348 sqft
5201 PLESS ROAD
Listed by KELLER WILLIAMS SUBURBAN TAMPA
6611 W KNIGHTS GRIFFIN ROAD
$649K · 0.6 mi away
4 bd · 2.5 ba · 2,404 sqft
6611 W KNIGHTS GRIFFIN ROAD
Listed by CALEBRO & ASSOCIATES
5105 FIVE ACRE ROAD
$425K · 0.6 mi away
3 bd · 2 ba · 1,908 sqft
5105 FIVE ACRE ROAD
Listed by LPT REALTY, LLC

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

The 60-Second Overview

This is a finished 2000s community, not a build-out — the homes are here, the streets are set, and what you buy is what exists. At a median of roughly 2,334 living square feet, the floor plans skew toward genuine space rather than starter footprints.

Stellar MLS sales records identify 16 homes in CYPRESS RESERVE that have changed hands since 2010, built between 2000 and 2016 (median 2003), with a median living area of about 2,473 sq ft and a typical 4-bedroom, 3-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.

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.

Best for

  • Buyers prioritizing living space and an established setting over the newest finishes
  • Owner-occupants planning to hold, who value a stable, largely homesteaded community
  • Buyers willing to pay up for a home where roof and systems are already updated

Probably not for

  • Buyers set on new construction or a warranty-backed build
  • Buyers with no budget headroom for near-term system replacement on a ~2005 home
  • Investors chasing high-turnover, short-hold inventory rather than a steady owner-occupied pocket

The market around Cypress Reserve

Cypress Reserve is a small community — 14 recorded sales on file, most recently in 2025 — too few for its own price trend. Here is the market around it.

In ZIP 33565, 160 homes are on the market and 26% are under contract — a steady corner of Plant City.

Across Hillsborough County, 6,259 homes are active and 2,098 pending (25% under contract).

Homes here are single family residence.

In ZIP 33565 (PLANT CITY), 332 homes closed in the last 12 months at a median of $391K ($178/sq ft), up 5.2% year over year, with a median 39 days on market. Right now 9 active and 5 pending listings put supply at about 1.4 months — a healthy market. See the live ZIP 33565 housing market and the Hillsborough County market.

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

CYPRESS RESERVE PH 01 by the numbers

From county property records and closed MLS sales for the CYPRESS RESERVE PH 01 subdivision: 5 homes on record; built 2000–2016; typical size about 2,315 heated sq ft; 4 bedrooms is the median. Housing mix: single-family 100%.

YearRecorded salesMedian price
20171$257,500
20181$265,000
20192$365,000
20221$610,000

Newest recorded sale: $610,000 on 2022-08-03.

Recorded data as of 2026-09-12; counts cover addresses tagged to this subdivision in the public record, not every parcel. Not an appraisal.

If we were buying in Cypress Reserve 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 Cypress Reserve.

Best Buy
Buyers who want a larger footprint in an established Kissimmee community rather than new construction.
Biggest Risk
Homes are now roughly two decades old, so major-system replacement costs are a real near-term factor.
Sweet Spot
An updated home where the big-ticket items are already handled, bought at a fair read on condition.
Avoid If
You need new construction or want to avoid the maintenance cycle of a mid-2000s home.

A built-out 2000s enclave

Everything here was built inside a three-year stretch, with a median vintage of 2005. That consistency is useful: mechanicals, roofs, and systems across the community are broadly the same age, so due diligence on any single home tells you a lot about what to expect next door. Buyers should be budgeting for the maintenance cycle that comes with homes now roughly two decades old — roofs, HVAC, and water heaters are all in the window where replacement becomes a live question.

The 2,334-square-foot median living area means these are substantial single-family homes, not compact product. That size is the community's structural advantage and also its cost basis: more square footage to heat, cool, insure, and maintain. Value separation within the neighborhood will come down to which sellers have already tackled the big-ticket updates and which have not.

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

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

In a community this uniform in age, the whole game is reading condition against price, and that requires walking the homes and knowing which updates have actually been done. We track what closes here and why, so we can tell a buyer when an asking price reflects real work versus fresh paint over a twenty-year-old system — and tell a seller exactly where their home sits on that curve before it hits the market.

Cypress Reserve in 15 seconds.

Best forBuyers who want a larger footprint in an established Kissimmee community rather than new construction.
Biggest advantageA built-out, owner-occupant-heavy pocket with consistent vintage and generous square footage.
Biggest riskHomes are now roughly two decades old, so major-system replacement costs are a real near-term factor.
Sweet spotAn updated home where the big-ticket items are already handled, bought at a fair read on condition.
Avoid ifYou need new construction or want to avoid the maintenance cycle of a mid-2000s home.

HOA, CDD & Fees

In short
  • HOA status not on record. Verify any dues before you offer
  • 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 Cypress Reserve sales matched to your home.

What is your Cypress Reserve home worth?

Get a no-obligation home value based on real comparable sales in Cypress Reserve, 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 Cypress Reserve on the map →

Real comps, not an automated estimate.

Frequently Asked Questions

How many homes are in Cypress Reserve?
The Florida DOR 2025 assessment roll shows 29 homes in Cypress Reserve (public records).
What share of Cypress Reserve is owner-occupied?
90% of Cypress Reserve parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Cypress Reserve built?
Homes in Cypress Reserve were built between 2000 and 2022, with a median year built of 2005 (FL DOR 2025 roll).
Do cash buyers compete in Cypress Reserve?
Cash buyers took 0% of Cypress Reserve sales in the 12 months ending June 2023 (0 of 3 closings, Stellar MLS).
Who is the best real estate agent for Cypress Reserve?
The best agent for Cypress Reserve is one who actively works Plant City 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 Cypress Reserve.
How do I find a top Plant City real estate agent who knows Cypress Reserve?
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 Cypress Reserve and the wider Plant City area.
Can Momentum Realty connect me with an agent for Cypress Reserve?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Cypress Reserve purchase or sale - no call center and no pressure.
Buyers prioritizing living space and an established setting over the newest finishesExcellent fit
Owner-occupants planning to hold, who value a stable, largely homesteaded communityExcellent fit
Buyers willing to pay up for a home where roof and systems are already updatedExcellent fit
Buyers set on new construction or a warranty-backed buildProbably not
Buyers with no budget headroom for near-term system replacement on a ~2005 homeProbably not
Investors chasing high-turnover, short-hold inventory rather than a steady owner-occupied pocketProbably not

Data sources & freshness

Housing stock & ownershipFlorida DOR assessment roll (street-list match (7 streets, ZIP 33565/33595))
Under-contract sharesStellar MLS records, as of 2026-08-01
Historical depthClosed-sale records back to 2008 (7 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.

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