32744 Zip Code FL 5 Bedroom Real Estate, Homes, Condos for Sale

5 Beds ⋅ 3 Baths ⋅ Lake Helen SubDv. ⋅ 32744 Zip Code

Welcome to your own slice of small-town paradise in the heart of charming Lake Helen. Perfectly positioned on an oversized corner lot with breathtaking views of Lake Helen, this one-of-a-kind home offers an incredible opportunity for multigenerational living, growing families, or anyone seeking room to spread out while enjoying the relaxed Florida lifestyle. All with no HOA! Originally designed as a 2-bedroom, 2-bath home, this spacious residence has been thoughtfully expanded to 4 bedrooms, 3 bathrooms, and an impressive 3,566 square feet of living space, plus a versatile upstairs loft with a closet that can easily serve as a fifth bedroom, guest suite, home office, or playroom. One of the home's standout features is its two private primary suites, each complete with walk-in closets and en-suite bathrooms, making it ideal for extended family, guests, or flexible living arrangements. Inside, you'll find an inviting open-concept layout where the kitchen and great room flow seamlessly together around a cozy wood-burning fireplace. A separate dining room, dedicated office or flex space, and expansive living areas provide endless possibilities for everyday living and entertaining. Large picture windows frame stunning views of Lake Helen, filling the home with natural light and creating a peaceful backdrop throughout the day. Recent updates provide peace of mind, including a new roof (2022), two new air conditioning systems (2024), new dishwasher and stove (2024), seamless gutters (2022), and solar panels installed in 2025 for improved energy efficiency. Tile flooring runs throughout the home, and outside you'll enjoy a fully vinyl-fenced backyard featuring a new 24-foot above-ground pool, extended driveway with room for your boat or RV, and no HOA restrictions. BRAND NEW COUNTERTOPS being installed pictures will be updated! Just across the street, embrace true lake life. Spend your mornings fishing, kayaking, canoeing, or simply enjoying the beautiful waterfront views. You'll also enjoy front-row access to Lake Helen's beautifully restored pavilion, completed through the Legacy Project, with an exciting second phase already underway that will include a brand-new public dock. Whether you're watching community events, taking evening strolls around the lake, or enjoying the friendly atmosphere that makes Lake Helen so special, this location offers a lifestyle that's difficult to replicate. If you've been searching for generous square footage, flexible living spaces, lake views, and the warmth of one of Central Florida's most beloved small towns, this exceptional home is ready to welcome you.

212 Pleasant Street, Lake Helen

$775,000

5 Beds ⋅ 3 Baths ⋅ Acreage In 8104 SubDv. ⋅ 32744 Zip Code

Virtually Staged. Rare opportunity to acquire this Lake Helen (believed to be) Circa 1890s Historic Florida Vernacular Charmer nestled on picturesque 5+/- acres with 7 stall barn. Fenced and cross fenced with scattered majestic live oaks, this estate is a horse lovers dream come true! Offering 5 bedrooms 3 baths plus oversized 3 car garage and carport. Charming wood burning fireplace with Ocala field stone surround and raised hearth. The very large and private Owners Suite is conveniently located downstairs with its own En-suite bathroom. Incredible views of the gorgeous property may be enjoyed from most rooms in the home plus both of the front and back porches. Throughout the day you can enjoy sightings of a variety of birds including a pair of resident Owls, a family of Sand Hill cranes even peacocks!! Mechanical Updates throughout make it easily insurable. This property is made up of two parcels (first is the 5 acre piece plus the second contiguous 10 acre parcel) a possible future homesite… making it a perfect family compound! Offered as a 15 acre package as well MLS #V4949979. The home is on the 5 acres parcel. A number of years ago this home was featured on Lake Helen’s historic tour of homes and is recognized by many as a distinguished local landmark! Convenient to I 4 and award winning Downtown DeLand.

900 E Kicklighter (5 +- Acres) Road, Lake Helen

$1,100,000

5 Beds ⋅ 3 Baths ⋅ Acreage In 8104 SubDv. ⋅ 32744 Zip Code

Virtually Staged. Rare opportunity to acquire this Lake Helen Circa 1890s Historic Florida Vernacular Charmer nestled on picturesque 15+/- acres with 7 stall barn and drive through garage/workshop. Fenced and cross fenced with scattered majestic live oaks, this estate is a horse lovers dream come true! Offering 5 bedrooms 3 baths plus oversized 3 car garage. Charming wood burning fireplace with Ocala field stone surround and raised hearth. The very large and private Owners Suite is conveniently located downstairs with its own en-suite bathroom. Incredible views of the gorgeous property may be enjoyed from most rooms in the home plus both of the front and back porches. Throughout the day you can enjoy sightings of a variety of birds including a pair of resident Owls, a family of Sand Hill cranes even peacocks!! Mechanical Updates throughout make it easily insurable. This property is made up of two parcels (first is the 5 acre piece plus the second contiguous 10 acre parcel) a possible future homesite… making it a perfect family compound! Offered on a 5 acre package as well MLS V4950017. With the home on the 5 acre parcel. A number of years ago this home was featured on Lake Helen’s historic tour of homes and is recognized by many as a distinguished local landmark! Convenient to I 4 and award winning Downtown DeLand.

900 E Kicklighter ( 15+/- Acres) Road, Lake Helen

$745,000

5 Beds ⋅ 2 Baths ⋅ Lake Helen SubDv. ⋅ 32744 Zip Code

One or more photo(s) has been virtually staged. This luminous 1887 Victorian is a rare opportunity in Lake Helen’s historic corridor—restored with care, modernized for comfort, and wrapped in sunlight, character, and established gardens. Inside, natural light pours through large east- and south-facing windows, accentuating tall ceilings and original architectural craftsmanship. Heart-of-pine floors flow across the first and second levels, complemented by pocket doors that transition from the dining room into a flexible living space—ideal as a music room, den, bedroom, or office. The front living area centers around a working fireplace, setting the tone for evenings of quiet comfort. Photos have been digitally altered to remove all personal property on site. Best efforts have been made to preserve the characteristics of the property, though some minor changes may be present as a result of digital alterations. The kitchen delivers volume and drama with vaulted ceilings, exposed oak beams milled in Lake Helen, abundant cabinetry, and a door that opens to a breezy side porch. A bright rear mudroom/laundry anchors the everyday entrance from the garage, and both levels offer full bathrooms for convenience. Bedrooms are generously sized—notable for a home of this vintage—and the upstairs suite opens to its own private balcony. A fully finished third floor expands the home’s usable square footage with heat, air, four windows of daylight, and a lofty vantage point where you can watch launches from Cape Canaveral. Major system improvements include AC/heat upstairs installed December 2024, ductwork under the first floor (2023), a roof installed on the main structure in 2018, solar added within the last four years, and significant restoration in the early 2000s by the previous owner that included updated wiring, plumbing, and insulation. Outdoors, the property becomes a private botanical playground. A pergola draped in mature purple wisteria anchors a peaceful garden full of producing citrus, loquat, guava, olive, apple, plum, camellias, cedar, live oak, flowering shrubs, and established hardscape. A well supplies drinking water and irrigation, complemented by a salt filtration system at the source, sprinklers, and thoughtful landscape lighting. A Chicago-brick courtyard provides a secluded entertaining space beside the home, while a two-car garage offers storage and its own climate control. Located within the protected corridor, exterior modifications follow city preservation standards—protecting the surrounding character that makes this pocket of Lake Helen so loved. Timeless architecture. Meaningful renovations. Sun-filled rooms. Wraparound porches. Private gardens. This is the kind of historic Florida living that rarely comes to market—and even more rarely stays available.

316 N Lakeview Drive, Lake Helen

$1,235,000

5 Beds ⋅ 5 Baths ⋅ Lake Helen Blk 102 SubDv. ⋅ 32744 Zip Code

Luxury Custom Home on 12.5 Acres – Built in 2023! Nestled in the serene community of Lake Helen, this custom-built luxury home offers a rare combination of privacy, space, and modern elegance. Situated on approximately 12.5 acres, this property boasts over 3,700 square feet of thoughtfully designed living space, including an incredible next-gen suite with its own living room, bedroom, and full bathroom. In total there are 5 Bedrooms, 5 Full Bathrooms, and a 2 car garage. As you approach, you'll immediately be captivated by the home’s striking curb appeal and unique front elevation design. The welcoming front patio sets the tone for the warmth and charm that awaits inside. Step through the front door and into a light-filled, open-concept living area with stunning views of the screened lanai and the wooded backyard. The gourmet kitchen is a chef’s dream, featuring stainless steel appliances, 42-inch upper cabinets, a stylish tile backsplash, a pot filler, and a spacious butler’s pantry with a double oven and abundant storage. It’s the perfect space for hosting or simply enjoying a quiet evening at home. The primary suite, tucked away at the back of the home, offers a private retreat with ample space for large furniture and a cozy sitting area. The en-suite bathroom features dual vanities, a luxurious walk-in shower, and a walk-in closet with built-ins to keep everything organized. A standout feature (other than the land!) of this home is the next-gen suite, conveniently located off the kitchen. With a built-in desk, private living space, bedroom, and en-suite bathroom equipped with a handicap-accessible tub and walk-in shower, this versatile area can be used as a guest suite, game room, or office. Additional highlights include: Two downstairs bedrooms, including one with an adjacent full bathroom. Two upstairs bedrooms, one with an en-suite bathroom, and a spacious entertainment room featuring a kitchenette and French doors opening to a breezy walkout balcony. A back patio designed for relaxation and entertaining, with seamless screen panels, shark-coated flooring, and double triple-sliding glass doors offering uninterrupted views of the pond and wooded lot. The property itself is a haven of tranquility. The front five acres have been cleared, offering a picturesque setting with a borrow pond perfect for fishing or simply enjoying stunning sunset views. If you’re seeking space, luxury, and privacy, this home has it all. Don’t miss your chance to make it yours—schedule your private tour today!

860 Lake Pearl Drive, Lake Helen

$317,000

5 Beds ⋅ 3 Baths ⋅ Embry Minor Replat SubDv. ⋅ 32744 Zip Code

This unique investment opportunity features two single-family homes on a spacious half-acre lot, complete with a detached garage and workshop space conveniently located between the two houses. Whether you're seeking rental income or a multi-generational living arrangement, this property offers endless potential. The front house boasts 816 square feet of living space with 2 bedrooms and 1 bathroom. The roof was replaced in 2023. The home also features laundry hookups on the covered rear porch for added convenience and an enclosed front porch, ideal for relaxing mornings. The rear house is larger, offering 1340 square feet with 3 bedrooms and 2 bathrooms. A screened-in front porch provides a perfect spot to unwind, and the large great room is a great spot for entertaining. The detached garage/workshop, located between the two homes, spans 1020 square feet and is perfect for car enthusiasts, hobbyists, or additional storage needs. For investors, the property offers excellent rental potential. The front house was previously rented for $1125 per month, while the rear house was rented for $1400. Future rent estimates suggest $1300 for the front house and $1600 for the rear house. Don't miss this rare opportunity to own a multi-home property with fantastic income potential.

350 N Lakeview Drive, Lake Helen

$729,000

5 Beds ⋅ 3 Baths ⋅ Memorial SubDv. ⋅ 32744 Zip Code

Enchanting Countryside Retreat in Lake Helen! Discover the timeless elegance of “the house on the hill," a stunning 5-bedroom, 3-bath residence nestled on a serene 7.94-acre estate in picturesque Lake Helen. This unique home invites you to step back to a simpler, more peaceful time without sacrificing contemporary comforts. Inside, the kitchen, is equipped with granite countertops and leads into a living area adorned with rich hardwood floors, creating a warm, inviting atmosphere, a fireplace is perfect for those chilly evenings in the family room. Recent upgrades include a new roof installed in 2020. Outdoors, the property is a haven for relaxation and entertainment. A fully enclosed veranda offers privacy and ample space for family gatherings or large parties within the expansive screened enclosure, which provides a weather-proof setting for any event. The home has a wraparound porch that overlooks pastoral views, is ideal for enjoying a tranquil morning cup of coffee. This property stands as a testament to originality in a world of uniformity. Avoid the cookie-cutter and choose a home with character and charm—choose "The house on the hill.”

455 W Kicklighter Road, Lake Helen

$649,999

5 Beds ⋅ 5 Baths ⋅ Edgewood Estates SubDv. ⋅ 32744 Zip Code

Earn income from a detached and fully equipped 1 bedroom, 1 bath, 2 car garage apartment. Or use as a mother-in-law suite, guest house or the ultimate man cave. The garage apartment was designed with Florida hurricanes in mind. It has impact windows, a gas range and tankless hot water heater. Storm prep has been made easy. Seller will even throw in their generator and portable air conditioner. This beautiful home has everything you have been looking for and is so hard to find. The apartment and main home share a half acre, corner lot with plenty of room for parking so bring your toys! No NOA. The home is located in Lake Helen's historic district. Guaranteeing the home will be surrounded by other attractive homes but without HOA fees or deed restrictions. Inside you will find two primary suites, one downstairs and another upstairs. There are two more bedrooms upstairs that share a bath, as well as a convenient 1/2 bath downstairs for guests. A gourmet kitchen awaits the chef in your family with a large walk-in pantry, breakfast bar, decorative hood above the range and loads of counter top and cabinet space. Coffered ceiling in the living room and decorative molding add to the beauty of the home. Enjoy all the Florida seasons with a covered, screened in patio and outdoor fireplace. Thoughtful attention was paid to aging in place with laundry upstairs and downstairs, wide doorways, and large downstairs shower with built-in bench. Zero steps to enter apartment from the garage.

291 W Delaware Avenue Avenue, Lake Helen

$670,000

5 Beds ⋅ 4 Baths ⋅ Lake Helen Blk 102 SubDv. ⋅ 32744 Zip Code

True MULTIGENERATIONAL home sitting pretty on a 0.72 ACRE LOT that backs up to a conservation area in quaint community of Lake Helen. 2 homes in one. 5 Bedrooms, 4 Baths contemporary Masterpiece. OVER 3,400 Sq Ft. home with an amazing Floor plan offering 2 Living rooms, 2 dining rooms, one for each side of the home. As you step into the entryway there is a spacious Living room and formal dining room with beautiful hardwood floors. The Kitchen is every cooks dream and the heart of the home. Kitchen and dining area is done in Travertine tile. There are 3 bedrooms and two full baths on this side of the home. You can step out from the kitchen to a Vinyl Fenced courtyard, perfect for your fur babies or playground area. As you walk through the kitchen into the 2nd area, it is perfect for In-laws to have their own space or Great room for entertaining from the Lanai and pool area. Great room has a wood burning fireplace to cozy up on the couch during the cooler months. Offers 2 bedrooms and 2 full bathrooms, dining room space or exercise room. You can step through to the 18 x 19 covered lanai area and relax and enjoy the brand new salt water pool and spa. You will be able to enjoy this year round since it is solar heated. . Home has two interior Laundry/Utility Rooms. With an oversized 23 x 33 Side-Entry garage with workshop area or storage area. Garage has pull down access to a large floored storage area. Exterior storage shed conveys. Minutes to I-4 easy access. 30 min drive to the Beaches and 40 min drive to Orlando. Brand new roof and solar was installed this year and has two Tesla Battery backup units that will run the entire home, except pool in any power outage. 2 Hot water heaters for each side of the home. Panel Box was updated when new solar system was installed.

838 N Summit Avenue, Lake Helen

32744 Zip Code 5 Bedroom Real Estate & Homes

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