Fountains At Cypress
Homes for Sale in Oldsmar, FL

All 171 homes for sale in Oldsmar, FL · median $344,900 · 128 homes for sale in 34677 · Pinellas County homes for sale

Community in Oldsmar · Pinellas County · ZIP 34677
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Built fromLive Stellar MLS data21 years of closingsUpdated twice daily

As of September 2026, the MLS records 6 closed sales in Fountains At Cypress in Oldsmar, FL since 2005, the most recent in November 2008. Across Oldsmar as a whole, 293 homes closed in the last 12 months at a median of $364,750, 63 median days on market, with 87 homes for sale today. At that median and Pinellas County's FY2025-26 rate of 19.39 mills, annual property tax runs about $7,070 ($6,260 with the full homestead exemption).

Jon Brooks, founder of Momentum Realty
Jon's Current Read

Fountains At Cypress is a small, single-generation community — 139 homes, all built within a tight three-year window from 1994 to 1997, with a median build year of 1995. That kind of construction consistency means buyers are largely comparing similar-era systems, layouts, and finish levels rather than a mixed bag of decades, which narrows the guesswork on renovation timing.

The homestead share here sits at 84.2%, which points to a community where most owners are living in the home as a primary residence rather than holding it as a rental or seasonal property. For a buyer, that generally means fewer turnover-driven listings and a market that moves on individual life events more than investor cycles. For a seller, it also means your competition is more likely to be another owner-occupant preparing a home for sale carefully, not a quick investor flip.

Nearby homes for sale

No active listings inside Fountains At Cypress 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.

333 TAVERNIER DRIVE
$495K · 0.1 mi away
3 bd · 2 ba · 1,682 sqft
333 TAVERNIER DRIVE
Listed by SMITH & ASSOCIATES REAL ESTATE
403 E TUSCAN LANE
$330K · 0.2 mi away
3 bd · 2.5 ba · 1,525 sqft
403 E TUSCAN LANE
Listed by LA ROSA REALTY PRESTIGE
216 HEMINGWAY DRIVE
$395K · 0.3 mi away
3 bd · 2.5 ba · 1,452 sqft
216 HEMINGWAY DRIVE
Listed by KELLER WILLIAMS REALTY- PALM HARBOR
392 TAVERNIER CIRCLE
$559K · 0.3 mi away
3 bd · 2 ba · 1,656 sqft
392 TAVERNIER CIRCLE
Listed by RE/MAX ELITE REALTY
416 CYPRESS VIEW DRIVE
$550K · 0.3 mi away
4 bd · 2 ba · 2,069 sqft
416 CYPRESS VIEW DRIVE
Listed by KELLER WILLIAMS REALTY- PALM HARBOR
208 CUTLASS WAY
$340K · 0.3 mi away
3 bd · 2.5 ba · 1,392 sqft
208 CUTLASS WAY
Listed by DALTON WADE INC

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

The 60-Second Overview

Fountains At Cypress is a compact, mid-1990s community in Oldsmar (Pinellas County) with a median living area of 1,911 square feet — homes here were largely built to a consistent size and era rather than spanning decades of additions and redesigns.

Stellar MLS sales records identify 16 homes in Fountains At Cypress that have changed hands since 2004, built between 1994 and 1997 (median 1996), with a median living area of about 1,690 sq ft and a typical 3-bedroom, 2-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 who want a home built in a consistent 1990s era rather than a mixed-vintage block
  • Buyers prioritizing a specific square footage range near 1,900 square feet over a resort-style amenity package
  • Buyers comfortable evaluating each home's individual updates since original 1994-1997 construction

Probably not for

  • Buyers who want a documented, active clubhouse, pool, or recreational amenity as part of the purchase
  • Buyers seeking a wide mix of home ages or architectural styles within one community
  • Buyers expecting extensive HOA-run community programming based on current MLS data alone

The market around Fountains At Cypress

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

In ZIP 34677, 184 homes are on the market and 21% are under contract — a steady corner of Oldsmar.

Across Pinellas County, 6,628 homes are active and 1,729 pending (21% under contract).

In ZIP 34677 (Oldsmar), 440 homes closed in the last 12 months at a median of $365K ($238/sq ft), down 4.1% year over year, with a median 62 days on market. Right now 88 active and 19 pending listings put supply at about 4.8 months — a buyer's market. See the live ZIP 34677 housing market and the Pinellas County market.

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

Fountains At Cypress by the numbers

From county property records and closed MLS sales for the Fountains At Cypress subdivision: 16 homes on record; built 1994–1997; typical size about 1,690 heated sq ft; 3 bedrooms is the median. Housing mix: single-family 100%.

YearRecorded salesMedian price
20063$330,000
20073$269,000
20083$225,000
20091$218,000
20102$185,000
20171$275,000

Newest recorded sale: $275,000 on 2017-07-14.

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 Fountains At Cypress 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 Fountains At Cypress.

Best Buy
Buyers seeking a consistent-era home in Oldsmar without competing amenity fees to evaluate.
Biggest Risk
Homes built in the same three-year window mean major systems may be aging in tandem across the community.
Sweet Spot
Buyers comfortable with a mid-1990s footprint around 1,900 square feet and ready to verify condition home by home.
Avoid If
You are shopping specifically for a community with established shared amenities — none are currently identified here.

A Single-Era, Owner-Occupied Pocket

With every home built between 1994 and 1997, Fountains At Cypress reads as a cohesive, one-generation development. That narrow construction window is useful context for buyers: roofs, plumbing, and electrical systems across the community are likely to be aging on a similar timeline, so inspection findings on one home can be a reasonable signal for what to expect on comparable listings nearby.

Current MLS data does not identify any community amenities for Fountains At Cypress. That does not mean the neighborhood lacks anything — it means amenities, if any exist, are not showing up in the current listing feed, so buyers who care about that should verify directly rather than assume. Combined with the high homestead share, this reads as a community built around the home itself rather than a shared-amenity package.

The location and the amenities are priced into every listing in Fountains At Cypress. 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 small, single-era community like this, the details that separate one 1995-built home from another — original systems versus updated ones, lot condition, layout tweaks — matter more than broad market trends. We track what is actually listed and sold here in real time rather than relying on generic Oldsmar averages, so you are pricing and negotiating against the right comparables.

Fountains At Cypress in 15 seconds.

Best forBuyers seeking a consistent-era home in Oldsmar without competing amenity fees to evaluate.
Biggest advantageA high owner-occupancy rate points to a stable, less rental-driven resale pool.
Biggest riskHomes built in the same three-year window mean major systems may be aging in tandem across the community.
Sweet spotBuyers comfortable with a mid-1990s footprint around 1,900 square feet and ready to verify condition home by home.
Avoid ifYou are shopping specifically for a community with established shared amenities — none are currently identified here.

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 Fountains At Cypress sales matched to your home.

What is your Fountains At Cypress home worth?

Get a no-obligation home value based on real comparable sales in Fountains At Cypress, 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.
Buyers who want a home built in a consistent 1990s era rather than a mixed-vintage blockExcellent fit
Buyers prioritizing a specific square footage range near 1,900 square feet over a resort-style amenity packageExcellent fit
Buyers comfortable evaluating each home's individual updates since original 1994-1997 constructionExcellent fit
Buyers who want a documented, active clubhouse, pool, or recreational amenity as part of the purchaseProbably not
Buyers seeking a wide mix of home ages or architectural styles within one communityProbably not
Buyers expecting extensive HOA-run community programming based on current MLS data aloneProbably not

Data sources & freshness

Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2005 (6 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.

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Common questions about Fountains At Cypress

Where is Fountains At Cypress?

Fountains At Cypress is a community in Oldsmar, Pinellas County, Florida, ZIP 34677.

How many homes are in Fountains At Cypress?

County property records list 16 homes in Fountains At Cypress, built between 1994 and 1997; the typical home is about 1,690 heated square feet.

What do homes in Fountains At Cypress sell for?

Fountains At Cypress has no MLS sales in the last 12 months. The most recent year with recorded sales on file is 2017 (1 sale, median $275,000). For context, ZIP 34677 has 184 homes on the market with 21% under contract.

Are there homes for sale in Fountains At Cypress right now?

No active listings inside Fountains At Cypress at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.

Does Fountains At Cypress have an HOA or CDD?

No HOA is on record for Fountains At Cypress in our data. Verify dues, what they cover, and any special assessment for a specific address before you offer.

Answers are generated from county property records, MLS feeds and the figures on this page, as of the page date; deemed reliable but not guaranteed.

Nearby Communities

Explore more neighborhoods near Fountains At Cypress with Momentum Realty’s local guides.

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