Longwood, FL Homes

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  $4,299,000

  • 7 Beds
  • 9 Baths
  • 14,801 Sq Ft

  808 Sweetwater Club Blvd, Longwood, FL 32779

  Behind the guarded gates of the prestigious Sweetwater Club, on over three acres of manicured grounds, lies an extraordinary fully remodeled 14,000+ square foot estate that redefines grandeur and sophistication. A sweeping double-entry driveway framed by mature, curated landscaping guides you to the stately façade, where timeless architecture meets meticulous design, including a new roof (2022)

  Christopher Christensen ONE LUXURY INTERNATIONAL LLC

  808 Sweetwater Club Blvd, Longwood, FL 32779
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  /6

  $2,845 per month

  • 3 Beds
  • 3 Baths
  • 2,384 Sq Ft
  • House for Rent

  272 Churchill 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 $3109.90. That covers your base rent, $2845.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  272 Churchill Dr, Longwood, FL 32779
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  $530,000 Sold Jan 24, 2025

  144 Tarrytown Trail, Longwood, FL 32750

  • 4 Beds
  • 2 Baths
  • 2,125 Sq Ft
  • Built 1974

  Last Sold Summary

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

  Current Estimated Value $520,654

  Last Listing Agent Simeon Streeter CLEAR BLUE SKY REAL ESTATE

  144 Tarrytown Trail, Longwood, FL 32750
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  /2

  Est $561,904 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,249 Sq Ft

  1673 Boyer St, Longwood, FL 32750

  1673 Boyer St, Longwood, FL 32750
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  /12

  $164,900

  • 2 Beds
  • 1 Bath
  • 1,020 Sq Ft

  152 Springwood Cir Unit B, Longwood, FL 32750

  Updated and spacious condo on FIRST LEVEL close to community pool and laundry. 2 Bedrooms and 1 full Bathroom /1,050 SqFt +++. OPEN FLOOR PLAN. FULLY Equipped Kitchen with newer appliances and gorgeous granite countertops. Beautiful covered lanai with view of the outdoors. No immediate rear neighbors. private storage closet. HVAC is only 2 years old, water heater was replaced approx 7 years ago.

  Matt White SLOANE REALTY, LLC

  152 Springwood Cir Unit B, Longwood, FL 32750
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  /21

  $2,560 per month

  • 4 Beds
  • 2 Baths
  • 1,866 Sq Ft
  • House for Rent

  592 Tall Oaks Terrace, Longwood, FL 32750

  Property Updates: The home just refreshed with new interior and exterior paint, luxury vinyl in bedrooms, and updated mechanical systems, including a newer AC, water heater, and appliances. A washer and dryer are available; they can be removed if not needed. Location Highlights: Two doors down from a neighborhood parkBacks up to a quiet creekSituated in a well-kept HOA communityLawn

  Dan Letzler LAUREATE PARK REALTY

  592 Tall Oaks Terrace, Longwood, FL 32750
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  /2

  $550,000 Sold Jul 16, 2025

  207 S Sweetwater Blvd, Longwood, FL 32779

  • 4 Beds
  • 2.5 Baths
  • 2,361 Sq Ft
  • Built 1972

  Last Sold Summary

  • $233/SF
  • 3 Days On Market

  Current Estimated Value $556,855

  Last Listing Agent Jeff Taulbee CHARLES RUTENBERG REALTY ORLANDO

  207 S Sweetwater Blvd, Longwood, FL 32779
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  /16

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,882 Sq Ft

  931 Alameda Dr, Longwood, FL 32750

  931 Alameda Dr, Longwood, FL 32750
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  /31

  $1,539,000

  • 6 Beds
  • 6 Baths
  • 6,550 Sq Ft

  301 Magnolia Lake Dr, Longwood, FL 32779

  Almost a $1,000,000 of asking is an assumable loan at 4.75. Dream home with beautiful environment galore. Flowing open floor plan with high ceilings and crown molding throughout. Theater room, Florida room with indoors grill, 2 wood burning fireplaces, beautiful sought after community, gated with guards 24/7, wide large lots. Must see this picturesque environment filled with wealth and luxury.

  Leslie Golliday DOVER INTERNATIONAL CO., INC.

  301 Magnolia Lake Dr, Longwood, FL 32779
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  /12

  $2,140 per month

  • 3 Beds
  • 2 Baths
  • 1,590 Sq Ft
  • House for Rent

  105 Whitley Bay Ln, 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 $2284.90. That covers your base rent, $2140.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  105 Whitley Bay Ln, Longwood, FL 32779
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  /2

  $455,000 Sold Sep 09, 2025

  201 Garden Ln, Longwood, FL 32750

  • 5 Beds
  • 3 Baths
  • 2,432 Sq Ft
  • Built 1990

  Last Sold Summary

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

  Current Estimated Value $451,667

  Last Listing Agent Todd Schroth EXP REALTY LLC

  201 Garden Ln, Longwood, FL 32750
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  /2

  Est $448,388 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,897 Sq Ft

  180 14th Ave, Longwood, FL 32750

  180 14th Ave, Longwood, FL 32750
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  /59

  $874,900 Pending

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

  1261 Bella Vista Cir, Longwood, FL 32779

  Under contract-accepting backup offers. 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,

  Miranda Earnest COLDWELL BANKER REALTY

  1261 Bella Vista Cir, Longwood, FL 32779
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  /13

  $1,650 per month

  • 2 Beds
  • 2 Baths
  • 1,274 Sq Ft
  • Condo for Rent

  404 Summit Ridge Place Unit 302, Longwood, FL 32779

  In the gated community of Sabal Point area of Longwood, this 2 bedroom 2 bath split plan, third floor unit has a great view from the screened porch. Spacious rooms, open floor plan and plenty of natural lighting make this unit very popular, and the single car GARAGE with door opener seal the deal! The community offers gated entrance, a great clubhouse, playground, pool, fitness center and tennis

  Stephen Baker RE/MAX CENTRAL REALTY

  404 Summit Ridge Place Unit 302, Longwood, FL 32779
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  /2

  $280,000 Sold Feb 18, 2025

  300 N Shadowbay Blvd Unit 206, Longwood, FL 32779

  • 3 Beds
  • 3 Baths
  • 1,592 Sq Ft
  • Built 1985

  Last Sold Summary

  • 19% Below List Price
  • $176/SF
  • 225 Days On Market

  Current Estimated Value $286,811

  Last Listing Agent Mariana Wartella LPT REALTY, LLC

  300 N Shadowbay Blvd Unit 206, Longwood, FL 32779
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  /25

  Est $327,321 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,539 Sq Ft

  192 Golf Club Dr Unit 192, Longwood, FL 32779

  192 Golf Club Dr Unit 192, Longwood, FL 32779
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  /32

  $5,800,000

  • Land
  • 12.31 Acres
  • $471,162 per Acre

  195 Parsons Rd, Longwood, FL 32779

  A rare and remarkable offering—over 12 acres of pristine, high-and-dry land in the coveted Markham Woods corridor. This unique property presents endless possibilities for luxury buyers or visionary developers looking to create something extraordinary.Privately tucked away among lush greenery, the property currently features two residences and a well-appointed 6-stall horse barn, making it

  Carrie Louche KELLER WILLIAMS ADVANTAGE REALTY

  195 Parsons Rd, Longwood, FL 32779
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  /18

  $2,145 per month

  • 3 Beds
  • 2 Baths
  • 1,474 Sq Ft
  • House for Rent

  1060 Huntington Ct, Longwood, FL 32750

  SPLIT THE PAYMENT! Reserve your new home by paying 50% of your security deposit now, with the remaining balance due before move-in.Welcome home to this charming 3-bedroom, 2-bathroom residence offering 1474 sq ft of single-floor living. The highlight of this home is the private patio with a sparkling pool - perfect for relaxation, entertaining, and enjoying the Florida lifestyle!

  1060 Huntington Ct, Longwood, FL 32750
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  /2

  $589,000 Sold Jun 02, 2025

  323 Needles Trail, Longwood, FL 32779

  • 4 Beds
  • 2.5 Baths
  • 2,389 Sq Ft
  • Built 1981

  Last Sold Summary

  • 2% Below List Price
  • $247/SF
  • 9 Days On Market

  Current Estimated Value $601,402

  Last Listing Agent Abbas Sultanali ALPHA EQUITY REALTY & MANAGEMENT INC

  323 Needles Trail, Longwood, FL 32779
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  /53

  Est $176,040 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,143 Sq Ft

  244 Crown Oaks Way Unit 244, Longwood, FL 32779

  244 Crown Oaks Way Unit 244, Longwood, FL 32779
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  /22

  $317,500

  • 3 Beds
  • 2 Baths
  • 1,075 Sq Ft

  449 Springwood Ct, Longwood, FL 32750

  This beautifully updated three-bedroom, two-bath home in Longwood offers 1,075 square feet of bright and open living space, a one-car garage, and an oversized fenced backyard shaded by mature trees. Located in an X flood zone with no flood insurance required, the property is being sold fully furnished and turnkey as a successful Airbnb investment with a strong rental history. Inside, the open

  Brandy Coffey KELLER WILLIAMS ISLAND LIFE REAL ESTATE

  449 Springwood Ct, Longwood, FL 32750
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  /30

  $1,798 per month

  • 2 Beds
  • 2 Baths
  • 1,368 Sq Ft
  • Condo for Rent

  Unlisted Address

  Modern 2-Bed/2-Bath Condo in the Desirable Residences At Sabal Point! Looking for a perfect blend of comfort and convenience? This spacious 2-bedroom, 2-bathroom condo in the gated Residences At Sabal Point community has everything you need! Featuring an open layout, this home offers plenty of space to relax or entertain. Each bedroom comes with a walk-in closet and private access to its

  Krystopher Ferdinand WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC

  Unlisted Address
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  /2

  $319,000 Sold Sep 26, 2025

  528 Winding Oak Ln, Longwood, FL 32750

  • 3 Beds
  • 2 Baths
  • 1,142 Sq Ft
  • Built 1994

  Last Sold Summary

  • $279/SF
  • 57 Days On Market

  Last Listing Agent Camilo Perez HOME SOLD REALTY LLC

  528 Winding Oak Ln, Longwood, FL 32750
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  /2

  Est $232,458 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,243 Sq Ft

  121 Tomoka Trail Unit C, Longwood, FL 32779

  121 Tomoka Trail Unit C, Longwood, FL 32779
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  /32

  $525,000

  • 4 Beds
  • 2.5 Baths
  • 2,873 Sq Ft

  820 Hobson St, Longwood, FL 32750

  Price just reduced! Don’t miss this opportunity to invest in this diamond in the rough. Checks off all the boxes. Spacious, well built CB home with sparkling inground pool, cozy fireplace, detached workshop, 2 car garage, inside laundry on almost one acre, large garage and lots of driveway parking. Plenty of room to spread out. Energy efficient home with solar power and top of the line air

  Eva Martin ORLANDO REAL ESTATE GROUP, INC

  820 Hobson St, Longwood, FL 32750
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  /17

  $2,340 per month

  • 3 Beds
  • 2 Baths
  • 1,718 Sq Ft
  • House for Rent

  1781 Wyoming St, 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 $2484.90. That covers your base rent, $2340.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  1781 Wyoming St, Longwood, FL 32750
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  $395,000 Sold Mar 10, 2025

  104 Hatfield Ct, Longwood, FL 32779

  • 3 Beds
  • 2 Baths
  • 1,470 Sq Ft
  • Built 1974

  Last Sold Summary

  • 6% Below List Price
  • $269/SF
  • 86 Days On Market

  Current Estimated Value $397,882

  Last Listing Agent Tara Hall INVESTOR'S REAL ESTATE LLC

  104 Hatfield Ct, Longwood, FL 32779
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  /2

  Est $614,424 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,207 Sq Ft

  580 Whisper Wood Dr, Longwood, FL 32779

  580 Whisper Wood Dr, Longwood, FL 32779
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  /24

  $435,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,722 Sq Ft

  1681 Overlook Rd, Longwood, FL 32750

  Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Charming 4-bedroom, 2-bath home situated in the highly desirable Myrtle Lake Hills neighborhood of Longwood. The home features two generously sized bedrooms accompanied by a guest bathroom, alongside an ample sized room that can serve as an office,playroom, or another bedroom. The primary bedroom, complete

  Aimee Cruz CHARLES RUTENBERG REALTY ORLANDO

  1681 Overlook Rd, Longwood, FL 32750
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  /43

  $1,650 per month

  • 2 Beds
  • 2 Baths
  • 1,014 Sq Ft
  • Townhouse for Rent

  843 Georgia Ave, Longwood, FL 32750

  Come view this 2 bed/2 bath duplex home, conveniently located near Historic Longwood, Sun Rail, and Candyland Park. With easy access to several restaurants, shopping, schools, and major highways I-4, 17, and SR 434, it's nestled in Lake Wayman Heights. This home is just a stone's throw from Lake Wayman! Inside, you'll find a spacious floor plan with plenty of natural light, featuring tile

  Christopher Bright BEST ORLANDO PROPERTY MANAGEMENT LLC

  843 Georgia Ave, Longwood, FL 32750
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  /2

  $680,000 Sold Aug 22, 2025

  103 Cherry Hill Cir, Longwood, FL 32779

  • 5 Beds
  • 3 Baths
  • 2,820 Sq Ft
  • Built 1972

  Last Sold Summary

  • 6% Below List Price
  • $241/SF
  • 76 Days On Market

  Current Estimated Value $675,850

  Last Listing Agent Christen McCamie NESTA REAL ESTATE CONSULTANTS

  103 Cherry Hill Cir, Longwood, FL 32779
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  /2

  Est $990,824 Not Listed For Sale

  • 6 Beds
  • 5 Baths
  • 4,907 Sq Ft

  1224 Bella Vista Cir, Longwood, FL 32779

  1224 Bella Vista Cir, Longwood, FL 32779
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  /58

  $1,750,000

  • 4 Beds
  • 4.5 Baths
  • 4,508 Sq Ft

  1810 Oakbrook Dr, Longwood, FL 32779

  REDUCED FOR A PROMPT SALE!! Now is your chance to discover this exceptional custom home nestled adjacent to a serene conservation lot in Seminole County’s premier 24-HOUR GUARD-GATED luxury community—Alaqua Lakes. Situated on an OVERSIZED 2/3 of an acre PRIVATE homesite, this residence embodies high-end living in the largest single-story estate residence currently available in the community.

  Frank Benevento COLDWELL BANKER REALTY

  1810 Oakbrook Dr, Longwood, FL 32779
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  /18

  $2,220 per month

  • 3 Beds
  • 2 Baths
  • 1,696 Sq Ft
  • House for Rent

  517 Eastport Dr, 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 $2364.90. That covers your base rent, $2220.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  517 Eastport Dr, Longwood, FL 32750
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  /2

  $255,000 Sold May 01, 2025

  564 Darby Way, Longwood, FL 32779

  • 3 Beds
  • 2 Baths
  • 1,501 Sq Ft
  • Built 1983

  Last Sold Summary

  • 18% Below List Price
  • $170/SF
  • 158 Days On Market

  Current Estimated Value $271,432

  Last Listing Agent Tim Swanson CHARLES RUTENBERG REALTY ORLANDO

  564 Darby Way, Longwood, FL 32779
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  /2

  Est $301,746 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,369 Sq Ft

  1827 Covent Garden Ln, Longwood, FL 32750

  1827 Covent Garden Ln, Longwood, FL 32750
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  /9

  $248,700

  • 3 Beds
  • 1.5 Baths
  • 1,025 Sq Ft

  1841 North St, Longwood, FL 32750

  Super cute 3/2 single family home, 2 minutes to the Altamonte Mall, across the street from Rolling Hills Golf course, which is now just maintained and beautiful but not played. Has both a large car port and a screened in back porch. Has a nice Rubbermaid shed. Quiet street, beautiful back yard. Lowest priced home in Longwood.

  Steven Koleno BEYCOME OF FLORIDA LLC

  1841 North St, Longwood, FL 32750
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  /8

  $1,399 per month

  • 1 Bed
  • 1 Bath
  • 921 Sq Ft
  • House for Rent

  252 Crown Oaks Way Unit R102, Longwood, FL 32779

  Welcome to this charming lower-level one-bedroom, one-bath condo nestled within the serene gated community of The Springs. This inviting home features a spacious family and dining area, accented with stylish tile and laminate flooring throughout. The galley-style kitchen is equipped with stainless steel appliances, making meal prep a breeze. Convenience is key with an in-unit laundry room

  Nancy Guadagnino SPECIALIZED PROPERTY MANAGEMENT

  252 Crown Oaks Way Unit R102, Longwood, FL 32779
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  /2

  $369,000 Sold Sep 30, 2025

  154 Golf Club Dr, Longwood, FL 32779

  • 3 Beds
  • 2 Baths
  • 1,679 Sq Ft
  • Built 1983

  Last Sold Summary

  • 3% Below List Price
  • $220/SF
  • 77 Days On Market

  Last Listing Agent Janie Harris UNITED REAL ESTATE PREFERRED

  154 Golf Club Dr, Longwood, FL 32779
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  /22

  Est $368,507 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,464 Sq Ft

  110 N Silver Cluster Ct, Longwood, FL 32750

  110 N Silver Cluster Ct, Longwood, FL 32750

Showing Results 161 - 200, Page 5 of 18