Winter Springs, FL Homes

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  $269,900

  • 3 Beds
  • 2 Baths
  • 1,089 Sq Ft

  270 San Gabriel St, Winter Springs, FL 32708

  Welcome to 270 San Gabriel Street in Winter Springs, Florida — this home perfectly blends comfort, style, and the easygoing "Florida" lifestyle. A well-cared-for, single-story residence featuring vaulted ceilings and an open great-room plan that creates a bright, spacious feel throughout. The home’s neutral décor and ceramic tile flooring make it move-in ready, and all appliances stay, so you can

  Alie Gattis MAINFRAME REAL ESTATE

  270 San Gabriel St, Winter Springs, FL 32708
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  $470,000 Sold Mar 26, 2025

  210 Wooded Vine Dr, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft
  • Built 2019

  Last Sold Summary

  • $280/SF
  • 7 Days On Market

  Current Estimated Value $471,442

  Last Listing Agent Stephanie Pitts KELLER WILLIAMS CLASSIC

  210 Wooded Vine Dr, Winter Springs, FL 32708
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  Est $510,913 Not Listed For Sale

  1604 Sapphire Star Dr, Oviedo, FL 32765

  • 4 Beds
  • 2 Baths
  • 1,976 Sq Ft
  • Built 2013

  1604 Sapphire Star Dr, Oviedo, FL 32765

  Last Sold Summary

  • 4% Below List Price
  • $268/SF
  • 72 Days On Market

  Last Sold Price $530,000

  Last Listing Agent Andres Gaviria FLORIDA REALTY INVESTMENTS
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  $450,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,657 Sq Ft

  1331 Augusta National Blvd, Winter Springs, FL 32708

  Under contract-accepting backup offers. Welcome to easy living in the golf community of Tuscawilla in Winter Springs! This beautifully maintained 3-bedroom home PLUS office/den offers an open layout with vaulted ceilings, ceramic tile flooring, and abundant natural light throughout. The updated eat-in kitchen with breakfast bar and modern finishes flows seamlessly into the main living areas,

  Allison Day RE/MAX TOWN & COUNTRY REALTY

  1331 Augusta National Blvd, Winter Springs, FL 32708
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  $500,000 Sold Oct 24, 2025

  221 Morton Ln, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 2,064 Sq Ft
  • Built 1977

  Last Sold Summary

  • 5% Above List Price
  • $242/SF
  • 5 Days On Market

  Current Estimated Value $487,142

  Last Listing Agent Beth Hobart MAINFRAME REAL ESTATE

  221 Morton Ln, Winter Springs, FL 32708
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  Est $520,706 Not Listed For Sale

  218 Wooded Vine Dr, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,986 Sq Ft
  • Built 2019

  218 Wooded Vine Dr, Winter Springs, FL 32708

  Last Sold Summary

  • 2% Below List Price
  • $267/SF
  • 2 Days On Market

  Last Sold Price $529,900

  Last Listing Agent Sarah Palmer RE/MAX
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  $600,000

  • 4 Beds
  • 2.5 Baths
  • 2,541 Sq Ft

  689 Seven Oaks Blvd, Winter Springs, FL 32708

  This 4 bedroom pool home has an office + a loft, theres room for everyone. Extending an estimated 228 from front to back this home sits on one of the largest lots in the neighborhood for the ultimate in outdoor potential. Enjoy the views from your screened in lanai or in the pool. $50,000 in solar panels will be paid off by the seller at closing. The kitchen is the heart of the home that

  Dan Teston EXP REALTY LLC

  689 Seven Oaks Blvd, Winter Springs, FL 32708
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  $335,000 Sold Apr 11, 2025

  711 Briarwood Dr, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 1979

  Last Sold Summary

  • 3% Above List Price
  • $258/SF
  • 32 Days On Market

  Current Estimated Value $324,522

  Last Listing Agent Devin Nixon EXP REALTY LLC

  711 Briarwood Dr, Winter Springs, FL 32708
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  Est $583,468 Not Listed For Sale

  170 Wooded Vine Dr, Casselberry, FL 32708

  • 4 Beds
  • 3.5 Baths
  • 2,470 Sq Ft
  • Built 2019

  170 Wooded Vine Dr, Casselberry, FL 32708

  Last Sold Summary

  • 1% Below List Price
  • $239/SF
  • 25 Days On Market

  Last Sold Price $590,000

  Last Listing Agent Rick Protheroe RE/MAX
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  $289,900 Pending

  • 2 Beds
  • 2 Baths
  • 1,236 Sq Ft

  100 Silver Sea Rd, Winter Springs, FL 32708

  Under contract-accepting backup offers. Welcome to this beautifully maintained 2 bedroom, 2 bathroom townhome located in the Golfside Villas community. Situated on a corner lot, this home offers added privacy and a peaceful setting with tranquil wooded views in the back. A charming private courtyard welcomes you before entering the home. Inside, you’ll find high ceilings that enhance the light

  Carla Cabrera MODERN WORLD REALTY LLC

  100 Silver Sea Rd, Winter Springs, FL 32708
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  $350,000 Sold May 02, 2025

  351 Lansbrook Ln, Winter Springs, FL 32708

  • 2 Beds
  • 2 Baths
  • 1,129 Sq Ft
  • Built 2007

  Last Sold Summary

  • $310/SF
  • 5 Days On Market

  Current Estimated Value $338,306

  Last Listing Agent Tania Crandall SHORESTONE PROPERTY GROUP

  351 Lansbrook Ln, Winter Springs, FL 32708
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  Est $248,919 Not Listed For Sale

  610 Casa Park Ct E, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,078 Sq Ft
  • Built 1984

  610 Casa Park Ct E, Winter Springs, FL 32708

  Last Sold Summary

  • 5% Below List Price
  • $243/SF
  • 2 Days On Market

  Last Sold Price $262,000

  Last Listing Agent Kim Byerly THE REAL ESTATE COLLECTION LLC
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  $439,000

  • 3 Beds
  • 2 Baths
  • 1,804 Sq Ft

  1011 W Pebble Beach Cir, Winter Springs, FL 32708

  Welcome to effortless living in the highly sought-after Tuscawilla golf community in Winter Springs, Florida, where comfort meets convenience and lifestyle takes center stage. This beautifully maintained 3-bedroom home offers a bright, open layout with soaring vaulted ceilings and stylish laminate flooring that flows seamlessly throughout. Natural light pours in, creating a warm and inviting

  Brittany Pride EXP REALTY LLC

  1011 W Pebble Beach Cir, Winter Springs, FL 32708
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  $410,000 Sold May 16, 2025

  702 Barrington Cir, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,480 Sq Ft
  • Built 1989

  Last Sold Summary

  • $277/SF
  • 7 Days On Market

  Current Estimated Value $403,866

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

  702 Barrington Cir, Winter Springs, FL 32708
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  Est $680,457 Not Listed For Sale

  997 Eagle Bay St, Winter Springs, FL 32708

  • 4 Beds
  • 3.5 Baths
  • 3,094 Sq Ft
  • Built 2012

  997 Eagle Bay St, Winter Springs, FL 32708

  Last Sold Summary

  • 1% Below List Price
  • $221/SF
  • 14 Days On Market

  Last Sold Price $685,000

  Last Listing Agent Christina Frucci RE/MAX
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  $369,900

  • 4 Beds
  • 2 Baths
  • 1,312 Sq Ft

  113 Lido Rd, Winter Springs, FL 32708

  Welcome home to this 4 bedroom 2 bath in the heart of Winter Springs! Walk thru the front door to be wowed with LVP flooring and a spacious living space with large windows letting in natural light. The eat-in space in the kitchen features French doors leading out into the oversized backyard perfect for a summer game of baseball or even a firepit for those cool FL nights. Kitchen has updated real

  Nicole Anderson HD REALTY LLC

  113 Lido Rd, Winter Springs, FL 32708
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  $435,990 Sold May 23, 2025

  1267 Tarflower Dr, Winter Springs, FL 32708

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

  Last Sold Summary

  • 10% Below List Price
  • $260/SF
  • 158 Days On Market

  Current Estimated Value $429,621

  Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES

  1267 Tarflower Dr, Winter Springs, FL 32708
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  Est $201,273 Not Listed For Sale

  Unlisted Address

  • 2 Beds
  • 2 Baths
  • 945 Sq Ft
  • Built 1988

  Unlisted Address

  Last Sold Summary

  • 1% Above List Price
  • $212/SF
  • 4 Days On Market

  Last Sold Price $200,000

  Last Listing Agent Alfredo Guardado ASSISTANCE REALTY INT INC
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  $899,999 Open Sat 11AM - 4PM

  • 4 Beds
  • 3 Baths
  • 3,284 Sq Ft

  981 Tuskawilla Trail, Winter Springs, FL 32708

  Price Improvement! Now offered at $899,000 — Exceptional opportunity in the Tuskawilla / Winter Springs area. This beautifully maintained single-family residence offers 4 bedrooms, 3 bathrooms, and a thoughtfully designed open-concept layout ideal for everyday living and entertaining. Enjoy lake views and true Florida living with a private swimming pool, expansive outdoor space, and a generous

  Marisela Barazarte Moron LA ROSA REALTY PREMIER LLC

  981 Tuskawilla Trail, Winter Springs, FL 32708
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  $390,000 Sold Jun 20, 2025

  939 Glen Abbey Cir, Winter Springs, FL 32708

  • 3 Beds
  • 3 Baths
  • 1,667 Sq Ft
  • Built 2001

  Last Sold Summary

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

  Current Estimated Value $393,152

  Last Listing Agent Dean Gonzalez KELLER WILLIAMS ADVANTAGE 2 REALTY

  939 Glen Abbey Cir, Winter Springs, FL 32708
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  Est $468,091 Not Listed For Sale

  1505 Corkery Ct, Winter Springs, FL 32708

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

  1505 Corkery Ct, Winter Springs, FL 32708

  Last Sold Summary

  • $255/SF
  • 0 Days On Market

  Last Sold Price $469,900

  Last Listing Agent Kim Coburn RE/MAX
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  $339,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,362 Sq Ft

  604 Murphy Rd, Winter Springs, FL 32708

  Under contract-accepting backup offers. Looking for a move in ready & affordable home in Winter Springs? This home features new paint and updated LPV flooring, with block construction, 2 Car Garage and an updated roof. You will enjoy a large backyard with no rear neighbors, a pond view, and Boat / RV Parking. With No HOA restrictions, you have the freedom to customize and personalize your space.

  Ryan Minadie COLDWELL BANKER REALTY

  604 Murphy Rd, Winter Springs, FL 32708
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  $210,000 Sold May 06, 2025

  505 Shadow Glenn Place, Winter Springs, FL 32708

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

  Last Sold Summary

  • 24% Below List Price
  • $155/SF
  • 124 Days On Market

  Current Estimated Value $220,104

  Last Listing Agent Veronica Figueroa EXP REALTY LLC

  505 Shadow Glenn Place, Winter Springs, FL 32708
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  Est $858,479 Not Listed For Sale

  720 Fanning Dr, Winter Springs, FL 32708

  • 7 Beds
  • 4 Baths
  • 4,182 Sq Ft
  • Built 2012

  720 Fanning Dr, Winter Springs, FL 32708

  Last Sold Summary

  • $204/SF
  • 18 Days On Market

  Last Sold Price $855,000

  Last Listing Agent Tony Ubaldini EXP REALTY LLC
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  /19

  $318,900 Pending

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

  554 Pinebranch Cir, Winter Springs, FL 32708

  Under contract-accepting backup offers. Short Sale. Short Sale and new price approved by the bank! Welcome to Barclay Reserve, a private and gated community in Winter Springs! This beautifully maintained townhome is located in the highly sought-after “A” rated Seminole County school district. Inside, you’ll find gorgeous laminate flooring throughout the main living areas, with ceramic tile in the

  Lucilma Roman LLC LA ROSA REALTY CW PROPERTIES L

  554 Pinebranch Cir, Winter Springs, FL 32708
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  $415,000 Sold May 22, 2025

  605 Marni Dr, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,421 Sq Ft
  • Built 1985

  Last Sold Summary

  • 3% Below List Price
  • $292/SF
  • 82 Days On Market

  Current Estimated Value $397,543

  Last Listing Agent Maria Shreve RE/MAX TOWN CENTRE

  605 Marni Dr, Winter Springs, FL 32708
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  Est $519,158 Not Listed For Sale

  1367 Brave Wolf Point, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,986 Sq Ft
  • Built 2020

  1367 Brave Wolf Point, Winter Springs, FL 32708

  Last Sold Summary

  • 1% Below List Price
  • $264/SF
  • 0 Days On Market

  Last Sold Price $525,000

  Last Listing Agent Fran Zvaigzne COLDWELL BANKER REALTY
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  $35,900

  • 2 Beds
  • 2 Baths
  • 1,092 Sq Ft

  100 Hacienda Dr, Winter Springs, FL 32708

  This home boasts a spacious alley-style kitchen equipped with all appliances, including a built-in microwave and features a cozy breakfast nook or sitting area. The expansive living room offers endless possibilities for furniture arrangements and includes a large window that welcomes the natural Florida sunlight. The dining area is ample enough to accommodate a generous table for gatherings or

  Isabel Dalgleish Four Star Homes, Inc.

  100 Hacienda Dr, Winter Springs, FL 32708
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  $569,000 Sold Sep 11, 2025

  696 Venture Ct, Winter Springs, FL 32708

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

  Last Sold Summary

  • $275/SF
  • 6 Days On Market

  Current Estimated Value $556,555

  Last Listing Agent Fran Zvaigzne COLDWELL BANKER REALTY

  696 Venture Ct, Winter Springs, FL 32708
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  Not Listed For Sale

  0 Florida Ave, Winter Springs, FL 32708

  0 Florida Ave, Winter Springs, FL 32708

  Last Sold Summary

  • 148 Days On Market

  Last Sold Price $83,000

  Last Listing Agent Chandler Williams EXIT REALTY PREMIER LEGACY
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  $748,500

  • 5 Beds
  • 3 Baths
  • 3,385 Sq Ft

  1553 Cranston St, Winter Springs, FL 32708

  Nestled in the heart of Winter Springs, this lovely 5-bedroom, 3-bathroom pool home offers the perfect blend of comfort and convenience. Located in a serene and gated neighborhood with easy access to major roadways, Downtown Orlando, UCF and other top-rated schools, this home is ideal for those looking to experience the best of suburban living in Central Florida. Interior features include a

  Ari Rokh LEGACY REALTY & BROKERS LLC

  1553 Cranston St, Winter Springs, FL 32708
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  $897,000 Sold May 15, 2025

  231 Chestnut Ridge St, Winter Springs, FL 32708

  • 5 Beds
  • 3.5 Baths
  • 2,908 Sq Ft
  • Built 1993

  Last Sold Summary

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

  Current Estimated Value $855,157

  Last Listing Agent Vasiliki Rollas YOUNG REAL ESTATE

  231 Chestnut Ridge St, Winter Springs, FL 32708
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  Est $440,454 Not Listed For Sale

  1145 Orange Ave, Winter Springs, FL 32708

  • 3 Beds
  • 3.5 Baths
  • 2,294 Sq Ft
  • Built 2015

  1145 Orange Ave, Winter Springs, FL 32708

  Last Sold Summary

  • 4% Below List Price
  • $199/SF
  • 121 Days On Market

  Last Sold Price $457,500

  Last Listing Agent Denise McKinley RE/MAX
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  $379,000 Pending

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

  704 Lancewood Dr, Winter Springs, FL 32708

  Under contract-accepting backup offers. Don’t miss your opportunity to buy this beautiful FOUR bed POOL home with a detached BONUS OFFICE! This home is perfect for entertaining family and friends. Enjoy the beautiful WELL-LIT VAULTED ceilings. CERAMIC TILE and LAMINATE flooring throughout. The kitchen features tiled BACKSPLASH and STAINLESS STEEL appliances. In the owner’s suite you’ll have

  Amanda Haines PREFERRED REAL ESTATE BROKERS II

  704 Lancewood Dr, Winter Springs, FL 32708
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  $215,000 Sold Jul 30, 2025

  270 Moree Loop Unit 3, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,400 Sq Ft
  • Built 1978

  Last Sold Summary

  • $154/SF

  Current Estimated Value $213,160

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

  270 Moree Loop Unit 3, Winter Springs, FL 32708
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  Est $514,869 Not Listed For Sale

  1328 Swift Creek Way, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,986 Sq Ft
  • Built 2020

  1328 Swift Creek Way, Winter Springs, FL 32708

  Last Sold Summary

  • 2% Below List Price
  • $264/SF
  • 6 Days On Market

  Last Sold Price $525,000

  Last Listing Agent Jennifer Christ RE/MAX
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  $79,900

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  168 Costa Cir, Winter Springs, FL 32708

  BEAUTIFUL RENOVATED HOME with ALL NEW APPLIANCES including a surface gas stove, new hot water heater & HVAC. Beautiful 4 panel doors, vinyl flooring throughout.All new vapor barrier and installation underneath. New homes will be put in next door and this home has beautiful landscaping all around. This is a must see home! Shopping,Restaurants, major highways nearby. Fire Department, hospital,

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  168 Costa Cir, Winter Springs, FL 32708
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  $940,000 Sold Apr 16, 2025

  1554 Eagle Nest Cir, Winter Springs, FL 32708

  • 4 Beds
  • 3 Baths
  • 3,404 Sq Ft
  • Built 1994

  Last Sold Summary

  • 2% Above List Price
  • $276/SF
  • 3 Days On Market

  Current Estimated Value $905,299

  Last Listing Agent Diane Sterling KELLER WILLIAMS ADVANTAGE REALTY

  1554 Eagle Nest Cir, Winter Springs, FL 32708
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  Est $407,065 Not Listed For Sale

  1170 Spotted Sandpiper Loop, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,521 Sq Ft
  • Built 2023

  1170 Spotted Sandpiper Loop, Winter Springs, FL 32708

  Last Sold Summary

  • 6% Below List Price
  • $285/SF
  • 39 Days On Market

  Last Sold Price $432,803

  Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC
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  $249,900

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

  1305 Park Villa Place, Winter Springs, FL 32708

  Outstanding 2 BD 1.5 BT! Open-concept, two-story home with a lot of natural light Move-in Ready. New AC (4 Years New) & Newer Appliances. Great Schools! Community Pool. 2 parking Spaces. Walk to Trotwood & Trail. Hurry! Won't last!

  Caroline Moffitt-Lawton KELLER WILLIAMS HERITAGE REALTY

  1305 Park Villa Place, Winter Springs, FL 32708

Showing Results 361 - 400, Page 10 of 18