Sanford FL Historical Real Estate, Homes for Sale

A Wonderful Opportunity to Make It Your Own! This inviting 4 bedroom, 2 bath home provides a great combination of space, comfort, and versatility, all situated on a generously sized 0.23-acre lot nearly a quarter of an acre. The expansive lot provides plenty of room to enjoy the outdoors, create your ideal backyard, or simply appreciate the extra space that is becoming increasingly hard to find. Inside, you'll find a well-proportioned layout with plenty of room to accommodate your lifestyle and add your personal touch. The generously sized kitchen features granite countertops and solid wood cabinetry, providing both functionality and timeless appeal. The property also features a new drain field, adding valuable peace of mind for its new owner. With its desirable lot size, versatile layout, and ample living space, this home provides an excellent opportunity for those looking for room to live, grow, and create a place that truly feels like home. Conveniently located near the golf course, adding to the appeal and lifestyle this property provides. Come see all that this property has to provide and discover its possibilities for yourself. Schedule your private showing today!

105 Mirror Drive, Sanford

$79,900

3 Beds ⋅ 2 Baths ⋅ O6432188 MLS

Sanford Investment Opportunity | 3BR/2BA Value-Add Rental Property | Seminole County Opportunity is knocking in Sanford! This 3-bedroom, 2-bath single-family home is being sold AS-IS and provide the right buyer a chance to bring their vision to life. Whether you're a buyer, investor, fix-and-flipper, landlord, contractor, or handy homeowner, this property presents an opportunity to add value and create equity. The home features approximately 1,230 SF of living space, a functional layout, and a patio/deck area. This is a true value-add opportunity for the buyer looking for their next project. With the right improvements, this property could be a great fit for a fix & flip, buy-and-hold rental strategy, or an owner-occupant looking to customize a home to their needs. No HOA! Rental Potential: $$1,950-$2,200/month (estimated - buyer to verify independently) No HOA and in need of renovations, it's for fix-and-flip investors, landlords, or handy homeowners. Conveniently located near parks, shopping centers, schools, museums, restaurants, and everyday conveniences, with easy access to I-4 and SR 417. Enjoy a short commute to Orlando, Daytona Beach, and Central Florida's major employment and entertainment corridors. The property is also located near Orlando Sanford International Airport, Seminole State College, University of Central Florida (UCF), Historic Downtown Sanford, Lake Monroe, Sanford RiverWalk, Central Florida Zoo & Botanical Gardens, and a variety of dining, and recreational destinations. This Seminole County fixer-upper gives a unique opportunity for buyers looking for a handyman special, investment property, rental opportunity, or renovation project. Bring your contractor, your vision, and your plans to unlock the potential this property has to provide. Property is being sold AS-IS. Excellent flip, rental, or long-term investment opportunity with character that's hard to find.

2221 Granby Street, Sanford

$249,990

2 Beds ⋅ 1 Baths ⋅ V4950636 MLS

WELCOME TO THIS HOME IN SANFORD, offering the perfect blend of MODERN AND EVERYDAY COMFORT. Step inside to discover VINYL FLOORING THROUGHOUT, creating a FRESH, COHESIVE LOOK that’s both stylish and low maintenance. The heart of the home features an KITCHEN WITH WOOD CABINETRY, providing a MODERN, FUNCTIONAL SPACE perfect for cooking and entertaining. Large master bedroom with built in closet and exterior door to your large private backyard. Whether you're a first-time buyer, investor, or looking to downsize, this home offers MOVE-IN READY CONVENIENCE with key upgrades already completed. Conveniently located near SHOPPING, DINING, BEACHES, AND MAJOR ROADWAYS, this property delivers both ACCESSIBILITY AND LIFESTYLE. DON’T MISS THIS OPPORTUNITY TO OWN AN UPDATED HOME IN A PRIME SANFORD LOCATION.

1219 W 8th Street, Sanford

$549,000

4 Beds ⋅ 3 Baths ⋅ O6430967 MLS

Welcome to this AMAZING OPPORTUNITY! This home site appeals to INVESTORS and MULTI-GENERATIONAL FAMILIES due to the RARE compound-style property situated on an expansive .47-acre lot, offering exceptional versatility, privacy, and incredible INCOME-PRODUCING potential with NO HOA. This homesite offer THREE UNIQUE BUILINGS, all with their own kitchen/bath/living space to meet the needs of a variety of residents. Whether you're looking for a multi-generational living arrangement, investment opportunity, or a combination of both, this one-of-a-kind property checks every box. The beautifully updated and maintained main residence features 2 bedrooms and 1 bathroom with a spacious living room, dining area, eat-in kitchen, and a bright Florida sunroom. Inside you'll find upscale finishes throughout, including elegant coffered ceilings, recessed lighting, stainless steel appliances, and thoughtful design touches that create a warm, inviting atmosphere. The spacious Florida room offers excellent potential to be converted into a third bedroom and second bathroom, providing even more living space and adding significant value. The home also includes a 1-car garage and a durable metal roof. Just steps away is a detached 1-bedroom, 1-bath in-law apartment complete with its own living room, kitchen, and dining area, providing the perfect private space for extended family or rental income. A third detached building offers an efficiency-style studio apartment featuring a full bathroom and kitchenette, creating yet another opportunity for guests, a home office, or additional rental revenue. Car enthusiasts, hobbyists, and business owners will appreciate the massive garage attached to the in-law building, capable of accommodating up to four vehicles. With convenient front and rear garage doors and covered metal carports on both sides, there's ample space for vehicles, boats, equipment, or workshop use. Adding even more value, the property includes an RV 50 amp hookup, allowing for RV parking or the potential to generate additional income from RV accommodations. With multiple living spaces, extensive parking, and endless possibilities on nearly half an acre, this unique property is ideal for investors, multi-generational families, or anyone seeking a flexible lifestyle with outstanding income potential. Upgrades including roof, hot water heater, electrical, plumbing, and windows are estimated 2019/2020. Opportunities like this are few and far between—schedule your showing today!

3851 S Sanford Avenue, Sanford

$229,000

2 Beds ⋅ 1 Baths ⋅ O6429878 MLS

Remodeled 2 bedroom/ 1 bath home located on a quiet street very close to downtown Sanford and within the golf cart community area. Recent updates include new air conditioning hvac system, new insulation, new windows, new flooring, new paint inside/ out, and new water heater. Easy parking in refreshed driveway plus street parking. Property has a large fenced backyard and peaceful front deck and back screened porch. Park located right down the street. Come see today!

2005 Jefferson Avenue, Sanford

$519,000

3 Beds ⋅ 2 Baths ⋅ O6429592 MLS

Welcome home to this beautifully updated Downtown Sanford residence, where timeless character meets modern comfort on a rare, fenced double lot just one block from Lake Monroe. Offering nearly 2,300 square feet of thoughtfully designed living space, this property combines the charm of a historic home with the space, privacy, and flexibility that are nearly impossible to find in the heart of downtown. Whether you dream of adding a pool, creating an expansive outdoor entertaining area, gardening, or simply enjoying room to roam, this oversized homesite offers endless possibilities. A welcoming covered front porch invites you inside, where original architectural details blend seamlessly with tasteful updates. Rich hardwood flooring, a beautifully preserved built-in curio cabinet, and an abundance of natural light create an inviting atmosphere throughout. The spacious great room is the heart of the home, featuring tongue-and-groove ceilings with exposed wood beams and oversized windows that fill the space with warmth and character. The remodeled kitchen is a rare find for a home of this era, offering granite countertops, glass tile backsplash, solid wood cabinetry, stainless steel appliances, a natural gas cooktop, wall oven, dual sinks, and generous workspace. The private primary suite features vaulted ceilings, a walk-in closet, direct access to the covered patio, and a beautifully updated ensuite bath with dual vanities, a soaking tub, and a walk-in shower. Two additional bedrooms, an updated guest bath, a versatile bonus room, and an indoor laundry room provide exceptional flexibility for today's lifestyle. Recent improvements include a newer roof (2021), a newer HVAC system (2021), hardwood flooring in the primary suite, an included washer and dryer, and a storage shed. Step outside and experience everything that makes Downtown Sanford one of Central Florida's most beloved communities. Enjoy waterfront sunsets along Lake Monroe, spend weekends at the marina, explore local breweries, restaurants, boutiques, parks, and festivals, or take a short golf cart ride to the vibrant historic district. Opportunities like this are few and far between. Combining a beautifully updated home with an oversized double lot in one of Sanford's most desirable locations, this is more than a home—it's a lifestyle.

207 S Summerlin Avenue, Sanford

$299,000

4 Beds ⋅ 2 Baths ⋅ O6426907 MLS

Welcome to 141 Country Club Drive! Ideally located less than 10 minutes from both Historic Downtown Sanford and Orlando Sanford International Airport, this move in ready home offers NO HOA, a spacious backyard, and a prime location. Built with durable concrete block construction, the home features 4 bedrooms, 2 bathrooms, and over 1,500 square feet. The roof was replaced in 2021, and the HVAC is new as of 2025. Located in one of Central Florida's most desirable and fastest growing areas, you'll love being just minutes from Historic Downtown Sanford, known for its award winning restaurants, local breweries, waterfront parks, and year-round community events. The home is also zoned for the highly regarded Seminole County School District and offers convenient access to major employers, including Orlando Health, AdventHealth, Seminole County government offices, schools, and everyday conveniences like Publix. Whether you're searching for your first home, a place to downsize, or an investment property, this home is an exceptional opportunity. Priced well below the average home price in Central Florida, it offers incredible value without sacrificing location, space, or updates. Don't miss your chance to own an affordable home in one of the region's most desirable and growing areas.

141 Country Club Drive, Sanford

$599,000

4 Beds ⋅ 3 Baths ⋅ V4950469 MLS

PRICE IMPROVEMENT - This mid-century, move in ready house is special; you will feel it upon entering. A custom-built home in 1962 has unique and stunning characteristics that are not found in modern homes. Notice the marble compass rose medallion set into the tile floor while you are in the foyer. Look further and you will see the expansive sunken living room with the floor to ceiling slate wood-burning fireplace and 12’ insulated sliding doors offering a fantastic view of the screened lanai and beautiful backyard. The living room is open to the dining room that features the original wood floor, chair rail, a wrought iron railing and a 6’ insulated sliding doors to the lanai. The kitchen has the original hardwood cabinets and vented hood, breakfast bar, updated stainless-steel appliances, disposal and electric cook-top. Adjoining the kitchen is the large breakfast/morning room. Next to the kitchen, there is a large walk-in pantry and laundry room with cabinets and a folding counter. Crown molding is throughout the house which was solidly built with plaster covered walls and ceilings. Down the wide hallway there is attic access and a large linen closet. From the hallway, you will find the 4 bedrooms and 2.5 bathrooms. The primary bedroom boasts two walk-in closets and an en-suite bathroom. Relax or entertain on the 28’ screened lanai, with 6” foam insulated roof, 3 ceiling fans and wood-grain porcelain tile floors. The oversized garage is something special too! Details include an epoxy floor, attic stairs to the attic with wood flooring, service doors at the front and rear, and a surprise utility/workshop/hobby room with mini-split A/C and sink or washer/dryer hook-ups. The exterior includes a motor court design circular drive, front porch with slate floor and wood ceiling, almost a 1/2 acre featuring mature landscaping and several concrete patios for entertaining. The large rear yard with alley access is fully enclosed by an ivy- covered block wall and PVC fencing. The yard includes a fountain, shed with electricity and a stately live oak. There is no HOA, so bring your boat or RV and park it on the north side pad with a 50-amp electric outlet. Other features include a shingle roof (2018), ductwork and HVAC with 2 stage heat pump (2018), a whole house backup generator and two large propane tanks (2022), new microwave (2025), dishwasher (2025), water line from the street to the house replaced (2022), Safetouch cameras and sensors, and an artesian well-fed sprinkler system. The house has CAT 5 cable connecting three routers with wifi. The current owner is also including plywood that has been cut to fit the windows but was never actually used/attached to them. During hurricane Ian, the current owners experienced zero flooding despite the close proximity to Lake Monroe. The generator, trees and A/C are all inspected and maintained annually. Located in the golf cart zone, this house is only four blocks to Lake Monroe and Sanford’s Riverwalk, and less than a mile to the thriving historic downtown. Sanford is the largest city in Seminole County, but you will feel like you’re living in a small town. Schedule your showing now, this beauty won't last long!!

421 Elliott Avenue, Sanford

$260,000

3 Beds ⋅ 1 Baths ⋅ O6428958 MLS

Location, character, and charm come together in this delightful 3-bedroom, 1-bath mid-century home, ideally situated near Ronald Reagan Blvd and 17-92 for quick access to 417 and Lake Mary. Step inside to discover the timeless appeal of terrazzo and terra cotta tile floors flowing throughout the house, paired beautifully with the vaulted ceilings that give mid-century homes their signature open, airy feel. A custom wall unit adds both style and function to the living space. The bonus room offers flexibility for today's lifestyle — use it as a home office, guest suite, or private retreat. It comes complete with its own separate bathroom and shower, making it ideal for visiting family or friends. Out back, you'll find a paver patio perfect for relaxing evenings under the Florida sky, plus a spacious backyard with room to garden to your heart's content. The current beds may even have some fruits and vegetables ready for picking! An exterior workbench and quail cages round out the outdoor amenities for the hobbyist or homesteader at heart. This is mid-century Sanford living at its best — convenient, character-filled, and ready for its next chapter. Reverse Osmosis system included. Roof 2021, A/C 2025, Elect panels 2025/26, Hot water heater 2026

407 S Sunland Drive, Sanford

$330,000

3 Beds ⋅ 2 Baths ⋅ O6428879 MLS

Virtually Staged. 111 S Oleander Ave is a two-story Sanford home on a corner lot with wood-look flooring throughout the main living areas. The kitchen includes stainless steel appliances, white cabinetry, and granite countertops with generous prep space, and a second kitchen adds flexibility for extended living arrangements. Multiple living and dining areas feature ceiling fans and large windows for natural light. Several bedrooms provide comfortable proportions, while the bathrooms offer vanities with tub-and-shower combinations and tiled walk-in showers for daily routines. A detached multi-bay garage and workshop, wood decks, and enclosed porches extend the usable space, completing this well-maintained residence with practical amenities throughout every room.. Included 100-Day Home Warranty with buyer activation

111 S Oleander Avenue, Sanford

$69,000

3 Beds ⋅ 2 Baths ⋅ O6428230 MLS

Under contract-accepting backup offers. Great Investor/Builder Opportunity! Current home scheduled for demo. Call today, before this one is gone. C-1 Zoning.

2661 W 22nd Street, Sanford

$230,000

3 Beds ⋅ 1 Baths ⋅ O6428209 MLS

Under contract-accepting backup offers. Come see this charming Three Bedroom & One Bath single family home with a Single Car Garage on this spacious lot. The property also boasts a screen porch that you can enjoy in the morning with your coffee or relaxing in the afternoon after work. There are two utility sheds on the property that could be used for extra storage. The kitchen and bathroom have both been updated. The property has had several improvements with a roof replacement in December 2022, air conditioner in June 2020, and the refrigerator and stove in 2024. The property is conveniently located close to the historical downtown City of Sanford where you can enjoy local dining and shopping and has easy access to 17/92 and SR 417.

2437 S Myrtle Avenue, Sanford

$669,900

3 Beds ⋅ 2 Baths ⋅ O6427505 MLS

Rare California-Inspired Mid-Century Modern Retreat on Nearly Half an Acre in Sanford's Golf Cart District. Tucked beneath a magnificent canopy of mature oaks on nearly half an acre, this retreat offers a lifestyle that is almost impossible to find in today's market. Located on one of Sanford's quietest and most charming streets in the desirable San Lanta neighborhood, you'll enjoy all the benefits of the Golf Cart District and be just moments from Historic Downtown Sanford—without the restrictions of the Historic District. From the moment you arrive, the expansive circular brick driveway, lush landscaping, and timeless architecture create an unforgettable first impression. Inside, dramatic vaulted wood-beam ceilings, original hardwood floors, stained concrete floors, walls of glass, and an open-concept floor plan blend seamlessly to create warm, inviting spaces filled with natural light. The spacious living room centers around a beautiful granite fireplace, while the kitchen flows effortlessly into the main living areas, making entertaining both comfortable and effortless. A spectacular light-filled breezeway/flex room offers endless possibilities as a family room, art studio, home office, fitness space, or game room. Step outside to discover multiple outdoor living spaces, including a private courtyard and an expansive backyard that feels like your own secluded park. The nearly half-acre lot provides exceptional privacy, mature landscaping, and room to relax, entertain, or simply enjoy the peaceful surroundings. Thoughtful improvements completed by the current owners include brand-new HVAC systems, including dedicated mini-splits for the bedrooms, an encapsulated crawl space, fresh exterior paint, many new Andersen windows and exterior door, stained concrete flooring, professional landscaping, irrigation, closet organization systems, a second sewer clean-out for convenient future maintenance, and the washer and dryer are included. Enjoy the best of Sanford's vibrant lifestyle just a short golf cart ride away. Spend your evenings exploring award-winning restaurants, local breweries, boutique shopping, live music, festivals, the Sanford RiverWalk, marina, farmers market, and year-round community events that have made Historic Downtown Sanford one of Central Florida's most beloved destinations. Homes with this level of architectural character, modern updates, expansive land, and unbeatable location rarely become available!

497 Valencia Street, Sanford

$425,000

3 Beds ⋅ 2 Baths ⋅ O6427896 MLS

Historic 1811 Sanford Ave has the curb appeal you've been dreaming about. This gorgeous Colonial home is a true head-turner with its storybook charm, grand oak tree, circular driveway, and white picket fence welcoming you at the entrance to downtown Sanford. Lovingly restored over the past few years, this home features a fully permitted: roof (2020), HVAC (2022), plumbing (2022), and electrical (2022). Most recently, new paint inside and out, new flooring throughout AND the farmhouse-style kitchen was completely renovated with new shaker cabinets, granite countertops, new appliances, tongue-and-groove walls and ceiling, and a full wall of windows overlooking the sprawling fenced backyard with its expansive patio and spacious lawn. The first floor also features a formal dining room, living room with a decorative fireplace, and a Butler's pantry. Upstairs, you'll find three bedrooms with new carpet, along with a cozy reading nook. Elegance and charm abound in this 1933 Colonial home. Located in Sanford's golf cart district, just one mile from the city's vibrant downtown historic and entertainment district, this home offers the perfect blend of character, modern updates, and an unbeatable location. Schedule your private showing before it's gone!

1811 Sanford Avenue, Sanford

$500,000

5 Beds ⋅ 5 Baths ⋅ O6427553 MLS

REDUCED PRICE! MOTIVATED SELLER! Gorgeous Pool home, Oversized lot, Guest house for income or generational living all steps away from downtown Sanford restaurants, breweries, shops, marina, and waterfront events! This home has beautiful wood flooring, a chef's kitchen with soft -close, all wood cabinets, upgraded granite, and a 6-burner Gas Thermador stove. System ages: Roof 2020 and 2017, newer electrical, plumbing, and water heater. Pool was resurfaced and re-tiled in 2017. The adorable guest house features french doors, a full bath, a full kitchen and laundry. Minutes from Sanford International Airport, major highways, top-rated Seminole County Schools, parks, and the Sanford Zoo.

812 Sanford Avenue, Sanford

$299,000

3 Beds ⋅ 2 Baths ⋅ O6426825 MLS

Welcome to 2400 S. Laurel Ave.! Located in the Downtown Sanford Golf Cart District. This 3-bedroom, 2-bath home was remodeled in 2014 and features a 2016 roof and a 2022 HVAC system. The second full bathroom is located in the fully permitted outbuilding, which is equipped with a sink, toilet, & shower. Small shed outback also has a door and AC wall unit. Call today for more details.

2400 S Laurel Avenue, Sanford

$575,000

3 Beds ⋅ 2 Baths ⋅ O6426901 MLS

Under contract-accepting backup offers. Historic charm, two homes on a double lot, a resort-style pool, and endless possibilities—welcome to one of Sanford's most unique properties. Step into the timeless charm of this rare historic Sanford property offering two homes on a spacious double lot just minutes from vibrant Downtown Sanford. Rich in character and thoughtfully updated where it counts, this one-of-a-kind property presents an exceptional opportunity for those seeking historic architecture, flexible living space, and room to make it their own. The main residence features 2,111 square feet under air (2,499 total square feet) with 3 bedrooms and 2 bathrooms. Original details blend beautifully with everyday comfort, including two wood-burning fireplaces—one in the formal living room and a second in the spacious family room addition just off the kitchen. The kitchen retains its vintage charm while offering generous workspace and overlooking the family room, making it ideal for gathering with family and friends. Relax on the screened porch overlooking the sparkling pool and enjoy the beauty of mature landscaping and majestic oak trees. The detached guest house offers approximately 1,600 square feet under air with two separate living areas of approximately 800 square feet each. The upper level includes a one-bedroom layout with living area, kitchen, and space for a bathroom to be reinstalled. The lower level is ready for the next owner's vision. Whether you envision guest accommodations, a home office, studio, hobby space, or future income potential (subject to buyer verification and local regulations), the possibilities are abundant. Situated on two parcels (309 & 311 W. 16th Street), the property offers alley access with off-street parking for approximately four vehicles, a large in-ground pool, and a setting that is increasingly difficult to find in today's market. Major improvements include roof (2022), main house HVAC (2026), complete electrical rewire (2021), providing peace of mind while preserving the home's historic character. If you've been searching for a property that offers charm, history, flexibility, and opportunity in one of Central Florida's most beloved historic communities, this is one you won't want to miss.

309 W 16th Street, Sanford

$199,999

3 Beds ⋅ 1 Baths ⋅ O6426751 MLS

1904 S Maple AVE. This property is a Contractors Dream! The home is in disrepair, however to the right buyer this property can be brought back to its original glory. County Record says 3 bedroom and 1 bath with a total square footage of 2780sqft. There are 2 possible plays here... 1. You could strip the house, renovate and sell it in the $400's. Or 2. You could knock the house down, split the land into 2 lots, and build 2 brand new homes! The land meets the counties minimum requirement for a lot split! This area is exploding with new developments of single family homes, so this property creates a unique opportunity in the market. There is also two Magnet Schools within 1 mile of the property. Bring your investor clients before it's gone.

1804 S Maple Avenue, Sanford

$325,000

4 Beds ⋅ 2 Baths ⋅ O6426365 MLS

Don’t miss this charming all-brick, four-bedroom, two-bath home located at the end of a quiet dead-end street in Sanford’s established Dreamworld neighborhood. A welcoming covered front porch and classic white picket fence create an inviting first impression. Inside, the home offers a comfortable, functional layout with wood-look flooring, ceiling fans, and abundant natural light. The spacious living room opens to the kitchen and dining area, creating an easy flow for everyday living and entertaining. The well-appointed kitchen features granite countertops, white cabinetry, stainless steel appliances, recessed lighting, a decorative backsplash, and generous counter and storage space. The home’s four bedrooms provide flexibility for family, guests, a home office, or hobby space. A rear bedroom and bathroom can be accessed through a separate exterior entrance, creating the potential for a private guest suite, multigenerational living arrangement, or income-producing space, subject to applicable zoning and rental restrictions. Additional conveniences include an interior laundry area and ample storage throughout. Step outside to an expansive, fully fenced backyard shaded by mature trees. With plenty of open space for outdoor entertaining, gardening, recreational activities, or the addition of a future swimming pool, the possibilities are extensive. A detached storage shed provides additional room for lawn equipment, tools, and seasonal belongings. Conveniently located near shopping, dining, schools, and major roadways, this home combines space, flexibility, and accessibility. Schedule your private showing today and discover everything this Sanford property has to offer.

1026 Sarita Street, Sanford

$250,000

3 Beds ⋅ 2 Baths ⋅ O6423828 MLS

Virtually Staged. Discover a home designed for comfortable everyday living, where spacious interiors and inviting outdoor spaces create room to relax, entertain, and enjoy life. The large living room provides an open setting for gatherings, quiet evenings, and making memories with those who matter most. The primary bedroom offers a private retreat with the added convenience of a nearby laundry room, helping make daily routines feel effortless. Additional spacious bedrooms and two bathrooms provide flexibility for your lifestyle, whether you need room for guests, a home office, or personal space. Step outside to enjoy a generous yard with plenty of possibilities for outdoor gatherings, gardening, or creating your own backyard escape. The covered lanai adds another place to unwind and enjoy the outdoors with added comfort. Located in Sanford, this home offers convenient access to Downtown Sanford, local restaurants, parks, major highways, SunRail, and Orlando Sanford International Airport. Enjoy the balance of having a comfortable home base while staying connected to the destinations and experiences Central Florida has to offer.

2617 S Laurel Avenue, Sanford

$799,000

5 Beds ⋅ 2 Baths ⋅ O6422596 MLS

Step into timeless elegance with this breathtaking 1901 Colonial-style estate, perfectly nestled beneath majestic oak trees on a private 0.75 acre lot in the heart of historic downtown Sanford. Rich in character and thoughtfully updated, this one-of-kind property seamlessly blends historic charm with modern comfort. Offering 5 spacious bedrooms and 2 bathrooms, this remarkable home features expansive living and gathering spaces designed for both everyday living and unforgettable entertaining. The oversized great room provides the perfect setting for family gatherings, while the outside has multiple outdoor entertaining areas, creating a seamless indoor-outdoor lifestyle. The backyard is a true private retreat, complete with a sparkling pool, mature landscaping, and plenty of room to relax or host guests. A versatile barn adds endless possibilities for storage, hobbies, a workshop or future creative use. From its stately Colonial architecture and picturesque setting to its exceptional amenities and unbeatable downtown Sanford location, this extraordinary property is a rare opportunity to own a piece of history with all the space and features today's buyers desire. Just moments from vibrant dining, shopping, parks, the waterfront and community events, this is a home where timeless beauty meets modern living.

649 Glenway Drive, Sanford

$192,400

3 Beds ⋅ 2 Baths ⋅ V4950154 MLS

Virtually Staged. All highest and best offers due by 9:00 AM CST on 07/29/26. Welcome to this refreshed 3-bedroom, 2-bath bungalow-style Sanford home offering updated interior finishes and convenient access to one of Central Florida’s most active downtown districts. Inside, the home features new flooring throughout, fresh interior paint, and an updated kitchen with a clean, modern feel. The layout offers comfortable everyday living with a dedicated living room, functional kitchen space, interior laundry area, and a practical single-story design. The home also includes a covered front porch, carport parking, and low-maintenance exterior features, making it a solid option for buyers seeking an updated property in a central Sanford location. The neutral finishes provide a move-in-ready visual appeal while still allowing the next owner to personalize the space. Located near Historic Downtown Sanford, this property offers close proximity to Lake Monroe, the Sanford RiverWalk, Fort Mellon Park, Sanford Memorial Stadium, local restaurants, breweries, coffee shops, boutiques, galleries, farmers markets, festivals, and community events. Downtown Sanford is known for its vibrant small-town atmosphere, waterfront access, entertainment options, and growing local business scene. Commuters will appreciate nearby access to major roadways, including I-4, SR 417, US-17/92, and SR 46, as well as proximity to SunRail, Amtrak Auto Train, and Orlando Sanford International Airport. Whether you are looking for a primary residence, investment opportunity, or a property near Sanford’s downtown amenities, 708 Celery Avenue offers appeal in a convenient Central Florida location.

708 Celery Avenue, Sanford

$246,000

3 Beds ⋅ 1 Baths ⋅ A12051688 MLS ⋅ Loch Arbor Ravenna P BLDG.

Welcome to your dream home in the heart of Sanford, FL! This charming 3-bedroom, 1-bath residence is perfectly situated in a vibrant community known for its blend of tranquility and convenience. As you step inside, you'll be greeted by a seamless mix of carpet and tile flooring that flows throughout the open layout. The spacious living area invites relaxation and entertainment, while the cozy kitchen offers a delightful space to create culinary masterpieces. Nestled close to shopping, dining, and entertainment options galore, this home caters to those who crave both adventure and ease. As you step inside, you'll be greeted by a seamless mix of carpet and tile flooring that flows throughout the open layout. The spacious living area invites relaxation and entertainment, while the cozy kitchen offers a delightful space to create culinary masterpieces.

399 Beth Drive, Sanford

$319,900

4 Beds ⋅ 1 Baths ⋅ O6381048 MLS

Under contract-accepting backup offers. Fabulous BEST BUY IN SANFORD WITH PRICE DROP OUTSIDE GREAT SHAPE LIMITED Rehab Project inside 2994 sq ft (County Records) includes functional shop with all tool & inventory. 2 story with lots of extras. This Full workshop in separate building 472 sq ft + oversized 2 car garage, storage shed, 2 story play house with swings and slide, fire pit, outside back porch also with natural gas. This is a real deal do the repairs and live in comfort for years. In Sanford Historic District will make sure on Golf Cart use and any questions. This property worth a visit.

2201 S Sanford Avenue, Sanford

$349,000

3 Beds ⋅ 2 Baths ⋅ O6423664 MLS

RARE investment opportunity in the heart of Sanford! This MULTI-FAMILY PROPERTY offers highly sought-after SC-3 zoning, a designation that rarely comes to market. SC-3 (Special Commercial-3) implements the Comprehensive Plan's "Waterfront Downtown Business District" designation, allowing for a unique mixed-use and general commercial zoning classification. Originally built in 1910, this well-maintained property sits on a fully fenced 0.13-acre lot. The main residence features 2 bedrooms and 1 bathroom, accessed through a welcoming screened front porch. Tucked behind the privacy fence is an ADDITIONAL 1-bedroom, 1-bathroom living space with its own screened porch and private entrance, offering excellent flexibility for rental income, multi-generational living, or a live/work opportunity. Ideally located just a short walk from vibrant Downtown Sanford, the property offers convenient access to local restaurants, boutique shopping, the scenic Lake Monroe waterfront, and the popular Paw Park. Enjoy the charm of Sanford's historic district while being close to breweries, entertainment, parks, community events, and everyday conveniences. Whether you're looking to generate rental income, establish a business, explore redevelopment opportunities, or own a unique property in one of Central Florida's fastest-growing areas, this property's zoning and location offer exceptional potential. Schedule your private showing today!

306 S Elm Avenue, Sanford

$439,000

4 Beds ⋅ 2 Baths ⋅ O6423696 MLS

Under contract-accepting backup offers. A rare opportunity to own a full duplex with NO HOA in one of Central Florida’s most desirable locations. Each unit in this beautifully updated duplex features 2 bedrooms and 1 bathroom, and offers modern comfort and style in a prime Lake Mary/Sanford location known for its excellent schools, shopping, parks, dining and easy access to major highways. Discover thoughtfully updated interiors, where gorgeous finishes blend seamlessly with classic charm. Both bedrooms within each unit provide ample space and natural light while the updated bathrooms feature classic tile work and vanities that elevate everyday living. Additional updates include newer flooring, fresh paint, shutters, fencing, and new air conditioners for both units installed in 2024. Each unit is currently tenant occupied with leases ending in July 2027 providing immediate cash flow in a high-demand rental market. 104 N Driftwood - $1,545 – Lease ends 7/24/2027 106 N Driftwood - $1,570 – Lease ends 7/1/2027

104 & 106 N Driftwood Lane, Sanford

$599,000

4 Beds ⋅ 3 Baths ⋅ O6422496 MLS

Don't miss this opportunity! Totally Renovated Sanford Home on a Rare 0.55-Acre Corner Lot — Just Minutes from Downtown Welcome to 400 Plumosa Drive, an extraordinary property unlike anything else on the Sanford market. Set on a private, oversized 0.55-acre corner lot, yet just 0.9 miles — a four-minute drive — from the beloved heart of Historic Downtown Sanford, this home offers a rare blend of space, privacy, and unbeatable location. Totally renovated from top to bottom — new roof, new windows, new appliances, new A/C, new water heater, updated electrical system, updated flooring, remodeled bathrooms, and fresh finishes throughout — it's completely move-in ready. Offering 4 bedrooms and 3 full bathrooms, the single-story main home lives bright and open, with an independent entry hall, a living room with attached office, a kitchen and dining room made for gathering, and large windows that fill every space with light. The 4th bedroom is where this property becomes truly special: a spacious 624 sq ft bedroom set on its own upper level, complete with a walk-in closet and a full bathroom. Private, generous, and full of light, it's the kind of space most homes simply don't have. Imagine it as a magnificent second primary suite — a grand owner's retreat set apart from the rest of the home — or reimagine it entirely as guest quarters, a game room, a creative studio, a teen hideaway, or a multigenerational living space. The possibilities here are genuinely yours to define. A 2-car garage adds everyday comfort and storage. Best of all is the land itself: room to entertain, garden, park an RV or boat, and space to grow — with exciting potential to add an ADU (Accessory Dwelling Unit) for guests, family, or passive rental income (subject to City of Sanford approval, zoning, permitting). Just beyond your door, downtown's brick-lined streets, restaurants, craft breweries, Riverwalk, and Lake Monroe await — with easy access to the airport, Lake Mary, and all of Central Florida. More than a house, 400 Plumosa Drive is an invitation to the life you've been imagining.

400 Plumosa Drive, Sanford

$579,999

4 Beds ⋅ 4 Baths ⋅ O6421712 MLS

This 1920 Craftsman four-square in Sanford's Rose Court community was the childhood home of Donna Lou Harper Askew, First Lady of Florida, with her father's initials still carved in the back steps. That is the history. Here is the home. You are welcomed by a bright enclosed front porch surrounded by walls of windows, perfect as a sitting room, home office, or morning coffee spot. Inside, the formal living and dining rooms are flooded with natural light and showcase the original character throughout: restored oak hardwood floors, intact millwork and solid wood doors, a stained glass window, French door entryways, double-hung wood windows, and FOUR separate fireplaces. The fully renovated 2025 kitchen features shaker cabinetry, granite and butcher block counters, subway tile backsplash, black and white tile floors, farmhouse sink, gas range, and a Samsung Bespoke appliance suite, with an in-kitchen eating area and breakfast nook beside the formal dining room. Upstairs are three bedrooms, including the primary suite with walk-in closet and its own cozy fireplace, plus a renovated bathroom with custom tile work and a modern vanity. Adding exceptional versatility, the property also features a private living suite complete with its own entrance, kitchenette, full bath, and generous living area, ideal for multigenerational living, guests, a home office, or potential rental income. The oversized fenced yard includes an outdoor kitchen with gazebo and a workshop/golf cart garage, both with utilities, all in Sanford's Eastside golf cart zone minutes from Historic Downtown dining, Lake Monroe, and SunRail. Best of all, the home carries over $170,000 in documented improvements with every major system updated. The character is original. The worries are not. Schedule your private tour today.

2101 Sanford Avenue, Sanford

$379,900

4 Beds ⋅ 2 Baths ⋅ O6421639 MLS

Completely Renovated 4-Bedroom Home on Over 1/3 Acre! Welcome home to this beautifully renovated 4-bedroom, 2-bath residence situated on an oversized more than 1/3-acre lot shaded by majestic oak trees. Thoughtfully updated throughout, this move-in ready home offers the perfect blend of modern style and comfortable living. Step inside to discover an open, light-filled floor plan featuring luxury vinyl plank flooring, fresh contemporary finishes, and a spacious living room centered around a cozy wood-burning fireplace. The spacious eat-in kitchen is sure to impress with crisp white cabinetry, solid surface countertops, stainless steel appliances, and a farmhouse sink. Upgrades include Electrical panel (2022), re-pipe (2023 and irrigation pump in 2026. The split-bedroom layout provides privacy, while the generous primary suite and three additional bedrooms offer flexibility for family, guests, or a home office. Outside, enjoy the expansive fenced yard with plenty of room for entertaining, gardening, pets, or future additions such as a pool, workshop, or outdoor living space. Features include: Wood-burning fireplace, Luxury vinyl plank flooring throughout, Modern lighting and fixtures and a spacious open floor plan. Fenced yard on over 1/3 acre and NO HOA! Sprinkler system is on a well, so you will save some money on irrigation! Conveniently located near shopping, dining, schools, parks, and major roadways, this beautifully updated home offers space, style, and exceptional value. Seller open to buying a home warranty and contribute towards closing costs for buyer with acceptable offer.

719 Cherokee Circle, Sanford

$725,000

OM726705 MLS

Unlock the potential of this exceptional commercial opportunity in the heart of Sanford! Ideally situated on busy Sanford Avenue with outstanding visibility and convenient access to SR 417, US 17-92, Ronald Reagan Boulevard, Lake Mary Boulevard, and less than five minutes from Orlando Sanford International Airport. This offering includes the real estate, business, and existing equipment, making it an excellent opportunity for an owner-operator or investor. Designed for flexibility, the property is well suited for a restaurant, bar, entertainment venue, or a combination concept. Guests can enjoy both indoor and outdoor seating, including a spacious patio that is perfect for live music, private events, BBQs, and open-air dining. The interior features a commercial kitchen with a hood system, walk-in cooler, two generously sized restrooms, and an abundance of on-site parking, providing added convenience for customers, employees, and special events. Adding to its value, the oversized lot offers additional space in the rear with the potential for future expansion, including the opportunity to construct another building (subject to zoning, permitting, and local approvals). Whether you're looking to expand an existing operation or develop the property further, this flexibility creates even more possibilities. Located just minutes from Downtown Sanford and Lake Mary, this property offers endless opportunities for entrepreneurs and investors looking to bring their vision to life in one of Central Florida's growing commercial corridor. **Schedule your private showing today and discover the possibilities this unique property has to offer!**

3640 Sanford Avenue, Sanford

$358,000

5 Beds ⋅ 3 Baths ⋅ A12027208 MLS

Completely remodeled from top to bottom ,Move in Ready ,conveniently located near schools ,shopping ,dinning , and major roadways ,dont miss the opportunity to own this beautiful home ,schedule your private showing today .A must see !

2331 Randall Street, Sanford

$525,000

5 Beds ⋅ 4 Baths ⋅ C7527696 MLS

Welcome to 1100 Cornell Drive, Sanford, FL 32771, a property full of opportunity in one of Central Florida's fastest-growing areas. Whether you're a homeowner looking to create your dream space or an investor seeking your next project, this home offers incredible potential and a location that's hard to beat. Conveniently located just minutes from Historic Downtown Sanford, you'll enjoy access to a vibrant mix of restaurants, breweries, boutique shopping, waterfront parks, and year-round community events. Outdoor enthusiasts will appreciate nearby Lake Monroe, the Sanford RiverWalk, and numerous parks and recreation areas. Commuters will love the easy access to I-4, SR 417, and the Central Florida Zoo, while Orlando, Lake Mary, and the beaches are all within reach. With shopping, dining, entertainment, and everyday conveniences just minutes away, this property offers the perfect combination of value, location, and potential. Don't miss your chance to own a home in one of Sanford's most desirable and rapidly developing areas. Bring your vision and make this property your own!

1100 Cornell Drive, Sanford

$199,000

4 Beds ⋅ 3 Baths ⋅ O6419982 MLS

Under contract-accepting backup offers. AGENTS - PLEASE VIEW REALTOR REMARKS IN THE MLS. **INVESTMENT OPPORTUNITY** Located in a quiet, laid back area in Sanford, is this large 4-bedroom, 3-bathroom home that has 2,512 square feet of flexible living space. The primary suite has a modern updated bathroom with a stand-alone tub, offering a great start to your investment. Additional improvements include a updated roof and a newer water heater. This home features TWO WOOD BURNING FIREPLACES that anchors cozy living areas. THE ENTIRE PROPERTY IS FENCED, creating a defined space for outdoor privacy, while the large rear private yard invites gardening or get-togethers, NO REAR NEIGHBORS! A LARGE SHED adds more storage or a workshop. LARGE GARAGE featuring a utility sink and a newer garage door opener. The LARGE SCREENED IN FRONT PORCH makes for a perfect place to sit outside and enjoy the view. A side entrance off the kitchen opens up other possibilities for a separate suite. The GATED DRIVEWAY enhances safety and privacy. Situated in a tranquil area yet close to the Sanford Int'l airport, this home combines comfort, practicality, and location in one compelling package. To truly appreciate this home and its details, it is a must see in person property! Schedule a showing today to see for yourself the opportunity here. All showings are by appointment only. Offers may be entered ONLINE through Sunday, August 2, 2026 at 5:00 pm. AT SELLER'S DISCRETION, A SUBMISSION MAY BE ACCEPTED AT ANY TIME.

1840 Jerry Avenue, Sanford

$227,900

3 Beds ⋅ 2 Baths ⋅ S5152591 MLS

Perfect starter home close to downtown sanford!! This 3 bed 1 and 1/2 bath home on an oversized lot has a newer AC Unit outside and air handler inside as well along with a thermostat. It has been fenced all around the front and back creating lots of room for get togethers. New refrigerator, New washer and dyer. Fire pit in the backyard for entertainment. Upgrades inside include new floors, paint, Tint on the windows and a Water filtration system. In this area the city of sanford is replacing all the sewer lines in the area. Inside there is an alley kitchen and a bonus room with bookshelves and a half bath. Don't miss out on this opportunity to own this slice of sanford. Bring your agent and book your showing.

2541 S Palmetto Avenue, Sanford

$200,000

2 Beds ⋅ 1 Baths ⋅ O6394931 MLS

Under contract-accepting backup offers. Your dream of affordable homeownership starts here! This charming two-bedroom, one-bathroom home offers 725 square feet of thoughtfully designed living space, combining low-maintenance comfort with an unbeatable location in the heart of Sanford. Inside, vaulted ceilings create an open and airy feel, while durable tile flooring extends throughout the home. The kitchen features honey-toned wood cabinetry, granite countertops, stainless steel appliances, a pantry, and plenty of workspace for everyday living. The primary bedroom includes a ceiling fan and convenient above-storage cabinetry, while the updated bathroom offers a granite-topped vanity, a beautifully tiled walk-in shower, and an included stackable washer and dryer. Step outside to a spacious 120' x 70' fully fenced backyard, updated in 2024 with a double gate, making it perfect for pets, recreational vehicles, or outdoor entertaining. New sod installed in 2025 complements the expansive yard, while the custom tiki hut creates the perfect setting for relaxing with family and friends. An updated driveway completed in 2019 adds to the home's curb appeal. The true highlight of this property is its exceptional location, offering a lifestyle that's hard to match. Enjoy being just minutes from historic Downtown Sanford, where you'll find locally owned restaurants, breweries, boutique shopping, waterfront dining, and year-round community events. Spend weekends exploring the Downtown Sanford Marina or launching your boat from the nearby City of Sanford boat ramps. Outdoor enthusiasts will love the easy walk to Wynnewood Park, James Dunn Park, and Roseland Park, offering playgrounds, basketball courts, picnic and BBQ areas, scenic ponds with fountains, and even the area's beloved peacocks and wild ducks. Commuters will appreciate being just seven minutes from Sanford Orlando International Airport and approximately ten minutes from both I-4 and SR-417, providing easy access throughout Central Florida. Best of all, Florida's beautiful east coast beaches are only about 30 minutes away, making this home an outstanding opportunity to enjoy everything the Sanford lifestyle has to offer. ROOF - 2020(metal) HVAC - 2019

2317 S Summerlin Avenue, Sanford

$385,000

3 Beds ⋅ 2 Baths ⋅ O6419250 MLS

Welcome to 117 W 19th! This completely remodeled 1930s Sanford home is ready for you! FULLY renovated in 2019, everything in this home is 7 years old or newer! With beautiful curb appeal adding tons of natural shade, you enter through your COVERED front porch to your open living room! Overlooked by your beautiful kitchen, with LEATHER GRANITE countertops, it's great for hosting! As you walk through to your primary suite, you can step out of your PRIVATE back patio and into your oasis of a backyard. This home has such great additions aside from the full remodel, including PLANTATION SHUTTERS, and PAID OFF SOLAR paired with an LG SOLAR BATTERY to create almost no electric bill and WHOLE HOME PROTECTION during a power outage!

117 W 19th Street, Sanford

$425,000

3 Beds ⋅ 1 Baths ⋅ V4949834 MLS

Virtually Staged. Exceptional opportunity to own a double commercial lot in the heart of Sanford, Florida! Located at 3316 W 5th Street, this versatile property features a completely renovated structure currently in progress, offering the perfect canvas for investors, entrepreneurs, or business owners looking to customize their space from the ground up. The existing structure has undergone extensive renovations and can easily be converted into a professional office building, medical suite, law office, or a variety of other commercial uses — making it an ideal investment for end-users and developers alike. Strategically positioned with immediate access to SR 46, quick connectivity to Interstate 4, and just minutes from the thriving Historic Downtown Sanford corridor, this property sits in a high-visibility, high-traffic area poised for growth. Enjoy the benefits of proximity to established retail, dining, professional services, and the continued commercial expansion throughout the Sanford market. Whether you're looking to complete the renovation to your own specifications, establish a business headquarters, or add a income-producing commercial asset to your portfolio, this double lot delivers size, location, and flexibility that is rarely found at this price point. Don't miss this unique chance to secure a foothold in one of Central Florida's fastest-growing commercial corridors. Schedule your showing today! One or more photo(s) was virtually staged

3316 W 5th Street, Sanford

$375,000

2 Beds ⋅ 1 Baths ⋅ V4949829 MLS

Virtually Staged. COMMERCIAL OPPORTUNITY just off of SR46. Discover exceptional value with this strategically located property at 3312 W 5th St, Sanford, FL. Nestled just minutes from major transportation arteries, including I-4 and State Road 46, this location offers unmatched accessibility for businesses and commuters alike. Its close proximity to downtown Sanford adds to its appeal, placing it at the heart of a vibrant, growing community with increasing demand for commercial and professional services. The property sits on a spacious lot, offering significant land value in a sought-after area. While the existing structure presents a solid foundation, its true potential lies in redevelopment—ideal for converting into a modern office building, professional suites, or a mixed-use commercial space. With Sanford’s continued growth and revitalization, this is a rare chance to invest in a high-visibility location with strong future appreciation. Don’t miss this opportunity to capitalize on location, land value, and redevelopment potential—all within easy reach of major highways and the thriving downtown district. Perfect for investors, developers, or business owners looking to establish a strategic foothold in Central Florida. One or more photo(s) was virtually staged

3312 W 5th Street, Sanford

$295,000

3 Beds ⋅ 2 Baths ⋅ TB8521395 MLS

Welcome to this beautifully updated 3-bedroom, 1.5-bath home situated on a spacious corner lot in the established Country Club Manor community of Sanford. Offering 1,832 square feet of living space, this move-in-ready residence features an open floor plan with updated laminate flooring, fresh interior and exterior paint, and a renovated kitchen complete with granite countertops, modern cabinetry, and newer appliances. The generous primary suite includes a private half bath, walk-in closet, and attached sitting area. Additional highlights include a cozy family room with a wood-burning fireplace, bonus room, indoor utility room, and a newer roof installed in 2023. Conveniently located near shopping, dining, parks, Downtown Sanford, SR 417, and I-4, with no HOA restrictions, this property offers both comfort and flexibility for homeowners and investors alike

201 Hays Drive, Sanford

$265,000

3 Beds ⋅ 2 Baths ⋅ O6416967 MLS

Under contract-accepting backup offers. Short Sale. Experience the charm of Historic Downtown Sanford with this beautifully updated 3-bedroom, 2-bath home situated on an oversized 0.21-acre lot in one of Seminole County’s most desirable and walkable locations. Offering 1,218 square feet of thoughtfully designed living space, this property combines historic character with modern updates and exceptional flexibility thanks to its desirable zoning and no HOA. Inside, you’ll find a bright and inviting interior featuring new windows installed in 2025, luxury vinyl plank flooring throughout, updated bathrooms, and a beautifully renovated kitchen designed to impress. The kitchen showcases 42-inch cabinetry, elegant quartz countertops, stainless steel appliances, and a dedicated bar and beverage area—perfect for entertaining or enjoying everyday living. The private primary suite offers a peaceful retreat with direct access to an outdoor deck overlooking a tranquil creek setting, creating the perfect space for morning coffee or relaxing evenings outdoors. The expansive lot provides added outdoor potential and flexibility while maintaining privacy and a natural setting rarely found this close to downtown. Location is truly unmatched. Just minutes from Lake Monroe, the Sanford Riverwalk, and Historic Downtown Sanford, you’ll enjoy easy access to award-winning restaurants, local breweries, art galleries, boutique shopping, and year-round events, including the Sanford Art Walk, Food Truck Fiesta, festivals, and community gatherings that make Sanford one of Central Florida’s most vibrant destinations. Commuters will appreciate quick access to I-4, Downtown Orlando, Orlando Sanford International Airport, and the Lake Mary business corridor. Whether you're searching for a primary residence, second home, or investment opportunity, this move-in-ready property offers character, modern updates, zoning flexibility, and an unbeatable location. Property is being sold As-Is.

112 Avocado Avenue, Sanford

$195,000

3 Beds ⋅ 2 Baths ⋅ O6417321 MLS

Under contract-accepting backup offers. Short Sale. SHORT SALE – Excellent Opportunity! This 3-bedroom, 2-bath home offers great potential for homeowners, investors, or first-time buyers looking to add value. Conveniently located in Sanford with easy access to shopping, dining, schools, major highways, and the Orlando area. Spacious layout, generous yard, and plenty of opportunity to customize and make it your own. Property is being sold as-is. Sale is contingent upon seller’s lender approval and all short sale terms and conditions. Don’t miss this chance to own a home in a desirable location at an attractive price. Schedule your showing today!

2429 S Elm Avenue, Sanford

$430,000

2 Beds ⋅ 2 Baths ⋅ O6417197 MLS

Under contract-accepting backup offers. Nestled beneath a canopy of majestic century-old oaks in Sanford's Residential Historic District, this beautifully restored, fully furnished 1910 bungalow offers a rare opportunity to own a piece of the city's history. Thoughtful updates provide peace of mind, including complete electrical rewire, complete repipe of plumbing supply lines, a high-efficiency HVAC system with UV germicidal light (2017), tankless gas water heater, natural gas heat, Nest thermostat, water softener system, and a durable metal roof. The original windows have been carefully restored and remain fully operational. Lovingly restored and meticulously maintained, the home was honored with the 2019 Sanford Historic Preservation Award, recognizing the exceptional care taken to preserve its original character while thoughtfully updating it for modern living. A charming herringbone brick pathway leads you home, where a historic-style street lamp and welcoming front porch create the perfect setting for the quintessential downtown Sanford lifestyle. Inside, soaring 10-foot ceilings, original heart pine floors, restored double-hung windows, crown molding, and substantial 8-inch baseboards showcase the craftsmanship of an earlier era. Natural light fills the home, while the open-concept living, dining, and kitchen areas create a comfortable flow for both everyday living and entertaining. The beautifully renovated kitchen features quartzite countertops, soaring custom cabinetry, and KitchenAid stainless steel appliances, including a gas range. The spacious primary suite offers a thoughtfully designed bathroom with a custom dresser vanity, Kohler sink, walk-in shower with subway tile, marble shower flooring, and a thermostatic rain shower system. A charming wallpapered powder bath is conveniently located off the laundry room, which also provides flexible space for a home office, hobby area, or additional storage. Step outside to a private, fenced backyard with alley access, a storage shed, and sunny garden spaces. Located in Sanford's golf cart and bike-friendly historic district, you're just moments from the downtown waterfront, locally owned restaurants, breweries, galleries, boutiques, parks, and the year-round events that make Sanford one of Central Florida's most beloved communities. Come discover why so many people fall in love with Sanford's historic charm, walkable lifestyle, and strong sense of community. This sweet bungalow is ready to welcome its next chapter.

514 S Palmetto Avenue, Sanford

$525,000

3 Beds ⋅ 2 Baths ⋅ O6416946 MLS

Under contract-accepting backup offers. Step into a rare piece of Sanford history with this beautifully restored century-old home, prominently located at the gateway to the Historic District on iconic South Park Avenue. This large 3-bedroom, 2-bath residence offers nearly 1,900 square feet plus a spacious private-entry office. From the moment you arrive, the charming wrought-iron fenced yard and brand-new brick-paver driveway set the tone for what’s inside. This home has been restored -not simply renovated- striving to honor its original craftsmanship and preserve its soul. Inside, you’ll find restored original hardwood floors, red mosaic tile in office, authentic period paint colors, and original working windows complete with their historic weights and ropes—a true testament to the care taken in bringing this home back to its former glory. The fully updated kitchen and bathrooms seamlessly blend modern luxury with historic elegance, featuring upscale finishes, designer touches, and stunning chandeliers throughout. The cozy wood burning fireplace anchors the living space, adding warmth and character. This home is zoned residential/commercial, which offers incredible flexibility for a home-based business, studio, or professional office while still enjoying all the warmth and charm of historic living. Brand new: AC, brick paver driveway/patio area, fresh paint inside and out all new fixtures are just a few items on the long list of recent improvements! Located in highly desirable Downtown Sanford’s historic golf cart district, you’re just minutes from award-winning restaurants, breweries, shopping, entertainment, and the city’s famous festivals and events. Whether you're looking for a distinctive residence, an investment opportunity, or the perfect live/work space, this one-of-a-kind historic gem delivers charm, flexibility, and location in one unforgettable package. Schedule your showing before it's gone!

1318 S Park Avenue, Sanford

$699,900

4 Beds ⋅ 3 Baths ⋅ G5113659 MLS

Step into a rare piece of Sanford history with this beautifully restored 1924 residence located in the heart of Sanford's Historic District. Combining timeless architectural character with extensive modern upgrades, this exceptional property offers the best of both worlds. From the moment you arrive, you'll appreciate the fresh exterior transformation featuring over $24,000 invested in brand-new premium vinyl siding with an upgraded deluxe color package, Tyvek moisture barrier, and exterior enhancements completed in 2026. The entire exterior has been freshly painted and is surrounded by lush, professionally maintained landscaping with an irrigation system. Inside, original hardwood floors have been beautifully refinished throughout the living areas, while updated tile flooring enhances the wet areas. The fully renovated kitchen is truly a showpiece, featuring premium Fulgor Milano appliances renowned for their Italian craftsmanship and cutting-edge technology. Enjoy a propane gas range with vent hood, built-in wine refrigerator, espresso machine, White Bay cabinetry, quartz countertops, and a designer tile backsplash. The home offers four spacious bedrooms and three updated bathrooms featuring seamless glass showers, upgraded fixtures, and elegant tile work. A separate exterior entrance leads to a glass-enclosed sunroom, creating the perfect space for a home office, professional workspace, or client meeting area without entering the main residence. Additional improvements include new double-pane Low-E windows that fold inward for easy cleaning, a commercial-grade HVAC system, added insulation, upgraded lighting and ceiling fans, knockdown ceilings, and a roof replaced in 2013. Outdoor living is equally impressive with a charming covered front porch featuring wood ceilings and a spacious rear deck with accent lighting, ideal for entertaining family and friends. The fenced backyard provides privacy and security for pets and children while offering plenty of room to enjoy the Florida lifestyle. One of the property's most unique features is the massive 30' x 24' detached garage with room for up to four vehicles, abundant storage space, and potential for future conversion into a guest house, workshop, or mother-in-law suite. Located less than two miles from vibrant Downtown Sanford, you'll enjoy easy access to award-winning restaurants, craft breweries, boutiques, waterfront parks, festivals, and entertainment. The neighborhood offers a charming Winter Park-style atmosphere with the added convenience of a new Costco coming soon. With no HOA, extensive upgrades, historic charm, and modern luxury throughout, this is a truly one-of-a-kind opportunity. For those seeking additional possibilities, the adjacent parcel is also available for purchase (MLS G5113660), creating a rare opportunity for expansion or custom construction. Schedule your private showing today and experience one of Sanford's most impressive historic homes.

2001 Sanford Avenue, Sanford

$500,000

3 Beds ⋅ 2 Baths ⋅ O6414698 MLS

Under contract-accepting backup offers. Rare lakefront opportunity in the highly sought-after Loch Arbor Isle of Pines community! Nestled on an expansive 1+-acre waterfront lot on beautiful Crystal Lake, this custom one-owner 3 Bedroom, 2 Bath home offers 1,812 square feet of living area and endless potential. Enjoy stunning lake views from the family room, which features a cozy fireplace and the primary bedroom. Original character abounds with terrazzo flooring hidden beneath much of the carpeting and rich 3/4-inch tongue-and-groove paneling throughout portions of the home. The floor plan includes spacious living areas and a side-entry 2-car garage. Additional features include a Generac whole-house generator (propane gas powered,) two HVAC systems, and a Culligan water treatment system. Outside, the detached structure presents incredible flexibility as a potential workshop, guest house, artist's retreat, hobby space, or home office. Surrounded by mature landscaping and offering over an acre of land, this property provides a unique combination of privacy, natural beauty, and convenience. Located just minutes from Mayfair Golf & Country Club, shopping, dining, and major roadways, this is a rare chance to create your dream lakefront estate in one of Sanford's most established and desirable neighborhoods!

230 S Crystal Drive, Sanford

$425,000

V4949596 MLS

Virtually Staged. Exceptional opportunity to own a double commercial lot in the heart of Sanford, Florida! Located at 3316 W 5th Street, this versatile property features a completely renovated structure currently in progress, offering the perfect canvas for investors, entrepreneurs, or business owners looking to customize their space from the ground up. The existing structure has undergone extensive renovations and can easily be converted into a professional office building, medical suite, law office, or a variety of other commercial uses — making it an ideal investment for end-users and developers alike. Strategically positioned with immediate access to SR 46, quick connectivity to Interstate 4, and just minutes from the thriving Historic Downtown Sanford corridor, this property sits in a high-visibility, high-traffic area poised for growth. Enjoy the benefits of proximity to established retail, dining, professional services, and the continued commercial expansion throughout the Sanford market. Whether you're looking to complete the renovation to your own specifications, establish a business headquarters, or add a income-producing commercial asset to your portfolio, this double lot delivers size, location, and flexibility that is rarely found at this price point. Don't miss this unique chance to secure a foothold in one of Central Florida's fastest-growing commercial corridors. Schedule your showing today! One or more photo(s) was virtually staged

3316 W 5th Street, Sanford

$375,000

V4949594 MLS

Virtually Staged. Discover exceptional value with this strategically located property at 3312 W 5th St, Sanford, FL. Nestled just minutes from major transportation arteries, including I-4 and State Road 46, this location offers unmatched accessibility for businesses and commuters alike. Its close proximity to downtown Sanford adds to its appeal, placing it at the heart of a vibrant, growing community with increasing demand for commercial and professional services. The property sits on a spacious lot, offering significant land value in a sought-after area. While the existing structure presents a solid foundation, its true potential lies in redevelopment—ideal for converting into a modern office building, professional suites, or a mixed-use commercial space. With Sanford’s continued growth and revitalization, this is a rare chance to invest in a high-visibility location with strong future appreciation. Don’t miss this opportunity to capitalize on location, land value, and redevelopment potential—all within easy reach of major highways and the thriving downtown district. Perfect for investors, developers, or business owners looking to establish a strategic foothold in Central Florida. One or more photo(s) was virtually staged

3312 W 5th Street, Sanford

$199,000

3 Beds ⋅ 2 Baths ⋅ O6414902 MLS

Virtually Staged. Welcome to 1506 W 16th St, a thoughtfully laid-out home designed for comfortable everyday living. The kitchen serves as the heart of the home and features a full suite of stainless steel appliances, offering both functionality and a modern touch. With a practical floor plan and well-defined living spaces, this move-in-ready property presents a great opportunity for buyers seeking convenience and comfort.. Included 100-Day Home Warranty with buyer activation

1506 W 16th Street, Sanford

$324,900

4 Beds ⋅ 2 Baths ⋅ O6414601 MLS

New price! tenant in place: Investors or move in. NO HOA, Welcome to your beautifully updated corner-lot retreat featuring a sparkling pool and exceptional outdoor living! Step inside and be greeted by a bright, open-concept floor plan designed for both comfort and entertaining. The spacious living room flows seamlessly into the dining area and kitchen, creating an inviting space for everyday living. The kitchen features solid-surface countertops and newer appliances, while elegant bamboo and tile flooring add warmth and style throughout the home. This well-maintained property offers valuable recent upgrades, including a 2023 roof, tankless water heater, electrical panel, newer HVAC system, a recently renovated primary bathroom, and fresh interior paint, providing peace of mind for years to come. An exterior storage area offers additional convenience and functionality. Step outside to your private backyard oasis, where a brand-new pool deck creates the perfect setting for entertaining guests, hosting family gatherings, enjoying weekend barbecues, or simply relaxing poolside under the Florida sun. Ideally located just minutes from downtown Sanford, shopping, dining, schools, the airport, and Highway 417, this home combines modern updates, outdoor enjoyment, and everyday convenience. Move-in ready and full of charm—just bring your personal touch and start enjoying the Florida lifestyle you've been waiting for. seller motivated.

156 Pinecrest Dr, Sanford

$349,500

3 Beds ⋅ 2 Baths ⋅ O6413892 MLS

Waterfront living on over half an acre! This 3-bedroom, 2-bath home features a newly updated kitchen and beautiful water views, creating a peaceful setting to enjoy every day. The spacious lot offers plenty of room for outdoor entertaining, gardening, or future possibilities. Conveniently located near shopping, dining, major highways, and everyday amenities, this property offers the perfect blend of privacy, convenience, and charm. Don't miss this opportunity to own a waterfront property in Sanford!

309 Vihlen Road, Sanford

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