Homes for Sale Near Southwestern Middle in Deland - 77 homes

Remarks: If these walls could talk, they’d have over a century of stories to tell. Tucked into Downtown DeLand behind a charming little white picket fence, this 1910 home carries that rare kind of character you just can’t recreate. Three full floors, five bedrooms, and three bathrooms give you the space, while the soul of the home does the rest. Step inside and you’re welcomed into the living room, with an electric fireplace. Just off to the right, the only bedroom on the first floor offers flexibility for guests, an office, or a tucked-away retreat. To the left, a full bath conveniently located outside the kitchen. Simple, functional, and right where you need it. The kitchen has its own story to tell, with a hidden-away laundry room just off to the side, complete with built-in shelving and access to the rear porch and patio, perfect for slipping outside with your morning coffee or winding down at the end of the day. Back through the heart of the home, the dining area connects it all and leads you upstairs to the second floor. Here you’ll find four more bedrooms, a centrally located full bath, and a second laundry area, because homes like this were built for real living & convenience. And then there’s the third floor. Unfinished, but far from forgotten. With a full bathroom already in place, this space is full of possibility, a studio, retreat, extra living space or loft. This isn’t just another house. It’s a piece of DeLand’s history waiting for someone who appreciates the character, the quiet corners, and the feeling that you’re part of something that’s been standing strong for generations. It's a place where past & present meet, and where the next chapter is waiting to be told.

Listing is courtesy of: BEE REALTY CORP (386-279-7522)

Listing Agent: Bee Powell (386-490-0915)

Remarks: One or more photo(s) has been virtually staged. This beautiful new construction offers 1,784 sq. ft. of modern living with 3 spacious bedrooms, 2 stylish bathrooms, and a 2-car garage. The open floor plan features a sleek kitchen with brand new appliances, high ceilings, large backyard, and an inviting island, perfect for entertaining. This property is located approximately 2 miles away from Stetson University. Enjoy the peace of mind with hurricane impact windows and a thoughtfully designed master suite with an en-suite bath and walk-in closet. Situated in a growing community close to schools, parks, and stunning beaches, this home is a must-see! Schedule your private tour today!

Listing is courtesy of: KAY & CO REALTY INC (407-559-7333)

Listing Agent: Cherelle Registre (305-930-3635)

Remarks: Tucked away in the quiet charm of Glenwood—a peaceful hideaway known for its natural beauty and bird sanctuary charm—this 3-bedroom, 2-bath block home offers the perfect blend of quiet living and convenient access. Just 15 minutes from Historic Downtown DeLand, you’ll be close to delightful local shops, cozy cafés, and weekend strolls under the oaks. And when you’re ready for adventure, the shores of Daytona and New Smyrna Beach or the energy of Orlando are just a short drive away. Inside, the inviting eat-in kitchen features warm custom wood cabinetry, a stainless steel sink, dishwasher, range and microwave—ready for home-cooked meals and family gatherings. The adjacent laundry room includes washer and dryer hook-ups and added space for storage and ease. The primary bedroom serves as a peaceful retreat, complete with a skylight that bathes the ensuite in soft, natural light. For year-round comfort, the home Out back, you'll find a spacious, fenced yard—perfect for pets, playtime, or hosting weekend barbecues. The 2-car garage offers generous space for is equipped with a mini-split A/C for efficient climate control. Also offers room for vehicles, bikes, boats, or hobbies of your choosing. This lovingly maintained home is priced with value in mind—motivated sellers are ready to welcome you home. Come see the charm and comfort for yourself! Fan in Great Room does not convey.

Listing is courtesy of: ERA GRIZZARD REAL ESTATE (386-222-3608)

Listing Agent: Linda Lee (386-383-3877)

Remarks: Under contract-accepting backup offers. Immaculate Pool Home | 3BR + Office | 3-Car Garage | Prime Location | Block Built Welcome to this beautiful one-owner home where pride of ownership truly shines! Meticulously maintained and move-in ready, this spotless residence offers the perfect combination of comfort, space, and style. Featuring 3 bedrooms, 2 baths PLUS a private office with French doors, this home is designed with a desirable split bedroom floor plan for added privacy. You’ll love the formal dining room and the spacious family room that opens seamlessly to the kitchen and dinette area—perfect for everyday living and entertaining. The kitchen is a standout with granite countertops, ample cabinetry, large Breakfast bar, and a layout that keeps you connected to the heart of the home. Dinette offers upper and lower built in cabinets. Step outside to your own private oasis—a huge screened-in lanai with pavers surrounding a sparkling in-ground saltwater pool with waterfall and lifetime pebble finish. Privacy Shade for the covered entertaining area. Planter accents! This is Florida living at its finest, ideal for relaxing or hosting gatherings year-round. The primary suite offers a peaceful retreat with dual closets, an en-suite bath featuring dual sinks, a whirlpool tub, private W/C, and a walk-in shower. Situated on a generous 1/3-acre lot in an established community, this home also features: a 3-car garage with built-in cabinets, floor coating, & 2 openers; natural gas connected; On-demand gas hot water heater & gas heating; two linen closets for extra storage; Gutters and beautifully maintained landscaping. Location, location, location! Conveniently located less than 2 miles to Advent hospital, about 3 miles to Publix, and close to shopping, dining, and everyday amenities. Less than 3 miles to charming Downtown DeLand and Stetson University. This home truly has it all—don’t miss your opportunity to own this exceptional property. Schedule your private showing today!

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Terry Bailey (386-801-9300)

Remarks: INCOME-PRODUCING QUADRUPLEX NEAR STETSON & DOWNTOWN DELAND! An investor’s opportunity awaits with this income-producing quadruplex in a prime DeLand location. Offering reliable rental income, key system updates, and strong long-term demand, this property is ideal for house-hackers, portfolio investors, or anyone entering the investment market.Major improvements have already been handled, including a new roof (2018) and newer A/C systems (2015) — allowing you to focus on income, not repairs. Three of the four units are currently rented, providing immediate cash flow with additional upside potential. Demand in this area stays consistently strong thanks to its unbeatable proximity to: Stetson University, Downtown DeLand's restaurants, boutiques, breweries, and nightlife, convenient access to major roads and commuting routes. High rental demand, dependable location, and low-maintenance updates combine to create the kind of investment that works for you from day one. This income-generating gem is ready for its next owner.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Mark Ramey (407-496-1766)

Remarks: Under contract-accepting backup offers. Step into a piece of DeLand history—where timeless charm meets modern comfort—at this beautifully preserved 1914 home nestled in the heart of the historic district. From the moment you arrive at 426 N Clara Ave, you can almost feel the stories this home holds. Picture mornings on the porch with a cup of coffee, shaded by mature trees, and evenings spent strolling just blocks away to the vibrant shops, restaurants, and events of Downtown DeLand—or a quick walk to Stetson University’s picturesque campus. Inside, the home welcomes you with original hardwood floors and stunning built-ins, rich with character you simply can’t recreate. Natural light pours through the windows, highlighting the perfect blend of historic craftsmanship and thoughtful modern updates. The updated kitchen is both warm and functional, featuring butcher block countertops, stainless steel appliances, and new wood flooring, creating a space that’s equally suited for quiet mornings or hosting friends and family. Upstairs, the bedrooms provide a cozy retreat, complete with the convenience of second-floor laundry. The remodeled bathrooms bring a touch of luxury to everyday living—especially the upstairs bath with its classic clawfoot tub, perfect for unwinding at the end of the day. And just when you think you’ve seen it all, the finished third-floor attic awaits—equipped with its own mini-split system. Whether you envision a private guest suite, creative studio, or inspiring home office, this versatile space adapts to your lifestyle. Sitting on a rare double lot, this property offers incredible future potential. With room to add an ADU (Accessory Dwelling Unit), you have the possible opportunity to create additional income, a guest house, or multi-generational living—something increasingly hard to find in this sought-after location. (City approval required) This is more than just a home—it’s a lifestyle. A place where history, walkability, and opportunity come together in one truly special property. Don’t miss your chance to own a piece of DeLand’s past—while building your future. Roof and new gutters (2024), Exterior Paint (2025), Master Bath remodel (2025), Mini split added to attic (2025), 2 AC Units (2023), Floors refinished (2023), Crawlspace enclosed (2018) Electric Vehicle Outdoor Outlet (2025)

Listing is courtesy of: CALL IT CLOSED INTL REALTY (407-338-3339)

Listing Agent: Lisa Bertin Queena (407-952-4468)

Remarks: Under contract-accepting backup offers. Tucked along the shores of Lake Beresford, this inviting DeLand home offers a rare waterfront setting with an approximately 8-foot-deep canal, providing easy and reliable access for boating out to the St. Johns River. With no HOA and just over 3000 square feet of living space, this property delivers both freedom and functionality in a scenic setting. Inside, the home features refreshed interior paint (2026), laminate flooring (2021), plantation shutters, and a central vacuum system for added convenience. The kitchen, bathroom, and laundry room have been thoughtfully updated, creating a clean and comfortable feel while maintaining the home’s original charm. A Florida room with newly finished stained concrete floors (2026) adds a versatile space filled with natural light—ideal for relaxing or entertaining. Character details shine throughout, including tongue-and-groove porch ceilings and stylish shiplap accents that bring warmth and texture to the home’s design. Outdoors, a newly added paver fire pit (2026) creates a welcoming gathering space, while the chain link fenced yard (2026) adds both function and flexibility. RV and generator hookups provide additional practicality for a variety of lifestyles. For water enthusiasts, the boathouse with a belt driven lift with aluminum cradle (2023) makes lake access effortless. Additional updates include exterior paint (2022) and a roof replacement (2022), offering peace of mind for years to come. This property is a rare opportunity to enjoy laid-back lakeside living with modern touches in one of DeLand’s most scenic settings.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Elvira Hanna (386-785-7735)

Remarks: Is there a 3-bed home in DeLand under $400K with a pool, office space, and modern upgrades. This 3-bedroom, 2-bath home in Mallory Square offers 1,679 square feet, built in 2019, featuring a newly installed screened pool, a dedicated bonus room used as an office, and a 2 car garage. Welcome to 112 Big Pine Key Blvd in the desirable Mallory Square community of DeLand, FL. This well-maintained home delivers the perfect balance of functionality and lifestyle. Inside, the open-concept layout connects the living, dining, and kitchen areas, creating an inviting space for both daily living and entertaining. A standout feature is the bonus room currently used as a home office, ideal for remote work, study space, or a flexible-use room that adapts to your needs. The primary suite offers a private retreat with a well-appointed bathroom and generous closet space. Two additional bedrooms provide comfortable accommodations for guests or household members. Built in 2019, the home benefits from newer construction and modern efficiencies. Step outside to enjoy the newly installed pool with a full screen enclosure, designed for year-round Florida enjoyment with added comfort and reduced maintenance. Located in Mallory Square, this home offers convenient access to historic downtown DeLand, parks, shopping, and dining. If you're searching for a move-in ready home with flexible space and outdoor living, this property delivers.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Tawanda Purdie Llc (352-346-3721)

Remarks: Fantastic opportunity to own a two-story duplex in the heart of DeLand! This well-located property features two spacious units - one offering 2 bedrooms and 1.5 bathrooms, and the other a 3-bedroom, 1.5-bathroom layout. Both units include their own laundry spaces and private back patio areas, perfect for added comfort and convenience. With one unit vacant and one occupied, this duplex offers flexibility for investors or owner-occupants alike. Enjoy unbeatable walkability to downtown DeLand, Stetson University, and nearby county and city buildings, along with dining, shopping, and entertainment just steps away. A prime location, versatile layout, and strong potential make this duplex a standout opportunity you don’t want to miss! (All info to be verified by buyer)

Listing is courtesy of: GREENE REALTY OF FLORIDA LLC (386-734-2200)

Listing Agent: Hailey Graham (386-405-8016)

Remarks: Under contract-accepting backup offers. Welcome to this lovingly-maintained, one-owner 4 bedroom, 2 bath brick home with a 2-car garage, located in the desirable neighborhood of Fern Garden Estates, known for larger lots. The home offers a great split floor plan with comfortable living spaces and a layout designed for everyday living. Pride of ownership is evident throughout, with added features including a new refrigerator and central vacuum system. Enjoy outdoor living with a large screened rear porch, and a brick paver planter area that could easily be converted into a charming firepit. With the home's classic, straightforward design, it provides an excellent foundation for personalization. Conveniently located near shopping, with easy access to I-4, and just minutes from historic downtown DeLand, this home combines comfort, location, and long-term value.

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Hannah Hoffmann (386-956-0411)

Remarks: Tucked away on 0.97 ACRES off the main road on a private road, this property offers the perfect opportunity to build the workshop you have been dreaming of or the ADU (Accessory Dwelling Unit). With NO HOA, you will have the freedom to bring your Work Trucks, RV, boat, or other recreational vehicles. This one owner home has been meticulously maintained and is located 10 minutes from charming downtown DeLand, while providing privacy, peace and quiet in a country setting with city conveniences. USDA ELIGIBLE AVAILABLE! This 3-bedroom, 2-bathroom home features an open floor plan with both a spacious living room and separate family room area, offering flexibility for everyday living and entertaining. The kitchen overlooks the main living space and flows seamlessly through sliding glass doors to the fully fenced, expansive backyard, ideal for backyard barbeques and outdoor enjoyment. An exterior shed provides additional storage space. Major updates include: Hardie Board siding added (2008) Roof (2013) AC system (2014) with annual service, Drainfield replaced (2017) Water heater (2018) Well serviced (2025) Exterior paint (2024) Newer Sliding glass doors with Blinds between the double pane glass. Transferable termite bond, Windows have pre-cut storm boards. Septic Cleaned 2026 Living in DeLand means being part of a vibrant, welcoming community with a rich history and culture. Join the Friday and Saturday night activities, browse unique shops, enjoy locally owned restaurants, and take in the bustling farmers' market. Blue Springs State Park, De Leon Springs, and Gemini Springs, Lake Beresford Park and Hontoon Island State Park are nearby, offering endless opportunities for hiking, kayaking, and bike trails. Easy access to I-4, connecting you to Orlando, Daytona Beach, and the recently added SunRail to DeLand’s Amtrak station.

Listing is courtesy of: LANE REALTY SERVICES, LLC (386-747-5054)

Listing Agent: Pam Dean (386-747-5054)

Remarks: Under contract-accepting backup offers. Tucked away in the highly sought-after Mallory Square community, this beautifully updated 3-bedroom, 2-bath home offers nearly 2,000 square feet of stylish, move-in ready living. From the remodeled kitchen to the spa-like primary suite, every detail has been thoughtfully upgraded. Inside, you’ll find upgraded flooring and a flexible layout with two versatile flex spaces—perfect for a home office, media room, playroom, or additional living or dining space. The fully remodeled kitchen features seamless countertops, upgraded appliances, and expanded cabinetry and counter space, creating a functional and inviting space for everyday living and entertaining. The primary suite is a true retreat, complete with a beautifully renovated bathroom and soaking tub designed for relaxation. Additional upgrades and features include a fully fenced backyard for added privacy, an epoxy-coated garage floor with a transferable lifetime warranty, a new roof in 2020, and solar panels designed to help significantly reduce monthly electric costs. Conveniently located near downtown DeLand, shopping, dining, and major roadways for an easy commute, this impeccably maintained home offers the perfect blend of comfort, flexibility, and location.

Listing is courtesy of: KGV REALTY GROUP (407-474-0844)

Listing Agent: Megan Gooding (407-616-6734)

Remarks: Under contract-accepting backup offers. Honey Stop The Car! Look at that huge Garage in the back! Concrete Block style home with New Roof 2020, updated fixtures, new baseboards and more. Located in the Heart of Deland just minutes from Historic Downtown and Stetson University. This home also has New Laminate Flooring throughout most of the home and owners have left enough new laminate to finish off the rest of the home. Home is freshly painted outside and most inside. The huge Family room boasts a Gas Fireplace as well as access to screened covered porch. The back yard is large enough for a pool and has a 20x32 Garage-Workshop that may be used as a man cave or she shed. Close to I-4 for easy access to Orlando attractions or the beaches. Come and enjoy this turn key property today!

Listing is courtesy of: COLDWELL BANKER PREMIER (386-445-5880)

Listing Agent: Anne Leon (386-214-1292)

Remarks: New Improved Price! Your beautifully designed contemporary residence in the sought-after Quail Hollow on the River community of DeLand, Florida awaits you. This expansive 5-bed, 2.5-bath home boasts over 3,200 square feet of living space, ideal for families seeking room to grow and entertain. The open-concept floor plan features a spacious living room, formal dining, and a bright family room seamlessly connected to a gourmet kitchen with a central island and ample counter space. Upstairs, the generous primary suite offers vaulted ceilings, dual closets, and an en-suite bath with a garden soaking tub and separate shower. Property has a flexible space for guests, office, or playroom. Enjoy Florida living covered entry and scenic views of wooded surroundings. Location is perfect just minutes from everything including shopping, entertainment, schools, major streets and expressways. This property may qualify for Seller Financing (Vendee). Call today for your private showing.

Listing is courtesy of: MIGHTY REALTY INC (407-403-6540)

Listing Agent: Joann Bonilla (317-435-5235)

Remarks: Welcome to 1240 W Voorhis Ave, a charming single-family home located just minutes from the heart of DeLand, Florida. Built in 1977, this beautifully updated residence offers 1,883 square feet of comfortable living space on a spacious OVERSIZED 0.56-acre corner lot. Inside, you'll find high ceilings that create an open, airy feel, along with a converted garage that now serves as a versatile bonus room. The expansive property provides ample room to add a detached garage, future pool, or designated RV/boat parking—perfect for designing your own private outdoor oasis. Recent upgrades include a BRAND-NEW custom-color metal roof, fresh interior and exterior paint, newer appliances, all-new electrical outlets and switches, new lighting throughout, a brand-new 3-ton HVAC system, and fully renovated primary and secondary bathrooms. With no carpet and thoughtful updates throughout, this home is truly move-in ready. Conveniently located near downtown DeLand, the new SunRail station, and Beresford Park, it offers the ideal blend of comfort and convenience. Don’t miss your chance to make this beautifully refreshed property your own—schedule a showing today!

Listing is courtesy of: OPTIMA REAL ESTATE (407-366-4500)

Listing Agent: Kristin Mclaughlin (407-340-4841)

Remarks: Under Construction. LUXURY NEW CONSTRUCTION ON 2.5 ACRES: NO HOA & A-3 ZONING! Escape to your private oasis in highly-desirable DeLand! This brand-new, custom-built estate offers the rare combination of private country living on 2.5 ACRES with the convenience of being just minutes from Historic Downtown, Stetson University, and top-rated schools. Enjoy serene mornings surrounded by historic oaks and regular deer sightings—this is the best of both worlds! This spectacular 4-bedroom, 3.5-bath residence boasts 3,333 sq. ft. of living space (4,965 sq. ft. total under roof). Designed for modern luxury and entertaining, the massive, open-concept layout is dramatically enhanced by STUNNING VAULTED CEILINGS throughout the main living area, creating an incredible sense of light and scale. The gourmet kitchen is a chef's dream, featuring a truly grand center island, two sinks, and a dedicated beverage center. The spacious, light-filled walk-in pantry includes a window overlooking the property. The kitchen flows seamlessly into the immense dining and entertainment area, which is perfect for large gatherings and showcases a stunning 12-foot built-in bar with elegant shelving to display your finest collection of wine, spirits, and glassware. The home offers exceptional sleeping arrangements, including a Luxurious Primary Suite featuring its own VAULTED CEILING and a spa-like bathroom with double vanity and an impressive double shower. A perfectly integrated walk-in closet connects directly to the laundry room for unmatched convenience. Guests will enjoy the Spacious Junior Suite with its own walk-in closet and beautiful attached full bathroom, alongside two additional large guest rooms that share a well-appointed guest bathroom. Florida living is optimized with EXPANSIVE PORCH AREAS that provide plenty of space for outdoor dining, lounging, and fully enjoying the peaceful setting. Functionality is paramount, with a dedicated front-of-house office space for quiet work, and a utility wing featuring a large mudroom and coat closet leading to an extended 2-car garage with ample room for storage and bikes. Tucked away on a quiet road, enjoy only the sounds of nature, yet maintain quick access to all local amenities. With No HOA or deed restrictions here, you have the freedom to bring your boat, RV, or dreams! Don't miss the opportunity to claim this magnificent property. Schedule your private hard-hat tour today!

Listing is courtesy of: LOCAL LIVING REALTY GROUP (386-314-5458)

Listing Agent: Courtney Pupa (386-717-9066)

Remarks: One or more photo(s) has been virtually staged. This home sparkles like new, and the location and unusually expansive lot are unique in this historic community. Yes, the L shape in the back is part of this property. This two story Brady Bunch style has made a comeback and has lots of spaces for privacy and the huge patio poses many outdoor possibilities. Why settle for a quickly constructed lookalike when you can have this well built blast from the past, right, Marcia, Marcia, Marcia? All jokes aside, this property offers so much: 2 bedrooms and living space downstairs with an additional 2 bedrooms and living space upstairs. There’s a fireplace, natural gas, wood floors, sunlit rooms, one car garage, fully equipped kitchen, and best of all this property is so very close to the nationally acclaimed downtown, with its Athens Theatre, shops, bodegas, cafes, wine bars, festivals, Friday night farmers market, and nightlife. Stetson University and its lovely campus is at the end of the block and makes for a fabulous stroll in the evening. This home is a must see. **2019 New Roof **2026 New Tankless, Gas Hot Water Heater ** Some photos are virtually enhanced

Listing is courtesy of: TOWN AND COUNTRY REALTY (386-734-8890)

Listing Agent: Deborah Dunn (386-479-7981)