Longwood, FL Homes for Sale with Acreage

At the end of a quiet cul-de-sac and backing to the protected beauty of Wekiwa Springs State Park, this extraordinary waterfront estate offers a rare blend of privacy, scale and natural serenity in the desired Markham Woods Corridor. Fully fenced and positioned to capture sweeping conservation and water views, the setting alone places this residence in a category few can match. Impressive private

Mel Bernstein PREMIER SOTHEBYS INT'L REALTY

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 Central Florida can replicate. Here, mornings begin with coffee overlooking the water as paddleboarders glide across the lake, afternoons are spent boating, waterskiing, kayaking or fishing from your shoreline, and evenings conclude

Mel Bernstein PREMIER SOTHEBYS INT'L REALTY

CRUISING THE WATERWAYS of the MAJESTIC SPRING FED LAKE BRANTLEY await you. Stroll around your sculptured & manicured gardens. Elegant entry features include PORTE-COCHERE. Biltmore GAS LANTERNS, SHUTTERS, BALCONIES & TOWERING tree canopies as you approach this MEDITERRANEAN-RIVIERA style estate. The cultivated beauty of this "one-owner home". Impressive CUSTOM-BUILT SHOWPLACE is nestled back on a

Suzanne Crudo COLDWELL BANKER REALTY

Short Sale. Approved Short Sale. Welcome to your peaceful oasis located on a full acre. Spacious floor plan with generous living area and kitchen featuring built-in stove and oven. Additional bedrooms create flexibility for family, guests, or a home office. Enjoy Florida living with your backyard pool and oversized yard—ideal for entertaining, pets, or future expansion. Conveniently located near

Jesse Sutton, Jr LPT REALTY, LLC

REDUCED PRICE FOR QUICK SALE! With over 4,400 sq. ft. under roof, this gorgeous 4 bedroom, 3 full bath pool home with over $75k in just finished upgrades has it all! Situated on a full acre estate lot in one of the most desirable neighborhoods along Markham Woods Road, you'll enjoy all the best North Orlando has to offer and top notch Seminole County schools. At home, enjoy the privacy and

Brandy Hill DEGREE REALTY LLC

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 that redefines grandeur and sophistication. A sweeping double-entry driveway framed by mature, curated landscaping guides you to the stately façade, where timeless architecture meets meticulous design, including a new roof (2022)

Christopher Christensen ONE LUXURY INTERNATIONAL LLC

Virtually Staged. Offered for the first time in 25 years, this exceptional Southern Traditional estate presents a rare opportunity to own one of Longwood's most distinguished residences. Originally designed as the builder’s personal model home, this home showcases timeless craftsmanship, architectural charm, and meticulous pride of ownership throughout. Nestled on a professionally landscaped

Amanda Salazar PREMIER SOTHEBYS INT'L REALTY

THIS IS A FANTASTIC 2 BEDROOM, 1 BATH, UPGRADED CONDO, LOCATED IN A FINANCIALLY RESPONSIBLE COMMUNITY, BALANCED RESERVES FULLY FUNDED, ALL STRUCTURAL REPORTS COMPLEATED, CENTRALLY LOCATED WITH ACCESS TO GREAT SCHOOLS, I-4 AND DOWNTOWN. CALL OR TEXT FOR SHOWING INSTRUCTIONS.

Scott Lochridge SCOTT LOCHRIDGE

DOWNSIZING! Almost empty nesters! Expansive one-level executive home of 4200+ sf nestled on an unbelievable 1+ ACRES in highly desirable Markham Meadows; MINIMAL HOA FEE of only $780/yr!! This beautiful home offers an ideal blend of comfort and style. Boasting 4 spacious bedrooms (incl second master suite or in-law suite) and 5 full baths, this residence provides ample room for both relaxation

Robert Brown PREFER 1 REAL ESTATE, INC.

MOVE IN READY!! Welcome to your dream home! This spacious & updated 3-bedroom, 2-bathroom, 1.10 acre property located off Markham Woods Road in Mandarin Estates offers everything you desire for comfortable and luxurious living. Step into the beautiful foyer and be greeted by an expansive living space filled with natural light pouring in through large windows. The split foyer & large formal living

Rob Breese, III RE/MAX TOWN & COUNTRY REALTY

Making its debut on the market in the sought-after Markham Woods area, 1652 Rutledge Road in Longwood is a charming one-owner home with much to offer. Sitting on one full acre, this spacious 5-bedroom, 3-bath pool home welcomes you with gorgeous pool views as you step through the front double doors. Sunlight fills the rooms and the family room’s stone-front wood-burning fireplace offers a cozy

Melissa Stalzer LPT REALTY, LLC

Motivated Seller. Welcome to this EXQUISITE, one-of-a-kind estate nestled within the highly regarded community of WINGFIELD RESERVE. Set on a sprawling 1.4-ACRE LOT in one of Longwood’s most sought-after enclaves, this STELLAR 6,300+ SQ. FT. home offers unparalleled grandeur and privacy. The journey begins as you traverse a FULLY PAVED CIRCULAR DRIVEWAY, framed by towering mature trees and

Daniel Betancourt EXP REALTY LLC

This majestic estate is a true masterpiece of elegance and timeless architecture, gracefully set among mature oak trees and lush, manicured gardens, blending clasic design with modern luxury, this residence offers an exceptional lifestyle defined by confort, sophistication and privacy. Featuring 5 spacious bedrooms, 7 bathrooms and a private mother-in-law suite. The home was thoughtfully designed

Gustavo Vargas FLORIDA REALTY INVESTMENTS

PRICED TO SELL! Major updates include a 2020 roof, 2024 HVAC systems (both units), and a brand-new septic system in 2024. Tucked beneath towering mature trees on a private oversized lot with no rear neighbors, this stunning 6-bedroom, 3-bath pool home offers the perfect blend of space, privacy, and modern updates in the heart of Longwood! A circular driveway creates an impressive arrival, while

Millie Gwin Coldwell Banker Coast Realty

Opportunity in Markham Place! Situated on a premier corner lot just off Longwood’s highly sought-after Markham Woods corridor, this timeless two-story brick residence offers the perfect blend of warmth, elegance, and functionality. Designed for both entertaining and everyday living, the expansive 4-bedroom, 3-bath floorplan welcomes you with a grand foyer and sweeping staircase. Rich

Frank Benevento COLDWELL BANKER REALTY

Pre-Construction. To be built. Property is currently a vacant lot, go and show anytime. This pre-construction Bedford 3 Model by Wettermann Homes includes both the land and the beautifully designed home to be built on it. The price also encompasses budgets for flooring, cabinets, tiling, and countertops, allowing buyers to personalize their selections at our trade partner's design showroom. This

Richard Wettermann EXP REALTY LLC

Virtually Staged. Welcome to 1833 Crowley Circle, a beautifully maintained POOL home offering comfort, freedom, and an unbeatable location — with NO HOA! This inviting property features a private backyard oasis with a lovely pool, perfect for Florida living and entertaining year-round. Enjoy peace of mind knowing the home has been thoughtfully updated, including a full replumb completed 4 years

Christina Rampersad KELLER WILLIAMS ADVANTAGE 2 REALTY

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 Enclave within the guard-gated community of Alaqua Lakes! This compound is sited on 1.55 acres overlooking the 8th hole of the Legacy Club golf course and no neighbors on three sides is truly a buyer’s dream come true. The property

Ellen Bessette CHARLES RUTENBERG REALTY ORLANDO

A Private European Estate in the Heart of Longwood!! Hidden beyond iron gates and a winding brick drive shaded by timeless-old oaks, this 5.13-acre estate emerges with quiet authority — a residence designed not to follow trends, but to transcend them. Spanning more than 7,600 square feet, the architecture draws inspiration from European manor homes, where craftsmanship was paramount and every

Luke Miller COLDWELL BANKER REALTY

Rare 3.39-Acre Income-Producing Estate in Sought-After Seminole CountyDiscover an exceptional opportunity where wide-open freedom meets unbeatable value on this 3.39-acre property in one of Central Florida's most desirable locations. Built in 1982, this versatile estate seamlessly blends modern comfort with rural charm — providing a lifestyle that's increasingly hard to find.Turnkey

Sukumar Haldar AVANTI WAY REALTY LLC

PRICE REDUCED! Welcome to Alaqua Drive, Luxurious Upgraded Executive Home Reflects Timeless Appeal **Sprawling Over an Acre of Tropical Green & Fresh Landscape**Enclaved in the Estate Gates of Alaqua- the Areas Most Respected Gold Gated Communities**Features Include: Sun-filled Home**Natural Stone &Hardwood Floors on a spectacular Open Space that Boasts **5 Bedrooms* & *a Family Lounge. Large

Louis Joachim DOVER INTERNATIONAL CO., INC.

* PRICE IMPROVEMENT * Top-floor privacy meets modern comfort in this completely remodeled, move-in-ready 2-bedroom, 1-bath condo located in the highly desirable Wekiva Springs area within the gated Residences at Sabal Palm community. This beautifully updated home features new luxury vinyl flooring throughout, a fully renovated kitchen with all-new cabinetry and appliances, and a stylishly

Charles Kohlinger BHHS FLORIDA REALTY

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. Originally designed as an equestrian estate, this unique property offers the perfect blend of modern living and rural charm.The home was completely updated in 2022 and features a stylish kitchen with newer cabinetry, granite

Yanet Garcia-Rodriguez HOME WISE REALTY GROUP, INC.

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 Seminole County's premier luxury 24-hour guard-gated neighborhood. Skip the construction timeline and step directly into your dream home, ideally positioned within an established golf community. A brand-new brick-paver driveway and

Frank Benevento COLDWELL BANKER REALTY

Once-in-a-lifetime opportunity to own a privately gated estate on acreage(12 total acres, approx 3 dry) along the pristine shores of Lake Brantley. This astounding 5-bedroom, 5.5-bath estate welcomes you through a striking private gated entrance, featuring a grand circular driveway, lush landscaping, and a tranquil fountain. Enjoy the pinnacle of true privacy with seemingly endless land.

Frank Benevento COLDWELL BANKER REALTY

One or more photo(s) has been 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 secluded, high and dry landscape in the heart of Markham Woods. Here, architecture, land, and infrastructure converge to create something far beyond a residence, a fully realized, multi generational

Matt McKee COMPASS FLORIDA LLC

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 on a 1.2 acre double lot, this exceptional 12,000-square-foot custom Dave Brewer estate offers unparalleled privacy, luxury, and time-honored craftsmanship throughout. A rare achievement for any builder is when their name becomes

Frank Benevento COLDWELL BANKER REALTY

This stunning 4-bedroom, 3-bathroom home is nestled in a highly sought-after neighborhood, offering the perfect blend of luxury, comfort, and entertainment. Designed with modern elegance, the residence boasts a gourmet kitchen that serves as the heart of the home. Equipped with top-of-the-line appliances, custom cabinetry, and a spacious island, it's ideal for both casual meals and elaborate

Valentina Vakhova LA ROSA REALTY KISSIMMEE

Gorgeous home in Sweetwater Oaks!4 Bed | 3 Bath | 1.25 ACRES | PRICED TO SELL ... Move-in ready! Priced to Sell, this won't last at this price.New Roof • New AC • New Kitchen • New Baths • New Floors • New Electrical Panel • New Paint • New Water HeaterModern open design with Quartz countertops, soft-close cabinets, and luxury vinyl floors throughout. Located in one of Longwood’s most

Jorge Trejo KELLER WILLIAMS ADVANTAGE III