Cypress Hollow
Homes for Sale in Safety Harbor, FL
All 103 homes for sale in Safety Harbor, FL · median $564,900 · 83 homes for sale in 34695 · Pinellas County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of September 2026, the MLS records 7 closed sales in Cypress Hollow in Safety Harbor, FL since 2013, the most recent in August 2024. Across Safety Harbor as a whole, 189 homes closed in the last 12 months at a median of $533,750, 43 median days on market, with 46 homes for sale today. At that median and Pinellas County's FY2025-26 rate of 19.39 mills, annual property tax runs about $10,350 ($9,540 with the full homestead exemption).
Cypress Hollow doesn't have a deep or continuous MLS footprint right now, which means there isn't a reliable price trendline or days-on-market pattern to point to. What that tells a buyer or seller is simple: this is a community where each listing has to be evaluated on its own terms rather than benchmarked against a steady flow of comparable sales.
For a seller, that puts more weight on how the home itself is priced and presented, since there isn't a thick recent-sale history in the immediate area to lean on. For a buyer, it means doing the legwork on the specific property and its condition rather than assuming the community carries a predictable price band.
Nearby homes for sale
No active listings inside Cypress HollowHomes for Sale in Safety Harbor, FL 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
Cypress Hollow sits in Safety Harbor, Pinellas County, in a stretch of the market with limited recent MLS activity, so current listings here should be read individually rather than measured against a broader neighborhood trend.
Stellar MLS sales records identify 15 homes in Cypress Hollow that have changed hands since 2005, built between 2000 and 2004 (median 2001), with a median living area of about 3,555 sq ft and a typical 4-bedroom, 3.5-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.
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 Cypress Hollow is best for.
Best for
- Buyers focused on a specific property in Safety Harbor rather than a data-rich comparable set
- Buyers comfortable doing extra diligence on condition and amenities when MLS history is thin
- Sellers with a well-prepared, well-priced home who don't need a deep local comp pool to justify value
Probably not for
- Buyers who want a clear recent price trend before making an offer
- Buyers expecting a defined amenity package as part of the purchase
- Sellers hoping neighborhood sales volume will do the pricing work for them
The market around Cypress Hollow
Cypress Hollow is too small for its own price trend, so here is the market around it.
In ZIP 34695, 114 homes are on the market and 23% are under contract — a steady corner of Safety Harbor.
Across Pinellas County, 6,628 homes are active and 1,729 pending (21% under contract).
In ZIP 34695 (Safety Harbor), 222 homes closed in the last 12 months at a median of $520K ($307/sq ft), down 0.8% year over year, with a median 44 days on market. Right now 48 active and 14 pending listings put supply at about 5.1 months — a balanced market. See the live ZIP 34695 housing market and the Pinellas County market.
ZIP and county figures describe the wider market, not Cypress Hollow specifically. Momentum Research analysis of MLS records.
The Cypress Hollow buying strategy.
If we were buying in Cypress Hollow 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 Cypress Hollow.
A quiet corner of the Safety Harbor market
No community amenities are identified from current MLS listings for Cypress Hollow, which likely reflects either a lack of shared recreational features tied to the community itself or simply a gap in how current listings describe them. Either way, buyers should confirm amenity details directly with listing agents rather than assume a standard package of pool, clubhouse, or common areas.
With Safety Harbor and Pinellas County as the backdrop, location context comes from the surrounding city rather than the community's own listing data. Anyone evaluating a home here should treat it as an individual purchase decision, grounded in the specific property, and use the wider Safety Harbor market as the reference point rather than Cypress Hollow in isolation.
The location and the amenities are priced into every listing in Cypress Hollow. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
When a community has thin current MLS data, the value of a broker isn't reciting stats, it's knowing how to evaluate an individual listing on its own merits, cross-check it against Safety Harbor's broader market, and flag where public information is incomplete so you're not guessing.
Cypress Hollow in 15 seconds.
HOA, CDD & Fees
- 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.
Tools for a Cypress Hollow 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 Cypress Hollow sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Cypress Hollow, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Cypress Hollow home worth?
Get a no-obligation home value based on real comparable sales in Cypress Hollow, 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 all homes for sale in Safety Harbor →
Should you buy in Cypress Hollow?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: September 12, 2026) |
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2013 (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 local comps.
Looking to buy here? Search homes for sale →
What’s your home worth in your area?
A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.
See how Cypress Hollow fits the bigger picture — live prices, inventory, and Momentum Scores:
Schools serving nearby communities
We do not have a confirmed school assignment for Cypress Hollow. These are the public schools most often assigned to other communities in ZIP 34695; zones change and vary by address, so confirm with the district before you buy.
- Safety Harbor Elementary · Public · FLDOE grade A (assigned to 2 nearby communities)
- Safety Harbor Middle · Public · FLDOE grade A (assigned to 2 nearby communities)
- Countryside High School · High · FLDOE grade A (assigned to 2 nearby communities)
Assignments from district data for neighboring communities; grades are official Florida Department of Education school grades (2025-26).
Shop the zone: Homes zoned for Countryside High-Pn High School
Common questions about Cypress Hollow
Where is Cypress Hollow?
Cypress Hollow is a community in Safety Harbor, Pinellas County, Florida, ZIP 34695.
Are there homes for sale in Cypress Hollow right now?
No active listings inside Cypress Hollow at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.
Does Cypress Hollow have an HOA or CDD?
No HOA is on record for Cypress Hollow 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 Cypress Hollow with Momentum Realty’s local guides.
26% of homes for sale in ZIP 34695 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-09-23).
Cypress Hollow Market Scorecard
Cypress Hollow is currently a thin data market. Limited supply, a median asking price of n/a.
Typical home value in the 34695 ZIP is $506,185, about 5.6% above the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · true cost calculator · affordability calculator.
Live data: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.