Homes for Sale Between $400,000 to $500,000 in Longwood, FL

4 Beds ⋅ 3 Baths ⋅ Devonshire SubDv. ⋅ 32750 Zip Code

Welcome to Devonshire, a quiet and inviting community neighboring The Woodlands and zoned for highly rated Seminole County schools. This spacious home features a desirable split floor plan with a generously sized primary suite, offering privacy and comfort. Designed with Florida living in mind, the expansive Florida room provides additional living and entertaining space while opening directly to the oversized pool and backyard. Whether hosting friends and family, enjoying a weekend barbecue, or simply relaxing poolside, this home offers plenty of space to enjoy both indoors and out. Additional features include ample parking, a two-car garage, and a spacious yard with room to make it your own. The owner is relocating, creating a great opportunity for the next owner to add their personal touches and call this home. All furniture is also available for purchase separately.

615 Cambridge Court, Longwood

$499,500

5 Beds ⋅ 3 Baths ⋅ Woodlands Sec 2 SubDv. ⋅ 32750 Zip Code

Discover the perfect blend of space, comfort, and convenience in this inviting five-bedroom, three-bathroom pool home located in Longwood’s established Woodlands neighborhood. With no HOA fees, this single-story residence offers a spacious, open floor plan designed for comfortable everyday living and effortless entertaining. The kitchen features wood cabinetry, granite countertops, stainless steel appliances, and a breakfast bar accented by custom lighting. The expansive great room provides a welcoming space for gathering with family and friends, while the thoughtfully designed split-bedroom floor plan offers added privacy. The generously sized primary suite features a large walk-in closet, with additional storage throughout the home to accommodate your everyday needs. Step outside and enjoy the Florida lifestyle with your private in-ground swimming pool and covered, enclosed patio—ideal for relaxing, entertaining, and enjoying year-round outdoor living. A two-car garage adds convenience and additional storage. Ideally situated near shopping, dining, parks, and major roadways, this home also offers convenient access to Wekiva Springs State Park and Altamonte Mall. With five bedrooms, three bathrooms, a private pool, and no HOA fees, this Longwood home offers the space and flexibility to fit your lifestyle. Schedule your private showing today!

100 Huntswood Court, Longwood

$489,900

3 Beds ⋅ 2 Baths ⋅ Shadowbay, Lake Vista At SubDv. ⋅ 32779 Zip Code

Welcome Home to Lake Vista at Shadowbay! Discover this beautifully maintained 3-bedroom, 2-bathroom home with a spacious 2-car garage in a desirable lakefront community. The open, airy layout features abundant natural light, soaring vaulted ceilings, rich wood flooring, tile, and distinctive architectural details. Versatile living spaces include a formal dining room and inviting living room, perfect for everyday comfort and entertaining. The highlight is the oversized, screened-in lanai, featuring vaulted ceilings, two wood ceiling fans with remote controls and three lighting options, and ample space for outdoor dining or relaxation. Enjoy peaceful views of a serene pond and wooded conservation area, creating a private retreat year-round. The Seller is offering a $10,000 concession toward the Buyer’s allowable closing costs and prepaid expenses. Additionally, Buyers who choose to use the Seller’s preferred lender may receive an additional lender concession of 1% toward eligible closing costs. Buyers are encouraged to contact the preferred lender for details regarding eligibility, terms, and potential benefits. Notable improvements and permits: September 21, 2022: Screen room, covered porch, and concrete addition. May 9, 2022: Residential fence/wall. June 23, 2021: Residential electrical. May 25, 2021: Residential plumbing. April 20, 2021: Residential mechanical. January 15, 2013: Electrical. January 11, 2013: Reroof. Enjoy private access to Ski Lake Brantley, plus community amenities including a boat ramp and tennis court. Conveniently located near top-rated Seminole County schools, shopping, dining, major roadways, and everything Longwood and Central Florida have to offer. No HOA and no restrictions! Enjoy the freedom and flexibility to make this home your own while embracing the best of Florida living. Don't miss this opportunity to enjoy comfortable living, exceptional outdoor space, and a sought-after location. Schedule your private showing today!

322 N Shadowbay Boulevard, Longwood

$489,900

4 Beds ⋅ 4 Baths ⋅ Longwood Club SubDv. ⋅ 32750 Zip Code

Tucked inside the gated Longwood Club community, this single-story 4-bedroom, 3.5-bath pool home delivers the kind of Florida living that makes staying home feel like the better plan. Step inside to soaring ceilings, an open, easy-flowing layout and generous living spaces designed to move effortlessly from quiet mornings to a house full of people. At the center of it all, the kitchen opens to the main living areas with stone countertops, abundant cabinetry and plenty of room to gather, snack, pour a drink and linger. Multiple living and dining spaces give you flexibility to create the home around the way you live, movie nights, dinner parties, a work-from-home setup or all of the above. A split-bedroom floor plan adds privacy, while high ceilings, crown molding and oversized windows keep the home feeling bright and airy. Sliding doors pull the indoors out to a large screened lanai and sparkling in-ground pool, creating a private gathering spot made for sunny afternoons, evening swims and weekends that require absolutely nowhere else to be. The fenced backyard adds another layer of privacy, while the screen enclosure means you can enjoy the outdoor space practically year-round. Set on a cul-de-sac street inside an intimate gated community with a park and playground, this home gives you a little separation from the outside world without sacrificing convenience.

966 Longwood Club Place, Longwood

$489,000

3 Beds ⋅ 2 Baths ⋅ Sabal Point At Sabal Green SubDv. ⋅ 32779 Zip Code

Discover your own private Florida retreat in the desirable Sabal Green neighborhood of Sabal Point! Tucked away on a quiet cul-de-sac, this beautifully maintained 3-bedroom, 2-bath home offers 1,948 square feet of inviting living space, a screened swimming pool, and a thoughtfully designed floor plan that blends comfort, character, and everyday convenience. Step inside to soaring ceilings, abundant natural light, and a striking double-sided wood-burning fireplace that brings warmth and character to the living spaces. The beautifully renovated kitchen features rich wood cabinetry, custom granite countertops, stainless steel appliances, under-cabinet lighting, and a charming breakfast nook, opening seamlessly to the spacious family room. The true highlight is the private outdoor living space. Sliding glass doors lead to a covered lanai and screened swimming pool, surrounded by mature landscaping that creates a peaceful, tucked-away setting. Whether enjoying a quiet morning coffee, entertaining friends, or spending a relaxing afternoon poolside, this home embraces the Florida lifestyle. The split-bedroom floor plan offers privacy, with a spacious primary suite featuring pool access, a walk-in closet, and an updated bathroom complete with granite countertops, a soaking tub, separate shower, and private courtyard. Two additional bedrooms, an updated guest bathroom, and a flexible formal dining space provide plenty of options for everyday living. Major improvements include a 2022 ROOF and 2019 HVAC system. Sabal Green offers the added convenience of HOA-maintained front lawn care, allowing more time to enjoy your home rather than maintaining it. Located in the established Sabal Point community, with its beautiful tree-lined streets, convenient access to shopping, dining, major roadways, and Seminole County schools, this home offers an appealing combination of privacy, convenience, and low-maintenance Florida living. Your private pool retreat in Sabal Point awaits. Schedule your showing today!

2538 Long Iron Court, Longwood

$480,000

4 Beds ⋅ 2 Baths ⋅ The Woodlands SubDv. ⋅ 32750 Zip Code

Welcome to this beautifully 4 bedroom, 2 bathroom home in the desirable Woodlands community in Longwood! Thoughtfully designed with a versatile layout and inviting living spaces, this home offers the perfect blend of comfort, functionality, and Florida living. Upon entry, you are welcomed into a spacious formal living room, offering an ideal setting for a home office or elegant sitting area. The home flows naturally into the kitchen and adding warmth and character is a dining area that features a fireplace, for relaxing evenings to create a wonderful setting for everyday meals and entertaining. The kitchen features modern appliances and ample wood cabinetry, providing plenty of storage for all your culinary essentials while keeping everything within easy reach. Continue toward the rear of the home to discover an additional flexible living space with direct access to the backyard. Whether envisioned as a playroom, media room, hobby space, or an inviting area for entertaining guests, this versatile room offers endless possibilities to suit your lifestyle. Skylights throughout the home enhance the interior with natural light, that create a bright and welcoming atmosphere. The desirable split bedroom floor plan provides added privacy, while the primary bedroom offers a comfortable retreat complete with a walk-in closet. A secondary bedroom conveniently located adjacent to the primary bedroom offers exceptional versatility and can serve as a nursery, home office, or private sitting room. The remaining bedrooms provide additional flexibility for family members, guests, or creative use to suit your needs. Step outside to enjoy the backyard, offering room to unwind, entertain, garden, or create your own outdoor oasis. With multiple living areas, a flexible floor plan, and spaces designed to adapt to your needs, this home offers far more than just bedrooms and bathrooms, it offers room to live, work, relax, and grow. Located in the established Woodlands community, you will enjoy convenient access to nearby shopping, dining, major roadways, and everyday essentials. If you are searching for a home that combines character, versatility, and generous living space in a desirable Longwood location, this is an opportunity you won't want to miss!

235 Tollgate Trail, Longwood

$475,000

3 Beds ⋅ 2 Baths ⋅ Woodlands Sec 3 SubDv. ⋅ 32750 Zip Code

Your search is over! This pool home sits on nearly 1/2 acre. The fully fenced cul-de-sac lot is the stuff dreams are made of. Located in a popular Longwood neighborhood with easy access to 434 and Lake Mary, but still peaceful and quiet. This split bedroom home has been very well maintained and updated throughout the years. Most of the windows have been replaced over time. The plumbing, electrical system and A/C including ductwork were all replaced in 2014. The water heater was replaced in 2022. Lovely cabinets with granite tops and stainless steel appliances grace the kitchen. A spacious living room is just off the foyer. The Primary Bedroom includes a dressing area and walk-in closet. The secondary bedrooms are generously sized and are on the left side of the home, along with their bathroom. Both bathrooms have been tastefully updated, including plank style tile flooring, new vanities and stone countertops. Solid sliding doors open from the Dining Room, Family Room and Primary Bedroom to your back yard paradise. This sweet oasis begins with a 380 square foot covered lanai and continues to a sparkling salt water pool and a spa, fully screened. Outside is a charming sitting area. You're going to love it here! Welcome Home!

106 Poplar Place, Longwood

$470,000

4 Beds ⋅ 2 Baths ⋅ Chelsea Place SubDv. ⋅ 32750 Zip Code

Come home to Chelsea Place, one of Longwood’s most desirable and convenient locations. This upgraded 4-bedroom, 2-bath home offers an inviting blend of warmth and functionality. You’ll be captivated by the open, light-filled design featuring soaring high ceilings, elegant architectural details, decorative arches, and built-ins. Opportunities like this in Chelsea Place don’t come along often. Come experience all that this Longwood gem has to provide and imagine yourself at home.

919 Lewis Place, Longwood

$470,000

4 Beds ⋅ 4 Baths ⋅ Highcroft Pointe Twnhms SubDv. ⋅ 32779 Zip Code

Are you excited for the holiday season, but just don't know what to do with your home? Well, I have the perfect solution! The minute you walk into this 4/3.5/2 bedroom home, you'd swear you were walking into a new build model home! Anything you've ever envisioned for the holidays are now about to be reality! As soon as you walk in the door, you enter a beautiful open room with high ceilings and beautiful open windows. Perfect for any size tree to show off to your neighbors! Walk down the hall through beautiful arched openings which makes this such an extraordinary showing! Off to the right is an amazing open and updated kitchen and living room area! The kitchen countertops are a beautiful granite and the entire kitchen is worry free! Just imagine the aromas and memories you could make! The dishwasher is only a year old, and the stove and dishwasher are only approximately 5 years old. You will enjoy lots of entertaining in this kitchen area to come. Conveniently located downstairs is the master bedroom and bathroom. The bedroom can easily hold any size bedroom set you can imagine and wait till you see the master bathroom! It is dream come true! It also has granite countertops with a glass walk-shower and a garden tub! Outside the master area is a beautiful lanai. Perfect for that morning coffee. Not sold yet, let's go upstairs and check out the amazing view! While the downstairs is completely tiled, the upstairs is carpeted. Upstairs offers luxuries that are rarely found! Both designated bedrooms also come with full bathrooms! Your guest will not need to share. Have a few more guests than planned. The additional room upstairs can also be a bedroom with a closet! You have more than enough room for everyone. If you haven't noticed by now, there are amazing plantation shutters all throughout this home. Something else very unique with this home is that the 2 car garage is located on the other side of a beautiful breezeway! It provides more peace for those still sleeping in the home for those mornings you want to sleep in. What else could you ask for? Well how about the fact that the roof is only 2 years old, the water heater is only 3 years old and the a/c is only 8 years old! This truly is a move in and enjoy home for you! The 4th bedroom can be used as a flex room, its an open space but is classified as 4 bedroom because it has a closet.

558 Shining Armor Lane, Longwood

$469,900

4 Beds ⋅ 3 Baths ⋅ Wekiva Hills Sec 08 SubDv. ⋅ 32779 Zip Code

Virtually Staged. Wekiva Hills — Well-Maintained 4-Bedroom Home Near Duncan Park. Located in the heart of the highly desirable Wekiva Hills community, just steps from Duncan Park, this beautifully maintained 4-bedroom, 2-bath residence offers a wonderful combination of comfort, functionality, and location.The thoughtfully designed split-bedroom floor plan features four bedrooms, two full bathrooms, a well-appointed kitchen, separate living and family rooms, and a convenient interior laundry area. A standout feature of the home is the spacious 30' x 15' covered and screened porch, overlooking the private, fenced backyard. The generous outdoor space provides an ideal setting for entertaining, relaxing, and enjoying Florida's year-round lifestyle, with ample room to add a future pool. Additional highlights include: New roof installed in 2022. Excellent location within Wekiva Hills, one of Central Florida's established residential communities and offers an exceptional array of amenities and recreational opportunities. Residents enjoy miles of scenic walking and biking trails, parks, playgrounds, tennis courts, sports facilities, a community library, and nearby golf. The property is conveniently located near Lake Brantley High School, local shopping and dining, and major roadways. Outdoor enthusiasts will appreciate the close proximity to Wekiwa Springs State Park, Wekiva Island, and Rock Springs Run. With its desirable location, spacious floor plan, private outdoor setting, and access to an outstanding array of community amenities, this home presents an excellent opportunity to become part of the Wekiva Hills community.

206 Duncan Trail, Longwood

$465,000

4 Beds ⋅ 2 Baths ⋅ Longwood Green Amended SubDv. ⋅ 32750 Zip Code

**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 154 Citrus Tree Lane, a charming 4-bedroom, 2-bathroom home located in the established Longwood Green community of Longwood. Featuring a functional layout and inviting living spaces filled with natural light, this home offers a bright and welcoming atmosphere. Recent updates include a **new roof installed in October 2026, fresh interior paint, new carpet in the rear bedrooms, and refreshed landscaping**, providing added appeal and a fresh look throughout the property. The living room features a fireplace with a brick surround, adding warmth and character to the space. The kitchen offers ample cabinetry, generous counter space, and a convenient layout that connects to the dining and living areas. Wood flooring enhances the main living spaces, while the bedrooms provide comfortable retreats for everyday relaxation. Step outside to enjoy the private in-ground swimming pool with a screen enclosure, creating an inviting setting for relaxation and outdoor enjoyment. The covered patio offers additional space for outdoor dining, entertaining, or simply enjoying the Florida weather. Located in Longwood's 32750 area, the home is convenient to shopping, dining, schools, parks, and everyday essentials. Nearby State Road 434 and Interstate 4 provide access to Lake Mary, Altamonte Springs, Downtown Orlando, and surrounding Central Florida destinations. With its recent updates, inviting living spaces, private pool, and convenient location, this home offers an appealing combination of comfort and accessibility.

154 Citrus Tree Lane, Longwood

$465,000

3 Beds ⋅ 3 Baths ⋅ Hunters Glen SubDv. ⋅ 32779 Zip Code

**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 228 S Fox Chase Point in Longwood, a spacious 3-bedroom, 2.5-bathroom home in the established Wekiva Hunt Club community. The two-story layout offers a comfortable balance of gathering spaces and private retreats, along with a dedicated office that can accommodate working from home, studying, or other flexible uses. Inside, the home features inviting living areas filled with natural light, complemented by vaulted ceilings and a fireplace that add character and warmth to the interior. Three bedrooms provide comfortable accommodations, while two full bathrooms and a convenient half bath offer functionality for both residents and guests. The outdoor setting is well suited for enjoying the Florida lifestyle. A private in-ground pool with a surrounding deck creates a relaxing centerpiece for the backyard, with plenty of room for lounging and entertaining. The covered and screened patio provides a shaded spot for outdoor dining or unwinding, while the private yard offers additional space to enjoy the outdoors. Set in Wekiva Hunt Club, the home is surrounded by mature landscaping and an established residential setting. The community offers access to parks, playgrounds, tennis courts, a clubhouse, and walking trails, with golf and additional outdoor recreation nearby. Shopping, dining, and everyday conveniences are also within easy reach, along with SR 434 and other major roadways connecting Longwood to Altamonte Springs and surrounding Seminole County destinations.

228 S Fox Chase Point, Longwood

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