Bear Gully Forest in Winter Park

Bear Gully Forest
Homes for Sale in Winter Park, FL

All 337 homes for sale in Winter Park, FL · median $664,900 · 70 homes for sale in 32792 · Seminole County homes for sale

Community in Winter Park · Seminole County · ZIP 32792
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True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data13 years of closingsUpdated twice daily

As of September 2026, the MLS records 14 closed sales in bear gully forest in Winter Park, FL since 2013, the most recent in July 2026. Across Winter Park as a whole, 494 homes closed in the last 12 months at a median of $459,450, 34 median days on market, with 124 homes for sale today. At that median and Seminole County's FY2025-26 rate of 15.18 mills, annual property tax runs about $6,970 ($6,380 with the full homestead exemption).

Live · Bear Gully Forest Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
0 · 0
For sale · pending
live counts, refreshed twice daily
1
Sold · last 12 mo
10-yr average: about 1 a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Bear Gully Forest is a small, single-era pocket of Winter Park in Seminole County - 46 homes, all built within a tight 2002-2005 window, with a median year built of 2003. That kind of construction consistency means buyers are largely comparing similar-vintage builds rather than sorting through decades of renovation variance, which simplifies condition assessment but also means the housing stock ages together.

Right now the community shows zero active listings and only one closing in the most recent window, so there is effectively no current market to read from live inventory. With homestead exemptions on file for a little under half of the homes (43.5%), the ownership mix includes both primary residences and non-homestead holdings, which can affect how often units turn over and how quickly a new listing gets absorbed when one does surface.

Nearby homes for sale

No active listings inside bear gully forest 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.

276 DETMAR DRIVE
$3.60M · 0.1 mi away
4 bd · 5 ba · 4,202 sqft
276 DETMAR DRIVE
Listed by CALL IT CLOSED INTL REALTY
1420 ALOMA AVENUE
$1.95M · 0.2 mi away
3 bd · 3.5 ba · 2,422 sqft
1420 ALOMA AVENUE
Listed by METROPOLITAN R.E SOLUTIONS INC
313 SYLVAN DRIVE
$5.50M · 0.4 mi away
4 bd · 4.5 ba · 4,775 sqft
313 SYLVAN DRIVE
Listed by PREMIER SOTHEBY'S INTL. REALTY
1627 MIZELL AVENUE
$3.30M · 0.5 mi away
5 bd · 5.5 ba · 3,421 sqft
1627 MIZELL AVENUE
Listed by PREMIER SOTHEBY'S INTL. REALTY
240 N PHELPS AVENUE
$2.05M · 0.5 mi away
5 bd · 4.5 ba · 2,889 sqft
240 N PHELPS AVENUE
Listed by KELLER WILLIAMS WINTER PARK
106 S INTERLACHEN AVENUE #518
$1.79M · 0.5 mi away
3 bd · 2 ba · 1,807 sqft
106 S INTERLACHEN AVENUE #518
Listed by FANNIE HILLMAN & ASSOCIATES

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

The 60-Second Overview

A compact, single-phase community built out over a few years in the early 2000s, Bear Gully Forest offers a consistent housing vintage rather than a wide spread of construction eras. With no active listings at the moment, timing and patience matter more here than in communities with steadier turnover.

Stellar MLS sales records identify 27 homes in bear gully forest that have changed hands since 2005, built between 2002 and 2005 (median 2003), with a median living area of about 1,613 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

  • A buyer targeting a specific early-2000s build era and comfortable waiting for the right listing to surface
  • A buyer prioritizing a moderate, efficient home footprint over amenity-heavy communities
  • An investor or long-term holder comfortable with a community that shows a mixed homestead/non-homestead ownership pattern

Probably not for

  • A buyer who wants to choose from active inventory today, given the current zero-listing count
  • A buyer specifically seeking shared community amenities, since none have been identified here
  • A buyer who wants a wide range of home ages or square footages to choose from within one community

The market around Bear Gully Forest

Bear Gully Forest is too small for its own price trend, so here is the market around it.

In ZIP 32792, 137 homes are on the market and 21% are under contract — a steady corner of Winter Park.

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

In ZIP 32792 (Winter Park), 612 homes closed in the last 12 months at a median of $408K ($259/sq ft), down 2.0% year over year, with a median 28 days on market. Right now 48 active and 14 pending listings put supply at about 3.3 months - a balanced market. See the live ZIP 32792 housing market and the Orange County market.

ZIP and county figures describe the wider market, not Bear Gully Forest specifically. Momentum Research analysis of MLS records.

Housing distress & ownership in BEAR GULLY FOREST, WINTER PARK

Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.

Active inventory in distress
0.0%
0 of 6 listings
Distress share trend - 0.0% now (2026-09-04 → 2026-09-11)

Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Based on Stellar MLS data distributed by MLS GRID for the period September 2026 through September 2026. Deemed reliable but not guaranteed.

If we were buying in Bear Gully Forest 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 Bear Gully Forest.

Best Buy
Buyers who want a single-era build in Winter Park without the variance of a decades-spanning subdivision.
Biggest Risk
With zero active listings and only one recent closing, there is little current market data to price against.
Sweet Spot
Homes near the median 1,616 square feet represent the community's typical footprint.
Avoid If
You need immediate inventory or rely on shared community amenities, since none are currently identified.

A tight build era in a quiet segment of the market

With only 46 homes total and a build window spanning just a few years (2002-2005), Bear Gully Forest reads as a single, cohesive development phase rather than a community that grew in stages. The median living area of 1,616 square feet suggests a footprint aimed at efficient, moderate-sized single-family living rather than large-format construction.

No community amenities have been identified from current MLS listings, which means whatever draws a buyer here is likely the home and its immediate setting rather than shared recreational infrastructure. Combined with zero active listings and a single closing in the most recent window, this is a community where inventory data is thin - buyers and sellers alike should expect to move deliberately rather than react to a fast-moving board.

The location and the amenities are priced into every listing in Bear Gully Forest. 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 small, with no active listings and only one recent closing to reference, off-market intelligence and direct relationships matter more than scanning a public feed. We track homestead status, ownership patterns, and build-era condition issues across Bear Gully Forest's 46 homes so that when something does move, you are not starting your research from zero.

Bear Gully Forest in 15 seconds.

Best forBuyers who want a single-era build in Winter Park without the variance of a decades-spanning subdivision.
Biggest advantageA consistent construction vintage (2002-2005) simplifies comparing condition and systems age across homes.
Biggest riskWith zero active listings and only one recent closing, there is little current market data to price against.
Sweet spotHomes near the median 1,616 square feet represent the community's typical footprint.
Avoid ifYou need immediate inventory or rely on shared community amenities, since none are currently identified.

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 Bear Gully Forest sales matched to your home.

What is your Bear Gully Forest home worth?

Get a no-obligation home value based on real comparable sales in Bear Gully Forest, 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 Winter Park →

Real comps, not an automated estimate.
A buyer targeting a specific early-2000s build era and comfortable waiting for the right listing to surfaceExcellent fit
A buyer prioritizing a moderate, efficient home footprint over amenity-heavy communitiesExcellent fit
An investor or long-term holder comfortable with a community that shows a mixed homestead/non-homestead ownership patternExcellent fit
A buyer who wants to choose from active inventory today, given the current zero-listing countProbably not
A buyer specifically seeking shared community amenities, since none have been identified hereProbably not
A buyer who wants a wide range of home ages or square footages to choose from within one communityProbably not

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: September 14, 2026)
Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2013 (14 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 →

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CallFree valuation →
Thinking of selling in bear gully forest? 1 recorded closings (window ending 2026-09-12). See the Seminole 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.

Common questions about Bear Gully Forest

Where is Bear Gully Forest?

Bear Gully Forest is a community in Winter Park, Seminole County, Florida, ZIP 32792.

Are there homes for sale in Bear Gully Forest right now?

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

Does Bear Gully Forest have an HOA or CDD?

No HOA is on record for Bear Gully Forest 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 Bear Gully Forest with Momentum Realty’s local guides.

Trinity Bay0.2 mi awayAPAshford Park Townhomes0.3 mi away · median $320K, 4 sales/12 moEAEnclave At Aloma0.3 mi away · median $581K, 7 sales/12 moAPAshford Park Townhomes0.4 mi awayBGBear Gully Pointe0.4 mi away · median $1.01M, 3 sales/12 moAloma Park0.4 mi awayPervis Survey For R E0.4 mi away

Browse all neighborhood guides →

Talk to a Local Bear Gully Forest Expert
Call Get Listings

The real cost & risk here

Before the list price, the Florida math the portals skip. These are Orange County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.

$2,447/mo
Orange County typical true cost to own
$117/mo
Orange County typical home insurance
Check CDD
Confirm before you offer

County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.

BEAR GULLY FOREST Market Scorecard

Thin data

BEAR GULLY FOREST is currently a thin data market. Limited supply, a median asking price of n/a.

n/a
Months supply
n/a
Median list
n/a
Median sold
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Per sqft
n/a
Days on mkt
0/0/0
Active/Pend/Sold

Go deeper: true cost calculator · affordability calculator.

Live data: Stellar MLS, distributed by MLS GRID, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.