Winter Springs, FL Homes

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  $135,500 Pending

  • 2 Beds
  • 2 Baths

  63 Majorca Dr, Winter Springs, FL 32708

  Brand-new 2026 Home - The Laguna - offering modern design and quality craftsmanship throughout. This beautifully appointed residence features recessed lighting, elegant crown molding, and luxury plank flooring that flows seamlessly through the home. The stylish kitchen is equipped with stainless steel appliances, creating a sleek and functional space for everyday living and entertaining. A

  Todd Vagts Hacienda Village

  63 Majorca Dr, Winter Springs, FL 32708
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  $2,500 Per Month

  • 3 Beds
  • 3.5 Baths
  • 1,844 Sq Ft
  • Townhouse for Rent

  373 Old Farm Ln, Winter Springs, FL 32708

  Welcome to this beautifully designed 3-story townhome located at 373 Old Farm Lane in desirable Winter Springs. Offering a versatile layout and modern comforts, this home is ideal for those seeking both functionality and style. The first floor features a private bedroom with a full bathroom—perfect for guests, a home office, or multigenerational living—along with a spacious double garage for

  Carissa Lawhun FLORIDA REALTY INVESTMENTS

  373 Old Farm Ln, Winter Springs, FL 32708
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  $362,000 Sold Aug 04, 2025

  1109 Gator Ln, Winter Springs, FL 32708

  • Land
  • 1.04 Acres
  • $348,077 per Acre

  Last Sold Summary

  • 10% Below List Price
  • 135 Days On Market

  Current Estimated Value $376,377

  Last Listing Agent Paul P. Partyka PARTYKA GROUP INC

  1109 Gator Ln, Winter Springs, FL 32708
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  /2

  Est $452,576 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

  • $271/SF

  • Last Sold Price $454,167
  • Mar 21, 2025

  Last Listing Agent Stellar Non-Member Agent FL_MFRMLS
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  /18

  $789,000

  • 8 Beds
  • 8 Baths
  • 3,636 Sq Ft

  10 N Fairfax Ave, Winter Springs, FL 32708

  **Multiple offers received. Seller requests highest & best offers by 1 PM Tuesday, 5/12.** Turnkey FULLY RENOVATED quadplex in desirable Winter Springs. NO HOA!! Major updates (2019–2020) include ROOF, HVAC, PLUMBING, INTERIORS and ELECTRIC BREAKER PANERL & APPLIANCES—minimizing near-term maintenance. SOLID CONCRETE BLOCK BUILDING! All FOUR UNITS are fully RENOVATED with MODERN finishes and

  John Sadri JOHN SADRI & COMPANY

  10 N Fairfax Ave, Winter Springs, FL 32708
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  /35

  $2,650 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,667 Sq Ft
  • House for Rent

  939 Glen Abbey Cir, Winter Springs, FL 32708

  This beautifully maintained home in Tuscawilla is ready for you, featuring an updated kitchen, open floor plan, large primary suite, screened patio and 2 car garage. Greenbriar has a private pool for residents, and you'll love all of the Tuscawilla parks, playgrounds, and access to the Cross-Seminole Trail for biking, walking or jogging. Conveniently located near shopping, tons of restaurants,

  Azim Manji WEICHERT REALTORS HALLMARK PRO

  939 Glen Abbey Cir, Winter Springs, FL 32708
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  /2

  $649,000 Sold Apr 10, 2026

  102 Avery Lake Dr, Winter Springs, FL 32708

  • 4 Beds
  • 3 Baths
  • 2,713 Sq Ft
  • Built 2002

  Last Sold Summary

  • $239/SF
  • 2 Days On Market

  Current Estimated Value $645,800

  Last Listing Agent Bobby Keen KEEN REALTY GROUP, INC.

  102 Avery Lake Dr, Winter Springs, FL 32708
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  Est $430,885 Not Listed For Sale

  1197 Orange Ave, Winter Springs, FL 32708

  • 4 Beds
  • 3.5 Baths
  • 2,164 Sq Ft
  • Built 2013

  1197 Orange Ave, Winter Springs, FL 32708

  Last Sold Summary

  • 3% Above List Price
  • $194/SF
  • 30 Days On Market

  • Last Sold Price $420,000
  • Mar 31, 2025

  Last Listing Agent Brian Teach COLDWELL BANKER REALTY
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  /20

  $375,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft

  655 Murphy Rd, Winter Springs, FL 32708

  This charming 3-bedroom, 2-bath home features beautifully remodeled bathrooms and a spacious primary suite. Enjoy the convenience of a combined laundry and pantry room, along with a reverse osmosis system for enhanced water quality. A well designed layout offers comfort and functionality throughout, perfect for everyday living

  Maryam Zayed CHARLES RUTENBERG REALTY ORLANDO

  655 Murphy Rd, Winter Springs, FL 32708
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  /16

  $1,795 Per Month

  • 3 Beds
  • 2 Baths
  • 1,187 Sq Ft
  • House for Rent

  506 San Gabriel Ct, Winter Springs, FL 32708

  Move In Special! Receive $250 OFF your first month of rent if approved and moving in by February 23rd!Welcome home to 506 San Gabriel Court, a charming 3 bedroom, 2 bath home featuring 1,187 square feet of living space. As you enter the home, you are welcomed into the main living area, featuring vaulted ceilings and plenty of natural light through the numerous windows and sliding glass

  Justin Recca INNOVATIVE REALTY, LLC

  506 San Gabriel Ct, Winter Springs, FL 32708
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  /2

  $347,000 Sold Apr 29, 2026

  420 Harbor Winds Ct, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,914 Sq Ft
  • Built 2007

  Last Sold Summary

  • 7% Below List Price
  • $181/SF
  • 32 Days On Market

  Current Estimated Value $370,093

  Last Listing Agent Robert Arnold SAND DOLLAR REALTY GROUP INC

  420 Harbor Winds Ct, Winter Springs, FL 32708
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  Est $384,690 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

  • 3% Above List Price
  • $223/SF
  • 7 Days On Market

  • Last Sold Price $375,000
  • Mar 12, 2025

  Last Listing Agent Jill Henry COLDWELL BANKER REALTY
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  /44

  $152,500 Pending

  • 1 Bed
  • 1 Bath
  • 896 Sq Ft

  704 Glasgow Ct, Winter Springs, FL 32708

  Under contract-accepting backup offers. Welcome to 704 Glasgow Court, a thoughtfully designed 1-bed condo in Winter Springs located in The Highlands Patio Homes community. This first-floor unit features ceramic tile throughout, a functional two-way kitchen entry, and a spacious layout that includes a bright Florida Room ideal for flexible living. The home offers a large walk-in closet, inside

  Todd Schroth EXP REALTY LLC

  704 Glasgow Ct, Winter Springs, FL 32708
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  /21

  $2,200 Per Month

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft
  • House for Rent

  661 Murphy Rd, Winter Springs, FL 32708

  RENTAL HOME READY FOR YOU! You must see this amazing rental opportunity, nestled in an ideal neighborhood of Winter Springs. This 3 BR, 2 Bath home spans over 1300 sq ft, complete with convenient indoor laundry and a separate formal living room. This home's location places you mere minutes away from the area's most sought after restaurants, retail stores, and shopping plazas. This beauty is also

  Adrian Langston LPT REALTY, LLC

  661 Murphy Rd, Winter Springs, FL 32708
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  $172,000 Sold Oct 23, 2025

  348 San Rafael St Unit 348, Winter Springs, FL 32708

  • 2 Beds
  • 1 Bath
  • 759 Sq Ft
  • Built 1981

  Last Sold Summary

  • 2% Below List Price
  • $227/SF
  • 24 Days On Market

  Last Listing Agent Michael Ussery GAFF'S REALTY COMPANY

  348 San Rafael St Unit 348, Winter Springs, FL 32708
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  /16

  Est $164,577 Not Listed For Sale

  354 San Rafael St Unit 354, Winter Springs, FL 32708

  • 2 Beds
  • 1.5 Baths
  • 759 Sq Ft
  • Built 1973

  354 San Rafael St Unit 354, Winter Springs, FL 32708

  Last Sold Summary

  • 14% Above List Price
  • $191/SF
  • 4 Days On Market

  • Last Sold Price $145,000
  • Jul 24, 2023

  Last Listing Agent Carl Head KELLER WILLIAMS CLASSIC
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  /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
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  /14

  $1,525 Per Month

  • 2 Beds
  • 1.5 Baths
  • 1,080 Sq Ft
  • Condo for Rent

  70 Moree Loop Unit 63, Winter Springs, FL 32708

  Two story condominium in Winter Springs. The two bedroom, 1 and 1/2 bath unit is located in the Highlands community. Tile and laminate flooring, spacious layout, kitchen has a pass thru window to the dining area. Combo living/dining with sliding glass doors which offers natural sunlight and opens to an exterior patio. Two bedrooms, master full bath and laundry utility on the second floor.

  Joyce Gary PAINE-ANDERSON PROPERTIES, INC

  70 Moree Loop Unit 63, Winter Springs, FL 32708
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  $429,900 Sold Oct 10, 2025

  1106 W Winged Foot Cir, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,823 Sq Ft
  • Built 1985

  Last Sold Summary

  • $236/SF
  • 3 Days On Market

  Current Estimated Value $424,260

  Last Listing Agent Erin Tompkins COLDWELL BANKER REALTY

  1106 W Winged Foot Cir, Winter Springs, FL 32708
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  Not Listed For Sale

  1354 Tarflower Dr, Winter Springs, FL 32708

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

  1354 Tarflower Dr, Winter Springs, FL 32708

  Last Sold Summary

  • $272/SF
  • 84 Days On Market

  • Last Sold Price $457,238
  • Mar 26, 2025

  Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES
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  /40

  $824,900

  • 4 Beds
  • 2.5 Baths
  • 2,902 Sq Ft

  226 Chestnut Ridge St, Winter Springs, FL 32708

  Showcase two story gem in the heart of Tuscawilla! Come see the abundant high-end upgrades including a professionally designed chefs’ kitchen with all the bells and whistles! This 4 bedroom pool home with private study and upstairs bonus room features a recently renovated screened pool and is located on a quiet tree lined street in a sought after neighborhood. Your tour begins via newly painted

  Colleen Kahl RE/MAX TOWN & COUNTRY REALTY

  226 Chestnut Ridge St, Winter Springs, FL 32708
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  /2

  $255,000 Sold Sep 02, 2025

  426 Green Spring Cir, Winter Springs, FL 32708

  • 2 Beds
  • 2.5 Baths
  • 1,363 Sq Ft
  • Built 1989

  Last Sold Summary

  • 2% Above List Price
  • $187/SF
  • 2 Days On Market

  Current Estimated Value $259,470

  Last Listing Agent Barrett Spray KELLER WILLIAMS ADVANTAGE REALTY

  426 Green Spring Cir, Winter Springs, FL 32708
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  Est $459,266 Not Listed For Sale

  1382 Tarflower Dr, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,704 Sq Ft
  • Built 2024

  1382 Tarflower Dr, Winter Springs, FL 32708

  Last Sold Summary

  • 9% Below List Price
  • $296/SF
  • 0 Days On Market

  • Last Sold Price $504,783
  • Sep 10, 2024

  Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES
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  /39

  $819,000

  • 5 Beds
  • 5 Baths
  • 3,407 Sq Ft

  709 Windwillow Cir, Winter Springs, FL 32708

  Located in a small, low-traffic community with minimal turnover, this beautifully updated corner-lot home offers an exceptional blend of space, privacy, and functionality. Featuring a highly desirable four-way split bedroom floor plan, the layout is perfect for large families, multi-generational living, or those who love to entertain.The private in-law suite includes a spacious bedroom,

  Bradley Merrell COLDWELL BANKER REALTY

  709 Windwillow Cir, Winter Springs, FL 32708
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  /2

  $384,900 Sold Jul 21, 2025

  622 Alton Rd, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,614 Sq Ft
  • Built 1978

  Last Sold Summary

  • 4% Below List Price
  • $238/SF
  • 50 Days On Market

  Current Estimated Value $388,557

  Last Listing Agent David Gallup RE/MAX 200 REALTY

  622 Alton Rd, Winter Springs, FL 32708
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  Not Listed For Sale

  605 Casa Park Ct N Unit O, Winter Springs, FL 32708

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

  605 Casa Park Ct N Unit O, Winter Springs, FL 32708

  Last Sold Summary

  • $156/SF
  • 12 Days On Market

  • Last Sold Price $180,000
  • Oct 31, 2024

  Last Listing Agent Mitra Moghaddam KELLER WILLIAMS ADVANTAGE REALTY
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  $350,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,848 Sq Ft

  1219 Swan St, Winter Springs, FL 32708

  Under contract-accepting backup offers. Build your dream home on this rare 0.47 acre corner lot located at 1219 Swan Street in the highly desirable Tuscawilla area of Winter Springs. This spacious homesite offers plenty of room to design a custom residence while enjoying the charm and established beauty of one of Seminole County’s most loved communities. The property is zoned for single family

  Kristine McKinley RE/MAX TOWN & COUNTRY REALTY

  1219 Swan St, Winter Springs, FL 32708
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  $320,000 Sold Apr 23, 2026

  307 Freedoms Ring Dr, Winter Springs, FL 32708

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

  Last Sold Summary

  • 2% Below List Price
  • $170/SF
  • 11 Days On Market

  Current Estimated Value $324,672

  Last Listing Agent Gale Milgrim KELLER WILLIAMS WINTER PARK

  307 Freedoms Ring Dr, Winter Springs, FL 32708
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  /2

  Est $612,435 Not Listed For Sale

  1533 Graceful Doe Loop, Winter Springs, FL 32708

  • 4 Beds
  • 3 Baths
  • 2,059 Sq Ft
  • Built 2020

  1533 Graceful Doe Loop, Winter Springs, FL 32708

  Last Sold Summary

  • 4% Below List Price
  • $311/SF
  • 3 Days On Market

  • Last Sold Price $640,000
  • Feb 10, 2025

  Last Listing Agent Jennifer Christ RE/MAX
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  $132,500

  • 2 Beds
  • 2 Baths

  8 La Vista Dr, Winter Springs, FL 32708

  This brand-new 2026 "The Solara" model offers a perfect blend of style and functionality, featuring recessed lighting, luxury plank flooring, and a beautiful decorative glass entry door. The modern kitchen is equipped with stainless steel appliances and a spacious island, ideal for cooking and entertaining. The home also includes a walk-in closet for added storage and a shed with

  Todd Vagts Hacienda Village

  8 La Vista Dr, Winter Springs, FL 32708
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  /2

  $410,000 Sold Jul 22, 2025

  640 Sailfish Rd, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,414 Sq Ft
  • Built 1981

  Last Sold Summary

  • $290/SF
  • 12 Days On Market

  Current Estimated Value $405,268

  Last Listing Agent Richard Patterson PATTERSON REALTY

  640 Sailfish Rd, Winter Springs, FL 32708
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  /31

  Est $389,606 Not Listed For Sale

  1432 Winter Wharf Ln, Winter Springs, FL 32708

  • 3 Beds
  • 3.5 Baths
  • 2,184 Sq Ft
  • Built 2014

  1432 Winter Wharf Ln, Winter Springs, FL 32708

  Last Sold Summary

  • 8% Below List Price
  • $195/SF
  • 11 Days On Market

  • Last Sold Price $425,000
  • Jun 28, 2024

  Last Listing Agent Gabriella Philippone INDEPENDENCE REALTY GROUP LLC
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  $12,500 Pending

  • 2 Beds
  • 2 Baths

  322 Casa Grande Ct, Winter Springs, FL 32708

  2-bedroom, 2-bathroom home is full of potential and ready for its next chapter!

  Todd Vagts Hacienda Village

  322 Casa Grande Ct, Winter Springs, FL 32708
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  /2

  $750,000 Sold Jul 14, 2025

  1113 Black Acre Trail, Winter Springs, FL 32708

  • 5 Beds
  • 3 Baths
  • 2,811 Sq Ft
  • Built 1972

  Last Sold Summary

  • 12% Below List Price
  • $267/SF
  • 60 Days On Market

  Current Estimated Value $737,762

  Last Listing Agent Alamgir Wali SPECTRUM PROPERTY GROUP LLC

  1113 Black Acre Trail, Winter Springs, FL 32708
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  Est $518,336 Not Listed For Sale

  236 Wise Owl Way, Winter Springs, FL 32708

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

  236 Wise Owl Way, Winter Springs, FL 32708

  Last Sold Summary

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

  • Last Sold Price $530,000
  • Feb 14, 2025

  Last Listing Agent Kerry Westmeyer PALMANO GROUP RE BROKERAGE LLC
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  $135,000 Pending

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

  10 Moree Loop Unit 3, Winter Springs, FL 32708

  Under contract-accepting backup offers. One or more photo(s) has been virtually staged. You will LOVE living in Baytree, a towhome styled condominium community in the desirable Highlands of Winter Springs! This home has been well loved and owned by the same owner for many years and is ready for YOU to make it YOURS. Offering a great floor plan and lots of space with a screen enclosed back porch

  Carla Stanton MAINFRAME REAL ESTATE

  10 Moree Loop Unit 3, Winter Springs, FL 32708
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  $335,000 Sold Jul 18, 2025

  170 N Fairfax Ave, Winter Springs, FL 32708

  • 5 Beds
  • 2 Baths
  • 1,630 Sq Ft
  • Built 1979

  Last Sold Summary

  • $206/SF
  • 3 Days On Market

  Current Estimated Value $343,221

  Last Listing Agent Robert McGrew, PA FLAT FEE REAL ESTATE SERVICES LLC

  170 N Fairfax Ave, Winter Springs, FL 32708
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  Est $473,082 Not Listed For Sale

  735 Maple Leaf Loop, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 2,070 Sq Ft
  • Built 2016

  735 Maple Leaf Loop, Winter Springs, FL 32708

  Last Sold Summary

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

  • Last Sold Price $499,000
  • Oct 16, 2024

  Last Listing Agent Jennifer Sloan COMPASS FLORIDA LLC
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  /2

  $135,500

  • 2 Beds
  • 2 Baths

  77 Majorca Dr, Winter Springs, FL 32708

  Brand-new 2026 Home - The Riviera - offering modern design and quality craftsmanship throughout. This beautifully appointed residence features recessed lighting, elegant crown molding, and luxury plank flooring that flows seamlessly through the home. The stylish kitchen is equipped with stainless steel appliances, creating a sleek and functional space for everyday living and entertaining. A

  Todd Vagts Hacienda Village

  77 Majorca Dr, Winter Springs, FL 32708
• 

  /2

  $363,825 Sold Dec 03, 2025

  1108 Dappled Elm Ln, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,505 Sq Ft
  • Built 1978

  Last Sold Summary

  • 4% Below List Price
  • $242/SF
  • 12 Days On Market

  Current Estimated Value $366,258

  Last Listing Agent Steven Koleno BEYCOME OF FLORIDA LLC

  1108 Dappled Elm Ln, Winter Springs, FL 32708

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