1256 Pennsylvania Avenue, FL1256 Pennsylvania Avenue, FL1256 Pennsylvania Avenue, FL
Stellar MLS
1 / 47

$950,000

1256 Pennsylvania Avenue

Winter Park, FL 32789

Listing updated: September 27, 2026 at 12:32 AM ET

Active
Stellar MLSListing courtesy of Premier Sotheby'S Intl. Realty · Drew Henner · MLS #O6439864 · Active · 407-644-3295
3
Beds
3
Baths
1,957
Sq Ft
0.04
Acres
2007
Built
◆Fireplace◆$485/sqft
Townhouse

Property type

2007

Year built

1,662 sqft

Lot size

$485

Price / sq ft

No HOA

HOA dues

0

Days on market

2

Garage spaces

X

Flood zone

About this home

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.

Estimated monthly payment

Principal & interest$4,804
Property taxes$977
Home insurance (est.)$435

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history0 days on market

  1. Status: Active
    Sep 27, 2026
  2. Listed$950,000
    Sep 27, 2026
  3. Price increased$950,000

Facts & features

Property type
Residential
Sub type
Townhouse
Status
Active
Days on market
0
Subdivision
Casa Jardin Condo
County
Orange
Year built
2007
Living area
1,957 sq ft
Price/sq ft
$485
Building area
3,000 sq ft (Builder)
Lot size
1,662 sq ft
Lot category
0 to less than 1/4
Flood zone
X (12095C0255F)
Garage
2 spaces
Annual taxes
$11,726 (2025)
Parcel #
07-22-30-1238-00-090
Zoning
R-2
MLS #
O6439864

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Interior Details

Bedrooms
3
Full bathrooms
2
Half bathrooms
1
Flooring
Brick, Carpet, Hardwood, Luxury Vinyl, Travertine
Appliances
Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator
Interior features
Built-in Features, Cathedral Ceiling(s), Ceiling Fans(s), Central Vaccum, Coffered Ceiling(s), Crown Molding, Eat-in Kitchen, Elevator, High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, PrimaryBedroom Upstairs, Smart Home, Solid Wood Cabinets, Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments
Laundry
Inside, Laundry Closet
Stories / Levels
Three Or More
Direction faces
South
Fireplace
Yes

Heating & Cooling

Heating
Central
Cooling
Central Air

Parking

Garage spaces
2
Attached garage
Yes
Parking features
Driveway, Ground Level

HOA & Financial

Total monthly fees
$854/mo
Total annual fees
$10,248
HOA name
Association Accounting by Dr. Mike & Associates
CDD
No
Min lease term
7 Months
Listing terms
Cash, Conventional
Ownership
Condominium
Available for lease
Yes
Lease restrictions
Yes
Additional lease restrictions
See attached Amendment to Declaration of Condominium for details. Buyer to confirm all leasing restrictions directly with the COA.
Approval process
All leases must be approved by the COA.

Exterior & Construction

Exterior features
Balcony, Courtyard, Lighting, Rain Gutters, Storage
Construction materials
Block, Stucco
Roof
Membrane, Tile
Foundation
Slab
Road surface
Paved

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
BB/HS Internet Available, Cable Connected, Electricity Connected, Natural Gas Connected, Phone Available, Sewer Connected, Sprinkler Meter, Underground Utilities, Water Connected

Community

Pets allowed
Yes

Schools

ElementaryAAudubon Park K8GreatSchools ↗
MiddleAudubon Park K-8GreatSchools ↗
High SchoolAWinter Park HighGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
Primary BathroomSecond10x11
Primary BedroomSecond13x13
Bedroom 2Second11x11
Bedroom 3Second12x10
Living RoomFirst9x12
Family RoomFirst13x13
Dining RoomFirst9x12
Bathroom 2Second5x7
Bathroom 3First7x4
KitchenFirst11x13
Balcony/Porch/LanaiFirst19x12
Balcony/Porch/LanaiThird18x17
Bonus RoomThird13x14
FoyerFirst7x7

Listing Details

Listing date
2026-09-06
On market date
2026-09-27
Original list price
$950,000
Occupant type
Owner
MLS area
32789 - Winter Park
Listing AOR
Orlando Regional
Status changed
2026-09-27
Tax legal description
CASA JARDIN CONDO 7348/769 UNIT 9

Flood risk

Minimal riskFEMA Zone XPanel 12095C0255F

Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

Directions

Head south on Park Avenue. Turn right onto Fairbanks Avenue, then make a left onto New York Avenue. Continue by turning right onto Holt Avenue, then take a left onto Pennsylvania Avenue. Turn left onto Melrose Avenue, and make an immediate right. The home will be on your right.

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MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

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.

Based on information submitted to the MLS GRID as of September 27, 2026 at 12:32 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.

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