
1259 INDIANA AVENUE, WINTER PARK, FL, 32789
Active43 days on marketListed Aug 30, 2026MLS #O6434701
About this home
1259 INDIANA AVENUE
Virtually Staged. WINTER PARK, WITHIN REACH. A rare opportunity to step into one of Central Florida’s most coveted lifestyles. Bright, airy, remarkably spacious, this immaculate 2-bedroom townhome lives far larger than its approximately 1,600 sq.ft.suggests. Greet the day with a sunny disposition as morning light fills the oversized, east-facing primary bedroom. Step onto the private lanai with a latte, stretch into a little yoga, admire a garden of your own making. With plenty of room for herbs, vegetables & flowers—a quiet little corner of Winter Park to make entirely your own. Inside, real wood floors set a warm, welcoming tone throughout a surprisingly generous collection of living spaces. Formal living & dining rooms transition into an open kitchen w/island seating, breakfast area & family room, all with views toward the lanai & garden beyond. An immaculate townhome that lives large * Upstairs, a sense of space continues w/2 large primary suites. One features a a steeping tub, the other a shower, creating flexibility for guests, roommates, multigenerational living, or substantial home office beautifully accommodating overnight guests. Carpet is immaculate, but if your vision calls for something else, a $5,000 flooring credit is offered to make the space your own * Then step outside your front door. discover why Winter Park remains one of Central Florida’s most coveted communities. Michelin-acclaimed dining & AdventHealth’s primary medical campus within walking distance. Parks & green spaces surround you, while nearby Loch Haven Cultural Park puts the Orlando Museum of Art, Orlando Science Center and an extraordinary collection of theatrical & cultural venues practically in your backyard * Minutes away, celebrated Park Avenue & historic Hannibal Square invite you to linger over lunch at a sidewalk café, browse boutiques & galleries, meet friends for dinner, or simply wander beneath the canopy of one of Central Florida’s most beautiful communities. Saturday mornings are for the farmers market. Spring brings the nationally renowned Winter Park Sidewalk Art Festival. Central Park is an extension of the community’s backyard, while lakes, museums, theaters, restaurants & tree-lined streets create an unmistakable sense of place making Winter Park one of Florida’s most enduringly desirable addresses. When you’re ready to venture farther, leave the car behind. Rail connections put Downtown Orlando & Central Florida within easy reach, Brightline opens the door to West Palm Beach, Boca Raton, Fort Lauderdale & Miami.Amtrak connects Winter Park to destinations along the East Coast. Then come home. Fire up the grill, pull up a stool at the kitchen island, or settle into the family room for the game. With open views to the lanai & garden, you can keep an eye on the score—and watch the grill master sweat it out outside without missing a play. Dinner moves easily from kitchen to table to lanai. Stay outside for a glass of wine, enjoy the garden as evening settles in, then retreat upstairs to one of 2 wonderfully oversized primary suites. Even the practical details exceed expectations: a true two-car garage with a 220V outlet ready for EV charging, a substantial built-in storage system designed to handle everything you want to keep neatly tucked away. This isn’t simply an immaculate home. It’s an attainable doorway into the Winter Park lifestyle—a home that lives large, in a location that lets you live even larger. Click on the Virtual Tour to get the full picture
Facts & features
The home at a glance
2
Bedrooms
2.5
Bathrooms
1,648
Sqft
0.05 ac
Lot size
2
Garage
2005
Year built
Two
Levels
$349
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record and the real association fee — not generic estimates.
$4,045 /mo · 10% down Conventional, 30-yr fixed at 6%
The assumptions
Above the FHA loan limit for our service areas, so Conventional is the default. VA buyers: switch below — $0 down.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:

Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.
Estimated payment
$4,045/mo
Includes estimated PMI — it drops off once you reach 20% equity. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
vs edgeAI estimate
+1.6%
$/sqft vs Winter Park actives
$349 vs $343
Days on market
43 vs 58 typical
Where $349/sqft sits among the 339 Winter Park actives
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
Where it sits
Inside Winter Park
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Winter Park. See the full Winter Park guide →
WINTER PARK 32789 — neighborhood snapshot
Population
26,884
Median age
44.4
Median income
$100,213
Median home value
$695,000
Avg household
2.13
Households w/ children
2,125
For the school run
Orange County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Winter Park market
$470K → $530K
Winter Park median sold, yr/yr
96.8%
Sale-to-list ratio (12 mo)
162 of 339
Winter Park actives have cut their price
Median sold price, Winter Park, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 27% below the WINTER PARK 32789 median. See the full Winter Park market guide →
Paper trail
This home's history
Reality check
What actually sold near 1259 INDIANA AVENUE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Sep ’26$430,000
1714 N BUMBY AVENUE
3 bd · 2 ba · 1,643 sqft · $262/sqft · 8 DOM
Sold · Jan ’26$625,000
1815 AMHERST AVENUE
2 bd · 2 ba · 1,681 sqft · $372/sqft · 4 DOM
Sold · Sep ’26$540,000
2513 MUSSELWHITE AVENUE
3 bd · 2 ba · 1,716 sqft · $315/sqft · 158 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.

Your agent
Gianfranco Di Flumeri
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 1259 INDIANA AVENUE — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 1259 INDIANA AVENUE — before you fall in love.
See it in person
Schedule a tour
Live availability from Gianfranco's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
1259 INDIANA AVENUE FAQs
What would the monthly payment be for 1259 INDIANA AVENUE?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $4,045/mo — principal and interest, the actual property-tax bill, the $325/mo association fee and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
How much are the HOA fees at 1259 INDIANA AVENUE?+
The association fee works out to $325 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 1259 INDIANA AVENUE?+
The most recent tax bill on record (2025) was $2,903. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Are pets allowed at 1259 INDIANA AVENUE?+
The listing reports pets: Yes. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.
How does the price compare to other homes in Winter Park?+
At $575,000, this home is listed about 4% below the Winter Park median of $599,000. The market section on this page shows how the area is trending.
Which schools are assigned to 1259 INDIANA AVENUE?+
Killarney Elementary (elementary), Edgewater High (high), College Park Middle (middle) — Orange County School District. Always verify school assignments with the district before relying on them.
Keep looking
Similar homes nearby
Listing courtesy of COLDWELL BANKER REALTY · Karan Wienker. MLS #O6434701.
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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