Longwood, FL Homes

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  /73

  $599,900 Pending

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

  1894 Long Pond Dr, Longwood, FL 32779

  Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Located in the established neighborhood of Mandarin Estates, just off the highly coveted Markham Woods Corridor in NW Longwood, this spacious 4-bedroom, 3-bath, 2581 sf home offers comfort, updates, and privacy on a generous 1.20-acre fenced lot. The open floor plan features vaulted ceilings and a bright,

  Susie Norton CHARLES RUTENBERG REALTY ORLANDO

  1894 Long Pond Dr, Longwood, FL 32779
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  /14

  $2,395 per month

  • 3 Beds
  • 2 Baths
  • 1,816 Sq Ft
  • House for Rent

  918 Rangeline Rd, Longwood, FL 32750

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2539.90. That covers your base rent, $2395.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  918 Rangeline Rd, Longwood, FL 32750
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  $380,000 Sold Jul 01, 2025

  116 Tomoka Trail, Longwood, FL 32779

  • 3 Beds
  • 2 Baths
  • 2,147 Sq Ft
  • Built 1974

  Last Sold Summary

  • 16% Below List Price
  • $177/SF
  • 67 Days On Market

  Current Estimated Value $371,783

  Last Listing Agent Joseph Pacholski KELLER WILLIAMS HERITAGE REALTY

  116 Tomoka Trail, Longwood, FL 32779
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  /80

  Est $2,164,061 Not Listed For Sale

  3241 Winding Pine Trail, Longwood, FL 32779

  • 5 Beds
  • 4.5 Baths
  • 5,871 Sq Ft
  • Built 2015

  3241 Winding Pine Trail, Longwood, FL 32779

  Last Sold Summary

  • 2% Below List Price
  • $375/SF

  Last Sold Price $2,200,000

  Last Listing Agent Peter J Yates LPT REALTY LLC
• 

  

  

  /53

  $879,000

  • 4 Beds
  • 4 Baths
  • 3,596 Sq Ft

  283 Lakay Place, Longwood, FL 32779

  Live the Florida lifestyle in the private, gated community of Terra Oaks in Longwood. Set on over a quarter-acre with a stunning heated pool, this beautifully maintained home impresses from the start with manicured landscaping, a tile roof, paver driveway, and a grand, welcoming entry. Inside, you’ll find soaring 21-foot ceilings and a bright, open layout with solid wood and tile flooring

  Simon Simaan THE SIMON SIMAAN GROUP

  283 Lakay Place, Longwood, FL 32779
• 

  

  /20

  $1,550 per month

  • 2 Beds
  • 2 Baths
  • 1,110 Sq Ft
  • Condo for Rent

  482 N Pin Oak Place Unit 208, Longwood, FL 32779

  Longwood 2 BDRM CONDO IN SABAL WALKPriced Low, Call Now!, Condo, 2nd Floor Unit, Pond View, Screened In Patio, Granite Countertops, Tile In Wet Areas, Carpeted Bedrooms, Water Included, Wired For Alarm, Ceiling Fans In Many Rooms, COMMUNITY POOL!, JUST 30 MINUTES To: Downtown Orlando, JUST 50 MINUTES To: The Airport, CONVENIENT To: I-4, & Turnpike 434, CONVENIENT To: Wekiva Springs State

  Jay Myers ORLANDO REALTY & PROPERTY MGNT

  482 N Pin Oak Place Unit 208, Longwood, FL 32779
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  /2

  $850,000 Sold Apr 25, 2025

  500 Freyer Dr, Longwood, FL 32750

  • Land
  • 3.13 Acres
  • $271,565 per Acre

  Last Sold Summary

  • 21% Below List Price
  • 290 Days On Market

  Current Estimated Value $812,129

  Last Listing Agent Denise Korrey KORR REALTY CORP

  500 Freyer Dr, Longwood, FL 32750
• 

  

  /21

  Not Listed For Sale

  961 Lake Ln, Longwood, FL 32750

  • 4 Beds
  • 3 Baths
  • 2,086 Sq Ft
  • Built 1980

  961 Lake Ln, Longwood, FL 32750

  Last Sold Summary

  • $223/SF
  • 35 Days On Market

  Last Sold Price $465,000

  Last Listing Agent Aj Alvarez DALTON WADE INC
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  /12

  $625,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,258 Sq Ft

  1870 Crowley Cir E, Longwood, FL 32779

  Short Sale. Welcome to your peacefull oasis located on a full acre. Spacious floor plan with generous living area and kitchen featuring built-in stove and oven. Additional bedrooms creates flexibility for family, guests, or a home office. Enjoy Florida living with your backyard pool and oversized yard—ideal for entertaining, pets, or future expansion. Conveniently located near schools, shopping,

  Jesse Sutton, Jr LPT REALTY, LLC

  1870 Crowley Cir E, Longwood, FL 32779
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  /16

  $3,045 per month

  • 4 Beds
  • 2 Baths
  • 2,374 Sq Ft
  • House for Rent

  537 Woodview Dr, Longwood, FL 32779

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $3309.90. That covers your base rent, $3045.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  537 Woodview Dr, Longwood, FL 32779
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  /2

  $445,000 Sold Jan 28, 2026

  162 Duncan Trail, Longwood, FL 32779

  • 4 Beds
  • 2 Baths
  • 1,907 Sq Ft
  • Built 1979

  Last Sold Summary

  • 1% Below List Price
  • $233/SF
  • 10 Days On Market

  Current Estimated Value $440,905

  Last Listing Agent Michael Collier EXP REALTY LLC

  162 Duncan Trail, Longwood, FL 32779
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  /31

  Est $296,930 Not Listed For Sale

  1647 Smokey Oak Way, Longwood, FL 32750

  • 2 Beds
  • 2.5 Baths
  • 1,284 Sq Ft
  • Built 2013

  1647 Smokey Oak Way, Longwood, FL 32750

  Last Sold Summary

  • 4% Below List Price
  • $241/SF
  • 2 Days On Market

  Last Sold Price $310,000

  Last Listing Agent Randy Fontanez, II CHARLES RUTENBERG REALTY ORLANDO
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  /35

  $585,000

  • 4 Beds
  • 3 Baths
  • 2,186 Sq Ft

  76 Sweetbriar Branch, Longwood, FL 32750

  SOLAR PAID OFF AT CLOSING WITH FULL PRICE OFFER!! Say goodbye to electricity bills!!!Welcome to your Florida sanctuary, where lakefront living reaches its finest expression. Nestled within the coveted Woodlands community, this exceptional residence invites you to embrace the quintessentially Floridian lifestyle—just bring your kayak or canoe and step into a world of tranquil waterside serenity.

  Robert Kirkwood MAVREALTY

  76 Sweetbriar Branch, Longwood, FL 32750
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  /13

  $1,800 per month

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • Townhouse for Rent

  Unlisted Address

  Welcome to 965 Bryan Ct, Longwood — a charming home located on a quiet cul-de-sac in a desirable area. This property features 2 bedrooms and 2 bathrooms, offering a comfortable layout with a spacious living room, dining area, and functional kitchen filled with natural light.Enjoy a generous backyard perfect for relaxing or entertaining. Conveniently located near supermarkets, restaurants,

  Luisa Davis AGENT TRUST REALTY CORPORATION

  Unlisted Address
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  /2

  $555,000 Sold May 02, 2025

  108 Wayland Cir, Longwood, FL 32779

  • 4 Beds
  • 2 Baths
  • 1,961 Sq Ft
  • Built 1974

  Last Sold Summary

  • 1% Below List Price
  • $283/SF
  • 2 Days On Market

  Current Estimated Value $539,681

  Last Listing Agent REYNALDO Sanchez GALLERY PROPERTIES INTERNATIONAL

  108 Wayland Cir, Longwood, FL 32779
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  /10

  Est $270,699 Not Listed For Sale

  137 E Maine Ave, Longwood, FL 32750

  • 3 Beds
  • 1.5 Baths
  • 1,302 Sq Ft
  • Built 1932

  137 E Maine Ave, Longwood, FL 32750

  Last Sold Summary

  • 23% Above List Price
  • $169/SF
  • 62 Days On Market

  Last Sold Price $220,000

  Last Listing Agent Eve Estiverne NTD 1ST CLASS REALTY MIAMI
• 

  

  /25

  $399,876

  • 3 Beds
  • 1.5 Baths
  • 1,950 Sq Ft

  613 Land Ave, Longwood, FL 32750

  Excellent opportunity to own a well-maintained duplex in a highly desirable Longwood community. This property sits on a large, fully fenced lot and offers privacy, functionality, and strong rental or owner-occupant potential. Each unit features a covered carport with its own private driveway and large exterior storage area. The beautifully designed backyard includes paver walkways leading to a

  William Grim, III RE/MAX ASSURED

  613 Land Ave, Longwood, FL 32750
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  /9

  $2,649 per month

  • 4 Beds
  • 2 Baths
  • 1,972 Sq Ft
  • House for Rent

  1819 Marley Place, Longwood, FL 32750

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2793.90. That covers your base rent, $2649.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  1819 Marley Place, Longwood, FL 32750
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  /2

  $1,200,000 Sold Apr 08, 2025

  3214 Regal Crest Dr, Longwood, FL 32779

  • 4 Beds
  • 3.5 Baths
  • 3,393 Sq Ft
  • Built 2000

  Last Sold Summary

  • $354/SF
  • 10 Days On Market

  Current Estimated Value $1,192,604

  Last Listing Agent Kristen Wenderfer PREMIER SOTHEBYS INT'L REALTY

  3214 Regal Crest Dr, Longwood, FL 32779
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  /21

  Est $993,473 Not Listed For Sale

  3140 Players View Cir, Longwood, FL 32779

  • 4 Beds
  • 3.5 Baths
  • 3,444 Sq Ft
  • Built 2015

  3140 Players View Cir, Longwood, FL 32779

  Last Sold Summary

  • 6% Above List Price
  • $273/SF
  • 130 Days On Market

  Last Sold Price $940,000

  Last Listing Agent Sarah Tomlinson COMPASS FLORIDA LLC
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  /48

  $874,900

  • 5 Beds
  • 4 Baths
  • 3,422 Sq Ft

  1950 Elkhorn Ct, Longwood, FL 32750

  A rare opportunity to own in Hidden Cove, an intimate gated community of just 37 homes where privacy and exclusivity meet refined living. This beautifully maintained 5-bedroom (or 4-bedroom and study) plus upstairs bonus room, 4 full bathrooms and a 3-car garage home offers an impressive blend of comfort, thoughtful upgrades, and resort-style outdoor living. Set on a fully fenced lot, the home

  Scott Tomlinson FUTURE HOME REALTY INC

  1950 Elkhorn Ct, Longwood, FL 32750
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  /43

  $2,400 per month

  • 2 Beds
  • 2 Baths
  • 1,599 Sq Ft
  • Condo for Rent

  204 Tomoka Trail Unit 204 Tomoka Trl, Longwood, FL 32779

  This is not just a rental — it’s a front-row seat to one of the most breathtaking lifestyles inCentral Florida. Set high among the treetops in the iconic, guard-gated Springs community, thisrare two-story residence offers sunsets, sky, and light from nearly every direction, withelevated hilltop breezes that flow effortlessly throughout the home.Inside, over 1,600 square feet of

  Jabir Ahmed CENTURY 21 ALTON CLARK

  204 Tomoka Trail Unit 204 Tomoka Trl, Longwood, FL 32779
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  /73

  $579,000 Sold May 15, 2025

  102 Wild Plum Ln, Longwood, FL 32779

  • 4 Beds
  • 3.5 Baths
  • 3,690 Sq Ft
  • Built 1979

  Last Sold Summary

  • $157/SF
  • 2 Days On Market

  Current Estimated Value $627,520

  Last Listing Agent Domenique Lombardo ROYALTY R E BOUTIQUE INC

  102 Wild Plum Ln, Longwood, FL 32779
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  /29

  Est $410,888 Not Listed For Sale

  569 Lake Wildmere Cove, Longwood, FL 32750

  • 3 Beds
  • 2.5 Baths
  • 1,812 Sq Ft
  • Built 2018

  569 Lake Wildmere Cove, Longwood, FL 32750

  Last Sold Summary

  • 8% Above List Price
  • $210/SF
  • 4 Days On Market

  Last Sold Price $381,000

  Last Listing Agent Rine Moore-Tyrell COTTAGE REALTY INC
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  /74

  $799,000 Under Contract

  • 5 Beds
  • 3 Baths
  • 2,800 Sq Ft

  2151 Judith Place, Longwood, FL 32779

  ROOF REPLACED IN 2025 | HVAC 2023 | NEW GUTTERS 2025 | SOLAR PANELS PAID OFF | RENOVATED OWNER'S SUITE | 1.62 ACRES | ON A CUL DE SAC | NO MANDATORY HOA Tucked away at the end of a quiet cul-de-sac, this exceptional 5-bedroom, 3-bath home sits on a rare and expansive 1.62-acre lot. Recent major upgrades provide peace of mind, including a new roof and gutters (2025), newer HVAC (2023), and fully

  KEVIN RANDOLPH WATSON REALTY CORP

  2151 Judith Place, Longwood, FL 32779
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  /16

  $2,260 per month

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • House for Rent

  280 E Church Ave, Longwood, FL 32750

  Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening!Take advantage of the incredible location,

  280 E Church Ave, Longwood, FL 32750
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  /2

  $350,000 Sold Sep 04, 2025

  712 Eagle Ave, Longwood, FL 32750

  • 3 Beds
  • 2 Baths
  • 1,176 Sq Ft
  • Built 1977

  Last Sold Summary

  • 3% Below List Price
  • $298/SF
  • 12 Days On Market

  Current Estimated Value $344,967

  Last Listing Agent Robert Finzel ATRIUM REALTY, LLC

  712 Eagle Ave, Longwood, FL 32750
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  /45

  Est $313,681 Not Listed For Sale

  1621 Smokey Oak Way, Longwood, FL 32750

  • 3 Beds
  • 2.5 Baths
  • 1,404 Sq Ft
  • Built 2013

  1621 Smokey Oak Way, Longwood, FL 32750

  Last Sold Summary

  • 2% Below List Price
  • $228/SF
  • 10 Days On Market

  Last Sold Price $320,000

  Last Listing Agent Brittanie Jarvis J CREW REAL ESTATE
• 

  

  /59

  $864,900

  • 4 Beds
  • 4 Baths
  • 3,142 Sq Ft

  1261 Bella Vista Cir, Longwood, FL 32779

  A Grand Residence in Bella Vista - Elegance, Space & Unmatched Privacy! Welcome to a home that truly stands apart- an impressive two-story estate in the coveted Bella Vista community of Longwood, where luxury finishes, thoughtful upgrades, and timeless architecture come together effortlessly. From the moment you step inside, you’ll feel the scale, quality, and craftsmanship that set this home

  Miranda Earnest COLDWELL BANKER REALTY

  1261 Bella Vista Cir, Longwood, FL 32779
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  /67

  $3,325 per month

  • 4 Beds
  • 2.5 Baths
  • 2,306 Sq Ft
  • House for Rent

  234 Duncan Trail, Longwood, FL 32779

  Beautiful 4-bedroom, 2.5-bath Mid-Century Modern home available for lease in the desirable Wekiva Hills community of Longwood. Situated on an oversized 0.42-acre lot, this home offers privacy, architectural character, and seamless indoor-outdoor living.Vaulted tongue-and-groove wood ceilings, exposed beams, and a floor-to-ceiling coquina rock fireplace create a dramatic and inviting living

  Jeffrey Osborn, Jr EXP REALTY LLC

  234 Duncan Trail, Longwood, FL 32779
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  /2

  $610,000 Sold Dec 15, 2025

  2421 Jennifer Hope Blvd, Longwood, FL 32779

  • 4 Beds
  • 3 Baths
  • 2,281 Sq Ft
  • Built 1979

  Last Sold Summary

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

  Current Estimated Value $617,186

  Last Listing Agent Nick Nastase THE PROPERTY PROS REAL ESTATE, INC

  2421 Jennifer Hope Blvd, Longwood, FL 32779
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  /2

  Not Listed For Sale

  750 Florida Ave, Longwood, FL 32750

  • 4 Beds
  • 4 Baths
  • 1,924 Sq Ft
  • Built 1976

  750 Florida Ave, Longwood, FL 32750

  Last Sold Summary

  • $213/SF
  • 99 Days On Market

  Last Sold Price $410,000

  Last Listing Agent Keith Finnerty KMF REALTY ADVOCATES LLC
• 

  

  /59

  $749,000 Pending

  • 5 Beds
  • 4 Baths
  • 3,184 Sq Ft

  990 Burlwood Ct, Longwood, FL 32750

  Under contract-accepting backup offers. ***Buyer home sale contingency fell through. Property appraised & passed inspection*** Welcome to refined elegance in the gated Longwood Club community with the GRAND entrance you've been searching for! From the moment you step inside, this home makes a statement, with your eyes immediately drawn to the architecturally striking double staircases accented by

  Jeavanna Lanza PA EXP REALTY LLC

  990 Burlwood Ct, Longwood, FL 32750
• 

  

  /16

  $2,395 per month

  • 3 Beds
  • 2 Baths
  • 1,266 Sq Ft
  • House for Rent

  714 Eagle Ave, Longwood, FL 32750

  Beautiful, pet-friendly home coming soon! Apply now, Move-In is available on or after the listed date. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $50 per adult. Security Deposit: one month's rent. Pet fees: $250 + $35/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.

  714 Eagle Ave, Longwood, FL 32750
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  $470,000 Sold Jul 24, 2025

  1161 Roxboro Rd, Longwood, FL 32750

  • 3 Beds
  • 2 Baths
  • 1,891 Sq Ft
  • Built 1995

  Last Sold Summary

  • 1% Below List Price
  • $249/SF
  • 4 Days On Market

  Current Estimated Value $454,461

  Last Listing Agent Emy Gutierrez Montemira KELLER WILLIAMS ADVANTAGE 2 REALTY

  1161 Roxboro Rd, Longwood, FL 32750
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  /34

  Not Listed For Sale

  153 N Credo St, Longwood, FL 32750

  • 2 Beds
  • 1,966 Sq Ft
  • Built 1986

  153 N Credo St, Longwood, FL 32750

  Last Sold Summary

  • $229/SF
  • 3 Days On Market

  Last Sold Price $450,000

  Last Listing Agent Archie Ferguson LPT REALTY, LLC
• 

  

  /28

  $610,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,192 Sq Ft

  741 Daybreak Place, Longwood, FL 32750

  Under contract-accepting backup offers. Tucked away on a quiet street in the gated community of Oakmont Reserve, this stunning 4-bedroom pool home offers the perfect blend of luxury, privacy, and resort-style living in the heart of Longwood. Just minutes from historic downtown Longwood, SunRail, boutique shopping, the Seminole Wekiva Trail, and scenic parks, the home also benefits from access to

  Rob Breese, III RE/MAX TOWN & COUNTRY REALTY

  741 Daybreak Place, Longwood, FL 32750
• 

  

  /19

  $1,395 per month

  • 3 Beds
  • 2 Baths
  • 800 Sq Ft
  • Townhouse for Rent

  1912 Wizard Ct, Longwood, FL 32750

  2-bedroom, 1-bath duplex, conveniently located off of Longwood/Lake Mary Road, providing quick access to either Ronald Reagan Blvd or West Lake Mary Blvd. Close to Lake Mary dining, shopping, and entertainment. Separate living and dining areas, laundry room with hook-ups for washer/dryer, and ceramic tile throughout. 800 square feet under air, a private backyard with patio and storage shed. All

  Christopher Gold WILSON MANAGEMENT GROUP

  1912 Wizard Ct, Longwood, FL 32750
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  /2

  $395,000 Sold Dec 30, 2025

  563 Northport Dr, Longwood, FL 32750

  • 3 Beds
  • 2 Baths
  • 1,542 Sq Ft
  • Built 1980

  Last Sold Summary

  • 5% Below List Price
  • $256/SF
  • 65 Days On Market

  Current Estimated Value $388,589

  Last Listing Agent David Coker KELLER WILLIAMS WINTER PARK

  563 Northport Dr, Longwood, FL 32750
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  /48

  Est $217,878 Not Listed For Sale

  413 Summit Ridge Place Unit 303, Longwood, FL 32779

  • 2 Beds
  • 2 Baths
  • 1,274 Sq Ft
  • Built 1996

  413 Summit Ridge Place Unit 303, Longwood, FL 32779

  Last Sold Summary

  • 13% Below List Price
  • $196/SF
  • 5 Days On Market

  Last Sold Price $250,000

  Last Listing Agent Susan Schneider COLDWELL BANKER REALTY

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