Longwood FL Historical Real Estate, Homes for Sale

Prime Investment Opportunity – 3711 N Ronald Reagan Blvd, Longwood, FL 32750! This versatile .65-acre property (including an adjacent parcel) offers outstanding potential for residential use, commercial redevelopment, or a developer seeking to build or operate a business in a rapidly growing Central Florida location. Featuring a solid 960 sqft block-construction building (built 1969) with a strong foundation that can be renovated for immediate use or easily torn down for new construction, the site is high and dry with electricity and water already connected. Tucked behind a thick layer of trees for natural privacy yet enjoying excellent frontage on highly trafficked N Ronald Reagan Blvd (CR 427), the property sits just minutes from Seminole State College, approximately 10 minutes from SR 417, and centrally located with quick access to I-4, US 17-92, and abundant local amenities including shopping, dining, and parks. Currently zoned R-1 and positioned in an area of strong growth and infrastructure improvements, this ready-to-go infill site delivers flexibility for rental income, owner-occupied use, or mixed-use development in one of Seminole County's most convenient corridors. Don't miss this high-potential opportunity—contact us today for details or to discuss redevelopment possibilities!

3711 N Ronald Reagan Boulevard, Longwood

$419,000

5 Beds ⋅ 3 Baths ⋅ Longdale SubDv. ⋅ 32750 Zip Code

Welcome to this beautifully renovated 5 bedroom, 3 bathroom home offering the perfect combination of space, style, and convenience. Renovated within the last 3 years, this move in ready property features a modern kitchen, updated bathrooms, newer flooring, water heater, central AC, light fixtures, and many additional upgrades throughout. Fresh interior paint gives the home a bright and inviting feel. The spacious floor plan provides plenty of room for family living, entertaining, or working from home. Step outside to enjoy the large backyard, perfect for gatherings, pets, or future outdoor projects, along with a generously sized storage shed for all of your tools and equipment. Conveniently located just minutes from Highway 17-92 and SR 434, this home offers easy access to shopping, restaurants, schools, parks, and major commuter routs. Don't miss this opportunity to own a beautifully updated home in the heart of Longwood!

849 Logan Drive, Longwood

$650,000

Longwood SubDv. ⋅ 32750 Zip Code

Great Opportunity for someone wanting to start their own business. Purchase comes with a transferable auto sales license and a auto repair license. This high exposure location is in the heart of Longwood. There is a large reception area as well as office space. This is a must see

377 E State Road 434, Longwood

$930,000

Glenrose Lea SubDv. ⋅ 32750 Zip Code

Two freestanding commercial buildings for sale in prime Longwood Location. Zoned for General Commercial use, this versatile property with a combined 3,260 sq. ft. office space allows for a variety of business opportunities. With storefront exposure to Ronald Reagan Blvd (11,300 views) and adjacent to corner of SR 434 (44,200 views), this property provides great visibility and accessibility along a high-traffic area with a large parking area for ease of use. The 980 sq. ft. front building is currently set up to include (4) private offices, (1) reception area or workspace, (1) bathroom and (3) separate entrance areas including (1) in the rear office entry for added privacy. The large secondary building offers 2285 sq. ft of office space currently set up as two adjoining suites that can be customized for a variety of configurations. The newly renovated first suite boasts new luxury vinyl flooring throughout, custom built in cabinets, (1) newly updated bathroom, (3) large private offices with a second private entrance, (1) sizable work area and (1) lobby/reception area. Formerly a hair salon, the second suite has two entrances with (1) 168 sq. ft. lobby/ reception area featuring dark wood shiplap walls, (1)kitchen with dark wood flooring leading to (1) bathroom, (1) 210 sq. ft. office with a closet. The (1) former salon area can be used as a multi-office workspace or divided into additional offices/ conference area with 356 sq. ft. of workspace to customize as needed. The parking lot includes (10) parking spaces with (7)currently marked in front of rear building. Surrounded by popular retailers, restaurants, the nearby Sun Rail station in downtown Longwood and Orlando Health Emergency Department, this provides a great space for a growing business with opportunity to lease unused space for additional income or promising investment property in a growing area! With a limitless combination of configurations to fit your needs, this property provides prime location with excellent exposure and easy access to one of the area's most active corridors! Call or text today to schedule your showing!

180 S Ronald Reagan Boulevard, Longwood

$309,000

3 Beds ⋅ 2 Baths ⋅ Longwood SubDv. ⋅ 32750 Zip Code

Under contract-accepting backup offers. Priced to sell, this updated 3-bedroom, 2-bath home offers 1,101 square feet in a prime Longwood location with strong upside potential. Featuring a bright, functional layout, updated finishes, spacious bedrooms, and a private backyard, the property is move-in ready with room to further increase value through use optimization or enhancements. A standout feature is the Mixed Use Dwelling (MUD) zoning, allowing for both residential occupancy and approved light commercial use. This rare flexibility creates multiple exit strategies—live/work setup, small business operation, short- or mid-term investment hold, or future income-producing configuration (subject to local zoning regulations and approvals). With its central location near major corridors, retail, and established residential growth, this property is positioned for strong long-term demand and versatility. Conveniently situated near Historic Downtown Longwood, SunRail, shopping, dining, major roadways, and top local amenities, this property combines affordability, location, and long-term potential. Whether you're looking for a primary residence, rental property, house hack opportunity, or future investment, this home is one you won't want to miss. This home can be purchased with NO MONEY DOWN, or NO INCOME VERIFICATION!!

183 E Pine Avenue, Longwood

$595,000

4 Beds ⋅ 2 Baths ⋅ Wildmere Amd SubDv. ⋅ 32750 Zip Code

Great for an investor! Property is being sold with the other 2 properties on the same premises of which both already have tenants in place and are self-contained with their own kitchen, laundry and living space. Property needs some TLC. Combined all 3 properties Lot size is over 1 acre. Great news, No HOA!! The home is nestled between 2 lakes and conservation with a large backyard that allows for lots of privacy. Close to major highways, shopping and restaurants. If you need peace, quiet and a place to relax from the daily stress of everyday life to come home to. This one is just waiting for you to call home!

917 Oxford Street, Longwood

$360,000

2 Beds ⋅ 1 Baths ⋅ Na SubDv. ⋅ 32750 Zip Code

Prime Investment Opportunity – 3711 N Ronald Reagan Blvd, Longwood, FL 32750! This versatile .65-acre property (including an adjacent parcel) offers outstanding potential for residential use, commercial redevelopment, or a developer seeking to build or operate a business in a rapidly growing Central Florida location. Featuring a solid 960 sqft block-construction building (built 1969) with a strong foundation that can be renovated for immediate use or easily torn down for new construction, the site is high and dry with electricity and water already connected. Tucked behind a thick layer of trees for natural privacy yet enjoying excellent frontage on highly trafficked N Ronald Reagan Blvd (CR 427), the property sits just minutes from Seminole State College, approximately 10 minutes from SR 417, and centrally located with quick access to I-4, US 17-92, and abundant local amenities including shopping, dining, and parks. Currently zoned R-1 and positioned in an area of strong growth and infrastructure improvements, this ready-to-go infill site delivers flexibility for rental income, owner-occupied use, or mixed-use development in one of Seminole County's most convenient corridors. Don't miss this high-potential opportunity—contact us today for details or to discuss redevelopment possibilities!

3711 N Ronald Reagan Boulevard, Longwood

$229,900

3 Beds ⋅ 1 Baths ⋅ Farmers Add SubDv. ⋅ 32750 Zip Code

This three-bedroom, one-bathroom home in Longwood presents an opportunity for buyers seeking value in a highly connected location. The property sits within reach of major transit, healthcare, dining, and recreation, making it an attractive option for those prioritizing neighborhood convenience. The home features a front Florida room, covered parking, and a spacious backyard, providing everything needed for a comfortable living environment. Within a few blocks, you will find Downtown Longwood, Longwood SunRail Station, sports facilities, a dog park, and major highway connections. Wawa is close by for quick stops, while Orlando Health South Seminole provides immediate healthcare services just around the corner. Reiter Park sits close by, offering recreational options for the community. The area's strong connectivity makes this location particularly appealing as a private residence or an income-generating property. This property rewards buyers ready to invest in their space. Schedule your private showing today to witness the potential of this home and neighborhood firsthand.

137 E Maine Avenue, Longwood

$336,000

3 Beds ⋅ 2 Baths ⋅ Wildmere SubDv. ⋅ 32750 Zip Code

MOTIVATED SELLER. Welcome to this beautifully remodeled single-family home offering 3 specious bedroom and 2 full bathrooms on an oversized lot with endless possibilities! This move-in-ready property features a newer roof , new AC system , and a new water heater , and energy -efficient double-pane windows that help reduce utility cost, enhance indoor comfort, and minimize outside noise . Step inside to discover a bright open-concept floor plan with luxury vinyl flooring throughout, creating a modern and seamless living space. The stunning kitchen has been completely renovated and showcases granite countertops, brand-new stainless steel appliances , upgraded cabinetry , and plenty of space for entertaining. Both bathrooms have been tastefully remodeled with contemporary finishes and fixtures. Situated in an amazing location close to major roads, shopping , dinning, and entertainment, this home combines convenience with comfort. The exceptionally large backyard is a rare find and offers incredible potential to create your own outdoor paradise, whether you envision a pool, outdoor kitchen , garden, or recreational space . Don't miss out this opportunity to own a fully updated home on a lot size that is becoming increasingly difficult to find. Schedule your private showing today!

825 E Church Ave, Longwood

$595,000

2 Beds ⋅ 1 Baths ⋅ Wildmere Amd SubDv. ⋅ 32750 Zip Code

Great for an investor! Property already has a tenant in place and is being sold with the other 2 properties on the same premises of which one also has a tenant in place and one needs some TLC. Combined all 3 properties Lot size is over 1 acre. Great news, No HOA!!. This property was fully renovated 2 years ago and is very cozy and spacious with 2-bedroom/1 bath with lake view in the lovely Wildmere Community. Property features quartz counter top, stainless steel appliances, shaker cabinets and pantry, lots of natural light throughout the home, luxury vinyl flooring and ceiling fans and updated light fixtures. The 2 bedrooms have large closet space and the laundry room has washer and dryer for your convenience. The home is nestled between 2 lakes and conservation with a large backyard that allows for lots of privacy. Close to major highways, shopping and restaurants. If you need peace, quiet and a place to relax from the daily stress of everyday life to come home to, this one is just waiting for you!!

923 Oxford Street, Longwood

$340,000

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

Welcome to this beautifully maintained 4 bedroom 2.5 bath home that truly has it all. Nestled in a quiet community this home offers spacious and functional layout designed for comfortable every day living and entertaining. A generous size bonus room perfect for a home office, playroom, media space or whatever your heart desires. The possibilities are endless! Each bedroom has a nice size providing space to rest and relax. Step outside and fall in love with the Huge backyard ideal for hosting gatherings, creating your dream outdoor oasis, or simply enjoying peaceful evenings under the stars. Don't miss the chance to make this home yours.

732 Logan Drive, Longwood

$319,900

3 Beds ⋅ 2 Baths ⋅ Pine View SubDv. ⋅ 32750 Zip Code

Virtually Staged. Welcome to this inviting single-story home in Longwood, offering a bright layout, spacious rooms, and a large yard surrounded by mature trees. The HVAC was replaced in 2020 and the water heater was replaced in 2021, adding practical updates for peace of mind. From the moment you arrive, the fresh exterior, extended driveway, and peaceful setting create a sense of privacy and possibility. Inside, the home features tile flooring throughout the main living areas, neutral finishes, updated baseboards, arched entryways, ceiling fans, and abundant natural light. The living room offers a comfortable gathering space with large windows and an easy flow into the kitchen and bedroom areas. The kitchen features shaker-style cabinetry, granite countertops, generous storage, a built-in microwave, range, refrigerator, and a window over the sink that brings in natural light. The primary bedroom offers excellent space, a private bath, closet, ceiling fan, and flexible layout, while the additional bedrooms provide natural light, closet space, and options for guests, family, or a home office. Both bathrooms feature tiled finishes, with the primary bath offering a walk-in shower and the secondary bath offering a clean, functional layout. A standout feature is the oversized laundry room, offering impressive bonus space for storage, hobbies, utility needs, or future customization. Step outside and imagine the potential of the expansive backyard, with plenty of room to relax, entertain, garden, or create the outdoor space you have been wanting. Mature trees provide shade and character, while the large lot gives the home a sense of openness that is hard to find. Conveniently located near shopping, dining, schools, parks, and major roadways, this home offers comfort, flexibility, and everyday convenience in an established Longwood setting. Once you walk through it, you can easily see how this home could fit the way you want to live.

1715 Sunset Drive, Longwood

$1,695,000

4 Beds ⋅ 4 Baths ⋅ Lake Brantley Isles Amd SubDv. ⋅ 32779 Zip Code

Set behind a private gated entrance on over four acres along the shores of Lake Brantley, this exceptional waterfront estate offers a lifestyle that few properties in Central Florida can replicate. Here, mornings begin with coffee overlooking the water as paddleboarders glide across the lake, afternoons are spent boating, waterskiing, kayaking or fishing from your shoreline, and evenings conclude with breathtaking sunsets reflected across one of the region's most sought-after lakes. Encompassing over 3,800 square feet of living space, the residence is designed to keep the lake at the center of daily life. From the moment of entry, sweeping water views immediately capture attention, drawing the eye through the great room and beyond to the shoreline. Vaulted ceilings and expansive windows fill the home with natural light while creating a constant connection to the outdoors. The open-concept floor plan brings family and guests together with effortless flow between the living spaces, dining area and a beautifully appointed kitchen featuring Sub-Zero refrigeration, Wolf gas cooking and generous gathering space. Two primary suites, additional guest bedrooms, three-and-a-half baths and a dedicated game room provide flexibility for everyday living and extended stays with family and friends. Outdoor living is where this property shines. A sprawling brick-paver terrace surrounds the pool, creating multiple spaces for entertaining, relaxing and enjoying panoramic lake views. Beyond, an expansive wooden deck stretches toward the water and private boathouse, inviting spontaneous afternoons on the lake and sunset cruises just moments from home. Designed for serious lake enthusiasts, the boathouse features a 15,000-pound lift capable of accommodating a 24-foot boat along with three dedicated Jet Ski lifts. With over 190 feet of direct Lake Brantley frontage and a side canal, the property offers a level of privacy and waterfront access rarely found. A private beach and summer kitchen centered around a handcrafted tiled pizza oven create the perfect setting for lakeside gatherings long after the sun goes down. Adding to the appeal is a level of freedom increasingly difficult to find. Private well and septic systems, no HOA, a metal roof, double-insulated windows and doors and a whole-house standby generator provide independence, efficiency and peace of mind. Despite its secluded atmosphere, the property remains just minutes from Orlando, major airports, world-renowned attractions and Florida's beaches. Combining acreage, privacy and one of Central Florida's premier lakefront settings, this is more than a home. It is a waterfront lifestyle built around recreation, connection and unforgettable days on the water.

2201 Cove Court, Longwood

$795,000

Central Park SubDv. ⋅ 32750 Zip Code

Centrally located commercial building with multiple private offices, open area, break room and conference room. Property contains the main building, separate storage building and just under 1 acre of land. Building just went through renovation including updated HVAC, electrical, metal roof, fresh paint, floors, wall texturing, paint, bathrooms and flooring! Ready for your business! Gated back yard provides storage and room to turn around.

531 Dog Track Road, Longwood

$369,900

3 Beds ⋅ 2 Baths ⋅ Lake Brantley Isles 2nd Add SubDv. ⋅ 32779 Zip Code

Welcome home to this beautifully updated 3-bedroom, 2-bath residence located in one of Longwood's most desirable communities. Zoned for highly rated Wekiva Elementary and Lake Brantley High School, this home offers an exceptional combination of location, comfort, and convenience. Inside, you'll find updated tile flooring throughout the entire home—no carpet anywhere—creating a modern look that's both stylish and easy to maintain. The spacious layout is complemented by a roof that is less than two years old, offering added peace of mind for the new owner. Situated on an oversized lot, the property features a fully fenced backyard with plenty of space for pets, play, gardening, or future outdoor living enhancements. Enjoy life in a well-established neighborhood with access to a private boat ramp on Lake Brantley and the flexibility of no mandatory HOA. Conveniently located near popular restaurants, shopping, parks, and major commuter routes, you'll have everything you need just minutes from your doorstep.

2201 Camellia Drive, Longwood

$450,000

4 Beds ⋅ 2 Baths ⋅ Lake Wayman Heights SubDv. ⋅ 32750 Zip Code

Listed at Appraisal Value plus seller offering help toward buyer closing cost. COME SEE this beautifully renovated home offering over 2,000 square feet of living space in a quiet, well-located residential neighborhood near major roadways, shopping, dining, and everyday conveniences. This spacious 4-bedroom, 2-bath property features new luxury vinyl flooring throughout, updated bathrooms, a large family room, living room, and multiple extra spaces throughout the home for added flexibility and comfort. The property also includes an additional room that can easily be used as a studio, office, storage space, hobby room, or anything that fits your needs. A separate laundry room adds extra convenience. Outside, you’ll find a large rear carport with plenty of space for vehicles, boats, equipment, or additional storage, plus extra storage space in the backyard. Perfect for first-time homebuyers or investors seeking strong income potential, the home offers two separate entrance doors, creating the possibility for flexible living arrangements or rental opportunities. Schedule your private showing today!

637 Pasadena Avenue, Longwood

$700,000

Longwood SubDv. ⋅ 32750 Zip Code

Prime commercial property on SR 434 in the heart of Longwood’s Gateway District. Seller's financing is available! This 0.44-acre lot offers excellent visibility with approx. 100 feet of frontage along SR 434. Surrounded by restaurants, retail, and new luxury apartments, this site is ideal for retail, office, or restaurant development. Zoned Gateway Commercial (GW), allowing for a variety of commercial and mixed-use projects designed to enhance the city’s main corridor. Convenient access to US 17-92, SR 436, and I-4. Level site with utilities available and strong traffic counts. Great opportunity for investors, developers, or owner-users in a rapidly growing area of Seminole County.

217 E State Road 434, Longwood

$700,000

Molnars Add To Longwood SubDv. ⋅ 32750 Zip Code

Great corner lot on SR 434 and Wilma Street in Longwood FL. 44,000 Passer by trips per day. Don't miss out on this awesome location.

222 W State Road 434, Longwood

$2,200,000

Sanlando Spgs SubDv. ⋅ 32750 Zip Code

4.3 acres (3 parcels), additional parcels are 00-21-29-5ck-30d-0010 and0-21-29-5ck-30d-000a. Small rental home on property - rent is $1200/month, no lease, has been there over 6 years. House is 1120 sq. ft., Warehouse is 2800 sq. ft with three large roll-up doors, 60x40. Possible 4 homes/acre - currently split zoning - R1A single family and A1 - agricultural. Seller will hold a small first mortgage of $300,000, 6.5 interest, 3 year balloon. Seller is motivated!

1501 Pearl Street, Longwood

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