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...

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...

Renovated, remodeled & reimagined with breathtaking water views in Alaqua. An incredible opportunity to own a turn-key masterpiece nestled on a one-acre homesite in Semin...

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...

Nestled behind wrought-iron privacy gates on 2.89 acres in Sweetwater Club Estates, this magnificent 10,623-square-foot residence offers an unparalleled blend of timeless...

CRUISING THE WATERWAYS of the MAJESTIC SPRING FED LAKE BRANTLEY await you. Stroll around your sculptured & manicured gardens. Elegant entry features include PORTE-COCHER...

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...

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, ...

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

Back on the market — buyers never funded their deposit. A rare second chance at a Gene Leedy original. For the first time in 28 years, the most coveted mid-century home i...

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 ...

GOLF COURSE LUXURY HOME IN GUARD-GATED ALAQUA LAKES. Set on a half-acre golf course homesite in one of Seminole County's most sought-after communities, this five-bedroom,...

Welcome to Paradise: A Rare Lakefront Opportunity Location, Location, Location. This isn't just a home, it's a lifestyle. Waterfront living on beautiful Lake Brantley,...

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

Custom estate home on an oversized lot in the 24-hour guard-gated community of Alaqua Lakes, with water and golf course views and beautiful sunsets from the living room. ...

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...

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...

LAKE BRANTLEY CORNER LOT! Welcome to lakefront living at its finest! Set on over ¾ acre, this stunning 5-bedroom, 3-bath home offers an open-concept layout with plenty o...

Virtually Staged. ONE-OF-A-KIND ESTATE ON NEARLY AN ACRE | ATTACHED IN-LAW SUITE + DETACHED 2-BEDROOM GUEST HOUSE | ZONED AGRICULTURAL | NO HOA Nestled on nearly an ac...

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...

Turnkey 1-level Dave Brewer custom nestled on 1-acre homesite in 24-hour guard-gated Alaqua. Discover three generously sized bedrooms PLUS an oversized private office wi...

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...

The time is NOW! Rare opportunity to live the waterfront lifestyle on a wide canal leading to idyllic Lake Brantley. This amazing home is situated on an exceptionally bea...

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...

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

Short Sale. Short-sale opportunity on 1.71 acres in one of Longwood's most desirable conservation-backed communities — priced at $1,100,000 to reflect condition and rewar...

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...

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...

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...

NEW PRICE + BUYER INCENTIVE! Now offered at $839,000, plus the seller is offering up to $10,000 towards buyer closing costs and/or interest rate buydown with an acceptabl...

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...

A RARE WATERFRONT GEM IN SWEETWATER! Completely renovated and beautifully appointed, this exceptional canal-front residence offers a rare combination of luxury, privacy, ...

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 Bay Meadows Subdivision, a premier M/I Homes community where elegance, style, and thoughtful design come together. This stunning 5-bedroom, 5-bath, two-story r...

Exactly what you've been looking for! This beautifully maintained home sits on a full acre with NO HOA, offering the perfect balance of privacy and convenience with shopp...

A rare opportunity to own in Hidden Cove, an intimate gated community of just 37 homes where privacy and exclusivity meet refined living. This beautifully maintained 5-be...

Completely remodeled and move-in ready, this impressive residence at 672 Mossy Branch Ct, Longwood redefines comfort and elegance in Central Florida. Every detail has bee...

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 ...

Welcome to this luxurious Sweetwater Oaks 5 bedroom, 3 bath pool home with BRAND NEW ROOF, in the desirable Wekiva area of Longwood. This spacious home offers a wonderfu...

Virtually Staged. Welcome to this beautifully maintained Mediterranean-style home in the sought-after gated community of Bella Vista in Longwood. Built in 2008, new AC i...

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...

BRING YOUR OFFER AND YOUR WISH LIST! The seller is Motivated and ready to work with a qualified buyer, including consideration of funds towards upgrades, improvements, o...

Welcome to 450 Harbour Isle Way, a beautifully renovated 4-bedroom, 3½-bath residence in one of Longwood’s most desirable family-friendly neighborhoods. Thoughtfully upda...

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

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

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...

MAJOR PRICE ADJUSTMENT + SELLER CREDIT! Move-in ready home on a full acre now offered under 700k!! Welcome home to this stunning Florida farmhouse on a 1-acre lot in one ...

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 ...

Welcome to The Springs, one of Central Florida’s most sought-after guard-gated communities, where towering oak canopies, winding roads, and unmatched natural beauty creat...

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...

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...

Welcome to 1678 Kingston Road, Longwood, a spacious 3-bedroom, 2.5-bath pool home situated on an impressive 1-acre homesite, offering room to spread out both inside and o...

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 pool home located in the gated Sweetwater Springs community within the highly desirable Sweetwater Oaks area, offering exclusive access to Lake Brantl...

Virtually Staged. Welcome to 401 Woodview Drive, a spacious 4-bedroom, 2.5-bath home nestled in the desirable Sabal Point area of Longwood. Situated on an oversized corne...

Welcome to this beautiful 4 bedroom 2 ½ bath 2 STORY home in the exclusive gated community of Meadowridge Estates located in the heart of Longwood. This home has everythi...

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...

Welcome to Riverbend Boulevard, where spacious living, thoughtful updates, and the sought-after Sweetwater Oaks lifestyle come together. Residents enjoy private access to...

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 in-law suite. Abs...

Virtually Staged. Close before the end of the year on this gorgeous home and take advantage of significant savings! Reach out to us and ask us how! Welcome to this beaut...

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...

Great for an investor! Property is being sold with the other 2 properties on the same premises of which both already have tenants in place and are self-contained with the...

Great for an investor! Property already has a tenant in place and is being sold with the other 2 properties on the same premises of which one also has a tenant in place a...

Welcome to this spacious and beautifully maintained family home in the highly desirable Wekiva Hills community, where comfort, functionality, and location come together. ...

POOL HOME ON NEARLY HALF AN ACRE WITH TWO PRIMARY SUITES. A 3.5% ASSUMABLE LOAN may offer qualified buyers a valuable financing opportunity. Set at the end of a cul de sa...

Welcome to this stunning colonial-style house in Longwood, FL, offering convenient access and limited views of beautiful Lake Brantley. This recently fully renovated 3-be...

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...

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...

NEW ROOF as of September 2026! Paid off solar panels may also be available for purchase at an additional premium. Welcome to this beautifully established Longwood home, n...

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...

MAJOR PRICE IMPROVEMENT ... EXCEPTIONAL VALUE IN MARKHAM WOODS ROAD MANDARIN ESTATES!! Welcome to your move in ready dream home! This spacious & updated 3-bedroom, 2-bath...

Welcome to this well-maintained 3-bedroom, 2-bath home featuring a desirable split-bedroom floor plan and a versatile layout with both formal living and comfortable gathe...

Virtually Staged. 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 home backs right up t...

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...

Virtually Staged. Buyer's financing fell through...their loss is your opportunity to live in this sought after community and make this house your home! Welcome Home to S...

Pull over HONEY! This home is move it ready. Roof. 2023. AC 1 2020, AC 2 2022. Look at the cute swing in the front yard. That looks like a great home to relax in. Let's t...

Welcome home to Crystal Creek in Longwood and this BEAUTIFULLY MAINTAINED 4-Bedroom, 2-Bath, single-story POOL HOME offering an inviting blend of comfort, functionality a...

Tucked at the end of a quiet cul-de-sac in the established Sleepy Hollow community, this fully renovated 4-bedroom, 2-bath home sits on an oversized ~0.40 acre lot in the...

Welcome to effortless Florida living in the highly sought-after Sabal Green at Sabal Point, where beautiful homes, mature landscaping, and low-maintenance living come tog...

Location, Location! This is the most desirable location in Longwood. Large 2.69 acre lot, home needs complete rehab and is price accordingly. But it can be a good home ag...

Welcome to 105 E Wyndham Ct, Longwood, FL 32779, a 3-bedroom, 2-bath pool home in Wekiva offering comfortable living, flexible space, and outstanding access to some of th...

LIVE WHERE LIFE FEELS A LITTLE BETTER! Welcome to 1111 W Wekiva Trail, nestled in the desirable Wekiva Hunt Club, where space, comfort, and the easygoing Florida lifesty...

Virtually Staged. Welcome to 580 Devonshire Boulevard, a beautifully updated four-bedroom, two-bath pool home located in the Devonshire community of Longwood. The welcomi...

Updated Well Appointed Home located next to the park, playground and pool. Gated Community, Walk to the Residents Only Park with a Spring Fed Lake, Community Pool, Clubh...

**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...

Virtually Staged. This is your opportunity to own a Gorgeous, Amazing, Stunning Oversized Pool, FULLY REMODELED Home on a Huge Corner Lot in the highly desirable City of ...

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...

SELLER MOTIVATED!!!Discover this 3-bedroom, 2-bath pool home offering 2,061 square feet of cooled living space in the highly desirable Wekiva Hunt Club community. Lovingl...

Welcome to your own private retreat in the heart of Longwood! Perfectly positioned on an oversized lot at the end of a quiet cul-de-sac, this beautifully maintained 3-bed...

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....

Move-in ready gem in the heart of Longwood on an oversized lot! Major updates don for you: Newer roof, upgraded electrical panel, generator plug-in, new plumbing & wate...

No HOA, nearly one-third of an acre, and room to live comfortably—this remodeled Longwood home brings together space, flexibility, and a convenient Central Florida locati...

Wonderful Wekiva home! Light and bright three bedroom, two bath home offering a wonderful blend of comfort and functionality. Step inside to find new wood look tile throu...

ACT FAST—THIS CUSTOM GEM WON'T LAST LONG! Homes in Lake Wayman Heights offering NO HOA and high-end custom updates rarely hit the market, and they sell fast. Why You N...

Nestled at the end of a quiet cul-de-sac in Longwood's Crystal Creek community, this waterfront residence offers the rare combination of tranquil water views behind the h...

Welcome to 214 Pembrook Place, a spacious 3-bedroom, 2.5-bath plus den, two-story pool home in the popular Wekiva Hills community of Longwood. Situated on a .35-acre lot,...

Virtually Staged. Imagine starting your morning with sunlight filtering through the skylights, warm wood details surrounding you, and a home that feels naturally connecte...