
Neighborhood · Winter Park, Florida
Trinity Bay
A quiet Winter Park pocket with easy Orlando access
2
Homes for sale
$437,450
Median list price
$240
Avg price / sqft
69
Median days on market
Trinity Bay sits in the eastern reaches of Winter Park, a small residential enclave where mid-sized single-family homes and mature streets set the tone. You're close to established neighbors like Winter Park Pines and Eastbrook, with Lake Killarney nearby and downtown Orlando about 17 minutes away. It's the kind of place buyers choose when they want Winter Park proximity without a Winter Park Avenue price tag.
The market here is genuinely thin — just two active listings right now, with a median list price of $437,450 and homes averaging around 1,825 square feet. Over the past year only one home sold, closing at $451,000 and going for about 105% of asking, which tells you demand outpaces the trickle of inventory. If you find something you like near Hannibal Square or within Trinity Bay itself, expect to move decisively.
Trinity Bay is a community in Winter Park, Florida.
Quick facts
$435,000 – $440K price range
1,825 sqft median home
$76/mo median HOA
1 sold in 12 months
Drive times
On the market now
Homes for sale in Trinity Bay

$435,000$440,000
8433 COMMANDER COVE, WINTER PARK
4 bd · 2.5 ba · 1,903 sqft

$439,900$458,500
5340 N LAKE BURKETT LANE, WINTER PARK
3 bd · 2 ba · 1,746 sqft
Every active listing inside the Trinity Bay boundary
Open full map search →The numbers that matter
The Trinity Bay market
1
Sold, last 12 months
$451,000
Median sold price
105%
Sale-to-list ratio
What sellers actually get vs asking
37 days
Median time to sell
Trinity Bay vs Winter Park
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▲ 2.6% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Trinity Bay boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Trinity Bay is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Trinity Bay home
≈ $2,805/mo
$437,450 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$76/mo
Median HOA
From current listings inside the boundary
Population
252
Median age
39
Median income
$151,838
Median home value
$458,100
Beyond the listings
Living in Trinity Bay
Lifestyles
Top 6% in the U.S.Student Life
There's more to student life than academics. It's about the experience - from classes and homecoming, to making lifetime friends and alumni events. These are students at school, taking classes online, or finding other ways to be students in their daily lives.
Active
Top 10% in the U.S.Organized Sports
From tryouts and casual pick-up games, to varsity tournaments and intramural matches, this population includes people who participate in organized athletics. Often through schools or public recreational areas.
Entertainment
Top 11% in the U.S.Competitive Nature
These folks have their head in the game. Whether it's creating a card game tournament with friends or cheering on the home team, these people want to win.
Emotional
Top 11% in the U.S.Awestruck
Great things are meant to be shared, and this population is eager to show others what they find to be amazing, beautiful and exciting.
Emotional
Top 12% in the U.S.Memory Lane
Intentionally preserving memories of lost loved ones, joyful times, or reflecting on painful experiences in the past.
Entertainment
Top 13% in the U.S.Film Lovers
Movie buffs and binge watchers expressing their love for movies, storytelling, and the film making process.
People who close here
Our Winter Park experts
Straight answers
Trinity Bay FAQs
Is Trinity Bay a good place to live?+
It's a solid choice if you want a quieter residential Winter Park setting with strong access to the rest of Orlando. Downtown is about 17 minutes away and the airport around 24, and you're close to established communities like Winter Park Pines. Assigned schools include Eastbrook Elementary, Tuskawilla Middle, and Lake Howell High.
Is Trinity Bay expensive?+
It's more attainable than much of Winter Park, with a median list price of $437,450 and homes running about $240 per square foot. The lone sale over the past year closed at $451,000, so pricing sits comfortably below the area's high-end waterfront tier.
What do homes cost in Trinity Bay?+
Current active listings range from $435,000 to $439,900, with a median around $437,450 for homes averaging 1,825 square feet. That works out to roughly $240 per square foot, which is competitive for a Winter Park address.
How is the market in Trinity Bay?+
Inventory is very tight — just two active listings and a single sale in the last 12 months. That one home sold for about 105% of asking, and with a median 63 days on market, well-priced homes attract serious buyers when they do appear.
What about HOA fees and property taxes?+
Carrying costs here are reasonable, with a median HOA of about $76 per month and property taxes around $2,574 per year. That combination keeps the total monthly cost manageable relative to the home prices in the neighborhood.
Keep exploring
More Winter Park neighborhoods
Neighborhood boundary by edgeAI; listings matched to the polygon. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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