Deland Single Family Homes For Sale - 503 homes

Remarks: NEW ROOF being installed! Set on nearly 3 fenced and gated acres in the Glenwood area, this property offers a private setting with room to spread out, work, and enjoy the outdoors without giving up access to everyday conveniences. A 3/4 wraparound covered porch sets the tone before you even step inside, creating a natural extension of the living space and a place to slow down and take in the surroundings. Inside, the home offers nearly 2,000 square feet with a layout that balances defined spaces and flexibility. A formal dining room and separate parlor or flex space provide options for a home office, guest area, or alternative use, with the potential for a 4-bedroom configuration utilizing existing flex space, subject to buyer verification. The main living areas flow easily to the screened pool and attached spa, creating a comfortable indoor-outdoor connection that overlooks the property. The attached 2-car garage includes a mini-split air conditioning system, offering additional versatility for workspace, storage, or hobby use. Recent updates include HVAC (2025), septic drainfield (2025), updated windows, granite kitchen countertops, and updated bathrooms. The property is equipped with a well and water filtration system, a central vacuum system, and a Generac generator connected to a propane tank for added efficiency and backup power. Additional improvements include a newer water heater. Zoned Agricultural (A-3), the land is set up for a variety of uses and includes an oversized metal garage or workshop with loft, RV hookup, two chicken coops, garden area, and a large shed or barn structure. The acreage features a mix of open space and mature trees, with natural pathways throughout. An adjacent 10.47-acre parcel at 2095 Stone Road is available under a separate MLS listing and may be purchased together. Conveniently located near downtown DeLand, shopping, grocery stores, parks, trails, and natural springs, with access to area beaches and Orlando attractions, while still offering a more rural setting. All information is deemed reliable but not guaranteed and should be independently verified by buyers and their agents, including but not limited to measurements, zoning, land use, septic system, permitting, and any other material facts. Shown by appointment only. Property may be under video and audio surveillance.

Listing is courtesy of: GOLDEN SAPPHIRE REAL ESTATE LLC (386-846-2663)

Listing Agent: Amber Spiecher (386-846-2663)

Remarks: A famous HOME! In 1876 Henry “DeLand” took a much needed vacation to Florida. He was so enamored with the warm weather, topography and natural beauty he decided to purchase land, lots of it! At 42 he had spent over half his life in the baking soda industry in New York. His proposal was to create a community to encourage tourism and orange cultivation. He played a role in everything, the first school, the first church, DeLand was later incorporated in 1882. This special home belonged to this visionary and will forever be a special part of this town. Nestled in the Historic District, this 1885 doll house is a short stroll to the city’s award winning Main Street. Exuding period specific character that cannot be matched, this is more than a home, this is a piece of history. Meticulously kept, this vintage charmer has over 2,600 sq ft of living space thoughtfully planned for everyday living. Timeless features include a brick fireplace, arched openings, built-in bookshelves, high ceilings, wrought iron stair railings, nostalgic lighting, decorative floor registers, original claw foot tub and mint condition heart pine flooring throughout! The main floor primary suite is a plus with 3 additional bedrooms located upstairs. Closet space is also a welcomed surprise, undoubtedly created over the past 140 years! All bedrooms have an ensuite or access to the Jack & Jill bathroom. A 1/2 bath is situated on the first floor for added convenience. Like many homes of the late 1800’s there was a huge focus on separate spaces for everything. This home presents this well without feeling to choppy! Downstairs you’ll find a proper foyer, office, living room with quintessential bay window, and a reading room or “parlor”. The kitchen is delightful with sage green cabinetry, stone wall and picturesque views through the many windows overlooking the back yard. A large island with quartz countertops and upscale appliances refines the space, not too overdone and complimentary to this era. Two additional sets of French doors also lead outside where you can enjoy over 1/2 acre of lushly landscaped property with mature trees in a private setting. An adorable white picket fence across the front yard really gives a nice buffer for children and pets! The front porch is especially pretty with shaker shingles and a tongue and groove ceiling. Rocking chairs are a must! A large back deck provides ample space for get togethers and additional living space! Walk barefoot past your very own wildflower garden, then throw on the boots and grab a few fresh eggs from the hen coop! An ivy covered workshop/garage is great for storage or to indulge in future hobbies! This home has a transitional vibe, so you could go ornate victorian, simple craftsman or artsy eclectic! A wonderful home, a fantastic investment and a true statement of personality!

Listing is courtesy of: LAKEFIELD REALTY GROUP LLC (407-383-6497)

Listing Agent: Autumn Makin (352-455-0044)

Remarks: One or more photo(s) has been virtually staged. Welcome home to this beautifully maintained 3-bedroom, 2-bathroom home situated on a spacious .22-acre corner lot with lush landscaping and inviting curb appeal. Located in the desirable Forest Trace community, this home offers the perfect blend of comfort, functionality, and convenience. Step inside to find formal living and dining rooms ideal for entertaining or hosting family gatherings. The large family room provides plenty of space to relax and flows seamlessly into the open kitchen featuring granite countertops, ample cabinetry, and a layout designed for everyday living. The spacious primary suite offers a peaceful retreat with a large walk-in closet and a private en suite bathroom complete with double sinks and a walk-in shower. Additional bedrooms are spacious and share a guest bathroom. Additional highlights include an inside laundry room for added convenience and a screened porch with a ceiling fan, perfect for enjoying Florida evenings year-round. Forest Trace offers an excellent location with close access to the Glenwood bike trail, convenient routes to Downtown DeLand via Spring Garden Avenue, and proximity to nearby schools including Southwestern Middle School and DeLand High School. Enjoy being close to shopping, dining, recreation, and all the charm that DeLand has to offer.

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

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

Remarks: Stunning Mid-Century Modern Retreat on an Oversized Corner Lot in DeLand! Welcome to this beautifully maintained 3-bedroom, 2-bath residence offering over 2,100 square feet of character, comfort, and space on a generous 0.57-acre corner lot. If you’re looking for something beyond cookie-cutter with no HOA, this one-of-a-kind property delivers timeless style and everyday functionality. Step inside to abundant natural light and inviting living spaces filled with warmth and charm. The spacious layout features multiple gathering areas, three electric fireplaces, and a bright Florida room perfect for relaxing, entertaining, or enjoying peaceful mornings. Two skylights—one in the kitchen and one in the guest bathroom—bring in even more natural light and enhance the home’s airy feel, while the vaulted ceiling in the living area adds character and openness. Outside, the expansive paver patio and large yard create an ideal setting for hosting guests, gardening, pets, hobbies, or simply enjoying the Florida lifestyle. The oversized lot offers privacy, flexibility, and room to spread out. Recent updates provide added peace of mind, including a newer roof (2022), A/C (2023), pavers (2023), updated plumbing (2018), electrical upgrade (2024), renovated guest bath (2024), whole-house Generac generator with propane tank installed (2024), RV hookup (2025), new French doors plus a new bedroom window (2025), electrical to the shed (2025), and solar-powered aluminum entry gates (2025) at both the front and back entrances. Conveniently located near shopping, dining, downtown DeLand, and area attractions, this rare property offers the perfect blend of personality, practicality, and outdoor living. Come experience the charm, space, and possibilities this special home has to offer.

Listing is courtesy of: LANDSHARK REALTY (321-567-7992)

Listing Agent: Laura Vasquez-Wolfe (321-794-5115)

Remarks: Luxury, Space & Florida Living All in One Welcome to this stunning 2-story contemporary home nestled on 3 beautiful acres, offering the perfect blend of privacy, nature, and convenience in the heart of DeLand. This spacious home features an open and inviting layout with generous square footage, beautiful balconies to sit back and relax, and breathtaking views of the natural wildlife right outside your back door. Enjoy peaceful mornings with coffee or unwind in the evenings surrounded by nature — all while being just minutes from city conveniences. Step outside to your screened-in pool and expansive outdoor entertaining area, perfect for hosting family gatherings, weekend BBQs, or simply enjoying the Florida lifestyle year-round. Located near charming downtown DeLand, you’ll love the local boutiques, dining, festivals, and small-town charm while still being only a quick drive to area beaches, I-4, shopping, and entertainment. Conveniently close to schools of all grade levels and beautiful Stetson University. Features 2-Story Contemporary Home 3 Private Acres Screened-In Pool with Large Outdoor Entertaining Area and Spacious Interior & Balconies you are sure to see Wildlife & Natural Views Near Downtown, Beaches, Shopping & I-4 Close to Stetson University & Local Schools Experience the perfect combination of luxury, comfort, and location — where peaceful country-style living meets modern convenience.

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

Listing Agent: Deborah Rood (386-747-7674)

Remarks: Welcome to this beautifully designed 3-bedroom, 2-bath home with a versatile office/den, built in 2023 and located on a desirable corner lot in Lakewood Park. This residence combines modern architecture with thoughtful upgrades, featuring an elegant stone-accented exterior, paver driveway, and a spacious 2-car garage. Inside, the open floor plan is filled with natural light and flows seamlessly from the living area to the gourmet kitchen, complete with quartz countertops, premium appliances, and custom cabinetry. The primary suite is a true retreat with a spa-inspired ensuite bath, including an upgraded shower with a built-in seat, floor to ceiling tile and an expansive walk-in closet. Luxury vinyl plank flooring enhances the main living spaces, while plush carpeting adds comfort to each bedroom. Professionally installed rain gutters, a reclaimed-water sprinkler system, and meticulous landscaping create exceptional curb appeal. Outdoors, enjoy a private patio perfect for relaxing or entertaining, as well as access to the community pool and playground for added lifestyle amenities. This home offers a rare combination of modern elegance, functional design, and an ideal location—perfect for buyers seeking quality, comfort, and convenience.

Listing is courtesy of: COLLADO REAL ESTATE (386-427-0002)

Listing Agent: Chad Erickson (386-689-5825)

Remarks: Under contract-accepting backup offers. Lifestyle Living Backyard the 14 X 27 screened-in patio enhanced by pavers, overlooking the backyard, ideal for relaxing year-round. Just beyond, you’ll find a covered hot tub area to enjoy year round. There is additional storage in the backyard, creating your own private retreat. This beautifully maintained spacious 3 bedroom, 2.5 baths, two-story home located in the established and sought-after Glenwood Springs community of DeLand. Offering 2,544 sq ft of comfortable living space. This inviting residence features granite countertops and granite window sills, a spacious kitchen with abundant storage, center island, and updated stainless steel appliances—perfect for both everyday living and entertaining. The downstairs offers an open floor plan including kitchen, dining room and Great Room, with an additional flex space that can serve as a second living room, or office. All bedrooms are conveniently located upstairs, including a generous primary suite showcasing elegant tray ceilings, his-and-her walk-in closets, and a fully updated en-suite bath with his and her vanities, a luxurious soaking tub, and a walk-in rain shower. Tile flooring throughout the downstairs area with the exception to the flex room. The bedrooms have beautiful wood-grain luxury laminate. Beautiful 5" baseboards. The attention details is evident throughout this home. Step outside to enjoy. The paver driveway has been widened to allow for additional parking, and screen enclosed front entrance allows for added security. Glenwood Springs offers residents access to a COMMUNITY POOL and playground, all while being located in the vibrant and charming city of DeLand—close to shopping, dining, and local attractions. This home is move-in ready and truly has it all. ROOF 2021, HVAC System 2021, Water Heater 2023. The home also includes a security system for added peace of mind OWNER WOULD CONSIDER A LEASE TO OWN OPTION

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

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

Remarks: There is something special about a brick home that just feels right—warm, grounded, and built to last. Just minutes from downtown DeLand, this home offers the perfect balance of quiet living and convenience. Set in an established neighborhood with mature trees, this home offers the kind of setting people are actively looking for—quiet streets, shade, and a sense of place that newer areas often lack. Inside, you will find a spacious layout with large, comfortable rooms that make everyday living easy. The expansive Florida room is the true centerpiece—filled with natural light and offering endless possibilities for relaxing, entertaining, or simply enjoying the view of your backyard. Step outside and you will appreciate the large yard, giving you room to spread out, garden, entertain, or just enjoy a little extra space around you. DeLand is known for its charming, award-winning Main Street, local shops, restaurants, and year-round events, as well as the beautiful campus of Stetson University. Nearby, you will find parks, walking trails, and easy access to major roads for commuting, while still enjoying the peaceful feel of a more established residential setting. It is the best of both worlds—close to everything, yet tucked away just enough to feel like home. If you are looking for a home with character, space, and a welcoming, homey feel in a well-established setting, this one checks all the boxes.

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

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

Remarks: Spacious and well-appointed 3-bedroom, 2-bath home featuring a formal living room, dining room, and separate family room, offering plenty of space for both everyday living and entertaining. Enjoy outdoor living in the screened lanai, overlooking a peaceful pond with a fountain. The property is fully enclosed with a vinyl privacy fence for added comfort and security. This home is packed with valuable upgrades, including a roof replaced in 2023, HVAC system (2019), and water heater (2024). It also features a Kohler gas whole-house generator, Rain Bird sprinkler system, security cameras, and an alarm system ready for monitoring. The main bathroom offers a spa-like retreat with a Jacuzzi tub and separate shower. Located in a desirable community that includes a pool, park, and playground, this home combines comfort, functionality, and lifestyle amenities—making it a perfect choice for families or anyone.

Listing is courtesy of: COLDWELL BANKER COAST REALTY (386-490-4240)

Listing Agent: Mark Oberlender (786-326-2139)

Remarks: Under contract-accepting backup offers. Adorable house with tons of potential just minutes from Stetson University and charming downtown DeLand! This three bedroom two bath home puts you right where you want to be—close to shops, dining, and all the local favorites without sacrificing neighborhood feel. Inside, you’ll find a layout that makes sense. A formal dining room and a bonus office/den that’s perfect for working from home and a kitchen/ family room combo. The one-car garage keeps your car out of the Florida sun, or gives you extra storage for all those “I’ll use this someday” items. Out back, a screened-in porch lets you enjoy the outdoors without becoming a buffet for mosquitos. It could use some updates, but whether you’re a first-time home buyer ready to build equity or an investor eyeing a strong rental near Stetson University, this home checks the boxes that actually matter: location, layout, and long-term potential. Come see it before someone else with vision and a Pinterest board beats you to it!

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

Listing Agent: Jane Grose (386-801-2034)

Remarks: Looking for a property with no HOA? This move-in ready home sits on a fully fenced 75’ x 150’ lot, giving you the freedom and space you’ve been searching for. Featuring a 3-bedroom, 2-bath split floor plan with an oversized one-car garage, this home offers an open-concept design perfect for everyday living. The kitchen is the heart of the home with abundant cabinetry and countertop space for those who love to cook. Breakfast bar and dining area have sliding glass doors that allow you to step outside and create your own backyard retreat with plenty of room for weekend gathers, gardening, or relaxing. An added bonus is the office or flex space located off the third bedroom, complete with private access to the backyard patio area — ideal for working from home, a hobby room, or guest space. It would also lend itself give space for family members that might need a bedroom and living space for comfort.

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

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

Remarks: Welcome to life in Victoria Hills, where golf course views, timeless curb appeal, and everyday convenience come together in one of DeLand’s most sought-after communities. Situated on a beautifully fenced lot overlooking the course, 903 Victoria Hills offers 3 bedrooms, 2.5 bathrooms, a formal dining room, and a desirable side-facing driveway that enhances both functionality and curb appeal. Inside, you’ll find spacious living areas designed for both entertaining and everyday living. The formal dining space creates the perfect setting for holiday gatherings, dinner parties, or family meals, while the thoughtfully designed floorplan offers privacy and flexibility for guests, multi-generational living, or working from home. Large windows invite natural light throughout the home and showcase peaceful golf course surroundings that create a relaxing backdrop year-round. Whether you're an avid golfer looking to live just steps from the greens, a growing family seeking space in a welcoming community, or a snowbird searching for the ideal Florida retreat, this property checks every box. The fenced backyard provides room to relax, entertain, or let pets and kids play freely while enjoying the serene setting of Victoria Hills. Located just minutes from charming downtown DeLand, residents enjoy easy access to shopping, dining, medical facilities, and entertainment, along with close proximity to I-4, making travel to Orlando, the beaches of New Smyrna Beach, and other Central Florida destinations incredibly convenient. This is more than just a home ... it’s a lifestyle opportunity in one of Central Florida’s premier golf communities.

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

Listing Agent: Matthew Buckley (407-617-0438)

Remarks: Welcome to 307 Heron Point Way in DeLand, a well-maintained 2-bedroom, 2-bath home with a versatile den and 1,547 square feet of living space. The open layout creates a seamless flow between the living, dining, and kitchen areas—perfect for both everyday living and entertaining. The den offers flexibility for a home office, guest space, or hobby room. The primary suite is privately situated and provides a comfortable retreat, while the second bedroom is ideal for visitors. Enjoy added peace of mind with a roof replaced in 2022. Located in a quiet community just minutes from shopping, dining, and major roadways, this home is move-in ready and a great value.

Listing is courtesy of: RISE REALTY OF FLORIDA LLC (386-804-4114)

Listing Agent: Alex Hurwitz (561-479-7054)

Remarks: Welcome to this charming 3-bedroom, 2-bath home situated on a desirable corner lot in Heritage Estates, DeLand. This home offers a functional layout with comfortable living spaces and a spacious primary bedroom featuring a large walk-in closet. Enjoy the benefits of a generously sized, fully fenced yard—perfect for outdoor entertaining, pets, or added privacy. Roof only 6 years old an conveniently located near shopping, dining, schools, and major roadways, this property is a great opportunity to own in a well-established neighborhood. Schedule your private showing today. ****Seller is motivated and willing to contribute up to 5K towards closing cost ***** TEXT LISTING AGENT TO SCHEDULE YOUR SHOWING APPOINTMENT!

Listing is courtesy of: NORKIS & CO REALTY (407-506-7070)

Listing Agent: Debbie Alvarez (321-217-5776)

Remarks: Under contract-accepting backup offers. Welcome to this stunning 2024-built home, purchased in 2025 and barely lived in, offering all the benefits of brand-new construction at a better-than-new price! This modern 3-bedroom, 2-bathroom residence is perfectly situated just steps from the heart of historic downtown DeLand, putting one of Central Florida's most celebrated communities right at your doorstep, with NO HOA and NO CDD fees. Downtown DeLand is an award-winning Florida Main Street destination celebrated for its brick-lined streets filled with independent restaurants, coffee shops, boutiques, and weekly events. Enjoy the Friday evening Artisan Alley Farmers Market, Persimmon Hollow Brewing Co., the historic Athens Theatre, and year-round festivals including a craft beer festival, ice cream walk, and fall craft fair, all just a short stroll away. Less than 2 miles away is Stetson University, Florida's oldest private university, founded in 1883, with its beautiful campus and vibrant community events open to all. This 1,516 sq ft home features above-grade construction on a slab foundation with luxury vinyl plank flooring throughout, not a square foot of carpet in sight. The open-concept kitchen and family room combo is built for modern living, complete with quartz countertops, stainless steel appliances, and an airy, light-filled layout. The primary suite includes a walk-in closet and a spa-inspired ensuite bath with a freestanding soaking tub, glass-enclosed shower, and double vanity. An inside laundry room rounds out the thoughtful floorplan. Out back, enjoy peaceful conservation area views that provide natural privacy with no rear neighbors. The attached 2-car garage includes a garage door opener, and the rear porch is perfect for unwinding at the end of the day. The new SunRail DeLand station is just minutes away, and with quick access to I-4, commuting to Orlando or Daytona Beach is a breeze. This is a rare chance to own a like-new home in one of Volusia County's most walkable, vibrant, and fast-growing communities. Don't wait!

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Heather Demuth (386-299-6914)

Remarks: Welcome to historic DeLand, Florida where this 1950’s three bedroom two bath stunner is located. The only thing vintage about this home is the good bones; everything else has been stylishly updated. Inside, you’ll find beautiful ceramic tile and wood floors throughout, fresh paint, crown molding, a large galley kitchen with endless cabinet space, Corian countertops, stainless steel appliances, and a natural gas range. The bathrooms feature updated vanities, tubs, tiled showers, plumbing & light fixtures. The windows throughout the home have been replaced and there is a ton of closet space. The formal living room and dining area are perfect for entertaining and an additional large great room off the kitchen for those large holiday gatherings or embrace your inner HGTV vibe and convert it into a large master suite. The possibilities are endless. The home sits on a spacious .33 acre lot with a fenced in backyard that doubles as your tropical oasis complete with bougainvillea, giant salvias, and a star fruit tree ready to be picked. This gardener’s dream also has a small room off the back of the house perfect for a gardening shed or workshop plus an additional storage shed so your tools don’t have to fight with your holiday decorations for space. There’s so much to do in downtown DeLand which this home sits only two miles from. Enjoy the fantastic shopping, restaurants, breweries and wine bars. You can cheer on the Stetson Hatters at a sporting event or soak in some art and culture at the DeLand Museum of Arts or take in a show at the Athens Theater. DeLand is a short drive to the beaches, Deleon Springs and Blue Springs state parks for the outdoorsy sunbathers, surfers or kayakers and forty minutes from Orlando. Come on! Make your appointment to see this gorgeous home in delightful DeLand!

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

Listing Agent: Jane Grose (386-801-2034)

Remarks: Built in 2023, this 3-bedroom, 2-bath home in Pelham Park offers 1,649 square feet of well-designed living space with modern finishes and an open floor plan that lives larger than the numbers suggest. The kitchen is the centerpiece of the main living area, featuring shiny bright shaker cabinetry, a center island with bar seating, stainless steel appliances, and a dining space that flows seamlessly into the living room. An electric fireplace adds warmth and character to the living area without the maintenance of a traditional unit. The primary suite is set apart from the secondary bedrooms and includes a walk-in closet, a private ensuite with dual vanity, and a walk-in shower. Two additional bedrooms share a full hall bath. A dedicated interior laundry room and a 2-car garage round out the practical features buyers expect. Out back, a covered lanai overlooks a peaceful conservation area with no rear neighbors. The concrete block and stucco construction, hip roof, and slab foundation reflect the quality of a newer build with years of low-maintenance living ahead. Pelham Park is a newer community conveniently located near downtown DeLand, everyday shopping, and easy access to I-4. Flood Zone X means no flood insurance is required. The neighborhood park is just up the street and is perfect for the summer parties ahead. Call today for your private showing. **MLS Info is intended to be correct but is not guaranteed and all information must be verified by buyers.**

Listing is courtesy of: COSTA REALTY PARTNERS LLC (386-717-4559)

Listing Agent: Morgan Murray (386-748-4479)

Remarks: This 2.50 acre property offers mature oak trees, privacy with room to expand, and no HOA. A solid 3-bedroom, 2-bath brick home has a practical layout with ongoing updates already started. From the front entry, you step into an open living area featuring a wood-burning fireplace and direct flow into the newly renovated kitchen. The kitchen includes quartz counters, an island, and two pantries, creating plenty of workspace and storage. Down the hall, the primary bedroom includes a fully remodeled en suite with an oversized walk-in shower, dual showerheads with separate controls, and floor-to-ceiling tile. The additional bathroom has also been updated. Every room has oversized windows, bringing in natural light throughout the home. A bright Florida room on the side of the house offers additional living space with large windows overlooking the property. Buyers can continue the upgrades and add custom touches—such as a closet system in the primary closet—to make the home their own. The property offers city water and includes two wells (one that was previously used for the home but is now disconnected, one for irrigation). Roof was replaced in 2024 and there is a NEW hot water heater. Owners are also selling the connected 2-bedroom home at 420 Glenwood Rd (MLS V4946063). The two parcels share a legal easement that provides access between the properties, creating a great opportunity for buyers needing two nearby homes or multigenerational options. Located minutes from shopping centers, restaurants, grocery stores, and award winning Downtown DeLand and Stetson University.

Listing is courtesy of: LIVELY REAL ESTATE (386-562-6038)

Listing Agent: Amanda Quinn (352-552-2618)

Remarks: Under contract-accepting backup offers. Nestled just steps from the heart of historic downtown DeLand and within walking distance to Stetson University, this beautifully preserved 1935 residence blends timeless character with thoughtful modern updates, offering a rare opportunity to own one of the area’s truly special homes. Featuring 5 bedrooms and 4.5 bathrooms, the layout offers exceptional flexibility for a variety of living arrangements, with the potential to serve as an ideal setup for extended households, guests, or those seeking proximity to campus. Pine wood flooring runs throughout, showcasing the craftsmanship and charm that define this era of construction. The main-level primary suite includes a walk-in closet and private ensuite bath, while an upstairs bedroom with its own full bath creates the option for dual primary-style suites. Multiple living and dining areas provide space to gather or spread out, and a light-filled upstairs office offers the perfect work or creative space. A convenient half bath sits just off the main living areas. Outdoor living is just as inviting. Enjoy a welcoming front porch perfect for relaxing, or retreat to the private backyard featuring a sparkling pool with paver frame, full pool bath, and vinyl privacy fencing that creates a peaceful setting for entertaining or everyday enjoyment. A detached garage adds additional storage and functionality. Major updates provide peace of mind while preserving the home’s historic integrity, including double-pane windows (2011), Hardie board siding, metal roof (2021), updated electrical with inactive knob-and-tube wiring (2021), newer plumbing, main sewer line replacement (2024), upstairs A/C (2021), downstairs A/C (2023), and two tankless water heaters. The plumbing and electrical systems have also been updated for a clean 4-point inspection, and the neighborhood is equipped with fiber internet for fast, reliable connectivity. With its generous layout, architectural charm, and unbeatable location near downtown DeLand shops, dining, and local events, plus walkability to Stetson University, this property offers a unique combination of lifestyle and versatility that is rarely available. If you’ve been searching for a spacious historic home in one of DeLand’s most desirable areas, this is one worth seeing in person. Schedule your private showing today.

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

Listing Agent: Danielle Hughes (407-474-3697)

Remarks: Welcome to 2660 Winnemissett Oaks Drive, an extraordinary custom estate in one of DeLand’s most exclusive communities. Located on a quiet, dead-end street in Winnemissett Oaks, this 6-bedroom, 5-bath executive pool home offers 4,814 sq. ft. of luxurious living space, a 3-car garage with over 1,100 sq. ft., and a long list of upgrades designed for comfort, performance, and lifestyle.Set on 2.5 meticulously landscaped acres, the home makes a striking first impression with mature landscape architecture, raised garden beds with irrigation, and a fully fenced backyard. Inside, soaring ceilings and a bright, open layout welcome you in. A formal dining room, spacious family room with gas fireplace and custom built-ins, and a chef’s kitchen flow seamlessly into one another, making everyday living and entertaining effortless.The kitchen is a true centerpiece—featuring marble countertops, high-end appliances, soft-close custom cabinetry, and an ice machine. The primary suite on the main floor is a serene retreat with dual walk-in closets, a spa-style bathroom with double walk-in shower and soaking tub, and peaceful views of the pool area. A second flex suite with its own full bath offers the perfect space for a home office, guest quarters, or private study. Upstairs, you’ll find four additional bedrooms and three bonus rooms—ideal for a gym, media room, rec space, or creative studio.Outdoor living is truly elevated with a screen-enclosed pool and spa, surrounded by a double-height pool cage, recently resurfaced deck (July 2025), and a gas-heated hot tub—perfect for relaxing evenings or entertaining guests.This home is as efficient as it is beautiful. A solar panel system generating approximately 24 megawatt-hours per year keeps energy costs down while supporting sustainable living. Additional features include a whole-home water filtration system, water softener, electric vehicle charging station, and coastal storm shutters for peace of mind.The oversized 3-car garage offers plenty of room for vehicles, toys, and projects, complete with a lighted workbench and custom tool storage. Located just minutes from I-4 and downtown DeLand, this property is tucked into a private neighborhood with a low HOA of just $1,100/year. With a perfect balance of style, space, and smart living, 2660 Winnemissett Oaks Drive is more than a home—it’s a lifestyle opportunity. Come see what makes this custom estate truly one of a kind. **MLS Info is intended to be correct but is not guaranteed and all information must be verified by buyers.**

Listing is courtesy of: COSTA REALTY PARTNERS LLC (386-717-4559)

Listing Agent: "West" Costa (386-717-4559)