471 Shepherd Ave, Winter Park, FL 32789
Property image
Property image
OFF MARKET

$2,288,000

Trulia Estimate
  • 5 Beds
  • 5 Baths
  • 4,249 sqft (on 0.29 acres)

471 Shepherd Ave, Winter Park, FL 32789

Est. Refi. Payment $15,705/mo*
Refinance Your Home
Currently Off Market - Sold May 15, 2015 for $1,075,000

Home Value

Trulia Estimate
$2.29M
Since last month
Increased$35K (+1.6%)
Since last year
Increased$120K (+5.5%)
Since last sale
Increased$1M (+113.5%)
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 +96% in the last 10 years
MonthEstimated value
2026
August 2026$2.29M
July 2026$2.26M
June 2026$2.28M
May 2026$2.27M
April 2026$2.26M
March 2026$2.27M
February 2026$2.25M
January 2026$2.18M
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
1630 LASBURY AVENUE, Winter Park, FL
0.16
Single-Family Home
$2,650,000
07/31/26
5
4
4,917
473 FLETCHER PLACE, Winter Park, FL
0.15
Single-Family Home
$3,000,000
05/15/26
5
5.5
4,296
1560 WOODLAND AVENUE, Winter Park, FL
0.36
Single-Family Home
$1,675,000
05/08/26
5
4.5
3,851
1871 TAYLOR AVENUE, Winter Park, FL
0.34
Single-Family Home
$1,500,000
03/16/26
4
4.5
3,401
1571 LASBURY AVENUE, Winter Park, FL
0.19
Single-Family Home
$1,700,000
02/26/26
4
3
2,749
785 N PHELPS AVENUE, Winter Park, FL
0.28
Single-Family Home
$1,825,000
07/30/26
5
3.5
2,964
132 BURKS CIRCLE, Winter Park, FL
0.46
Single-Family Home
$1,500,000
04/15/26
4
4.5
3,022
1807 YORKSHIRE DRIVE, Winter Park, FL
0.49
Single-Family Home
$1,375,000
07/23/26
4
4.5
3,565
1861 TAYLOR AVENUE, Winter Park, FL
0.33
Single-Family Home
$1,650,000
03/31/26
5
6
3,116
1831 MIZELL AVENUE, Winter Park, FL
0.41
Single-Family Home
$1,545,000
10/09/25
4
3.5
3,204

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
420 SYLVAN DRIVE, Winter Park, FL 32789
0.05
$1,242,400
3
3.5
2,676
Off Market
451 SHEPHERD AVE., Winter Park, FL 32789
0.02
$2,281,100
5
4.5
4,312
Off Market
362 Sylvan Dr, Winter Park, FL 32789
0.10
$2,415,700
4
5.5
3,912
Off Market
412 FLETCHER PLACE, Winter Park, FL 32789
0.12
$1,113,300
3
3.5
3,146
Off Market
465 N PHELPS AVENUE LOT 27, Winter Park, FL 32789
0.07
$850,000
-
-
-
Recently Sold
520 SHEPHERD AVENUE, Winter Park, FL 32789
0.06
$2,975,900
4
4
4,587
Off Market
363 N PHELPS AVENUE, Winter Park, FL 32789
0.11
$1,194,300
4
3
2,871
Off Market
431 FLETCHER PLACE, Winter Park, FL 32789
0.15
$2,166,200
4
3.5
4,045
Off Market
473 FLETCHER PLACE, Winter Park, FL 32789
0.15
$3,000,000
5
5.5
4,296
Recently Sold
313 SYLVAN DRIVE, Winter Park, FL 32789
0.16
$5,500,000
4
4.5
4,775
For Sale
313L SYLVAN DRIVE LOT 10, Winter Park, FL 32789
0.16
$1,750,000
-
-
-
For Sale
313 SYLVAN DRIVE LOT 10, Winter Park, FL 32789
0.16
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 471 Shepherd Ave.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2008
Lot Size
0.29 acres
Living Area
4,249 sqft
Price/Sqft
$538
Parking
Garage

About this House

A luxury 5 bedroom, 4/2 bath pool home perfectly located on a quiet street between Lake Osceola and N. Phelps Ave. Beautiful dark wood flooring, crown molding and upscale lighting fixtures complement this well-appointed home. Energy efficient features include double paned windows, Rinnai tankless water heaters, 15 SEER HVACs and natural gas. There is a spectacular gourmet kitchen with a large granite island and high-end KitchenAid appliances, including an 8 burner gas stove with pot filler, 2 ovens, and a wine refrigerator. Open to the kitchen is a large family room with surround sound, a fireplace and 3 sets of French doors opening to the covered lanai and pool area. There is a screen-enclosed, heated salt water pool and spa, outdoor shower, half bath and a fabulous summer kitchen, perfect for entertaining or just relaxing. The large master suite is downstairs with a luxurious master bath featuring a Kohler whirlpool tub, a spa shower, travertine flooring, granite counters and a spacious walk-in closet with custom dark wood built-ins. In addition to the 5 bedrooms there is a home office on the first level with rich wood cabinetry and coffered ceiling. Upstairs are the 4 spacious bedrooms with roomy closets and 3 baths, all with travertine or granite flooring. The large central landing area upstairs has cabinetry with a sink and KitchenAid mini fridge. Convenient to excellent schools, parks, the YMCA, WPH as well as upscale dining and boutiques in downtown Winter Park!
471 Shepherd Ave, Winter Park, FL 32789 is a 5 bedroom, 6 bathroom, 4,249 sqft single-family home built in 2008. It last sold for $1,075,000 on May 15, 2015. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,288,000, with a rent estimate of $7,884/month.

Home Details for 471 Shepherd Ave

Interior Features

Heating & Cooling
Heating: Forced Air, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
AtticTypes of Rooms: Walk In Closet, Dining Room, Family Room, Laundry Room, Mud Room, Office, PantryWet BarCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherDisposalMicrowaveRefrigerator
Fireplace & Spa
FireplaceHot Tub or SpaJetted Bath Tub
Security
Security System

Exterior Features

Exterior Home Features
Roof: CompositionExterior: StuccoLawnSprinkler System
Pool
Pool
Parking & Garage
GarageParking: Garage Detached

Property Information

Year Built
Year Built: 2008Year Updated: 2008
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.29 acres

Price and Tax history

DateEventPrice
May 15, 2015
Source: Stellar MLS #O5228655
Sold
$1,075,000
Apr 15, 2015
Source: Agent Provided
Pending
$1,115,000
Jan 11, 2015
Source: Agent Provided
PriceChange
$1,115,000
Price decreased by 2%
Oct 21, 2014
Source: Agent Provided
PriceChange
$1,135,000
Price decreased by 3%
Sep 7, 2014
Source: Agent Provided
PriceChange
$1,169,000
Price decreased by 3%

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
    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
    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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 471 Shepherd Ave

  • What is 471 Shepherd Ave estimated to be worth?
    Trulia's estimated value for 471 Shepherd Ave in Winter Park, FL is $2,288,000.
  • What is the price history for 471 Shepherd Ave?
    471 Shepherd Ave in Winter Park, FL last sold for $1,075,000 in May 2015.
  • 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 471 Shepherd Ave have air conditioning?
    Yes, 471 Shepherd Ave in Winter Park, FL has air conditioning.
  • Does 471 Shepherd Ave have a pool?
    Yes, 471 Shepherd Ave in Winter Park, FL has a pool.

Explore by feature - Pet Friendly

142 pet-friendly rentals in Winter Park, FL

Explore by feature - Garage

64 rentals with a garage in Winter Park, FL

Explore by feature - Air Conditioning

162 rentals with air conditioning in Winter Park, FL

Explore by feature - Pool

133 rentals with a pool in Winter Park, FL

Explore by feature - Washer/dryer

161 rentals with a washer/dryer in Winter Park, FL

Explore by feature - Outdoor Space

59 rentals with an outdoor space in Winter Park, FL

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 471 Shepherd Ave

Skip to last item
Skip to first item

Homes for sale near 471 Shepherd Ave

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item