Winter Springs, FL Homes

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  /54

  $48,500

  • 2 Beds
  • 2 Baths
  • 1,358 Sq Ft

  272 Ponce de Leon Dr, Winter Springs, FL 32708

  HACIENDA VILLAGE 55+ WELL MAINTAINED HOME! PERFECT FLOOR PLAN. INSIDE UTILITY CENTRAL AIR SYSTEM - FULL SYSTEM 2 HTD AREA 2 BEDROOMS - SPACIOUS MASTE SUITE WITH DRESSING, KITCHEN HAS AN ISLAND TOP COOKING. BEAUTIFUL BACKYARD AND SCREENED INSIDE PORCH. HACIENDA VILLAGE IS A LEGACY COMMUNITY - WITH NEW AMENITIES. MONTHLY RENT $1025 .COME SEE US TODAY!

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  272 Ponce de Leon Dr, Winter Springs, FL 32708
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  /17

  $2,699 per month

  • 3 Beds
  • 2 Baths
  • 2,404 Sq Ft
  • House for Rent

  842 Benchwood Ct, Winter Springs, FL 32708

  Coming soon - this home is currently being enjoyed by another resident but will be available soon. Pre-lease this home now with Tricon Pre-Lease Guarantee. This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2.5 bathrooms, and approximately 2,404 square feet, this well-maintained home offers a high standard of rental living,

  842 Benchwood Ct, Winter Springs, FL 32708
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  /2

  $295,000 Sold Feb 20, 2025

  717 Glasgow Ct Unit 717, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,590 Sq Ft
  • Built 1975

  Last Sold Summary

  • $186/SF
  • 8 Days On Market

  Current Estimated Value $280,862

  Last Listing Agent Travis Lewis GECKO REALTY, INC

  717 Glasgow Ct Unit 717, Winter Springs, FL 32708
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  /29

  Est $295,012 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,495 Sq Ft

  600 Northern Way Unit 1002, Winter Springs, FL 32708

  600 Northern Way Unit 1002, Winter Springs, FL 32708
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  /13

  $399,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 1,678 Sq Ft

  Catalina II Plan at Hickory Grove, Winter Springs, FL 32708

  With a spacious open concept ground floor, the Catalina II has plenty of room for entertaining. This floorplan features 4 bedrooms, 2.5 bathrooms and a rear-loading 2-car garage. The owners suite features an ensuite owner's bath and a walk-in closet. This chef-worthy kitchen features stainless steel appliances, a walk-in pantry, and a breakfast bar.

  Mattamy Homes Builder

  1458 Blumberg Blvd Unit 36446933, Winter Springs, FL 32708
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  /8

  $1,350 per month

  • 1 Bed
  • 1 Bath
  • 735 Sq Ft
  • House for Rent

  326 San Rafael St Unit 59, Winter Springs, FL 32708

  1 Bed/1 Bath Villa in Indian Ridge AVAILABLE NOVEMBER 11th! Super cute, 1 bed/1 bath villa with an enclosed porch to enjoy year round. Laminate and tile flooring in living areas and carpet in the bedroom. Washer and dryer included, small fenced area and a shed. Conveniently located. Call today! ONLY apply via CFRP site not any other site EQUAL HOUSING OPPORTUNITY C F R P Realty is proud to offer

  Kelly Carr CFRP REALTY LLC

  326 San Rafael St Unit 59, Winter Springs, FL 32708
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  /2

  $956,000 Sold Nov 10, 2025

  300 Hazelnut St, Winter Springs, FL 32708

  • 4 Beds
  • 2.5 Baths
  • 3,107 Sq Ft
  • Built 1992

  Last Sold Summary

  • 3% Below List Price
  • $308/SF
  • 8 Days On Market

  Last Listing Agent Kim Coburn RE/MAX TOWN & COUNTRY REALTY

  300 Hazelnut St, Winter Springs, FL 32708
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  /47

  Est $484,219 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,076 Sq Ft

  481 Buckhorn Dr, Winter Springs, FL 32708

  481 Buckhorn Dr, Winter Springs, FL 32708
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  /28

  $495,000

  • 4 Beds
  • 2 Baths
  • 1,939 Sq Ft

  1029 Antelope Trail, Winter Springs, FL 32708

  Located in the highly desirable Tuscawilla community, this home offers an open floor plan with a blend of tile and wood flooring throughout. The spacious kitchen features striking black galaxy granite countertops and ample cabinet space. Enjoy the outdoors in your fully fenced backyard retreat, complete with mature landscaping, a cozy fire pit area, and plenty of room to relax or entertain. The

  Rick Cole KELLER WILLIAMS WINTER PARK

  1029 Antelope Trail, Winter Springs, FL 32708
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  /15

  $2,340 per month

  • 3 Beds
  • 2 Baths
  • 1,458 Sq Ft
  • House for Rent

  1019 E Pebble Beach Cir, Winter Springs, FL 32708

  We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be happy to help you find a different home or refund your Hold Fee. This home

  1019 E Pebble Beach Cir, Winter Springs, FL 32708
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  /2

  $524,000 Sold Feb 17, 2025

  1254 Royal Oak Dr, Winter Springs, FL 32708

  • 3 Beds
  • 3 Baths
  • 2,110 Sq Ft
  • Built 1980

  Last Sold Summary

  • 12% Below List Price
  • $248/SF
  • 102 Days On Market

  Current Estimated Value $525,215

  Last Listing Agent Rebecca Heatherington CHARLES RUTENBERG REALTY ORLANDO

  1254 Royal Oak Dr, Winter Springs, FL 32708
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  /18

  Est $300,963 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,609 Sq Ft

  600 Northern Way Unit 1003, Winter Springs, FL 32708

  600 Northern Way Unit 1003, Winter Springs, FL 32708
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  /7

  $550,000 Pending

  • Land
  • 3.44 Acres
  • $159,884 per Acre

  705 E State Road 434, Winter Springs, FL 32708

  Under contract-accepting backup offers. FRESH COMMERCIAL DEVELOPMENT SITE with C-1 ZONING. 400' street frontage on E State Road 434 in Winter Springs Development area. (see attached City list of approved retail businesses). Two adjacent lots sold together making 3.4 acres. Find the Perkins restaurant on the corner of Hayes Rd & 434, go East on 434. See sign on the right side of the road. If you

  Thomas Namey APPLE REALTY

  705 E State Road 434, Winter Springs, FL 32708
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  /22

  $2,200 per month

  • 4 Beds
  • 2 Baths
  • 1,516 Sq Ft
  • House for Rent

  300 N 3rd St, Winter Springs, FL 32708

  One or more photo(s) has been virtually staged. Discover the perfect combination of comfort and convenience in this beautifully upgraded 4-bedroom, 2-bathroom home, offering over 1,500 sq. ft. of inviting living space in the heart of Winter Springs. Step inside to find a stylish, modern kitchen featuring granite countertops, sleek cabinetry, and ample room for both cooking and entertaining. The

  Jeremy Porter CANI PROPERTY MANAGEMENT

  300 N 3rd St, Winter Springs, FL 32708
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  /2

  $385,000 Sold Mar 14, 2025

  851 Benchwood Dr, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,612 Sq Ft
  • Built 1983

  Last Sold Summary

  • 6% Below List Price
  • $239/SF
  • 16 Days On Market

  Current Estimated Value $389,623

  Last Listing Agent Liza Figueroa EXP REALTY LLC

  851 Benchwood Dr, Winter Springs, FL 32708
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  /34

  Est $294,586 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,447 Sq Ft

  600 Northern Way Unit 902, Winter Springs, FL 32708

  600 Northern Way Unit 902, Winter Springs, FL 32708
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  /25

  $169,900

  • 2 Beds
  • 2 Baths
  • 1,187 Sq Ft

  40 Sheoah Blvd Unit 27, Winter Springs, FL 32708

  Experience the perfect blend of comfort, convenience, and community with this beautifully maintained 2/2, 1187 sqft, first-floor condo located in the highly desirable Highlands neighborhood in Winter Springs. Set within the top-rated Seminole County School District, this ground-level residence offers true ease of living—no stairs, no hassle, just effortless accessibility from the moment you

  Travis Cepregi KELLER WILLIAMS WINTER PARK

  40 Sheoah Blvd Unit 27, Winter Springs, FL 32708
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  /14

  $2,160 per month

  • 3 Beds
  • 2 Baths
  • 1,278 Sq Ft
  • House for Rent

  234 Oak Rd, Winter Springs, FL 32708

  Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at Coming soon! This home is

  234 Oak Rd, Winter Springs, FL 32708
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  /2

  $524,000 Sold Feb 28, 2025

  1032 Forest Cir, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,887 Sq Ft
  • Built 1980

  Last Sold Summary

  • 5% Below List Price
  • $278/SF
  • 47 Days On Market

  Current Estimated Value $521,280

  Last Listing Agent Chandler Williams EXIT REALTY PREMIER LEGACY

  1032 Forest Cir, Winter Springs, FL 32708
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  /16

  Est $157,112 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 759 Sq Ft

  354 San Rafael St Unit 354, Winter Springs, FL 32708

  354 San Rafael St Unit 354, Winter Springs, FL 32708
• 

  

  /22

  $415,000

  • 3 Beds
  • 2 Baths
  • 1,450 Sq Ft

  724 Barrington Cir, Winter Springs, FL 32708

  Very well maintained home in Tuskawilla! Updated kitchen with Granite countertops, Elegant mirrored wall, Ceramic Tile throughout. Double sinks in beautiful master bathroom with garden shower tub! Owners have access to the neighborhood clubhouse and Community pool, HOA takes care of front yard lawn maintenance. Two parks and a nature trail are walking distance from the home. Walk to Trotwood Park

  Ramon Ortiz Cruz DIAMOND 2000 REALTY, INC

  724 Barrington Cir, Winter Springs, FL 32708
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  /16

  $2,125 per month

  • 4 Beds
  • 2 Baths
  • 2,014 Sq Ft
  • House for Rent

  20 2nd St, Winter Springs, FL 32708

  This pet-friendly home features modern finishes and a functional layout with ample kitchen storage, spacious living areas, and abundant natural light throughout. The private yard offers space suitable for gardening or outdoor relaxation. Conveniently located near schools, parks, dining, and local amenities. Technology-enabled maintenance services provide added convenience, and self-touring is

  Daniel Reyes MAIN STREET RENEWAL LLC

  20 2nd St, Winter Springs, FL 32708
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  /2

  $450,000 Sold Nov 10, 2025

  1565 Corkery Ct, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,846 Sq Ft
  • Built 2015

  Last Sold Summary

  • 13% Below List Price
  • $244/SF
  • 191 Days On Market

  Last Listing Agent Kim Coburn RE/MAX TOWN & COUNTRY REALTY

  1565 Corkery Ct, Winter Springs, FL 32708
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  /2

  Est $510,910 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,704 Sq Ft

  1382 Tarflower Dr, Winter Springs, FL 32708

  1382 Tarflower Dr, Winter Springs, FL 32708
• 

  

  /17

  $245,000

  • 3 Beds
  • 2 Baths
  • 1,187 Sq Ft

  429 Sheoah Blvd Unit 8, Winter Springs, FL 32708

  Discover Your Dream Home! Welcome to this stunning 3-bedroom, 2-bathroom condo, nestled on the serene 2nd floor. Recently updated to enhance your living experience, this residence boasts fresh interior paint and brand-new floor throughout, ensuring a move-in ready condition that invites comfort and style. The spacious living room and dining area merge seamlessly, featuring a charming wet bar area

  Elizabeth Dowell UPZEL REALTY LLC

  429 Sheoah Blvd Unit 8, Winter Springs, FL 32708
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  /20

  $2,599 per month

  • 4 Beds
  • 3 Baths
  • 2,256 Sq Ft
  • House for Rent

  264 Tavestock Loop, Winter Springs, FL 32708

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2943.90. That covers your base rent, $2799.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  264 Tavestock Loop, Winter Springs, FL 32708
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  /12

  Sold Aug 06, 2025

  • 1,678 Sq Ft

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  1323 Tarflower Dr, Winter Springs, FL 32708

  The Catalina I is a harmonious blend of style, functionality, and comfort, offering a lifestyle that caters to your every need. As you step inside you are greeted by an open-concept design that seamlessly integrates the gathering room, dining room, and kitchen, creating an inviting space for both everyday living and entertaining. This townhome features 3 bedrooms, providing flexible living

  Mattamy Homes

  1323 Tarflower Dr, Winter Springs, FL 32708
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  /2

  Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,156 Sq Ft

  605 Casa Park Ct N Unit O, Winter Springs, FL 32708

  605 Casa Park Ct N Unit O, Winter Springs, FL 32708
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  /29

  $475,000

  • 3 Beds
  • 2 Baths
  • 1,628 Sq Ft

  1427 Whitehall Blvd, Winter Springs, FL 32708

  This GORGEOUS 3-bedroom SPLIT PLAN, 2 bath home is ready for its new owner's!! Beautiful hardwood flooring throughout, along with NEWER LPV flooring in the bedrooms and NEW LPV flooring in the kitchen and entrance. NO CARPET. The kitchen features NEWER appliances, NEW garbage disposal, NEW QUARTZ countertops and a breakfast nook area. NEW faucets in kitchen and bathrooms. There are separate

  Heather Pryor KELLER WILLIAMS ADVANTAGE REALTY

  1427 Whitehall Blvd, Winter Springs, FL 32708
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  /30

  $2,450 per month

  • 4 Beds
  • 2 Baths
  • 1,571 Sq Ft
  • House for Rent

  1305 Andes Dr, Winter Springs, FL 32708

  Call today for this nice spacious four bedroom two bath house with ceramic tile and carpet through-out. Eat in Kitchen. Split bedroom plan with walk in closets. Two car garage with washer and dryer hook-up. Screen in patio to relax! Ceiling fans in all rooms! House is minutes from shopping centers, Red Bug Lake Rd, Toll 417 and downtown Orlando. Short walk to playground and park. ***CREDIT MUST

  Joseph Torres JAT PROPERTY MANAGEMENT LLC

  1305 Andes Dr, Winter Springs, FL 32708
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  /2

  $408,000 Sold Jul 15, 2025

  668 Coral Way, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,543 Sq Ft
  • Built 1984

  Last Sold Summary

  • 12% Below List Price
  • $264/SF
  • 285 Days On Market

  Current Estimated Value $423,404

  Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

  668 Coral Way, Winter Springs, FL 32708
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  /28

  Est $241,948 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,156 Sq Ft

  607 Casa Park Ct N, Winter Springs, FL 32708

  607 Casa Park Ct N, Winter Springs, FL 32708
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  /11

  $1,250,000 Pending

  • Land
  • 4.32 Acres
  • $289,352 per Acre

  797 Mardun Ln, Winter Springs, FL 32708

  Under contract-accepting backup offers. In one of Central Florida's best-kept secrets, this stunning 4.3-acre vacant lot offers the ideal canvas for your dream home estate. In the exclusive, horse-friendly and gated community of Dunmar Estates, this lot offers unparalleled privacy and serenity. Enjoy approximately 150 feet of pristine lake frontage on Eagle Lake, with direct access to all the

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  797 Mardun Ln, Winter Springs, FL 32708
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  /16

  $2,235 per month

  • 3 Beds
  • 2 Baths
  • 1,607 Sq Ft
  • House for Rent

  1332 Andes Dr, Winter Springs, FL 32708

  Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at Coming soon! This home is

  1332 Andes Dr, Winter Springs, FL 32708
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  /2

  $330,000 Sold Sep 11, 2025

  322 Cello Cir, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,308 Sq Ft
  • Built 1991

  Last Sold Summary

  • 3% Below List Price
  • $252/SF
  • 2 Days On Market

  Current Estimated Value $332,546

  Last Listing Agent Dominick Florio RE/MAX TOWN & COUNTRY REALTY

  322 Cello Cir, Winter Springs, FL 32708
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  /54

  $39,999

  • 1 Bed
  • 1.5 Baths
  • 672 Sq Ft

  80 Majorca Dr, Winter Springs, FL 32708

  Just bring a toothbrush- This home has all new everything. It was completely remodeled in 2021/2022. 1 bedroom with a den in front (could be used as a second bedroom). New A/C unit to keep you nice & cool! Handicap accessible with a ramp. There is a gas line to the home. There is a gas tankless hot water heater. All new windows with exception of the kitchen bay window. The roof is new with

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  80 Majorca Dr, Winter Springs, FL 32708
• 

  

  /17

  $2,300 per month

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Townhouse for Rent

  640 Macduff Ln Unit A, Winter Springs, FL 32708

  Welcome to 640 Macduff Lane – a charming 3-bedroom, 2-bath home located in the heart of the desirable Winter Springs community! This beautifully maintained property offers a spacious, open layout perfect for both everyday living and entertaining. Enjoy a light and bright interior with vaulted ceilings, a split bedroom floor plan, and a cozy living area. Step outside to a private backyard with

  Deidre Graybill GRAYBILL REALTY AND ASSOCIATES LLC

  640 Macduff Ln Unit A, Winter Springs, FL 32708
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  /2

  $485,000 Sold Jul 15, 2025

  888 Wakulla Ln, Winter Springs, FL 32708

  • 4 Beds
  • 2.5 Baths
  • 2,076 Sq Ft
  • Built 2012

  Last Sold Summary

  • 3% Below List Price
  • $234/SF
  • 5 Days On Market

  Current Estimated Value $469,269

  Last Listing Agent Cleve Loveland LOVELAND PROPERTIES

  888 Wakulla Ln, Winter Springs, FL 32708
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  /2

  Est $487,233 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,070 Sq Ft

  735 Maple Leaf Loop, Winter Springs, FL 32708

  735 Maple Leaf Loop, Winter Springs, FL 32708

Showing Results 121 - 160, Page 4 of 18