Browse All Oviedo FL Historical Properties for Sale

2 Beds ⋅ 1 Baths ⋅ Jamestown SubDv. ⋅ 32765 Zip Code

Incredible opportunity to own a property with significant footprint potential in the highly sought-after Oviedo area. This 2-bedroom, 1-bathroom single-family home features 1,144 square feet of interior living space. The standout feature of this property is its expansive, oversized lot of over half an acre, offering a rare level of privacy, outdoor space, and flexibility for future expansions, additions, or customizations. Adding to its utility is a substantial detached garage, perfect for vehicle storage, a dedicated workshop, or specialized project space. Conveniently located just minutes from central Oviedo shopping, dining, parks, and top-rated Seminole County public schools, this property serves as an accessible entry point into an established market and offers a blank canvas ready for your custom renovations, updates, or value-add strategies.

2110 James Drive, Oviedo

$1,350,000

4 Beds ⋅ 3 Baths ⋅ Deep Lake Homesites SubDv. ⋅ 32765 Zip Code

Rare opportunity to own a breathtaking, very private three-acre lakefront estate. This stunning property offers a park-like setting with expansive flower beds, gardens, an edible food forest with citrus, tropical fruit, figs, mulberries, blackberries, and majestic live oaks overlooking a beautiful ski lake. Located on Deep Lake in Oviedo, this 42-acre lake has an excellent water-quality rating, 239 feet of waterfront, two docks, and a double boathouse. The ranch-style home has been impeccably maintained with newer flooring, roof, A/C, pool resurfacing and equipment, primary bath, plantation shutters, and fresh interior and exterior paint. Enjoy water sports on the lake or relax beside the oversized, screened, solar-heated lap pool. Gardeners will appreciate the private potting shed, while hobbyists will enjoy the workshop connected to the extra-large detached two-car garage. Come see this exceptional home, offering pride of ownership, top-rated schools, and convenient access to the 417 Expressway, restaurants, and shopping.

5701 Cross Fox Lane, Oviedo

$740,000

Andersons Add To Oviedo SubDv. ⋅ 32765 Zip Code

Exceptional Downtown Oviedo Commercial Opportunity! Located in the heart of Historic Downtown Oviedo, this unique property offers outstanding flexibility for an owner-user, investor, or future redevelopment. Zoned DN (Downtown Neighborhood), the property is positioned within one of Oviedo’s most desirable mixed-use districts, where a wide variety of professional office, retail, restaurant, medical, service, and live/work uses are permitted under the City of Oviedo Land Development Code. Buyers should verify intended use with the City of Oviedo. The existing 4,000± square foot building provides an ideal layout for professional offices, boutique medical or wellness practices, law or accounting firms, creative studios, counseling offices, or other commercial uses. Multiple private entrances, numerous offices or workspaces, several full bathrooms, abundant parking potential, and flexible floor plans allow for single-tenant occupancy or multiple business suites. The property currently features multiple self-contained living areas, including a detached studio suite and an additional private wing with separate entrances, offering exceptional flexibility for office configurations, executive suites, employee accommodations where permitted, or income-producing opportunities. Situated just steps from Downtown Oviedo restaurants, shops, parks, and community events, with excellent visibility and convenient access to Mitchell Hammock Road, SR 426, SR 434, and the Central Florida Expressway network, this is a rare opportunity to secure a highly adaptable property in one of Central Florida’s fastest-growing downtown districts. Ideal for owner-users, investors, professional offices, medical or wellness practices, boutique retail, live/work concepts, or future redevelopment. Buyer to verify all permitted uses with the City of Oviedo.

52 Clark Street, Oviedo

$385,000

3 Beds ⋅ 2 Baths ⋅ North Chuluota Rep SubDv. ⋅ 32766 Zip Code

This three-bedroom, two-bath pool home sits on a large corner lot with full fencing for privacy. The backyard features a pagoda-covered hot tub, mature shade trees, and several fruit trees, including peach and mango, along with a dedicated garden area. A 12-by-8 storage shed provides additional space for tools or equipment. The interior has been freshly painted throughout, and new laminate flooring is currently being installed over the existing terrazzo. The property is located within the highly regarded Oviedo school district. The home will be available for showings beginning July 24. Broker/Oener

230 E 6th Street, Oviedo

$740,000

6 Beds ⋅ 4 Baths ⋅ Andersons Add To Oviedo SubDv. ⋅ 32765 Zip Code

Potential 3 rental income , multigenerational , Zoned for Lawton Elementary, this spacious ranch-style home offers a rare combination of size, flexibility, and functionality with 6 bedrooms, 4 full bathrooms, and multiple living areas designed to accommodate a variety of needs. Whether you’re looking for room for a large household, multigenerational living, guest space, a home office setup, or income-producing potential, this property delivers exceptional versatility both inside and out. The main home features 4 generously sized bedrooms plus a 5th bedroom/office, abundant storage, a mix of terrazzo and updated flooring, and tastefully updated finishes throughout. Three bathrooms have been beautifully renovated with a walk-in shower and modern tile work, while the home’s thoughtful layout creates flexibility for everyday living, working from home, or hosting long-term guests. At the heart of the home is a bright, open-concept main living area that feels welcoming and functional for both daily life and entertaining. Oversized front windows bring in natural light, while the spacious layout offers plenty of room for gathering, relaxing, and dining. The updated kitchen is a standout feature, showcasing gray shaker-style cabinetry, granite countertops, stainless steel appliances, a striking tile backsplash, abundant storage, and a large wraparound breakfast bar with seating. An oversized single-basin sink overlooks the screened pool and backyard, and the kitchen flows seamlessly into the living and dining spaces for easy entertaining. A second living area with a fireplace adds even more flexibility and charm. This separate wing of the home includes a private bedroom/office, a full bathroom, and its own exterior entrance, making it ideal for multigenerational living, a guest retreat, home business, or private in-law quarters. Plumbing is already in place for a future kitchenette, offering the opportunity to create a more self-contained living space if desired. One of the most unique features of the property is the detached studio-style suite, complete with its own private entrance, full bathroom, kitchenette, mini-split air conditioning, open sleeping/living area, oversized walk-in storage closet, and its own private yard. The kitchenette features gray shaker-style cabinetry, sink, refrigerator, and counter space for meal prep, with room for a microwave or toaster oven setup. This versatile space is ideal for an in-law suite, guest quarters, college student retreat, home office, home business, or potential rental/income-producing opportunity. Step outside to your own private backyard retreat featuring a large screened-in pool and spa surrounded by an expansive brick paver deck, creating the perfect space for entertaining, lounging, and enjoying Florida living year-round. The oversized pool area offers ample room for outdoor dining and gatherings, while the generous fenced yard provides even more space to play, garden, or simply spread out. With 6 true bedrooms, 4 full bathrooms, multiple living areas, a detached guest/in-law suite, and a second private living wing with its own entrance, this home offers flexibility, and lifestyle potential in a desirable Oviedo location. New roof installed in 2023.

52 Clark Street, Oviedo

$900,000

5 Beds ⋅ 4 Baths ⋅ Jessup Cove SubDv. ⋅ 32765 Zip Code

Pre-Construction. To be built. An exceptional opportunity to own a brand-new luxury home in one of Oviedo’s most desirable areas. Nestled on a quiet street that offers the feel of rural living while still being conveniently located within the city, this exclusive community delivers the perfect balance of privacy and accessibility. We are in the early stages of developing a limited collection of 13 thoughtfully designed homes in this peaceful yet upscale neighborhood. Each residence will be crafted with quality and attention to detail, offering a variety of floor plans and design options to fit your lifestyle. Key Features Include: Price range from $900,000 to $1.3 million, Multiple floor plans available, Options for 1- and 2-story homes, Up to 6 bedrooms, 3-car garage configurations available, Optional multi-generational (MIL) suites, Ability to customize finishes and selections when purchasing early, Small HOA community, In-house financing options available Buyers who secure a homesite early will have the unique opportunity to work directly with our project coordinator to personalize many aspects of their home—making it truly your forever home. Don’t miss your chance to be part of this exclusive Oviedo community. Contact us today for more details!

927 N Lake Jessup Avenue, Oviedo

$275,000

2 Beds ⋅ 1 Baths ⋅ Milton Square SubDv. ⋅ 32765 Zip Code

Welcome to 595 3rd St, a cozy and well-located single-family home in the heart of Oviedo’s Milton Square community. 920 sq ft of living space with efficient layout. This 2-bedroom, 1-bath residence sits on a spacious 0.30-acre lot, offering rare room to expand, garden, or create your ideal outdoor living space. Whether you're a first-time buyer, investor, or downsizer, this property delivers exceptional value and opportunity. This property offers a rare combination of affordability, land, and location. With its generous lot size and solid structure, it’s perfect for renovation, rental income, or creating a personalized retreat in one of Central Florida’s most desirable communities. Quiet street with easy access to downtown Oviedo, parks, and local shops.

595 3rd Street, Oviedo

$549,000

6 Beds ⋅ 4 Baths ⋅ Sunny Slopes SubDv. ⋅ 32765 Zip Code

A rare and powerful opportunity in the heart of Oviedo—this sprawling 6-bedroom, 4-bath ranch-style home sits on an oversized corner lot and delivers flexibility, space, and income potential that is almost impossible to find at this price point. With nearly 2,700 square feet of heated living space, the layout offers true multi-generational appeal, featuring a split floor plan, a beautifully updated kitchen with granite countertops and stainless steel appliances, a cozy wood-burning fireplace anchoring the living space, and a massive Florida room perfect for entertaining, relaxing, or expanding your indoor-outdoor lifestyle. The expansive yard provides ample room for RV or boat parking and even future pool possibilities, while the block construction and recent updates throughout make this property move-in ready. Adding exceptional value, the detached guest house/studio offers strong rental income potential with current rents generating approximately $2,900 monthly combined, making this an ideal option for owner-occupants, investors, or those seeking supplemental income. No HOA, prime Seminole County schools, close proximity to UCF, shopping, dining, and downtown Oviedo—this property checks boxes most homes simply cannot. A standout opportunity with size, income, and location all in one compelling package.

2211 Sunny View Dr, Oviedo

$275,000

3 Beds ⋅ 2 Baths ⋅ Martins Plan SubDv. ⋅ 32765 Zip Code

*Back on Market* This charming 3 bedroom, 1 1/2 bath home sits beautifully on a corner lot and offers the perfect blend of comfort and potential. Step inside to an open floor plan that makes everyday living and entertaining a breeze. You’ll love the generous yard space front and back ideal for hosting gatherings, relaxing outdoors, or creating your dream outdoor oasis. The home comes with all appliances included and is being sold as-is, giving you the freedom to make it truly your own. Prime location to everything you need!

528 Doctors Drive, Oviedo

$829,000

4 Beds ⋅ 3 Baths ⋅ Little Lake Georgia Terrace SubDv. ⋅ 32765 Zip Code

PRICE REDUCED! Experience elevated lakefront living with this exquisite 4-bedroom, 3-bath estate nestled on 3 private acres along the tranquil shores of Little Lake Georgia in Oviedo, Florida. Thoughtfully redesigned with luxury and lifestyle in mind, this exceptional home offers the perfect blend of sophistication, comfort, and space to entertain—indoors and out. At the heart of the home lies a true chef’s kitchen, featuring an oversized quartz island, sleek quartz backsplash, premium appliances, and a built-in wine fridge—ideal for hosting elegant gatherings or casual nights in. The open-concept design flows effortlessly into expansive living space, all accented by wide-plank LVP flooring and designer finishes. Step outside to your private oasis, where lush acreage and lake views provide an unparalleled backdrop for outdoor entertaining, future enhancements, or peaceful retreat. With a brand new roof, brand new septic system, and an updated electrical system, every detail has been addressed for modern luxury and worry-free living. No HOA neighborhood, so bring your toys! This is a rare opportunity to own a turn-key, fully upgraded lakefront home with acreage in one of Central Florida’s most desirable locations.

5762 Sheryl Anita Street, Oviedo

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