744 Bear Creek Cir, Winter Springs, FL 32708
OFF MARKET

744 Bear Creek Cir
Winter Springs, FL 32708

  • 4 Beds
  • 5 Baths
  • 5,160 sqft (on 0.96 acres)

$1,341,100

Trulia Estimate
as of May 24, 2026
Est. Refi. Payment $8,447/mo*
Refinance Your Home

$1,341,100

Trulia Estimate
as of May 24, 2026
Est. Refi. Payment $8,447/mo*
Refinance Your Home
4 Beds
5 Baths
5,160 sqft
(on 0.96 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

This single-family home is located at 744 Bear Creek Cir, Winter Springs, FL. 744 Bear Creek Cir is in Winter Springs, FL and in ZIP code 32708. This property has 4 bedrooms, 5 bathrooms and approximately 5,160 sqft of floor space. This property has a lot size of 0.96 acres and was built in 1988.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Pool
View
No Info
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 744 Bear Creek Cir

Interior Features

Interior Details
Basement
Heating & Cooling
Heating: OtherAir ConditioningCooling System: CentralHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2Floors: Other
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: CompositionExterior: Stucco, WoodFoundation Type: Footing
Pool
Pool
Parking & Garage
GarageParking: Garage

Property Information

Year Built
Year Built: 1988Year Updated: 1988
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.96 acres

Price History for 744 Bear Creek Cir

DatePriceEventSource
12/04/2024$899,000ListingRemovedStellar MLS #O5944611
12/04/2023ListingRemovedStellar MLS #O5944611
12/09/2021$890,000Sold
N/A
10/29/2021$899,000PendingStellar MLS #O5944611
10/11/2021$899,000PriceChange
Stellar MLS #O5944611
09/30/2021$950,000PendingToActiveStellar MLS #O5944611
09/13/2021$950,000PendingStellar MLS #O5944611
09/09/2021$950,000PriceChange
Stellar MLS #O5944611
09/02/2021$975,000PendingToActiveStellar MLS #O5944611
08/13/2021$975,000PendingStellar MLS #O5944611
08/05/2021$975,000PriceChange
Stellar MLS #O5944611
05/17/2021$1,095,000Listed For SaleStellar MLS #O5944611
12/23/2003$645,000Sold
N/A
08/06/1996$336,000Sold
N/A
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$13,733
Assessment$1,167,361
Home facts updated by county records

Comparable Sales for 744 Bear Creek Cir

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
740 Bear Creek Cir, Winter Springs, FL
0.06
Single-Family Home
$1,275,000
07/31/25
4
3.5
3,442
725 Bear Creek Cir, Winter Springs, FL
0.20
Single-Family Home
$1,265,000
06/09/25
4
3.5
4,220
1502 Black Bear Ct, Winter Springs, FL
0.15
Single-Family Home
$1,330,000
05/06/26
5
4.5
3,718
772 Bear Creek Cir, Winter Springs, FL
0.12
Single-Family Home
$1,300,000
07/18/25
5
5.5
5,410
699 Bear Paw Ct, Winter Springs, FL
0.23
Single-Family Home
$1,500,000
01/30/26
7
5
4,260
775 Bear Creek Cir, Winter Springs, FL
0.18
Single-Family Home
$1,310,000
08/25/25
5
3
3,494
677 Benitawood Ct, Winter Springs, FL
0.55
Single-Family Home
$950,000
07/15/25
4
3.5
3,443
1566 Carrington Ave, Winter Springs, FL
0.30
Single-Family Home
$665,000
03/30/26
4
3.5
2,554
104 Thunberg Cv, Winter Springs, FL
0.39
Single-Family Home
$855,000
03/24/26
6
3
3,702
1470 Connors Ln, Winter Springs, FL
0.25
Single-Family Home
$559,000
02/12/26
3
3
2,428

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 744 Bear Creek Cir.
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 Springs

At least 322 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 89 % Say car is needed

  • 86 % 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.
  • 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. "
    0
    Flag
  • 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 :)"
    0
    Flag
  • Ismel
    "Great neighborhood, very quiet place to live, is near to a lot of markets very secure, a dog friendly neighborhood "
    0
    Flag
  • 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. "
    0
    Flag
  • Trulia User
    "Neighborhood is quite well maintained and is safer than most locations. Stores are nearby , supermarkets etc.. "
    0
    Flag
  • 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."
    1
    Flag
  • Jhxr74
    "There are many areas to walk dogs. We are happy that owners police the area when the dog does it's business."
    3
    Flag
  • 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. "
    2
    Flag
  • 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."
    0
    Flag
  • Christine
    "Dogs are on leash at all times. When meeting other dogs, owners are good about asking for pet introductions."
    0
    Flag
  • 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."
    2
    Flag
  • Tina B.
    "quarterly neighborhood parties, great schools, safe and good neighbors of all backgrounds get along "
    0
    Flag
  • 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."
    1
    Flag
  • 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."
    0
    Flag
  • 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. "
    0
    Flag
  • Angeltillis
    "The neighborhood is very family friendly and the public areas are beautiful. It is a very safe and nice neighborhood."
    0
    Flag
  • 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. "
    0
    Flag
  • 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"
    0
    Flag
  • 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"
    0
    Flag
  • 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 !"
    0
    Flag
  • 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. "
    0
    Flag
  • 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"
    5
    Flag
  • Kimberly P.
    "Close to 417 and main highways for easy travel. Near Orlando for attractions and fun. Schools are rated A. "
    1
    Flag
  • 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"
    0
    Flag
  • Pam
    "Annual Family Picnic. Very neighborly neighborhood. Lots of children and activities for them through out the year. "
    0
    Flag
  • Cindysnead28
    "No sidewalks kids ride bikes in streets not safe the kids need to watch out for cars and trucks sidewalks are needed badl"
    0
    Flag
  • Shirley R.
    "I love this neighborhood it’s safe and secluded but still close enough to all the action. Great schools "
    0
    Flag
  • Arniearmadillo
    "Plenty of public transportation options and access to multiple highway options. Great restaurants and shopping options."
    0
    Flag
  • 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 "
    0
    Flag
  • Elizabeth W.
    "Nice neighborhoods, safe feeling. Growing number of restaurants. Lots of people out walking about. "
    0
    Flag
  • Marie B.
    "Heavy traffic at peak hours but not outrageous. Not too bad. Traffic is thick around schools. Toll roads help. "
    0
    Flag
  • 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 "
    0
    Flag
  • 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."
    0
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature

Homes for sale near 744 Bear Creek Cir

Skip to last item
Skip to first item

Off Market Homes Near 744 Bear Creek Cir

Skip to last item
Skip to first item

Homes for rent near 744 Bear Creek Cir

Skip to last item
Skip to first item
744 Bear Creek Cir, Winter Springs, FL 32708 is a 4 bedroom, 5 bathroom, 5,160 sqft single-family home built in 1988. This property is not currently available for sale. 744 Bear Creek Cir was last sold on Dec 9, 2021 for $890,000. The current Trulia Estimate for 744 Bear Creek Cir is $1,341,100.