2301 CHANTILLY AVENUE, Winter Park, FL 32789
OFF MARKET

$1,455,600

Trulia Estimate
  • 4 Beds
  • 4 Baths
  • 3,350 sqft (on 0.26 acres)

2301 CHANTILLY AVENUE, Winter Park, FL 32789

Est. Refi. Payment $10,477/mo*
Refinance Your Home
Currently Off Market - Sold Mar 1, 2024 for $1,250,000

Home Value

Trulia Estimate
$1.46M
Since last month
Increased$14K (+1%)
Since last year
Increased$178K (+14%)
Since last sale
Increased$206K (+16.4%)
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 +82% in the last 10 years
MonthEstimated value
2026
September 2026$1.46M
August 2026$1.44M
July 2026$1.45M
June 2026$1.45M
May 2026$1.43M
April 2026$1.43M
March 2026$1.44M
February 2026$1.42M
January 2026$1.41M
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
2401 LAFAYETTE AVENUE, Winter Park, FL
0.14
Single-Family Home
$1,270,000
10/30/25
4
3.5
3,349
2408 LAFAYETTE AVENUE, Winter Park, FL
0.12
Single-Family Home
$1,395,000
06/30/26
4
3.5
2,838
2030 VERSAILLES AVENUE, Winter Park, FL
0.10
Single-Family Home
$2,175,000
11/24/25
4
4
3,461
2423 VIA SIENNA, Winter Park, FL
0.22
Single-Family Home
$2,080,000
06/26/26
4
3.5
3,472
1340 PLACE PICARDY, Winter Park, FL
0.22
Single-Family Home
$1,500,000
06/29/26
3
3.5
3,459
2503 VERSAILLES AVENUE, Winter Park, FL
0.09
Single-Family Home
$2,100,000
06/11/26
5
4
4,026
2607 Lafayette Ave, Winter Park, FL
0.28
Single-Family Home
$1,000,000
04/01/26
4
3.5
2,770
1612 MAGNOLIA AVENUE, Winter Park, FL
0.30
Single-Family Home
$1,850,000
12/12/25
4
4
3,153
1351 ONECO AVENUE, Winter Park, FL
0.34
Single-Family Home
$1,080,000
08/31/26
4
3
2,474

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
2343 VERSAILLES AVENUE, Winter Park, FL 32789
0.07
$1,750,000
4
3.5
3,307
For Sale
2415 VERSAILLES AVENUE, Winter Park, FL 32789
0.08
$1,874,600
4
3.5
3,954
Off Market
2030 VERSAILLES AVENUE, Winter Park, FL 32789
0.10
$2,148,200
4
4
3,461
Off Market
1531 PLACE PICARDY, Winter Park, FL 32789
0.12
$1,946,500
4
4
3,964
Off Market
1414 BESSMOR ROAD, Winter Park, FL 32789
0.09
$462,400
3
1
1,043
Off Market
1414 BESSMOR ROAD LOT 3, Winter Park, FL 32789
0.09
-
-
-
-
Off Market
1361 PLACE VENDOME, Winter Park, FL 32789
0.10
$1,564,300
4
4
3,578
Off Market
2503 VERSAILLES AVENUE, Winter Park, FL 32789
0.09
$2,100,000
5
4
4,026
Recently Sold
1402 BESSMOR ROAD, Winter Park, FL 32789
0.10
$438,000
4
1
1,100
Off Market
1320 BESSMOR ROAD, Winter Park, FL 32789
0.10
$1,306,600
5
3
2,577
Off Market
1421 PLACE PICARDY, Winter Park, FL 32789
0.14
$2,733,400
5
5
4,882
Off Market

Local Information

  • Map ViewExplore the area around 2301 CHANTILLY AVENUE.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1998
0.26 acre lot
3,350 sqft
$435/sqft
2 Car Garage

About this House

What's unique:Cozy gas fireplaceBack porchLarge islandOversized two car garageHome officeBreakfast bar
Nestled on a quiet street in the “Heart of Winter Park”, this beautiful and meticulously maintained pool home is equipped with 4 bedrooms, 3 full bathrooms, 2 half baths, office, and bonus room. Upon arrival you are greeted with lush landscaping and a quaint front porch. The foyer is open and has a direct view of the pool and lush backyard. An array of windows throughout the home brings in an incredible amount of natural light. The flow from the kitchen to the family room and backyard are perfect for entertaining with family and friends, showcasing two sets of French doors which open to the back porch and pool area. The spacious kitchen is equipped with newer SS appliances, granite countertops, built-in desk and a large island featuring a breakfast bar, lots of storage & gas cooktop. The family room is plenty big for family gatherings and features a cozy gas fireplace. Just beyond the kitchen is an office/exercise room. The downstairs showcases beautiful heart of pine wood flooring, crown molding and 10ft. ceilings. Upstairs you will find 4 bedrooms, 3 bathrooms and a laundry room. The primary suite is spacious with a gas fireplace and two walk-in closets. The primary bath features two vanities, clawfoot tub, shower, linen closet & a private water closet. A covered breezeway takes you from the kitchen to the oversized two car garage and above that is a wonderful bonus room which is perfect for a home office or hangout room for teenagers. The private backyard is a true “oasis” featuring a lovely covered lanai, newly resurfaced pool with fountains, lush landscaping, outdoor shower, pool bath & landscape lighting. Additional updates include, New Roof (2018), Carpet (4yrs), New Hot Water Heater (2020), New Driveway & Sidewalk (2021), Pool Resurfaced (2019), HVAC (2013 & 2021), New Pool Pump (2021), New Electrical Panels (2023) and a New Mini-Split in Bonus Rm (2023). Walking distance to the Winter Park Racquet Club and a short drive to the YMCA, Phelps Park and Popular Park Avenue featuring wonderful shops and restaurants. Excellent Schools!
2301 CHANTILLY AVENUE, Winter Park, FL 32789 is a 4 bedroom, 5 bathroom, 3,350 sqft single-family home built in 1998. It last sold for $1,250,000 on Mar 1, 2024 (7% below the $1,350,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,455,600, with a rent estimate of $6,380/month.
Last check for updates: about 4 hours ago
Listed by Wendy Williams Crumit, (321) 356-8590
FANNIE HILLMAN & ASSOCIATES, (407) 644-1234
Bought with: Caroline Van Den Berg, (407) 739-9970, FLORIDA ONE REAL ESTATE LLC, (407) 599-7070
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6163675
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 2301 CHANTILLY AVENUE

Interior Features

Interior Details
Number of Rooms: 12Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Primary Bathroom, Bonus Room, Dinette, Dining Room, Family Room, Kitchen, Living Room, Office
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 5Number of Bathrooms (full): 3Number of Bathrooms (half): 2
Dimensions and Layout
Living Area: 3350 Square Feet
Appliances & Utilities
Utilities: Electricity Connected, Propane, Public, Street Lights, Underground Utilities, Water ConnectedAppliances: Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Refrigerator, WasherDishwasherDisposalDryerLaundry: Inside,Laundry Room,Upper LevelMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Central,Electric,ZonedHas CoolingAir Conditioning: Central Air,ZonedHas HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: Family Room, Gas, Master BedroomSpa: In GroundHas a FireplaceNo Spa
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: Blinds, Shades, Skylight(s), Window TreatmentsDoor: French Doors, Outdoor ShowerFlooring: Carpet, Tile, Hardwood
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoFloors: Carpet, Tile, Hardwood
View
No View
Security
Security: Security System, Security System Owned, Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: Built Up ShinglePatio / Porch: Covered, Patio, Rear PorchVegetation: Mature LandscapingExterior: Irrigation System, Lighting, Outdoor Shower, Rain Gutters, SidewalkFoundation: SlabHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Other Parking: Garage Dimensions: 20x25No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Driveway,Garage Door Opener,Garage Faces Rear,Oversized
Pool
Pool: Gunite, In Ground, Lighting, Outside Bath Access, Self CleaningPool
Frontage
Road Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Septic Tank

Days on Market

Cumulative Days on Market: 46

Property Information

Year Built
Year Built: 1998
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Block, StuccoNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 322130133900060

Price & Status

Price
List Price: $1,350,000
Status Change & Dates
Off Market Date: Mon Jan 29 2024

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: WINTER PARKCommunity: CHANTILLY SUB
School Information
Elementary School: Dommerich ElemJr High / Middle School: Maitland MiddleHigh School: Winter Park High

Building

Building Area
Building Area: 5092 Square Feet

Community

Not Senior Community

HOA

Association for this Listing: Orlando RegionalNo HOA

Lot Information

Lot Area: 0.26 acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6163675Showing AttendedShowing Considerations: See RemarksShowing Requirements: Appointment Only, Listing Agent Must Accompany, ShowingTimeUniversal Property Id: US-12095-N-322130133900060-R-N

Price and Tax history

DateEventPrice
Mar 1, 2024
Source: Stellar MLS #O6163675
Sold
$1,250,000
Jan 30, 2024
Source: Stellar MLS #O6163675
Pending
$1,350,000
Jan 17, 2024
Source: Stellar MLS #O6163675
PriceChange
$1,350,000
Price decreased by 4%
Dec 14, 2023
Source: Stellar MLS #O6163675
Listed For Sale
$1,400,000
Mar 4, 2002
Source: N/A
Sold
$575,000

Market trends in Winter Park

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$455K
$4.03KMoM
Sale-to-List Price
98.1%
0.1%MoM
Price per sq ft
$281
$6MoM
Available listings
382
13MoM

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
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  • 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
    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
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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
    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"
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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
    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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LGBTQ Local Legal Protections

Frequently asked questions about 2301 CHANTILLY AVENUE

  • What is 2301 CHANTILLY AVENUE estimated to be worth?
    Trulia's estimated value for 2301 CHANTILLY AVENUE in Winter Park, FL is $1,455,600.
  • What is the price history for 2301 CHANTILLY AVENUE?
    2301 CHANTILLY AVENUE in Winter Park, FL last sold for $1,250,000 in March 2024.
  • 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 $455K. That is up $4.03K from the prior month.
  • Does 2301 CHANTILLY AVENUE have air conditioning?
    Yes, 2301 CHANTILLY AVENUE in Winter Park, FL has air conditioning.
  • Does 2301 CHANTILLY AVENUE have a pool?
    Yes, 2301 CHANTILLY AVENUE in Winter Park, FL has a pool.

Explore by feature - Pet Friendly

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Explore by feature - Outdoor Space

57 rentals with an outdoor space in Winter Park, FL

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