Longwood, FL Homes for Sale under $500,000

BACK ON MARKET. BRAND NEW ROOF INSTALLED. Welcome back this beautifully updated Longwood gem! Perfectly located just minutes from I-4, 434, and a variety of shopping and dining options, convenience is truly at your doorstep. Step inside to a spacious living room featuring stylish accent walls and warm laminate wood flooring that instantly makes you feel at home. The kitchen is generously sized

Boky B. Lee Lee CENTURY 21 MCBRIDE REALTY GROUP

One or more photo(s) has been virtually staged. Escape the ordinary and discover a truly unique piece of county living in this stunning log home nestled at the end of a very quiet street in the heart of Seminole County. This rare find delivers rustic charm and privacy without sacrificing convenience, offering four spacious bedrooms and two large living areas anchored by a cozy wood-burning

Troy Hensley BHHS FLORIDA REALTY

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

Beautifully renovated 3 bedroom, 2 bathroom pool home situated on a spacious corner lot in desirable Longwood with no HOA! This charming residence offers the perfect blend of modern updates and timeless character, making it truly feel like home from the moment you arrive.Step inside to find wood-look tile flooring throughout, providing both durability and a cohesive, stylish look. The home is

Christina Dalton LPT REALTY, LLC

Outstanding 3 BD/ 2 Bath. Open concept, single story with a lot of natural light. Gourmet Updated Kitchen, with Stainless steel Refrigerator New Roof 2023! New Hot Water Heater, Beautiful Laminate flooring. Vaulted Ceilings, Wood burning Fireplace. Skylights, Surrounding the back porch with French doors. Hard Wired Alarm System. Located in the Longwood Green neighborhood with tree lined streets &

Caroline Moffitt-Lawton KELLER WILLIAMS HERITAGE REALTY

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

This fully renovated home blends style and functionality with a bright, open layout designed for today’s lifestyle. From the moment you step inside, you’ll notice the fresh finishes, updated flooring, and abundant natural light that create a warm and inviting atmosphere. The kitchen has been completely upgraded and serves as the centerpiece of the home, featuring sleek countertops, modern

Mario Zendeli COMPASS FLORIDA LLC

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 307 Coble Drive, a thoughtfully updated 4-bedroom, 2-bath residence in the desirable Wekiva community. Situated on almost a 1/4 acre lot, this home delivers a balanced mix of comfort, functionality, and outdoor enjoyment. Recent improvements provide lasting value and peace of mind, including waterproof vinyl flooring installed throughout in 2024, a resurfaced and retiled pool in 2024,

Todd Schroth EXP REALTY LLC

Stunning Remodeled Home in the Heart of Longwood — No HOADon’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 who enjoy entertaining.

Jose Hernandez LA ROSA REALTY CW PROPERTIES L

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

Short Sale. Short Sale – Opportunity awaits! This home has been winterized and is ready for your vision. Property is being sold as-is and does not include appliances. The roof is approximately 8 years old. Located in a desirable community featuring a scenic pond, perfect for relaxing walks and enjoying the surroundings. Conveniently situated just minutes from Publix supermarket, pharmacy, and

Jesse Sutton, Jr LPT REALTY, LLC

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

One or more photo(s) has been virtually staged. Quality that speaks for itself. Pride of ownership and style combine to showcase this incredible home, nestled on a quiet cul-de-sac within the 24-hr guarded gates of The Springs community in Longwood. With ideal proximity to I-4 and shopping & dining, it seems too good to be true that this neighborhood could provide such natural wonder. A bubbling

Jeremy Mazza KELLER WILLIAMS HERITAGE REALTY

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.

One or more photo(s) has been virtually staged. This well-maintained property features three comfortable bedrooms and two full bathrooms, providing ample space for daily living. Recent major updates include a new HVAC system installed in 2024 and a complete roof replacement in 2023, ensuring reliable comfort and protection. Two expansive screen porches extend the living area, creating protected

Brice Gill ELITE REAL ESTATE & FINANCE LLC

Welcome to 428 Longwood Circle in Longwood, a true slice of paradise tucked away on a spacious 0.36-acre lot in highly desirable Seminole County. This 4-bedroom home with a pool offers incredible outdoor living, beautiful mature landscaping, and a private backyard retreat that makes everyday living feel like a vacation. As you arrive, you're welcomed by a charming covered front patio, the perfect

Anna DiCrescenzo REALTY EXCHANGE, LLC

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 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

James Rouadi CARLISLE REALTY, LLC

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

One or more photo(s) has been virtually staged. Welcome to this beautifully maintained and thoughtfully updated 3-bedroom, 2-bath home, ideally situated on a desirable almost 1/2 acre corner lot with a circular driveway and former golf-front setting.Directly across the street, the former Rolling Hills Golf Course has been transformed into the newly reestablished Rolling Hills Community Park,

Deborah Perry WATSON REALTY CORP

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.VERY IMPORTANT INFORMATION: Seller is offering a $20,000 concessions to buyer.The property has been fully appraised by a bank-certified

Jose Hernandez LA ROSA REALTY CW PROPERTIES L

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

Expect to be impressed with this fantastic renovation in the desirable Myrtle Lake Hills in Longwood. Completely transformed in 2023 with every detail accounted for. This modern layout provides incredible function with a three-way split bedroom plan and generous open living space. On a large shady lot, there is plenty of room to grow and expand the footprint. Warm wood floors invite you into this

Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

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 a truly one-of-a-kind opportunity in the heart of Casselberry, FL—offering both lifestyle and income potential.This renovated property features a beautifully updated 3-bedroom, 2-bath main residence, complemented by a detached two-story guest house, creating the perfect setup for rental income, house hacking, or multi-generational living.As you enter the main home, you’re

Yair Burac Rodriguez REALTY OF AMERICA