Longwood, FL Homes for Sale under $500,000

Income-Producing Duplex in the Heart of Longwood. Income-producing duplex ideally located in the heart of Longwood, near US Hwy 17-92 and SR-434, offering convenient access to shopping, restaurants, banks, supermarkets, SunRail, I-4, and major corridors. Built in 1973 and well-maintained, the property features two units, each offering 2 bedrooms and 2 full bathrooms. No HOA! Both units are

Ayesha Verma KELLER WILLIAMS REALTY AT THE PARKS

Built in 2021 and set on a prominent corner lot, this Victorian-inspired residence is located within an intimate community of just 15 homes, offering a rare sense of privacy while remaining close to everyday conveniences. A covered front patio overlooks a lush green common area, creating an inviting place to relax and enjoy the neighborhood setting. Inside, the home feels open and light, with

Alex Vastardis COLDWELL BANKER REALTY

Assumable FHA mortgage available — discover this beautifully maintained 3-bed, 3-bath home in The Springs – Live Oak Village community. Enjoy an open floor plan with vaulted ceilings, solid-surface counters, stainless-steel appliances, and a cozy wood-burning fireplace. Featuring a screened rear porch, covered entry, and attached 2-car garage. Residents enjoy gated security, walking trails,

Charles Watson MARK SPAIN REAL ESTATE

MOTIVATED SELLER – MAJOR PRICE REDUCTION!Priced AGGRESSIVELY BELOW MARKET VALUE for an immediate sale! Discover an incredible opportunity at 556 Lake Wildmere Cove, a pristine 2018-built Key West-style townhome in the exclusive gated community of Lake Wildmere, Longwood, Florida. This move-in-ready 3-bedroom + loft, 3.5-bath beauty delivers 2,294 sq ft of upgraded living and a rare 2-car

Walter DiLoreto SELL FAST REALTY, LLC

Beautifully maintained 3/2 HOME in the highly desired Windtree West subdivision! Enjoy SOARING HIGH CEILINGS in the living room, a COZY FIREPLACE, and a spacious KITCHEN ISLAND. The entire home features beautiful tile flooring throughout no carpet to replace, offering clean, low maintenance and move in ready feel.Major upgrades include a NEWER 2024 AC, 2018 WINDOWS, STAINLESS STEEL APPLIANCES

Mariana Cisneros PREMIUM PROPERTIES R.E SERVICE

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

Excellent investment opportunity in the heart of Longwood! This income-producing duplex features long-term tenants who have been in place for many years, providing consistent rental income. Both units include 2 bedrooms, 1 bathroom, tile flooring throughout, inside laundry, and attached garages. Enjoy easy maintenance with no HOA fees and a recent re-roof. Each unit also offers a spacious

Teresa Idaspe-Yovaish REGENCY REAL ESTATE LLC

Welcome to 731 Crestbrook Loop in The Landings- one of Longwood’s most desirable gated communities! Tucked away among mature trees and winding streets, this sought-after neighborhood offers privacy, a tranquil setting, and a lifestyle you’ll love. Enjoy exclusive access to two tennis courts and a beautiful, resort-style community pool area perfect for relaxing weekends or active afternoons. Plus,

Chris Creegan CREEGAN GROUP

This single-family home is amazing in every way and is truly a must see! Nestled in the highly coveted Shadowbay Community on Lake Brantley. Brand NEW HVAC with 10 year transferable parts warranty. Brand NEW 50 Gallon Water Heater! NEW ROOF 2023! A perfect location just minutes to everything. This residence boasts an array of desirable features. Three bedrooms and two full baths with oversized

Denise Korrey KORR REALTY CORP

4-Bed / 3.5-Bath Home Built in 2006. -needs updating, new ac.

Remone Blake EXP Realty LLC

Light and bright single story townhome in Whispering Pines in the gated Springs community situated on a cul-de-sac. Three spacious bedrooms, two baths, open kitchen with combined family/gathering room, separate eating area in kitchen, dining room and living room with wood burning fireplace and wood flooring. Two-car garage has removable access ramp. French doors throughout. Front courtyard is

Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

This well-maintained pool home is primed and ready, providing the perfect foundation and peace of mind for years to come. Boasting a brand new roof, it conceals a flowing floor plan with upgraded finishes, spacious bedrooms, a two-car garage, and a covered patio overlooking the glistening pool. Tucked away in the back of the home, the spacious primary suite enjoys private access to the pool area

Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

Here is your opportunity to own a true Turn Key Investment property.This almost new townhome with long-term residents already in place, is a great income producing ,Property located in a beautiful gated community in Longwood. You have great schools and near to all major highways and roads. As you enter in to your home you will be greeted with an open floor plan that has a modern Gourmet kitchen

Roxana Lishner LPT REALTY, LLC

Welcome to Columbus Harbour and this charming 3-bedroom, 2-bathroom home offering 1,667 sf of comfortable living space on a spacious .25 acre lot. Nestled in a tranquil neighborhood, this property combines privacy, convenience and lifestyle amenities. Enjoy peace of mind with a brand new roof and new driveway (2025), along with a fully fenced yard-perfect for outdoor entertaining, pets or

Kenneth Hearn 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

WOWSA! Pool homes with this kind of layout, amenities, & functionality rarely hit the market, especially with just one owner & a yard like this! Whether you’re upsizing, downsizing, or relocating, this is your chance to own a true hidden gem in Central Florida. Wake up to sunshine streaming through skylights & sip your coffee poolside while surrounded by the bubbling of the waterfall on the

Amanda Sarnes LPT REALTY, LLC

Be prepared to be impressed with fabulous golf course home! It has strong systems, unbeatable views and a fantastic location. The home boasts a brand-new roof, HVAC and water heater! The golf course views are peaceful and serene. Upon entering the home, you are greeted by generous entry way which leads into the grand living room with a stone fireplace, French doors to the screened-in patio,

Beth Logullo KELLER WILLIAMS WINTER PARK

Beautiful 4 bedroom 2.5 bathroom home Freshly Painted with Luxury Vinyl flooring and Stainless Steel appliances. Located in a very Sought After neighborhood of Longwood. This Home features a Formal Living Room, Dining Room and a Family Room with a Brick Fireplace. Also, Enjoy an Enclosed Patio that spans the Whole Length of the Home. The Master Bedroom is on the First Floor. Beauty and Comfort is

Gwen Morrison PREMIUM PROPERTIES R.E SERVICE

Spacious Pool Home on Double Lot Near Altamonte Mall.Perfectly positioned just minutes from I-4 and Altamonte Mall, this inviting home sits on adouble, fully fenced lot offering privacy and plenty of room to enjoy the outdoors. The backyardis a true retreat, featuring an in-ground pool, screened porch, and an open deck—ideal forbarbecues, gardening, or simply relaxing in your own

Jeff Jones MARK SPAIN REAL ESTATE

Welcome to this 2024 custom crafted home. The home boasts a large Primary bedroom on the first floor with a spacious bathroom with double vanity, stone counters, large tub and walk in shower which both have floor to ceiling tiles and a large walk in closet. The kitchen is perfect for entertaining with it’s open floor plan and the chef in you. Cooking with gas stove and clean whole house water

Olaf Stenger CENTURY 21 INTEGRA

New Improved Price! Your new pool home in the desirable Wekiva Hills community is waiting for you. This 4 bedroom, 2 bathroom home sits on a spacious corner lot with a fenced backyard. The Kitchen recently updated with granite countertops, stainless steel appliances, ample cabinetry, and a breakfast. Inviting Family room with cozy fireplace, vaulted ceilings, and expansive windows fill the space

JoAnn Bonilla MIGHTY REALTY INC

Charming canal-front home offering character, updates, and no mandatory HOA!Surrounded by beautiful live oak trees, this well-maintained home features a private in-ground pool, great curb appeal, a split-bedroom floor plan, and an open-concept layout centered around a gorgeous kitchen. Enjoy Florida living on the massive screened-in patio and wooden deck overlooking the canal to Lake Myrtle,

Kelley Nolan LPT REALTY, LLC

One or more photo(s) has been virtually staged. Stunning Waterfront 3-Bedroom Home in Top-Rated Seminole County SchoolsSet on a picturesque .26-acre waterfront lot, this beautifully maintained Longwood home offers 1,651 heated square feet of thoughtfully designed living space in one of Seminole County’s most desirable neighborhoods. Enjoy peace of mind with fresh interior and exterior paint

Kelly Shilson PRESTIGE PROPERTY SHOP LLC

This stunning property offers the perfect blend of comfort, convenience, and Florida lifestyle. Welcome to beautiful Longwood, Florida – where charming neighborhoods, top-rated schools, and easy access to Orlando come together in a community you’ll love to call home. This property has an update pex plumbing, updated Kitchen, GE appliances, new sliding glass door, update electrical, LEVEL 2 EV

Christian Posegger COMPASS FLORIDA LLC

Located in TOP RATED SEMINOLE COUNTY SCHOOL DISTRICT. Single story ranch home on a cul de sac in the tranquil neighborhood of Jennifer Estates. A private Boat Ramp, Beach, Picnic Pavilion, Basketball Court, Pickleball Court, and Tennis Courts are all within this sought after community. 4 bedrooms, 2 full bathrooms, large kitchen with view of private backyard, screened lanai all on a Large .41

Greg Lowe FLORIDA REALTY RESULTS LLC

If space is what you are looking for, look no further! This spacious ranch style home is located on a large lot with plenty of room for all of your toys. Inside, this home has three bedrooms and two bathrooms. The main living room leads to a large dining area, updated bright and airy kitchen and a large family room with a brick fireplace overlooking the expansive back yard. The interior laundry

James Rouadi CARLISLE REALTY, LLC

Welcome to your dream home! This stunning 4-bedroom, 2-bathroom residence has been completely renovated from top to bottom and is ready for you to move in and enjoy. Step inside to discover porcelain tile flooring throughout, offering a sleek, modern look with easy maintenance. The open floor plan creates a spacious and inviting atmosphere, perfect for both entertaining and everyday

Nelson Folchini WRA BUSINESS & REAL ESTATE

Welcome to your dream home in the highly sought-after gated community of Bay Meadow Farms in Longwood! This stunning “like new” 3-bedroom, 2-bath, 1,748 sq. ft. residence offers style, comfort, and modern living.The spacious split floor plan is enhanced by soaring vaulted ceilings and abundant natural light, creating a bright and airy atmosphere throughout. Elegant wood-look tile plank

Humberto Cuevas LA ROSA REALTY LLC

Enjoy the best of both worlds in an established neighborhood with a professionally renovated home with all the modern features. Tucked away in the picturesque Longwood Green neighborhood with tree lined streets & top-rated schools. This charming 3 bedroom 2 bath split plan home with over 1800 sq has soaring vaulted ceilings. Brand new custom kitchen with quartz countertops, beautiful cabinets,

Marion McGrath ABSOLUTE REALTY GROUP, LLC

Traditional elegance and extraordinary craftsmanship exude from this beautifully maintained estate-style POOL home nestled in the heart of Longwood! Step inside to magnificent tile and laminate flooring gracefully flowing throughout the entire home! NEWER ROOF (2017)! The open design, split floor plan allows for unparalleled flow and privacy. The living room boasts soaring ceilings and a

Elliot Shugan THE SHUGAN GROUP INC

Welcome to this beautiful one of kind property in the heart of Casselberry, Fl. This home is fully renovated offering 4 bedrooms and 2 baths with a two story guest house in the back. As you enter the front door you can find an open floor plan with your living room to the right, dining room and kitchen to the left, the kitchen offers granite countertops and solid cabinets, stainless steel

Yanet Garcia-Rodriguez HOME WISE REALTY GROUP, INC.

BRAND NEW Construction Casselberry Home with NO HOA in the great Casselberry Heights neighborhood. This new build house has 4 full bedrooms and 3 full bathrooms which consist of an open floor plan, two master suites, and many builder upgrades such as luxury vinyl flooring throughout the entire home, white shaker cabinets with quartz waterfall countertops in the kitchen, granite countertops in the

Jorge Rodriguez JR REALTY GROUP LLC