
1256 S PENNSYLVANIA AVENUE UNIT 9, WINTER PARK, FL, 32789
Active15 days on marketListed Sep 27, 2026MLS #O6439864
About this home
1256 S PENNSYLVANIA AVENUE UNIT 9
Positioned in Winter Park’s Virginia Heights neighborhood, just moments from Park Avenue and Seven Oaks Park, this Mediterranean-inspired townhome-style condominium offers three bedrooms, two and a half baths and nearly 2,000 square feet of conditioned living space. A rare private driveway, gated entry and paver walkway establish a distinct sense of arrival, while wrought-iron details introduce the architectural character found throughout the residence. Inside, soaring ceilings, arched openings, column-lined corridors, solid wood interior doors and custom cabinetry and built-ins create a richly detailed interior. The main living area features wood flooring, coffered ceilings, designer lighting and a gas-burning fireplace, with a living room ceiling rising more than 17 feet. An open layout connects the living and dining areas to the kitchen, appointed with solid wood cabinetry, granite countertops, island seating for two, Sub-Zero refrigeration, an undercounter wine refrigerator and a Wolf four-burner gas range. French doors open to a screened private atrium with paver flooring and water feature, extending the living space for alfresco dining and entertaining. The primary suite incorporates cathedral and barrel-vaulted ceiling details, cove lighting, crown molding, a private balcony and dual walk-in closets. Its spa-style bath includes a jetted tub, multi-head shower, split vanities with makeup space and private water closet. Two additional bedrooms are thoughtfully separated from the primary suite. One features a built-in desk, while another offers vaulted ceilings and a Juliet balcony. An in-residence elevator provides access between levels, complemented by a distinctive wrought-iron spiral staircase leading toward the third-floor rooftop terrace. Adjacent conditioned bonus space (not included in the stated conditioned square footage) provides flexible space with finished storage and convenient access to HVAC and elevator equipment. Additional features include plantation shutters, custom window treatments, motorized sheer shades, central vacuum and a Control4 system integrating music throughout indoor and outdoor spaces with networking, security and climate controls. The two-car garage includes an epoxy-finished floor and new garage door opener, and the residence has a new HVAC system. Casa Jardin recently completed an exterior refresh including a new roof and exterior paint. Residents also enjoy access to Lake Virginia and the Winter Park Chain of Lakes via College Point, with a lakefront area and kayak and paddleboard storage. Set within Virginia Heights, the residence offers convenient access to Azalea Park, the Winter Park Tennis Center, Orange Avenue dining and boutiques and Park Avenue, supporting an easy lock-and-leave Winter Park lifestyle. The residence may also be purchased turnkey furnished for additional consideration.
Facts & features
The home at a glance
3
Bedrooms
2.5
Bathrooms
1,957
Sqft
0.04 ac
Lot size
2
Garage
2007
Year built
Three Or More
Levels
$485
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 — not generic estimates.
$6,620 /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
$6,620/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
+24%
$/sqft vs Winter Park actives
$485 vs $343
Days on market
15 vs 58 typical
Where $485/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)
161 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 21% above the WINTER PARK 32789 median. See the full Winter Park market guide →
Paper trail
This home's history
Reality check
What actually sold near 1256 S PENNSYLVANIA AVENUE UNIT 9
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Jan ’26$750,000
1278 S PENNSYLVANIA AVENUE UNIT 13 · same community
3 bd · 2.5 ba · 1,957 sqft · $383/sqft · 84 DOM
Sold · Jun ’26$685,000
1902 MERRITT PARK DRIVE
4 bd · 2 ba · 2,000 sqft · $343/sqft · 0 DOM
Sold · Jun ’26$757,500
2268 OSPREY AVENUE
2 bd · 2.5 ba · 2,019 sqft · $375/sqft · 57 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
Nicholas Giaccone
Director of Agent Success · CENTURY 21 Edge
Tours, negotiation, and every question about 1256 S PENNSYLVANIA AVENUE UNIT 9 — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 1256 S PENNSYLVANIA AVENUE UNIT 9 — before you fall in love.
See it in person
Schedule a tour
Live availability from Nicholas's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
1256 S PENNSYLVANIA AVENUE UNIT 9 FAQs
What would the monthly payment be for 1256 S PENNSYLVANIA AVENUE UNIT 9?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $6,620/mo — principal and interest, the actual property-tax bill 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.
What are the property taxes on 1256 S PENNSYLVANIA AVENUE UNIT 9?+
The most recent tax bill on record (2025) was $11,726. 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 1256 S PENNSYLVANIA AVENUE UNIT 9?+
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 $950,000, this home is listed about 59% above the Winter Park median of $599,000. The market section on this page shows how the area is trending.
Which schools are assigned to 1256 S PENNSYLVANIA AVENUE UNIT 9?+
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 PREMIER SOTHEBY'S INTL. REALTY · Drew Henner. MLS #O6439864.
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.
Never miss a listing
New Winter Park homes, in your inbox
Like 1256 S PENNSYLVANIA AVENUE UNIT 9 but not quite? A daily digest of every new listing in Winter Park — straight from the MLS, hours after it goes live. Unsubscribe anytime.
Just watching this one home? Ask Nicholas to ping you on any price or status change →


