Trilby Bend
Homes for Sale in Longwood, FL

All 208 homes for sale in Longwood, FL · median $469,900 · 72 homes for sale in 32779 · Seminole County homes for sale

Community in Longwood · Seminole County · ZIP 32779
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Built fromLive Stellar MLS data16 years of closingsUpdated twice daily

As of September 2026, the MLS records 5 closed sales in Trilby Bend 3Rd Sec in Longwood, FL since 2010, the most recent in July 2025. Across Longwood as a whole, 289 homes closed in the last 12 months at a median of $489,000, 26 median days on market, with 45 homes for sale today. At that median and Seminole County's FY2025-26 rate of 15.18 mills, annual property tax runs about $7,420 ($6,820 with the full homestead exemption).

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

Trilby Bend 3rd Sec is a small pocket of 25 homes in Longwood, and the number that stands out is size: a median living area over 3,400 square feet on lots built between 1972 and 1995. This is not a starter-home subdivision. Buyers here are paying for square footage and layout, not a clubhouse or a pool.

With a 100% homestead share, every home currently on record is an owner-occupied primary residence, not a rental or investor hold. That tells you something about turnover: inventory here moves slowly, and when a home does list, it has usually been someone's long-term residence rather than a flip. For sellers, that argues for pricing on condition and updates rather than assuming quick comparable turnover. For buyers, it means patience and a longer search window since this is a 25-home community, not a subdivision with dozens of active listings to compare against.

Nearby homes for sale

No active listings inside Trilby Bend 3Rd Sec 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.

2878 MARKHAM WOODS ROAD
$7M · 0.4 mi away
10 bd · 15 ba · 25,706 sqft
2878 MARKHAM WOODS ROAD
Listed by COMPASS FLORIDA LLC
1861 CROWLEY CIRCLE
$530K · 0.4 mi away
3 bd · 2 ba · 1,986 sqft
1861 CROWLEY CIRCLE
Listed by RE/MAX TOWN & COUNTRY REALTY
230 HUNTERS TRAIL
$699K · 0.5 mi away
4 bd · 3 ba · 3,180 sqft
230 HUNTERS TRAIL
Listed by COLDWELL BANKER REALTY
1833 CROWLEY CIRCLE
$550K · 0.6 mi away
5 bd · 3 ba · 2,742 sqft
1833 CROWLEY CIRCLE
Listed by KELLER WILLIAMS ADVANTAGE 2 REALTY
2143 BLUE IRIS PLACE
$699K · 0.7 mi away
4 bd · 3 ba · 2,772 sqft
2143 BLUE IRIS PLACE
Listed by KELLER WILLIAMS ADVANTAGE III
1800 PINE BAY DRIVE
$550K · 0.7 mi away
4 bd · 2.5 ba · 2,142 sqft
1800 PINE BAY DRIVE
Listed by COLDWELL BANKER REALTY

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

The 60-Second Overview

Trilby Bend 3rd Sec is a compact, established enclave in Longwood built mostly in the 1970s through the mid-1990s, distinguished by larger-than-typical living space and a fully owner-occupied ownership base.

Stellar MLS sales records identify 15 homes in Trilby Bend that have changed hands since 2007, built between 1972 and 1995 (median 1977), with a median living area of about 2,926 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 seeking a larger home footprint, roughly 3,400+ square feet, without paying for shared amenities
  • Buyers comfortable evaluating an older home's condition and budgeting for updates as needed
  • Buyers looking for a small, low-turnover community rather than a large subdivision with frequent listings

Probably not for

  • Buyers who want a newer build with modern systems already in place
  • Buyers who prioritize community amenities such as a pool, clubhouse, or recreational facilities
  • Buyers who want a wide selection of active listings to compare within the same community

The market around Trilby Bend

Trilby Bend is too small for its own price trend, so here is the market around it.

In ZIP 32779, 162 homes are on the market and 31% are under contract — a fast-moving corner of Longwood.

Across Seminole County, 1,646 homes are active and 585 pending (26% under contract).

In ZIP 32779 (Longwood), 400 homes closed in the last 12 months at a median of $518K ($250/sq ft), up 3.1% year over year, with a median 25 days on market. Right now 25 active and 12 pending listings put supply at about 2.3 months — a healthy market. See the live ZIP 32779 housing market and the Seminole County market.

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

Trilby Bend Sec by the numbers

From county property records and closed MLS sales for the Trilby Bend Sec subdivision: 6 homes on record; built 1976–1995; typical size about 3,486 heated sq ft; 4 bedrooms is the median. Housing mix: single-family 100%.

YearRecorded salesMedian price
20091$530,000
20101$390,000
20131$392,000
20161$511,000
20171$434,900
20251$665,000

Newest recorded sale: $665,000 on 2025-07-30.

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 Trilby Bend 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 Trilby Bend.

Best Buy
Buyers who want more square footage than newer subdivisions typically offer at a similar footprint.
Biggest Risk
With homes built between 1972 and 1995, condition and system age vary significantly by property.
Sweet Spot
Buyers prioritizing living space over community amenities or a newer build year.
Avoid If
Avoid if you're expecting community amenities like a pool or clubhouse as part of the deal.

Space Over Amenities

The math here is straightforward. A median living area of 3,419 square feet on homes with a median build year of 1976 tells a buyer this community was platted for larger houses on what were likely larger lots, well before newer subdivisions compressed square footage to hit lower price points. Current MLS listings show no identified community amenities, so whatever draws a buyer here is the house and the location, not a shared pool, gate, or clubhouse.

Because the housing stock spans from 1972 to 1995, condition will vary house to house depending on whether systems, roofs, and finishes have been updated. With only 25 homes total, this is a market where each listing matters, there is no deep pool of comparables to lean on, and a buyer or seller should expect the agent to do real work pulling recent activity rather than relying on a a generic subdivision-wide number.

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

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

A 25-home community with no amenity package and a wide age range of construction is exactly the kind of market where local, listing-by-listing knowledge matters more than broad-strokes data. We track condition and updates house by house here, not just headline stats, so pricing conversations are grounded in what is actually inside the walls.

Trilby Bend in 15 seconds.

Best forBuyers who want more square footage than newer subdivisions typically offer at a similar footprint.
Biggest advantageThe owner-occupied ownership base points to stable, long-held homes rather than rental churn.
Biggest riskWith homes built between 1972 and 1995, condition and system age vary significantly by property.
Sweet spotBuyers prioritizing living space over community amenities or a newer build year.
Avoid ifAvoid if you're expecting community amenities like a pool or clubhouse as part of the deal.

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 Trilby Bend sales matched to your home.

What is your Trilby Bend home worth?

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Real comps, not an automated estimate.
Buyers seeking a larger home footprint, roughly 3,400+ square feet, without paying for shared amenitiesExcellent fit
Buyers comfortable evaluating an older home's condition and budgeting for updates as neededExcellent fit
Buyers looking for a small, low-turnover community rather than a large subdivision with frequent listingsExcellent fit
Buyers who want a newer build with modern systems already in placeProbably not
Buyers who prioritize community amenities such as a pool, clubhouse, or recreational facilitiesProbably not
Buyers who want a wide selection of active listings to compare within the same communityProbably not

Data sources & freshness

Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2010 (5 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 Trilby Bend

Where is Trilby Bend?

Trilby Bend is a community in Longwood, Seminole County, Florida, ZIP 32779.

How many homes are in Trilby Bend?

County property records list 6 homes in Trilby Bend, built between 1976 and 1995; the typical home is about 3,486 heated square feet.

What do homes in Trilby Bend sell for?

Trilby Bend has no MLS sales in the last 12 months. The most recent year with recorded sales on file is 2025 (1 sale, median $665,000). For context, ZIP 32779 has 162 homes on the market with 31% under contract.

Are there homes for sale in Trilby Bend right now?

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

Does Trilby Bend have an HOA or CDD?

No HOA is on record for Trilby Bend 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 Trilby Bend with Momentum Realty’s local guides.

Trilby Bend0.1 mi awayCedar Cove0.3 mi away · 15 homes, built 1995–20WNWingfield North0.4 mi awayOrange Ridge Farms0.5 mi away

Browse all neighborhood guides →

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