Winter Springs, FL Homes

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  $455,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,934 Sq Ft

  905 Torrey Pine Dr, Winter Springs, FL 32708

  Under contract-accepting backup offers. Greenbriar of Tuscawilla offers a spacious, Light & Bright, open-concept 3-bedroom, 2-bath layout with peaceful views and an easy, connected flow for everyday living and entertaining. The kitchen opens directly to the living area, so you’re always part of the conversation—whether it’s morning coffee or game day. Gas fireplace in the living room for those

  Laura Leigh Wood RE/MAX TOWN & COUNTRY REALTY

  905 Torrey Pine Dr, Winter Springs, FL 32708
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  $562,500 Sold May 01, 2025

  712 Timberwilde Ave, Winter Springs, FL 32708

  • 4 Beds
  • 3 Baths
  • 2,368 Sq Ft
  • Built 1996

  Last Sold Summary

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

  Current Estimated Value $556,565

  Last Listing Agent Roberta Shoopman CHARLES RUTENBERG REALTY ORLANDO

  712 Timberwilde Ave, Winter Springs, FL 32708
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  /17

  Est $288,217 Not Listed For Sale

  600 Northern Way Unit 1308, Winter Springs, FL 32708

  • 3 Beds
  • 3 Baths
  • 1,447 Sq Ft
  • Built 2015

  600 Northern Way Unit 1308, Winter Springs, FL 32708

  Last Sold Summary

  • 7% Below List Price
  • $214/SF
  • 47 Days On Market

  Last Sold Price $310,000

  Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC
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  /18

  $240,000

  • 3 Beds
  • 2 Baths
  • 1,367 Sq Ft

  4431 Brook Hollow Cir, Winter Springs, FL 32708

  Welcome home to 4431 Brook Hollow Circle, where clean design meets comfortable living. This light-filled residence offers an open, airy layoutthat feels both spacious and welcoming, with neutral finishes that create a fresh, move-in-ready atmosphere. The living and dining areas flowseamlessly, making everyday living and entertaining effortless. One of the home’s standout features is the

  Nicolas Merino EXP REALTY LLC

  4431 Brook Hollow Cir, Winter Springs, FL 32708
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  $470,000 Sold Mar 17, 2026

  1500 Corkery Ct, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,866 Sq Ft
  • Built 2016

  Last Sold Summary

  • $252/SF
  • 6 Days On Market

  Current Estimated Value $466,016

  Last Listing Agent Elizabeth Borges BORGES REAL ESTATE, LLC

  1500 Corkery Ct, Winter Springs, FL 32708
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  /3

  Est $485,866 Not Listed For Sale

  1292 Spotted Sandpiper Loop, Winter Springs, FL 32708

  • 4 Beds
  • 3.5 Baths
  • 2,359 Sq Ft
  • Built 2022

  1292 Spotted Sandpiper Loop, Winter Springs, FL 32708

  Last Sold Summary

  • 6% Above List Price
  • $195/SF
  • 6 Days On Market

  Last Sold Price $460,404

  Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC
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  /23

  $780,000

  • 5 Beds
  • 4.5 Baths
  • 3,512 Sq Ft

  1225 Stone Harbour Rd, Winter Springs, FL 32708

  Welcome to this lakefront home in the community of Parkstone. This home has private shoreline along the serene Lake Jesup that is ready for your new dock and boat. Situated on almost .75 acre lot, this property delivers with peaceful views. At the heart of this 3,512 sq ft residence are five spacious bedrooms and three and a half bathrooms, including two master suites with en suite baths for

  Vasilios Poulos ROBERT SLACK LLC

  1225 Stone Harbour Rd, Winter Springs, FL 32708
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  /2

  $482,000 Sold May 19, 2025

  1445 Creekside Cir, Winter Springs, FL 32708

  • 5 Beds
  • 3.5 Baths
  • 2,238 Sq Ft
  • Built 1994

  Last Sold Summary

  • 8% Below List Price
  • $215/SF
  • 119 Days On Market

  Current Estimated Value $487,245

  Last Listing Agent Diane Sterling KELLER WILLIAMS ADVANTAGE REALTY

  1445 Creekside Cir, Winter Springs, FL 32708
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  /7

  Est $495,635 Not Listed For Sale

  1324 Spotted Sandpiper Loop, Winter Springs, FL 32708

  • 4 Beds
  • 3.5 Baths
  • 2,359 Sq Ft
  • Built 2022

  1324 Spotted Sandpiper Loop, Winter Springs, FL 32708

  Last Sold Summary

  • 1% Below List Price
  • $212/SF
  • 41 Days On Market

  Last Sold Price $500,000

  Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC
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  /45

  $469,900

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

  104 Redtail Place, Winter Springs, FL 32708

  RECENTLY PRICE REDUCED! Luxury Living Meets Trailside Adventure — with Everything Close By! WELCOME TO THE GATED COMMUNITY OF EAGLE WATCH!This beautifully presented property is a 3-bedroom, 2-bath home where comfort, style, and location come together effortlessly. It is located in the cherished well-maintained community in Winter Springs. Enjoy peace of mind with a newer roof and HVAC system,

  Cathy Norman JASON MITCHELL REAL ESTATE FLO

  104 Redtail Place, Winter Springs, FL 32708
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  $505,000 Sold Feb 13, 2026

  640 Tuskawilla Point Ln, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,794 Sq Ft
  • Built 1980

  Last Sold Summary

  • 1% Above List Price
  • $281/SF
  • 50 Days On Market

  Current Estimated Value $489,391

  Last Listing Agent Robert Arnold SAND DOLLAR REALTY GROUP INC

  640 Tuskawilla Point Ln, Winter Springs, FL 32708
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  /3

  Est $483,553 Not Listed For Sale

  1280 Spotted Sandpiper Loop, Winter Springs, FL 32708

  • 4 Beds
  • 3.5 Baths
  • 2,359 Sq Ft
  • Built 2022

  1280 Spotted Sandpiper Loop, Winter Springs, FL 32708

  Last Sold Summary

  • 1% Above List Price
  • $203/SF
  • 6 Days On Market

  Last Sold Price $479,000

  Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC
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  /64

  $37,900

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

  82 Bonita Cir, Winter Springs, FL 32708

  A lot of room and storage-newer plumbing underneath. "as is" use your imagination in this home. Conveniently with recreation Hall across the street with a heated pool. Community is located near major highways-45 minutes beaches & parks. Located nearby are restaurants, medical shops as well as police and fire department. Monthly base rent is $1075.

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  82 Bonita Cir, Winter Springs, FL 32708
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  $416,634 Sold Nov 05, 2025

  1290 Tarflower Dr, Winter Springs, FL 32708

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

  Move in Ready Sold Summary

  • $248/SF
  • 65 Days On Market

  Current Estimated Value $401,917

  Mattamy Homes Hickory Grove

  1290 Tarflower Dr, Winter Springs, FL 32708
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  /4

  Est $486,299 Not Listed For Sale

  1320 Spotted Sandpiper Loop, Winter Springs, FL 32708

  • 4 Beds
  • 3.5 Baths
  • 2,359 Sq Ft
  • Built 2022

  1320 Spotted Sandpiper Loop, Winter Springs, FL 32708

  Last Sold Summary

  • 1% Above List Price
  • $205/SF
  • 247 Days On Market

  Last Sold Price $482,474

  Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC
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  /3

  $132,500

  • 2 Beds
  • 2 Baths

  2 La Vista Dr, Winter Springs, FL 32708

  Brand new 2026 home - The Solara -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

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

  $710,000 Sold May 06, 2025

  922 Puma Trail, Winter Springs, FL 32708

  • 5 Beds
  • 3 Baths
  • 2,840 Sq Ft
  • Built 1978

  Last Sold Summary

  • 1% Below List Price
  • $250/SF
  • 5 Days On Market

  Current Estimated Value $687,799

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

  922 Puma Trail, Winter Springs, FL 32708
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  /4

  Est $491,013 Not Listed For Sale

  1316 Spotted Sandpiper Loop, Winter Springs, FL 32708

  • 4 Beds
  • 3.5 Baths
  • 2,359 Sq Ft
  • Built 2022

  1316 Spotted Sandpiper Loop, Winter Springs, FL 32708

  Last Sold Summary

  • 7% Above List Price
  • $195/SF
  • 247 Days On Market

  Last Sold Price $460,000

  Last Listing Agent Carole Blake CHARLES RUTENBERG REALTY ORLANDO
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  /61

  $675,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,554 Sq Ft

  1566 Carrington Ave, Winter Springs, FL 32708

  Welcome to 1566 Carrington Ave, a stunning property nestled in the desirable Carrington Woods neighborhood conveniently located in Tuscawilla of Winter Springs, Florida. Upon arrival, you’ll be impressed by the curb appeal. Step inside, and you’ll immediately appreciate the open floor plan that boasts high ceilings and an abundance of natural light, creating a bright and inviting atmosphere. This

  Bianca Botelho RE/MAX ASSURED

  1566 Carrington Ave, Winter Springs, FL 32708
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  /2

  $680,000 Sold Mar 28, 2025

  685 Vistawilla Dr, Winter Springs, FL 32708

  • 4 Beds
  • 2.5 Baths
  • 2,555 Sq Ft
  • Built 1984

  Last Sold Summary

  • $266/SF
  • 3 Days On Market

  Current Estimated Value $670,658

  Last Listing Agent Robin Mitchell ROBIN MITCHELL REALTY

  685 Vistawilla Dr, Winter Springs, FL 32708
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  /5

  Est $489,880 Not Listed For Sale

  1312 Spotted Sandpiper Loop, Winter Springs, FL 32708

  • 4 Beds
  • 3.5 Baths
  • 2,359 Sq Ft
  • Built 2022

  1312 Spotted Sandpiper Loop, Winter Springs, FL 32708

  Last Sold Summary

  • 4% Above List Price
  • $199/SF
  • 72 Days On Market

  Last Sold Price $469,350

  Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC
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  /24

  $352,000

  • 3 Beds
  • 3 Baths
  • 1,104 Sq Ft

  310 Panama Cir, Winter Springs, FL 32708

  BEAUTIFUL HOME! TOTALLY UPGRADED 3 BEDROOMS 2 BATHS!! & IN-LAW SUITE 1 BEDROOM 1 BATHROOM AND LAUNDRY. Priced to Sell! This home is not like no other home in this area, Nice Kitchen Cabinets and Granite counter tops, modern tile floors, Stain Steel appliances, Refrigerator, Range & microwave. This home is clean, immaculate and a pleasure to show.

  Everardo Santos ESG INVESTMENT ENTERPRISE INC

  310 Panama Cir, Winter Springs, FL 32708
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  /2

  $235,000 Sold Apr 11, 2025

  121 N Fairfax Ave, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,336 Sq Ft
  • Built 1959

  Last Sold Summary

  • 12% Below List Price
  • $176/SF
  • 2 Days On Market

  Current Estimated Value $325,820

  Last Listing Agent Gloria Sacristan AGENT TRUST REALTY CORPORATION

  121 N Fairfax Ave, Winter Springs, FL 32708
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  /3

  Est $490,084 Not Listed For Sale

  1308 Spotted Sandpiper Loop, Winter Springs, FL 32708

  • 4 Beds
  • 3.5 Baths
  • 2,353 Sq Ft
  • Built 2023

  1308 Spotted Sandpiper Loop, Winter Springs, FL 32708

  Last Sold Summary

  • 6% Above List Price
  • $197/SF
  • 369 Days On Market

  Last Sold Price $463,495

  Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC
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  /38

  $356,000

  • 2 Beds
  • 2 Baths
  • 1,085 Sq Ft

  455 Old Farm Ln, Winter Springs, FL 32708

  Welcome to this charming townhome in the highly desirable Jesup Reserve community located in beautiful Winter Springs. This 2-bedroom, 2-bath home offers comfort, convenience, and excellent potential for both homeowners and savvy investors. Step inside to find a spacious layout featuring a modern kitchen equipped with stainless steel appliances and a newer Carrier A/C system for year-round

  James Rice WEICHERT REALTORS HALLMARK PRO

  455 Old Farm Ln, Winter Springs, FL 32708
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  /2

  $175,000 Sold Mar 31, 2025

  411 Sheoah Blvd Unit 37, Winter Springs, FL 32708

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

  Last Sold Summary

  • 17% Below List Price
  • $125/SF
  • 40 Days On Market

  Current Estimated Value $176,571

  Last Listing Agent Kevan Patel CENTRAL FLORIDA REALTY MANAGEMENT LLC

  411 Sheoah Blvd Unit 37, Winter Springs, FL 32708
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  /15

  Est $503,974 Not Listed For Sale

  477 Diamond Dove Cove, Winter Springs, FL 32708

  • 4 Beds
  • 3.5 Baths
  • 2,359 Sq Ft
  • Built 2023

  477 Diamond Dove Cove, Winter Springs, FL 32708

  Last Sold Summary

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

  Last Sold Price $500,000

  Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC
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  $425,000

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft

  1422 Spalding Rd, Winter Springs, FL 32708

  PRICE REDUCTION!!!Ready to move into! Well maintained and updated 3-bedroom Tuskawilla villa, HOA maintains the lawn. This home boasts an open floor plan featuring beamed vaulted ceilings, a wood burning stone fireplace, an eat in kitchen and a spacious screened porch ROOF INSTALLED IN 2023, AC INSTALLED IN 2021, Resurfaced bath tub, shower and vanity countertops. Professional tennis courts and a

  Ramon Ortiz Cruz DIAMOND 2000 REALTY, INC

  1422 Spalding Rd, Winter Springs, FL 32708
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  $390,000 Sold Oct 24, 2025

  241 Morton Ln, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,806 Sq Ft
  • Built 1980

  Last Sold Summary

  • 6% Below List Price
  • $216/SF
  • 19 Days On Market

  Current Estimated Value $400,699

  Last Listing Agent Mark Ramey EXP REALTY LLC

  241 Morton Ln, Winter Springs, FL 32708
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  /2

  Est $480,190 Not Listed For Sale

  1104 Spotted Sandpiper Loop, Winter Springs, FL 32708

  • 4 Beds
  • 3.5 Baths
  • 2,348 Sq Ft
  • Built 2021

  1104 Spotted Sandpiper Loop, Winter Springs, FL 32708

  Last Sold Summary

  • $204/SF
  • 6 Days On Market

  Last Sold Price $480,000

  Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC
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  $3,577,750 Pending

  • Land
  • 13.01 Acres
  • $275,000 per Acre

  0 Florida 419, Winter Springs, FL 32708

  Discover a prime investment opportunity in Winter Springs area with this expansive Seminole County A-1 zoned parcel offering versatile potential for a range of development projects. Situated in a rapidly evolving corridor surrounded by a mix of commercial, industrial and employment-based uses, the property presents a compelling prospect for investors or end-users seeking to capitalize on regional

  Carl Lentz IV SVN Alliance Commercial Real Estate Advisors

  0 Florida 419, Winter Springs, FL 32708
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  /2

  $975,000 Sold Jun 09, 2025

  1041 Northern Way, Winter Springs, FL 32708

  • 5 Beds
  • 3.5 Baths
  • 3,014 Sq Ft
  • Built 1979

  Last Sold Summary

  • 15% Below List Price
  • $323/SF
  • 19 Days On Market

  Current Estimated Value $947,021

  Last Listing Agent Russ Razzani RAZZANI INTERNATIONAL REALTY

  1041 Northern Way, Winter Springs, FL 32708
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  /3

  Est $133,754 Not Listed For Sale

  286 Stoner Rd, Winter Springs, FL 32708

  286 Stoner Rd, Winter Springs, FL 32708

  Last Sold Summary

  • 234% Above List Price
  • 35 Days On Market

  Last Sold Price $40,000

  Last Listing Agent Dyanna Alley-Wilson IAD FLORIDA LLC
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  /43

  $599,900 Pre-Foreclosure

  • 4 Beds
  • 2 Baths
  • 2,608 Sq Ft

  805 Leopard Trail, Winter Springs, FL 32708

  Welcome to this beautifully updated 4-bedroom, 2-bath custom home located in the desirable Tuskawilla community—known for its top-rated schools and family-friendly charm. Set on a nearly half-acre lot, this 2,608 sq ft residence offers the perfect mix of comfort, character, and everyday convenience. Step inside and you’ll immediately notice the inviting warmth of the engineered hardwood floors

  Miguel Anastacio COLDWELL BANKER REALTY

  805 Leopard Trail, Winter Springs, FL 32708
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  $465,000 Sold May 29, 2025

  1005 Turkey Hollow Cir, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,914 Sq Ft
  • Built 1984

  Last Sold Summary

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

  Current Estimated Value $452,741

  Last Listing Agent Lauren Szesnat PRATT REALTY INC

  1005 Turkey Hollow Cir, Winter Springs, FL 32708
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  /2

  Est $278,644 Not Listed For Sale

  4105 Hedge Maple Place, Winter Springs, FL 32708

  • 2 Beds
  • 2.5 Baths
  • 1,330 Sq Ft
  • Built 2010

  4105 Hedge Maple Place, Winter Springs, FL 32708

  Last Sold Summary

  • $211/SF
  • 286 Days On Market

  Last Sold Price $280,000

  Last Listing Agent Warren Gagne NEXTHOME NEIGHBORHOOD REALTY
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  /24

  $280,000

  • 3 Beds
  • 2 Baths
  • 1,425 Sq Ft

  600 Northern Way Unit 1608, Winter Springs, FL 32708

  Very motivated sellers! Condo in Tuskawilla’s Tuscany Place •Discover comfort and convenience in Winter Springs’ Tuskawilla neighborhood. Tuscany Place is a gated community with a private pool, near Trotwood Park, Cross Seminole Trail, and top-rated schools. •Double Balcony (length of condo) •Corner unit with pool view •Updated kitchen w/stainless steel appliances •New water heater (2023) •New

  Kelly Boulton WORTH CLARK REALTY

  600 Northern Way Unit 1608, Winter Springs, FL 32708
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  /2

  $754,000 Sold Feb 11, 2026

  46 N Fairfax Ave, Winter Springs, FL 32708

  • 8 Beds
  • 8 Baths
  • 3,636 Sq Ft
  • Built 1981

  Last Sold Summary

  • 10% Below List Price
  • $207/SF
  • 114 Days On Market

  Last Listing Agent Matt White SLOANE REALTY, LLC

  46 N Fairfax Ave, Winter Springs, FL 32708
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  Est $322,774 Not Listed For Sale

  922 Wedgewood Dr, Winter Springs, FL 32708

  • 2 Beds
  • 2 Baths
  • 1,186 Sq Ft
  • Built 1977

  922 Wedgewood Dr, Winter Springs, FL 32708

  Last Sold Summary

  • 4% Below List Price
  • $284/SF
  • 3 Days On Market

  Last Sold Price $337,000

  Last Listing Agent Robert Arnold SAND DOLLAR REALTY GROUP INC
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  /11

  $9,000 Pending

  • 2 Beds
  • 1 Bath

  139 Columbus Cir Unit 139, Winter Springs, FL 32708

  Your Perfect Florida Retreat Discover the perfect balance of comfort and convenience in this charming home. Featuring 2 bedrooms and a versatile bonus flex room, there is plenty of space for guests or creative projects. The oversized indoor laundry room makes chores a breeze, while the private screened patio offers a peaceful sanctuary to enjoy your morning coffee. Whether you're looking for a

  Gabriel Dumeng AMAZING MOBILE HOMES LLC

  139 Columbus Cir Unit 139, Winter Springs, FL 32708

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