Longwood, FL Homes for Sale under $400,000

Turn-Key Short-Term Rental Opportunity in Longwood!This updated, smaller home is an excellent opportunity for Airbnb or investment use. Recent upgrades include a new paver driveway and fresh exterior paint, adding strong curb appeal and low maintenance for future owners. The efficient layout maximizes space and comfort, making it ideal for short-term guests. Conveniently located near shopping,

Bill Martinez CENTURY 21 EDGE

Excellent opportunity to own a well-maintained duplex in a highly desirable Longwood community. This property sits on a large, fully fenced lot and offers privacy, functionality, and strong rental or owner-occupant potential. Each unit features a covered carport with its own private driveway and large exterior storage area. The beautifully designed backyard includes paver walkways leading to a

William Grim, III RE/MAX ASSURED

New Price.Welcome to this beautifully remodeled 3 bedroom 2.5 bath town home that perfectly blends modern upgrades with comfortable living. The home features an open & inviting floor plan with abundant natural light, fresh paint & stylish finishes throughout. The updated kitchen is a highlight boasting Modern cabinetry, Granite Counters, Stainless Appliances and ample storage -perfect for

Rachel Niemiec CHARLES RUTENBERG REALTY ORLANDO

Welcome home to this 4 Bedroom 2 Bath located in the heart Longwood! Featuring a desirable split floorplan with carpet in the living areas and bedrooms. Kitchen has plenty of cabinet space for all those cooking essentials and a window looking out to the backyard letting in natural light! Dining area is just off the kitchen with sliders leading to back yard. Sunken living room with wood burning

Nicole Anderson HD REALTY LLC

Investor Special | Built-In Equity | New Roof & Water Heater | No HOA Great opportunity to own a solid single-family home priced below market value with instant equity potential! This 3-bedroom, 2-bath home offers 1,796 sq ft of living space and sits on a spacious 0.38-acre lot, giving you room to expand, customize, or simply enjoy. This home features key recent upgrades including a NEW roof and

Fina bower MARK SPAIN REAL ESTATE

**Seller is offering a $5,000 buyer closing cost credit.** Welcome home to this beautifully maintained 3-bedroom split floorplan residence offering privacy, space, and modern comfort—all with NO HOA. Situated on a nearly 1⁄4-acre fully fenced lot, this property is a rare find both inside and out. Step inside to discover all solid-surface flooring throughout—no carpet, complemented by fresh,

Virginia Bellhorn WATSON REALTY CORP

Don't miss out on this opportunity to own a 3 bedroom, 2 bath townhouse in Shadowbay Club. This move-in ready home offers an updated eat-in kitchen, dining room, spacious living room with soaring ceilings, primary bedroom on first floor with updated bath and walk-in closet, guest bedrooms and bath on second floor, fenced in rear patio, 2-car garage, Carpet only in bedrooms. Community features

Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

Welcome to this beautifully maintained end-unit townhome located in the gated Hanover Pointe community, ideally situated in Longwood, just minutes from Lake Mary. Tucked away on a quiet dead-end street, this 3-bedroom, 2.5-bath residence offers serene greenbelt and tree views from the screened-in back patio, living room, and kitchen—where you can enjoy the sights and sounds of birds, owls, and

Marion Thacker RED BIRD REALTY OF FLORIDA INC

This beautifully maintained two-story corner unit is perfectly situated to offer extra privacy and a peaceful atmosphere. The home features a bright and open floor plan filled with natural light, along with an updated, move-in ready kitchen equipped with stainless steel appliances. One of the standout features is the private, landscaped garden, thoughtfully designed to create a serene outdoor

Shirley Ladino S & W VISION REALTY

Step into modern living in the heart of Historic Longwood! Built in 2023, this beautifully designed townhome at 553 John L. Mica Way blends contemporary comfort with the charm and convenience of one of Longwood’s most beloved districts. Clean lines, energy-efficient construction, and thoughtful finishes create a home that feels both stylish and effortless from the moment you walk in.Located

Michelle Deleon BHHS FLORIDA REALTY

Beautifully renovated home in the heart of Longwood, just steps to Reiter Park. This move-in ready property features soaring ceilings, abundant natural light, and wood-look flooring throughout. The updated kitchen offers bright cabinetry, quartz countertops, stainless steel appliances, and modern finishes. The spacious living area includes vaulted ceilings and a fireplace, creating a welcoming

Florentino Beltran KELLER WILLIAMS ADVANTAGE 2 REALTY

Located in the heart of Historic Longwood, partially remodeled.

Saima Kutik CHARLES RUTENBERG REALTY ORLANDO

Welcome to your FLORIDA dream oasis in the heart of Longwood where comfort meets leisure in a single-family residence nestled on a generous .40-acre lot. VIEW VIRTUAL WALK THRU TOUR. This charming 3/2 POOL home is designed for both everyday living with entertainment options for everyday or just the weekends. Make everyday a holiday with a HUGE screened porch/pool area. Incredible lifestyle

Laurie Cash Cain CHARLES RUTENBERG REALTY ORLANDO

Welcome to this spacious 4-bedroom, 2-bath home located just three streets from Top-Rated Wekiva Elementary in the highly desirable Wekiva community! Sitting proudly on a large corner lot, this home offers tons of potential for personalization with great bones and plenty of space for the whole family. Step inside to find two comfortable living areas, including a front living room and a cozy

Danielle Pensala KELLER WILLIAMS HERITAGE REALTY

Welcome to this beautifully maintained single-family home featuring 4 bedrooms, family and 2 bathrooms on a spacious 10,619 sq ft (0.24 acres) lot. Enjoy a remodeled kitchen with modern finishes, ceramic tile flooring throughout, and paid-off solar panels that provide energy efficiency and long-term savings. This property offers the perfect blend of comfort and convenience—located just minutes

Celines Pomales LA ROSA REALTY LLC

Welcome home to this charming 3-bedroom, 2-bath gem right in the heart of Longwood! If you have a boat, RV, or trailer, you’re going to love the space here. There’s a concrete pad in front of the home and another behind the fence, giving you plenty of room to store all your toys with ease. You’ll also have access to Lake Brantley boat ramp and Lake Brantley Beach, so weekends can be filled with

Jacqueline Ramos JML REALTY INVESTMENTS LLC

Welcome to effortless living in the highly desirable, gated community of Hanover Pointe! This beautifully maintained townhome boasts a rare and highly sought-after dual-primary bedroom layout. Upstairs, you will find two extra large, completely private suites, each featuring a large closet and an en-suite bathroom complete with dedicated linen closet. On the main level, a bright and welcoming

Katharine Scotson COAST TO COAST REAL ESTATE PRO

Opportunity awaits in this 3 bedroom, 2 bath home offering 1,399 SF home. Featuring an open layout with neutral tile flooring throughout the main living areas, this home provides a solid foundation for buyers looking to personalize and add value. The kitchen offers white cabinetry, new countertops, subway tile backsplash, and a functional layout overlooking the main living space — a great

Gwyn Clark FANNIE HILLMAN & ASSOCIATES

Income-producing duplex in the heart of Longwood—ready for your investment portfolio! Both units are tenant-occupied with long-term leases recently renewed, offering reliable income from day one. Enjoy peace of mind with a newer roof, no HOA fees, and easy maintenance. Each unit features 2 bedrooms, 1 bathroom, tile flooring throughout, and spacious backyards. Centrally located near Downtown

Teresa Idaspe-Yovaish REGENCY REAL ESTATE LLC

SELLER CONTRIBUTING $2,000 IN BUYERS CLOSING COSTS AND PRE PAIDS- WITH AN ACCEPTABLE CONTRACT. Welcome to this charming 3-Bedroom, 2.5-Bath Townhome in the highly sought-after Hanover Pointe Community. Perfect for first-time buyers, those looking to downsize, or investors, this home offers the ideal blend of comfort and low maintenance living. Step inside to find tile flooring throughout the main

Jason Zinno RE/MAX ASSURED

Come and get this gem of a townhome! If you are looking for unique comfort, style, and amenities all wrapped up in one property, look no further. This beautifully kept home boasts 3 bedrooms and 2 bathrooms to accommodate any family. With no carpets throughout the home, no worries about any spills the guests might do. There is a wood fireplace and indoor garden area with natural lighting and

Glenn Stewart PRESTIGE REALTY GROUP LLC

One or more photo(s) has been virtually staged. Welcome to 1508 Meadowlark Street — a beautifully updated home offering comfort, style, and peace of mind. Tucked away with a serene conservation view and no rear neighbors, this property offers the kind of backyard privacy that’s hard to find. Inside, you’ll love the spacious main bedroom with a walk-in closet and built-in organizer system, along

Christina Rampersad KELLER WILLIAMS ADVANTAGE 2 REALTY

Charming one-story townhome located on a quiet cul-de-sac, offering extra privacy and minimal traffic. The home is nestled in a well-maintained community with mature landscaping and features a relaxing screened-in porch, perfect for enjoying the outdoors year-round. Situated in a desirable area with shopping, dining, and everyday conveniences just minutes away, plus easy access to major roads for

Pamela Ortiz ELITE PERFORMANCE REALTY