Longwood, FL Homes for Sale under $500,000

Welcome to 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 and offers a vibrant backsplash, ample counter

Boky B. Lee Lee CENTURY 21 MCBRIDE REALTY GROUP

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. This wonderful split plan golf course view home is located in the desirable Wekiva Green neighborhood. An open foyer greets you when you enter which transitions seamlessly into the living room which offers peaceful views of mature landscaping and the golf course. The living room also showcases wood flooring, high ceilings and stackable sliders that

Beth Logullo KELLER WILLIAMS WINTER PARK

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. Move in Ready! Hurry! Won't Last!!

Caroline Moffitt-Lawton KELLER WILLIAMS HERITAGE REALTY

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

Nestled in Sabal Point—one of Longwood’s most desirable communities—this lovingly maintained home sits on a private corner lot bordering a tranquil preserve, offering a rare blend of space, serenity, and exceptional value. Step inside to discover a cozy yet open, airy floor plan with a split-bedroom layout that lives comfortably and entertains with ease. Natural light fills the home, creating a

Doug Woehr COLDWELL BANKER RESIDENTIAL RE

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 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

Welcome to 108 Country Hill Drive, nestled in the heart of the highly sought-after Sweetwater Oaks community in Longwood. This inviting 4-bedroom, 2-bath home features a beautiful backyard with plenty of space to relax, play, or entertain, along with an oversized two-car garage for added storage and convenience.Sweetwater Oaks is truly amenity-rich and unlike any other neighborhood in the

Francesca Stallone OLYMPUS EXECUTIVE REALTY INC

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

Welcome home to this move-in-ready 3 bed, 2 bath beauty built in 2019, offering 1,862 sq. ft. of thoughtfully designed, modern living space in the highly desirable, gated Bay Meadow Farms community. From the moment you step inside, you’ll love the open floor plan accented by tile flooring throughout the main living areas, with stylish luxury vinyl flooring in the bedrooms for a warm, modern feel.

Dustin Stansberry LIVELY REAL ESTATE

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

Discover your new home. Welcome to this beautifully updated 3-bedroom, 2-bath home offering the perfect blend of comfort, style, and location. Inside, you’ll find wood flooring throughout, an open-concept layout, and a tastefully updated kitchen and bathrooms designed for modern living with a stone fireplace at the focal point and easy entertaining.Step outside to an expansive, lush

Teri Webster 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

Imagine weekend mornings spent poolside, the grill fired up, and the sound of laughter echoing from a game of Marco Polo. This Longwood retreat in the quiet, sought-after Meadows West neighborhood was made for moments like these—where life slows down just enough to enjoy it. With a sparkling heated pool, three outdoor seating areas, and a cozy firepit, the backyard feels more like a private

Daniel Harvey COLDWELL BANKER REALTY

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 that was recently resurfaced, 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

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

Location, Location! This is the most desirable location in Longwood. Large 2.69 acre lot, home needs complete rehab and is price accordingly. But it can be a good home again, or tear down and build your dream home. Seller is motivated but not taking low offers as it is priced at a good value for even just the land.

Joanne McCurdy, PLLC THE KEYES COMPANY

SELLER WILL PAY A PORTION OF BUYER'S CLOSING COSTS WITH ACCEPTABLE OFFER! NEW ROOF, NEW FLOORS and NEW INTERIOR PAINT (see new ext pictures). Beautifully remodeled 3-bedroom, 2-bath home perfectly situated on a quiet cul-de-sac in the desirable Wekiva community! This move-in-ready single-story home features brand-new luxury vinyl plank flooring throughout, fresh interior and exterior paint, and

Michelle Smith RE/MAX PREMIER REALTY

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

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. One or more photo(s) has been virtually staged. Gorgeous, Amazing, Stunning Oversized Pool Home on a Huge Corner Lot – Longwood, FL This is your opportunity to own a BEAUTIFUL, FULLY REMODELED POOL HOME in the highly desirable Longwood area! With a brand-new architectural shingle roof and a recently resurfaced pool, this home is move-in ready and

Jose Hernandez LA ROSA REALTY CW PROPERTIES L

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