858 DOUGLAS AVENUE, Winter Park, FL 32789
OFF MARKET

858 DOUGLAS AVENUE
Winter Park, FL 32789

  • 4 Beds
  • 3.5 Baths
  • 2,334 sqft

$1,226,500

Trulia Estimate
as of Jul 31, 2026
Est. Refi. Payment $8,389/mo*
Refinance Your Home

$1,226,500

Trulia Estimate
as of Jul 31, 2026
Est. Refi. Payment $8,389/mo*
Refinance Your Home
4 Beds
3.5 Baths
2,334 sqft

Local Information

  • Map ViewExplore the area around 858 DOUGLAS AVENUE.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2024
Living Area
2,334 sqft
Price/Sqft
$525
Parking
1 Car Garage
HOA
None

About this House

Stunning residence in Winter Park! Experience luxury and convenience in this highly sought-after location, so close to everything, you can walk to Winter Park Village (.5 miles), Hannibal Square (.3 miles) and Park Avenue (.6 miles), and less than a block to the beautiful Lake Island Park. You will be the envy of all who visit. This home features a gourmet kitchen with waterfall island undermount farm sink and top-of-the-line GE Cafe' appliances. The generous open floor plan, soaring ceilings, and custom wood-tread stairway with iron spindles create a grand experience as you enter the home. Your master suite is set on the main level, offering seclusion from the upstairs bedrooms. The open living area seamlessly connects to your outdoor living space, making it perfect for entertaining. You'll love the custom bar area, complete with a wine refrigerator. As you arrive, you'll be greeted by the grand elegance of the architecture, beautiful landscaping, and a 1 1/2 car garage. Don't miss your chance to own this premier home in Winter Park!
858 DOUGLAS AVENUE, Winter Park, FL 32789 is a 4 bedroom, 4 bathroom, 2,334 sqft single-family home built in 2024. It last sold for $1,250,000 on Apr 10, 2025 (7% below the $1,350,000 asking price). It is currently off market. The Trulia Estimate is $1,226,500, with a rent estimate of $6,060/month.

Home Details for 858 DOUGLAS AVENUE

Interior Features

Interior Details
Number of Rooms: 6Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Bathroom 4, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2334 Square Feet
Appliances & Utilities
Utilities: Cable Available, Electricity ConnectedAppliances: Cooktop, Dishwasher, Disposal, Electric Water Heater, Microwave, Range, Range Hood, Refrigerator, Wine RefrigeratorDishwasherDisposalLaundry: Electric Dryer Hookup,Laundry Room,Washer HookupMicrowaveRefrigerator
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, Laminate
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoFloors: Ceramic Tile, Laminate
View
No View

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Covered, Side PorchFencing: FencedExterior: Irrigation SystemFoundation: Block, SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageHas an Attached GarageParking Spaces: 1Parking: Garage Attached
Frontage
Responsible for Road Maintenance: Public Maintained RoadRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 268

Property Information

Year Built
Year Built: 2024
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Contemporary
Building
Construction Materials: BlockIs a New ConstructionNo Additional Parcels
Property Information
Condition: CompletedParcel Number: 052230940047040

Price & Status

Price
List Price: $1,350,000
Status Change & Dates
Off Market Date: Mon Mar 10 2025

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: WINTER PARKCommunity: WINTER PARK

Building

Building Details
Builder Name: Hatalom Construction, Inc.
Building Area
Building Area: 2929 Square Feet

Community

Not Senior Community

HOA

Association for this Listing: West VolusiaNo HOA

Lot Information

Lot Area: 6805 sqft

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, Trade, FHA, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: V4936864Showing Requirements: Appointment OnlyUniversal Property Id: US-12095-N-052230940047040-R-N
Last check for updates: about 11 hours ago
Listed by Greta Bost, (954) 612-5576
SUMMER WIND REALTY CENTRAL FL, (954) 612-5576
Bought with: Dominick Florio, (321) 377-4045, RE/MAX TOWN & COUNTRY REALTY, (407) 695-2066
Originating MLS: West Volusia
Source: Stellar MLS, MLS#V4936864
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 858 DOUGLAS AVENUE

DatePriceEventSource
04/10/2025$1,250,000Sold
Stellar MLS #V4936864
03/11/2025$1,350,000PendingStellar MLS #V4936864
12/04/2024$1,350,000PriceChange
Stellar MLS #V4936864
06/15/2024$1,400,000Listed For SaleStellar MLS #V4936864
06/04/2024$1,300,000ListingRemovedThe Hope Group
03/12/2024$1,300,000Listed For SaleThe Hope Group
07/30/2021$330,000Sold
N/A
03/25/2021$330,000Sold
Stellar MLS #O5914764
03/03/2021$360,000PendingAgent Provided
03/03/2021$360,000PendingToActiveAgent Provided
03/03/2021$360,000PendingStellar MLS #O5914764
01/05/2021$360,000Listed For SaleAgent Provided

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$3,666
Assessment$250,000
Home facts updated by county records

Comparable Sales for 858 DOUGLAS AVENUE

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
950 ARAGON AVENUE, Winter Park, FL
0.33
Single-Family Home
$1,200,000
03/20/26
4
2.5
2,592
930 S Kentucky Ave, Winter Park, FL
0.27
Single-Family Home
$1,100,000
10/08/25
3
2.5
2,495
433 CAROLINA AVENUE, Winter Park, FL
0.40
Single-Family Home
$1,395,000
06/01/26
5
3.5
2,771
456 CAROLINA AVENUE, Winter Park, FL
0.37
Single-Family Home
$975,000
03/25/26
3
3
1,615
525 LAKEVIEW AVENUE, Winter Park, FL
0.53
Single-Family Home
$1,390,000
04/30/26
4
4.5
3,253
441 N CAPEN AVENUE, WINTER PARK, FL
0.41
Single-Family Home
$765,000
11/21/25
3
2.5
1,745
817 ANTONETTE AVENUE, Winter Park, FL
0.53
Single-Family Home
$1,555,000
09/12/25
4
3
3,971
1213 RICHMOND ROAD, Winter Park, FL
0.63
Single-Family Home
$1,150,000
09/12/25
4
3
3,204
1835 Karolina Ave, Winter Park, FL
0.82
Single-Family Home
$1,063,303
12/10/25
4
2.5
2,030

Nearby homes

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Assigned Schools

These are the assigned schools for 858 DOUGLAS AVENUE.
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
    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
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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
    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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Apartments for Rent

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Explore by feature - Pet Friendly

133 pet-friendly rentals in Winter Park, FL

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Homes for sale near 858 DOUGLAS AVENUE

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Off Market Homes Near 858 DOUGLAS AVENUE

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