Skip to content
Photo 1 of 35
Photo 1 of 35 — 1138 S PENNSYLVANIA AVENUE, WINTER PARK, FL 32789
View all 35 photos

1138 S PENNSYLVANIA AVENUE, WINTER PARK, FL 32789

VIRGINIA HEIGHTS REP · Orange County

Key Facts

3Beds
3Baths
3,147Sq Ft
2005Year Built
0.11Lot (acres)
2Garage
2Stories

Description

Georgetown-style 'Brownstown' in the Heart of Winter Park, walking distance to Downtown, PLUS deeded Lake Access to Lake Virginia! This spacious property has 3 bedrooms, 3 full baths, 2434 sq ft, 10' ceilings custom details throughout and natural lighting. Foyer with slate flooring, enjoy the double-sided gas fireplace in the Living & Dining areas, beautiful wood floors, crown molding, plantation shutters, a butler bar with custom cabinetry & wine refrigerator. Cooking inspired Kitchen with a lengthy granite island and sitting bar overlooks the Family room. Upgraded stainless appliances, including gas cooktop with griddle, microwave/convection oven, hanging pot rack with lighting, and soft close cabinets with pullouts. French doors to the covered 'English Garden' courtyard with pavers & stainless grill for entertaining. Guest suite or home office with a custom closet and full bath overlooks brick street, Pennsylvania Ave. Large laundry room near the garage with granite countertops, cabinets & utility sink, plus washer & dryer. Upstairs is a spacious Primary bedroom with French doors to a private covered balcony; also, 2 large walk-in closets with closet systems, Jacuzzi tub, huge walk-in shower, dual vanities with granite countertops & more. An additional ensuite bedroom, more wood floors, plus a built-in dehumidifier. Attached 2-car, rear alley access garage, plus an additional side parking pad. Walk to Park Ave. for dining, shopping, WP Tennis Center, outdoor park & Rollins College. Neighborhood Lake Virginia access for paddleboard & kayak launching to the Winter Park Chain of Lakes. Top schools, Audubon K-8 seconds away, and WPHS. NEW TPO membrane roof w/ metal coping March 2026. HOA maintains: landscaping, irrigation, building maintenance & outdoor lighting. Won't last!

Property Information

Property Type

Residential

Sub-Type

Townhouse

Style

Traditional

Year Built

2005

Stories

2

Living Area

3,147 sq ft

Lot Size

0.11 acres

Garage Spaces

2

Ownership

Fee Simple

Zoning

R-2

Days on Market

14

MLS® Listing#

O6420090

Property Features

Interior

Built-in FeaturesCrown MoldingHigh CeilingsOpen FloorplanStone CountersWalk-In Closet(s)

Exterior

BalconyCourtyardGardenLightingOutdoor GrillRain GuttersStorage

Appliances

Bar FridgeConvection OvenCooktopDishwasherDisposalDryerExhaust FanGas Water HeaterIce MakerMicrowaveRange HoodRefrigeratorWasherWine Refrigerator

Cooling

Central AirZoned

Heating

CentralNatural GasZoned

Flooring

Ceramic TileWood

Fireplace

GasLiving RoomOther

Parking

Alley AccessDrivewayGarage Door OpenerGarage Faces RearOff StreetOversizedParking PadAttached

Laundry

InsideLaundry Room

Patio

CoveredFront PorchPorchSide Porch

Fencing

FencedMasonryOther

Lot Features

LandscapedNear Public TransitPaved

Construction

BlockStucco

Foundation

Slab

Roof

MembraneMetal

Windows

Skylight(s)

Security

Security SystemSecurity System OwnedSmoke Detector(s)

Community

ParkSidewalksStreet Lights

Utilities

Natural Gas AvailableElectricity ConnectedNatural Gas ConnectedSewer ConnectedUnderground UtilitiesWater Connected

Sewer

Public Sewer

Water Source

Public

Rooms

  • 7x10First
  • Bedroom 215x14Second
  • Bedroom 3First
  • Dining Room13x16First
  • KitchenFirst
  • Living Room14x18First
  • Master Bathroom14x14Second
  • Master Bedroom14x18Second

Schools

Elementary:
Audubon Park K8
Middle:
Audubon Park K-8
High:
Winter Park High

Financial Details

HOA

$1,500 / Quarterly

1100 Pennsylavania HOA

Annual Taxes

$10,213

Tax year 2025

Parcel Number

07-22-30-8910-02-040

Directions

From Park Ave., cross Fairbanks, right on Holt, left on Pennsylvania, townhouse on your left after school. Please park on Clarendon or behind the building and enter through front door.

Affordability Calculator

$210,000

Estimated monthly payment

$5,589/mo

Principal $840,000 · Est. interest $1,171,875 over 30 yrs

Neighborhood Market Statistics

How this home compares to active listings in WINTER PARK, FL

$381,087
Median Listing Price
76
Median Days on Market
1,673
Median Sq Ft
$222
Median Price / Sq Ft
3,291
Active Listings
  • This home’s price is 176% above the area median.
  • Its price per sq ft is 50% above the area median.

Market statistics compiled from active EXIT Realty® and MLS listings in WINTER PARK, FL.

Location

Map showing the location of 1138 S PENNSYLVANIA AVENUE, WINTER PARK, FL 32789

Points of Interest in WINTER PARK, FL

Showing the WINTER PARK area map.

Nearby Schools

  • Winter Park 9th Grade Center

    School · 0.1 mi away

  • Keya Academy

    School · 0.2 mi away

  • Park School

    Elementary · 0.6 mi away

  • 17吃瓜网

    School · 0.8 mi away

  • 51爆料

    School · 0.8 mi away

  • Methodist School for Early Education

    School · 0.8 mi away

  • St Margaret Mary Catholic Church

    School · 1.0 mi away

  • Park Maitland School

    Elementary · 1.0 mi away

  • Circle Christian School

    School · 1.0 mi away

  • Childrens Academy

    School · 1.4 mi away

  • Glenridge Middle School

    Secondary · 1.4 mi away

  • Baldwin Oaks Academy

    School · 1.5 mi away

  • Orlando Junior Academy

    Elementary · 1.5 mi away

  • Killarney Elementary School

    Elementary · 1.7 mi away

  • Audubon Park School

    Elementary · 1.7 mi away

  • Champions at Killarney Elementary

    Elementary · 1.7 mi away

  • Fern Creek Elementary

    Elementary · 1.9 mi away

  • Park Maitland School

    Elementary · 1.9 mi away

  • Spring Education Group

    School · 1.9 mi away

  • Princeton Elementary

    Elementary · 2.0 mi away

Commute Calculator

Travel mode

Nearby Homes

Similar Homes Nearby

Similar Home Values

Comparable nearby listings and their asking prices.

Moving Cost Estimate

EXIT Agents in WINTER PARK

Listing Courtesy: COLDWELL BANKER REALTY - 407-647-1211

Listings courtesy of Stellar MLS as distributed by MLS GRID. 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. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright ©2026 MLS GRID. All Rights Reserved.

Last Updated: 2026-06-25

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) program of one or more Multiple Listing Services (MLS). Listing information is deemed reliable but is not guaranteed accurate. Copyright © EXIT Realty® and respective MLS providers.

Data provided by Orlando Regional. MLS® Listing#O6420090. © 2026EXIT Realty®. All rights reserved.