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

One or more photo(s) has been virtually staged. Welcome to 1508 Canary Street in Longwood! This charming 4-bedroom, 2-bath home features a desirable split floorplan, offering both privacy and functionality for everyday living. With no HOA, you’ll enjoy the freedom to truly make this property your own. Step outside to a spacious, fully fenced backyard with mature trees, perfect for relaxing,

Dawn Grigsby EXP REALTY LLC

Welcome to this inviting 3-bedroom, 2.5-bath home in the heart of Casselberry. Nestled in a charming, quiet neighborhood, this property offers the perfect blend of comfort, convenience, and location. Enjoy being just a short walk to Foxtail Coffee Co. and only minutes from everyday essentials like Publix, with quick access to 434 and the 417 for easy commuting throughout Central

Allie George CORCORAN PREMIER REALTY

Welcome to this beautifully maintained 4-bedroom, 3.5-bathroom home in the heart of Casselberry. Built in 2021, this two-story residence offers modern finishes, thoughtful design, and an abundance of space for comfortable living. Nestled in a charming and quiet neighborhood, it’s just a short walk to Foxtail Coffee Co. and minutes from popular shopping and dining options like Publix, with

Allie George CORCORAN PREMIER REALTY

Welcome to 102 Silver Cluster Ct N in Longwood, a beautifully maintained pool home under $400K offering comfort, value, and an unbeatable opportunity for first-time buyers or anyone looking for a great starter home in a desirable Seminole County location. Tucked away on a quiet dead-end street with no through traffic, this home provides both privacy and peace of mind. This solid concrete block

Abby Greenberg COMPASS FLORIDA LLC

Versatile Historic Downtown Longwood Property – Live, Work, Play or Invest! Located in the heart of Historic Longwood, this rare & flexible property is ideal for residential, commercial or mixed-use living. Offering 4 spacious rooms (use as bedrooms or office spaces), half bathroom, a kitchenette, handicap ramp & parking access, this home sits on an oversized lot with endless potential. Great

Nilmarie Zapata WATSON REALTY CORP

Tear down property located on a major road in an actively developng area. Included in the price is an additional lot that makes this property almost .40 of an acre. Surrounded by new development, including a new school. High-visibility location ideal for recevelopment, long term investment or future commercial potential (subject to city/county approvals).

Vivian Lehman YOU HAVE REALTY LLC

Welcome to Governor’s Point, a highly sought-after community in Wekiva, located in Longwood. This charming 3-bedroom, 2.5-bath home offers the perfect blend of style, comfort, and modern upgrades.The main living area features soaring ceilings, abundant natural light, a cozy wood burning fireplace for relaxing evenings, and luxury vinyl flooring throughout the downstairs. Roller shades have

Wanda Davila-Gomez CHARLES RUTENBERG REALTY ORLANDO

Exquisitely renovated 4-bedroom residence in the desirable Longwood area, where modern elegance meets everyday comfort—with the added benefit of no HOA. This turnkey home has been thoughtfully redesigned with high-end finishes and refined details throughout, offering a truly elevated living experience. Step inside to discover fresh designer paint, rich crown molding adorning the main living

Robert Arnold SAND DOLLAR REALTY GROUP INC

Welcome to this gorgeous 3-bedroom, 2.5-bath townhome located in the desirable Wekiva Landings community, overlooking the 16th green of the Wekiva Golf Club. This beautifully maintained two-story home offers 1,472 sq ft of comfortable living space with soaring vaulted ceilings on the main floor. The fully equipped kitchen features stainless steel appliances and granite countertops, and flows into

Thomas Siciliano KELLER WILLIAMS HERITAGE REALTY

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

Welcome home to the heart of Longwood! This charming 3-bedroom, 1.5-bath home features luxury plank tile throughout and an open, cozy living room perfect for everyday comfort. Enjoy peace of mind with major updates already completed, including a new roof in 2023, HVAC in 2019, an updated water heater, and electrical improvements. The spacious backyard offers plenty of room to relax, entertain, or

Crystal Urban REGENCY REAL ESTATE LLC

Discover this spacious 3 bedroom, 2 bathroom home offering 1,853 sq ft of comfortable living space. The well-designed layout features generous living and dining areas that flow seamlessly into the kitchen, creating a great space for everyday living and entertaining. The primary suite includes a private bathroom and ample closet space, while the additional bedrooms provide flexibility for family,

Raul Pino SOVEREIGN REAL ESTATE GROUP

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

"Rare find! Premier corner lot location, last home on a dead end street with no rear neighbors. This home is uniquely positioned with a wooded buffer on the side and a completely clear, quiet park-like view behind you. A rare opportunity to enjoy nature's beauty from your own home! With an open-concept kitchen, dining and living space , this home offers the best of both worlds: a tranquil retreat

Marion Thacker RED BIRD REALTY OF FLORIDA INC

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

Welcome home to this beautiful 3 bed / 2 bath single story condo, across the street and steps away from a relaxing, community pool. Vaulted 16' ceilings with plenty of natural light, greet you with an open floor plan, providing a feeling of comfort and space. Private brick courtyard in the front. Updated kitchen counters in quartz and plenty of storage. Wonderful wooden blinds decorate the back

Douglas Yannucci COLDWELL BANKER REALTY

Welcome to refined, low maintenance living in one of Longwood’s most desirable gated communities, just moments from the natural beauty of Wekiva Springs. This beautifully appointed 3 bedroom, 2.5 bath residence offers 1,438 square feet of thoughtfully designed living space, where an open concept layout creates a seamless flow between living, dining, and kitchen areas ideal for both relaxed living

Monte Mohr EXP REALTY LLC

Welcome to this well-maintained property located in the heart of Longwood! This home offers a functional layout with comfortable living spaces, ideal for a variety of lifestyles. Conveniently situated near SunRail, major shopping centers, hospitals, and with easy access to Orlando International Airport, making daily commuting and travel simple and efficient. Enjoy the benefit of no HOA and low

Celines Pomales LA ROSA REALTY LLC

This home will feel like homecoming SJM is promising the fandom in October. Welcome to 1192 Lambert Lane — a well-maintained 3-bedroom, 2-bathroom home just under 1,400 square feet, tucked away in a quiet Longwood neighborhood with a LOW HOA. From the moment you arrive, you’re greeted by mature trees, fresh exterior paint, and inviting curb appeal that convince you the stars did listen and your

David Wilson WHEATLEY REALTY GROUP

Welcome to effortless living in the highly desirable, gated community of Hanover Pointe! This beautifully maintained townhome is 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 foyer

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

Welcome to this well-maintained condominium in a desirable, established Longwood community. The home offers a bright, functional layout with a ground-floor primary suite featuring a full bathroom and closet, plus a half bath for guests. Upstairs includes two additional bedrooms and a full bathroom. All windows are impact windows. Residents enjoy a beautifully maintained community with amenities

Edward Acevedo Phantom Real Estate

Wake up to tranquil lake views in this beautifully updated Coventry home, where comfort meets effortless elegance. This 3-bedroom, 2-bath residence offers a spacious design and a 2-car garage, complemented by thoughtful upgrades throughout.At the heart of the home, newer luxury vinyl plank flooring in living, dining and kitchen in addition to a fully remodeled kitchen that shines with quartz

Tonya Giddens CFRP REALTY LLC

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

Just reduced!!! Charming and beautifully maintained 3-bedroom, 2-bath home offering both comfort and efficiency. Enjoy significant energy savings with a fully installed solar system, while major upgrades—including a complete home re-pipe and conversion from septic to city sewer—provide peace of mind for years to come.The property features a spacious corner lot with a partially fenced

Pat Glenn PARK PLACE REAL ESTATE

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 this beautifully designed split floor plan home situated on an oversized 1/3-acre waterfront lot in the heart of Longwood, Florida. Built in 2005, this residence offers the feel of newer construction with the space and flexibility today’s buyers are looking for.Step inside to discover an open-concept layout featuring volume and

Jeremy Mazza KELLER WILLIAMS HERITAGE REALTY

Wonderful end-unit townhome located in a guard-gated community with an array of amenities. This freshly painted residence welcomes you with laminate flooring, neutral tones, and a spacious family room adjacent to the kitchen and living area. Soaring 20-foot ceilings and floor-to-ceiling windows fill the space with natural light. Upstairs features an oversized primary suite with a walk-in closet.

Cleve Loveland LOVELAND PROPERTIES

Beautifully Maintained Pool Home – No HOA! This inviting pool home blends comfort, style, and updates throughout – plus the freedom of no homeowners association. Freshly painted interior with a bright, welcoming feel, New appliances in the kitchen with solid wood cabinetry and pull-out drawers Newly resurfaced pool (2017 - 2025) – sparkling and ready for year-round enjoyment,New ceiling

Patty Perez INVESTOR'S REAL ESTATE LLC