Longwood, FL Homes for Sale under $500,000

Welcome home to this beautifully maintained 4-bedroom, 2-bath residence with a 2-car garage, offering comfort, functionality, and style in every detail. Located in a wonderfully maintained neighborhood with no HOA, this home provides all the benefits of a well-kept community without the added fees or restrictions.Step inside to discover a home that has been thoughtfully refreshed throughout.

Tara Mruk COLDWELL BANKER REALTY

Welcome to this beautifully updated 4-bedroom, 2-bath pool home tucked away on a quiet cul-de-sac in desirable Longwood. Situated on a fully fenced lot, this property offers privacy, safety, and the perfect setting for outdoor living—ideal for pets, play, and entertaining. Step inside to discover a spacious and functional split floor plan with soaring vaulted ceilings that create an open, airy

Robert Foutz ASSIST 2 SELL FOUTZ REALTY

One or more photo(s) has been virtually staged. JUST REDUCED – HISTORIC LONGWOOD OPPORTUNITY!This charming indoor pool home is priced to sell and presents a rare opportunity in the heart of Historic Longwood.Situated on a corner lot directly across from a peaceful, protected green space with scenic trails, this home offers a unique blend of location, character, and potential in a highly

Ramona Biggs LA ROSA REALTY ORLANDO LLC

Set on an oversized lot with Water VIEWS in the desirable Longwood Plantation community, 470 Freeman Street offers a rare combination of privacy, functionality, and scenic backyard views with no rear neighbors, a peaceful conservation backdrop, and a pond just beyond your fence line. This single-story 4-bedroom, 2-bath home features an open, light-filled layout with high ceilings and seamless

Chase Morton Tate COMPASS FLORIDA LLC

Some homes just feel right the moment you walk in...and 307 Coble Drive is one of them. Natural light pours through the living spaces, creating a warm and inviting atmosphere that instantly feels like home. The layout flows effortlessly—giving you the perfect balance of open gathering areas and private spaces to unwind. At the heart of the home, the kitchen connects seamlessly to the main

Todd Schroth EXP REALTY LLC

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

One or more photo(s) has been virtually staged. Seminole County, where "Old Florida" charm mixes with modern suburban convenience, and this Wekiva golf course home on the 9th hole is no exception. This beautiful Wekiva area is away from the hustle, but minutes to grocery stores, restaurants & home improvement options. Well cared for throughout the years with only one owner. The home underwent a

Karen Pfannerstill RE/MAX TOWN & COUNTRY REALTY

Under Construction. Under Construction. nder Construction. Photos are virtually staged. Welcome to your dream home—where modern design meets everydaycomfort. This brand-new, custom-built 3-bedroom, 2.5-bath townhome is thoughtfully crafted with exceptional attention to detail at every turn.From the moment you enter, soaring ceilings and an abundance of natural light create an inviting,

Adela Monroy LOKATION

Under Construction. Under Construction. nder Construction. Photos are virtually staged. Welcome to your dream home, where modern design meets everydaycomfort. This brand new, custom built 3 bedroom, 2.5 bath townhome is thoughtfully crafted with exceptional attention to detail at every turn.From the moment you enter, soaring ceilings and an abundance of natural light create an inviting,

Adela Monroy LOKATION

Under Construction. nder Construction. Photos are virtually staged.Welcome to your dream home, where modern design meets everyday comfort. This brand new, custom built 3 bedroom, 2.5 bath townhome is thoughtfully crafted with exceptional attention to detail at every turn. From the moment you enter, soaring ceilings and an abundance of natural light create an inviting, open atmosphere that

Adela Monroy LOKATION

Stunning Remodeled Home in the Heart of Longwood — No HOA. Please visit our 3D tour.Don’t miss this exceptional opportunity to own a beautifully updated, move-in-ready home in the highly desirable city of Longwood. Featuring a brand-new roof, modern upgrades throughout, and no HOA restrictions, this residence offers comfort, style, and flexibility—ideal for families, professionals, and those

Jose Hernandez LA ROSA REALTY CW PROPERTIES L

Some homes feel lived in. This one feels looked after. Tucked behind the gates of Bay Meadow Farms on a corner lot with no rear neighbors, this three-bedroom split plan has had one owner since the day it was built, and the pride of ownership is unmistakable. Step inside and the home opens up the way it should. Two guest bedrooms and a full bath sit quietly at the front, giving family or visitors

Tony Ubaldini EXP REALTY LLC

Completely remodeled and move-in ready, this stunning block home with NO HOA has been transformed from top to bottom with high-end finishes and modern design throughout. From the moment you arrive, you’ll notice the exceptional curb appeal and attention to detail. Inside, the open and inviting floor plan features soaring ceilings, abundant natural light, and luxury upgrades in every room. The

Austin Cummings NEXTDWELL

Unique Large Duplex, 1 unit faces Highland St and 1 unit faces Pasadena Ave,Large Corner Lot, Brand New Roof just installed,Electrical Updated,Fenced Yard, Great Value

Frank Filippelli SOUTHERN REALTY ENTERPRISES

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

Location, Location, Location!Call now to make an appointment to see this gem!Great Opportunity! Bring your vision to this spacious 3 bedroom 2 bathroom townhome. This is your chance to gain immediate equity by updating a gem in one of Longwood’s most coveted, spring-fed communities. Featuring a layout designed for entertaining and a prime location, this home is priced to fly! PROPERTY IS

The HR Team Talen Honeck & Susie Rich ROSEMONT REALTY, INC.

Welcome to this beautifully upgraded 3-bedroom, 2-bathroom home offering 1,657 square feet under air in the desirable Tiberon Cove community of Longwood. This meticulously maintained residence combines modern upgrades, quality craftsmanship, and stylish finishes throughout. Step inside to discover a fully renovated interior featuring Selva ash wood-look porcelain flooring throughout the main

Candace Garber TRUDEALS REALTY CORP

Welcome home to 127 Clover Ln in the heart of Longwood with no HOA!! This 4 bedroom 2 bath features a desirable split floorplan. The newer kitchen has plenty of storage for all those cooking essentials and a window over the sink looking out to beautiful backyard. Formal living and family room with huge windows letting in tons of natural light. New sliding glass doors in the living room. The

Nicole Anderson HD REALTY LLC

Welcome to your own private oasis in the highly desirable Longwood area! This beautifully maintained home is nestled in a great neighborhood and offers the perfect blend of comfort, style, and outdoor living.Step outside to a backyard designed for entertaining and relaxation. Enjoy the sparkling pool, ideal for cooling off on warm Florida days, or unwind at the charming tiki bar that brings a

Amanda Linsey VYLLA HOME

NEW PRICE! You are going to fall in love with this beautiful residence in desirable Longwood community of Wekiva Hunt Club! Located on the circle part of a cul-de-sac and blocks from Wekiva Elementary and community parks! This home offers an expansive and open floor plan, split bedrooms, primary with updated en-suite bath, TWO living areas, formal dining and kitchen with a large breakfast room,

Carla Stanton MAINFRAME REAL ESTATE

One or more photo(s) has been virtually staged. If no HOA and outdoor 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 4 bedrooms (potential for 5) and 2 bathrooms. The main living room leads to a large dining area, an updated, bright and airy kitchen, and a large family

James Rouadi CARLISLE REALTY, LLC

One or more photo(s) has been virtually staged. This is your opportunity to own a Gorgeous, Amazing, Stunning Oversized Pool, FULLY REMODELED Home on a Huge Corner Lot in the highly desirable City of Longwood Next to Markham Woods area! And no HOA. Please visit our 3D tour.VERY IMPORTANT INFORMATION: The property has been fully appraised by a bank-certified appraiser, indicating a value of

Jose Hernandez LA ROSA REALTY CW PROPERTIES L

A Thoughtfully maintained 4-bedroom, 2-bath home in the heart of Longwood offering approximately 1,947 sq ft on a spacious quarter-acre lot. Designed for both comfort and entertaining, the home features open living areas and a private backyard retreat with a 10-ft deep pool. Enjoy added peace of mind with a security system and the flexibility of no mandatory HOA—participation optional. Located

Dejahne Johnson SET HOMES REALTY LLC

Tucked beneath a canopy of towering oaks on a quiet, tucked-away street, this 3-bedroom, 2-bath townhome in The Springs feels like a private retreat from the moment you arrive. A brick paver driveway and lush, mature landscaping set the tone, leading you through a gated entry courtyard that creates a sense of arrival—and just enough separation from the outside world. Inside, the home opens up in

Melissa Hastings METROPOLIS R.E. SOLUTIONS, LLC

One or more photo(s) has been virtually staged. Welcome to this charming 3-bedroom, 2-bathroom home located in the highly desirable Columbus Harbor community in Longwood. Known for its friendly atmosphere and vibrant neighborhood events, residents enjoy access to pickleball courts, a private boat ramp, and unforgettable holiday gatherings that make this community truly special. Inside, the home

Joanne Otero KELLER WILLIAMS ADVANTAGE III

Wonderful Wekiva home! Light and bright three bedroom, two bath home offering a wonderful blend of comfort and functionality. Step inside to find brand new luxury vinyl flooring throughout, freshly painted inside and out, a new garage door, with a spacious layout. Featuring a formal living room, separate dining room and kitchen that opens to the family room which is perfect for every day living

Katie Morrison KELLER WILLIAMS HERITAGE REALTY

Back on market! Welcome home! This stunning 4-bedroom, 2-bathroom residence has been completely renovated from top to bottom. 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 living.The heart of the home is the beautifully

Nelson Folchini WRA BUSINESS & REAL ESTATE

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