Find Your Happy Place in Longwood

Find Your Happy Place in Longwood

Just fifteen miles norht of Orlando in Seminole County sits Longwood, a charming city made up of more than 90 neighborhoods. Longwood is bordered by Lake Mary to the north, Winter Springs to the east, Altamonte Springs to the south, and Wekiva Springs to the west. It’s also close to many major cities where there are attractions galore, such as Orlando, Tampa, and Jacksonville.

The city of Longwood has a population of more than 21,000 and offers residents a suburban feel. Longwood has been called one of Florida’s best-kept secrets and the reason is clear. The charming destination in Central Florida has a lot to offer people of all ages, including plenty of outdoor recreation, a rich arts scene, and convenient access to many nearby attractions, such as Walt Disney World and Universal Studios.

Longwood offers residents the best of both worlds. The city is small enough that you feel like you are part of a community, but large enough to offer ample entertainment options and career opportunities. It draws in families in search of a safe place to live, as well as professionals looking to relocate. It’s also a popular place for retirees who want to live out their golden years in a quiet, laid-back neighborhood.

Explore Longwood

LIVING
If you’re looking to purchase a home in Longwood, you’ll likely be impressed with the selection of beautiful properties. From modern and contemporary homes to craftsman-style and historic properties, there is truly something for all tastes and budgets. The Historic District is where you’ll find some incredible architecture, such as the 1873 Inside Outside House, now home to a small business. Longwood also has countless new builds, including upscale townhomes, condos, and single-family residences.

WORKING
The city of Longwood is known for its strong job market, allowing residents the opportunity to work close to home. Some of the area’s top employers include South Seminole Hospital, Collis Roofing, FedEx, UPS, Pemberton Attachments, and Comprehensive Energy Services. The cost of living in Longwood is lower than the national average and the average one-way commute is 29 minutes.

DINING
Longwood has a versatile food scene that caters to all types of people. If you enjoy good Italian food, head to Café Paisano for delicious pizza, garlic rolls, and tasty cheesecakes. Colombia La Bella Longwood is a popular Colombian eatery serving options like beef and pork belly. Other places you’ll want to check out while living in Longwood include Mykonos Authentic Greek Cuisine, Golden Thai Restaurant, and Rookies Cantina.

WEEKEND EXPLORING
No matter what types of activities you enjoy, you’re bound to find something to do in Longwood. Outdoor enthusiasts can kayak, canoe, or paddle up the beautiful Wekiva River on Wekiva Island. Big Tree Park offers a boardwalk, playground, and picnic tables, allowing residents to stay active while taking in the scenery. If you have children, consider a family trip to the Aiguille Rock Climbing Center or Sanford Orlando Kennel Club where you can watch the horse races and bet on the winner.

HOMES FOR SALE

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Longwood Homes for Sale

1205 Orange Avenue, Winter Springs
$7,500,000
B26072442 MLS
Prime 7.87-acre development opportunity in the heart of Winter Springs! Zoned T-C (Town Center), this exceptional parcel offers outstanding potential for commercial or mixed-use development along a high-visibility corridor. Surrounded by established businesses, growing residential communities, and major roadways, the property provides excellent accessibility and long-term investment potential. Utilities include electricity and public water. Conveniently located near shopping, dining, schools, and major highways with easy access to Orlando and surrounding Central Florida. Ideal for investors, developers, or owner-users seeking a rare large-acreage opportunity in a rapidly growing market. Buyer to verify zoning, land use, permitted uses, and development potential. Endless possibilities for

1205 Orange Avenue, Winter Springs
601 W 27th Street, Sanford
$3,900,000
A12037235 MLS
Rare industrial compound opportunity at 601 W 27th St featuring approximately 29,028 SF across seven concrete buildings situated on a spacious 2.26-acre site. The property is currently fully occupied by multiple tenants, providing immediate in-place income and stable cash flow. Zoned GC2, the asset supports a wide range of commercial and industrial uses, offering flexibility for investors, owner-users, or future redevelopment strategies. The buildings feature varying layouts and ceiling heights, accommodating a diverse tenant mix and a variety of operational requirements. The expansive yard area provides significant value for contractors, logistics operators, equipment storage, fleet parking, and outdoor storage uses. Solid concrete construction enhances durability and functionality while supporting long-term occupancy. With its combination of income-producing tenancy, flexible zoning, oversized land component, and adaptable building configurations, the property presents a compelling opportunity for investors seeking current cash flow with future upside potential. The site’s layout and scale are well-suited for industrial users requiring both building area and substantial outdoor storage capacity, making it a unique offering in today's supply-constrained industrial market.

601 W 27th Street, Sanford
750 W Mary Lake Boulevard, Sanford
$2,500,000
A12048034 MLS
Fausto Commercial is pleased to present an exclusive gas station and convenience store opportunity at 750 W. Lake Mary Boulevard in Sanford, Florida. The property features an operational fueling facility and a 2,406 SF convenience store on a ±0.84-acre site along one of Seminole County's primary commercial corridors. The site is serviced by two 10,000-gallon double-wall fiberglass underground storage tanks with a combined capacity of 20,000 gallons. The asset is currently undergoing major capital improvements, including a brand-new fuel canopy, new dispensers, and a complete convenience store renovation. A new long-term lease was recently executed with Ellianos Coffee, one of the fastest-growing drive-thru coffee concepts in the Southeast, creating an additional income stream while increasing traffic and visibility to the overall property. The property is offered For Sale and is also available for lease to qualified operators.

750 W Mary Lake Boulevard, Sanford
1220 PRESTIGE Point, Oviedo
$1,200,000
4 Beds ⋅ 3 Baths ⋅ B26078136 MLS
Welcome to a rare opportunity to own a GORGEOUS, REMODELED EXECUTIVE POOL HOME, in one of the area's most sought-after gated enclaves of custom estate homes -- ELLINGTON ESTATES! This updated residence sits on a PREMIUM CUL-DE-SAC LOT overlooking a tranquil POND and FOUNTAIN - every room has been thoughtfully elevated for the discerning homeowner who expects nothing less than the finest. The three-way split floor plan is smartly designed with all 4 Bedrooms plus the Office, on the first floor, leaving only the Bonus Room, which is currently set up as a TOP-OF-THE-LINE HOME THEATER, on the second level. Step inside to discover approximately 3,624 square feet of refined living space, where no detail has been overlooked. Gleaming MARBLE FLOORING flows throughout the main-level living areas, complemented by rich, ENGINEERED HARDWOOD FLOORS in the family room — and with hardwood extending through every bedroom and the private office (there is no carpet on the first floor). Architectural features and extras include: Volume & Tray Ceilings, Transom & Palladium Windows, Crown Molding, Custom Alcoves & Millwork, and Plantation Shutters to name a few. The gorgeous Chef's kitchen is open to the family room which features a beautiful STACKED STONE EMBOSSED GAS FIREPLACE. Chef's Kitchen The Gourmet Kitchen is the heart of the home, featuring newly polished and sealed Dinovite MARBLE COUNTERTOPS and a full suite of GE MONOGRAM SERIIES STAINLESS APPLIANCES — including a premium microwave/convection/conventional oven combination unit. Whether preparing an intimate dinner or entertaining a crowd, this kitchen delivers both beauty and performance. Spa-Inspired Primary Suite The spacious Primary Bedroom features an UPDATED BATH that is a true sanctuary, boasting an ALL MARBLE DESIGN with a jetted Jacuzzi Garden Tub and a luxurious double shower. Two walk-in closets plus the REMODELED VANITIES & FINISHES complete this private retreat. REMODELED BATHS: All three bathrooms in the home have been completely modernized with elegant fixtures, granite countertops and timeless finishes. Entertainment & Lifestyle Ascend to the second level to discover a spectacular NINE-SEAT HOME THEATER, custom-constructed on multi-levels with plush LAZY BOY ELECTRIC RECLINING SEATS, in-wall SURROUND SOUND, and a high-definition projector. An adjacent BALCONY offers a stunning overlook of the pool, pond and fountain — the perfect spot for a pre- or post-movie toast! A multi-zone main-floor stereo system (Heos/Denon/Polk Audio) fills the home with rich, customizable sound. Outdoor Oasis The backyard is a resort-style paradise. A CUSTOM OUTDOOR KITCHEN - crafted with STACKED STONE & GRANITE - features a built-in GAS GRILL, prep sink, and refrigerator, making alfresco dining effortless. Full LANDSCAPE LIGHTING illuminates both the front yard and the pool enclosure. The SALTWATER POOL is a showpiece, complete with an IN-GROUND BUTLER VACUUM SYSTEM, fully automated valves, and remote-control automation for the pool, spa, fountain, lights, and heater. A gas heater and JETTED SPA (that overflows into the pool) extend the swimming season, while a variable-speed pump keeps the operation quiet and efficient. Garage & Utility A rare FOUR-CAR GARAGE configuration — two cars side-by-side plus two cars stacked in an adjacent garage with a full sink and wash station — accommodates the car or boat enthusiast, hobbyist, or growing family. A TANKLESS GAS WATER HEATER provides endless hot water on demand. Recent Capital Improvements • BRAND NEW ROOF — August 2026 • NEWER IMPACT WINDOWS on all exposed front/rear-facing openings — June 2018 • TWO NEWER CARRIER A/C UNITS — August 2018 • NEW SLIDING DOOR on upstairs balcony — March 2025 Conveniently located near 434 & the 417 for easy commuting to the Airport, Downtown Orlando, UCF & the Research Park. Just minutes to Oviedo-on-the-Park, Medical facilities, the Oviedo Mall & close to the YMCA, the Tuscawilla Country Club, the 23-Mile Cross Seminole Trail & Central Winds Park. Location: Nestled on a premium cul-de-sac lot with a fountain and pond view, within a secure gated community of distinguished custom estates. This is true luxury living, at its best! Don't miss your opportunity to view this fabulously updated, meticulously maintained, move-in-ready estate home...schedule your private tour today!

1220 PRESTIGE Point, Oviedo
2700 W 25th Street B, Sanford
$1,200,000
A12020916 MLS
Prime Commercial Development Opportunity in Sanford, FL 2700 W 25th St – Parcel B offers an exceptional opportunity to acquire ±0.95 acres (±41,424 sq ft) zoned GC-2, ideally located in one of Sanford’s busiest commercial corridors. The property is currently in the process of subdivision from an adjacent 7-Eleven gas station (corner lot) and features ±149 ft of frontage along W 25th St with a depth of ±278 ft. According to FDOT, the site benefits from 25,000 vehicles day (AADT) directly in front of the parcel. It is located just 800 ft from State Road 417 access and only minutes from Interstate 4. Surrounded by strong national and regional anchors including 7-Eleven, Wawa (opposite corner), Walmart, Extra Space Storage, and Kid City USA, the property offers outstanding visibility and strategic positioning within a rapidly growing market. An independent study indicates potential for the development of a Flex Warehouse Complex, highlighting the site’s suitability for income-producing uses and long-term value creation.

2700 W 25th Street B, Sanford
8280 S Us Hwy 17 92, Fern Park
$895,000
B26018469 MLS
Freestanding commercial building fronting 17-92 in Fern Park. Property includes 3,696 square foot retail building and an additional residential duplex in rear of property. Residential duplex is fully leased generating income. Zoned C-2 with flexible commercial zoning and strong visibility on a major corridor with 50,000+ vehicles/day.

8280 S Us Hwy 17 92, Fern Park
119 W CRYSTAL LAKE Avenue, Lake Mary
$850,000
B26084073 MLS
Historic Entertainment venue established in 1960 and the oldest bar in Lake Mary. This well established venue operates under Valuable Dual Liquor License (COP-4 ) and includes all furniture, Memorabilia, equipment & inventory. Owner retiring after 14 years of successful management. This distinctive establishment combines traditional pub atmosphere with tropical tiki bar experience, creating a unique dual-concept entertainment destination in Seminole County.Indoor & outdoor Sports bar with complete beverage service,Outdoor tiki bar with tropical ambiance,Dual Live entertainment Stages, Pool tables and Dart gaming areas, Small kitchen with established food menu, Located behind Lake Mary City Hall. This facility accommodates Private Celebrations, Corporate functions & Community gatherings. The property's exclusive outdoor stage configuration provides significant competitive differentiation, offering entertainment capabilities unmatched by local competitors in Lake Mary.

119 W CRYSTAL LAKE Avenue, Lake Mary
1164 Dodd Road, Winter Park
$750,000
5 Beds ⋅ 4 Baths ⋅ B26069392 MLS
Beautiful Move-In Ready 5-Bed, 3.5-Bath Home with large Pool in Winter Park! This spacious home offers a first-floor primary suite with a large bath featuring a rainfall shower and soaking tub, plus an open kitchen, dining, and living area and a second living/dining space perfect for entertaining or a great room. Upstairs features 4 additional bedrooms and 2 full baths. Step outside to enjoy the screened-in salt water pool and patio, plus a 2nd-story balcony overlooking the pool, perfect for relaxing or entertaining. Freshly painted with major updates including a 2019 roof, 2 A/C units (2019 & 2021), water heater (2023), new impact windows & doors (2023), and pool equipment/pump components 2022 or newer. 2-car garage.

1164 Dodd Road, Winter Park
7641 VILLAGE GREEN Drive, Winter Park
$515,000
3 Beds ⋅ 3 Baths ⋅ B26090649 MLS
This three-bedroom, three-bath home in Village Green, Winter Park, offers 1,602 square feet of single-story living with an attached two-car garage converted to a room with a private bath. The open floor plan maximizes the compact footprint, providing distinct spaces for living, dining, and entertaining without sacrificing functionality. The three full bathrooms ensure convenience for all household members, while the straightforward layout works well for both everyday living and hosting guests. A solid foundation and accessible design make this an efficient, low-maintenance property that delivers all essential comforts in a desirable community setting.

7641 VILLAGE GREEN Drive, Winter Park
1348 Ortega St, Winter Spring, Winter Springs
$459,900
4 Beds ⋅ 3 Baths ⋅ A12081107 MLS ⋅ Winter Spring BLDG.
Welcome to this spacious one-story home in desirable Winter Springs. This 3-bedroom, 2-bath residence features a comfortable living room with a fireplace, dining area, spacious primary bedroom, dedicated laundry room, two-car garage, hurricane protection, solar panels and a generous yard.A standout feature is the independent in-law suite with its own private entrance, offering flexibility for extended family, guests, or potential additional income. The property’s spacious layout and separate living space make it an excellent option for multigenerational living or buyers seeking added flexibility.Enjoy a convenient location near Central Winds Park, with sports fields, walking trails, fishing docks, playgrounds and community events, as well as the Cross Seminole Trail and Trotwood Park. Shopping, dining and major roadways are also easily accessible.An excellent opportunity for a homeowner or investor seeking space, flexibility and income potential in Winter Springs.Showings by appointment only with 24 hours’ notice. Buyer must be accompanied by a licensed agent. Contact the Listing Agent for additional​​‌​​​​‌​‌​​​​‌‌​​‌‌​‌‌​​‌​​​‌​‌ information.

1348 Ortega St, Winter Spring, Winter Springs
5513 Rutherford Place, Oviedo
$403,000
3 Beds ⋅ 3 Baths ⋅ B26052908 MLS
Welcome to this thoughtfully designed home in Provenance, Oviedo, offering 1,943 square feet of finished living space across two stories. The residence features three bedrooms and 2.5 bathrooms, providing comfortable accommodation and convenience for daily living. A single-car garage completes this practical floor plan, ideal for vehicle storage and protection from the elements. This well-proportioned home presents a solid foundation for those seeking efficient, straightforward residential living in the Provenance community. 3 bedrooms, 2.5 baths and additional office. Driving Directions: From FL-417 Toll North, take the Red Bug Lake Road exit and head east on Red Bug Lake Road. Continue straight as it becomes Oviedo-Mall Blvd, then turn left onto Via Loma Drive. Follow Via Loma north and then turn left onto Rutherford Place; Driving Directions: From FL-417 Toll North, take the Red Bug Lake Road exit and head east on Red Bug Lake Road. Continue straight as it becomes Oviedo-Mall Blvd, then turn left onto Via Loma Drive. Follow Via Loma north and then turn left onto Rutherford Place.

5513 Rutherford Place, Oviedo
1915 E LAKE Drive, Casselberry
$399,900
4 Beds ⋅ 3 Baths ⋅ B26067460 MLS
WOW! Price Reduced! Beautiful and Spacious House! This 4-bedroom, 3-bathroom, concrete-block single-family home offers more than 2,100 square feet of living area, an incredibly versatile layout, and TWO MASTER BEDROOMS—perfect for a growing family, In-Law- suite, multigenerational living, or anyone looking for extra space and flexibility. ROOF, WINDOWS replaced in 2023! Situated on a quarter-acre-plus lot with Southern exposure, this beautiful home enjoys an abundance of natural light and a fantastic location directly across the street from the lake, offering peaceful water views right from the front of the property. And best of all—NO HOA! Step inside and discover a beautifully renovated interior featuring a NEW kitchen with cherry cabinets and granite countertops, NEW matching tile flooring throughout, three beautifully updated bathrooms, and fresh interior and exterior paint. The spacious floor plan provides plenty of room to spread out, with two master suites, an eat-in kitchen, dining room, living room, family room, and a large separate laundry/utility room with washer and dryer included. One of the home's standout features is the oversized screened-in porch spanning the entire rear of the home, creating an exceptional additional living and entertaining area overlooking lush greenery. Whether you're enjoying your morning coffee, hosting friends and family, or simply relaxing outdoors, this space is sure to become a favorite. Parking will never be a concern! The property offers a two-car carport plus a large driveway with room for more than five additional vehicles, providing plenty of space for family, guests, boats, recreational vehicles, or multiple cars. The spacious backyard also includes a storage shed, with plenty of room for everybody, pets, gardening, outdoor activities, and future possibilities. The home is conveniently located on city water with a private septic system and is being offered AS-IS with the right to inspect. Located near excellent schools, including Sterling Park Elementary, South Seminole Middle, and Lake Howell High School, and close to shopping, dining, major roads, and everyday conveniences. Four bedrooms total. Three bathrooms. Two master suites. Lake views. Huge, screened porch. Plenty of parking. No HOA. Newly renovated. This is a home with the space, flexibility, and features you've been looking for—come see it before it's gone!!! Room sizes, schools, and square footage are deemed accurate but are not warranted. FHA ASSUMABLE LOAN WITH 3.125 APR! THE SELLER IS WILLING TO CONTRIBUTE TOWARD BUYER'S CLOSING COSTS!

1915 E LAKE Drive, Casselberry
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