281 BREWER AVENUE, Winter Park, FL 32789
Property image
Property image
FOR SALE
3D VIEW
0.28 ACRES

$1,800,000

  • 5 Beds
  • 4.5 Baths
  • 4,029 sqft (on 0.28 acres)

281 BREWER AVENUE, Winter Park, FL 32789

Est. Mortgage $12,667/mo*
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Home Highlights

Single-Family Home
Built in 2022
0.28 acre lot
$447/sqft
2 Car Garage

Local Information

  • Map ViewExplore the area around 281 BREWER AVENUE.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Short Sale. Welcome to this luxury, home in the heart of Winter Park. Less than a mile away from Park Ave. Winter Park that offers entertainment, restaurants, farmers market and so much more. A beautiful contemporary style home with modern interior finishes. Featuring an open floor plan, 5 bedrooms, 4.5 baths, a loft/flex space, media room, 2 study areas, front porch, back patio, lanai and so much more. Corner lot and privacy. Engineered hard wood floors through out the house and tile in utility rooms. 2 laundry rooms for convenience, located on 1st and 2nd floor of the home. Private backyard setting, a very large pool, an outdoor entertainment area featuring a kitchen and a fireplace and a screened in lanai. Metal Roof with Solar panels. A gas stove with large island and lots of space for entertainment. This home has a lot to offer in the most desirable location. Schedule your showing today.
Last check for updates: about 1 hour ago
Listing Provided by: John Henthorn, (321) 228-3188
HENTHORN REAL ESTATE, (321) 228-3188
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6424364
Also Listed on Stellar MLS.
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 281 BREWER AVENUE

Interior Features

Interior Details
Number of Rooms: 3Types of Rooms: Primary Bedroom, Family Room, Kitchen
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 4029 Square Feet
Appliances & Utilities
Utilities: BB/HS Internet Available, Cable Available, Electricity Available, Electricity Connected, Sewer Connected, Water AvailableAppliances: Cooktop, Dishwasher, Disposal, Microwave, RefrigeratorDishwasherDisposalLaundry: InsideMicrowaveRefrigerator
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: Family RoomHas a Fireplace
Gas & Electric
Electric: Photovoltaics Seller OwnedHas Electric on Property
Windows, Doors, Floors & Walls
Door: Outdoor KitchenFlooring: Ceramic Tile, Engineered Hardwood
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoFloors: Ceramic Tile, Engineered Hardwood
View
No View

Exterior Features

Exterior Home Features
Roof: MetalExterior: Balcony, Outdoor KitchenFoundation: SlabHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Garage Attached
Pool
Pool: Child Safety Fence, Deck, In Ground, Lap, Lighting, Outside Bath AccessPool
Frontage
Road Surface Type: Asphalt, ConcreteNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 14Days on Market: 45

Property Information

Year Built
Year Built: 2022
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: StuccoNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 052230647402080

Price & Status

Price
List Price: $1,800,000Price Per Sqft: $447

Active Status

MLS Status: Active

Media

Location

Direction & Address
City: WINTER PARKCommunity: OSCEOLA SHORES SEC 02

Agent Information

Listing Agent
Listing ID: O6424364

Building

Building Area
Building Area: 5298 Square Feet

Community

Not Senior Community

HOA

Association for this Listing: Orlando RegionalNo HOAHOA Fee: No HOA Fee

Lot Information

Lot Area: 0.28 acres

Listing Info

Special Conditions: Short Sale

Offer

Listing Terms: Cash, Conventional

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6424364Showing Advance Notice: 24Showing Requirements: 24 Hour Notice, Appointment OnlyUniversal Property Id: US-12095-N-052230647402080-R-N

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
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  • 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
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  • 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
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  • 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
    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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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

Home Value

Trulia Estimate
$1.71M
Since last month
Decreased$52K (-3%)
Since last year
Decreased$923K (-35.1%)
Since last sale
Increased$1M (+267.8%)
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 +304% in the last 10 years
MonthEstimated value
2026
September 2026$1.71M
August 2026$1.71M
July 2026$1.76M
June 2026$2.55M
May 2026$2.56M
April 2026$2.58M
March 2026$2.53M
February 2026$2.61M
January 2026$2.57M
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
501 HENKEL CIRCLE, Winter Park, FL
0.32
Single-Family Home
$1,905,000
04/10/26
5
4.5
3,746
234 DETMAR DRIVE, Winter Park, FL
0.11
Single-Family Home
$1,400,000
06/25/26
4
5.5
3,609
446 ALBERTA DRIVE, Winter Park, FL
0.17
Single-Family Home
$1,600,000
04/22/26
4
2.5
3,263
473 FLETCHER PLACE, Winter Park, FL
0.29
Single-Family Home
$3,000,000
05/15/26
5
5.5
4,296
516 HENKEL CIRCLE, Winter Park, FL
0.25
Single-Family Home
$2,925,000
03/24/26
5
6
4,143
185 SYLVAN BOULEVARD, Winter Park, FL
0.27
Single-Family Home
$2,500,000
03/06/26
4
4.5
3,138
321 SYLVAN BOULEVARD, Winter Park, FL
0.16
Single-Family Home
$1,300,000
07/24/26
3
2.5
2,821
1560 WOODLAND AVENUE, Winter Park, FL
0.57
Single-Family Home
$1,675,000
05/08/26
5
4.5
3,851
715 VIA BELLA, Winter Park, FL
0.49
Single-Family Home
$2,078,500
12/11/25
5
4
4,328
250 CORTLAND AVENUE, Winter Park, FL
0.13
Single-Family Home
$920,000
07/22/26
3
2
2,114

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
276 DETMAR DRIVE, Winter Park, FL 32789
0.04
$3,600,000
4
5
4,202
For Sale
1219 Verdant Glade Pl, Winter Park, FL 32792
0.02
$636,300
3
3.5
2,002
Off Market
449 SEYMOUR AVENUE, Winter Park, FL 32789
0.07
$1,393,500
3
2.5
2,051
Off Market
450 LAKEWOOD DRIVE, Winter Park, FL 32789
0.07
$2,500,000
5
5
4,572
For Sale
444 LAKEWOOD DRIVE, Winter Park, FL 32789
0.08
$1,534,700
3
2.5
2,743
Off Market
440 LAKEWOOD DRIVE, Winter Park, FL 32789
0.10
$2,600,200
4
4
3,910
Off Market
234 DETMAR DRIVE, Winter Park, FL 32789
0.11
$1,400,000
4
5.5
3,609
Recently Sold
311 CORTLAND AVENUE, Winter Park, FL 32789
0.10
$784,800
2
2
1,382
Off Market
443 LAKEWOOD DRIVE, Winter Park, FL 32789
0.14
$3,475,000
3
4
2,803
Off Market
171 CORTLAND AVENUE, Winter Park, FL 32789
0.14
$1,235,600
2
2
1,683
Off Market
250 CORTLAND AVENUE, Winter Park, FL 32789
0.13
$920,000
3
2
2,114
Recently Sold

Price and Tax history

DateEventPrice
Jul 21, 2026
Source: Stellar MLS #O6424364
Listed For Sale
$1,800,000
May 21, 2025
Source: Stellar MLS #O6087208
ListingRemoved
$1,600,000
Dec 10, 2023
Source: Stellar MLS #O6087208
Pending
$1,600,000
May 22, 2023
Source: Stellar MLS #O6087208
PriceChange
$1,600,000
Price decreased by 3%
May 10, 2023
Source: Stellar MLS #O6087208
PriceChange
$1,650,000
Price decreased by 2%

LGBTQ Local Legal Protections

John Henthorn, HENTHORN REAL ESTATE, (321) 228-3188
Agent Phone: (321) 228-3188

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Frequently asked questions about 281 BREWER AVENUE

  • What is the estimated monthly payment for 281 BREWER AVENUE?
    Based on a $1,800,000 list price with 20% down at today's rates, the estimated monthly payment for 281 BREWER AVENUE in Winter Park, FL is approximately $12,721 (about $9,451 principal & interest, $3,195 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 281 BREWER AVENUE compare to homes in Winter Park?
    281 BREWER AVENUE in Winter Park, FL is listed at $1,800,000, about 299% above the $451K median sale price in Winter Park.
  • What do residents say about Winter Park?
    Residents describe Winter Park, FL as dog-friendly, pedestrian-friendly, and easy to park in. See homes for sale in Winter Park, FL.
  • What are the closest schools to 281 BREWER AVENUE?
    The closest schools to 281 BREWER AVENUE in Winter Park, FL are Lakemont Elementary School (rated 7/10), Maitland Middle School (rated 6/10), Winter Park High School (rated 7/10).
  • Does 281 BREWER AVENUE have air conditioning?
    Yes, 281 BREWER AVENUE in Winter Park, FL has air conditioning.
  • Does 281 BREWER AVENUE have a pool?
    Yes, 281 BREWER AVENUE in Winter Park, FL has a pool.
281 BREWER AVENUE, Winter Park, FL 32789 is a 5 bedroom, 5 bathroom, 4,029 sqft single-family home built in 2022. This property is currently available for sale and was listed by Stellar MLS on Jul 21, 2026. The MLS # for this home is MLS# O6424364.