Longwood Single Family Homes for Sale

Virtually Staged. The Estate at Markham Woods. Set behind private electronic gates and a guarded entry, a rare sense of arrival unfolds across more than seven acres of s...

A rare opportunity to own one of the most extraordinary estate residences in Alaqua Lakes. Privately positioned behind the exclusive gates of The Enclave at Alaqua Lakes ...

Behind three private gates, this extraordinary home offers a rare opportunity to own one of Central Florida’s most impressive luxury residences located in the gated Encla...

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 th...

Beyond private wrought-iron gates on 2.89 acres in prestigious Sweetwater Club Estates, this extraordinary 10,623-square-foot residence offers impressive scale, privacy, ...

Craftsmanship over cookie-cutter. Quality over cutting corners. Character over conventional. For those who appreciate the extraordinary, this is a residence unlike any o...

An Extraordinary Private Estate Where Luxury, Privacy & Resort-Style Living Come Together. Set on 1.6 beautifully landscaped acres within the desired Sweetwater Club, ...

Welcome to this exceptional executive estate located within the 24-hour manned, gated community of Sweetwater Club. Privately positioned on an elevated 1.27-acre corner l...

Virtually Staged. A bespoke Dave Brewer masterpiece in Alaqua lakes — where exceptional architecture, refined craftsmanship and extraordinary indoor-outdoor living conver...

Welcome to an exceptional luxury estate in the prestigious, 24-hour guard-gated community of Wingfield North, ideally located along the highly sought-after Markham Woods ...

Set behind a private gated entrance on over four acres along the shores of Lake Brantley, this exceptional waterfront estate offers a lifestyle that few properties in Cen...

Welcome to 2216 Smoketree Court, an exceptional luxury residence with beautifully updated interiors, extensive improvements and an incredible Central Florida location. Th...

LAKE BRANTLEY WATERFRONT | PRIVATE DOCK & BOAT LIFT | POOL | 4,467 SQ FT | 5 BEDROOMS | 4.5 BATHS - Welcome to exceptional Lake Brantley waterfront living in this expansi...

Welcome to this luxurious 4 BR/3.5 BA Lake Brantley canal home complete with pool, hot tub, expansive paver patio w/firepit, screened in 2nd patio and private boat dock o...

This stunning 4-bedroom, 3-bathroom, 1 office, and 1 loft home is nestled in a highly sought-after neighborhood, offering the perfect blend of luxury, comfort, and entert...

Virtually Staged. LAKE BRANTLEY CORNER LOT! Ski from your own covered 6000-lb boat lift on Lake Brantley, a 287-acre private spring fed ski lake 10 miles from Downtown O...

Welcome home to this stunning, fully renovated home sitting on 1.51 acres in the coveted Sweetwater Club neighborhood. The home has been professionally remodeled from top...

A FRESH RE-LAUNCH IN SWEETWATER OAKS! Welcome to an exceptional lakefront residence in the highly sought-after Sweetwater Oaks community of Longwood, where thoughtfully d...

Welcome to 334 Peninsula Island Point in Longwood, Florida, a hidden gem within Peninsula at Island Lake, an intimate gated enclave of just 11 distinctive custom homes in...

Welcome to 3387 Regal Crest Drive-an elegant golf front residence ideally positioned along the 7th fairway of the Legacy Club within the prestigious guard-gated community...

Lot size is approximately 9,324 sq/ft or .21 acre

Welcome to this exceptional residence in Retreat at Lake Brantley, one of Longwood’s most sought-after gated communities, celebrated for its private boat ramp access to L...

Welcome to 2225 Earleaf Court in the beautiful Markham Woods area community of Wingfield Reserve! Wingfield Reserve offers exclusive Florida living with huge properties ...

Welcome to this stunning One-Acre Estate Home with custom upgrades and a resort-style backyard. This 4 bedroom, 3.5-bath home is thoughtfully designed with numerous cust...

Welcome to a home where iconic 1970s character, thoughtful modernization, and an extraordinary resort-style setting come together behind the guarded gates of The Springs....

Welcome to Sweetwater Island Estates - one of Seminole County’s best kept secrets. Located in a gated community and surrounded by natural beauty. Situated on a conservati...

Tucked behind the gates of one of Longwood’s most desirable communities, this beautifully maintained four-bedroom, five-bath estate blends timeless elegance with modern l...

Virtually Staged. **SOME PHOTOS ARE VIRTUALLY STAGED** DETACHED. TURNKEY. LOCK & LEAVE. A rare freestanding 4-bedroom, 3-bath home with no shared walls, extensively r...

Short Sale. Motivated Seller! Welcome to this beautiful WATERFRONT 5 Bed/ 3Bath Home with NEW ROOF (2025) and at 1.26 Acre Lot on Sweatwater Creek. With close to 6500 squ...

Elegant architectural details, soaring ceilings, and an expansive outdoor setting define this distinctive Longwood residence. Situated on approximately 0.70 acres, this f...

Welcome to a home that truly stands apart. This impressive 6-bedroom, 5-bathroom Centerline built home in the gated Bella Vista community of Longwood, combines timeless a...

Welcome to this beautifully renovated 4-bedroom, 3-bathroom pool home, perfectly situated on 2 acres of agricultural land in Longwood with Lake Mary city limits. Original...

Virtually Staged. Stunning Lakefront Pool Home in Gated Community, in Longwood, Florida. This residence offers the perfect combination of space, privacy, comfort, and Flo...

Welcome to 3719 Trails End, where modern luxury meets privacy and space in beautiful Longwood! Situated on nearly ONE ACRE with NO HOA or CDD, this exceptional property h...

JUST REDUCED TO $799,000! SPACE, CHARACTER AND NO HOA ON MARKHAM WOODS ROAD! The seller is offering up to $10,000 toward buyer closing costs and/or an interest-rate buydo...

This magnificent home rests on 3/4 of an acre in the much desired community of Knollwood in Longwood. Close to shopping, dining, I-4 access and yet maintains a quiet and ...

Welcome to 351 E Wildmere Ave, a brand-new construction home in one of Longwood, Florida's established legacy neighborhoods where new builds are still the exception, not ...

Welcome to luxury living in the exclusive, boutique community of Ridge Pointe Cove. Designed for ultimate versatility and expansive living, this custom residence offers n...

Appraised OVER current listed price! A RARE WATERFRONT GEM IN SWEETWATER! Completely renovated and beautifully appointed, this exceptional canal-front residence offers a ...

Virtually Staged. NO HOA* NO SOLAR* LOW TAXES* POOL HOME* DOWNSTAIRS PRIMARY SUITE* CORNER LOT* 3-CAR GARAGE* SHED* Welcome to 1200 Alberta St! This spacious corner-lot ...

Virtually Staged. Recently updated with brand-new Luxury Vinyl Plank (LVP) flooring in all bedrooms and the office! Virtual staged. Welcome to this beautifully maintained...

BRAVO! Welcome to Wayland Fields, a beautifully reimagined residence in Sweetwater Oaks—one of the area’s most desirable enclaves, known for custom homes, mature surround...

Welcome to 250 Longwood Hills Road in Longwood! Situated on a spacious property with an expansive yard and mature trees, this unique home offers plenty of room to enjoy t...

Virtually Staged. Welcome to this exceptional residence in the prestigious gated community of Hidden Cove, where timeless elegance, modern luxury, and exceptional craftsm...

Fully renovated in 2026 and move-in ready house in the Mandarin Estates located off Markham Woods. This home offers turnkey living with all the major updates already comp...

Welcome to this beautiful, upgraded pool home in Longwood, situated on nearly half an acre in a well established neighborhood just walking distance of Lake Brantley High ...

Absolutely Turn Key fully renovated two-story block standalone building zoned Neighborhood Commercial with 11 parking spaces located just seconds from Longwood’s Historic...

Look no further! Located in the highly desirable Markham Woods corridor close to shopping, entertainment, the Seminole-Wekiva trail, and access to just about anything y...

Wow! BACK ON THE MARKET! Just over TWO ACRES in the Lake Mary Longwood area! NO HOA! Two separate homes, a main home and guest home on just over two cleared and level a...

Situated on almost half an acre with lush landscape and soaring bamboo, this beautiful, well-maintained, and extensively updated 4-bedroom, 2-bath pool home offers the fe...

Welcome to 204 Ridgewood in the heart of Longwood! This beautifully renovated home offers modern elegance, an open concept layout, and thoughtfully selected designer fini...

Virtually Staged. PRICE REDUCTION! This 4 bedroom, 3.5 bathroom pool home is the kind of home that makes outdoor lovers feel like they finally found their place. Set on ...

One or more photo(s) has been virtually staged. One or more pictures have been virtually staged. Welcome to this beautifully updated home in highly desirable Sweetwater O...

Virtually Staged. Set along the pond in Longwood’s established Bolling Farms community, this beautifully presented four-bedroom, three-bath pool home pairs generous livin...

Welcome to fabulous 400 Blue Lake Drive! This fantastic and spacious nearly 2700 square foot 4 bedroom, 3 full bathroom home is move in ready!! The front room has new c...

Welcome to 215 Palmetto Concourse in the beautiful and amenity full Sweetwater Oaks community!! The home is in a fantastic location, just a few doors away from the lake...

Beautifully updated and move-in ready, this Sweetwater Oaks pool home offers 4 spacious bedrooms, 3 full bathrooms, and a split-bedroom layout designed for comfort and pr...

**VIRTUALLY STAGED ** A Florida sunroom overlooking the screened swimming pool and expansive fenced rear yard sets the tone for this four-bedroom, two-bath Sabal Point re...

PRICED REDUCTION!! SELLER OFFERING BUY DOWN OPTION FOR BUYER !! Welcome to this beautiful 4 bedroom 2 ½ bath 2 STORY home in the exclusive gated community of Meadowridge ...

Virtually Staged. This home can be purchased with NO INCOME VERIFICATION needed, plus receive 1% back from the seller’s preferred lender! Enjoy the added benefit of **NO ...

Welcome to 1043 Bucksaw Place—a beautifully reimagined pool home where thoughtful design, extensive renovations, and water views come together in the heart of Longwood. S...

Welcome to this RARE Meticulously Cared for SWEETWATER OAKS POOL HOME where space, setting, and lifestyle come together effortlessly! This 4BR/2BA home set on an expansiv...

DEEDED ACCESS TO BOATABLE & SKIABLE LAKE BRANTLEY AND THE SCENIC WEKIVA RIVER! LIVE THE WATERFRONT LIFESTYLE AT A STUNNING VALUE! Discover an exceptional opportunity t...

Stunning 4-bedroom, 3-bathroom home featuring fresh exterior and interior paint, along with new LVP flooring and new carpet throughout. The dramatic living room impresses...

Virtually Staged. WELCOME HOME TO THIS SPACIOUS 4-BEDROOM, 2-BATH POOL HOME OFFERING THE PERFECT BLEND OF CHARACTER, UPDATES, AND FLORIDA LIVING! Situated on a fully fenc...

Your Dream Home Awaits! Discover the perfect combination of space, comfort, and endless possibilities in this charming ranch-style home, ideally positioned on an impressi...

Virtually Staged. Back on the Market! Buyer financing last minute fell through. VA appraisal was done and approved. Second chance for you to grab this fabulous house with...

Virtually Staged. Welcome to 219 Sheridan Avenue in Longwood! This beautifully remodeled pool home features a spacious open floor plan with light LVP flooring, recessed l...

METICULOUSLY MAINTAINED, MOVE-IN READY, 4-BEDROOM POOL HOME ON AN OVERSIZED CUL-DE-SAC LOT! Welcome to 282 Haverclub Court, a beautifully maintained, brick-accented tradi...

Welcome home! This beautiful 3 bedroom, 2 bath is a place to call your personal retreat! Enjoy a location close to shopping, restaurants, easy access to I-4 and state roa...

A beautifully renovated, move-in ready family home with over 2,600 square feet of living space is now available in the established Winsor Manor community of Longwood. Thi...

Virtually Staged. Welcome to 326 W Hornbeam in the exclusive community of Sabal Point. Not many homes come up for sale in this beautiful neighborhood, don't miss your opp...

Amazing pool home in Longwood is the perfect multi-generational home. This home has 2 master suites, one downstairs and one upstairs with the downstairs master suite per...

Your chance to own a 2.25 acre property well under market value. The house needs TLC but bones are in great shape. The main house features 5 bedrooms and 3 bathrooms, and...

More to explore! More to enjoy! In a cul-de-sac on a corner lot in Wekiva Cove, this home sits beside an HOA-maintained green space, so you get the open space without th...

Virtually Staged. MOTIVATED SELLER!!! Welcome to 401 Woodview Drive, a spacious 4-bedroom, 2.5-bath home nestled in the desirable Sabal Point area of Longwood. Situated o...

Virtually Staged. STUNNING REMODELED 4-BEDROOM POOL HOME! Situated on a spacious corner lot along a quiet street, this beautifully updated 4-bedroom, 2-bathroom home offe...

(Assumable FHA Loan @ 3.625%) Welcome to this spacious and beautifully maintained family home in the highly desirable Wekiva Hills community, where comfort, functionality...

An ideal blank canvas for those seeking top-rated schools and a fantastic neighborhood! This 4-bedroom, 2.5 bath home features a screened-in pool, a cozy family room with...

NO HOA! LAKE BRANTLEY ACCESS! ASK YOUR AGENT ABOUT SPECIAL BUYER INCENTIVES. Welcome to this stunning colonial-style house in Longwood, FL, offering convenient access and...

Location! Location! Location! Best priced home off Markham Woods Road, the area which has been recognized by the Orlando Sentinel as the “Beverly Hills of Central Florida...

Virtually Staged. Outstanding opportunity to own a very large, detached townhome in The Springs, Longwood. Picture splashing at the community pool, racing to the playgrou...

Fantastic Longwood location! Come tour this 4BR, 2BA 2018 Meritage home located in the charming gated community of Oakmont Reserve! This builder is known for its energy s...

Virtually Staged. **MOTIVATED SELLER**Welcome to 169 Duncan Trail, tucked on a tranquil 1/3-acre lot — one of the largest in the community.This amazing Wekiva-area pool h...

Welcome to Devonshire, a quiet and inviting community neighboring The Woodlands and zoned for highly rated Seminole County schools. This spacious home features a desirabl...

Discover the perfect blend of space, comfort, and convenience in this inviting five-bedroom, three-bathroom pool home located in Longwood’s established Woodlands neighbor...

Tucked inside the gated Longwood Club community, this single-story 4-bedroom, 3.5-bath pool home delivers the kind of Florida living that makes staying home feel like the...

Discover your own private Florida retreat in the desirable Sabal Green neighborhood of Sabal Point! Tucked away on a quiet cul-de-sac, this beautifully maintained 3-bedro...

Welcome to this beautifully 4 bedroom, 2 bathroom home in the desirable Woodlands community in Longwood! Thoughtfully designed with a versatile layout and inviting living...

Your search is over! This pool home sits on nearly 1/2 acre. The fully fenced cul-de-sac lot is the stuff dreams are made of. Located in a popular Longwood neighborhood...

Welcome Home to Lake Vista at Shadowbay! Discover this beautifully maintained 3-bedroom, 2-bathroom home with a spacious 2-car garage in a desirable lakefront community....

Come home to Chelsea Place, one of Longwood’s most desirable and convenient locations. This upgraded 4-bedroom, 2-bath home offers an inviting blend of warmth and functio...

Virtually Staged. Wekiva Hills — Well-Maintained 4-Bedroom Home Near Duncan Park. Located in the heart of the highly desirable Wekiva Hills community, just steps from Dun...

**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly paymen...

**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly paymen...

Wekiva Hills - 4 Bedroom (split plan), 2 baths, Kitchen, Baths and Laundry (with sink) have all been updated and upgraded with solid wood cabinets, granite countertops. A...

Welcome home to 259 W Sabal Palm Pl, a truly inviting residence nestled in the desirable Wekiwa Springs area, boasting **recent upgrades that enhance comfort and efficien...

Virtually Staged. Welcome to 1040 Waverly Drive in Longwood! This beautifully remodeled 4-bedroom, 3-full-bath home offers 2,140 square feet of living space on a spacious...

Corner-lot 3-bedroom, 3-bathroom home in Longwood with extensive recent upgrades! Features include a new central A/C, new windows throughout, new alarm system, and new so...

Welcome home to 150 Tollgate Trail, a beautifully maintained single-story retreat shaded by mature trees in The Woodlands, one of Longwood's most established communities....