640 Penn Pl, Winter Park, FL 32789
Property image
Property image
OFF MARKET

$2,437,000

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 4,074 sqft (on 0.45 acres)

640 Penn Pl, Winter Park, FL 32789

Est. Refi. Payment $16,775/mo*
Refinance Your Home
Currently Off Market - Sold Oct 5, 2022 for $2,075,000

Home Value

Trulia Estimate
$2.44M
Since last month
Increased$35K (+1.5%)
Since last year
Increased$76K (+3.2%)
Since last sale
Increased$361K (+17.4%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +87% in the last 10 years
MonthEstimated value
2026
August 2026$2.44M
July 2026$2.4M
June 2026$2.44M
May 2026$2.41M
April 2026$2.38M
March 2026$2.41M
February 2026$2.42M
January 2026$2.42M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
872 GRANVILLE DRIVE, Winter Park, FL
0.22
Single-Family Home
$2,032,850
05/28/26
4
3.5
3,195
1117 KENWOOD AVENUE, Winter Park, FL
0.13
Single-Family Home
$3,755,000
06/17/26
4
4.5
4,353
1394 STEWART STREET, Winter Park, FL
0.28
Single-Family Home
$2,200,000
07/17/26
5
4
3,907
1177 KENWOOD AVENUE, Winter Park, FL
0.16
Single-Family Home
$1,776,000
06/26/26
5
4.5
4,363
1166 OAKS BOULEVARD, Winter Park, FL
0.11
Single-Family Home
$1,590,000
03/06/26
4
3.5
2,860
1535 WILLIAMS DRIVE, Winter Park, FL
0.37
Single-Family Home
$1,980,000
10/15/25
5
3.5
3,568
2015 N PARK AVENUE, Winter Park, FL
0.29
Single-Family Home
$2,250,000
06/02/26
5
4.5
3,963
690 WILLIAMS DRIVE, Winter Park, FL
0.26
Single-Family Home
$1,770,000
09/22/25
3
4
3,121
670 WILLIAMS DRIVE, Winter Park, FL
0.27
Single-Family Home
$2,755,000
06/25/26
5
4.5
4,091
823 GRANVILLE DRIVE, Winter Park, FL
0.24
Single-Family Home
$1,425,000
04/27/26
4
3.5
2,544

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
805 HAMILTON PLACE COURT, Winter Park, FL 32789
0.05
$1,153,400
4
4.5
2,810
Off Market
1137 OAKS BOULEVARD, Winter Park, FL 32789
0.10
$620,000
2
1.5
1,149
Recently Sold
720 PANSY AVENUE, Winter Park, FL 32789
0.11
$1,350,000
3
4
2,191
For Sale
617 PENN PLACE, Winter Park, FL 32789
0.08
$2,716,900
4
4
4,888
Off Market
1166 OAKS BOULEVARD, Winter Park, FL 32789
0.11
$1,590,000
4
3.5
2,860
Recently Sold
1130 KENWOOD AVENUE, Winter Park, FL 32789
0.11
$1,880,800
4
4.5
4,162
Off Market
751 PANSY AVENUE, Winter Park, FL 32789
0.13
$1,950,000
3
3.5
2,703
For Sale
1150 KENWOOD AVENUE, Winter Park, FL 32789
0.13
$975,000
3
2.5
2,557
Recently Sold
814 HAMILTON PLACE COURT, Winter Park, FL 32789
0.08
$1,152,700
4
3.5
2,907
Off Market
781 NORTHWOOD CIRCLE, Winter Park, FL 32789
0.09
$776,533
3
2
1,566
Recently Sold
645 PANSY AVENUE, Winter Park, FL 32789
0.14
$2,390,000
4
4.5
3,661
For Sale
1077 N. PENNSYLVANIA AVE, Winter Park, FL 32789
0.10
$2,125,700
4
4
3,462
Off Market

Local Information

  • Map ViewExplore the area around 640 Penn Pl.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2005
Lot Size
0.45 acres
Living Area
4,074 sqft
Price/Sqft
$598
Parking
Garage

About this House

*Check out the Matterport 3-D Virtual Tour attached!* A prime location, ideal open floorplan, downstairs Main Suite, various office spaces, bonus rooms, tons of storage, 2nd bedroom downstairs, and fabulous outdoor living with a pool... This home has it all! Nestled in the highly sought-after community of Pennsylvania Place, this home boasts over 4,000 SF, with a fabulous pool, and a charming front porch, overlooking a fountain and the neighborhood central park. Enter the home to find rich, timeless wood floors and extensive detailed trim throughout. Freshly painted interior, newer AC units (2018/2019), and a water softener/filtration system. The massive kitchen/family combo is an entertainer's dream, with a 6-burner natural gas range with a griddle, separate prep sink, huge walk-in pantry, 2 islands, and an updated cabinet pull-out system. Dining options are endless, with a breakfast bar, large dinette, and a dining room, which flows through to a convenient Butler's pantry with a wet bar, wine refrigerator, & ice maker. The downstairs Main Suite offers, cathedral ceilings with beams, patio access through beautiful French doors, and a spacious bathroom leading to a 130+ SF walk-in closet. A 2nd downstairs guest bedroom & full bath, a living room/office with French doors, and a laundry/work room all complete the 1st floor. The front staircase leads to 2 bedrooms with cathedral ceilings, a Jack-n-Jill bath, storage room, a covered balcony overlooking the pool, and a sunny loft/flex space. The back staircase leads to the 2nd bonus room above the garage, that also makes a fantastic private office with custom built-in filing cabinets and bookshelves. There is no wasted space in this home! The rear patio will not disappoint, with space for lounging between a cozy fireplace and a Summer kitchen with a gas grill, all overlooking a sparkling pool, wrapped in maintenance free landscape with exterior lighting. The backyard is enclosed with a private brick wall. The brick driveway leads to the oversized 2 car garage with a work bench area and mounted storage racks. Pennsylvania Place, includes 28 homes, wrapped in a brick wall, with a lovely central park, and a private rear alley entrance. Just blocks from the golf course and all the shops & dining on Park Avenue, and just minutes from the Winter Park Village and Whole Foods.... the location cannot be beat. Please ask for the list of updates, the survey, and the floor floorplan!
640 Penn Pl, Winter Park, FL 32789 is a 4 bedroom, 3 bathroom, 4,074 sqft single-family home built in 2005. It last sold for $2,075,000 on Oct 5, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,437,000, with a rent estimate of $6,891/month.

Home Details for 640 Penn Pl

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood
Interior Details
AtticNumber of Rooms: 13Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Library, Master Bath, Office, Pantry, Recreation RoomWet BarCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or SpaJetted Bath Tub
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: TileExterior: Stone, StuccoLawnPatioPorchSprinkler System
Pool
Pool
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 2005Year Updated: 2005
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 0.45 acres

Price and Tax history

DateEventPrice
Oct 5, 2022
Source: N/A
Sold
$2,075,000
Aug 15, 2022
Source: Stellar MLS #O6051664
Pending
$2,049,000
Aug 12, 2022
Source: Stellar MLS #O6051664
Listed For Sale
$2,049,000
Mar 15, 2021
Source: N/A
Sold
$1,499,000
Mar 9, 2021
Source: Stellar MLS #O5919258
PendingToActive
$1,499,000

Market trends in Winter Park

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$451K
$833MoM
Sale-to-List Price
98.0%
0.3%MoM
Price per sq ft
$287
$0MoM
Available listings
368
12MoM

Around this home

What Locals Say about Winter Park

At least 596 Trulia users voted on each feature.

  • 91 % Say it's dog friendly

  • 84 % Say there are sidewalks

  • 84 % Say car is needed

  • 80 % Say parking is easy

  • 74 % Say there's holiday spirit

  • 70 % Say yards are well-kept

  • 68 % Say it's quiet

  • 67 % Say streets are well-lit

  • 65 % Say people would walk alone at night

  • 62 % Say it's walkable to restaurants

  • 62 % Say kids play outside

  • 57 % Say it's walkable to grocery stores

  • 52 % Say they plan to stay for at least 5 years

  • 51 % Say neighbors are friendly

  • 39 % Say there's wildlife

  • 29 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "We are retired, so we do not need public transportation. I see many buses around the area, and there is a light rail train."
    0
    Flag
  • Giannina Munoz
    "All of them they are so family friendly especially around Halloween they have a haunted trail so cute "
    0
    Flag
  • Jasmine Miller
    "I see dogs everywhere. People often do meet and greets between dogs. There are always bowls of water as well as jars of dog treats often seen. "
    0
    Flag
  • Ed Agudelo
    "It is a nice neighborhood with lots to do locally and easy to walk to parks, restaurants and shops. "
    0
    Flag
  • Trulia User
    "Some people are great some aren’t great but close to shops and grocery stores sports cooking cleaning"
    0
    Flag
  • Heidiromy
    "The mature landscape, is safe and family friendly, pet friendly, quiet, beautiful, community oriented. "
    0
    Flag
  • Timothyjohnson
    "Winter park art festivals and Farmers Market are always a good time. There lots of great restaurants. "
    0
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  • andrea brewer
    "It’s a quiet and beautiful area that’s perfect for families and single professionals alike. Lots of great small businesses that thrive regardless of the time of year."
    0
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  • Paul Swain
    "Holidays are dull here. People keep to themselves. Everything is close by. Things are in good condition. Driving down town is a little hectic but worth it "
    0
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  • Gabrielcoello094
    "It’s a great place to live and raise your kids, I love it here, lot of things to do, good public schools around and safe."
    2
    Flag
  • Timothyjohnson
    "We used to have an annual parade for Goldenrod, but has not occurred in many years. There is a lack a “center” specifically for Goldenrod. "
    0
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  • Trulia User
    "I would say the only community events in this area are hosted by the elementary schools and those are okay but not enough "
    0
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  • Trulia User
    "It’s always traffic on Semoran. This area is just BUSY!! Early morning, all times of the day and late nights. "
    2
    Flag
  • Trulia User
    "You would need a car to get to most things, but there are a lot of little restaurants nearby if you like. "
    0
    Flag
  • Trulia User
    "everything is close buy like supermarkets post office and fat food places. it's a safe neighborhood. I have had no incidents since I moved here. it has that family feel to it as the people are friendly and look out for each other"
    3
    Flag
  • David S.
    "Very pet friendly. Lots of fellow dog owners in the area. Just make sure to clean up after your fur buddy"
    0
    Flag
  • Monique J.
    "Close to everything, 15 minutes to everything from downtown to schools. This neighborhood has a lot of good and is close to food and shopping. The neighborhood is kept clean with very little trash."
    8
    Flag
  • A R. S.
    "Rollins College and UCF colleges with events like sports close by. AmWay center and Campers World Stadium only 6 miles away for NBA , Football (Citrus Bowl) and Major music concerts. Park Ave beautiful shops, beautiful landscapes and beautiful people - - young and some what older."
    4
    Flag
  • Holly A. C.
    "No public transportation thats convenient.i drive a car and plenty Of parking lots and street parking "
    5
    Flag
  • Ross H.
    "I love winter Park have lived here for about 7 years and hope to live here longer. the people are nice and the area is clean "
    0
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  • Winterparkhomes
    "I have lived in Winter Park since 1988 and I Love it! It’s close proximity to groceries, hospital, restaurants and shopping is awesome !"
    2
    Flag
  • Messagedrop
    "Great place to live if you like to walk or ride bicycles. Close to shopping, entertainment, restaurants, college sports venues."
    0
    Flag
  • Francois B.
    "Most dog owners don’t pick up after them selfs and even when the park provides bags to clean the dogs needs"
    0
    Flag
  • Donna G.
    "Very trendy area! Family oriented! Grocery stores and great schools! A nice beautiful landscaped place to work and raise your family!"
    0
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  • Daylen C.
    "It’s historic and it’s established. Lots of charm and mature trees. You rarely see trash and the roads are lost. It’s very easy to grab a great bite to eat everywhere. My favorite place is the mead botanical gardens. A little escape in the middle of the city. "
    0
    Flag
  • Luna M.
    "It’s a safe and friendly neighborhood. Not really any crime, lots of people outside walking their dogs and parents feel safe enough to let their kids ride around on their bikes to the store or the parks or what have you. Great place to live all around. Highly recommend."
    6
    Flag
  • David C.
    "I just moved here last week and it seems like a nice area. There is a lot of traffic and it’s been warmer then up north."
    3
    Flag
  • George P.
    "right off a preserve and Lake Howell so lots of wildlife like turkeys, bald Eagles, hawks, herons, egrets, ibis and sandhill cranes always around. close to shopping restaurants and the gym"
    0
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  • Daniel V.
    "It’s a great and safe area, you’re in walking distances from lakes, parks, etc. you have a great shopping center and restaurants. "
    0
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  • Ross H.
    "area is amazing close to everything I've live around winter Park for about 7 years and can't find anything really wrong with it"
    0
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  • Heidi W.
    "Winter Park is a safe and happy place to raise a family. I have lived here since Kindergarten and I’m 33 now, raising my own family. "
    3
    Flag
  • Luna M.
    "I love it here. Can't go wrong living here. It's friendly, safe, quiet. I can't say enough good things about this neighborhood."
    2
    Flag
  • Nicole B.
    "Beautiful and very safe best place to raise a family. Lots of people go outdoors and exercise. Good for walking dogs and going to parks"
    2
    Flag
  • Elizabeth C.
    "Many restaurants are pet friendly. Park Ave is a great place to spend time at. Many public events are held there. On Saturday’s there’s the farmers market. "
    1
    Flag
  • Sarah S.
    "We have Cady way trail which is great for dogs and plenty of sidewalks and dog waste bag reciprocals. "
    1
    Flag
  • Blanca V.
    "I love this area. we moved here years ago. My children grew up here, went schools here and now they're in college. I wouldn't have it any other. Winter park has been good to us."
    3
    Flag
  • Joenaijah.sam
    "My neighbor has various restaurants to eat at all really good food. I truly enjoy cuban cafes and Japanese dishes. "
    0
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  • Jonvaden
    "I see people walking their dogs all the time on the sidewalks under streetlights so I think they are happy. I myself am not a pet owner."
    0
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  • Thompson C.
    "Perfect area to live. Close proximity to everything. Golfing, jogging, walks and casual stroll around the neighborhood is encouraged. Close access to major highways like I-4, 408 414. Plenty of restaurants to choose from Mexican, Thai, Indian, Italian etc. "
    1
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  • Blanca V.
    "There are many families living in this neighborhood and we have great parks and schools in the are. I love this place I've been living here for 7 years with my family and been happy to be in that one of the most beautiful cities in Florida. . Our schools are a plus schools in RL parks are amazingly beautiful the lakes are nice to be and spend an evening with your family or your couple "
    0
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LGBTQ Local Legal Protections

Frequently asked questions about 640 Penn Pl

  • What is 640 Penn Pl estimated to be worth?
    Trulia's estimated value for 640 Penn Pl in Winter Park, FL is $2,437,000.
  • What is the price history for 640 Penn Pl?
    640 Penn Pl in Winter Park, FL last sold for $2,075,000 in October 2022.
  • Is Winter Park a buyer's or seller's market?
    Winter Park is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Winter Park?
    The median sale price in Winter Park is $451K. That is down $833 from the prior month.
  • Does 640 Penn Pl have air conditioning?
    Yes, 640 Penn Pl in Winter Park, FL has air conditioning.
  • Does 640 Penn Pl have a pool?
    Yes, 640 Penn Pl in Winter Park, FL has a pool.

Explore by feature - Pet Friendly

139 pet-friendly rentals in Winter Park, FL

Explore by feature - Garage

62 rentals with a garage in Winter Park, FL

Explore by feature - Air Conditioning

155 rentals with air conditioning in Winter Park, FL

Explore by feature - Pool

128 rentals with a pool in Winter Park, FL

Explore by feature - Washer/dryer

159 rentals with a washer/dryer in Winter Park, FL

Explore by feature - Outdoor Space

56 rentals with an outdoor space in Winter Park, FL

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