Refine Search
Sort by
$375,000
4 Beds 2 Baths Lake Helen Blk 102 SubDv. 32744 Zip Code
Welcome to 490 John Street in the beautiful and highly sought-after city of Lake Helen. This charming 1933 duplex offers timeless character combined with solid construction, making it an exceptional investment opportunity. The property features a durable metal roof and a strong structural foundation, providing peace of mind for years to come. Situated on a spacious, nearly one-acre lot, this property offers ample room for expansion, outdoor living, or future improvements. Located on one of Lake Helen's desirable streets, the setting provides both tranquility and convenience, enhancing its long-term value. PROFESSIONAL PICTURES COMING SOON!!! Whether you're looking to expand your rental portfolio or secure a versatile income-producing property in a growing area, this duplex presents outstanding potential. Excellent opportunity for investors seeking strong returns in a prime Lake Helen location. Convenient location close to I-4 making it easy to get to wherever you need to be, beaches, airports, theme parks, Orlando and Jacksonville.

490 John Street Unit A & B, Lake Helen

$770,000
3 Beds 2 Baths Lake Helen Blk 102 SubDv. 32744 Zip Code
Nestled on 1.33 acres of picturesque lakefront property, this beautifully updated 3-bedroom, 2-bath brick home offers the privacy and freedom you've been searching for—without the restrictions of an HOA. Tucked away at the end of a 640-foot private driveway, you'll be welcomed by mature trees, lush landscaping, and breathtaking waterfront views.Inside, the 1,890-square-foot home has been updated to feel like new, while outside you'll find endless possibilities. Fish from your own dock, start a vegetable garden, entertain family and friends, or simply relax on the screened back porch while enjoying the peaceful beauty of nature.The property features multiple outbuildings, providing space for workshops, storage, hobby rooms, or the perfect "she shed" and "he shed." The expansive lot offers plenty of room for gatherings, vehicles, boats, and recreational equipment. RV owners will appreciate the dedicated parking area with 50-amp electrical service and water hookups, while the rear garage includes its own septic connection for full RV hookup capability.Additional upgrades include a durable metal roof installed in 2019, hurricane-rated windows installed in 2015, and an electrical panel wired for a backup generator, providing added security and peace of mind. This rare Lake Helen property combines modern updates, lakefront living, and country charm in a setting that's becoming increasingly difficult to find.

210 Westlake Drive, Lake Helen

$1,100,000
3 Beds 2 Baths 32744 Zip Code
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

$685,000
4 Beds 3 Baths Lake Helen SubDv. 32744 Zip Code
**Nestled on 2.3 beautiful acres in the “Gem of Florida, " Lake Helen, this unique property offers a spacious main home and separate guest cottage, providing flexibility for multi-generational living, guests, or potential rental opportunities. The main residence features 3 bedrooms, 2 bathrooms, a 2 car garage, and a relaxing back patio overlooking the expansive yard. The GUEST COTTAGE includes 1 bedroom, 1 bathroom, a FULL kitchen, and split system air conditioning, creating a comfortable and private living space. The property is equipped with city water, plus a separate well for irrigation, helping maintain the lush grounds. Additional features include a workshop with a 30 amp hook up, covered carport for RV, BOAT and other toys. Recent updates include Main house Roof 2021, GUEST Cottage roof 2024 and Water Heater 2026 for added peace of mind. Enjoy the privacy and space of country-style living and ability to spread out while remaining close to local amenities, shopping, dining, and major roadways (I-4). This versatile property offers endless possibilities in the very heart of Lake Helen, Florida. It is truly one of a KIND. AUDIO VISUAL on the property!!

267 N Orange Avenue, Lake Helen