Longwood, FL Homes

/46
Est $416,023 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,734 Sq Ft
3934 Oakington Place, Longwood, FL 32779

3934 Oakington Place, Longwood, FL 32779

/30
$479,200
- 4 Beds
- 2 Baths
- 1,722 Sq Ft
1681 Overlook Rd, Longwood, FL 32750

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 with an en-suite bathroom, is located on

Aimee Cruz CHARLES RUTENBERG REALTY ORLANDO

1681 Overlook Rd, Longwood, FL 32750
/2
$665,000 Sold Jul 30, 2025
- 2,414 Sq Ft
- $275/SF
- 53 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1979
8 Trilby Branch, Longwood, FL 32779

Rare 2+ Acre Homesite in Sought After Trilby Bend Community...Discover the Charm of 8 Trilby Branch Road, a delightful 3-bedroom, 2.5-bathroom pool home nestled on a serene 2+acre lot in Longwood’s Esteemed Trilby Bend. This residence offers approximately 2,400 square feet of comfortable living space, thoughtfully designed to blend indoor and outdoor living. Homes in Trilby Bend Rarely come in

Andrew Tinkler KELLER WILLIAMS REALTY AT THE PARKS

8 Trilby Branch, Longwood, FL 32779

/54
Est $655,855 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 3,458 Sq Ft
222 Oakmont Reserve Cir, Longwood, FL 32750

222 Oakmont Reserve Cir, Longwood, FL 32750

/10
$139,900
- 1 Bed
- 1 Bath
- 768 Sq Ft
129 Springwood Cir Unit D, Longwood, FL 32750

Resort-style living awaits you in the popular Springwood Village! Just minutes from shopping, dining, and I-4, you’ll have quick access to Downtown Orlando while still enjoying a peaceful setting. This move-in ready 1-bedroom, 1-bath condo has been completely remodeled and offers a fresh, modern feel.The community is beautifully maintained and offers great amenities—two pools, basketball

Abi Nakhjavani ARIA EXECUTIVE REALTY LLC

129 Springwood Cir Unit D, Longwood, FL 32750
/2
$625,000 Sold Jul 29, 2025
- 2,575 Sq Ft
- $243/SF
- 8 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1985
548 Timber Ridge Dr, Longwood, FL 32779

Welcome to this beautifully maintained and thoughtfully upgraded 4-bedroom, 2.5-bath pool home, tucked away on a quiet street in the Sabal Ridge community of Longwood, in Sabal Point. Nestled on an oversized 0.33-acre lot, this spacious single-story home offers 2,575 square feet of light-filled living space, blending timeless charm with modern updates in all the right places.Inside,

Beth Hobart MAINFRAME REAL ESTATE

548 Timber Ridge Dr, Longwood, FL 32779

/47
Est $1,144,230 Not Listed For Sale
- 6 Beds
- 6 Baths
- 4,144 Sq Ft
385 Island Sound Ct, Longwood, FL 32779

385 Island Sound Ct, Longwood, FL 32779

/43
$795,900
- 6 Beds
- 5 Baths
- 3,474 Sq Ft
305 Balogh Place, Longwood, FL 32750

Amazing Longwood Plantation waterfront home. Lots of updates, master bath, fixtures, paint, ....Large 5 bedrooms, 4 bath two story home ready for move in . The home features close to 3500 sq ft of living space and an open floor plan, kitchen is open to family room. The first floor features a large living and formal dining area as well as a family room with fireplace with special built in feature,

Scott Butts KIMBRIDGE REALTY, LLC

305 Balogh Place, Longwood, FL 32750
/2
$1,150,000 Sold Jul 28, 2025
- 3,101 Sq Ft
- $371/SF
- 0 Days On Market
- 4 Beds
- 4 Baths
- Built 2000
3225 Regal Crest Dr, Longwood, FL 32779

Welcome to 3225 Regal Crest Drive, an elegant custom-built Taylor Woodrow Baytree model home offering over 3,100 square feet of thoughtfully designed living space in the sought-after, guard-gated golf community of Alaqua Lakes. Perfectly situated on one of the community’s premier lots, this property is highlighted by serene dual pond views with unforgettable sunsets and unmatched

Jules Soapes COMPASS FLORIDA LLC

3225 Regal Crest Dr, Longwood, FL 32779

/78
Est $1,664,568 Not Listed For Sale
- 5 Beds
- 5.5 Baths
- 5,039 Sq Ft
3101 Bentonshire Place, Longwood, FL 32779

3101 Bentonshire Place, Longwood, FL 32779

/49
$710,000 Open Sun 1PM - 3PM
- 4 Beds
- 3 Baths
- 2,754 Sq Ft
674 Pine Shadow Ct, Longwood, FL 32779

Discover this beautifully maintained 4-bedroom, 3-bath home in the sought-after Sabal Point community, offering a flexible floor plan designed to fit your lifestyle. The heart of the home flows seamlessly between the spacious great room, formal dining, and a versatile flex room—perfect for a private office, home gym, study, or nursery. The impressive primary suite is a true retreat, featuring a

Tiffany Vazquez WEICHERT REALTORS HALLMARK PRO

674 Pine Shadow Ct, Longwood, FL 32779
/2
$321,000 Sold Jul 28, 2025
- 1,404 Sq Ft
- $229/SF
- 134 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2013
1558 Downy Birch Ln, Longwood, FL 32750

Welcome to your new home, nestled in the secure and welcoming community of Hanover Pointe. This well-maintained two-story townhome offers an elegant blend of comfort and style, perfect for a promising opportunity. It's a home that's ready for you to move right in and start making memories. As you step through the door, you're greeted by an open floor plan, ideal for both everyday living and

Rachel Kisiel COLLADO REAL ESTATE

1558 Downy Birch Ln, Longwood, FL 32750

/15
Not Listed For Sale
- 6 Beds
- 2 Baths
- 2,276 Sq Ft
1904 Wizard Ct, Longwood, FL 32750

1904 Wizard Ct, Longwood, FL 32750

/67
$995,000
- 4 Beds
- 4.5 Baths
- 3,603 Sq Ft
301 Sweetwater Club Blvd, Longwood, FL 32779

This elegant, French Provincial-inspired home is located on a one + acre lot and includes a beautiful screened in pool as well as 3-car garage! With huge oaks and curated grounds, coming home from a long day will give you a feeling of ease. Home Warranty Included! Everywhere you look, you will experience function mixed with sophistication. Upon entrance into the unique foyer, one can immediately

Shirley Jones COLDWELL BANKER RESIDENTIAL RE

301 Sweetwater Club Blvd, Longwood, FL 32779
/2
$279,000 Sold Jul 25, 2025
- 1,158 Sq Ft
- $241/SF
- 26 Days On Market
- 3 Beds
- 2 Baths
- Built 1965
891 N Wayman St, Longwood, FL 32750

Welcome to this 3-bedroom, 2-bathroom BLOCK construction home, perfectly situated in desirable SEMINOLE COUNTY. Whether you're a first-time homebuyer or an investor looking to add to your portfolio with a promising investment opportunity, this is a great property for you.Step inside to a freshly painted interior and enjoy the comfort of brand-new carpet in all bedrooms. The home is filled with

Melissa Condrey COMPASS FLORIDA LLC

891 N Wayman St, Longwood, FL 32750

/65
Est $1,023,455 Not Listed For Sale
- 6 Beds
- 5 Baths
- 4,225 Sq Ft
3129 Splendid Stowe Ln, Longwood, FL 32779

3129 Splendid Stowe Ln, Longwood, FL 32779

/49
$480,000
- 3 Beds
- 3 Baths
- 1,780 Sq Ft
145 Essex Dr, Longwood, FL 32779

This fantastic split plan 3 bedroom, 3 bathroom Wekiva pool home is move in ready!! This home has great curb appeal, an excellent location and is ready to go!! The home has many newer features including new windows 2024,, a newer Air Conditioning and Heating system 2023, AC ducts, a new roof 2024 , nice laminate flooring 2022 and new carpet in Master and living room 2023 This amazing home

Kimberly Campbell BAILEY CAMPBELL PROPERTIES

145 Essex Dr, Longwood, FL 32779
/2
$430,000 Sold Jul 25, 2025
- 2,220 Sq Ft
- $194/SF
- 28 Days On Market
- 3 Beds
- 2 Baths
- Built 1983
140 Margate Mews, Longwood, FL 32779

BACK ON THE MARKET - ADDITIONAL UPDATES AND REPAIRS!! You will fall in love with this fully updated 3-bedroom, 2-bath split-plan home nestled on a TRANQUIL 1⁄4 ACRE CUL-DE-SAC LOT in the highly desirable Wekiva Cove community. CUSTOM-BUILT by the acclaimed Scott Philpot Homes, this residence showcases exceptional craftsmanship, premium materials, and a HOST OF MODERN UPGRADES including a new roof

Sherre Fatula WATSON REALTY CORP

140 Margate Mews, Longwood, FL 32779

/34
Est $414,339 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,865 Sq Ft
944 Grand Wildmere Cove, Longwood, FL 32750

944 Grand Wildmere Cove, Longwood, FL 32750

/40
$479,999
- 4 Beds
- 2.5 Baths
- 2,289 Sq Ft
848 Bucksaw Place, Longwood, FL 32750

Tucked away in the peaceful Hidden Oaks community of Longwood, this beautifully cared-for 4-bedroom, 2.5-bath home is a private retreat on a quiet, tree-lined cul-de-sac with no through traffic. Sitting on nearly 1⁄4 acre, the property offers exceptional privacy, curb appeal, and room to relax. This lovely home features two master bedrooms, with one on the first floor! Inside, you’ll find an

Paul Young YOUNG REAL ESTATE

848 Bucksaw Place, Longwood, FL 32750
/2
$335,000 Sold Jul 25, 2025
- 1,040 Sq Ft
- $322/SF
- 54 Days On Market
- 3 Beds
- 2 Baths
- Built 1978
376 Orange Ave, Longwood, FL 32750

Welcome to this beautifully renovated 3-bedroom, 2-bath home that blends modern comfort with classic charm. Every detail has been thoughtfully updated, offering a fresh and move-in-ready experience. This home is like new, updates include plumbing, HVAC, Roof, PVC vinyl fencing, flooring, baths, kitchen appliances and cabinetry. Step outside to enjoy a brand-new 16" x 24" pressure-treated

Kim Brown KM HOMES AND LAND LLC

376 Orange Ave, Longwood, FL 32750

/2
Est $368,197 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,488 Sq Ft
189 E Warren Ave, Longwood, FL 32750

189 E Warren Ave, Longwood, FL 32750

/68
$499,000
- 4 Beds
- 3 Baths
- 2,199 Sq Ft
252 Hunters Point Trail, Longwood, FL 32779

**HUGE PRICE REDUCTION** Welcome to your dream home nestled in the highly desirable Wekiva community, Hunters Point. 2 Primary Suites!!! This spacious and light-filled 4-bedroom, 3-bath residence offers the perfect blend of comfort, style, and functionality - all on one convenient level. Situated on an oversized and private lot, the home features an inviting open floor plan that flows

Fran Zvaigzne COLDWELL BANKER RESIDENTIAL RE

252 Hunters Point Trail, Longwood, FL 32779
/2
$214,000 Sold Jul 25, 2025
- 1,274 Sq Ft
- $168/SF
- 61 Days On Market
- 2 Beds
- 2 Baths
- Built 1996
420 Summit Ridge Place Unit 112, Longwood, FL 32779

Gorgeous 2 Bedroom, 2 Bath First-Floor Condo in Gated Community! Welcome to The Residences at Sabal Point, where comfort meets convenience in this light and bright unit with a spacious open-concept floor plan. The kitchen flows seamlessly into the living and dining areas, featuring granite countertops and stainless steel appliances, including an oven, refrigerator, dishwasher, and microwave –

Kelly Zannini HOMEVEST REALTY

420 Summit Ridge Place Unit 112, Longwood, FL 32779

/61
Est $974,028 Not Listed For Sale
- 5 Beds
- 4 Baths
- 4,050 Sq Ft
433 Gleaming Andover Way, Longwood, FL 32779

433 Gleaming Andover Way, Longwood, FL 32779

/29
$450,000
- 3 Beds
- 2 Baths
- 1,490 Sq Ft
1221 Arden St, Longwood, FL 32750

WOWSA! Pool homes with this kind of layout, amenities, & functionality rarely hit the market, especially with just one owner & a yard like this! Whether you’re upsizing, downsizing, or relocating, this is your chance to own a true hidden gem in Central Florida.Wake up to sunshine streaming through skylights & sip your coffee poolside while surrounded by the bubbling of the waterfall on

Amanda Sarnes LPT REALTY, LLC

1221 Arden St, Longwood, FL 32750
/2
$677,500 Sold Jul 25, 2025
- 2,716 Sq Ft
- $249/SF
- 52 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1988
950 Deerwood Loop, Longwood, FL 32779

This is the one you'be been waiting for! Located in the sought-after Sweetwater Springs community, this 4-bedroom, 2.5-bath pool home sits on nearly half an acre with a circular driveway and side-entry garage. Inside, you’ll find over 2,700 square feet of living space, including a large kitchen with granite counters, stainless steel appliances, and a walk-in pantry. The primary bedroom has direct

Cristina Porretto THE AGENCY ORLANDO

950 Deerwood Loop, Longwood, FL 32779

/36
Est $262,039 Not Listed For Sale
- 3 Beds
- 4 Baths
- 1,805 Sq Ft
155 Crown Point Cir Unit 1, Longwood, FL 32779

155 Crown Point Cir Unit 1, Longwood, FL 32779

/63
$1,095,000
- 3 Beds
- 2.5 Baths
- 2,590 Sq Ft
128 Woodmill Rd, Longwood, FL 32779

Welcome to 128 Woodmill Rd, a beautifully reimagined residence located in the highly sought-after, guard-gated community of The Springs in Longwood. Nestled at the end of a quiet cul-de-sac, this fully renovated two-story home offers 3 bed, 2.5 bath, and 2,590 square feet of spacious, light-filled living. Every detail of this renovation has been professionally completed with permits and oversight

Maggie Walas FORTUNE INTERNATIONAL REALTY

128 Woodmill Rd, Longwood, FL 32779
/2
$470,000 Sold Jul 24, 2025
- 1,891 Sq Ft
- $249/SF
- 4 Days On Market
- 3 Beds
- 2 Baths
- Built 1995
1161 Roxboro Rd, Longwood, FL 32750

Beautifully renovated 3-bedroom, 2-bathroom home nestled on a tranquil dead-end street with no HOA. This spacious residence offers nearly 1,900 sq ft of thoughtfully designed living space on a generous 0.29-acre lot. The well-planned split floor plan ensures privacy and functionality, making it ideal for families and those who love to entertain.This move-in ready home has been extensively

Emy Gutierrez Montemira KELLER WILLIAMS ADVANTAGE 2 REALTY

1161 Roxboro Rd, Longwood, FL 32750

/36
Est $205,676 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,110 Sq Ft
470 S Pin Oak Place Unit 216, Longwood, FL 32779

470 S Pin Oak Place Unit 216, Longwood, FL 32779

/22
$275,000
- 3 Beds
- 1 Bath
- 1,101 Sq Ft
146 Exeter Ave, Longwood, FL 32750

Fantastic opportunity for a first-time homebuyer or savvy investor! This home offers solid bones and several big-ticket updates already completed, just bring your vision and finishing touches to make it shine. Major improvements include a new roof (2021), new AC system (2020), new vinyl fencing (2020). Over the years, other improvements include repiping with flex piping, upgraded electrical

MICHELLE FIORINO-RAGNI SUNSHINE LIFE REALTY LLC

146 Exeter Ave, Longwood, FL 32750
/2
$485,000 Sold Jul 24, 2025
- 1,753 Sq Ft
- $277/SF
- 33 Days On Market
- 3 Beds
- 2 Baths
- Built 1980
525 Southport Dr, Longwood, FL 32750

This is not your typical home. This one has tons of nice, well thought out upgrades and is super energy efficient! Welcome to 525 Southport Drive in beautiful Longwood, where modern upgrades meet thoughtful design in this fully remodeled, energy-efficient home. From the moment you walk in, you'll appreciate the open and airy floor plan, enhanced by the removal of the original fireplace and the

Tanya McDonnell RE/MAX TOWN & COUNTRY REALTY

525 Southport Dr, Longwood, FL 32750

/31
Not Listed For Sale
- 2,124 Sq Ft
380 E Evergreen Ave, Longwood, FL 32750

380 E Evergreen Ave, Longwood, FL 32750

/12
$345,000
- 3 Beds
- 1.5 Baths
- 1,564 Sq Ft
289 E Maine Ave, Longwood, FL 32750

Freshly painted home on a large corner lot with updated landscaping. Offers 1,564 sq. ft. of living space with wood floors in main living areas, a spacious bonus room, and plenty of natural light. Move-in ready with great curb appeal!

Sinan Zakaria LISTED SIMPLY

289 E Maine Ave, Longwood, FL 32750
/2
$500,000 Sold Jul 24, 2025
- 2,397 Sq Ft
- $209/SF
- 84 Days On Market
- 5 Beds
- 3 Baths
- Built 1970
164 Post and Rail Rd, Longwood, FL 32750

Located within the highly desirable The Woodlands community in Longwood, just minutes from countless shopping, dining, and entertainment options and I4, this wonderfully maintained home is ideally situated for the busy family on-the-go! Mature landscaping, NEW ROOF (April 2025), and two-car garage greet you upon approach to the home. Once inside, you are greeted with tons of natural lighting

Jean Scott KELLER WILLIAMS ADVANTAGE REALTY

164 Post and Rail Rd, Longwood, FL 32750

/11
Est $156,582 Not Listed For Sale
- 1 Bed
- 1 Bath
- 921 Sq Ft
256 Crown Oaks Way Unit 102, Longwood, FL 32779

256 Crown Oaks Way Unit 102, Longwood, FL 32779

/53
$305,000
- 2 Beds
- 2 Baths
- 1,427 Sq Ft
193 Durham Place, Longwood, FL 32779

Welcome to your beautiful remodeled condo in the highly desirable Wekiva Hunt club right across the street from Wekiva Island, the fun part of Wekiva Springs. Located on the second floor and overlooking the scenic golf course, this charming home of the perfect blend of comfort style and tranquility tucked away in a peaceful courtyard. It includes a one car garage with attic storage, a rare find.

Greg Owen EASY REALTY

193 Durham Place, Longwood, FL 32779
/2
$505,000 Sold Jul 23, 2025
- 2,458 Sq Ft
- $205/SF
- 11 Days On Market
- 5 Beds
- 3 Baths
- Built 1982
283 Haverclub Ct, Longwood, FL 32779

Welcome to 283 Haverclub Court, a beautifully designed 5-bedroom, 3-bathroom split-bedroom pool home located in the highly desirable Wekiva Club Estates. Nestled on a charming cul-de-sac corner lot, this property greets you with a cozy front courtyard surrounded by lush, tropical landscaping. Step inside to discover a well-appointed kitchen featuring granite countertops, stainless steel

Todd Schroth EXP REALTY LLC

283 Haverclub Ct, Longwood, FL 32779

/33
Not Listed For Sale
- 4 Beds
- 4 Baths
- 1,705 Sq Ft
601 Seminole Ave, Longwood, FL 32750

601 Seminole Ave, Longwood, FL 32750

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