660 ARJAY WAY, Winter Park, FL 32789
OFF MARKET

660 ARJAY WAY
Winter Park, FL 32789

  • 4 Beds
  • 4 Baths
  • 3,237 sqft (on 0.26 acres)

$1,931,900

Trulia Estimate
as of Jul 28, 2026
Est. Refi. Payment $13,313/mo*
Refinance Your Home

$1,931,900

Trulia Estimate
as of Jul 28, 2026
Est. Refi. Payment $13,313/mo*
Refinance Your Home
4 Beds
4 Baths
3,237 sqft
(on 0.26 acres)

Local Information

  • Map ViewExplore the area around 660 ARJAY WAY.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1957
Lot Size
0.26 acres
Living Area
3,237 sqft
Price/Sqft
$597
Parking
2 Car Garage
HOA
None

About this House

One or more photo(s) has been virtually staged. Discover the perfect blend of elegance and functionality in this meticulously renovated single-story gem in one of the most sought-after neighborhoods in Winter Park. This chic transitional home, spanning 3,237 heated square feet, offers a seamless combination of contemporary design with a BRAND NEW ROOF, September ‘24. Inside, you'll find an open, airy layout with high-end finishes and smart touches throughout. The home features four spacious bedrooms, including two luxurious primary suites. The main suite boasts a spa-like bathroom with double vanities, striking granite countertop, an oversized frameless shower with dual shower heads, and a free-standing soaking tub. The second primary suite has a private entrance, washed brick accent wall, along with dual vanities and upgraded Kohler fixtures. At the heart of the home is a gourmet kitchen that’s truly a chef’s dream. It features a sleek granite island, European-style soft-close cabinetry, Jenn-Air appliances, including stainless steel gas cooktop with Zephyr hood and articulating pot filler, French door refrigerator, combo wall oven/microwave, and reverse osmosis system for purified water. Adjacent is the generous walk-in pantry with chrome shelving providing more than ample storage for all your culinary needs. Relax in the bright great room, where a soaring ceiling and stylish whitewashed brick wood burning fireplace creates a warm and welcoming ambiance. Sliding doors with electric shades seamlessly connect to an outdoor oasis featuring a paver patio, summer kitchen complete with a bar sink, built-in gas grill, hood, and refrigerator — perfect for al fresco dining and entertaining. Additional highlights include energy-efficient Vinyl Low E glass windows and doors, a Rennai tankless gas water heating system, programmable 15 SEER Carrier heat pump system, and security system. The indoor laundry room’s thoughtful design includes matching cabinetry, a Maytag washer, and matching gas dryer. The outdoor space features a wood-fenced yard for added privacy, and plenty of room for a pool. With no HOA and zoned for top-rated schools, this home is located within walking distance of Winter Park’s finest schools, Blue Jacket Park, East End Market, and more. Don’t wait to elevate your lifestyle with this stunning Winter Park property!
660 ARJAY WAY, Winter Park, FL 32789 is a 4 bedroom, 4 bathroom, 3,237 sqft single-family home built in 1957. It last sold for $1,525,000 on Feb 14, 2025 (2% below the $1,549,000 asking price). It is currently off market. The Trulia Estimate is $1,931,900, with a rent estimate of $6,708/month.

Home Details for 660 ARJAY WAY

Interior Features

Interior Details
Number of Rooms: 6Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Great Room, Kitchen
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 4
Dimensions and Layout
Living Area: 3237 Square Feet
Appliances & Utilities
Utilities: BB/HS Internet Available, Cable Available, Propane, Public, Underground UtilitiesAppliances: Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Gas Water Heater, Kitchen Reverse Osmosis System, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, WasherDishwasherDisposalDryerLaundry: Inside,Laundry RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Central,Electric,PropaneHas CoolingAir Conditioning: Central Air,ZonedHas HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: Living Room, Wood BurningHas a FireplaceNo Spa
Windows, Doors, Floors & Walls
Window: Insulated Windows, Low Emissivity Windows, ShadesDoor: Outdoor Grill, Outdoor Kitchen, Sliding DoorsFlooring: Engineered Hardwood, Porcelain Tile
Levels, Entrance, & Accessibility
Stories: 1Levels: OneFloors: Engineered Hardwood, Porcelain Tile
View
No View
Security
Security: Security System, Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Covered, Side PorchFencing: WoodVegetation: Trees/LandscapedOther Structures: Outdoor KitchenExterior: Irrigation System, Outdoor Grill, Outdoor Kitchen, Rain Gutters, StorageFoundation: SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Driveway,Garage Door Opener
Frontage
Road Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 133

Property Information

Year Built
Year Built: 1957
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch,Traditional
Building
Construction Materials: BlockNot a New ConstructionNot Attached PropertyNo Additional Parcels
Property Information
Parcel Number: 082230867608120

Price & Status

Price
List Price: $1,549,000
Status Change & Dates
Off Market Date: Wed Jan 22 2025Possession Timing: Close Of Escrow

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: WINTER PARKCommunity: TIMBERLANE SHORES
School Information
Elementary School: Audubon Park K8Jr High / Middle School: Audubon Park K-8High School: Winter Park High

Building

Building Area
Building Area: 3941 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

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6237059Showing Advance Notice: 24Showing Considerations: See RemarksShowing Requirements: 24 Hour Notice, Appointment Only, Call Listing Agent, ShowingTimeUniversal Property Id: US-12095-N-082230867608120-R-N
Last check for updates: about 16 hours ago
Listed by Julie Bettosini, PA, (407) 909-5903
STOCKWORTH REALTY GROUP, (407) 909-5900
Bought with: Julie Glass, (321) 436-6881, KEYSEEKERS REAL ESTATE, (727) 490-9000
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6237059
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 660 ARJAY WAY

DatePriceEventSource
02/14/2025$1,525,000Sold
Stellar MLS #O6237059
01/23/2025$1,549,000PendingStellar MLS #O6237059
12/03/2024$1,549,000PriceChange
Stellar MLS #O6237059
09/11/2024$1,650,000Listed For SaleStellar MLS #O6237059
09/30/2019$865,000Sold
Stellar MLS #O5756792
07/08/2019$899,000PriceChange
Agent Provided
06/12/2019$925,000PriceChange
Agent Provided
05/23/2019$939,000PriceChange
Agent Provided
04/24/2019$949,000PriceChange
Agent Provided
03/18/2019$964,900PriceChange
Agent Provided
02/25/2019$965,000PriceChange
Agent Provided
01/16/2019$1,000,000Listed For SaleAgent Provided
07/20/2017$550,000Sold
N/A
10/08/2015$599,000ListingRemovedAgent Provided
08/24/2015$599,000PriceChange
Agent Provided
07/20/2015$625,000Listed For SaleAgent Provided
07/06/2000$220,000Sold
N/A
03/29/1995$135,000Sold
N/A

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$11,908
Assessment$1,273,541
Home facts updated by county records

Comparable Sales for 660 ARJAY WAY

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1813 HARLAND PARK DRIVE, Winter Park, FL
0.19
Single-Family Home
$1,755,000
07/24/26
4
3.5
3,551
2105 FOSGATE DRIVE, Winter Park, FL
0.14
Single-Family Home
$1,186,200
10/30/25
5
4
3,068
1841 HARLAND PARK DRIVE, Winter Park, FL
0.29
Single-Family Home
$1,635,000
05/11/26
4
3.5
3,470
640 ARJAY WAY, Winter Park, FL
0.02
Single-Family Home
$1,840,000
06/09/26
5
4
3,953
1915 STONEHURST ROAD, Winter Park, FL
0.12
Single-Family Home
$1,650,000
10/09/25
4
3
2,489
543 E LAKE SUE AVENUE, Winter Park, FL
0.22
Single-Family Home
$1,875,000
06/05/26
4
4.5
3,657
2112 FOSGATE DRIVE, Winter Park, FL
0.18
Single-Family Home
$999,999
08/15/25
4
3
2,348
1408 CHAPMAN CIRCLE, Winter Park, FL
0.46
Single-Family Home
$1,475,000
03/16/26
4
4
3,237
230 E ROCKWOOD WAY, Winter Park, FL
0.38
Single-Family Home
$2,150,000
07/20/26
5
4
3,374
141 OAKWOOD WAY, Winter Park, FL
0.38
Single-Family Home
$1,950,000
09/16/25
5
4
3,909

Nearby homes

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Assigned Schools

These are the assigned schools for 660 ARJAY WAY.
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
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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
    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
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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
    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
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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
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  • 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
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  • 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

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Homes for sale near 660 ARJAY WAY

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Off Market Homes Near 660 ARJAY WAY

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