Longwood, FL Homes

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  $494,900

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

  107 Cedar Point Ln, Longwood, FL 32779

  **This house comes with a REDUCED RATE through the seller's preferred lender.** Welcome to 107 Cedar Point Lane, a stunning 3-bedroom, 2.5-bath home with 2,360 sq. ft. of heated living space in a highly sought-after Longwood neighborhood zoned for top-rated schools, making it an excellent choice for families. This home is flooded with natural light throughout, thanks to large windows that create

  

  Thomas Nickley

  KELLER WILLIAMS REALTY AT THE PARKS

  (321) 449-8254

  107 Cedar Point Ln, Longwood, FL 32779
• Explore Longwood

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  /41

  $1,431 - $3,808 per month

  The Addison Longwood

  1 - 3 Beds

  681 Addison Longwood Terrace, Longwood, FL 32750

  Home. Few things in life are more personal or more keenly reflect our individual tastes. Precisely why having the best to build on can make all the difference, like gourmet kitchens and expansive windows. The Addison Longwood offers the chance to make the exceptional your own... to make it your home. In our new apartments for rent, you'll find a peaceful place to escape to.Whatever

  681 Addison Longwood Terrace, Longwood, FL 32750
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  $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

  Last Listing Agent David Coker KELLER WILLIAMS WINTER PARK

  563 Northport Dr, Longwood, FL 32750
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  Est $791,134 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,434 Sq Ft

  151 Oakmont Reserve Cir, Longwood, FL 32750

  151 Oakmont Reserve Cir, Longwood, FL 32750
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  /34

  $199,999

  • 2 Beds
  • 2.5 Baths
  • 1,365 Sq Ft

  1209 Clubside Dr Unit 1209, Longwood, FL 32779

  Welcome to 1209 Clubside Dr, a beautifully maintained and well-appointed second-floor condo located in the desirable Clubside at Sabal Point community in Longwood, Florida. This spacious residence offers approximately 1,365 square feet of thoughtfully designed living space featuring two master bedrooms, each with generous walk-in closets, and 2.5 bathrooms, providing comfort and privacy.Step

  

  Thomas Nickley

  KELLER WILLIAMS REALTY AT THE PARKS

  (321) 215-7201

  1209 Clubside Dr Unit 1209, Longwood, FL 32779
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  /11

  $2,050 per month

  • 3 Beds
  • 2.5 Baths
  • 1,369 Sq Ft
  • Townhouse for Rent

  1559 Downy Birch Ln, Longwood, FL 32750

  Beautiful townhome! 3 bedroom 2.5 baths. Stainless appliances, washer/dryer included, gated community, community pool, end unit, and much more. Great location. Hurry up this will go fast!!!!! Tenant responsible for purchasing gate decals. Tenant must have a 650+ credit score and make 3x the rent.

  Gina Loria OPTIMA REAL ESTATE

  1559 Downy Birch Ln, Longwood, FL 32750
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  $319,000 Sold Nov 21, 2025

  1906 Saint Andrews Place, Longwood, FL 32779

  • 3 Beds
  • 2.5 Baths
  • 1,313 Sq Ft
  • Built 1980

  Last Sold Summary

  • 3% Below List Price
  • $243/SF
  • 8 Days On Market

  Last Listing Agent Ron Hernquist RE/MAX CENTRAL REALTY

  1906 Saint Andrews Place, Longwood, FL 32779
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  /2

  Est $191,191 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 969 Sq Ft

  486 N Pin Oak Place Unit 212, Longwood, FL 32779

  486 N Pin Oak Place Unit 212, Longwood, FL 32779
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  $739,000

  • 4 Beds
  • 2.5 Baths
  • 2,686 Sq Ft

  110 Valley Cir, Longwood, FL 32779

  Welcome to the impressive Sweetwater neighborhood, where charm and tranquility await you. As you enter this sought-after community, the stress of the day begins to fade away, guided by the serene, tree-lined parkway leading to your new home. Nestled discreetly off the main road, this residence offers a peaceful retreat, starting with the inviting front porch. Step inside to discover a home

  

  Angela Carney

  CORCORAN PREMIER REALTY

  (321) 472-4943

  110 Valley Cir, Longwood, FL 32779
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  $1,525 - $3,110 per month

  Alta Trilogy

  Studio - 3 Beds

  1050 S Ronald Reagan Blvd, Longwood, FL 32750

  Welcome to Alta Trilogy, where modern living meets the beauty of nature in perfect harmony. This vibrant apartment community is designed to cater to every lifestyle, offering a trifecta of amenities, convenience, and style. Nestled in a prime location, Alta Trilogy allows residents to experience the best of both worlds: the dynamic energy of city life and the tranquility of natural surroundings.

  1050 S Ronald Reagan Blvd, Longwood, FL 32750
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  $430,000 Sold Dec 08, 2025

  480 Country Club Dr, Longwood, FL 32750

  • 3 Beds
  • 2.5 Baths
  • 2,438 Sq Ft
  • Built 1969

  Last Sold Summary

  • 1% Above List Price
  • $176/SF
  • 3 Days On Market

  Last Listing Agent Brent DeHoop RE/MAX ASSURED

  480 Country Club Dr, Longwood, FL 32750
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  /2

  Est $880,521 Not Listed For Sale

  • 6 Beds
  • 4.5 Baths
  • 4,320 Sq Ft

  1347 Bella Tuscany Cove, Longwood, FL 32750

  1347 Bella Tuscany Cove, Longwood, FL 32750
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  $480,000

  • 3 Beds
  • 2 Baths
  • 2,226 Sq Ft

  901 Cutler Rd, Longwood, FL 32779

  LOWEST PRICE HOME PER SQUARE FOOT IN A SQUARE MILE. This home is move it ready. Pull over Honey. Look at the cute swing in the front yard. That looks like a great home to relax it. Let's take a look. As you walk up to the home you are greeted by double doors making it feel like a grand entrance. To the right of the entry you have the huge living room which can take you to the laundry room and

  

  Eric Soto

  TC ORLANDO HOMES LLC

  (321) 850-2611

  901 Cutler Rd, Longwood, FL 32779
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  $1,550 per month

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

  494 N Pin Oak Place Unit 202, Longwood, FL 32779

  Cozy yet elegant 2-bedroom, 2-bath deluxe second-floor condo located in the desirable Windsor at Sabal Walk community in Longwood. This well-appointed home features a screened-in patio and a spacious, open layout with two master suites, ideal for comfort and privacy. The kitchen and bathrooms are finished with granite countertops, and the kitchen is equipped with stainless steel appliances,

  Carissa Lawhun FLORIDA REALTY INVESTMENTS

  494 N Pin Oak Place Unit 202, Longwood, FL 32779
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  $575,000 Sold Dec 05, 2025

  287 Hilltop Dr, Longwood, FL 32750

  • 4 Beds
  • 2.5 Baths
  • 2,522 Sq Ft
  • Built 2019

  Last Sold Summary

  • $228/SF
  • 17 Days On Market

  Last Listing Agent Eric Soto TC ORLANDO HOMES LLC

  287 Hilltop Dr, Longwood, FL 32750
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  Est $359,998 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,201 Sq Ft

  407 Parson Brown Way, Longwood, FL 32750

  407 Parson Brown Way, Longwood, FL 32750
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  $245,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,006 Sq Ft

  242 Howard Blvd, Longwood, FL 32750

  Under contract-accepting backup offers. Great opportunity in a prime Longwood location! This 3-bedroom, 1-bath home sits within walking distance to Lake Mary High School and the YMCA. The converted garage provides a functional third bedroom or flex space. Features include ceramic tile in the wet areas, original wood flooring, updated LED lighting, upgraded electrical throughout, and a fully

  

  David Coker

  KELLER WILLIAMS WINTER PARK

  (321) 341-2182

  242 Howard Blvd, Longwood, FL 32750
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  $1,349 - $2,225 per month

  Weston Park at Longwood Station

  1 - 3 Beds

  100 Myrtle St, Longwood, FL 32750

  Unlock a world of modern living at Weston Park Longwood. Nestled in the vibrant heart of Longwood, our apartments offer a unique blend of contemporary elegance and urban convenience. Discover spacious floor plans designed for comfort and style, featuring premium amenities tailored to enhance your lifestyle. From stainless steel appliances and designer finishes to a resort-style pool and fitness

  100 Myrtle St, Longwood, FL 32750
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  $510,000 Sold Oct 07, 2025

  732 Wildmere Village Cove, Longwood, FL 32750

  • 4 Beds
  • 2.5 Baths
  • 2,510 Sq Ft
  • Built 2014

  Last Sold Summary

  • 3% Below List Price
  • $203/SF
  • 12 Days On Market

  Current Estimated Value $514,856

  Last Listing Agent Jim Ruddy WATSON REALTY CORP

  732 Wildmere Village Cove, Longwood, FL 32750
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  Est $597,432 Not Listed For Sale

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

  737 Daybreak Place, Longwood, FL 32750

  737 Daybreak Place, Longwood, FL 32750
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  $133,500 Pending

  • 1 Bed
  • 1 Bath
  • 921 Sq Ft

  260 Crown Oaks Way, Longwood, FL 32779

  Under contract-accepting backup offers. The Crown Oaks condominiums, nestled within the prestigious guard-gated community of The Springs in Longwood, offer a lifestyle that blends natural beauty, privacy, and resort-style amenities. Spanning over 100 acres of preserved waterways, lush woodlands, and century-old oak canopies, The Springs is built around a crystal-clear natural freshwater spring

  

  Scott Major

  DON HARKINS REALTY LLC

  (321) 475-5179

  260 Crown Oaks Way, Longwood, FL 32779
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  /31

  $2,400 per month

  • 3 Beds
  • 2 Baths
  • 1,910 Sq Ft
  • House for Rent

  2646 Bent Hickory Cir, Longwood, FL 32779

  Beautiful 3/2/2 executive style home in Sabal Green. From its soaring ceilings and double sided fireplace to its incredible master suite and unbelievable amount of closet and storage space... this home has it all and brings in nature with its neutral colors, wood trim and doors with all of today's luxuries. Features newer stainless steel appliances, closet pantry, ample cabinet space, a breakfast

  Sheryl Webster VENTURE HOME REALTY

  2646 Bent Hickory Cir, Longwood, FL 32779
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  $382,000 Sold Aug 27, 2025

  136 Bridgeview Ct, Longwood, FL 32779

  • 2 Beds
  • 2 Baths
  • 1,685 Sq Ft
  • Built 1983

  Last Sold Summary

  • 11% Below List Price
  • $227/SF
  • 103 Days On Market

  Current Estimated Value $391,825

  Last Listing Agent Joseph Pacholski KELLER WILLIAMS HERITAGE REALTY

  136 Bridgeview Ct, Longwood, FL 32779
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  /2

  Est $465,269 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,211 Sq Ft

  265 Red Poppy Ct, Longwood, FL 32750

  265 Red Poppy Ct, Longwood, FL 32750
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  $624,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,606 Sq Ft

  204 Adair Ave, Longwood, FL 32750

  Under contract-accepting backup offers. REDUCED FOR QUICK SALE! Charming 4 bedroom, 3 bathroom remodeled POOL home with a screened-in lanai in the lovely and tranquil - highly sought-after - Knollwood Community in Longwood, Florida; offers a unique combination of modern comforts, spacious living, and a prime location. Enjoy easy access to all that Longwood and the surrounding areas have to offer,

  

  Edward Rochette

  ROCHETTE REALTY LLC

  (321) 461-7486

  204 Adair Ave, Longwood, FL 32750
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  /25

  $1,554 - $2,605 per month

  Cypress Longwood

  1 - 3 Beds

  375 Summer Cypress Cove, Longwood, FL 32750

  Find the perfect place to call home at Cypress Longwood! Our new apartments in Longwood, FL will easily suit the needs of every resident. In each of our 1, 2, and 3 bedroom floor plans, residents will find gourmet kitchens with stainless steel appliances and quartz countertops, private patios and balconies, and a washer and dryer. Throughout our upscale community, the resort-style swimming pool,

  375 Summer Cypress Cove, Longwood, FL 32750
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  $235,000 Sold Jul 07, 2025

  1109 Clubside Dr Unit 1109, Longwood, FL 32779

  • 2 Beds
  • 2.5 Baths
  • 1,365 Sq Ft
  • Built 1984

  Last Sold Summary

  • 36% Below List Price
  • $172/SF
  • 72 Days On Market

  Current Estimated Value $228,130

  Last Listing Agent Renato Alves ALVES AND HOWELL REALTY

  1109 Clubside Dr Unit 1109, Longwood, FL 32779
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  Est $394,331 Not Listed For Sale

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

  834 Weatherly Ct Unit 4, Longwood, FL 32750

  834 Weatherly Ct Unit 4, Longwood, FL 32750
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  $432,000

  • 3 Beds
  • 2 Baths
  • 1,449 Sq Ft

  150 Essex Dr, Longwood, FL 32779

  Step into the warmth and charm of this rare cabin-style retreat nestled in the heart of Longwood’s beloved Wekiva Hunt Club community. With 3 bedrooms, 2 baths, and 1,449 sq ft of inviting living space, this home feels like a peaceful getaway—yet it’s just minutes from everything. Imagine mornings on your screened porch, surrounded by lush, award-winning Florida Trees and the gentle sounds of

  

  Nahed Georgy

  COLDWELL BANKER REALTY

  (321) 364-4149

  150 Essex Dr, Longwood, FL 32779
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  $1,650 per month

  • 2 Beds
  • 2.5 Baths
  • 1,365 Sq Ft
  • Condo for Rent

  2304 Clubside Dr Unit 2304, Longwood, FL 32779

  Available March 1st for rent! Spacious 2-bedroom, 2.5-bath condo located in Longwood, FL. This home features ceramic tile throughout. Both bedrooms are generously sized and include private en-suite bathrooms and large walk-in closets, providing excellent privacy for residents or guests. Enjoy beautiful water views from your private screened porch. Situated in desirable Seminole County, the

  Louisa Ghali GHALI REALTY, INC

  2304 Clubside Dr Unit 2304, Longwood, FL 32779
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  $412,800 Sold Jul 15, 2025

  1414 Meadowlark St, Longwood, FL 32750

  • 3 Beds
  • 2 Baths
  • 1,827 Sq Ft
  • Built 1974

  Last Sold Summary

  • 3% Below List Price
  • $226/SF
  • 70 Days On Market

  Current Estimated Value $412,610

  Last Listing Agent Steven Koleno BEYCOME OF FLORIDA LLC

  1414 Meadowlark St, Longwood, FL 32750
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  Est $351,963 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,386 Sq Ft

  201 Haislip Place, Longwood, FL 32750

  201 Haislip Place, Longwood, FL 32750
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  $469,000

  • 4 Beds
  • 2.5 Baths
  • 2,047 Sq Ft

  140 W York Ct, Longwood, FL 32779

  One or more photo(s) has been virtually staged. Welcome to a home that feels like it was waiting for you. Tucked into a quiet corner lot beneath mature trees and golden afternoon light, this 4-bedroom, 2.5-bath retreat offers more than space—it offers serenity.Step inside and feel the warmth of a wood-burning fireplace anchoring the great room, where laughter echoes and memories unfold. The

  

  Nahed Georgy

  COLDWELL BANKER REALTY

  (321) 492-0505

  140 W York Ct, Longwood, FL 32779
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  $1,550 - $2,793 per month

  Alta Longwood

  Studio - 3 Beds

  881 W Warren Ave, Longwood, FL 32750

  Be the first to live in Longwood’s newest luxury apartment community with stylish studio, one-, two- and three-bedroom apartment homes. Enjoy laid-back, small-town life—with big-city perks. We’ve built a welcoming community at the edge of Longwood’s famed historic district, with comfortable, beautifully designed living spaces that instantly feels like home.Settle into the good life at Alta

  881 W Warren Ave, Longwood, FL 32750
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  $380,000 Sold Jun 13, 2025

  905 Orange Ave, Longwood, FL 32750

  • 1,632 Sq Ft
  • Built 1980

  Last Sold Summary

  • 5% Below List Price
  • $233/SF
  • 35 Days On Market

  Last Listing Agent Heather Pryor KELLER WILLIAMS ADVANTAGE REALTY

  905 Orange Ave, Longwood, FL 32750
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  Est $1,142,534 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,371 Sq Ft

  3303 Regal Crest Dr, Longwood, FL 32779

  3303 Regal Crest Dr, Longwood, FL 32779
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  $590,000 Open Sat 12PM - 2PM

  • 5 Beds
  • 4 Baths
  • 3,459 Sq Ft

  506 Freeman St, Longwood, FL 32750

  This impressive and spacious 5–6 bedroom, 4-bath pool home offers over 3,500 square feet of beautifully designed living space on a premium private conservation lot in a quiet, tree-lined neighborhood. The flexible open floor plan features dramatic living and dining rooms, a stunning remodeled cook’s kitchen with rich wood cabinetry, granite counters, breakfast bar, and eat-in space, all open to a

  

  Rick Brown

  KELLER WILLIAMS ADVANTAGE 2 REALTY

  (321) 386-1619

  506 Freeman St, Longwood, FL 32750
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  /13

  $3,100 per month

  • 4 Beds
  • 2.5 Baths
  • 2,333 Sq Ft
  • House for Rent

  305 W Sweetwater Creek Dr, Longwood, FL 32779

  SWEETWATER OAKS- Unlike Any Other Neighborhood. KIDS and COMMUNITY! Come Quickly; Executive home; Beautiful 4-Bedroom Home in Desired Sweetwater Oaks, Longwood, FL. Private Ski Lake Access HOME SWEET HOME AWAITS! Enjoy exclusive private gated access to Lake Brantley, complete with a private boat ramp for skiing and water activities at private Sweetwater Beach! Kayak, Canoe in private park on

  Ben Larbus PIXEL REALTY

  305 W Sweetwater Creek Dr, Longwood, FL 32779
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  $315,000 Sold Aug 08, 2025

  308 N Shadowbay Blvd Unit 214, Longwood, FL 32779

  • 3 Beds
  • 3 Baths
  • 1,592 Sq Ft
  • Built 1986

  Last Sold Summary

  • 7% Below List Price
  • $198/SF
  • 14 Days On Market

  Current Estimated Value $322,932

  Last Listing Agent Jay Patterson KELLER WILLIAMS ADVANTAGE REALTY

  308 N Shadowbay Blvd Unit 214, Longwood, FL 32779
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  Est $502,405 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,502 Sq Ft

  163 Post and Rail Rd, Longwood, FL 32750

  163 Post and Rail Rd, Longwood, FL 32750

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