Lake Helen Real Estate Search

Lake Helen Homes with a Pool for Sale

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Newest Lake Helen Homes with a Pool 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.

212 Pleasant Street, Lake Helen

3 Beds ⋅ 2 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

4 Beds ⋅ 4 Baths ⋅ O6383170 MLS

One or more photo(s) has been virtually staged. Pre-Construction. To be built. The "Summit House" — A Custom 4BR/2.5 BA Estate with Private In-Law Wing. Experience the ultimate "Whole Living" sanctuary in the heart of historic Lake Helen. This 2026 custom build represents a rare opportunity for multi-generational living. Spanning 2,391 square feet of living area and 3,336 total square feet under roof, this residence is designed for luxury, wellness, and durability. The Main Residence: The sun-drenched open floor plan is the heart of the home, featuring soaring 9'-4" ceilings throughout. The grand living and kitchen area is anchored by a stunning fireplace and elevated by custom exposed wood beams that span the ceiling, adding architecturally significant character and warmth. The gourmet kitchen is a chef's dream, featuring a massive island and premium gas appliances. The Private In-Law Suite: A standout feature of this estate is the fully integrated 552 sq. ft. In-Law Suite. Boasting its own private side entry porch, living area, full bathroom, and bedroom, this wing is ideal for aging parents, a high-end home office, or a long-term guest retreat. Mechanical Excellence & Future Potential: Tankless Gas Performance: Enjoy endless hot water with dual independent tankless gas water heaters serving the main residence and in-law suite separately. Pool-Ready Courtyard: The central courtyard has been intentionally designed to accommodate a future pool installation, offering the perfect foundation for your private backyard oasis.“PRE-CONSTRUCTION BONUS: Listed price of $714,000 INCLUDES a custom, in-ground courtyard pool and premium hardscape package to be completed by the builder! Want the home but don't need a pool? Builder is offering a direct $52,000 credit/deduction for buyers who prefer the estate without the pool package, bringing the purchase price down to an incredibly competitive $662,000. Don't miss this rare new construction opportunity featuring a fully integrated 552 sq. ft. private in-law/multi-generational suite under roof, Outdoor Living: Relax on the 212 sq. ft. front porch with wood flooring or the spacious screened-in rear porch. Energy & Safety: Outfitted with 2 high-efficiency Heat pump systems. Located minutes from Ivy Hawn Charter School this home offers the peace of the "Gem of Florida" with the modern performance of an expert custom build. No HOA and no compromises.

360 N Summit Avenue, Lake Helen

3 Beds ⋅ 2 Baths ⋅ O6376679 MLS

Assumable mortgage is available for this stunning residence in a highly desirable, well-established neighborhood, offering luxury upgrades, accessibility, and resort-style outdoor living. This magnificent 3 bedrooms, 2 baths, 3,500 sq ft residence sits on an extra-large, fully fenced lot with everything thoughtfully designed on one level for easy, comfortable living. Recent upgrades include a new roof installed last year, new central air conditioning, a new gas tankless hot water heater completed in 2025. The interior shines with real wood floors throughout, crown molding, upgraded baseboards, and extra-wide doors with smooth wood-to-tile transitions—designed for comfortable accessibility and barrier-free movement for persons with disabilities. The grand master suite features a spacious walk-in closet (newly customized in 2025) and a luxurious master bath with an upgraded shower package, including a large frameless open glass shower and premium finishes. Additional living spaces include a formal living area with fireplace, formal dining area, spacious family room, casual dining nook, and wet bar. The custom kitchen offers an open concept with timeless cherry wood cabinetry matched throughout the home, abundant storage, contrasting dark granite countertops on the bar and island, a large standalone island, and a breakfast area that overlooks the backyard. Step outside to your private resort-style oasis: a huge sparkling pool surrounded by an expansive paved deck—perfect for entertaining and enjoying Florida's long, sunny months. Perfection, value, and location all in one—this sought-after area is poised for growth with schools, shopping, dining, and much more nearby. Schedule your private showing today!

746 W Washington Avenue W, Lake Helen

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