685 OLEAN COURT, Winter Springs, FL 32708
OFF MARKET

685 OLEAN COURT
Winter Springs, FL 32708

  • 4 Beds
  • 3 Baths
  • 3,020 sqft (on 0.44 acres)

$915,900

Trulia Estimate
as of Aug 15, 2026
Est. Refi. Payment $5,875/mo*

$915,900

Trulia Estimate
as of Aug 15, 2026
Est. Refi. Payment $5,875/mo*
4 Beds
3 Baths
3,020 sqft
(on 0.44 acres)

Home Value

Trulia Estimate
$916K
Since last month
$300 (0%)
Since last year
Increased$78K (+9.3%)
Since last sale
Increased$61K (+7.2%)
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 +103% in the last 10 years
MonthEstimated value
2026
August 2026$911K
July 2026$911K
June 2026$912K
May 2026$911K
April 2026$874K
March 2026$849K
February 2026$823K
January 2026$823K
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
0.06
Single-Family Home
$700,000
05/22/26
4
3
2,429
0.05
Single-Family Home
$820,000
06/09/26
5
4
2,832
0.16
Single-Family Home
$740,000
04/22/26
4
3
2,345
0.26
Single-Family Home
$877,000
02/27/26
5
2.5
3,418
0.17
Single-Family Home
$622,000
10/15/25
4
2
2,492
0.40
Single-Family Home
$825,000
11/20/25
4
3
2,732
0.37
Single-Family Home
$625,000
02/19/26
4
2.5
2,132
0.27
Single-Family Home
$643,000
07/29/26
4
2
2,180
0.56
Single-Family Home
$615,000
07/01/26
4
3
2,711
0.58
Single-Family Home
$750,000
08/29/25
4
3
2,620

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
0.05
$820,000
5
4
2,832
Recently Sold
0.10
$862,000
4
3
2,808
Off Market
0.06
$700,000
4
3
2,429
Recently Sold
0.10
$755,200
4
3
2,503
Off Market
0.16
$740,000
4
3
2,345
Recently Sold
0.13
$858,100
5
3
2,811
Off Market
0.16
$655,000
4
2
2,220
Off Market
0.17
$622,000
4
2
2,492
Recently Sold
0.17
$721,400
4
3
2,512
Off Market
0.22
$591,900
4
3
2,753
Off Market
0.26
$877,800
4
3
3,060
Off Market

Local Information

  • Map ViewExplore the area around 685 OLEAN COURT.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1987
Lot Size
0.44 acres
Living Area
3,020 sqft
Price/Sqft
$303
Parking
2 Car Garage
HOA
$6/Monthly

About this House

Experience true Tuskawilla luxury living with all the modern amenities you desire in the heart of Winter Springs. This stunning, fully updated pool home is nestled in the highly sought-after Chelsea Woods neighborhood, offering an unparalleled living experience. Step inside to discover beautifully upgraded features, including sleek new flooring, a gourmet kitchen with stainless steel appliances and exquisite finishes, and spa-like bathrooms that exude sophistication. The home's neutral paint palette and contemporary design elements create a serene and inviting ambiance. The primary suite is an owners paradise, the perfect place to unwind & relax, featuring a spacious bedroom, spa-like, en-suite bath with an oversized tiled shower with double Rain shower heads & frameless glass door plus a private balcony overlooking the amazing backyard! Situated on an expansive corner lot, this property boasts an impressive outdoor oasis. Enjoy the Florida lifestyle to its fullest with a sparkling pool, a summer kitchen, and a meticulously designed low-maintenance turf backyard, perfect for hosting gatherings or simply unwinding in your private retreat. Prime Winter Springs location, zoned for Top Rated Seminole County schools, just a few minutes walk to the Cross Seminole Trail and a quick golf cart ride to Trotwood Park & the Tuskawilla Country Club plus easy access to shops, dining, 417 & more! Don't miss the opportunity to make 685 Olean Court your forever home—it's an exceptional property that combines style, comfort, and a prime location. Whole house re-plumb to Pex in 2018, HVAC's 2018 and 2020, newer pool pump and exterior paint.
685 OLEAN COURT, Winter Springs, FL 32708 is a 4 bedroom, 3 bathroom, 3,020 sqft single-family home built in 1987. It last sold for $850,000 on Sep 4, 2024 (3% below the $880,000 asking price). It is currently off market. The Trulia Estimate is $915,900, with a rent estimate of $3,814/month.

Home Details for 685 OLEAN COURT

Interior Features

Interior Details
Number of Rooms: 7Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Dining Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 3020 Square Feet
Appliances & Utilities
Utilities: BB/HS Internet Available, Cable Available, Electricity Connected, Public, Sewer Connected, Street Lights, Underground UtilitiesAppliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, RefrigeratorDishwasherDisposalDryerLaundry: Inside,Laundry RoomMicrowaveRefrigerator
Heating & Cooling
Heating: Central,ElectricHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: Family Room, Free StandingHas a FireplaceNo Spa
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: Blinds, Drapes, Rods, Skylight(s), Window TreatmentsFlooring: Luxury VinylCommon Walls: Corner Unit
Levels, Entrance, & Accessibility
Stories: 2Number of Stories: 2Levels: TwoFloors: Luxury Vinyl
View
No View

Exterior Features

Exterior Home Features
Roof: TilePatio / Porch: Covered, Enclosed, ScreenedFencing: Fenced, VinylVegetation: Mature Landscaping, WoodedExterior: Balcony, Irrigation System, Rain Gutters, SidewalkFoundation: SlabHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Other Parking: Garage Dimensions: 25x22No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Driveway,Garage Door Opener
Pool
Pool: Gunite, Pool SweepPool
Frontage
Road Surface Type: AsphaltNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 19

Property Information

Year Built
Year Built: 1987
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Florida
Building
Construction Materials: Block, StuccoNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 0821315JU00003210

Price & Status

Price
List Price: $880,000
Status Change & Dates
Off Market Date: Wed Jul 17 2024

Active Status

MLS Status: Sold

Location

Direction & Address
City: WINTER SPRINGSCommunity: TUSCAWILLA UNIT 14B
School Information
Elementary School: Lawton ElementaryJr High / Middle School: Indian Trails MiddleHigh School: Oviedo High

Building

Building Area
Building Area: 4154 Square Feet

Community

Community Features: Deed Restrictions, Park, PlaygroundNot Senior Community
Other
Playground

HOA

HOA Name: Erik AndersonHOA Phone: 407-947-1432HOA Name (second): TuscawillaAssociation for this Listing: Orlando RegionalHas an HOAHOA Fee: $6/Monthly

Lot Information

Lot Area: 0.44 acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, FHA, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6218391Showing Considerations: Lockbox, Pet(s) on Premises, See RemarksShowing Requirements: Appointment Only, Lockbox - Electronic, ShowingTimeUniversal Property Id: US-12117-N-082131500003210-R-N

Additional Information

HOA Amenities: Park,Pickleball Court(s),Playground,Recreation Facilities,Tennis Court(s),Trail(s)
Last check for updates: about 5 hours ago
Listed by Jackie Criswell, (407) 687-0906
RE/MAX TOWN & COUNTRY REALTY, (407) 695-2066
Tanya McDonnell, (407) 625-2719
RE/MAX TOWN & COUNTRY REALTY, (407) 695-2066
Bought with: Jeanine Louis, LLC, (407) 595-8634, EXP REALTY LLC, (407) 392-1800
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6218391
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 and Tax history

DateEventPrice
Sep 4, 2024
Source: Stellar MLS #O6218391
Sold
$850,000
Jul 17, 2024
Source: Stellar MLS #O6218391
Pending
$880,000
Jun 28, 2024
Source: Stellar MLS #O6218391
Listed For Sale
$880,000
Sep 6, 2022
Source: N/A
Sold
$799,900
Aug 1, 2022
Source: Stellar MLS #O6041556
Pending
$799,900

Market trends in Winter Springs

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$406K
$10.67K
MoM
Sale-to-List Price
98.5%
0.2%
MoM
Price per sq ft
$230
$6
MoM
Available listings
191
9
MoM
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Around this home

What Locals Say about Winter Springs

At least 325 Trulia users voted on each feature.
  • 92 % Say it's dog friendly

  • 89 % Say car is needed

  • 87 % Say there are sidewalks

  • 85 % Say parking is easy

  • 76 % Say it's quiet

  • 76 % Say there's holiday spirit

  • 69 % Say kids play outside

  • 69 % Say yards are well-kept

  • 68 % Say people would walk alone at night

  • 66 % Say streets are well-lit

  • 55 % Say they plan to stay for at least 5 years

  • 54 % Say neighbors are friendly

  • 48 % Say it's walkable to grocery stores

  • 47 % Say there's wildlife

  • 46 % Say it's walkable to restaurants

  • 31 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Fnybound
    "Great area to raise a Family "
  • Trulia User
    "Winter Springs is a beautiful and family-friendly community known for its peaceful neighborhoods, great schools, parks, and strong local connections. The city offers a perfect balance of nature and modern living, with walking trails, community events, and local businesses that make residents feel at home. Winter Springs continues to grow while maintaining its welcoming small-town atmosphere and community pride."
  • Jacinda.de_jesus
    "People here are usually very friendly. I’ve met a lot of nice neighbors while on walks and they always say hello, sometimes even hold full conversations about my dogs. My neighbors look out for me and I do the same for them. "
  • heisa pulgarin
    "Is a very safe and clean area to live in, very green and peaceful, if you’re looking for a place close to stores , and with variety this is the place , all the stores are around winter springs , schools,churches and grocery stores are literally minutes :)"
  • Ismel
    "Great neighborhood, very quiet place to live, is near to a lot of markets very secure, a dog friendly neighborhood "
  • Jayme Messana
    "Lots of parks; great neighborhood! Very friendly people in the area Some neighborhoods do not have sidewalks. But that is okay for us. Just be careful crossing streets of course. "
  • Trulia User
    "Neighborhood is quite well maintained and is safer than most locations. Stores are nearby , supermarkets etc.. "
  • Kbarontini
    "The people that complain about dogs being walked and owners not picking up after them. Also dogs urinatiing in the grass. Dogs must be on leash always. No where for them to run."
  • Jhxr74
    "There are many areas to walk dogs. We are happy that owners police the area when the dog does it's business."
  • Emelinda10
    "The area is very clean, great parks, easy traffic. Close to major stores. The whole are is new a lot of restaurants and green areas. "
  • Kimberly_Vach
    "It’s a great place to raise kids and the county is an A+ school district! You are far enough away for privacy, but close enough to be involved in whatever your family chooses."
  • Christine
    "Dogs are on leash at all times. When meeting other dogs, owners are good about asking for pet introductions."
  • Erica G.
    "My mother lives in the area and has been for the last 10yrs. We have always felt very safe and it’s always clean."
  • Tina B.
    "quarterly neighborhood parties, great schools, safe and good neighbors of all backgrounds get along "
  • Laxsurfer1117
    "I’ve lived here since I was a kid and I’m 28 now, never had any huge issues wherever I’ve lived. Overall winter springs is very community driven and that’s what makes it unique."
  • Bobbie V.
    "Winter springs, in general, is fine. Nothing really going on here, but it is not a bad place to live. My street and the area surrounding me are not great, but to be fair, I only the people living next to us (fairly social guy, myself) and they ARE nice and cool. I have heard so many bad things, the police are ALWAYS in and out of my neighborhood AND held my girlfriend up for questioning as she walked out of our back door because they thought I was somebody else. We’re trying to move out of here. TL;DR: Winter Springs: Nothing going on, Not an awful spot, stay off Lori Anne Ln and maybe the block or two around it."
  • Darren J. W.
    "Living at the apartments is always going to be tricky but for the most part the leasing offices do an amazing job; when it comes to the people living there, just be aware that some care and some don’t. "
  • Angeltillis
    "The neighborhood is very family friendly and the public areas are beautiful. It is a very safe and nice neighborhood."
  • Nellieroth
    "You can walk your dog, seems like most people have a dog in this neighborhood, so don’t think you’ll have a problem feeling welcomed. "
  • Shelby S.
    "No dog park or large area for them to run and play. Not many other dogs in the neighborhood.. not many big back yards either"
  • Joelchoate5
    "I have lived in the neighborhood for 5 years And it's a nice place to raise your children It's generally a quiet and peaceful place"
  • Jrutherf32708
    "I have lived in Winter Springs / Tuskawilla area over 25 years. It’s been an excellent place to live and raise 3 children. We have never any problems with crime or neighbors. Great public schools here ; all “A” rated. I highly recommend this area !"
  • Abdul I.
    "Diversity and everyone is polite. People mind their own business but also friendly. Affordable rent and education in local school is relatively high standards. "
  • Robin M.
    "There are great spaces and wide sidewalks with lots of green area. Plus a huge dog park right in the middle of the town"
  • Kimberly P.
    "Close to 417 and main highways for easy travel. Near Orlando for attractions and fun. Schools are rated A. "
  • Miketabo
    "good, safe. the school system is great just have to travel to oviedo for shopping and restaurants. but it is very family friendly in winter springs"
  • Pam
    "Annual Family Picnic. Very neighborly neighborhood. Lots of children and activities for them through out the year. "
  • Cindysnead28
    "No sidewalks kids ride bikes in streets not safe the kids need to watch out for cars and trucks sidewalks are needed badl"
  • Shirley R.
    "I love this neighborhood it’s safe and secluded but still close enough to all the action. Great schools "
  • Arniearmadillo
    "Plenty of public transportation options and access to multiple highway options. Great restaurants and shopping options."
  • Signupzachary
    "Great place to raise a family or for new home owners. Close to a lot but also very quiet. The city is growing and has lot to offer but it’s also close to a main highway that can cause working in a different part of ORLANDO much easier "
  • Marie B.
    "Heavy traffic at peak hours but not outrageous. Not too bad. Traffic is thick around schools. Toll roads help. "
  • Colleen J.
    "Right off of numerous major roads, but also tucked back away from the chaos. Close to I4 making for a easy commute in multiple directions "
  • Nancyn425
    "Our neighbors care about each other and go out of their way to help each other. We make meals for each other, talk often, have get togethers for Halloween, 4th of July, Super Bowl, etc."

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Homes for sale near 685 OLEAN COURT

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Off Market Homes Near 685 OLEAN COURT

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Frequently asked questions about 685 OLEAN COURT

  • What is 685 OLEAN COURT estimated to be worth?
    Trulia's estimated value for 685 OLEAN COURT in Winter Springs, FL is $915,900.
  • What is the price history for 685 OLEAN COURT?
    685 OLEAN COURT in Winter Springs, FL last sold for $850,000 in September 2024.
  • Is Winter Springs a buyer's or seller's market?
    Winter Springs is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Winter Springs?
    The median sale price in Winter Springs is $406K. That is down $10.67K from the prior month.
  • Does 685 OLEAN COURT have air conditioning?
    Yes, 685 OLEAN COURT in Winter Springs, FL has air conditioning.
  • Does 685 OLEAN COURT have a pool?
    Yes, 685 OLEAN COURT in Winter Springs, FL has a pool.