17,328

Winter Springs, FL Homes

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  • /2

    $715,000

    Sold Aug 07, 2026

    1186 Oak Creek Ct, Winter Springs, FL 32708

    • 5 Beds
    • 4 Baths
    • 3,186 Sq Ft
    • Built 1999

    Last Sold Summary

    • 1% Below List Price
    • $224/SF
    • 6 Days On Market

    Current Estimated Value $730,506

    Last Listing Agent Stacie Brown Kelly KELLER WILLIAMS ADVANTAGE REALTY

    1186 Oak Creek Ct, Winter Springs, FL 32708
    • /12

      Est $492,941

      Not Listed For Sale

      1234 Spotted Sandpiper Loop, Winter Springs, FL 32708

      • 4 Beds
      • 3.5 Baths
      • 2,359 Sq Ft
      • Built 2023
      1234 Spotted Sandpiper Loop, Winter Springs, FL 32708

      Last Sold Summary

      • 237 Days On Market

      Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  • /31

    $414,900

    $30K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,812 Sq Ft

    717 Adidas Rd, Winter Springs, FL 32708

    Virtually Staged. Welcome home to this absolutely charming and move-in-ready 2-bedroom, 2-bathroom home nestled in one of the most desirable areas of Winter Springs! From the moment you arrive, you'll appreciate the countless updates, beautiful wood beams and inviting curb appeal that make this home truly special. Major improvements provide peace of mind, including a 4-year-old roof, brand-new

    Tracy Phillips COLDWELL BANKER REALTY

    717 Adidas Rd, Winter Springs, FL 32708
  • /2

    $390,000

    Sold Oct 24, 2025

    241 Morton Ln, Winter Springs, FL 32708

    • 3 Beds
    • 2 Baths
    • 1,806 Sq Ft
    • Built 1980

    Last Sold Summary

    • 6% Below List Price
    • $216/SF
    • 19 Days On Market

    Current Estimated Value $397,723

    Last Listing Agent Mark Ramey EXP REALTY LLC

    241 Morton Ln, Winter Springs, FL 32708
    • /9

      Est $474,903

      Not Listed For Sale

      1238 Spotted Sandpiper Loop, Winter Springs, FL 32708

      • 4 Beds
      • 3.5 Baths
      • 2,359 Sq Ft
      • Built 2023
      1238 Spotted Sandpiper Loop, Winter Springs, FL 32708

      Last Sold Summary

      • 235 Days On Market

      Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  • /24

    $65,000

    • 2 Beds
    • 2 Baths
    • 1,080 Sq Ft

    391 El Camino Real Cir, Winter Springs, FL 32708

    Come enjoy easy Florida living in this charming 2-bedroom, 2-bathroom home offering approximately 1,080 sq. ft. of comfortable living space. This home has been partially renovated, giving you a great blend of updates while still leaving room to add your own personal touches. The spacious layout offers plenty of room for everyday living and entertaining, with two comfortable bedrooms and two full

    Jennifer Maasdorp Integrity Mobile Homes

    391 El Camino Real Cir, Winter Springs, FL 32708
  • /2

    $750,000

    Sold Jul 06, 2026

    965 Papaya Ln, Winter Springs, FL 32708

    • 5 Beds
    • 4 Baths
    • 3,514 Sq Ft
    • Built 1986

    Last Sold Summary

    • 3% Above List Price
    • $213/SF
    • 6 Days On Market

    Current Estimated Value $722,683

    Last Listing Agent Josh McLennan REAL ESTATE RESOLUTIONS OF FLO

    965 Papaya Ln, Winter Springs, FL 32708
    • /12

      Est $496,290

      Not Listed For Sale

      1222 Spotted Sandpiper Loop, Winter Springs, FL 32708

      • 4 Beds
      • 3.5 Baths
      • 2,359 Sq Ft
      • Built 2022
      1222 Spotted Sandpiper Loop, Winter Springs, FL 32708

      Last Sold Summary

      • 57 Days On Market

      Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  • /40

    $490,000

    $35K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,979 Sq Ft

    1201 Wolverine Trail, Winter Springs, FL 32708

    Welcome to this charming 4-bedroom, 2-bath home tucked away in a quiet, tree-lined neighborhood in desirable Winter Springs. Surrounded by mature trees, this property offers a peaceful atmosphere and a spacious backyard, ideal for entertaining, relaxing, or enjoying Florida outdoor living.Inside, you’ll find a warm and inviting layout highlighted by an original masonry fireplace, adding

    Nairobi Rondon LPT REALTY, LLC

    1201 Wolverine Trail, Winter Springs, FL 32708
  • /2

    $820,000

    Sold Jun 09, 2026

    684 Olean Ct, Winter Springs, FL 32708

    • 5 Beds
    • 4 Baths
    • 2,832 Sq Ft
    • Built 1988

    Last Sold Summary

    • 4% Below List Price
    • $290/SF
    • 15 Days On Market

    Current Estimated Value $821,463

    Last Listing Agent Lindsay Kaye Voss VOSS REALTY INC

    684 Olean Ct, Winter Springs, FL 32708
    • /2

      Est $427,186

      Not Listed For Sale

      452 Diamond Dove Cove, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 1,762 Sq Ft
      • Built 2022
      452 Diamond Dove Cove, Winter Springs, FL 32708

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Thomas Cook ANNE ROGERS REALTY GROUP INC

  • /2

    $7,500,000

    • Land
    • 0 Sq Ft

    1205 Orange Ave, Winter Springs, FL 32708

    Prime 7.87-acre development opportunity in the heart of Winter Springs! Zoned T-C (Town Center), this exceptional parcel offers outstanding potential for commercial or mixed-use development along a high-visibility corridor. Surrounded by established businesses, growing residential communities, and major roadways, the property provides excellent accessibility and long-term investment potential.

    John Henao Prime Agent Group, Inc

    1205 Orange Ave, Winter Springs, FL 32708
  • /2

    $620,000

    Sold Dec 29, 2025

    1448 Rushing Rapids Way, Winter Springs, FL 32708

    • 3 Beds
    • 2 Baths
    • 2,090 Sq Ft
    • Built 2020

    Last Sold Summary

    • 3% Below List Price
    • $297/SF
    • 21 Days On Market

    Current Estimated Value $619,502

    Last Listing Agent Gwyn Clark FANNIE HILLMAN & ASSOCIATES

    1448 Rushing Rapids Way, Winter Springs, FL 32708
    • /2

      Est $400,431

      Not Listed For Sale

      1156 Spotted Sandpiper Loop, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 1,521 Sq Ft
      • Built 2023
      1156 Spotted Sandpiper Loop, Winter Springs, FL 32708

      Last Sold Summary

      • 492 Days On Market

      Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  • /26

    $359,900

    $10K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 1,616 Sq Ft

    717 Lancewood Dr, Winter Springs, FL 32708

    MOVE-IN READY HOME on an amazing 0.3-acre corner lot! In the heart of Seminole County's Winter Springs lies your future home. This warm, cozy yet spacious home with an oversized primary bedroom and wood-burning fireplace will make you fall in love. The dining area flows into the kitchen and then into the family room, overlooking a sweeping backyard that's perfect for indoor-outdoor living. Fresh

    Bridd BONE KELLER WILLIAMS SUBURBAN TAMPA

    717 Lancewood Dr, Winter Springs, FL 32708
  • /2

    $260,000

    Sold May 01, 2026

    552 Shadow Glenn Place, Winter Springs, FL 32708

    • 2 Beds
    • 2.5 Baths
    • 1,359 Sq Ft
    • Built 1991

    Last Sold Summary

    • 4% Below List Price
    • $191/SF
    • 44 Days On Market

    Current Estimated Value $260,823

    Last Listing Agent Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

    552 Shadow Glenn Place, Winter Springs, FL 32708
    • /2

      Est $427,503

      Not Listed For Sale

      1265 Spotted Sandpiper Loop, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 1,762 Sq Ft
      • Built 2022
      1265 Spotted Sandpiper Loop, Winter Springs, FL 32708

      Last Sold Summary

      • 52 Days On Market

      Last Listing Agent Anish Patel COLDWELL BANKER COAST REALTY

  • /31

    $14,700

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,344 Sq Ft

    308 Casa Grande Ct, Winter Springs, FL 32708

    2 bEDROOM 2 BATH- A LOT OF THE MAIN WORK DONE! ALL NEW DUCTING,PLUMBING IS GOOD, ELECTRIC GOOD, CARPETING PULLED UP, SUB FLOORING DONE. KITCHEN SOME CABINETS HAVE PULL OUTS. NEW ALL YOU HAVE TO DO IS PUT YOUR OWN PERSONAL TOUCH. THIS IS ONE OF THE MOST POPULAR FLOOR PLANS. YHIS DOES HAVE A SPRINKLER SYSTEM(AS IS) HACIENDA VILLAGE IS FULL OF AMENITIES-2 POOLS, PICKLE Ball. centrally located-base

    Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

    308 Casa Grande Ct, Winter Springs, FL 32708
  • /2

    $728,000

    Sold Mar 04, 2026

    1435 Rushing Rapids Way, Winter Springs, FL 32708

    • 4 Beds
    • 2 Baths
    • 1,916 Sq Ft
    • Built 2019

    Last Sold Summary

    • 5% Below List Price
    • $380/SF
    • 11 Days On Market

    Current Estimated Value $721,669

    Last Listing Agent Tara Haefner KELLER WILLIAMS HERITAGE REALTY

    1435 Rushing Rapids Way, Winter Springs, FL 32708
    • /2

      Est $445,720

      Not Listed For Sale

      1198 Spotted Sandpiper Loop, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 1,768 Sq Ft
      • Built 2023
      1198 Spotted Sandpiper Loop, Winter Springs, FL 32708

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Kristin Vogt PLLC KGV REALTY GROUP

  • /11

    $549,000

    • 4 Beds
    • 3 Baths
    • 2,300 Sq Ft

    1142 Oday Dr, Winter Springs, FL 32708

    Spacious 4 bedroom, 3 bathroom pool home off of Tuskawilla Rd! This home features two story ceiling in the formal living and dining room. The staircase and second story walkway over look the entrance and formal areas. The family room has a fireplace and is joined with the kitchen. On the first floor are also three large bedrooms, two of the bedrooms have attached baths. The primary bedroom is

    Alvin Moore MOREHOUSE REALTY INC

    1142 Oday Dr, Winter Springs, FL 32708
  • /2

    $630,000

    Sold Aug 24, 2026

    135 W Trade Winds Rd, Winter Springs, FL 32708

    • 6 Beds
    • 4 Baths
    • 3,100 Sq Ft
    • Built 1995

    Last Sold Summary

    • 26% Below List Price
    • $203/SF
    • 117 Days On Market

    Current Estimated Value $713,832

    Last Listing Agent Joshua Crittendon EXP REALTY LLC

    135 W Trade Winds Rd, Winter Springs, FL 32708
    • /2

      Est $421,060

      Not Listed For Sale

      1194 Spotted Sandpiper Loop, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 1,746 Sq Ft
      • Built 2022
      1194 Spotted Sandpiper Loop, Winter Springs, FL 32708

      Last Sold Summary

      • 29 Days On Market

      Last Listing Agent Kevin Asenjo COLDWELL BANKER REALTY

  • /82

    $3,998,000

    $2M PRICE DROP
    • 5 Beds
    • 6.5 Baths
    • 8,685 Sq Ft

    1112 Orange Ave, Winter Springs, FL 32708

    Opportunities like this are almost impossible to find in Central Florida. Situated on 5.33 pristine lakefront acres with no HOA, this extraordinary estate is commercially zoned, creating a unique opportunity for a variety of potential business uses, including a luxury wedding venue, private event space, corporate retreat, boutique hospitality concept, or an exceptional live-work estate. With its

    Brian Hyser THE AGENCY FL

    1112 Orange Ave, Winter Springs, FL 32708
  • /15

    $175,000

    Sold Sep 11, 2026

    118 Deer Song Dr, Winter Springs, FL 32708

    • 3 Beds
    • 2 Baths
    • 1,105 Sq Ft
    • Built 1994

    Last Sold Summary

    • 24% Below List Price
    • $158/SF
    • 17 Days On Market

    Current Estimated Value $231,822

    Last Listing Agent James Evans CENTURY 21 ALTON CLARK

    118 Deer Song Dr, Winter Springs, FL 32708
    • /2

      Est $481,037

      Not Listed For Sale

      421 Diamond Dove Cove, Winter Springs, FL 32708

      • 4 Beds
      • 3.5 Baths
      • 2,353 Sq Ft
      • Built 2022
      421 Diamond Dove Cove, Winter Springs, FL 32708

      Last Sold Summary

      • 40 Days On Market

      Last Listing Agent Joseph Takacs Jr BKMOJO

  • /36

    $179,900

    • 2 Beds
    • 1.5 Baths
    • 1,080 Sq Ft

    70 Moree Loop Unit 61, Winter Springs, FL 32708

    Virtually Staged. If you’ve been dreaming of a MOVE-IN READY home where you can enjoy scenic parks, peaceful walking trails, and beautiful green spaces, welcome to Baytree 9, one of the charming communities within the Highlands of Winter Springs. This WELL-MAINTAINED two-story, 2-bedroom, 11⁄2-bath condo offers the perfect blend of comfort, convenience, and carefree Florida living.Ideally

    Susan Schneider COLDWELL BANKER REALTY

    70 Moree Loop Unit 61, Winter Springs, FL 32708
  • /12

    $426,809

    Sold Oct 03, 2025

    1309 Coral Bean Ln, Winter Springs, FL 32708

    • 4 Beds
    • 2.5 Baths
    • 1,678 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $254/SF
    • 291 Days On Market

    Mattamy Homes Hickory Grove

    1309 Coral Bean Ln, Winter Springs, FL 32708
    • /17

      Est $287,096

      Not Listed For Sale

      600 Northern Way Unit 1308, Winter Springs, FL 32708

      • 3 Beds
      • 3 Baths
      • 1,447 Sq Ft
      • Built 2015
      600 Northern Way Unit 1308, Winter Springs, FL 32708

      Last Sold Summary

      • 47 Days On Market

      Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

  • /15

    $384,900

    • 3 Beds
    • 2 Baths
    • 1,210 Sq Ft

    629 Alton Rd, Winter Springs, FL 32708

    Welcome to this charming 3-bedroom, 2-bathroom home in the desirable North Orlando Ranches neighborhood. This home features a classic, traditional floor plan that provides distinct and comfortable living spaces. The heart of the home is a cozy living room anchored by a beautiful fireplace, perfect for relaxing evenings. The kitchen has been thoughtfully updated, boasting durable countertops and

    Robert Salmons ENTERA REALTY LLC

    629 Alton Rd, Winter Springs, FL 32708
  • /2

    $357,500

    Sold Feb 17, 2026

    1345 Mill Stream Ln, Winter Springs, FL 32708

    • 3 Beds
    • 3.5 Baths
    • 1,519 Sq Ft
    • Built 2015

    Last Sold Summary

    • 10% Below List Price
    • $235/SF
    • 105 Days On Market

    Current Estimated Value $367,155

    Last Listing Agent Gerard Floyd GERARD LAND AQUATIC, INC

    1345 Mill Stream Ln, Winter Springs, FL 32708
    • /3

      Est $474,774

      Not Listed For Sale

      1280 Spotted Sandpiper Loop, Winter Springs, FL 32708

      • 4 Beds
      • 3.5 Baths
      • 2,359 Sq Ft
      • Built 2022
      1280 Spotted Sandpiper Loop, Winter Springs, FL 32708

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  • /33

    $267,500

    $18K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,460 Sq Ft

    476 Club Dr, Winter Springs, FL 32708

    Virtually Staged. Welcome to 476 Club Drive, a beautifully maintained 3-bedroom, 2-bath townhome in the highly sought-after Cypress Club section of The Highlands in Winter Springs. NEW ROOF 2026, NEW WATER HEATER 2026, 2020 A/C, FULL-HOME REPIPE 2016, and WHOLE-HOME WATER SOFTENER 2016! This spacious home offers a flexible floor plan, peaceful wooded views, and an impressive list of

    Jeff Singletary KELLER WILLIAMS HERITAGE REALTY

    476 Club Dr, Winter Springs, FL 32708
  • /2

    $451,000

    Sold Jun 22, 2026

    859 Benchwood Dr, Winter Springs, FL 32708

    • 4 Beds
    • 2 Baths
    • 1,632 Sq Ft
    • Built 1984

    Last Sold Summary

    • 1% Below List Price
    • $276/SF
    • 34 Days On Market

    Current Estimated Value $450,314

    Last Listing Agent Chuck Valence VALENCE REALTY GROUP

    859 Benchwood Dr, Winter Springs, FL 32708
    • /2

      Est $487,511

      Not Listed For Sale

      1304 Spotted Sandpiper Loop, Winter Springs, FL 32708

      • 4 Beds
      • 3.5 Baths
      • 2,359 Sq Ft
      • Built 2023
      1304 Spotted Sandpiper Loop, Winter Springs, FL 32708

      Last Sold Summary

      • 48 Days On Market

      Last Listing Agent Erin Rue PALMER SCOTT PROPERTIES LLC

  • /56

    $284,000

    $16K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,101 Sq Ft

    412 Horizon Dr, Winter Springs, FL 32708

    Welcome to 412 Horizon Drive, a well maintained home in the heart of Winter Springs with the updates already taken care of. Inside, you’ll find a welcoming kitchen with granite countertops, stylish cabinetry, stainless steel appliances, and ceramic tile and wood laminate flooring throughout. The primary bathroom is a standout, featuring a barn door entry, large tiled shower, rainfall shower

    Christopher Groomes KELLER WILLIAMS ADVANTAGE REALTY

    412 Horizon Dr, Winter Springs, FL 32708
  • /2

    $300,000

    Sold Jun 26, 2026

    222 W Panama Rd, Winter Springs, FL 32708

    • 3 Beds
    • 2 Baths
    • 1,044 Sq Ft
    • Built 1978

    Last Sold Summary

    • 6% Below List Price
    • $287/SF
    • 98 Days On Market

    Current Estimated Value $308,723

    Last Listing Agent Melissa Maldonado CENTURY 21 MCBRIDE REALTY GROUP

    222 W Panama Rd, Winter Springs, FL 32708
    • /2

      Est $472,758

      Not Listed For Sale

      1104 Spotted Sandpiper Loop, Winter Springs, FL 32708

      • 4 Beds
      • 3.5 Baths
      • 2,348 Sq Ft
      • Built 2021
      1104 Spotted Sandpiper Loop, Winter Springs, FL 32708

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

  • /40

    $449,000

    • 3 Beds
    • 2 Baths
    • 1,484 Sq Ft

    1714 Fox Glen Ct, Winter Springs, FL 32708

    Welcome to this charming 3-bedroom, 2-bathroom single-family home in desirable Winter Springs, Florida! Freshly painted and move-in ready, this inviting home features beautiful granite countertops in the kitchen and a comfortable, functional layout with ceramic tile flooring throughout the house. The enclosed porch and private backyard provide the perfect setting to relax, unwind, and enjoy your

    Armin Mossaddad SAND DOLLAR REALTY GROUP INC

    1714 Fox Glen Ct, Winter Springs, FL 32708
  • /2

    $290,000

    Sold Mar 10, 2026

    224 Shore Rd, Winter Springs, FL 32708

    • 3 Beds
    • 2 Baths
    • 1,801 Sq Ft
    • Built 1980

    Last Sold Summary

    • 26% Above List Price
    • $161/SF
    • 3 Days On Market

    Current Estimated Value $290,201

    Last Listing Agent Deborah Morris KELLER WILLIAMS ADVANTAGE REALTY

    224 Shore Rd, Winter Springs, FL 32708

Showing Results 521 - 560, Page 14 of 18

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