125 E Webster Ave, Winter Park, FL 32789
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Property image
OFF MARKET

125 E Webster Ave
Winter Park, FL 32789

  • 4 Beds
  • 4.5 Baths
  • 4,630 sqft (on 0.40 acres)

$3,329,600

Trulia Estimate
as of Aug 11, 2026
Est. Refi. Payment $22,909/mo*
Refinance Your Home

$3,329,600

Trulia Estimate
as of Aug 11, 2026
Est. Refi. Payment $22,909/mo*
Refinance Your Home
4 Beds
4.5 Baths
4,630 sqft
(on 0.40 acres)

Home Value

Trulia Estimate
$3.33M
Since last month
Increased$32K (+1%)
Since last year
Increased$306K (+10.1%)
Since last sale
Increased$2M (+100.2%)
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 +122% in the last 10 years
MonthEstimated value
2026
August 2026$3.33M
July 2026$3.27M
June 2026$3.3M
May 2026$3.2M
April 2026$3.09M
March 2026$3.12M
February 2026$3.09M
January 2026$2.98M
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
575 PALMER AVENUE, Winter Park, FL
0.35
Single-Family Home
$2,650,000
10/24/25
6
5
4,767
1161 VALENCIA AVENUE, Winter Park, FL
0.34
Single-Family Home
$3,965,000
07/17/26
4
4.5
4,181
1074 MCKEAN CIRCLE, Winter Park, FL
0.43
Single-Family Home
$2,798,000
09/19/25
4
3
3,258
1077 N. PENNSYLVANIA AVE, Winter Park, FL
0.49
Single-Family Home
$2,144,000
08/21/25
4
4
3,462
825 PALMER AVENUE, Winter Park, FL
0.50
Single-Family Home
$1,600,000
12/15/25
3
3
3,297
1011 MCKEAN CIRCLE, Winter Park, FL
0.32
Single-Family Home
$1,430,000
11/10/25
3
2.5
2,230
443 BELOIT AVENUE, Winter Park, FL
0.44
Single-Family Home
$1,740,000
08/29/25
3
2.5
2,964
1394 STEWART STREET, Winter Park, FL
0.64
Single-Family Home
$2,200,000
07/17/26
5
4
3,907
1110 ALABAMA DRIVE, Winter Park, FL
0.49
Single-Family Home
$1,699,000
07/14/26
3
3
2,488
234 DETMAR DRIVE, Winter Park, FL
0.74
Single-Family Home
$1,400,000
06/25/26
4
5.5
3,609

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
644 N KNOWLES AVENUE #3, Winter Park, FL 32789
0.13
$425,000
1
1
767
For Sale
625 N INTERLACHEN AVENUE #A, Winter Park, FL 32789
0.13
$1,129,200
2
2
1,718
Off Market
627 N INTERLACHEN AVENUE #B, Winter Park, FL 32789
0.13
$988,700
2
2
1,610
Off Market
645 N INTERLACHEN AVENUE, Winter Park, FL 32789
0.13
$1,295,100
2
2
1,766
Off Market
640 N PARK AVENUE #5, Winter Park, FL 32789
0.14
$420,000
1
1
673
Recently Sold
901 GOLFVIEW TERRACE, Winter Park, FL 32789
0.09
$6,515,900
5
5.5
5,406
Off Market
341 E WEBSTER AVENUE, Winter Park, FL 32789
0.10
$3,605,000
5
5.5
4,778
Off Market
637 N PARK AVENUE, Winter Park, FL 32789
0.16
$3,800,000
3
4
4,237
Recently Sold
649 N PARK AVENUE, Winter Park, FL 32789
0.16
$3,500,000
3
4
3,180
For Sale
931 N PARK AVENUE, Winter Park, FL 32789
0.12
$3,149,000
3
3
2,691
Off Market
985 LINCOLN CIRCLE, Winter Park, FL 32789
0.13
$4,559,600
5
6
3,660
Off Market
135 W SWOOPE AVENUE, Winter Park, FL 32789
0.19
$2,570,000
3
3
2,667
Recently Sold

Local Information

  • Map ViewExplore the area around 125 E Webster Ave.
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1966
Lot Size
0.4 acres
Living Area
4,630 sqft
Price/Sqft
$719
Parking
Garage

About this House

Walk to Park Avenue from this Gorgeous Mediterranean facing the Winter Park golf course! Main house features 3 bedrooms plus 4th bedroom is private 403 sq ft guest apartment with full bath and separate entrance. Upgrades throughout including beautiful new wood floors 2016, updated kitchen with granite, volume and wood beam ceilings, iron and beveled front doors, built in cabinetry, and two wood burning fireplaces. Spacious covered patio with generous size pool. Situated on a large .40 acre lot with brick and stone pavers and a circular driveway for an impressive entrance.
125 E Webster Ave, Winter Park, FL 32789 is a 4 bedroom, 5 bathroom, 4,630 sqft single-family home built in 1966. It last sold for $1,665,000 on Dec 6, 2017. It is currently off market. The Trulia Estimate is $3,329,600, with a rent estimate of $6,763/month.

Home Details for 125 E Webster Ave

Interior Features

Heating & Cooling
Heating: Forced Air, Electric, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Carpet, Hardwood
Interior Details
Types of Rooms: Walk In Closet, Dining RoomWet BarCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherRefrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: TileDeckPatioPorch
Pool
Pool
Parking & Garage
GarageParking: Carport, Garage Detached

Property Information

Year Built
Year Built: 1966Year Updated: 1991
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.40 acres

Price and Tax history

DateEventPrice
Dec 6, 2017
Source: N/A
Sold
$1,665,000
Sep 6, 2017
Source: Agent Provided
Listed For Sale
$1,675,000
Aug 10, 2016
Source: N/A
Sold
$1,495,000
May 23, 2016
Source: Agent Provided
Pending
$1,575,000
May 10, 2016
Source: Agent Provided
PendingToActive
$1,575,000

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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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
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  • 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
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  • Ed Agudelo
    "It is a nice neighborhood with lots to do locally and easy to walk to parks, restaurants and shops. "
    0
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  • Trulia User
    "Some people are great some aren’t great but close to shops and grocery stores sports cooking cleaning"
    0
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  • 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."
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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
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  • 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
    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
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  • Messagedrop
    "Great place to live if you like to walk or ride bicycles. Close to shopping, entertainment, restaurants, college sports venues."
    0
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  • 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
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  • 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
    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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Explore by feature - Pet Friendly

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Homes for sale near 125 E Webster Ave

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Off Market Homes Near 125 E Webster Ave

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Frequently asked questions about 125 E Webster Ave

  • What is 125 E Webster Ave estimated to be worth?
    Trulia's estimated value for 125 E Webster Ave in Winter Park, FL is $3,329,600.
  • What is the price history for 125 E Webster Ave?
    125 E Webster Ave in Winter Park, FL last sold for $1,665,000 in December 2017.
  • 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 $452K. That is up $7.33K from the prior month.
  • Does 125 E Webster Ave have air conditioning?
    Yes, 125 E Webster Ave in Winter Park, FL has air conditioning.
  • Does 125 E Webster Ave have a pool?
    Yes, 125 E Webster Ave in Winter Park, FL has a pool.