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$650,000
3 Beds ⋅ 2 Baths ⋅ Hill Blks 90 & 91 Lake Helen SubDv. ⋅ 32744 Zip Code
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
$604,000
3 Beds ⋅ 3 Baths ⋅ 32744 Zip Code
PRICE IMPROVEMENT! Beautiful 11 acre property situated in Lake Helen. Looking to homestead? This is the property for you. Two story home with 3 bedrooms 2.5 bathrooms with over 1,900 sq ft of living space. Recently painted throughout and new HVAC units. Large green house, carports, and appears to be mostly barbed wire fenced. This is a Fannie Mae Homepath property.

2840 Ranch Road, Lake Helen
$330,000
3 Beds ⋅ 2 Baths ⋅ Lake Helen Blk 102 SubDv. ⋅ 32744 Zip Code
2+ acres on Lake Macy. House is solid but needs updating. Property sold as is. Super lot that has 160' on Lake Macy. This lot is perfect for someone who wants space but needs to have shopping close by or be at I-4 in 8 minutes. Make it your own with your own updates. Open floor plan with fireplace. Check this home out.

695 Macy Avenue, Lake Helen
$640,000
4 Beds ⋅ 4 Baths ⋅ Woods Of Lake Helen SubDv. ⋅ 32744 Zip Code
Welcome to an exceptional blend of comfort and craftsmanship nestled in the serene Woods of Lake Helen community, where the architectural charm of the farmhouse meets modern amenities. Constructed in 2019 with superior materials such as fox block walls and spray foam insulation, this exquisite 4-bedroom, 3.5-bathroom home offers an energy-efficient living environment with hurricane-resistant features capable of withstanding a Category 5 storm, tankless hot water heater, and fox block insulated exterior walls. The solar companies can't even compete with the electric bill! Stepping inside, an awe-inspiring 11-foot kitchen island crafted from quartz awaits, complemented by top-of-the-line Kraftmaid cabinets, a built-in oven, and a cooktop – a true haven for culinary enthusiasts! Wood flooring sweeps throughout, enriching each space with warmth and elegance. Revel in the convenience and luxury of the primary bedroom located on the main floor, which boasts a large walk-in shower, spacious closets, and dual vanities, providing a sanctuary-like experience. Each bedroom upstairs features its own private bathroom. The home also features added enhancements like extra outlets, custom blinds with a lifetime warranty, and a robust sound system in the expansive covered back porch—perfect for entertaining or peaceful evenings. Outside, the landscaping is equally inviting with long-lasting composite deck front and back porch, concrete curbing for garden beds , and a large shed with electricity, and an oversized three-car garage for all your storage needs.

390 W Park Street, 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
$299,900
2 Beds ⋅ 2 Baths ⋅ Lake Helen SubDv. ⋅ 32744 Zip Code
Welcome to Lake Helen, "The Gem of Florida". This quaint little community is off the beaten path, with tree-lined streets and a slower pace. Here you will enjoy quality of life in a small-town atmosphere. Introducing 271 Connecticut Avenue. Originally built in 1923 by the Seller's Great Grandfather, this home has never been offered to the general public. A Charming Single Story Home that features a Formal Living Room, Formal Dining Room, Breakfast Room with Built In Features, Open Kitchen overlooking a "Park Like" backyard, Office / Den or Flex Space, 2 Bedrooms, 2 Bathrooms and Laundry Room. Hardwood Flooring, Built-In Cabinets, Custom Bench Seating, Millwork, Claw Soaking Tub and Wood Burning Fireplace are just a few characters that make this home unforgetable. Surrounded by Lush Landscaping with an expansive Stone Paved Deck and Walk-Way that is ideal for enjoying all that nature has to offer. Lake Helen is a place where you can enjoy a walk, golf-cart or bike ride through lazy sun dappled lanes. Neighbors chatting… and greeting passersby with a friendly wave and a smile. Step back into "Olde Florida" while maintaining the convenience of Beaches, City Life and Major Highways. For additional details please contact a Team Member Direct.

271 Connecticut Avenue, Lake Helen
$895,000
6 Beds ⋅ 3 Baths ⋅ 32744 Zip Code
JUST WHAT YOU HAVE BEEN WAITING FOR!! EVERYTHING IN ONE PACKAGE!! Main house, Guest house, Horse Stalls, oversized garage for ALL YOUR TOYS!! All this on 5.14 acres in beautiful LAKE HELEN. No HOA in the country! This property is fenced in completely. The Main house is a 4br/2bath/2car garage with an inground pool. The guest house (mother-in-law suite) or potential rental is a 2BR/ 1Bath /20x30 2 car garage is a 1200 SQ unit. Bring the horses and enjoy the 36x48 horse barn with stalls that open to the paddock area. Bring your four wheelers, side by sides, or extra cars / trucks for this oversized 30x40 three car garage. This metal garage has three 10x10 roll up doors and is insulated with foam. The garage also has a covered storage area off the back of the building with 100amp power and water. Covered storage area for RV and or BOAT. The buildings are connected with graded asphalt millings for driveway through the property. New title and Quartz countertops in 2022. New air handler 2022. Each home with its own septic tank passed inspection and pumped one year ago. Two wells for easy irrigation. AMAZING LOCATION - 30 MINUTES TO SANDY BEACHES AND 40 MINUTES FROM ORLANDO.

190 Running Deer Trail, 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