Winter Springs, FL Real Estate & Homes For Sale

184 homes

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NEW - 1 DAY AGO
3D VIEW
0.39 ACRES
$525,000
4 Beds
2.5 Baths
2,637 sqft
71 Tarpon Cir,
Winter Springs, FL 32708
CHERRY'S FOCUSED IN REALTY LLC
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NEW - 1 DAY AGO
3D VIEW
0.26 ACRES
$500,000
3 Beds
2 Baths
2,044 sqft
1105 Clinging Vine Pl,
Winter Springs, FL 32708
KELLER WILLIAMS ADVANTAGE REALTY
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NEW - 1 DAY AGO
3D VIEW
$361,000
3 Beds
2.5 Baths
1,792 sqft
830 Dunbar Ter,
Winter Springs, FL 32708
OPENDOOR BROKERAGE LLC
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NEW - 2 DAYS AGO
3D VIEW
$249,000
2 Beds
1.5 Baths
1,363 sqft
498 Green Spring Cir,
Winter Springs, FL 32708
SUNDIAL REAL ESTATE LLC
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NEW - 2 DAYS AGO
$45,000
2 Beds
2 Baths
284 Lavista Dr,
Winter Springs, FL 32708
Four Star Homes, Inc.
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NEW - 2 DAYS AGO
AUCTION
3D VIEW
0.27 ACRES
$5,000
3 Beds
2 Baths
1,532 sqft
624 Bonita Rd,
Winter Springs, FL 32708
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NEW - 2 DAYS AGO
3D VIEW
$70,000
2 Beds
2 Baths
162 Costa Cir,
Winter Springs, FL 32708
SOUTHERN REALTY ENTERPRISES INC
NEW - 2 DAYS AGO
3D VIEW
$445,000
2 Beds
2 Baths
1,812 sqft
717 Adidas Rd,
Winter Springs, FL 32708
COLDWELL BANKER REALTY
NEW
OPEN SAT, 11-1PM
COMING SOON
3D VIEW
$379,900
3 Beds
2.5 Baths
1,519 sqft
453 Gee Hammock Ln,
Winter Springs, FL 32708
WEICHERT REALTORS HALLMARK PROPERTIES
NEW - 2 DAYS AGO
3D VIEW
$420,000
3 Beds
2 Baths
1,218 sqft
203 Sweetgum Ct,
Winter Springs, FL 32708
CENTURY 21 ALTON CLARK
COMING SOON
0.35 ACRES
$840,000
4 Beds
3 Baths
2,749 sqft
1647 Eagle Nest Cir,
Winter Springs, FL 32708
COLDWELL BANKER REALTY
3D VIEW
$435,000
4 Beds
2.5 Baths
1,678 sqft
1326 Tarflower Dr,
Winter Springs, FL 32708
DOUGLAS EDMUND REAL ESTATE LLC
3D VIEW
$649,900
4 Beds
3.5 Baths
2,470 sqft
170 Wooded Vine Dr,
Winter Springs, FL 32708
DIBS REALTY, LLC
COMING SOON
0.39 ACRES
$740,000
4 Beds
3 Baths
2,615 sqft
1131 Arbor Glen Cir,
Winter Springs, FL 32708
CENTURY 21 CARIOTI
3D VIEW
0.42 ACRES
$570,000
4 Beds
3 Baths
2,345 sqft
1107 Winter Springs Blvd,
Winter Springs, FL 32708
RE/MAX TOWN & COUNTRY REALTY
3D VIEW
$485,000
4 Beds
3.5 Baths
2,359 sqft
1254 Spotted Sandpiper Loop,
Winter Springs, FL 32708
CREEGAN GROUP
3D VIEW
$400,000
3 Beds
2.5 Baths
1,606 sqft
1357 Mill Stream Ln,
Winter Springs, FL 32708
KELLER WILLIAMS CLASSIC
COMING SOON
$435,000
3 Beds
2 Baths
1,735 sqft
661 Andover Cir,
Winter Springs, FL 32708
DJ & LINDSEY REAL ESTATE
3D VIEW
$199,000
3 Beds
2 Baths
1,187 sqft
429 Sheoah Blvd #9,
Winter Springs, FL 32708
LPT REALTY, LLC
3D VIEW
$450,000
4 Beds
2 Baths
1,571 sqft
1335 San Felipe Ct,
Winter Springs, FL 32708
NEXTDWELL
3D VIEW
$485,900
3 Beds
2 Baths
1,814 sqft
114 Stone Gable Cir,
Winter Springs, FL 32708
REAL BROKER, LLC
3D VIEW
0.72 ACRES
$624,000
4 Beds
2.5 Baths
3,334 sqft
1204 Swan St,
Winter Springs, FL 32708
EXIT REALTY PREMIER LEGACY
3D VIEW
3.33 ACRES
$3,998,000
5 Beds
6.5 Baths
8,685 sqft
1112 Orange Ave,
Winter Springs, FL 32708
THE AGENCY FL
3D VIEW
$420,000
3 Beds
2 Baths
1,731 sqft
1441 Forest Hills Dr,
Winter Springs, FL 32708
KELLER WILLIAMS ADVANTAGE III
3D VIEW
$59,900
2 Beds
2 Baths
1,152 sqft
374 Casa Grande Ct,
Winter Springs, FL 32708
SOUTHERN REALTY ENTERPRISES INC
3D VIEW
$549,000
4 Beds
2 Baths
2,250 sqft
809 Big Buck Cir,
Winter Springs, FL 32708
COLDWELL BANKER REALTY
COMING SOON
$685,000
4 Beds
3 Baths
3,246 sqft
525 Saddlewood Ln,
Winter Springs, FL 32708
RE/MAX TOWN & COUNTRY REALTY
3D VIEW
0.31 ACRES
$750,000
4 Beds
3 Baths
2,608 sqft
1115 Arbor Glen Cir,
Winter Springs, FL 32708
LPT REALTY, LLC
3D VIEW
$294,000
2 Beds
2.5 Baths
1,275 sqft
167 Constitution Way,
Winter Springs, FL 32708
CT HOMES REALTY CORPORATION
3D VIEW
$384,900
3 Beds
2 Baths
1,238 sqft
240 N Devon Ave,
Winter Springs, FL 32708
REAL BROKER, LLC
3D VIEW
$480,000
4 Beds
3.5 Baths
2,359 sqft
1320 Spotted Sandpiper Loop,
Winter Springs, FL 32708
COMPASS FLORIDA LLC
3D VIEW
$170,000
2 Beds
1.5 Baths
1,080 sqft
70 Moree Loop #63,
Winter Springs, FL 32708
PAINE-ANDERSON PROPERTIES, INC
3D VIEW
0.36 ACRES
$500,000
4 Beds
2 Baths
1,979 sqft
1201 Wolverine Trl,
Winter Springs, FL 32708
LPT REALTY, LLC
AUCTION
Est. $253,300
2 Beds
3 Baths
1,282 sqft
3805 Black Spruce Ln,
Winter Springs, FL 32708
3D VIEW
0.28 ACRES
$625,000
4 Beds
3 Baths
2,428 sqft
4209 Lori Loop,
Winter Springs, FL 32708
RE/MAX TOWN & COUNTRY REALTY
$59,900
2 Beds
2 Baths
338 Casa Grande Dr #338,
Winter Springs, FL 32708
Hacienda Village
3D VIEW
$289,900
3 Beds
2 Baths
1,425 sqft
600 Northern Way #201,
Winter Springs, FL 32708
EXP REALTY LLC
OPEN WED, 5-6:30PM
$399,000
4 Beds
2 Baths
1,560 sqft
577 Walden Ct,
Winter Springs, FL 32708
RISE REALTY OF FLORIDA LLC
3D VIEW
$34,500
2 Beds
2 Baths
1,344 sqft
308 Casa Grande Ct,
Winter Springs, FL 32708
SOUTHERN REALTY ENTERPRISES INC
$45,000
2 Beds
2 Baths
1,152 sqft
210 El Camino Real Cir,
Winter Springs, FL 32708
SOUTHERN REALTY ENTERPRISES INC

Winter Springs, FL Real Estate Trends

Learn about the Winter Springs, FL housing market through trends and averages.

Affordability
Home Value
What Locals Say

Affordability of Living in Winter Springs, FL

The median home value is $426,648

Month	Median home value
June 2025	$435k
July 2025	$432k
August 2025	$430k
September 2025	$429k
October 2025	$428k
November 2025	$427k
December 2025	$427k
January 2026	$427k
February 2026	$427k
March 2026	$427k
April 2026	$427k
May 2026	$427k

View as a graph

Trends and affordability stats are provided by third party data sources.

Average Home Value in Winter Springs, FL, by Home Size

Currently, there are 25 new listings in Winter Springs, FL and 184 homes for sale.

Home Size	Home Value*
1 bedroom (1 home)	$145,175
2 bedrooms (48 homes)	$249,091
3 bedrooms (72 homes)	$380,106
4 bedrooms (53 homes)	$567,175

*Home value over the past month

What Locals Say about Winter Springs

Review Highlights

Winter Springs, FL: steady suburb with A-rated schools, parks, and long-term appeal. Residents praise safety, A-rated schools, green parks like Central Winds, and easy commutes. Concerns: high home prices, spotty sidewalks, peak-hour traffic, strict HOAs, and dog-waste issues.

AI-generated summary of moderated reviews.

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Trulia User
Visitor
3w ago
"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."
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Jacinda.de_jesus
Resident
5mo ago
"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. "
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heisa pulgarin
Resident
9mo ago
"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 :)"
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Ismel
Resident
1y ago
"Great neighborhood, very quiet place to live, is near to a lot of markets very secure, a dog friendly neighborhood "
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Jayme Messana
Resident
2y ago
"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. "
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Trulia User
Resident
2y ago
"Neighborhood is quite well maintained and is safer than most locations. Stores are nearby , supermarkets etc.. "
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Kbarontini
Resident
2y ago
"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
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Jhxr74
Resident
5y ago
"There are many areas to walk dogs. We are happy that owners police the area when the dog does it's business."
3
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Emelinda10
Visitor
5y ago
"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
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Kimberly_Vach
Resident
5y ago
"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."
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Christine
Resident
5y ago
"Dogs are on leash at all times. When meeting other dogs, owners are good about asking for pet introductions."
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Erica G.
Visitor
6y ago
"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
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Tina B.
Resident
6y ago
"quarterly neighborhood parties, great schools, safe and good neighbors of all backgrounds get along "
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Laxsurfer1117
Resident
6y ago
"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
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Bobbie V.
Resident
6y ago
"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."
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Darren J. W.
Resident
6y ago
"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. "
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Angeltillis
Resident
6y ago
"The neighborhood is very family friendly and the public areas are beautiful. It is a very safe and nice neighborhood."
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Nellieroth
Resident
6y ago
"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. "
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Shelby S.
Resident
6y ago
"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"
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Joelchoate5
Resident
6y ago
"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"
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Jrutherf32708
Resident
6y ago
"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 !"
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Abdul I.
Resident
6y ago
"Diversity and everyone is polite. People mind their own business but also friendly. Affordable rent and education in local school is relatively high standards. "
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Robin M.
Resident
6y ago
"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
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Kimberly P.
Prev. Resident
6y ago
"Close to 417 and main highways for easy travel. Near Orlando for attractions and fun. Schools are rated A. "
1
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Miketabo
Resident
6y ago
"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"
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Pam
Resident
6y ago
"Annual Family Picnic. Very neighborly neighborhood. Lots of children and activities for them through out the year. "
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Cindysnead28
Resident
6y ago
"No sidewalks kids ride bikes in streets not safe the kids need to watch out for cars and trucks sidewalks are needed badl"
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Shirley R.
Resident
6y ago
"I love this neighborhood it’s safe and secluded but still close enough to all the action. Great schools "
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Arniearmadillo
Resident
7y ago
"Plenty of public transportation options and access to multiple highway options. Great restaurants and shopping options."
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Signupzachary
Resident
7y ago
"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 "
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Elizabeth W.
Resident
7y ago
"Nice neighborhoods, safe feeling. Growing number of restaurants. Lots of people out walking about. "
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Marie B.
Resident
7y ago
"Heavy traffic at peak hours but not outrageous. Not too bad. Traffic is thick around schools. Toll roads help. "
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Colleen J.
Resident
7y ago
"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 "
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Nancyn425
Resident
7y ago
"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
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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

Winter Springs, FL Real Estate & Homes For Sale

184 homes

Winter Springs, FL Real Estate Trends

Affordability of Living in Winter Springs, FL

Average Home Value in Winter Springs, FL, by Home Size

What Locals Say about Winter Springs

Review Highlights

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