Neighborhood · Winter Park, Florida
Colonies
Attainable Winter Park living, minutes from downtown Orlando
5
Homes for sale
$150,000
Median list price
$145
Avg price / sqft
177
Median days on market
Colonies is one of the more accessible corners of Winter Park homes for sale, a compact community of modest, right-sized homes that put you close to everything the area is known for. You're a quick hop from established neighborhoods like Lake Killarney and Winter Park Pines, with downtown Orlando about 15 minutes south and the dining and gallery scene around Hannibal Square close at hand. It's a practical, low-key spot for buyers who want a Winter Park address without a Winter Park estate price.
The market here is small and priced well below the wider Winter Park average. Active listings sit around a median of $159,000, ranging from roughly $89,900 to $179,900, and homes are averaging about $145 per square foot on a median size near 1,090 sqft. With only 5 active listings and a median 74 days on market, there's room to negotiate — sellers over the past year have averaged 93% of asking, and the median sale landed at just over $90,000.
Colonies is a community in Winter Park, Florida.
Quick facts
$89,900 – $159K price range
1,090 sqft median home
$661/mo median HOA
$1,300/mo median rent
8 sold in 12 months
Drive times
On the market now
Homes for sale in Colonies
$150,000
7453 DANIEL WEBSTER DRIVE UNIT A5, WINTER PARK
2 bd · 2 ba · 1,063 sqft
$159,000$165,000
7300 DANIEL WEBSTER DRIVE UNIT M7, WINTER PARK
2 bd · 2.5 ba · 1,108 sqft
$140,000
3021 AARON BURR AVENUE UNIT 3, WINTER PARK
2 bd · 2.5 ba · 1,090 sqft
$159,000$165,000
3027 AARON BURR AVENUE UNIT L1, WINTER PARK
2 bd · 2.5 ba · 1,090 sqft
$89,900
3071 GEORGE MASON AVENUE UNIT 5, WINTER PARK
0 bd · 1 ba · 549 sqft
Every active listing inside the Colonies boundary
Open full map search →Find your fit
Browse Colonies
By feature — on the live map
The numbers that matter
The Colonies market
8
Sold, last 12 months
$90,125
Median sold price
98%
Sale-to-list ratio
What sellers actually get vs asking
86 days
Median time to sell
Colonies vs Winter Park
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▼ 3.7% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Colonies boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Colonies is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Colonies home
≈ $1,827/mo
$150,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$661/mo
Median HOA
From current listings inside the boundary
$1,300/mo
Median rent
Homes for rent inside the boundary
Population
619
Median age
29
Median income
$44,732
Median home value
$226,600
Beyond the listings
Living in Colonies
Active
Top 2% in the U.S.Fitness Obsession
Passionate about strength training, this population relies heavily on the encouragement of the exercise community. While these people seek the latest fitness techniques, they're also interested in supplements and equipment.
Active
Top 4% in the U.S.Functional Fitness
Looking good and reaching fitness goals is all about discipline: Eat right. Work hard. No excuses. This population is more likely to view working out as a means to an end.
Food & Drink
Top 4% in the U.S.Fueling for Fitness
A population characterized by healthy eating. Often pre-planning for meals for the purpose of fitness and convenience. Likely to participate in meal prep trends.
Appearance oriented
Top 5% in the U.S.Body Art
Who says the body isn't a canvas? This population loves talking about tattoos, body art and piercings.
Relationships
Top 5% in the U.S.Networking
Driven to succeed in the business world, this population seeks to progress in their career through networking happy hours, summits, and connecting with other professionals online.
Culture
Top 5% in the U.S.Hip Hop Culture
Dropping the beat and raising the roof, this population enjoys everything hip hop culture has to offer, including music, dance moves, and fashion.
People who close here
Our Winter Park experts
Straight answers
Colonies FAQs
Is Colonies a good place to live?+
It's a solid pick if you want a Winter Park location at a realistic price, with quick access to downtown Orlando in about 15 minutes and Orlando International Airport in roughly 25. You're also close to established neighborhoods like Kenilworth and the shops and restaurants that define the area. Homes are assigned to Winter Park High, Glenridge Middle, and Cheney Elementary.
Is Colonies expensive?+
Not by Winter Park standards — the median list price is $159,000, with active homes running from about $89,900 to $179,900. That's a fraction of what most of Winter Park commands, making this one of the more attainable pockets in the city.
What do homes cost in Colonies?+
Active listings carry a median list price of $159,000 at roughly $145 per square foot, on a typical home size near 1,090 sqft. Over the last 12 months, 12 homes sold at a median price of $90,125, so there's often meaningful distance between asking and closing prices.
How is the market in Colonies?+
It's a small, buyer-friendly market with only 5 active listings and a median 74 days on market. Sellers have averaged 93% of their asking price over the past year, which signals real room to negotiate on the right home.
What about HOA fees and property taxes?+
The median HOA here runs about $661 per month, which typically reflects a condo or townhome-style community where exterior maintenance is handled for you. Property taxes are modest at a median of about $2,050 per year, and comparable rentals run around $1,545 per month.
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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