1955 DUNDEE DRIVE, Winter Park, FL 32792
OFF MARKET

1955 DUNDEE DRIVE
Winter Park, FL 32792

  • 3 Beds
  • 1.5 Baths
  • 1,144 sqft

$639,500

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $4,484/mo*
Refinance Your Home

$639,500

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $4,484/mo*
Refinance Your Home
3 Beds
1.5 Baths
1,144 sqft

Home Value

Trulia Estimate
$640K
Since last month
Increased$18K (+2.9%)
Since last year
Increased$14K (+2.2%)
Since last sale
Increased$155K (+32%)
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 +132% in the last 10 years
MonthEstimated value
2026
August 2026$640K
July 2026$622K
June 2026$624K
May 2026$626K
April 2026$626K
March 2026$613K
February 2026$616K
January 2026$658K
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
1921 KIMBRACE PLACE, Winter Park, FL
0.14
Single-Family Home
$530,000
05/11/26
3
2
1,275
382 PERTH LANE, Winter Park, FL
0.19
Single-Family Home
$500,000
11/26/25
3
2
1,277
502 DUNBLANE DRIVE, Winter Park, FL
0.23
Single-Family Home
$470,000
12/12/25
3
2
1,125
407 S LAKEMONT AVENUE, Winter Park, FL
0.17
Single-Family Home
$570,000
09/30/25
3
1
1,314
443 S LAKEMONT AVENUE, Winter Park, FL
0.23
Single-Family Home
$450,000
12/29/25
3
2
1,364
426 S LAKEMONT AVENUE, Winter Park, FL
0.19
Single-Family Home
$510,000
09/24/25
3
2
1,656
508 DARCEY DRIVE, Winter Park, FL
0.32
Single-Family Home
$530,000
02/27/26
3
1.5
1,295
508 DUNRAVEN DRIVE, Winter Park, FL
0.26
Single-Family Home
$595,000
07/20/26
3
2
1,370
513 DUNRAVEN DRIVE, Winter Park, FL
0.26
Single-Family Home
$370,000
10/20/25
3
2
1,458

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
2019 LOCH BERRY ROAD, Winter Park, FL 32792
0.12
$516,400
3
2
1,425
Off Market
1907 LOCH BERRY ROAD, Winter Park, FL 32792
0.10
$555,000
3
2
1,288
Off Market
2012 LOCH BERRY ROAD, Winter Park, FL 32792
0.14
$2,537,800
3
2
1,522
Off Market
1901 LOCH BERRY ROAD, Winter Park, FL 32792
0.11
$3,500,000
5
5.5
4,831
For Sale
1921 KIMBRACE PLACE, Winter Park, FL 32792
0.14
$530,000
3
2
1,275
Recently Sold
2025 LOCH BERRY ROAD, Winter Park, FL 32792
0.16
$1,800,000
4
4
3,620
Off Market
2025 KIMBRACE PLACE, Winter Park, FL 32792
0.16
$547,900
3
2
1,416
Off Market
381 PERTH LANE, Winter Park, FL 32792
0.16
$599,700
3
2
1,502
Off Market
1875 GRINNELL TERRACE, Winter Park, FL 32789
0.10
$2,413,900
5
5.5
4,435
Off Market
1864 GRINNELL TERRACE, Winter Park, FL 32789
0.13
$1,599,000
5
3.5
3,028
For Sale
2032 KIMBRACE PLACE, Winter Park, FL 32792
0.19
$1,800,000
5
4
3,382
For Sale

Local Information

  • Map ViewExplore the area around 1955 DUNDEE DRIVE.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1955
Living Area
1,144 sqft
Price/Sqft
$559
Parking
1 Carport Spaces
HOA
None

About this House

Price Improvement! LOCATION, LOCATION, LOCATION PLUS SELLER OFFERING OWNER FINANCING! Single family residential, located near the best parts of Winter Park, Park Ave is only a few miles away. Desirable midcentury modern 3-bedroom open plan with dining area and Florida room, located near the medical arts district of Winter Park. 1st position Owner Financing, subject to acceptable terms. Property has been historically residential use, Zoning is O-2 allowing for continued residential, convert to medical office or your small business use, possible other uses, land is highly desirable in this Winter Park location. The immediate area has a brand-new state of the art wellness center and updated Advent Health Hospital Winter Park, both only around the corner. Would be exceptional for your medical specialty practice with similar uses nearby. Property features hardwood floors a full kitchen with all appliances including washer dryer. Property covered by tranferable termite bond. Buyer will need to confirm requirements with the city of Witner Park for their intended use, if other than residential. Don’t miss your opportunity to see it today. Buyer will be responsible for confirming room measurements.
1955 DUNDEE DRIVE, Winter Park, FL 32792 is a 3 bedroom, 2 bathroom, 1,144 sqft single-family home built in 1955. It last sold for $485,000 on Mar 4, 2025 (12% below the $549,000 asking price). More recently, it was listed as a rental in July 2025 with an asking price of $2,300 per month. That rental listing was removed on July 25, 2025. It is currently off market. The Trulia Estimate is $639,500, with a rent estimate of $2,346/month.
Last check for updates: about 14 hours ago
Listed by David Earle, (407) 230-4506
CHARLES RUTENBERG REALTY ORLANDO, (407) 622-2122
Bought with: David Earle, (407) 230-4506, CHARLES RUTENBERG REALTY ORLANDO, (407) 622-2122
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6214438
IDX information is provided exclusively for 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 is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511

Home Details for 1955 DUNDEE DRIVE

Interior Features

Interior Details
Number of Rooms: 8Types of Rooms: Primary Bedroom, Bedroom 1, Bathroom 2, Dining Room, Florida Room, Kitchen, Laundry, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1144 Square Feet
Appliances & Utilities
Utilities: Electricity Connected, Public, Water ConnectedAppliances: Microwave, Range, RefrigeratorLaundry: Laundry Room,OutsideMicrowaveRefrigerator
Heating & Cooling
Heating: ElectricHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Electric
Fireplace & Spa
No Fireplace
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Flooring: Ceramic Tile, Hardwood
Levels, Entrance, & Accessibility
Stories: 1Levels: OneFloors: Ceramic Tile, Hardwood
View
No View

Exterior Features

Exterior Home Features
Roof: MembraneExterior: Private Mailbox, StorageFoundation: CrawlspaceNo Private Pool
Parking & Garage
Number of Carport Spaces: 1Number of Covered Spaces: 1Has a CarportNo GarageParking Spaces: 1Parking: Carport
Frontage
Responsible for Road Maintenance: Public Maintained RoadRoad Surface Type: AsphaltNot on Waterfront
Water & Sewer
Sewer: Septic Tank

Days on Market

Cumulative Days on Market: 223

Property Information

Year Built
Year Built: 1955
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: BlockNot a New ConstructionNo Additional ParcelsDoes Not Include Home Warranty
Property Information
Parcel Number: 092230012004122

Price & Status

Price
List Price: $549,000
Status Change & Dates
Off Market Date: Sun Jan 26 2025

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: WINTER PARKCommunity: ALOMA
School Information
Elementary School: Brookshire ElemJr High / Middle School: Glenridge MiddleHigh School: Winter Park High

Building

Building Area
Building Area: 1528 Square Feet

Community

Community Features: NoneNot Senior Community

HOA

Association for this Listing: Orlando RegionalNo HOA

Lot Information

Lot Area: 8862 sqft

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, Owner May Carry

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6214438Showing Requirements: ShowingTimeUniversal Property Id: US-12095-N-092230012004122-R-N

Additional Information

None

Price and Tax history

DateEventPrice
Jul 25, 2025
Source: Zillow Rentals
ListingRemoved
$2,200
Jul 18, 2025
Source: Zillow Rentals
PriceChange
$2,200
Price decreased by 4%
Jul 4, 2025
Source: Zillow Rentals
Listed For Rent
$2,300
Mar 4, 2025
Source: Stellar MLS #O6214438
Sold
$485,000
Jan 27, 2025
Source: Stellar MLS #O6214438
Pending
$549,000

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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 1955 DUNDEE DRIVE

  • What is 1955 DUNDEE DRIVE estimated to be worth?
    Trulia's estimated value for 1955 DUNDEE DRIVE in Winter Park, FL is $639,500.
  • What is the price history for 1955 DUNDEE DRIVE?
    1955 DUNDEE DRIVE in Winter Park, FL last sold for $485,000 in March 2025.
  • 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 1955 DUNDEE DRIVE have air conditioning?
    Yes, 1955 DUNDEE DRIVE in Winter Park, FL has air conditioning.
  • Does 1955 DUNDEE DRIVE have laundry facilities?
    Yes, 1955 DUNDEE DRIVE in Winter Park, FL has laundry facilities.

Explore by feature - Pet Friendly

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