EURIK BAYLOR JOHNSON
Sign Up Login
Refine Search

738 S Pennsylvania Avenue , Winter Park, FL 32789

$735,000
  • 738 S Pennsylvania Avenue , Winter Park, FL 32789 Main Photo

55 Total Photos [Click to View All]

New to the Market Active
BEDS3 BATHS2 full SQUARE FEET1,739 MLS#S5151458
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONWINTER PARK

Property Description

Experience the pinnacle of the Winter Park lifestyle in this enchanting historic cottage, offering an unbeatable, highly walkable location just a 2-minute stroll from the pristine campus of Rollins College, a 4-minute walk to the neighborhood coffee shop, and approximately 11 minutes on foot to the boutique shops, world-class dining, and scenic shores of the Winter Park Chain of Lakes along Park Avenue. Families will secure unparalleled long-term educational value with zoning for highly rated schools including Audubon Park K-8 and Winter Park High School. Stepping inside, the home's authentic character is immediately felt, anchored by beautiful real heart of pine wood flooring that flows seamlessly throughout the entire 1,739-square-foot livable layout. The private primary suite serves as a true retreat, complete with a walk-in closet and a sunlit office/flex space ideal for a remote work setup. The home also features an indoor wood-burning fire pit, adding warmth and character to the living space. Natural gas is available on-site, adding efficiency and flexibility for future upgrades, and the home benefits from a new roof installed in 2023. Situated on a rare, sweeping 9,525-square-foot lot that holds substantial land value on its own, the property offers a massive backyard oasis with ample space for a future pool and endless possibilities for outdoor living. A detached garage provides valuable storage and presents excellent potential for conversion into an accessory dwelling unit (ADU), guest house, home office, or income-producing space, subject to buyer verification and local regulations. Adding even more flexibility, an incredible attic space/storage within the home offers the opportunity to create a unique bonus room, studio, office, or creative retreat. Whether you're seeking a charming historic residence, a highly walkable lifestyle, or a property with exceptional long-term upside, this rare Winter Park offering combines character, location, land value, and future potential in a way that is increasingly difficult to find.

738 S Pennsylvania Avenue | MLS# S5151458

This single family home located at 738 S Pennsylvania Avenue , Winter Park, FL 32789 is currently listed for sale with an asking price of $735,000. This property was built in 1925 and has 3 bedrooms and 2 full baths with 1739 sq. ft. S Pennsylvania Avenue is located in the WINTER PARK subdivision. Search WINTER PARK real estate on eurijohnson.realtymark.net today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Garage: 1
Heating: Natural Gas
Home Style: Cottage, Historic
Lot Size: 0.22 Acres
Roof Type: Shingle
Stories: 1.0
Taxes: $2,730
Year Built: 1925

Amenities

Ceiling Fans(s)
Walk-In Closet(s)

Feature Descriptions

Additional Rooms: Attic, Bonus Room
Appliances: Dishwasher, Gas Water Heater, Range, Refrigerator
Days on Site: 1
Directions: Take I-4 to Exit 87 (Fairbanks Ave). Head east on W Fairbanks Ave. Turn right onto S Orlando Ave (US-17-92 S), take an immediate left onto W Comstock Ave, then turn right onto S Pennsylvania Ave. Property is on the righ
Exterior: Vinyl Siding, Frame
Fireplace: Wood Burning
Fireplace Y/N: Yes
Flood Zone Code: X
Flooring: Wood
Foundation: Crawlspace
Home Warranty Y/N: No
Listing Terms: Cash, Conventional, FHA, VA Loan
Lot: Historic District
Lot Dimensions: 0.22
Other Equipment: Irrigation Equipment
Ownership: Fee Simple
Patio/Porch: Enclosed, Front Porch
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Sewer: Public Sewer
Showing Instructions: Appointment Only, Call Listing Agent
Special Sale Provisions: None
Utilities: Cable Available, Electricity Available, Natural Gas Available, Sewer Available, Water Available
Water: None
Water Access Y/N: No
Windows: ENERGY STAR Qualified Windows
Zoning: R-2

Room Sizes

Living Room: 14x20
Kitchen: 12x12
Primary Bedroom: 12x16
Dining Room: 10x5

Local Schools

High School: Winter Park High
Middle School: Glenridge Middle
Elementary School: Audubon Park K8

Listed By / Shown By

Listed By

Agency Name: COMPASS FLORIDA LLC
Agency Contact: 407-203-9441

Shown By

Agent Name: EURI K BAYLOR JOHNSON
Agent Phone: Cell: (609) 255-0920
Agency Title: RealtyMark

IDX logo

Estimate Your Payment

Estimated Payment

$ 2,077.67 per month $1,635.79 Principal & Interest $227.50 Property Tax $214.38 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)
All commissions are negotiable Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 06/09/2026. The listing information on this page last changed on 06/09/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 06/09/2026 12:25:02 AM EST) or Stellar MLS (last updated Tue 06/09/2026 12:14:04 AM EST) or GSMLS (last updated Tue 06/09/2026 12:24:02 AM EST) or Emerald Coast MLS (last updated Tue 06/09/2026 12:05:22 AM EST) or Central Panhandle Association of Realtors (last updated Tue 06/09/2026 12:17:16 AM EST) or Beaches MLS (last updated Tue 06/09/2026 12:16:50 AM EST) or Naples MLS (last updated Mon 06/08/2026 11:40:21 PM EST) or Bright MLS (last updated Tue 06/09/2026 12:21:48 AM EST) or OneKey MLS (last updated Tue 06/09/2026 12:21:21 AM EST). Real estate listings held by brokerage firms other than RealtyMark may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data and photos distributed by MLSGRID
Member Participants (and their affiliated licensees, if applicable) shall indicate on their websites that IDX information is provided exclusively for consumers’ personal non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, that the data is deemed reliable but is not guaranteed by MLS GRID, and that the use of the MLS GRID Data may be subject to an end user license agreement prescribed by the Member Participant’s applicable MLS if any and as amended from time to time. MLS GRID may, at its discretion, require use of other disclaimers as necessary to protect Member Participant, and/or their MLS from liability.
Based on information submitted to the MLS GRID. 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.



Privacy Policy / DMCA Notice / ADA Accessibility


Agent License Information: 2560244

Login to My Homefinder

Pixel