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$999,000
3 Beds 3 Baths Virginia Heights Rep SubDv. 32789 Zip Code
Georgetown-style 'Brownstown' in the Heart of Winter Park, walking distance to Downtown, PLUS deeded Lake Access to Lake Virginia! FRESHLY PAINTED interior in 'Alabaster' 9/16-18/26! 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, plus natural gas, great for cooking! 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. Updated TPO membrane roof w/ metal coping March 2026. HOA maintains: landscaping, irrigation, building maintenance & outdoor lighting.

1138 S Pennsylvania Avenue, Winter Park

$1,595,000
4 Beds 2 Baths Virginia Heights Rep SubDv. 32789 Zip Code
A distinctive offering where design, location and performative upgrades come together seamlessly. One of the original modern homes in Winter Park, this iconic residence has been thoughtfully reimagined through a designer-led renovation that emphasizes clean lines, natural light, easy maintenance and high durability. The result is a bright, refined space that balances architectural character with modern comfort. A flexible two-level layout offers main living areas on the first floor, complemented by an upper-level studio or retreat space with optional deck access, ideal for today’s lifestyle. Extensively improved with over $260,000 in recent upgrades, the home was enhanced with durability and efficiency in mind. Major improvements include a commercial-grade TPO roofing system with advanced drainage and a 20-year warranty completed in 2024, as well as hurricane-impact aluminum sliders all around with large missile-rated glass and enduring waterproofing. Additional features such as a white reflective roof, whole-house surge protection, updated electrical components, and a new code-compliant deck railing further elevate the home’s long-term value and performance. The outdoor spaces have been equally curated, with mid-century-inspired landscaping designed for beauty and ease of maintenance. Palms, agave and drought-tolerant plantings create a clean, modern aesthetic, while redesigned yard spaces enhance openness and usability. A professionally landscaped east yard, low-maintenance turf on the west side, a five-zone irrigation system, and private well irrigation contribute to a thoughtfully executed exterior environment. An expanded driveway provides ample parking, and outdoor lighting enhances ambiance and function. Just moments from desirable Park Avenue, this architecturally significant modern residence is ideally in one of Winter Park’s sought-after neighborhoods, near Lake Virginia, Rollins College and Winter Park Tennis Center. Set on a quiet, tree-lined corner lot with no through traffic, the home enjoys an elevated position on a natural rise, offering peace of mind with no history of flooding, along with ideal north-facing orientation and beautiful natural light throughout the day.

446 Melrose Avenue, Winter Park

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Orange CountyWinter ParkVirginia Heights

Virginia Heights, Winter Park

Virginia Heights is a neighborhood in Winter Park, in the 32789 zip code, built mostly in the 2000s. Homes are block and stucco. Most homes fall between about 1,800 and 4,500 square feet under air, the median lot is roughly a quarter acre, and a two car garage is standard.

Most of Virginia Heights carries no mandatory HOA.

Bonnie Burn Park sits inside the subdivision.

What the homes are

  • Built Mostly built in the 2000s, with homes from 1920 to 2027.
  • Construction Block and stucco. Shingle roofs are near universal.
  • Style Traditional, Contemporary, Mediterranean. Predominantly two story.
  • Size Most homes fall between about 1,800 and 4,500 square feet under air.
  • Bedrooms Three bedrooms is the most common plan, then four, then five.
  • Garage A two car garage is standard.
  • Lot The median lot is roughly a quarter acre.
  • HOA Most of the neighborhood carries no mandatory HOA. Confirm on a specific parcel before relying on it.

Where Virginia Heights is

Virginia Heights, centered at 28.586638, -81.354597. Drag to explore.
Street level, inside the neighborhood. Drag to look around.

Drive times below are measured on the road network from the center of Virginia Heights, not straight-line distance, in free-flowing traffic. Treat them as the floor rather than the school-run average.

Driving toTimeMiles
Downtown Orlando17 min4.8
Walt Disney World31 min24.8
Orlando International Airport33 min13.8
Universal Orlando24 min12.9

Public schools nearby

  • Park Maitland School of Winter Park 6 min, 1.2 mi
  • Audubon Park Elementary School 7 min, 2.0 mi
  • Killarney Elementary School 9 min, 2.3 mi
  • Baldwin Park Elementary School 8 min, 2.7 mi

Private schools nearby

  • KEYA ACADEMY 2 min, 0.4 mi
  • Halo ABA Academy 5 min, 1.1 mi

Parks and recreation

  • Bonnie Burn Park 2 min, 0.3 mi
  • Seven Oaks Park 3 min, 0.8 mi
  • Winter Park 5 min, 1.0 mi
  • Middle Shirewood Park 6 min, 1.6 mi

Groceries and errands

  • Greater Lifestyle Foods 6 min, 1.1 mi
  • Wild Fork Meat & Seafood Market, Winter Park 6 min, 1.0 mi
  • Publix Super Market at Hollieanna Shopping Center 6 min, 1.0 mi
  • The Ancient Olive Gourmet of Winter Park 9 min, 1.4 mi

Nearest is not the same as zoned. The schools above are the closest ones to Virginia Heights by distance. School attendance zones are set by the district, change from year to year, and can differ street to street inside one neighborhood. Confirm the assignment for a specific address with Orange County Public Schools before it matters to a decision.

Places and drive times from Google, checked 20 September 2026. Businesses open and close; if something here has changed, tell me and I will correct it.

This page tracks what homes in Virginia Heights actually sold for over the last twelve months, how long they took, and what moved the price. It is built from 10 verified closed sales in the Stellar MLS feed, not from public estimates. Every figure is a net-of-concessions number, which is explained at the bottom. Updated September 2026.

What homes sold for in Virginia Heights

$1,273,688Median sale price
$493Median per square foot
22 daysMedian days to contract
10Homes sold in 12 months

Sale prices ran from $775,000 to $5,125,000, which is a wide spread and the reason a single neighborhood median is a starting point rather than an answer.

By size

Home sizeSalesMedian priceMedian $/sq ftMedian days
2,000 to 3,000 sq ft6$917,000$38620 days
3,000 sq ft and up4$3,787,500$88067 days

Larger homes usually show a lower price per square foot. That is normal and it is why a price per foot taken from the whole neighborhood should never be applied straight to one house.

Homes priced right sold far faster

Median days to go under contract. Shorter is better.

Never reduced 6 sales, closed at 97.4% of asking20 days
Reduced at least once 4 sales, closed at 98.3% of the reduced price36 days

Sellers who priced correctly and held their number went under contract in a median 20 days. Sellers who had to reduce took 36 days and still closed at 98.3% of their already reduced price, after a typical cut of $202,000. Opening high costs time and money, in that order.

Seller concessions

20%Of sales included a seller credit
$23,142Typical credit when there was one
2 of 10Sales carrying a credit

A seller credit covers part of the buyer's closing costs and comes off the seller's proceeds, so the headline sale price overstates what the seller kept. Budget for it if you are selling, and ask for it if you are buying.

How buyers paid

Cash 7 sales70%
Conventional 3 sales30%

Cash was 70% of purchases. A high cash share means a seller has buyers who do not depend on an appraisal, and a buyer using a loan is competing against offers that can close faster.

Questions about a specific home in Virginia Heights, or want to know what yours would sell for?
Call or text Brenden Rendo at 407-616-9019 or send a message.

About this data. Source is the Stellar MLS feed for Virginia Heights in Winter Park, Orange County, covering closed sales from 25 September 2025 through 20 September 2026, refreshed monthly and current as of September 2026. Prices are net of seller concessions, so they reflect what the seller actually received rather than the headline number. Data believed accurate but not guaranteed; listings and closings change daily.