321 E Kings Way, Winter Park, FL 32789
Property image
Property image
OFF MARKET

$560,100

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 1,675 sqft

321 E Kings Way, Winter Park, FL 32789

Est. Refi. Payment $3,928/mo*
Refinance Your Home
Currently Off Market - Sold Jan 31, 2014 for $260,000

Home Value

Trulia Estimate
$560K
Since last month
Decreased$10K (-1.8%)
Since last year
Decreased$140K (-19.9%)
Since last sale
Increased$302K (+116%)
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 +86% in the last 10 years
MonthEstimated value
2026
August 2026$562K
July 2026$572K
June 2026$611K
May 2026$712K
April 2026$670K
March 2026$724K
February 2026$726K
January 2026$717K
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
1900 WINTER PARK ROAD, Winter Park, FL
0.12
Single-Family Home
$760,000
08/26/26
4
2
1,511
240 E Reading Way, Winter Park, FL
0.13
Single-Family Home
$910,000
06/29/26
3
3
1,900
1960 WINTER PARK ROAD, Winter Park, FL
0.17
Single-Family Home
$892,500
06/25/26
3
3
1,864
1565 FOREST AVENUE, Winter Park, FL
0.17
Single-Family Home
$1,080,000
08/14/26
4
2
2,163
251 GLENRIDGE WAY, Winter Park, FL
0.19
Single-Family Home
$850,000
09/29/25
3
2.5
1,314
240 E Lake Sue Avenue, Winter Park, FL
0.08
Single-Family Home
$985,000
02/03/26
2
2
1,329
130 W KINGS WAY, Winter Park, FL
0.18
Single-Family Home
$1,350,000
12/08/25
5
3
3,145
620 VIRGINIA DRIVE, Winter Park, FL
0.27
Single-Family Home
$1,050,000
12/05/25
6
5
4,677
1915 STONEHURST ROAD, Winter Park, FL
0.19
Single-Family Home
$1,650,000
10/09/25
4
3
2,489
1450 GLENCOE ROAD, Winter Park, FL
0.35
Single-Family Home
$1,589,000
12/29/25
4
3
2,785

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
1710 WINTER PARK ROAD, Winter Park, FL 32789
0.03
$790,700
3
2
1,556
Off Market
1740 WINTER PARK ROAD, Winter Park, FL 32789
0.02
$819,200
2
1.5
1,451
Off Market
270 E LAKE SUE AVENUE, Winter Park, FL 32789
0.06
$2,279,500
5
4.5
3,151
Off Market
361 E KINGS WAY, Winter Park, FL 32789
0.04
$3,199,000
4
4.5
3,737
For Sale
1741 LAUREL ROAD, Winter Park, FL 32789
0.06
$1,560,600
4
3
2,846
Off Market
370 E LAKE SUE AVENUE, Winter Park, FL 32789
0.07
$1,224,000
3
3
2,462
Off Market
240 E Lake Sue Avenue, Winter Park, FL 32789
0.08
$985,000
2
2
1,329
Recently Sold
1661 LAUREL ROAD, Winter Park, FL 32789
0.09
$1,875,000
3
3
3,127
For Sale
250 E KINGS WAY, Winter Park, FL 32789
0.06
$1,565,500
4
3.5
3,003
Off Market
207 E KINGS WAY, Winter Park, FL 32789
0.09
$3,650,000
5
4.5
3,719
For Sale
210 E LAKE SUE AVENUE, Winter Park, FL 32789
0.11
$3,074,400
5
5.5
4,188
Off Market
341 E READING WAY, Winter Park, FL 32789
0.08
$1,565,000
4
4
3,723
For Sale

Local Information

  • Map ViewExplore the area around 321 E Kings Way.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1949
Living Area
1,675 sqft
Price/Sqft
$334
Parking
Garage

About this House

Available for showings starting April 16. Close to Rollins College, Park Avenue, downtown Orlando. Open floor plan, expansive deck, hardwood floors, stainless steel appliances, 1 car garage on heavily treed corner lot in Winter Park. Winter Park schools. Full kitchen renovation is in process and expected to finish before May 15. Rollins students welcome.

Owner pays for yard service. Tenant pays for all utilities. Available for showings starting April 16.
321 E Kings Way, Winter Park, FL 32789 is a 4 bedroom, 3 bathroom, 1,675 sqft single-family home built in 1949. It last sold for $260,000 on Jan 31, 2014. More recently, it was listed as a rental in April 2022 with an asking price of $3,600 per month. That rental listing was removed on May 2, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $560,100, with a rent estimate of $3,639/month.

Home Details for 321 E Kings Way

Interior Features

Heating & Cooling
Heating: Forced AirHeating Fuel: Forced Air
Interior Details
Additional StorageTypes of Rooms: Dining Room, Family Room, Master BathStorageCeiling Fan
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Hardwood

Exterior Features

Exterior Home Features
Roof: OtherExterior: OtherLawn
Parking & Garage
GarageParking Space: 1Parking: Garage Detached, Off Street

Property Information

Year Built
Year Built: 1949Year Updated: 1970
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 7866 sqft

Price and Tax history

DateEventPrice
May 2, 2022
Source: Zillow Rental Manager
ListingRemoved
Apr 13, 2022
Source: Zillow Rental Manager
Listed For Rent
$3,600
Mar 28, 2022
Source: Zillow Rental Manager
ListingRemoved
Mar 19, 2022
Source: Zillow Rental Manager
PriceChange
$3,600
Price decreased by 5%
Mar 15, 2022
Source: Zillow Rental Manager
PriceChange
$3,800
Price increased by 6%

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
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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
    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
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LGBTQ Local Legal Protections

Frequently asked questions about 321 E Kings Way

  • What is 321 E Kings Way estimated to be worth?
    Trulia's estimated value for 321 E Kings Way in Winter Park, FL is $560,100.
  • What is the price history for 321 E Kings Way?
    321 E Kings Way in Winter Park, FL last sold for $260,000 in January 2014.
  • 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 321 E Kings Way have laundry facilities?
    Yes, 321 E Kings Way in Winter Park, FL has in-unit laundry.
  • How big is the lot at 321 E Kings Way?
    The lot at 321 E Kings Way in Winter Park, FL is about 0.18 acres (7,866 sq ft).

Explore by feature - Pet Friendly

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Apartments for Rent

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Off Market Homes Near 321 E Kings Way

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