1409 Sunset Dr, Winter Park, FL 32789
SOLD
OCT 2, 2025

1409 Sunset Dr
Winter Park, FL 32789

  • 2 Beds
  • 1.5 Baths
  • 1,107 sqft

$530,000

Last Sold: Oct 2, 2025
2% over list $520K
$479/sqft
Est. Refi. Payment $3,718/mo*
Refinance Your Home

$530,000

Last Sold: Oct 2, 2025
2% over list $520K
$479/sqft
Est. Refi. Payment $3,718/mo*
Refinance Your Home
2 Beds
1.5 Baths
1,107 sqft

Local Information

  • Map ViewExplore the area around 1409 Sunset Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

One or more photo(s) has been virtually staged. ***MULTIPLE OFFERS***Taking Back Up Offers*** This cozy 2 bedroom 1.5 bathroom home is nestled in the heart of Winter Park, surrounded by a picturesque brick street that's lined up with beautiful homes. The property has been thoughtfully renovated. The home seamlessly blends modern comforts with preserved character which include the gorgeous historic hardwood floors and a beautiful gothic cathedral window in the main bath. For the Newly updated items, there are too many to list! NEWER TILE ROOF AND DECKING installed in 2021. Newly updated kitchen with ALL NEW Stainless Steel Appliances, NEW half bath, Electric panel updated 2017 and HVAC replaced in 2019. Just minutes away from Park Ave this home is a must see! Through the front door you'll enter into a perfectly lit living room with a NEWLY installed brick tiled fireplace at the front and surrounded by large windows that flood the room with natural light. As you walk through the home you'll notice the Newly added half bath to the left and formal dining room to the right which overlooks the kitchen. Down the hallway to the left you will find 2 bedrooms beside the full bathroom. Stepping out back, you’ll find your peaceful and serene yard with plenty of room for a fire pit, gazebo or other great yard ideas. It's essentially a blank canvas for you to design as you see fit! For the additional square footage, there's a separate 16' X 11' efficiency room in the building to the rear of the house which is currently being used as an office space/Laundry room and includes a New air conditioner. This space could also be used as a workout room or even additional storage. With one of the best locations in Winter Park, this home is just a few steps away from the tranquil Lake Knowles and Lake Wilbar and within the school district zone, for the highly desirable Winter Park schools. Just a short drive to downtown Winter Park, the Winter Park Golf Course, amazing restaurants, and shopping, all minutes away from your front door! Other nearby points of interest include, the YMCA, Winter Park Racquet Club, Rollins College and AdventHealth Winter Park. This home is a hidden gem and a rare opportunity.
1409 Sunset Dr, Winter Park, FL 32789 is a 2 bedroom, 2 bathroom, 1,107 sqft single-family home built in 1930. It last sold for $530,000 on Oct 2, 2025 (2% above the $519,990 asking price). More recently, it was listed as a rental in November 2024 with an asking price of $2,650 per month. That rental listing was removed on December 8, 2024. It is currently off market. The Trulia Estimate is $532,600, with a rent estimate of $2,431/month.

Home Highlights

Parking
No Info
Outdoor
No Info
View
No Info
HOA
None
Price/Sqft
$479/sqft
Listed
180+ days ago

Home Details for 1409 Sunset Dr

Interior Features

Interior Details
Number of Rooms: 4Types of Rooms: Primary Bedroom, Bedroom 2, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1107 Square Feet
Appliances & Utilities
Utilities: BB/HS Internet AvailableAppliances: Convection Oven, Dishwasher, Dryer, Microwave, Refrigerator, WasherDishwasherDryerLaundry: Inside,OtherMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: Family RoomHas a Fireplace
Windows, Doors, Floors & Walls
Flooring: Hardwood
Levels, Entrance, & Accessibility
Stories: 1Levels: OneFloors: Hardwood
View
No View

Exterior Features

Exterior Home Features
Roof: Built Up Other TileExterior: Other, SidewalkFoundation: CrawlspaceNo Private Pool
Parking & Garage
No CarportNo Garage
Frontage
Road Surface Type: BrickNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 4

Property Information

Year Built
Year Built: 1930
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Stucco, Wood FrameNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 322130453607070

Price & Status

Price
List Price: $519,990Price Per Sqft: $479/sqft
Status Change & Dates
Off Market Date: Wed Sep 17 2025

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: WINTER PARKCommunity: LAKE KNOWLES TERRACE
School Information
Elementary School: Lakemont ElemJr High / Middle School: Maitland MiddleHigh School: Winter Park High

Building

Building Area
Building Area: 1107 Square Feet

Community

Not Senior Community

HOA

Association for this Listing: Orlando RegionalNo HOA

Lot Information

Lot Area: 5502 sqft

Listing Info

Special Conditions: None

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6340460Showing Advance Notice: 24Showing Requirements: 24 Hour NoticeUniversal Property Id: US-12095-N-322130453607070-R-N
Last check for updates: about 12 hours ago
Listed by Ahmad Karain, (321) 505-8511
R MICHAELS REALTY LLC, (407) 928-7273
Bought with: Deanna Chance, (407) 341-6363, A+ REALTY PROFESSIONALS, INC, (407) 702-5243
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6340460
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

Price History for 1409 Sunset Dr

DatePriceEventSource
10/02/2025$530,000Sold
Stellar MLS #O6340460
09/18/2025$519,990PendingStellar MLS #O6340460
09/13/2025$519,990Listed For SaleStellar MLS #O6340460
12/08/2024$2,650ListingRemovedZillow Rentals
11/05/2024$2,650Listed For RentZillow Rentals
10/26/2024$2,650ListingRemovedZillow Rentals
09/25/2024$2,650Listed For RentZillow Rentals
09/12/2024$2,700ListingRemovedStellar MLS #O6239058
09/05/2024$2,700Listed For RentStellar MLS #O6239058
05/18/2024ListingRemovedStellar MLS #O6205655
05/15/2024$2,650Listed For RentStellar MLS #O6205655
06/11/2023ListingRemovedStellar MLS #O6109833
05/31/2023$2,800PriceChange
Stellar MLS #O6109833
05/09/2023$2,900Listed For RentStellar MLS #O6109833
02/02/2023ListingRemovedZillow Rentals
01/28/2023$2,800PriceChange
Zillow Rentals
12/28/2022$2,950PriceChange
Zillow Rentals
12/11/2022$3,300Listed For RentZillow Rentals
10/07/2022$435,000Sold
N/A
09/12/2022$475,000PendingStellar MLS #O6038561
09/02/2022$475,000Listed For SaleStellar MLS #O6038561
07/03/2022ListingRemovedStellar MLS #O6038561
06/30/2022$539,900Listed For SaleStellar MLS #O6038561
08/31/2017$325,000Sold
N/A
07/31/2017$340,000PendingAgent Provided
07/26/2017$340,000PriceChange
Agent Provided
06/23/2017$345,000Listed For SaleAgent Provided
05/29/2013$254,500Sold
Stellar MLS #O5153752
01/06/2006$356,000Sold
N/A
08/28/2000$134,900Sold
N/A

Market trends in Winter Park

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$452K
$7.33KMoM
Sale-to-List Price
97.7%
0.2%MoM
Price per sq ft
$288
$1MoM
Available listings
380
7MoM
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Property Tax and Assessment

Year2024
Tax$6,431
Assessment$405,929
Home facts updated by county records

Comparable Sales for 1409 Sunset Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1441 Palm Ave, Winter Park, FL
0.24
Single-Family Home
$750,000
02/18/26
2
1
981
1421 Sunset Dr, Winter Park, FL
0.01
Single-Family Home
$825,000
09/15/25
3
3.5
1,672
1351 Mayfield Ave, Winter Park, FL
0.15
Single-Family Home
$850,000
02/11/26
3
2
1,466
1030 N Lakemont Ave, Winter Park, FL
0.38
Single-Family Home
$418,000
12/22/25
3
1.5
1,050
2190 Temple Dr, Winter Park, FL
0.47
Single-Family Home
$675,000
11/28/25
3
2
1,442
1450 Chestnut Ave, Winter Park, FL
0.13
Single-Family Home
$1,095,000
12/01/25
3
3.5
1,942
1730 Oneco Ave, Winter Park, FL
0.41
Single-Family Home
$705,000
07/21/25
3
2
1,408
1610 Chestnut Ave, Winter Park, FL
0.18
Single-Family Home
$980,000
08/28/25
3
2.5
2,140

Nearby homes

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Assigned Schools

These are the assigned schools for 1409 Sunset Dr.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Winter Park

At least 595 Trulia users voted on each feature.

  • 91 % Say it's dog friendly

  • 84 % Say there are sidewalks

  • 84 % Say car is needed

  • 79 % 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
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  • 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
    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
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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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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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Apartments for Rent

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Explore by feature - Pet Friendly

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Homes for sale near 1409 Sunset Dr

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Off Market Homes Near 1409 Sunset Dr

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