Longwood, FL Homes

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  /59

  $740,000

  • 3 Beds
  • 2.5 Baths
  • 2,337 Sq Ft

  1865 North St, Longwood, FL 32750

  Welcome to your dream oasis in the sought-after Sanlando Springs community of Longwood, Florida — just minutes from Winter Park and an easy drive to downtown Orlando! This stunning, single-story home exudes mid-century modern charm and has been thoughtfully remodeled to provide a luxurious living experience on a rare double corner lot. Constructed of solid concrete block, this residence offers

  Kimary Carrero CENTURY 21 EDGE

  1865 North St, Longwood, FL 32750
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  /2

  $2,579 per month

  • 4 Beds
  • 2 Baths
  • 1,586 Sq Ft
  • House for Rent

  1510 Canary St, Longwood, FL 32750

  Coming soon - this home is currently being enjoyed by another resident but will be available soon. Pre-lease this home now with Tricon Pre-Lease Guarantee. This home is professionally managed by Tricon Residential, dedicated to creating exceptional rental experiences. Featuring 4 bedrooms, 2 bathrooms, and approximately 1,586 square feet, this well-maintained home offers a high standard of

  1510 Canary St, Longwood, FL 32750
• 

  

  /2

  $481,001 Sold Sep 01, 2025

  • 2,172 Sq Ft
  • $221/SF
  • 15 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1974

  102 Aimee Place, Longwood, FL 32750

  Welcome to your own slice of paradise setting you up for the all time perfect staycation! Situated on an oversized lot on a private cul-de-sac, this beautifully maintained 4-bedroom, 3-bathroom home boasts a backyard made for relaxation and entertaining. Step outside to a lush, park-like setting shaded by mature oaks and enhanced with tropical landscaping, a pergola, grilling area, and a large,

  Amy Turner KELLER WILLIAMS WINTER PARK

  102 Aimee Place, Longwood, FL 32750
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  /53

  Est $177,166 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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  /38

  $589,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 3 Baths
  • 2,307 Sq Ft

  1415 W Marvin St, Longwood, FL 32750

  Welcome to your own private retreat in the heart of Longwood! Situated on a lush and expansive .69-acre lot, this beautiful single-family home combines thoughtful upgrades with natural beauty, offering the perfect blend of indoor comfort and outdoor living. Major updates include, Roof (2019), HVAC (2022), Windows + Doors (2021), Repiped (2019) and more. Step inside to find a sprawling floor plan

  Lindsey Hahn ALL REAL ESTATE & INVESTMENTS

  1415 W Marvin St, Longwood, FL 32750
• 

  

  /16

  $2,135 per month

  • 3 Beds
  • 2 Baths
  • 1,276 Sq Ft
  • House for Rent

  243 Acorn Dr, 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, nestled

  Nico Silva Vanegas MAIN STREET RENEWAL LLC

  243 Acorn Dr, Longwood, FL 32750
• 

  /2

  $497,500 Sold Sep 01, 2025

  • 2,568 Sq Ft
  • $194/SF
  • 102 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1972

  3 Horseman Cove, Longwood, FL 32750

  BACK ON THE MARKET --- NO FAULT OF THE SELLERS!!! Brand new windows just installed on the front of the home! This is the house you've been waiting for, with all the incentives. This is Improved and Ready for You! Welcome to your Updated classic/modern home in Sleepy Hollow of Longwood! Resting on a spacious lot at the end of a cul-de-sac with sidewalks, this stunning property offers peace,

  Jonathan Speagle DALTON WADE INC

  3 Horseman Cove, Longwood, FL 32750
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  /9

  Est $190,640 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 959 Sq Ft

  494 N Pin Oak Place Unit 106, Longwood, FL 32779

  494 N Pin Oak Place Unit 106, Longwood, FL 32779
• 

  

  /70

  $599,000

  • 5 Beds
  • 5 Baths
  • 4,388 Sq Ft

  107 Palm Springs Dr, Longwood, FL 32750

  This expansive estate offers 5 bedrooms, 5 bathrooms, a guest house, in-law suite/man cave, media room, and a sparkling pool, all on one incredible property! With over 4,300 square feet, there’s ample space for a home office, guest accommodations, and year-round entertaining. The main home features 4 bedrooms, 3 bathrooms, a den, and a media room. The updated kitchen boasts new cabinets, quartz

  Nehad Darwish DIVINE ESTATES REALTY LLC

  107 Palm Springs Dr, Longwood, FL 32750
• 

  

  /16

  $2,460 per month

  • 3 Beds
  • 2 Baths
  • 1,652 Sq Ft
  • House for Rent

  930 Waverly 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 $2724.90. That covers your base rent, $2460.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  930 Waverly Dr, Longwood, FL 32750
• 

  /2

  $185,000 Sold Aug 29, 2025

  • 959 Sq Ft
  • $193/SF
  • 139 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1991

  490 N Pin Oak Place Unit 112, Longwood, FL 32779

  One or more photo(s) has been virtually staged. This move-in ready, ground-floor condo offers modern updates and comfortable living. Featuring two bedrooms and one bathroom, the unit boasts all-tile flooring—eliminating the need for carpet—and showcases a spacious kitchen equipped with granite countertops, contemporary cabinetry, and newer appliances, including a refrigerator, dishwasher, and

  Judy Soule RE/MAX ALLIANCE GROUP

  490 N Pin Oak Place Unit 112, Longwood, FL 32779
• 

  /2

  Est $633,414 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
• 

  

  /35

  $599,990

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

  201 Lyndhurst Ct, Longwood, FL 32779

  **LOW HOA** **COMPLETELY RENOVATED** Experience luxury living in this completely renovated 3-bedroom, 2-bath pool home, ideally situated on an oversized corner lot at the end of a quiet cul-de-sac in the sought-after community of Wekiva Hills. From the moment you enter, you’ll be impressed by the attention to detail, showcasing luxury vinyl plank floors, elegant lighting, and a split floor plan

  Christopher Soucy REALTY ONE GROUP MVP

  201 Lyndhurst Ct, Longwood, FL 32779
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  /12

  $2,200 per month

  • 2 Beds
  • 2 Baths
  • 1,062 Sq Ft
  • Townhouse for Rent

  380 E Evergreen Ave Unit 380, Longwood, FL 32750

  If you are ready for a change it time to call this cozy half of duplex home. It Features abright, welcoming living spaces — comfortably and tastefully furnished, offering easy flow and plenty of light.Two spacious bedrooms, each with its own full bathroom, providing privacy and convenience.Coordinated decor with neutral tones, plush seating, tasteful artwork, and bedside

  Kevin Rickard RICKARD AND ASSOCIATES REAL ES

  380 E Evergreen Ave Unit 380, Longwood, FL 32750
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  /2

  $262,500 Sold Aug 29, 2025

  • 1,313 Sq Ft
  • $200/SF
  • 135 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1980

  1886 Saint Andrews Place Unit 2C, Longwood, FL 32779

  "Beautiful and Serene" – Experience the pleasure of your morning coffee while relishing the DIRECT GOLF COURSE VIEWS from every room. Properties in this highly desirable section of Wekiva that seldom become available. Upon entering, you'll be greeted by elegant hardwood flooring in the main living area, complemented by a charming fireplace that enhances the ambiance of the living room. The

  Brent DeHoop RE/MAX ASSURED

  1886 Saint Andrews Place Unit 2C, Longwood, FL 32779
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  /2

  Est $316,665 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
• 

  

  /52

  $715,000

  • 4 Beds
  • 3 Baths
  • 3,045 Sq Ft

  468 Wild Oak Cir, Longwood, FL 32779

  WELCOME HOME to 468 Wild Oak Circle in Sweetwater Oaks! This incredible two-story home is filled with character, charm, and features you simply won’t find anywhere else. Brand NEW Roof in 2025! The exterior of this home welcomes you with lush, mature landscaping that immediately draws you in!Step inside to discover a unique floorplan designed for both everyday comfort and impressive

  Tiffany Yates COMPASS FLORIDA LLC

  468 Wild Oak Cir, Longwood, FL 32779
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  /11

  $1,000 per month

  • 3 Beds
  • 2 Baths
  • 1,396 Sq Ft
  • House for Rent

  472 Winding Oak Ln, Longwood, FL 32750

  Property Id: 2136838Welcome to your new home at 472 Winding Oak Ln in Longwood, FL! This single-unit property offers modern amenities such as a dishwasher, microwave, and central air. With hardwood and tile flooring, garage, and accessibility features, this pet-friendly rental is perfect for you. Don't miss out on this opportunity to live in luxury for only $1000/month!

  472 Winding Oak Ln, Longwood, FL 32750
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  /2

  $285,000 Sold Aug 28, 2025

  • 1,100 Sq Ft
  • $259/SF
  • 0 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1971

  675 Land Ave, Longwood, FL 32750

  Investor opportunity- 4-bedroom 2-bathroom Home in Prime Longwood Location! This light filled home has tile flooring throughout. Located just off SR-434 in the heart of Longwood- close to shopping, dining, parks, and major roadways. Tenant-occupied through 3/31/2026, providing immediate rental income. Tenant requires 30-day notice to vacate if buyer prefers occupancy sooner. This is a perfect

  Jacqueline Chung HOUSE HUNTING IN FLORIDA LLC

  675 Land Ave, Longwood, FL 32750
• 

  

  /22

  Est $361,784 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
• 

  

  /30

  $500,000

  • 3 Beds
  • 2 Baths
  • 2,111 Sq Ft

  220 Pine Cone Ln, Longwood, FL 32779

  Light and bright single story townhome in Whispering Pines in the gated Springs community situated on a cul-de-sac. Three spacious bedrooms, two baths, open kitchen with combined family/gathering room, separate eating area in kitchen, dining room and living room with wood burning fireplace and wood flooring. Two-car garage has removable access ramp. French doors throughout. Front courtyard is

  Susan Aloisio SOUTHERN REALTY ENTERPRISES

  220 Pine Cone Ln, Longwood, FL 32779
• 

  

  /27

  $2,495 per month

  • 3 Beds
  • 2 Baths
  • 1,470 Sq Ft
  • House for Rent

  104 Hatfield Ct, Longwood, FL 32779

  Location location....Wekiva home ready for move in! 3 bedroom, 2 bath, 2 separate living areas, large yard. A+ schools!!Offering 104 Hatfield Court in desired Wekiva golf course community. Very well maintained and updated 3 bedroom 2 bath, 2 car garage, 2 separate living areas, open floorplan with updated kitchen and baths. All hard surface flooring, HUGE screened patio overlooking large

  Melissa Dietz Levering TRUSTHOME PROPERTIES INC

  104 Hatfield Ct, Longwood, FL 32779
• 

  /2

  $215,000 Sold Aug 28, 2025

  • 1,365 Sq Ft
  • $158/SF
  • 23 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1984

  7104 Olympia Ct Unit 7104, Longwood, FL 32779

  A wonderful ground floor home that's light and open with a huge great room and two well appointed primary bedrooms. The great room is 30' wide and features a wet bar and a double glass slider that lets in all the light and leads out to a tiled screen porch. The two primary bedrooms each feature updated ensuite bathrooms, one with a shower and one with a tub. Each bedroom also features large walk

  Frank Oropeza EXIT REAL ESTATE RESULTS

  7104 Olympia Ct Unit 7104, Longwood, FL 32779
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  /59

  Est $565,549 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,238 Sq Ft

  1425 N Ridge Ct, Longwood, FL 32750

  1425 N Ridge Ct, Longwood, FL 32750
• 

  

  /43

  $1,125,000

  • 4 Beds
  • 3.5 Baths
  • 3,121 Sq Ft

  3220 Oakmont Terrace, Longwood, FL 32779

  Welcome to this beautifully maintained home in the guard-gated community of Alaqua Lakes! This elegant one-level residence offers 4 spacious bedrooms, 3.5 baths and a dedicated office or potential den with custom built-in cabinetry. Designed for both entertaining and everyday comfort, this home features a formal living room and dining room perfect for gatherings of friends and family. The gourmet

  Ellen Bessette CHARLES RUTENBERG REALTY ORLANDO

  3220 Oakmont Terrace, Longwood, FL 32779
• 

  

  /16

  $2,320 per month

  • 3 Beds
  • 2 Baths
  • 1,623 Sq Ft
  • House for Rent

  378 Bahia Cir, Longwood, FL 32750

  Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at Coming soon! This home is

  378 Bahia Cir, Longwood, FL 32750
• 

  /2

  $382,000 Sold Aug 27, 2025

  • 1,685 Sq Ft
  • $227/SF
  • 103 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1983

  136 Bridgeview Ct, Longwood, FL 32779

  HUGE PRICE ADJUSTMENT! Charming 2-Bed, 2-Bath home in the Heart of "The Springs" – A Rare Find! Welcome to your dream home nestled in the serene, gated oasis of The Springs! This beautifully maintained single-story home offers two spacious bedrooms and two full bathrooms with an access to a wealth of community amenities and natural beauty. As you step inside, you’ll be welcomed by a bright

  Joseph Pacholski KELLER WILLIAMS HERITAGE REALTY

  136 Bridgeview Ct, Longwood, FL 32779
• 

  

  /35

  Est $440,799 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,905 Sq Ft

  1011 2nd Place, Longwood, FL 32750

  1011 2nd Place, Longwood, FL 32750
• 

  

  /24

  $254,900

  • 3 Beds
  • 2 Baths
  • 1,586 Sq Ft

  416 Summit Ridge Place Unit 316, Longwood, FL 32779

  Generously sized and beautifully updated three-bedroom two bath condominium tucked away in the lovely community of Residences at Sabal Point. This corner home includes just under 1600 square feet of well-planned space and thoughtful finishes. Premium vinyl plank flooring in the living, dining, primary bedroom, and first guest bedroom provide a clean and cohesive look while the granite counters

  Dan Snyder DAN SNYDER REALTY SERVICES,INC

  416 Summit Ridge Place Unit 316, Longwood, FL 32779
• 

  

  /16

  $2,320 per month

  • 3 Beds
  • 2 Baths
  • 1,644 Sq Ft
  • House for Rent

  1034 1st Place, 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, nestled

  Nico Silva Vanegas MAIN STREET RENEWAL LLC

  1034 1st Place, Longwood, FL 32750
• 

  /2

  $610,000 Sold Aug 26, 2025

  • 2,070 Sq Ft
  • $295/SF
  • 3 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2018

  242 Oakmont Reserve Cir, Longwood, FL 32750

  Welcome to this exquisite home with gorgeous screened in pool, in the sought after gated Oakmont Reserve community! Updates include brand new carpet, interior paint 2025, exterior paint 2023, new appliances 2023, built in primary closet 2024 and so much more. Tucked away on a secluded corner lot with no rear neighbors, this Longwood home is exactly what buyers dream of but rarely find. 4

  Miranda Earnest COLDWELL BANKER REALTY

  242 Oakmont Reserve Cir, Longwood, FL 32750
• 

  /2

  Est $821,725 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,915 Sq Ft

  3354 Canyon Grand Point, Longwood, FL 32779

  3354 Canyon Grand Point, Longwood, FL 32779
• 

  

  /50

  $640,000

  • 5 Beds
  • 3 Baths
  • 2,661 Sq Ft

  1849 Crowley Cir E, Longwood, FL 32779

  Discover comfort, privacy, and peace of mind in this beautifully updated 5-bedroom, 3-bath home situated on a generous 1-acre lot with NO HOA! This split floor plan with HIGH CEILINGS offers space and functionality, perfect for families or multigenerational living.Enjoy major upgrades including a new 5 TON AC (Feb 2025), NEW DUCTWORK (Feb 2025), NEW ELECTRICAL PANEL , and a 2023

  Fariba Azari Rad EMPIRE NETWORK REALTY

  1849 Crowley Cir E, Longwood, FL 32779
• 

  

  /16

  $2,205 per month

  • 3 Beds
  • 2 Baths
  • 1,110 Sq Ft
  • House for Rent

  505 E Palmetto 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.

  505 E Palmetto Ave, Longwood, FL 32750
• 

  /2

  $605,000 Sold Aug 26, 2025

  • 3,323 Sq Ft
  • $182/SF
  • 99 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1979

  413 Sandy Hill Dr, Longwood, FL 32779

  Seller offering $15,000 in buyer credits at closing to use however you choose.Completely upgraded and move-in ready, 413 Sandy Hill Dr. combines modern efficiency with timeless comfort in one of the area’s most desirable, tree-lined communities with top-rated schools. Major improvements include a new 2022 roof and AC system, a hybrid water heater, a full home repipe and replumb, and a

  Parker Blanchard OLDE TOWN BROKERS INC

  413 Sandy Hill Dr, Longwood, FL 32779
• 

  

  /24

  Est $614,040 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,589 Sq Ft

  211 N Timbercove, Longwood, FL 32779

  211 N Timbercove, Longwood, FL 32779
• 

  

  /35

  $525,000

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

  605 Water Oak Ln, Longwood, FL 32779

  Seller Motivated! Don’t miss the opportunity to own this amazing property in one of Longwood’s most desirable neighborhoods! Just 3 miles from Wekiwa Springs, Rock Springs, and King’s Landing — Florida’s most beautiful kayaking and outdoor destinations, where the crystal-clear mineral waters stay a refreshing 72 degrees year-round.This home sits on one of the largest lots in the

  Diana Sanchez LPT REALTY, LLC

  605 Water Oak Ln, Longwood, FL 32779
• 

  

  /16

  $2,555 per month

  • 3 Beds
  • 2 Baths
  • 1,688 Sq Ft
  • House for Rent

  900 Brennam Place, 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, nestled

  Nico Silva Vanegas MAIN STREET RENEWAL LLC

  900 Brennam Place, Longwood, FL 32750
• 

  /2

  $291,000 Sold Aug 26, 2025

  • 1,312 Sq Ft
  • $222/SF
  • 96 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1986

  300 New Waterford Place Unit 206, Longwood, FL 32779

  Buyers! My Sellers are moving into their dream home. They are selling this gorgeous condo for the Appraised value. (Appraisal report available upon request.) Take advantage of this amazing opportunity before it's gone. Presenting a rare gem in the highly sought-after Wekiva Cove community! This move-in ready condo has everything you could want and more. A coveted end unit on the second floor,

  Donna Bryant COLDWELL BANKER RESIDENTIAL RE

  300 New Waterford Place Unit 206, Longwood, FL 32779
• 

  

  /35

  Est $608,505 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,584 Sq Ft

  513 Whisper Wood Dr, Longwood, FL 32779

  513 Whisper Wood Dr, Longwood, FL 32779

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