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1256 S Pennsylvania Avenue #9, 
Winter Park, FL 32789

$965,000


3

Beds


3

Baths


1,957

Sq Ft


Condo

Coming Soon

Listed by

Drew Henner

Premier Sotheby'S Intl. Realty

Last updated:

September 15, 2026, 07:06 PM

MLS#

O6439864

Source:

MFRMLS

About This Home

1256 S Pennsylvania Avenue #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.

Home Facts

Condo

3 Baths

3 Bedrooms

Built in 2007

Subdivision & Development:

CASA JARDIN CONDO

Price Summary

965,000

$493 per Sq. Ft.

MLS #:

O6439864

Last Updated:

September 15, 2026, 07:06 PM


Rooms & Interior

Bedrooms

Total Bedrooms:

3

Bathrooms

Total Bathrooms:

3

Full Bathrooms:

2

Interior

Living Area:

1,957 Sq. Ft.


Structure

Structure

Architectural Style:

Mediterranean

Building Area:

3,000 Sq. Ft.

Year Built:

2007


Lot

Lot Size (Sq. Ft):

1,662


Finances & Disclosures

Finances

Price:

$965,000

Price per Sq. Ft:

$493 per Sq. Ft.

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.