Lake Helen Real Estate Search

Lake Helen 5 Bedroom Properties for Sale

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Newest Lake Helen 5 Bedroom Properties for Sale

5 Beds ⋅ 3 Baths ⋅ O6427099 MLS

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. SELLER IS OPEN TO REASONABLE OFFERS AND WILLING TO NEGOTIATE! BRING YOUR OFFERS!

212 Pleasant Street, Lake Helen

5 Beds ⋅ 3 Baths ⋅ V4950017 MLS

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

5 Beds ⋅ 3 Baths ⋅ V4949979 MLS

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

5 Beds ⋅ 5 Baths ⋅ V4949539 MLS

Rare opportunity to own a highly versatile 6-acre AG-exempt estate in sought after Lake Helen. This exceptional property features a beautifully maintained pool home, separate barndominium, multiple insulated and powered outbuildings, RV accommodations, equestrian amenities, and extensive space for agricultural pursuits, hobbies, equipment storage, or a home-based business. The main residence offers 3 bedrooms, 2 baths, and approximately 1526 square feet of living space with an attached 2 car garage. Recent updates (2022) include remodeled kitchen featuring an island, an updated primary suite with double sinks and dual walk-in closets, indoor laundry, and luxury vinyl flooring throughout the main living areas with carpet in the bedrooms. Designed for privacy, functionality, and country living, this unique property offers endless possibilities. The main residence is complimented by a stunning screened saltwater pool completed in 2023, featuring a sun shelf, built-in bar seating, and spacious outdoor living areas. A fenced backyard with electric dig deterrent fencing, gated entry, keypad access, motion lighting, and numerous upgrades create a private and welcoming retreat. The separate barndominium offers comfortable living space along with 2 bedrooms, 2 baths, full kitchen with living room/ dining room area with an oversized insulated garage, wraparound covered porches, RV hookup and pad, fenced dog yard with electric dig deterrent fencing, 10-foot ceilings, multiple roll-up doors, and its own septic system installed in 2023. The flexible design makes it ideal for guests, extended family, hobbies, or live-work opportunities. Multiple insulated and powered outbuildings provide exceptional flexibility for workshop space, equipment storage, agricultural operations, woodworking, automotive projects, crafts, trades, or a home-based business. One building includes office space, air conditioning, windows, and a full bath. The workshop and office complex enjoys its own separate gated entrance, providing convenient access for equipment, trailers, deliveries, or business operations. Additional features include separate metering, ample parking, and a circular asphalt-milled drive. Equestrian enthusiasts will appreciate three fenced pastures, livestock accommodations, tack/feed facilities, chicken coop, and pole-barn shelters. The property also features separate gate from the side road with an alleyway between the pastures for added security and convenience off loading livestock. Located in Lake Helen, a golf-cart-friendly community known for its equestrian heritage and small-town charm, this property offers a lifestyle rarely found in Central Florida. Whether you’re seeking a private family compound, equestrian estate, agricultural retreat, hobby farm, or a property with extensive workshop and storage capabilities, this exceptional estate delivers a rare combination of comfort, flexibility, and country charm.

135 Linda Sue Drive, Lake Helen

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