Winter Springs, FL Homes

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  Not Listed For Sale

  1371 Tarflower Dr, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,678 Sq Ft
  • Built 2023

  1371 Tarflower Dr, Winter Springs, FL 32708

  Last Sold Summary

  • $270/SF
  • 167 Days On Market

  Last Sold Price $453,545

  Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES
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  /54

  $35,000

  • 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
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  $495,000 Sold Mar 26, 2025

  906 Red Oak Ct, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,916 Sq Ft
  • Built 1982

  Last Sold Summary

  • 3% Below List Price
  • $258/SF
  • 71 Days On Market

  Current Estimated Value $480,350

  Last Listing Agent Robin Roskowski WEICHERT REALTORS HALLMARK PRO

  906 Red Oak Ct, Winter Springs, FL 32708
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  /19

  Est $459,203 Not Listed For Sale

  1422 Blumberg Blvd, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,709 Sq Ft
  • Built 2023

  1422 Blumberg Blvd, Winter Springs, FL 32708

  Last Sold Summary

  • 5% Below List Price
  • $282/SF
  • 122 Days On Market

  Last Sold Price $481,901

  Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES
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  $279,900

  • 3 Beds
  • 2 Baths
  • 1,460 Sq Ft

  446 Club Dr, Winter Springs, FL 32708

  Discover effortless living in this immaculate 3-bedroom, 2-bath townhome nestled in the desirable Cypress Club at The Highlands. Thoughtfully maintained and beautifully updated, this residence offers the perfect blend of comfort, style, and convenience with a desirable split-bedroom floor plan—featuring one bedroom and a full bathroom on the main level, and the primary suite along with a third

  Hanoi Burgos COLDWELL BANKER REALTY

  446 Club Dr, Winter Springs, FL 32708
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  $425,000 Sold Jul 07, 2025

  316 Dornoch Ct, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,617 Sq Ft
  • Built 1989

  Last Sold Summary

  • $263/SF
  • 11 Days On Market

  Current Estimated Value $407,308

  Last Listing Agent Allison Day RE/MAX TOWN & COUNTRY REALTY

  316 Dornoch Ct, Winter Springs, FL 32708
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  /88

  Est $710,074 Not Listed For Sale

  1443 Rushing Rapids Way, Winter Springs, FL 32708

  • 4 Beds
  • 3.5 Baths
  • 2,841 Sq Ft
  • Built 2020

  1443 Rushing Rapids Way, Winter Springs, FL 32708

  Last Sold Summary

  • 3% Below List Price
  • $257/SF
  • 3 Days On Market

  Last Sold Price $730,000

  Last Listing Agent David Gallup RE/MAX
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  /29

  $370,000

  • 3 Beds
  • 2 Baths
  • 1,686 Sq Ft

  762 Sheoah Blvd, Winter Springs, FL 32708

  PRICE REDUCTION. This home is located in one of the most desired communities in the Winter Springs area. The home offers 3 bedrooms and 2 bathrooms, an open floor plan, a Florida Room, split bedrooms, high ceiling, crown molding and much more. It is located close to all major highways making easy access to shopping centers and restaurants offering convenient travel to all areas of Central

  Beverly Curry ABSOLUTE REALTY GROUP, LLC

  762 Sheoah Blvd, Winter Springs, FL 32708
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  $239,800 Sold Nov 24, 2025

  122 Kristi Ann Ct, Winter Springs, FL 32708

  • 2 Beds
  • 1.5 Baths
  • 896 Sq Ft
  • Built 1986

  Last Sold Summary

  • 3% Below List Price
  • $268/SF
  • 46 Days On Market

  Current Estimated Value $232,108

  Last Listing Agent Vered Thacker DALTON WADE INC

  122 Kristi Ann Ct, Winter Springs, FL 32708
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  Not Listed For Sale

  611 Casa Park Ct E Unit J, Winter Springs, FL 32708

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft
  • Built 1985

  611 Casa Park Ct E Unit J, Winter Springs, FL 32708

  Last Sold Summary

  • $230/SF
  • 48 Days On Market

  Last Sold Price $225,000

  Last Listing Agent Austin Cummings NEXTDWELL
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  $1,399,900

  • 4 Beds
  • 3 Baths
  • 4,464 Sq Ft

  120 E Bahama Rd, Winter Springs, FL 32708

  This property offers a rare opportunity to own a home with true flexibility, privacy, and long-term value—perfect for today’s evolving lifestyles. Designed with flexibility in mind, this home features a private in-law or guest suite with its own separate exterior entrance and full bathroom, creating an ideal setup for multigenerational living, visiting guests, or a private home office. The in-law

  Alma Merrill EXP REALTY LLC

  120 E Bahama Rd, Winter Springs, FL 32708
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  $402,020 Sold May 05, 2025

  1319 Tarflower Dr, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,476 Sq Ft
  • Built 2024

  Last Sold Summary

  • 1% Above List Price
  • $272/SF
  • 30 Days On Market

  Current Estimated Value $394,211

  Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES

  1319 Tarflower Dr, Winter Springs, FL 32708
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  Not Listed For Sale

  0 E 434 State Rd Unit MFRO6086069, Winter Springs, FL 32708

  0 E 434 State Rd Unit MFRO6086069, Winter Springs, FL 32708

  Last Sold Summary

  • 196 Days On Market

  Last Sold Price $270,000

  Last Listing Agent Robert Arnold SAND DOLLAR REALTY GROUP INC
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  $237,000

  • 2 Beds
  • 2 Baths
  • 1,002 Sq Ft

  506 Club Dr, Winter Springs, FL 32708

  Move-in ready 2-bedroom, 2-bathroom single-level townhome in the heart of Winter Springs! Enjoy an updated kitchen with granite countertops, freshly painted interior, and new flooring. Relax on the screened and tiled lanai overlooking serene greenspace. This quiet, secluded community offers two assigned parking spaces and a community pool just steps from your front door. Residents enjoy amenities

  Kathleen Harrison CALL IT CLOSED INTL REALTY

  506 Club Dr, Winter Springs, FL 32708
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  $220,000 Sold Jul 11, 2025

  601 Casa Park Court B, Winter Springs, FL 32708

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft
  • Built 1984

  Last Sold Summary

  • 12% Below List Price
  • $224/SF
  • 70 Days On Market

  Current Estimated Value $217,604

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

  601 Casa Park Court B, Winter Springs, FL 32708
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  /20

  Est $179,098 Not Listed For Sale

  411 Sheoah Blvd Unit 43, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,400 Sq Ft
  • Built 1973

  411 Sheoah Blvd Unit 43, Winter Springs, FL 32708

  Last Sold Summary

  • 6% Below List Price
  • $136/SF
  • 6 Days On Market

  Last Sold Price $190,000

  Last Listing Agent Chase Morton Tate COMPASS FLORIDA LLC
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  $39,900

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  442 Dorado Dr, Winter Springs, FL 32708

  Hacienda Village a 55+ Community has been updated-Pickel Ball Courts, 2 Pools one heated, Putt Putt, Doggy Park, Tiki Huts, Grills, always something going on. Hacienda Village has easy access to all major highways with beaches and Parks only 45 minutes away. Fire and Police Dept close by, Restaurants, Medical, Shopping and more in the area.

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  442 Dorado Dr, Winter Springs, FL 32708
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  $417,500 Sold Jan 23, 2026

  1433 Whitehall Blvd, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,735 Sq Ft
  • Built 1993

  Last Sold Summary

  • 5% Below List Price
  • $241/SF
  • 108 Days On Market

  Current Estimated Value $420,448

  Last Listing Agent Renee Killiri RED BIRD REALTY OF FLORIDA INC

  1433 Whitehall Blvd, Winter Springs, FL 32708
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  Est $787,534 Not Listed For Sale

  740 Fanning Dr, Winter Springs, FL 32708

  • 5 Beds
  • 4 Baths
  • 3,718 Sq Ft
  • Built 2012

  740 Fanning Dr, Winter Springs, FL 32708

  Last Sold Summary

  • 4% Above List Price
  • $203/SF
  • 2 Days On Market

  Last Sold Price $755,000

  Last Listing Agent Jenn Carlisle LPT REALTY, LLC
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  $455,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,192 Sq Ft

  705 S Gretna Ct, Winter Springs, FL 32708

  **MULTIPLE OFFERS HIGHEST AND BEST BY SUNDAY 2/11 9PM** Welcome to your dream home in the highly sought-after neighborhood of The Highlands! This stunning 4-bedroom, 2.5-bathroom abode boasts elegance, comfort, and functionality all in one. As you step inside, you'll be greeted by a split open floor plan, offering a seamless flow between living spaces. The master suite is a true retreat,

  Brittany Visconti LPT REALTY, LLC

  705 S Gretna Ct, Winter Springs, FL 32708
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  $600,000 Sold Mar 06, 2026

  684 Seven Oaks Blvd, Winter Springs, FL 32708

  • 5 Beds
  • 3 Baths
  • 2,870 Sq Ft
  • Built 2015

  Last Sold Summary

  • 4% Below List Price
  • $209/SF
  • 23 Days On Market

  Current Estimated Value $620,513

  Last Listing Agent Tyler Gibson LPT REALTY, LLC

  684 Seven Oaks Blvd, Winter Springs, FL 32708
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  Not Listed For Sale

  640 Macduff Ln, Winter Springs, FL 32708

  • 6 Beds
  • 5 Baths
  • 2,500 Sq Ft
  • Built 1979

  640 Macduff Ln, Winter Springs, FL 32708

  Last Sold Summary

  • $260/SF
  • 6 Days On Market

  Last Sold Price $650,000

  Last Listing Agent Jaime Leizan EXP REALTY LLC
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  $379,500

  • 3 Beds
  • 2.5 Baths
  • 1,771 Sq Ft

  618 Nighthawk Cir, Winter Springs, FL 32708

  Move in Ready home in Greenspointe section of The Highlands. This Light & Bright Home has No Rear Neighbors and a Nice View of the open space out back. New Tile Roof 2017, New A/C. Primary Bathroom has a Large Step-In Shower/Tub. The community offers a variety of amenities including a Olympic Size Community Pool, Tennis & Pickleball Courts, Audibon Park, Nature Trails and a Clubhouse. Highly

  Paul Buscemi FLORIDA HOME TEAM REALTY LLC

  618 Nighthawk Cir, Winter Springs, FL 32708
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  $436,000 Sold Oct 14, 2025

  3743 Saint Lucie Ct, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 2,223 Sq Ft
  • Built 1988

  Last Sold Summary

  • 7% Below List Price
  • $196/SF
  • 40 Days On Market

  Current Estimated Value $434,389

  Last Listing Agent Caroline Moffitt-Lawton KELLER WILLIAMS HERITAGE REALTY

  3743 Saint Lucie Ct, Winter Springs, FL 32708
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  Est $915,247 Not Listed For Sale

  664 Fanning Dr, Winter Springs, FL 32708

  • 6 Beds
  • 4 Baths
  • 4,172 Sq Ft
  • Built 2013

  664 Fanning Dr, Winter Springs, FL 32708

  Last Sold Summary

  • 5% Below List Price
  • $231/SF
  • 27 Days On Market

  Last Sold Price $965,000

  Last Listing Agent Nohora Gomez COLDWELL BANKER REALTY
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  $400,000

  • Land
  • 2.72 Acres
  • $147,059 per Acre

  835 E State Road 434, Winter Springs, FL 32708

  The lot has been completely cleared and is ready to be developed.

  Keith Moore HOMEVEST REALTY

  835 E State Road 434, Winter Springs, FL 32708
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  $519,000 Sold Dec 30, 2025

  112 Redtail Place, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft
  • Built 1996

  Last Sold Summary

  • 2% Below List Price
  • $260/SF
  • 57 Days On Market

  Current Estimated Value $510,822

  Last Listing Agent Caroline Moffitt-Lawton KELLER WILLIAMS HERITAGE REALTY

  112 Redtail Place, Winter Springs, FL 32708
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  Est $752,707 Not Listed For Sale

  467 Dancing Water Dr, Winter Springs, FL 32708

  • 4 Beds
  • 3.5 Baths
  • 3,400 Sq Ft
  • Built 2019

  467 Dancing Water Dr, Winter Springs, FL 32708

  Last Sold Summary

  • 3% Below List Price
  • $229/SF
  • 8 Days On Market

  Last Sold Price $777,000

  Last Listing Agent David Gallup RE/MAX
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  $499,990

  • 4 Beds
  • 3.5 Baths
  • 2,359 Sq Ft

  1254 Spotted Sandpiper Loop, Winter Springs, FL 32708

  Live luxuriously in almost New Townhouse! Immaculate 3-story townhouse (built 2023) boasts $20,000 in builder upgrades and offers a modern living experience! Unwind while sipping your morning coffee or taking a break on the front porch overlooking serene conservation. Inside, a flexible space on the first floor can be your home office, den, or 4th bedroom with a full en-suite bathroom (including

  Sylvana Minnetto CREEGAN GROUP

  1254 Spotted Sandpiper Loop, Winter Springs, FL 32708
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  $360,000 Sold Jun 16, 2025

  110 N Alderwood St, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 1,284 Sq Ft
  • Built 1973

  Last Sold Summary

  • 1% Below List Price
  • $280/SF
  • 2 Days On Market

  Current Estimated Value $348,815

  Last Listing Agent Stacia Stephenson FLORIDA HOME TEAM REALTY LLC

  110 N Alderwood St, Winter Springs, FL 32708
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  Est $921,189 Not Listed For Sale

  1552 Myrtle Oaks Trail, Oviedo, FL 32765

  • 6 Beds
  • 3.5 Baths
  • 4,210 Sq Ft
  • Built 2020

  1552 Myrtle Oaks Trail, Oviedo, FL 32765

  Last Sold Summary

  • 3% Below List Price
  • $226/SF
  • 12 Days On Market

  Last Sold Price $952,000

  Last Listing Agent Victoria Myers RE/MAX
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  $210,000

  • 3 Beds
  • 2.5 Baths
  • 1,400 Sq Ft

  30 Moree Loop Unit 39, Winter Springs, FL 32708

  Welcome to your move-in ready 3-bedroom, 2.5-bath townhome-style condo located in the desirable Highlands of Winter Springs community known for its beautiful tree-lined streets, scenic walking trails, and resort-style amenities. This stylish home offers approximately 1,400 square feet of updated living space designed for comfort and low-maintenance living. Inside, you’ll find a fully remodeled

  Casey Irwin PARK VIEW REALTY INC

  30 Moree Loop Unit 39, Winter Springs, FL 32708
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  $470,000 Sold Feb 04, 2026

  380 Michael Blake Blvd, Winter Springs, FL 32708

  • 4 Beds
  • 2.5 Baths
  • 1,868 Sq Ft
  • Built 2012

  Last Sold Summary

  • $252/SF
  • 9 Days On Market

  Current Estimated Value $463,952

  Last Listing Agent Virginia Bellhorn WATSON REALTY CORP

  380 Michael Blake Blvd, Winter Springs, FL 32708
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  Est $365,173 Not Listed For Sale

  1479 Connors Ln, Winter Springs, FL 32708

  • 2 Beds
  • 2 Baths
  • 1,247 Sq Ft
  • Built 1985

  1479 Connors Ln, Winter Springs, FL 32708

  Last Sold Summary

  • 2% Above List Price
  • $288/SF
  • 9 Days On Market

  Last Sold Price $359,000

  Last Listing Agent Kelli Martin FLORIDA ONE REAL ESTATE LLC
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  $19,900

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

  346 Casa Grande Dr, Winter Springs, FL 32708

  Beautiful well-kept home-Peaceful backyard, screened in porch, carport with storage shed & laundry facilities. Freshly painted inside. Location: Major Roads nearby about 45 minutes to Beaches & Parks. There are lots of amenities including 2 pools, (1 heated), Pickel ball, Putt Putt, Doggy Park and more. Plenty of activities for all. Base rent is 1075. ( average rent is $1200 which includes a

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  346 Casa Grande Dr, Winter Springs, FL 32708
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  $220,000 Sold Jan 19, 2026

  431 S Alderwood St, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 1,558 Sq Ft
  • Built 1973

  Last Sold Summary

  • 31% Below List Price
  • $141/SF
  • 19 Days On Market

  Current Estimated Value $306,599

  Last Listing Agent Julie Bailey HOME SOLD NETWORK LLC

  431 S Alderwood St, Winter Springs, FL 32708
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  Est $769,182 Not Listed For Sale

  1500 Graceful Doe Loop, Winter Springs, FL 32708

  • 5 Beds
  • 3 Baths
  • 3,287 Sq Ft
  • Built 2021

  1500 Graceful Doe Loop, Winter Springs, FL 32708

  Last Sold Summary

  • 2% Below List Price
  • $239/SF
  • 14 Days On Market

  Last Sold Price $787,000

  Last Listing Agent Tiffany McAlister COMPASS FLORIDA LLC
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  $38,000

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  47 La Vista Dr, Winter Springs, FL 32708

  HACIENDA VILLAGE 55+ 3 bedroom/2 bath with spacious floor plan, extra room with separate A/C/Heat- cute little tiled porch floor. Newer front windows, 2 storage sheds. Hacienda Village is a Legacy Community. Amenities include: Pickle Ball, Small Putt, Putt golf course, doggy park; tiki Huts, some with grills, 2 pools. Recreation Hall (Rec Hall has full kitchen; exercise room, pool tables and

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  47 La Vista Dr, Winter Springs, FL 32708
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  $450,000 Sold Oct 07, 2025

  111 Lido Rd, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 1,849 Sq Ft
  • Built 1979

  Last Sold Summary

  • $243/SF
  • 11 Days On Market

  Current Estimated Value $440,932

  Last Listing Agent Mikael Khaldi HOMESMART

  111 Lido Rd, Winter Springs, FL 32708
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  Est $426,895 Not Listed For Sale

  1509 Little Egret Ln, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,768 Sq Ft
  • Built 2023

  1509 Little Egret Ln, Winter Springs, FL 32708

  Last Sold Summary

  • $243/SF
  • 23 Days On Market

  Last Sold Price $429,000

  Last Listing Agent Dave Bowen LPT REALTY, LLC

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