Winter Springs, FL Homes

• 

  

  

  /3

  $135,500

  • 2 Beds
  • 2 Baths

  63 Majorca Dr, Winter Springs, FL 32708

  2026 Jacobsen Home - Coming Soon!

  Todd Vagts Hacienda Village

  63 Majorca Dr, Winter Springs, FL 32708
• 

  

  /2

  $285,000 Sold Apr 17, 2025

  229 Sherry Ave, Winter Springs, FL 32708

  • 3 Beds
  • 1 Bath
  • 1,104 Sq Ft
  • Built 1971

  Last Sold Summary

  • 8% Below List Price
  • $258/SF
  • 95 Days On Market

  Current Estimated Value $290,765

  Last Listing Agent Maria Maya KELLER WILLIAMS ADVANTAGE III

  229 Sherry Ave, Winter Springs, FL 32708
• 

  

  /2

  Est $471,536 Not Listed For Sale

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

  1363 Tarflower Dr, Winter Springs, FL 32708

  1363 Tarflower Dr, Winter Springs, FL 32708
• 

  

  

  /36

  $415,000

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

  934 Torrey Pine Dr, Winter Springs, FL 32708

  One or more photo(s) has been virtually staged. Welcome to Greenbriar at Tuscawilla, where this beautiful 3-bedroom, 2.5-bath home enjoys direct golf course frontage on the prestigious Tuscawilla Country Club—a private club offering championship golf, tennis, pickleball, swimming, fitness facilities, and upscale dining. Inside, soaring vaulted ceilings and abundant natural light create an

  James Clark CENTURY 21 ALTON CLARK

  934 Torrey Pine Dr, Winter Springs, FL 32708
• 

  

  /2

  $454,167 Sold Mar 21, 2025

  1269 Coral Bean Ln, Winter Springs, FL 32708

  • 4 Beds
  • 2.5 Baths
  • 1,678 Sq Ft
  • Built 2024

  Last Sold Summary

  • $271/SF

  Current Estimated Value $457,590

  Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

  1269 Coral Bean Ln, Winter Springs, FL 32708
• 

  /2

  Est $469,822 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,476 Sq Ft

  1359 Tarflower Dr, Winter Springs, FL 32708

  1359 Tarflower Dr, Winter Springs, FL 32708
• 

  

  /27

  $235,000

  • 2 Beds
  • 2 Baths
  • 1,224 Sq Ft

  498 Club Dr, Winter Springs, FL 32708

  Welcome to Cypress Club, a townhome community located in The Highlands within Winter Springs. Two bedrooms/two bath home is two stories offering split bedrooms. The living room/dining room combo provides high lofty ceilings with celestial windows providing natural sunlight to the home. Sliding glass doors open to a screen enclosed patio to the rear of the property that overlooks Winter Springs

  Joyce Gary PAINE-ANDERSON PROPERTIES, INC

  498 Club Dr, Winter Springs, FL 32708
• 

  /2

  $479,000 Sold Aug 19, 2025

  211 Tavestock Loop, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 2,111 Sq Ft
  • Built 2000

  Last Sold Summary

  • 1% Above List Price
  • $227/SF
  • 30 Days On Market

  Current Estimated Value $480,617

  Last Listing Agent Patrick Urbainczyk P.A. KELLER WILLIAMS HERITAGE REALTY

  211 Tavestock Loop, Winter Springs, FL 32708
• 

  /2

  Est $417,408 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,476 Sq Ft

  1386 Tarflower Dr, Winter Springs, FL 32708

  1386 Tarflower Dr, Winter Springs, FL 32708
• 

  

  /44

  $340,000

  • 2 Beds
  • 2.5 Baths
  • 1,558 Sq Ft

  650 Pinebranch Cir, Winter Springs, FL 32708

  Amazing move-in-ready townhouse in the private, GATED community of Barclay Reserve. This two-story, 2 bedroom 2.5 bath townhome with 1 car garage has Ceramic tile floors in the lower level & BRAND NEW carpet in the upper level bedrooms hallway. This spacious kitchen has wood cabinets, A fully equipped kitchen with all appliances, a breakfast bar, & a large pantry. Enjoy the open floor plan,

  Sascha Davis EXP REALTY LLC

  650 Pinebranch Cir, Winter Springs, FL 32708
• 

  /2

  $950,000 Sold Jul 15, 2025

  677 Benitawood Ct, Winter Springs, FL 32708

  • 4 Beds
  • 3.5 Baths
  • 3,443 Sq Ft
  • Built 1982

  Last Sold Summary

  • 3% Below List Price
  • $276/SF
  • 55 Days On Market

  Current Estimated Value $958,276

  Last Listing Agent Cody Palmer COMPASS FLORIDA LLC

  677 Benitawood Ct, Winter Springs, FL 32708
• 

  /2

  Est $515,411 Not Listed For Sale

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

  1418 Blumberg Blvd, Winter Springs, FL 32708

  1418 Blumberg Blvd, Winter Springs, FL 32708
• 

  

  /28

  $439,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,656 Sq Ft

  1706 Fox Glen Ct, Winter Springs, FL 32708

  Under contract-accepting backup offers. Lovely 3 bed, 2 bath ONE STORY home in the quiet, sought after Tuscawilla community! NEW A/C installed 2025. Enter this home and you're welcomed by beautiful, bamboo flooring, accented by impressive, vaulted ceilings! This comfortable home has plenty of space. Kitchen features gorgeous granite countertops, Stainless Steel appliances, NEW DISHWASHER, plenty

  Harry Kazarian STRONG FOUNDATION REALTY LLC

  1706 Fox Glen Ct, Winter Springs, FL 32708
• 

  /2

  $435,000 Sold Dec 15, 2025

  951 Ginnie Way, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,794 Sq Ft
  • Built 2013

  Last Sold Summary

  • 7% Below List Price
  • $242/SF
  • 79 Days On Market

  Last Listing Agent Melissa Condrey COMPASS FLORIDA LLC

  951 Ginnie Way, Winter Springs, FL 32708
• 

  /2

  Not Listed For Sale

  • 6 Beds
  • 4 Baths
  • 2,293 Sq Ft

  660 Macduff Ln, Winter Springs, FL 32708

  660 Macduff Ln, Winter Springs, FL 32708
• 

  

  /37

  $305,000

  • 4 Beds
  • 2 Baths
  • 1,071 Sq Ft

  224 Bennett St, Winter Springs, FL 32708

  This well-kept home sits on a quiet street in Winter Springs, an area known for its highly rated Seminole County schools, and offers a layout that simply works. Along with features buyers consistently ask for: a 2020 roof, all new windows and sliding glass door, a tankless water heater, no HOA, and a large backyard. Inside, the home has defined living and dining spaces, tile flooring in the main

  Alex Khalil EXP REALTY LLC

  224 Bennett St, Winter Springs, FL 32708
• 

  /2

  $315,700 Sold May 15, 2025

  704 Briarwood Dr, Winter Springs, FL 32708

  • 2 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Built 1979

  Last Sold Summary

  • $244/SF
  • 11 Days On Market

  Current Estimated Value $315,694

  Last Listing Agent Phillip Kolbrich TOP FLORIDA HOMES

  704 Briarwood Dr, Winter Springs, FL 32708
• 

  

  /27

  Est $244,533 Not Listed For Sale

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

  602 Casa Park Ct E, Winter Springs, FL 32708

  602 Casa Park Ct E, Winter Springs, FL 32708
• 

  

  /36

  $265,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,422 Sq Ft

  1340 Delaney Dr, Winter Springs, FL 32708

  Under contract-accepting backup offers. Welcome to 1340 Delaney Drive, a move-in-ready home nestled in the heart of Winter Springs, FL. This beautifully maintained 3-bedroom, 2-bath residence offers 1,420 square feet of smartly designed living space, featuring a desirable split-bedroom floor plan that perfectly balances privacy and function. Step inside to discover a bright and neutral interior

  Todd Schroth EXP REALTY LLC

  1340 Delaney Dr, Winter Springs, FL 32708
• 

  /2

  $466,000 Sold Feb 20, 2025

  846 Leopard Trail, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 1,819 Sq Ft
  • Built 1978

  Last Sold Summary

  • $256/SF
  • 4 Days On Market

  Current Estimated Value $471,143

  Last Listing Agent Laura Leigh Wood RE/MAX TOWN & COUNTRY REALTY

  846 Leopard Trail, Winter Springs, FL 32708
• 

  /2

  Est $663,701 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,925 Sq Ft

  544 Buckhorn Dr, Winter Springs, FL 32708

  544 Buckhorn Dr, Winter Springs, FL 32708
• 

  /2

  $135,500

  • 2 Beds
  • 2 Baths

  77 Majorca Dr, Winter Springs, FL 32708

  2026 Jacobsen Home - Coming Soon!

  Todd Vagts Hacienda Village

  77 Majorca Dr, Winter Springs, FL 32708
• 

  /2

  $253,000 Sold May 05, 2025

  606 Casa Park I Ct, Winter Springs, FL 32708

  • 2 Beds
  • 2.5 Baths
  • 1,156 Sq Ft
  • Built 1985

  Last Sold Summary

  • 4% Below List Price
  • $219/SF
  • 52 Days On Market

  Current Estimated Value $256,522

  Last Listing Agent Partha Vustepalli CHARLES RUTENBERG REALTY ORLANDO

  606 Casa Park I Ct, Winter Springs, FL 32708
• 

  

  /27

  Est $566,395 Not Listed For Sale

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

  1452 Rushing Rapids Way, Winter Springs, FL 32708

  1452 Rushing Rapids Way, Winter Springs, FL 32708
• 

  

  /63

  $494,995

  • 4 Beds
  • 3.5 Baths
  • 2,353 Sq Ft

  1262 Spotted Sandpiper Loop, Winter Springs, FL 32708

  Imagine a home that doesn't just house your life but elevates every chapter of it. At this stunning tri-level townhouse, the story begins the moment you step across the covered front porch and through the front door.Your day begins on the third level, where light pours through the expansive windows of your primary retreat. You wake up in a sanctuary defined by a sense of total calm. The

  Mark Anthony Buot ROI AVE LLC

  1262 Spotted Sandpiper Loop, Winter Springs, FL 32708
• 

  /2

  $450,000 Sold Feb 05, 2026

  1201 Punta Gorda Cir, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,609 Sq Ft
  • Built 1986

  Last Sold Summary

  • 2% Above List Price
  • $280/SF
  • 3 Days On Market

  Last Listing Agent Wendy Moore ERA GRIZZARD REAL ESTATE

  1201 Punta Gorda Cir, Winter Springs, FL 32708
• 

  

  /52

  Est $599,908 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,545 Sq Ft

  1374 Brave Wolf Point, Winter Springs, FL 32708

  1374 Brave Wolf Point, Winter Springs, FL 32708
• 

  

  /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
• 

  /2

  $765,000 Sold Mar 17, 2025

  1672 Wingspan Way, Winter Springs, FL 32708

  • 4 Beds
  • 3.5 Baths
  • 2,964 Sq Ft
  • Built 1989

  Last Sold Summary

  • 4% Below List Price
  • $258/SF
  • 20 Days On Market

  Current Estimated Value $785,641

  Last Listing Agent Corey Smallman MARKET CONNECT REALTY LLC

  1672 Wingspan Way, Winter Springs, FL 32708
• 

  /2

  Est $504,695 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,884 Sq Ft

  2060 Axel St, Minneola, FL 34715

  2060 Axel St, Minneola, FL 34715
• 

  

  /47

  $44,900

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  219 El Camino, Winter Springs, FL 32708

  HACIENDA 55+ COMPLETELY REMODELEDBrand New Inside - Completely redone, Beautiful new floors, repainted inside and out, New Front Door, Screened-in Porch redone, nice size storage room. Hacienda Village is a Legacy Community - 55+.Monthly rent $1025 Base

  Frank Filippelli SOUTHERN REALTY ENTERPRISES

  219 El Camino, Winter Springs, FL 32708
• 

  /2

  $2,057,000 Sold Jul 11, 2025

  4024 W Danby Ct, Winter Springs, FL 32708

  • 5 Beds
  • 4.5 Baths
  • 4,543 Sq Ft
  • Built 1990

  Last Sold Summary

  • 22% Below List Price
  • $453/SF
  • 186 Days On Market

  Current Estimated Value $1,931,236

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

  4024 W Danby Ct, Winter Springs, FL 32708
• 

  

  /52

  Est $575,785 Not Listed For Sale

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

  1447 Rushing Rapids Way, Winter Springs, FL 32708

  1447 Rushing Rapids Way, Winter Springs, FL 32708
• 

  

  /7

  $425,000

  • 2 Beds
  • 2 Baths
  • 1,812 Sq Ft

  717 Adidas Rd, Winter Springs, FL 32708

  Beautiful 2 bedroom 2 bath home on a duck pond! HOA only $95/month maintains the lawn. Updated kitchen with granite counters and all appliances. Breakfast nook. Formal dining room. Large great room with fireplace. Both bedrooms have walk-in closets. Roof 2022. Huge Florida room in back with view of the pond. Enjoy relaxing in the backyard watching the ducks. Parks and playgrounds in neighborhood.

  Julie Bailey HOME SOLD NETWORK LLC

  717 Adidas Rd, Winter Springs, FL 32708
• 

  /2

  $565,000 Sold Aug 19, 2025

  680 Cheoy Lee Cir, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 2,066 Sq Ft
  • Built 1988

  Last Sold Summary

  • 2% Below List Price
  • $273/SF
  • 19 Days On Market

  Current Estimated Value $573,728

  Last Listing Agent Doug Atkins RE/MAX TOWN & COUNTRY REALTY

  680 Cheoy Lee Cir, Winter Springs, FL 32708
• 

  /2

  Est $408,374 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,068 Sq Ft

  1181 Orange Ave, Winter Springs, FL 32708

  1181 Orange Ave, Winter Springs, FL 32708
• 

  

  /7

  $550,000 Pending

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

  705 E State Road 434, Winter Springs, FL 32708

  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 reach the Church at Shore Rd, you've gone

  Thomas Namey APPLE REALTY

  705 E State Road 434, Winter Springs, FL 32708
• 

  /2

  $380,000 Sold Oct 30, 2025

  422 S Hawthorn Cir Unit 2, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,334 Sq Ft
  • Built 1974

  Last Sold Summary

  • 2% Below List Price
  • $285/SF
  • 5 Days On Market

  Current Estimated Value $368,368

  Last Listing Agent Belinda Gonzales RE/MAX TOWN & COUNTRY REALTY

  422 S Hawthorn Cir Unit 2, Winter Springs, FL 32708
• 

  /2

  Est $528,708 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,986 Sq Ft

  1383 Brave Wolf Point, Casselberry, FL 32708

  1383 Brave Wolf Point, Casselberry, FL 32708
• 

  

  /13

  $195,000 Pending

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

  1068 Cheyenne Trail, Winter Springs, FL 32708

  More Photos Coming Soon! This brand New 1447 sq. ft 3 bedroom, 2 Bath Home by Townhomes LLC, Located on large lot with partial water view and close to all the amenities. Home has neutral color palette. Spacious Kitchen with lots of storage all all appliances. Inviting full front porch. Has Shed and carport and Sprinkler system. Land Lease is $755 and Park is responsible for Septic System.

  Todd Newby NEWBY REALTY INC

  1068 Cheyenne Trail, Winter Springs, FL 32708

Showing Results 241 - 280, Page 7 of 18