Longwood Real Estate

Longwood Real Estate

Welcome to Longwood, Florida—a charming gem nestled in the heart of Seminole County. With its perfect blend of suburban tranquility and urban convenience, Longwood is an ideal location for families, young professionals, and retirees alike.

Longwood boasts a rich history, with roots dating back to the late 1800s. Today, it stands as a vibrant community that celebrates its heritage while embracing modern living. The city is known for its lush greenery, scenic parks, and well-maintained neighborhoods, making it a haven for outdoor enthusiasts. The picturesque Lake Mary and the tranquil Wekiva River are just a stone's throw away, offering ample opportunities for boating, fishing, and hiking.

One of Longwood's standout features is its strong sense of community. Residents enjoy a variety of local events throughout the year, including farmers' markets, art festivals, and holiday celebrations that bring neighbors together. The historic downtown area is dotted with charming boutiques, cozy cafés, and delightful restaurants, creating a welcoming atmosphere for both locals and visitors.

Longwood also boasts excellent schools and convenient access to major highways, making it easy to commute to nearby Orlando and other surrounding areas. Whether you're looking to invest in a family home, a cozy condo, or a spacious estate, Longwood offers a diverse range of real estate options to suit every lifestyle.

Experience the warmth and charm of Longwood—where community spirit meets the beauty of Florida living. Discover your perfect home in this delightful city today!

Newest Listings in Longwood

3719 Trails, Longwood
$810,000
4 Beds ⋅ 2 Baths ⋅ O6450574 MLS
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 has been completely gutted, redesigned, and extensively renovated from top to bottom, offering the peace of mind of owning a practically BRAND-NEW HOME without the cost of new construction! No detail was overlooked, and virtually EVERYTHING IS NEW! Upgrades include NEW electrical, plumbing, roof, interior walls, windows, doors, beautifully remodeled bathrooms, and modern finishes throughout. The stunning open-concept kitchen has been completely redesigned and features BRAND-NEW APPLIANCES, creating the perfect space for everyday living and entertaining. The home also features a BRAND-NEW A/C SYSTEM that has been relocated indoors, along with a conveniently relocated indoor laundry room. Outside, you'll immediately notice the beautiful NEW paver driveway and NEW garage doors. Step into your private backyard paradise featuring a spectacular, completely resurfaced swimming pool OVER 9 FEET DEEP, equipped with a NEW pool pump and components, a fully refurbished screen enclosure, and a convenient outdoor shower! A BRAND-NEW SEPTIC TANK has also been installed, adding even more value to this extensive transformation. The nearly one-acre property has been cleared and offers a blank canvas to create your dream outdoor oasis, whether you envision an outdoor kitchen, beautiful gardens, recreational space, or simply enjoying the privacy and freedom of your own land. Ideally located near some of Seminole County's beautiful golf courses, schools, shopping, dining, and major highways, this home offers an incredible combination of LOCATION, SPACE, MODERN LUXURY, AND FREEDOM! Why purchase an older home that still needs updating when you can enjoy one where practically EVERYTHING HAS ALREADY BEEN DONE FOR YOU? NEW ROOF, NEW A/C, NEW ELECTRICAL, NEW PLUMBING, NEW WINDOWS, NEW DOORS, NEW KITCHEN, NEW APPLIANCES, NEW BATHROOMS, NEW SEPTIC TANK, AND SO MUCH MORE! Nearly ONE ACRE, NO HOA, and NO CDD make this a truly exceptional opportunity in Longwood. Move in, relax, and enjoy Florida living at its finest. Schedule your private showing today!

3719 Trails, Longwood
1351 Markham Woods Road, Longwood
$600,000
4 Beds ⋅ 3 Baths ⋅ G5118649 MLS
Virtually Staged. This home can be purchased with NO INCOME VERIFICATION needed plus receive one percent back from the seller’s preferred lender! Discover the possibilities at 1351 Markham Woods Road in Longwood, Florida! This property has seen numerous renovations and thoughtful updates, offering a refreshed space with room to make it your own. The kitchen has been fully renovated, the living and dining room ceilings updated, additional electrical work completed in the living room, and the interior freshly painted. Other improvements include updated flooring throughout and a refreshed fireplace. Outside, enjoy a revitalized pool area featuring a completely redone pool interior finish and a replaced pool screen enclosure, creating an inviting setting for relaxing and entertaining. Additional planned improvements include two new hallway closets, a coat closet and linen closet, along with bathroom upgrades featuring a new vanity, toilets, faucets, a glass-enclosed shower, and a new exhaust fan, plus additional interior painting. Conveniently positioned along Markham Woods Road, the property offers access to State Road 434, Interstate 4, and Lake Mary Boulevard, making travel throughout Longwood, Lake Mary, and the greater Orlando area convenient. Nearby shopping, dining, everyday essentials, and local amenities add to the appeal of this location. Whether you're looking for a property to personalize or a home with significant improvements already underway, this is an opportunity to explore. Schedule your private showing and discover the potential this Longwood property has to offer!

1351 Markham Woods Road, Longwood
326 Coble Drive, Longwood
$539,900
4 Beds ⋅ 2 Baths ⋅ O6451831 MLS
Some rooms virtually staged. A MUST SEE! You're sure to fall in love with this one! Pride of ownership and beautifully maintained homes is evident throughout the neighborhood. This newly remodeled 4-bedroom 2-bathroom pool home belongs here. This spacious and fully updated pool home boasts 4 bedrooms, 2 bathrooms, and an additional bonus room, providing ample space for your family's needs. Enjoy access to numerous bike trails and parks, The interior of the home has been beautifully remodeled, including fresh paint throughout, new luxury plank vinyl, base boards and trim. The kitchen features stunning quartz countertops, new stainless-steal appliances, and a timeless tile backsplash. Enjoy access to numerous bike traits, parks and access to top schools. Whether you're a growing family or looking for a spacious retreat, this property checks all the boxes. This corner lot features two driveways, one leading to the garage and the other is a circular driveway, great for that busy lifestyle. Between the Pool, large gazebo and ample entertaining space, you and your quests will appreciate the additional parking. additional parking in the back.

326 Coble Drive, Longwood
706 N Grant Street, Longwood
$260,000
3 Beds ⋅ 2 Baths ⋅ O6451416 MLS
Priced to sell quickly. Freshly painted on the inside.

706 N Grant Street, Longwood
706 N Grant Street, Longwood
$260,000
3 Beds ⋅ 2 Baths ⋅ 1090486 MLS
Priced to sell quickly. Freshly painted on the inside. Tenant Occupied, by appointment only.

706 N Grant Street, Longwood
252 W Palmetto Avenue, Longwood
$399,000
4 Beds ⋅ 2 Baths ⋅ O6448521 MLS
Charming 4-bedroom, 2-bath home with a 2-car garage in Historic Longwood! This inviting home features an updated kitchen, refreshed flooring and paint, a 2020 roof, newer A/C, and a cozy brick fireplace that adds warmth and character to the living space. Enjoy the spacious screened-in back porch overlooking the open backyard—perfect for relaxing or entertaining family and friends. Tucked away on a quiet dead-end street, this home is walking distance of Reiter Park, home to community events including the Farmers Market, food trucks, Concerts, and Movies in the Park. Conveniently located near shopping, dining, and the Longwood SunRail station, with easy access to I-4 and US-17-92. No HOA! Don’t miss this opportunity to enjoy the charm and convenience of Historic Longwood. Come see this fantastic home!

252 W Palmetto Avenue, Longwood
1347 Bella Tuscany Cove, Longwood
$989,000
6 Beds ⋅ 5 Baths ⋅ O6449675 MLS
REDIFINED FLORIDA L IVING IN BELLA TUSCANY! Beautifully updated and thoughtfully designed, this impressive 6- bedroom, 4.5 bath residence offers 4,320 SF of living space on a quiet CUL-DE-SAC in desirable Bella Tuscany. Extensively REMODELED in 2020, the home features an open, spacious floor plan, elegant wood-look tile flooring, PLANTATION SHUTTERS, a dedicated OFFICE with CUSTOM BUILT INS, upstairs loft, and separate MEDIA room. The standout kitchen boasts TWO ISLANDS, custom soft close cabinetry, granite countertops, and premium BOSCH appliances, offering exceptional space for cooking and entertaining. All bathrooms and the laundry room feature updated custom cabinetry and granite countertops. The PRIMARY suite is on the FIRST FLOOR and includes a beautifully appointed bath with Turkish polished marble, walk in shower, and soaking tub. Step outside to your own private retreat featuring a screened solar heated SALTWATER POOL with water features, expansive Tremron paver decking, mature landscaping, and a fully fenced backyard. Additional highlights include seller owned SOLAR panels, generous storage, an oversized tandem garage, and updated interior and exterior paint. Conveniently located near Seminole County trails, shopping, dining and major roadways this home is an exceptional combination of space, quality upgrades, and Florida living!

1347 Bella Tuscany Cove, Longwood
154 Dartmouth Lane, Longwood
$540,000
3 Beds ⋅ 3 Baths ⋅ O6449374 MLS
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 the extra mowing. A trail behind the fenced yard connects you to the lake and miles of community walking trails, inviting leisurely strolls and fresh-air escapes. Kayaks, paddleboards and bikes all have a home here, with lake access for paddling and fishing close by. A large community pool, tennis and pickleball courts, playground, baseball field and clubhouse provide plenty of ways to unwind, stay active and connect with neighbors. Adding to the appeal, the community is served by Wekiva Elementary, Teague Middle and Lake Brantley High. Room to gather & grow! inside with the pool area for birthdays, holidays and Sunday afternoons with the whole crew. A Kitchen that works! The galley kitchen layout keeps everything within arm's reach and works beautifully, with warm wood cabinetry, neutral counters, a sink positioned at the window and a pantry. An adjoining breakfast nook keeps everyone close, whether you’re preparing a meal or enjoying one together. Everyday living, a little easier! Enjoy a home that responds to your needs, with smart-home features that let you control interior and exterior lights, air conditioning, ceiling fans and even the garage door. Outdoor living, ready now! A resurfaced pool, patio and deck, freshly painted deck area and rescreened enclosure set the stage for relaxing days outdoors. Go from a refreshing dip in the pool to the soothing warmth of your own sauna for a little everyday luxury without leaving home. A backyard climbing wall adds a playful touch to the fenced outdoor space, with room to store kayaks, paddleboards and other adventure gear. Big-ticket items already handled! New architectural shingle roof, October 2026. HVAC replaced 2026. Electrical panel replaced 2024. Whole house re-piping to PEX. Fridge and microwave replaced 2026. Termite bond in place with Terminix and transferable. See the attached full list of updates.

154 Dartmouth Lane, Longwood
3967 Oakington Place, Longwood
$375,000
3 Beds ⋅ 3 Baths ⋅ O6450965 MLS ⋅ 3967 BLDG.
Welcome to Wekiva Landings, where this spacious 3-bedroom, 2.5-bath, two-story townhome offers an open layout and beautiful views overlooking the 17th Tee of Wekiva Golf Club. Step inside to a dramatic two-story living room filled with natural light, featuring wood-look flooring and sliding glass doors that frame the golf course views. The kitchen features granite countertops, wood cabinetry, stainless steel appliances, a breakfast bar, and opens to the dining and main living areas for easy everyday living and entertaining. The primary suite is conveniently located on the first floor and includes wood-look flooring, a large walk-in closet, dual-sink granite vanity, and a walk-in shower. Upstairs, you'll find two additional bedrooms, a full bath, laundry room, and versatile loft area overlooking the main living space—ideal for a home office, reading area, or additional flex space. One of the home's standout features is the screened patio overlooking the 17th Tee Box with stunning views of the golf course and pond, creating a peaceful setting to enjoy your morning coffee or unwind at the end of the day. Additional highlights include an attached two-car garage, tile flooring throughout the main living areas, high ceilings, and plenty of storage. Enjoy low-maintenance townhome living with a scenic golf course backdrop in an established Longwood location. Enjoy outstanding proximity to Wekiva Golf Club, Wekiva Island, and Wekiwa Springs State Park, along with convenient access to Publix, local parks, dining, shopping, and major roadways. The Wekiva community also offers two parks, a community center, and approximately 26 miles of walking trails surrounding the Wekiva Golf Course—putting recreation, nature, and everyday conveniences close to home.

3967 Oakington Place, Longwood
100 Palm Lake Court, Longwood
$649,900
4 Beds ⋅ 3 Baths ⋅ R4912179 MLS
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 privacy. The home wraps around a screened-in-ground pool with a beautiful travertine deck and a walk-around ledge at the deep end, creating the perfect setting for relaxing or entertaining. The remodeled kitchen features quartz countertops, while the living area includes a classic wood-burning masonry fireplace. Other features include solid wood doors, plenty of storage, a linen closet, an oversized, extra-deep garage, and a roof that is only a few years old. Enjoy all that Sweetwater Oaks has to offer, including deeded access to Lake Brantley, a popular boating and water-skiing lake with a private white-sand beach, boat ramp, and fishing dock. Just minutes away, Riverbend Park offers a variety of outdoor activities, including soccer, baseball, kayaking, canoeing, fishing, and nature trails, along with picnic areas and a party pavilion. The community also features parks, recreational amenities, and well-maintained common areas. Nearby schools include Sabal Point Elementary, Rock Lake Middle, and Lake Brantley High School. With its updated interior, private pool, spacious layout, and access to outstanding community amenities, this home is a must-see. Schedule your showing today!

100 Palm Lake Court, Longwood
919 Lewis Place, Longwood
$470,000
4 Beds ⋅ 2 Baths ⋅ O6450825 MLS
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 functionality. You’ll be captivated by the open, light-filled design featuring soaring high ceilings, elegant architectural details, decorative arches, and built-ins. Opportunities like this in Chelsea Place don’t come along often. Come experience all that this Longwood gem has to provide and imagine yourself at home.

919 Lewis Place, Longwood
269 Crown Oaks Way Unit 202, Longwood
$190,000
2 Beds ⋅ 2 Baths ⋅ O6448644 MLS ⋅ Bldg V BLDG.
Welcome to this beautifully updated condominium, featuring modern finishes and a thoughtfully designed layout. Enjoy stylish vinyl plank flooring throughout, an upgraded kitchen, and renovated bathrooms that add a fresh, contemporary feel. The second-floor location offers added privacy, while vaulted ceilings enhance the open, airy atmosphere of the living space. A separate laundry room provides extra convenience and functionality. Additional updates include a new A/C system in 2021, a new refrigerator and microwave in 2019, and a new dishwasher in 2026. With its appealing upgrades and inviting design, this condo is a wonderful place to call home!

269 Crown Oaks Way Unit 202, Longwood
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