Winter Springs, FL Homes

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  /16

  $599,000

  • 4 Beds
  • 3.5 Baths
  • 2,502 Sq Ft

  1421 Happy Bird Ln, Winter Springs, FL 32708

  Welcome home! Fall in love this welcoming two-story home that features 4 bedrooms and 3.5 bathrooms, perfectly positioned across from the Cross Seminole Trail. Start your day with a cup of coffee on the charming covered front porch, where you can take in the refreshing breeze and picturesque views of the 13-mile trail that winds through Seminole County and connects to other scenic trails. Step

  

  Brent DeHoop

  RE/MAX ASSURED

  (321) 218-3692

  1421 Happy Bird Ln, Winter Springs, FL 32708
• Explore Winter Springs

• 

  

  

  /25

  $2,200 per month

  • 3 Beds
  • 2 Baths
  • 1,161 Sq Ft
  • House for Rent

  132 Sundance Ct, Winter Springs, FL 32708

  Beautiful 3-bedroom, 2-bath home located in the desirable Seasons at Mt. Greenwood community in Winter Springs. Offering 1,161 sq. ft. of living space, this well-maintained home features a freshly painted interior, granite countertops, rich cherrywood cabinetry, recessed lighting, and vaulted ceilings with a skylight that fills the great room with natural light. Enjoy relaxing on the spacious

  

  Lisa Porzig Finnerty

  PORZIG REALTY

  (689) 308-2002

  132 Sundance Ct, Winter Springs, FL 32708
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  $334,000 Sold May 16, 2025

  131 Heritage Park St, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,886 Sq Ft
  • Built 2005

  Last Sold Summary

  • 3% Below List Price
  • $177/SF
  • 6 Days On Market

  Current Estimated Value $335,091

  Last Listing Agent Cindy Davila IAD FLORIDA LLC

  131 Heritage Park St, Winter Springs, FL 32708
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  /2

  Est $379,271 Not Listed For Sale

  384 Innisbrook Ln, Winter Springs, FL 32708

  • 3 Beds
  • 3.5 Baths
  • 1,844 Sq Ft
  • Built 2013

  384 Innisbrook Ln, Winter Springs, FL 32708

  Last Sold Summary

  • 1% Below List Price
  • $209/SF
  • 192 Days On Market

  Last Sold Price $384,900

  Last Listing Agent Carol van den Berg VAN DEN BERG REAL ESTATE GROUP
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  /44

  $529,900 Pending

  • 4 Beds
  • 2 Baths
  • 1,913 Sq Ft

  1178 Baltic Ln, Winter Springs, FL 32708

  Under contract-accepting backup offers. PRICE IMPROVEMENT!!!! Updated and move-in ready one-story pool home in Winter Springs. This 4-bedroom, 2-bath residence offers approximately 1,774 sq ft with vaulted ceilings, an open and light-filled layout, and a 2-car garage. Recent updates include full interior prime and re-texture, fresh paint, professionally cleaned AC ducts, fireplace cleaning, and a

  

  Alexa Monasterio Flores

  KELLER WILLIAMS ADVANTAGE 2 REALTY

  (321) 341-5004

  1178 Baltic Ln, Winter Springs, FL 32708
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  /17

  $1,450 per month

  • 2 Beds
  • 1.5 Baths
  • 920 Sq Ft
  • Apartment for Rent

  52 N Fairfax Ave, Winter Springs, FL 32708

  One or more photo(s) has been virtually staged. **Limited Time Offer - 1/2 Off Second’s Month Rent! Beautiful property updated and ready for immediate occupancy! This stunning residence features a bright and open floor plan with soaring ceilings and modern luxury vinyl flooring throughout. The modern updated kitchen boasts new grey shaker soft-close cabinets, a dual stainless steel sink, and

  

  Yadira Kitterman

  ORLANDO ADVANTAGE REALTY INC

  (321) 496-5823

  52 N Fairfax Ave, Winter Springs, FL 32708
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  /2

  $482,500 Sold Nov 05, 2025

  1322 Swift Creek Way, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,784 Sq Ft
  • Built 2020

  Last Sold Summary

  • 1% Below List Price
  • $270/SF
  • 18 Days On Market

  Current Estimated Value $478,588

  Last Listing Agent Jason Eckmann JECK ENTERPRISES LLC

  1322 Swift Creek Way, Winter Springs, FL 32708
• 

  /2

  Est $942,712 Not Listed For Sale

  2102 Sturbridge Ct, Winter Springs, FL 32708

  • 4 Beds
  • 4.5 Baths
  • 3,885 Sq Ft
  • Built 2004

  2102 Sturbridge Ct, Winter Springs, FL 32708

  Last Sold Summary

  • 1% Above List Price
  • $241/SF
  • 5 Days On Market

  Last Sold Price $935,000

  Last Listing Agent Hazel Sun RE/MAX
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  /65

  $849,521

  • 4 Beds
  • 2 Baths
  • 2,350 Sq Ft

  1444 Bird Rd, Winter Springs, FL 32708

  One or more photo(s) has been virtually staged. ONE OF A KIND! Stunning Renovated Lakefront Home on Private Peninsula – Rare opportunity to own a beautifully updated lakefront home on a private 1.5-acre peninsula. IN ADDITION: THIS LISTING INCLUDES A VACANT 1/2 ACRE BUILDABLE LOT WHICH MAY BE "SOLD SEPARATELY" OR KEPT AS PART OF THE ESTATE. THE VALUE IS A CONBINATION OF THE 1.5 ACRE ESTATE

  

  Bobby Keen

  KEEN REALTY GROUP, INC.

  (321) 325-3174

  1444 Bird Rd, Winter Springs, FL 32708
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  /39

  $2,550 per month

  • 3 Beds
  • 2.5 Baths
  • 1,914 Sq Ft
  • Townhouse for Rent

  419 Harbor Winds Ct, Winter Springs, FL 32708

  Move-in ready and easy to rent! This 3BR/2.5BA townhome in gated Harbor Winds in Winter Springs offers a fast approval process — no HOA application required.Bright open layout, kitchen with 42” cabinets, granite counters, and stainless steel appliances. Private entrance and screened lanai. Upstairs features wood floors throughout and a spacious primary suite with tray ceiling, jetted tub, and

  

  Rick Brown

  KELLER WILLIAMS ADVANTAGE 2 REALTY

  (321) 341-2409

  419 Harbor Winds Ct, Winter Springs, FL 32708
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  /2

  $630,000 Sold Oct 24, 2025

  1118 Winter Springs Blvd, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 2,340 Sq Ft
  • Built 1979

  Last Sold Summary

  • $269/SF
  • 3 Days On Market

  Current Estimated Value $607,924

  Last Listing Agent Rick Cole KELLER WILLIAMS WINTER PARK

  1118 Winter Springs Blvd, Winter Springs, FL 32708
• 

  /2

  Est $441,932 Not Listed For Sale

  1269 Coral Bean Ln, Winter Springs, FL 32708

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

  1269 Coral Bean Ln, Winter Springs, FL 32708

  Last Sold Summary

  • 3% Below List Price
  • $271/SF

  Last Sold Price $454,167

  Last Listing Agent Stellar Non-Member Agent FL_MFRMLS
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  /55

  $554,900 Pending

  • 3 Beds
  • 2 Baths
  • 2,581 Sq Ft

  839 Bentley Green Cir, Winter Springs, FL 32708

  One or more photo(s) has been virtually staged. Welcome home to Bentley Green! Set within the desirable Bentley Green neighborhood of Tuscawilla, this beautifully maintained three-bedroom, two-bath home offers a blend of space, comfort, and thoughtful updates. A gracious main living area welcomes you with a formal dining space that flows seamlessly into the living room, anchored by a wood-burning

  

  Barrett Spray

  KELLER WILLIAMS ADVANTAGE REALTY

  (321) 449-7489

  839 Bentley Green Cir, Winter Springs, FL 32708
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  /31

  $1,539 - $2,290 per month

  Legends Winter Springs

  1 - 3 Beds

  440 Courtney Springs Cir, Winter Springs, FL 32708

  Legends Winter Springs effortlessly combines exceptional service with outstanding features to provide the ultimate living experience. Located near upscale shopping and entertainment, your home is minutes to Lake Jessup and the excitement of downtown Orlando. Enjoy the peaceful, relaxing atmosphere of Legends Winter Springs. Please call for an appointment today.

  440 Courtney Springs Cir, Winter Springs, FL 32708
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  $360,000 Sold Sep 05, 2025

  171 Mcleods Way, Winter Springs, FL 32708

  • 3 Beds
  • 3.5 Baths
  • 1,854 Sq Ft
  • Built 2007

  Last Sold Summary

  • 6% Below List Price
  • $194/SF
  • 89 Days On Market

  Current Estimated Value $358,561

  Last Listing Agent Jackie Criswell RE/MAX TOWN & COUNTRY REALTY

  171 Mcleods Way, Winter Springs, FL 32708
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  /30

  Est $373,015 Not Listed For Sale

  1267 Marley Ln, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,682 Sq Ft
  • Built 2015

  1267 Marley Ln, Winter Springs, FL 32708

  Last Sold Summary

  • 1% Below List Price
  • $223/SF
  • 7 Days On Market

  Last Sold Price $375,000

  Last Listing Agent Jill Henry COLDWELL BANKER REALTY
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  /49

  $450,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,225 Sq Ft

  1059 Cedar Bay Ln, Winter Springs, FL 32708

  Assumable VA Loan : 2.75%...in the heart of Winter Springs—where comfort, convenience, and lifestyle come together. This spacious 4-bedroom, 3.5-bath home offers a highly desirable layout with a private bedroom and full bath on the first floor, perfect for guests, multi-generational living, or a home office. Your second floor is for entertaining with a big open kitchen, dining space and

  

  Carla Robles

  WATSON REALTY CORP

  (689) 265-4734

  1059 Cedar Bay Ln, Winter Springs, FL 32708
• 

  

  /20

  $3,700 per month

  • 4 Beds
  • 4.5 Baths
  • 3,107 Sq Ft
  • House for Rent

  775 Maple Leaf Loop, Winter Springs, FL 32708

  Discover this stunning 4-bedroom + office/den home designed for comfort, efficiency, and modern living. Equipped with a solar energy system, you'll enjoy significantly reduced utility bills while being environmentally conscious. Upstairs features elegant, engineered wood flooring, while the garage includes its own air conditioning, perfect for a workshop, gym, or extra storage. The gourmet

  Rodriguez Anamaris ADVANCE REALTY & MANAGEMENT LLC

  775 Maple Leaf Loop, Winter Springs, FL 32708
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  /2

  $510,000 Sold May 15, 2025

  113 Golden Crest Ct, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,766 Sq Ft
  • Built 1995

  Last Sold Summary

  • 2% Below List Price
  • $289/SF
  • 30 Days On Market

  Current Estimated Value $489,819

  Last Listing Agent Valerie Casals INVESTOR'S REAL ESTATE LLC

  113 Golden Crest Ct, Winter Springs, FL 32708
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  Est $529,228 Not Listed For Sale

  1107 Pheasant Cir, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 2,038 Sq Ft
  • Built 1978

  1107 Pheasant Cir, Winter Springs, FL 32708

  Last Sold Summary

  • 2% Below List Price
  • $265/SF
  • 6 Days On Market

  Last Sold Price $540,000

  Last Listing Agent Laura Leigh Wood RE/MAX
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  /41

  $575,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,315 Sq Ft

  523 Saddlewood Ln, Winter Springs, FL 32708

  Under contract-accepting backup offers. Step through grand double doors into this beautifully updated 4 bedroom, 3 bath pool home filled with natural light and thoughtful design. The bright, open living space features a cozy wood burning fireplace and panoramic views of the screened pool and deck, creating the perfect setting for everyday living and entertaining.The fully renovated kitchen

  

  Sanjeev Malik

  EXP REALTY LLC

  (321) 496-8646

  523 Saddlewood Ln, Winter Springs, FL 32708
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  $1,610 - $2,790 per month

  RIZE at Winter Springs

  1 - 3 Beds

  150 Bear Springs Dr, Winter Springs, FL 32708

  RiZE at Winter Springs is a beautiful apartment community located in Winter Springs, Florida.All renderings, 3D Tours, Walkthrough Video Tours, Matterport Tours, and other multimedia materials are provided for illustrative and reference purposes only. Renderings are an artist’s conception and may not accurately represent the actual features, materials, finishes, or layout of any specific

  150 Bear Springs Dr, Winter Springs, FL 32708
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  /12

  Sold Aug 04, 2025

  1318 Tarflower Dr, Winter Springs, FL 32708

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

  Move in Ready Sold Summary

  • 137 Days On Market

  Mattamy Homes Hickory Grove

  1318 Tarflower Dr, Winter Springs, FL 32708
• 

  /2

  Est $138,125 Not Listed For Sale

  30 Sheoah Blvd Unit 22, Winter Springs, FL 32708

  • 1 Bed
  • 1 Bath
  • 710 Sq Ft
  • Built 1973

  30 Sheoah Blvd Unit 22, Winter Springs, FL 32708

  Last Sold Summary

  • 1% Below List Price
  • $197/SF
  • 26 Days On Market

  Last Sold Price $140,000

  Last Listing Agent Kevan Patel CENTRAL FLORIDA REALTY MANAGEMENT LLC
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  /53

  $399,000

  • 3 Beds
  • 2.5 Baths
  • 1,721 Sq Ft

  622 Anhinga Rd, Winter Springs, FL 32708

  NEW ROOF!!! NEW ROOF!!! NEW ROOF!!! The roof is currently being replaced — what you have been waiting for is finally here. Take advantage of this opportunity to own a home with a BRAND NEW roof, offering peace of mind, easier insurance, and long-term value. This 3-bedroom, 2.5-bathroom home offers over 1,700 sq ft of living space and is located in a top-rated Seminole County school zone. The

  

  Alexa Monasterio Flores

  KELLER WILLIAMS ADVANTAGE 2 REALTY

  (321) 215-7420

  622 Anhinga Rd, Winter Springs, FL 32708
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  $2,900 per month

  • 4 Beds
  • 2 Baths
  • 1,947 Sq Ft
  • House for Rent

  781 Seneca Meadows Rd, Winter Springs, FL 32708

  This lovely home is located in the sought-after Parkstone gated subdivision in Winter Springs. The house has been updated with a Gorgeous Modern kitchen which has beautiful granite countertops, tall cabinets and Stainless Steel Appliances. Easy to clean with Ceramic tiles in the entire house, including the 2 cars garage. This home has 4 bedrooms, 2 bathrooms and 3 living areas (one formal living

  Rosa Urena LA ROSA REALTY PREMIER LLC

  781 Seneca Meadows Rd, Winter Springs, FL 32708
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  /12

  $436,494 Sold Jan 21, 2026

  1308 Crab Apple Ln, Winter Springs, FL 32708

  • 4 Beds
  • 2.5 Baths
  • 1,678 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $260/SF
  • 282 Days On Market

  Current Estimated Value $393,301

  Mattamy Homes Hickory Grove

  1308 Crab Apple Ln, Winter Springs, FL 32708
• 

  /2

  Est $778,533 Not Listed For Sale

  206 Morton Ln, Winter Springs, FL 32708

  • 4 Beds
  • 2.5 Baths
  • 2,916 Sq Ft
  • Built 1972

  206 Morton Ln, Winter Springs, FL 32708

  Last Sold Summary

  • $267/SF
  • 75 Days On Market

  Last Sold Price $780,000

  Last Listing Agent Tess Muccigrosso RE/MAX
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  /64

  $775,000

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

  648 Fanning Dr, Winter Springs, FL 32708

  NEW PRICE! Welcome to 648 Fanning Drive in Winter Springs, a beautifully maintained 5 bedroom, 4 bathroom home offering 3,718 square feet of thoughtfully designed living space, a highly functional triple split floor plan, and significant recent upgrades including a brand new roof installed in 2025 and a new HVAC system with integrated dehumidifier installed in 2024. Built in 2012, this spacious

  

  Amanda Miller

  RE/MAX CENTRAL REALTY

  (321) 485-7913

  648 Fanning Dr, Winter Springs, FL 32708
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  $1,116 - $1,810 per month

  Avenues at Winter Springs

  1 - 3 Beds

  1 Laurel Oaks Dr, Winter Springs, FL 32708

  Experience resort-style living at The Avenues at Winter Springs! Our pet-friendly community offers spacious 1, 2, and 3-bedroom apartment homes with modern finishes and everyday conveniences.Enjoy amenities like a resort-style pool with sundeck, 24-hour fitness and wellness center, tennis court, playground, and leash-free pet park. Stay connected with 400 Mbps internet, and take advantage

  1 Laurel Oaks Dr, Winter Springs, FL 32708
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  /2

  $330,000 Sold Apr 07, 2025

  458 Lancers Dr, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,470 Sq Ft
  • Built 1995

  Last Sold Summary

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

  Current Estimated Value $327,885

  Last Listing Agent Amar Guemraoui AGG REALTY & MANAGEMENT LLC

  458 Lancers Dr, Winter Springs, FL 32708
• 

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  Est $383,901 Not Listed For Sale

  599 Alton Rd, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,563 Sq Ft
  • Built 1983

  599 Alton Rd, Winter Springs, FL 32708

  Last Sold Summary

  • 3% Below List Price
  • $253/SF
  • 6 Days On Market

  Last Sold Price $395,000

  Last Listing Agent Joey Bruno CHARLES RUTENBERG REALTY ORLANDO
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  /60

  $895,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,846 Sq Ft

  1539 Eagle Nest Cir, Winter Springs, FL 32708

  Under contract-accepting backup offers. Tucked away in the private, tree-lined streets of Glen Eagle, one of Tuscawilla’s most exclusive enclaves, this timeless custom residence blends graceful architecture with relaxed luxury. Designed for those who value elegance, privacy, and ease, this 4-bedroom, 3-bath estate offers a rare opportunity to experience refined living in a serene setting. A

  

  Nick Gustafson

  FLORIDA REALTY INVESTMENTS

  (321) 342-3305

  1539 Eagle Nest Cir, Winter Springs, FL 32708
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  /30

  $2,499 per month

  • 3 Beds
  • 2 Baths
  • 1,759 Sq Ft
  • House for Rent

  3847 Biscayne Dr, Winter Springs, FL 32708

  Welcome home! This charming 3-bedroom, 2-bathroom home at 3847 Biscayne Drive in Winter Springs is available for immediate move-in. The property offers a comfortable and functional layout with well-sized bedrooms and bathrooms, perfect for everyday living. The kitchen provides ample cabinet and counter space, making meal preparation and storage easy and convenient.The home features a bright

  Steve Simpson 407 PROPERTIES

  3847 Biscayne Dr, Winter Springs, FL 32708
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  /2

  $385,000 Sold May 16, 2025

  734 Adidas Rd, Winter Springs, FL 32708

  • 2 Beds
  • 2 Baths
  • 1,413 Sq Ft
  • Built 1984

  Last Sold Summary

  • 6% Below List Price
  • $272/SF
  • 35 Days On Market

  Current Estimated Value $377,292

  Last Listing Agent Susan Williams COLDWELL BANKER REALTY

  734 Adidas Rd, Winter Springs, FL 32708
• 

  /2

  Est $606,369 Not Listed For Sale

  729 Timberwilde Ave, Winter Springs, FL 32708

  • 4 Beds
  • 3 Baths
  • 2,376 Sq Ft
  • Built 1997

  729 Timberwilde Ave, Winter Springs, FL 32708

  Last Sold Summary

  • 3% Below List Price
  • $263/SF
  • 11 Days On Market

  Last Sold Price $625,000

  Last Listing Agent Ken Pozek REAL BROKER, LLC
• 

  

  /15

  $224,900

  • 3 Beds
  • 2 Baths
  • 1,032 Sq Ft

  328 San Miguel St, Winter Springs, FL 32708

  Welcome home to this charming 3-bedroom, 2-bathroom home, which offers 1,032 square feet of beautifully updated living space. This property features a newly painted interior and a fully remodeled eat-in kitchen equipped with brand-new stainless steel appliances, shaker cabinets with modern hardware, a trendy backsplash, and granite countertops. The home is designed with a functional split-floor

  

  Carmen Vazquez

  REALTY TECH INC

  (321) 463-4822

  328 San Miguel St, Winter Springs, FL 32708
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  /53

  $1,100 - $1,600 per month

  Mosswood

  Studio - 2 Beds

  101 Mosswood Cir, Winter Springs, FL 32708

  Welcome to Mosswood Apartments! At Mosswood, you'll find comfortable apartments with washer/dryer connections & extra storage. We're located just north of Orlando in Winter Springs, FL. Come home to our quiet residential setting & lake views that have easy access to I-417 and public transportation. Our single-story, villa-style East Winter Springs apartments feature private entrances and patios

  101 Mosswood Cir, Winter Springs, FL 32708
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  $890,000 Sold Jul 25, 2025

  1141 Waldorf Ct, Winter Springs, FL 32708

  • 4 Beds
  • 3 Baths
  • 2,680 Sq Ft
  • Built 1999

  Last Sold Summary

  • 5% Above List Price
  • $332/SF
  • 6 Days On Market

  Current Estimated Value $850,097

  Last Listing Agent Sarah Darbor DJ & LINDSEY REAL ESTATE

  1141 Waldorf Ct, Winter Springs, FL 32708
• 

  /2

  Est $719,733 Not Listed For Sale

  176 Nandina Terrace, Winter Springs, FL 32708

  • 5 Beds
  • 3 Baths
  • 3,042 Sq Ft
  • Built 1997

  176 Nandina Terrace, Winter Springs, FL 32708

  Last Sold Summary

  • $238/SF
  • 22 Days On Market

  Last Sold Price $723,000

  Last Listing Agent CARLA RHODES COLDWELL BANKER REALTY

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