Winter Springs, FL Homes

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  /2

  Est $411,511 Not Listed For Sale

  1414 Blumberg Blvd, Winter Springs, FL 32708

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

  1414 Blumberg Blvd, Winter Springs, FL 32708

  Last Sold Summary

  • 6% Below List Price
  • $295/SF

  • Last Sold Price $435,808
  • Jul 17, 2024

  Last Listing Agent Nighina Ikromi FLORIDA HOMES REALTY & MORTGAGE
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  $479,999

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

  1262 Spotted Sandpiper Loop, Winter Springs, FL 32708

  NEW PRICE!! "VA ASSUMABLE LOAN" Imagine a home that doesn't just house your life but elevates every chapter of it. At this stunning tri-level townhouse, the story begins the moment you step across the covered front porch and through the front door.Your day begins on the third level, where light pours through the expansive windows of your primary retreat. You wake up in a sanctuary defined by

  Mark Anthony Buot ROI AVE LLC

  1262 Spotted Sandpiper Loop, Winter Springs, FL 32708
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  $479,000 Sold Aug 19, 2025

  211 Tavestock Loop, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 2,111 Sq Ft
  • Built 2000

  Last Sold Summary

  • 1% Above List Price
  • $227/SF
  • 30 Days On Market

  Current Estimated Value $488,653

  Last Listing Agent Patrick Urbainczyk P.A. KELLER WILLIAMS HERITAGE REALTY

  211 Tavestock Loop, Winter Springs, FL 32708
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  /24

  Est $426,523 Not Listed For Sale

  669 Seven Oaks Blvd, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft
  • Built 2016

  669 Seven Oaks Blvd, Winter Springs, FL 32708

  Last Sold Summary

  • 2% Above List Price
  • $210/SF
  • 26 Days On Market

  • Last Sold Price $420,000
  • Feb 28, 2024

  Last Listing Agent James Williams RE/MAX
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  /54

  $28,700

  • 2 Beds
  • 2 Baths
  • 1,358 Sq Ft

  272 Ponce de Leon Dr, Winter Springs, FL 32708

  HACIENDA VILLAGE 55+ WELL MAINTAINED HOME! PERFECT FLOOR PLAN. INSIDE UTILITY CENTRAL AIR SYSTEM - FULL SYSTEM 2 HTD AREA 2 BEDROOMS - SPACIOUS MASTE SUITE WITH DRESSING, KITCHEN HAS AN ISLAND TOP COOKING. BEAUTIFUL BACKYARD AND SCREENED INSIDE PORCH. HACIENDA VILLAGE IS A LEGACY COMMUNITY - WITH NEW AMENITIES. MONTHLY Base RENT $1075. COME SEE US TODAY!

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  272 Ponce de Leon Dr, Winter Springs, FL 32708
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  $950,000 Sold Jul 15, 2025

  677 Benitawood Ct, Winter Springs, FL 32708

  • 4 Beds
  • 3.5 Baths
  • 3,443 Sq Ft
  • Built 1982

  Last Sold Summary

  • 3% Below List Price
  • $276/SF
  • 55 Days On Market

  Current Estimated Value $951,958

  Last Listing Agent Cody Palmer COMPASS FLORIDA LLC

  677 Benitawood Ct, Winter Springs, FL 32708
• 

  /2

  Est $433,009 Not Listed For Sale

  1387 Tarflower Dr, Winter Springs, FL 32708

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

  1387 Tarflower Dr, Winter Springs, FL 32708

  Last Sold Summary

  • 9% Below List Price
  • $285/SF

  • Last Sold Price $477,426
  • Jun 27, 2024

  Last Listing Agent Stellar Non-Member Agent FL_MFRMLS
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  /18

  $484,940 New Construction

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

  161 Bear Springs Dr, Winter Springs, FL 32708

  With an open concept ground floor and spacious living areas, the Sofia is ideal for entertaining and everyday life. Dedicated as an end unit, this floorplan features 3 bedrooms, 2.5 bathrooms and a rear-loading 2-car garage. The 2nd floor features a loft, abundant storage, and laundry space. Located on the 1st floor, the owner's suite that has it all - a spacious walk-in closet, great natural

  Mattamy Homes Builder

  161 Bear Springs Dr, Winter Springs, FL 32708
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  /2

  $235,000 Sold Aug 01, 2025

  600 Northern Way Unit 103, Winter Springs, FL 32708

  • 1 Bed
  • 1.5 Baths
  • 960 Sq Ft
  • Built 1982

  Last Sold Summary

  • 2% Below List Price
  • $245/SF
  • 22 Days On Market

  Current Estimated Value $228,253

  Last Listing Agent Nick Gustafson FLORIDA REALTY INVESTMENTS

  600 Northern Way Unit 103, Winter Springs, FL 32708
• 

  /2

  Est $636,194 Not Listed For Sale

  263 Celestial Way, Winter Springs, FL 32708

  • 5 Beds
  • 3.5 Baths
  • 2,915 Sq Ft
  • Built 2020

  263 Celestial Way, Winter Springs, FL 32708

  Last Sold Summary

  • 2% Below List Price
  • $223/SF
  • 30 Days On Market

  • Last Sold Price $650,000
  • Aug 23, 2024

  Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC
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  $234,999 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,280 Sq Ft

  477 Green Spring Cir, Winter Springs, FL 32708

  Under contract-accepting backup offers. Conveniently located in Winter Springs, this property is a Charming end-unit townhome offering extra privacy and a bright, open layout! This well-maintained home features a spacious living area, updated kitchen with modern cabinetry and stainless steel appliances, and a separate dining/flex space perfect for entertaining or working from home. Enjoy durable

  Avel Ramirez EXP REALTY LLC

  477 Green Spring Cir, Winter Springs, FL 32708
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  $410,000 Sold May 01, 2026

  705 E State Road 434, Winter Springs, FL 32708

  • Land
  • 3.44 Acres
  • $119,186 per Acre

  Last Sold Summary

  • 14% Below List Price
  • 792 Days On Market

  Last Listing Agent Thomas Namey APPLE REALTY

  705 E State Road 434, Winter Springs, FL 32708
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  /2

  Est $355,800 Not Listed For Sale

  3801 Black Spruce Ln, Winter Springs, FL 32708

  • 4 Beds
  • 2.5 Baths
  • 1,752 Sq Ft
  • Built 2011

  3801 Black Spruce Ln, Winter Springs, FL 32708

  Last Sold Summary

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

  • Last Sold Price $379,000
  • Aug 19, 2024

  Last Listing Agent Camille Lynch CHARLES RUTENBERG REALTY ORLANDO
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  /28

  $254,990 Pending

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

  4467 Brook Hollow Cir, Winter Springs, FL 32708

  Under contract-accepting backup offers. Imagine coming home to a space where comfort, privacy, and peace of mind come together effortlessly. Welcome to 4467 Brook Hollow Cir, the beautifully maintained and updated 3-bedroom, 2.5-bath townhome, offering 1,344 sq ft, invites you to slow down and truly enjoy everyday living. The ceramic tile flooring throughout the first floor creates a bright and

  Miriam Hernandez Gonzalez LA ROSA REALTY ORLANDO LLC

  4467 Brook Hollow Cir, Winter Springs, FL 32708
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  /2

  $435,000 Sold Dec 15, 2025

  951 Ginnie Way, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,794 Sq Ft
  • Built 2013

  Last Sold Summary

  • 7% Below List Price
  • $242/SF
  • 79 Days On Market

  Current Estimated Value $435,293

  Last Listing Agent Melissa Condrey COMPASS FLORIDA LLC

  951 Ginnie Way, Winter Springs, FL 32708
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  /2

  Est $453,883 Not Listed For Sale

  1378 Tarflower Dr, Winter Springs, FL 32708

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

  1378 Tarflower Dr, Winter Springs, FL 32708

  Last Sold Summary

  • 10% Below List Price
  • $294/SF
  • 0 Days On Market

  • Last Sold Price $501,739
  • Sep 20, 2024

  Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES
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  $2,399,000

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

  4910 E Lake Dr, Winter Springs, FL 32708

  A truly rare find in Winter Springs. This equestrian-friendly, lakefront estate is complete with its own private tennis court, a solid block-constructed horse barn, and room to enjoy every part of the lifestyle. All of this, tucked in a quiet setting that keeps you close to the heart of Orlando, with the added benefit of being just 2 miles from The Geneva School, one of the area’s premier private

  Kris Kennedy COMPASS FLORIDA LLC

  4910 E Lake Dr, Winter Springs, FL 32708
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  /2

  $315,700 Sold May 15, 2025

  704 Briarwood Dr, Winter Springs, FL 32708

  • 2 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Built 1979

  Last Sold Summary

  • $244/SF
  • 11 Days On Market

  Current Estimated Value $319,255

  Last Listing Agent Phillip Kolbrich TOP FLORIDA HOMES

  704 Briarwood Dr, Winter Springs, FL 32708
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  /2

  Est $406,504 Not Listed For Sale

  1366 Tarflower Dr, Winter Springs, FL 32708

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

  1366 Tarflower Dr, Winter Springs, FL 32708

  Last Sold Summary

  • 5% Below List Price
  • $290/SF
  • 100 Days On Market

  • Last Sold Price $428,000
  • Jan 21, 2025

  Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES
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  $185,000 Pending

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

  60 Sheoah Blvd Unit 38A, Winter Springs, FL 32708

  Under contract-accepting backup offers. **Seller may consider buyer concessions if made in an offer**Welcome to this BEAUTIFULLY UPDATED 2-bedroom, 1.5-bath condo in The Highlands of Winter Springs, offering the feel of a townhome with NO REAR NEIGHBORS and peaceful green space views. Thoughtfully maintained and MOVE-IN READY, this home combines comfort, style, and a desirable location. A

  Jennifer Wemert WEMERT GROUP REALTY LLC

  60 Sheoah Blvd Unit 38A, Winter Springs, FL 32708
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  /2

  $450,000 Sold Feb 05, 2026

  1201 Punta Gorda Cir, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,609 Sq Ft
  • Built 1986

  Last Sold Summary

  • 2% Above List Price
  • $280/SF
  • 3 Days On Market

  Current Estimated Value $443,903

  Last Listing Agent Wendy Moore ERA GRIZZARD REAL ESTATE

  1201 Punta Gorda Cir, Winter Springs, FL 32708
• 

  /2

  Est $431,535 Not Listed For Sale

  1370 Tarflower Dr, Winter Springs, FL 32708

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

  1370 Tarflower Dr, Winter Springs, FL 32708

  Last Sold Summary

  • 2% Below List Price
  • $263/SF
  • 60 Days On Market

  • Last Sold Price $441,923
  • Dec 19, 2024

  Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES
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  $25,900

  • 1 Bed
  • 2 Baths
  • 1,008 Sq Ft

  421 Costa Rica Dr, Winter Springs, FL 32708

  Located in the wonderful Hacienda Village 55 plus community in Winter Springs, this 1 Bed, 2 Bath home has been beautifully renovated and is truly a must-see to believe. Pictures simply do not do it justice! Whether you are looking for the perfect winter retreat or a full-time residence, this home offers comfort, style, and an amazing location close to everything you need. Move-in ready,

  Isabel Dalgleish Four Star Homes, Inc.

  421 Costa Rica Dr, Winter Springs, FL 32708
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  /2

  $2,057,000 Sold Jul 11, 2025

  4024 W Danby Ct, Winter Springs, FL 32708

  • 5 Beds
  • 4.5 Baths
  • 4,543 Sq Ft
  • Built 1990

  Last Sold Summary

  • 22% Below List Price
  • $453/SF
  • 186 Days On Market

  Current Estimated Value $1,855,914

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

  4024 W Danby Ct, Winter Springs, FL 32708
• 

  /2

  Est $282,521 Not Listed For Sale

  600 Northern Way Unit 806, Winter Springs, FL 32708

  • 3 Beds
  • 3 Baths
  • 1,447 Sq Ft
  • Built 2016

  600 Northern Way Unit 806, Winter Springs, FL 32708

  Last Sold Summary

  • 4% Below List Price
  • $204/SF
  • 83 Days On Market

  • Last Sold Price $294,500
  • Jan 16, 2025

  Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC
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  /24

  $420,000

  • 4 Beds
  • 2 Baths
  • 1,611 Sq Ft

  1171 Saddlehorn Cir, Winter Springs, FL 32708

  Check out 1171 Saddlehorn Cir, recently refreshed with fresh interior paint and partial flooring replacement throughout. The kitchen includes all stainless steel appliances, and a walk in closet enhances the primary bedroom. A fireplace adds warmth to living areas, while a patio extends to the fully fenced in backyard. A perfect blend of modern updates and practical comfort. Included 100-Day Home

  Karen Albright OPENDOOR BROKERAGE LLC

  1171 Saddlehorn Cir, Winter Springs, FL 32708
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  /2

  $632,500 Sold Mar 30, 2026

  1105 Northern Way, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 2,142 Sq Ft
  • Built 1980

  Last Sold Summary

  • 3% Above List Price
  • $295/SF
  • 4 Days On Market

  Current Estimated Value $613,340

  Last Listing Agent Dawn Tinder KELLER WILLIAMS WINTER PARK

  1105 Northern Way, Winter Springs, FL 32708
• 

  /2

  Est $413,979 Not Listed For Sale

  1406 Blumberg Blvd, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,476 Sq Ft
  • Built 2023

  1406 Blumberg Blvd, Winter Springs, FL 32708

  Last Sold Summary

  • 5% Below List Price
  • $294/SF
  • 22 Days On Market

  • Last Sold Price $433,873
  • Aug 23, 2024

  Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES
• 

  

  /22

  $399,900

  • 3 Beds
  • 2 Baths
  • 1,450 Sq Ft

  724 Barrington Cir, Winter Springs, FL 32708

  Very well maintained home in Tuskawilla! Updated kitchen with Granite countertops, Elegant mirrored wall, Ceramic Tile throughout. Double sinks in beautiful master bathroom with garden shower tub! Owners have access to the neighborhood clubhouse and Community pool, HOA takes care of front yard lawn maintenance. Two parks and a nature trail are walking distance from the home. Walk to Trotwood Park

  Ramon Ortiz Cruz DIAMOND 2000 REALTY, INC

  724 Barrington Cir, Winter Springs, FL 32708
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  /2

  $165,000 Sold Apr 07, 2026

  40 Sheoah Blvd Unit 27, Winter Springs, FL 32708

  • 2 Beds
  • 2 Baths
  • 1,187 Sq Ft
  • Built 1973

  Last Sold Summary

  • 3% Below List Price
  • $139/SF
  • 66 Days On Market

  Current Estimated Value $167,992

  Last Listing Agent Travis Cepregi KELLER WILLIAMS WINTER PARK

  40 Sheoah Blvd Unit 27, Winter Springs, FL 32708
• 

  /2

  Est $451,655 Not Listed For Sale

  1363 Tarflower Dr, Winter Springs, FL 32708

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

  1363 Tarflower Dr, Winter Springs, FL 32708

  Last Sold Summary

  • 4% Below List Price
  • $277/SF
  • 64 Days On Market

  • Last Sold Price $472,050
  • Dec 17, 2024

  Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES
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  $290,000

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

  276 San Gabriel St, Winter Springs, FL 32708

  Don't Wait!! Seller offers $5,000 Towards buyer's closing costs. This 3-bedroom, 2-bathroom home in Deersong-2 is a fantastic opportunity for anyone looking for a move-in-ready property in Winter Springs. With its newly updated kitchen, Modern faucet, granite countertops, and indoor laundry. High living room ceilings, the home feels both modern and spacious. The community offers excellent

  Mariam Sherkawy KELLER WILLIAMS WINTER PARK

  276 San Gabriel St, Winter Springs, FL 32708
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  $565,000 Sold Aug 19, 2025

  680 Cheoy Lee Cir, Winter Springs, FL 32708

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

  Last Sold Summary

  • 2% Below List Price
  • $273/SF
  • 19 Days On Market

  Current Estimated Value $564,361

  Last Listing Agent Doug Atkins RE/MAX TOWN & COUNTRY REALTY

  680 Cheoy Lee Cir, Winter Springs, FL 32708
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  Est $415,439 Not Listed For Sale

  1359 Tarflower Dr, Winter Springs, FL 32708

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

  1359 Tarflower Dr, Winter Springs, FL 32708

  Last Sold Summary

  • 7% Below List Price
  • $303/SF
  • 0 Days On Market

  • Last Sold Price $447,609
  • Sep 05, 2024

  Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES
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  $419,000

  • 3 Beds
  • 2 Baths
  • 1,360 Sq Ft

  630 Falcon Ct, Winter Springs, FL 32708

  PRICE IMPROVEMENT! Welcome to 630 Falcon Ct in the Greenspointe section of The Highlands community in Winter Springs. Located just north of Orlando, this beautiful three-bedroom, two-bathroom home is now available. It features an open layout with abundant natural light, a cozy fireplace, and a custom chef’s kitchen designed for entertaining.One of the property's standout features is the

  Lisa Eichenblatt KELLER WILLIAMS HERITAGE REALTY

  630 Falcon Ct, Winter Springs, FL 32708
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  /2

  $380,000 Sold Oct 30, 2025

  422 S Hawthorn Cir Unit 2, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,334 Sq Ft
  • Built 1974

  Last Sold Summary

  • 2% Below List Price
  • $285/SF
  • 5 Days On Market

  Current Estimated Value $366,116

  Last Listing Agent Belinda Gonzales RE/MAX TOWN & COUNTRY REALTY

  422 S Hawthorn Cir Unit 2, Winter Springs, FL 32708
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  /2

  Est $434,249 Not Listed For Sale

  1390 Tarflower Dr, Winter Springs, FL 32708

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

  1390 Tarflower Dr, Winter Springs, FL 32708

  Last Sold Summary

  • 1% Below List Price
  • $263/SF
  • 124 Days On Market

  • Last Sold Price $440,603
  • Jan 30, 2025

  Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES
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  $399,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,831 Sq Ft

  1352 Augusta National Blvd, Winter Springs, FL 32708

  Under contract-accepting backup offers. One of the most affordable homes in Tuscawilla! Welcome to your new home in the highly sought after community of Tuscawilla, nestled in beautiful Winter Springs! This move-in ready residence offers comfort, convenience and exceptional value-one of the best prices in the entire community! Featuring a newer (2020) barrel tile roof, brand new plumbing though

  Andrea Rusch URBAN PALM REAL ESTATE COMPANY

  1352 Augusta National Blvd, Winter Springs, FL 32708
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  /2

  $825,000 Sold Sep 22, 2025

  1559 Wescott Loop, Winter Springs, FL 32708

  • 5 Beds
  • 4 Baths
  • 3,240 Sq Ft
  • Built 2005

  Last Sold Summary

  • 15% Below List Price
  • $255/SF
  • 130 Days On Market

  Current Estimated Value $802,709

  Last Listing Agent Jose R Marrero FLORIDA LIGHTHOUSE REALTY

  1559 Wescott Loop, Winter Springs, FL 32708
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  /2

  Est $407,817 Not Listed For Sale

  1386 Tarflower Dr, Winter Springs, FL 32708

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

  1386 Tarflower Dr, Winter Springs, FL 32708

  Last Sold Summary

  • 9% Below List Price
  • $302/SF
  • 27 Days On Market

  • Last Sold Price $446,096
  • Oct 30, 2024

  Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES

Showing Results 241 - 280, Page 7 of 18