Lake Mary Homes with Trail(s) Amenities

Lake Mary Homes with Trail(s) Amenities

Welcome to Lake Mary, Florida – a hidden gem nestled in the heart of Seminole County. Known for its picturesque landscapes and vibrant community, Lake Mary offers a perfect blend of suburban charm and urban convenience. With its tree-lined streets, well-maintained parks, and top-rated schools, it's no wonder families and professionals alike are drawn to this thriving city.

One of the standout features of Lake Mary is its commitment to outdoor living. The city boasts an array of scenic trails that meander through lush parks and serene natural spaces, perfect for walking, jogging, or biking. Many homes in Lake Mary are equipped with trail amenities, allowing residents to seamlessly connect with the great outdoors right from their doorstep. Imagine starting your day with a refreshing morning jog along the scenic trails or unwinding in the evening with a leisurely stroll, surrounded by nature's beauty.

In addition to its outdoor offerings, Lake Mary is home to a vibrant dining and shopping scene, with a variety of local boutiques and restaurants that cater to every palate. The city also hosts numerous community events throughout the year, fostering a strong sense of belonging among residents.

Whether you’re looking for a cozy family home or a modern townhouse, Lake Mary’s real estate market offers diverse options that cater to various lifestyles. With its enchanting trails, welcoming community, and prime location, Lake Mary is more than just a place to live – it’s a place to thrive. Come discover the charm of Lake Mary and find your dream home today!

Newest Lake Mary Homes with Trail(s) Amenities

$155,900
2 Beds ⋅ 2 Baths ⋅ 32746 Zip Code
Discover exceptional comfort, privacy, and convenience in this remarkably spacious condominium located in the upscale Notting Hill at Heathrow. Freshly painted and beautifully appointed, this inviting residence features elegant granite countertops, stainless-steel appliances, a brand-new washer and dryer, a new 2025 HVAC system, and a 2021 water heater offering valuable updates such as new paint, new bathroom vanities, new stainless steel appliances and added peace of mind. The thoughtfully designed interior provides generous living space while maintaining a quiet, private atmosphere that feels like a true retreat. Enjoy an impressive resort-style community featuring two swimming pools, cabanas and spa, pickleball and tennis courts, a grand clubhouse, fitness center, and additional recreational spaces. Ideally situated near Lake Mary Boulevard with convenient access to I-4, premier shopping, dining, entertainment, and major employment centers, this condominium delivers the perfect combination of location, lifestyle, and value. Opportunities like this do not last—call today to schedule your private showing and experience everything this exceptional home and community accommodates!

103 Vista Verdi Circle Unit 229, Lake Mary
$250,000
2 Beds ⋅ 2 Baths ⋅ The Forest Ph 2 Sec 2 SubDv. ⋅ 32746 Zip Code
Welcome to The Forest, a desirable gated 55+ community in the heart of Lake Mary! This spacious home is nestled on a beautiful wide lot surrounded by mature trees, offering a peaceful, park-like setting with plenty of room to enjoy the outdoors. A welcoming front deck provides the perfect spot to sit, relax and take in the natural surroundings, while a convenient ramp offers easy access to the home. Inside, you’ll find a light and bright floor plan that has been freshly painted with generously sized rooms and easy-care laminate flooring throughout. The semi-updated kitchen features granite countertops, newer appliances and plenty of workspace and storage. Just off the living room is a versatile bonus/Florida room, providing additional space for entertaining, hobbies or simply relaxing. The spacious primary bedroom also offers an additional room that would make a wonderful home office, sitting room, craft room or extra storage area. Outdoor living is a highlight of this property! Step out to the screened back patio overlooking the large, fully fenced backyard with plenty of room for gardening, pets and outdoor entertaining. The extra-long covered carport features a high ceiling and a unique barn-style side door that can be closed to provide additional protection from the weather. Storage is plentiful with a large attached storage room plus a separate Tuff Shed, and there is even a convenient outdoor shower. The Forest offers an exceptional 55+ lifestyle with two swimming pools, hot tub, men’s and women’s saunas, tennis and pickleball courts, shuffleboard, a two-story clubhouse with stage and kitchen, gathering room, library, billiard room, card/poker room, craft room, resident laundry facilities and RV/boat storage for a nominal fee. Golf carts are welcome, and an active social calendar makes it easy to meet neighbors and enjoy the community. There is a walking trail around the entire community. RV, boat and trailer storage is available on a first come basis for a nominal one time fee. The location is hard to beat—approximately one mile from I-4 and close to Publix, Target, HomeGoods, TJ Maxx, restaurants, shopping and everyday conveniences. Outdoor enthusiasts will love being near the Seminole Wekiva Trail, with miles of beautiful paved trails for walking and biking. Come discover the space, setting and lifestyle this special home in The Forest has to offer! REQUEST A SHOWING!!!!

112 E Plantation Boulevard, Lake Mary
$817,777
4 Beds ⋅ 3 Baths ⋅ Tuscany At Lake Mary Ph 1 SubDv. ⋅ 32746 Zip Code
Welcome to this exquisite MI Homes masterpiece, where timeless elegance meets modern luxury in the highly sought-after gated community of Tuscany at Lake Mary. Meticulously maintained and extensively renovated throughout, this stunning 4-bedroom, 2.5-bath residence reflects true pride of ownership with exceptional craftsmanship and designer finishes at every turn. Perfectly positioned across from the community lake and framed by picturesque palm trees, the home offers impressive curb appeal from the moment you arrive. Step inside to a grand formal living and dining room enhanced with crown molding and beautiful tile flooring, creating an elegant setting for everyday living and entertaining. At the heart of the home is a beautifully renovated gourmet kitchen featuring 42" Honey Oak cabinetry, San Sicilia granite countertops, a granite sink, serving bar, built-in wine rack, walk-in pantry, and premium Kenmore appliances. Designed for both functionality and style, the kitchen opens seamlessly to the spacious family room, where expansive glass doors with Hunter Douglas remote-controlled blinds fill the space with abundant natural light, creating the perfect indoor-outdoor flow for entertaining. Upstairs, the luxurious primary suite is a private retreat showcasing elegant tray ceilings and a versatile flex space ideal for a home office, fitness room, nursery, or sitting area. The fully renovated spa-inspired primary bath offers a sumptuous garden tub, designer walk-in shower, and dual vanities, creating a serene everyday escape. All secondary bedrooms are generously sized and feature custom built-in closet organizers. The beautifully renovated guest bath showcases Iced Blue cabinetry, striking white quartz countertops with blue veining, and a designer walk-in shower accented with tranquil decorative blue tile. Step outside through the sliding glass doors to your private poolside lanai overlooking the spacious backyard, offering the perfect setting to relax, entertain, or simply enjoy Florida living year-round. This exceptional home has been thoughtfully upgraded with extensive improvements, including whole-home Andersen windows ('25), Roof ('16), AC ('15), Kenmore appliances ('25), completely renovated kitchen ('09), and pool enclosure ('21), providing peace of mind and lasting value. Residents of Tuscany at Lake Mary enjoy an exceptional lifestyle with two scenic lakes, a community boat dock, playground, and walking paths. Ideally located near I-4, SR 417, Seminole Towne Center, Seminole County bike trails, and top-rated Seminole County schools, this remarkable home also offers convenient access to downtown Orlando, the beaches of Volusia County, premier shopping, dining, and entertainment. Luxury, quality, and meticulous attention to detail define every aspect of this extraordinary Lake Mary residence.

483 Via Tuscany Loop, Lake Mary
$176,900
3 Beds ⋅ 3 Baths ⋅ 32746 Zip Code
Elevated living awaits in Lake Mary's Notting Hill community! This stunning 3BR/2.5BA two-level condo offers 1,455 sq ft of open-concept space that feels like a townhome. The main level boasts tile floors, a built-in entertainment center, and a private balcony. The chef's kitchen features granite countertops and stainless steel appliances. Upstairs, the primary retreat includes a massive walk-in closet and an en-suite bath with double sinks and a glass shower. Inside utility with full-size washer/dryer. Enjoy resort amenities: 2 pools, spa, fitness center, tennis, and direct access to the Seminole/Wekiva Trail. Prime Lake Mary location just 1 minute from I-4, top-rated schools, and walkable to dining & shopping!

1341 Arbor Vista Loop Unit 205, Lake Mary
$260,000
3 Beds ⋅ 2 Baths ⋅ 32746 Zip Code
Property features a 3/2 and a two-car garage. Natural light comes into the living/dining room via seven windows. Crown molding in Living/Dining with a built-in shelf, wood burning fireplace, granite counter tops. Breakfast nook with a view of big pond with fountain and a back porch. A garden tub and a shower stall in Primary Bedroom. Primary bedroom and bedroom two have walk-in closets. Community is gated and features two community pools, a spa, tennis court, fitness center, and a playground. Community is conveniently located to Seminole Wekiva Trail, Seminole Town Center Mall, a few minutes from I-4 and 417. This could be an excellent investment as well. Right now annual income for property is $26,400.00. Seller even willing to contribute $5,000 towards a buyers closing costs if negotiated.

143 Villa Di Este Terrace Unit 205, Lake Mary
$750,000
4 Beds ⋅ 3 Baths ⋅ Timacuan Unit 15 SubDv. ⋅ 32746 Zip Code
RESORT-STYLE POOL LIVING ON TIMACUAN GOLF COURSE Experience Florida resort-style living in this beautiful Timacuan golf course home, uniquely positioned with the front yard overlooking the 17th green and the backyard overlooking the 18th tee. Relax by the completely renovated pool and spa, featuring new tile and a high-end quartz Diamond Brite finish. Entertain under the spacious high-ceiling covered patio or enjoy the large backyard and beautiful golf course views. Located in desirable Lake Dawson Estates, this 4-bedroom, 3-bath home with 2,780 sq. ft. features an open floor plan, high ceilings, abundant natural light, and inviting indoor-outdoor living. A July 2026 four-point inspection reported the major systems in satisfactory/working condition: 1. Roof: Full architectural-shingle replacement in 2018, with approximately 22 years of remaining useful life. 2. HVAC: Installed/updated in 2022 and reported in good working order. 3. Plumbing: Completely re-piped with PEX in 2024; fixtures and connections rated satisfactory. 4. Electrical: 200-amp General Electric panels with copper wiring, rated satisfactory with no listed hazards. Additional improvements include the pool renovation (2025), newer water heater and kitchen appliances, plus ongoing updates throughout the property. Conveniently located near top Seminole County schools, shopping, dining, parks, medical centers, and major highways. Resort-style pool living, golf views from front to back, and your own private Florida retreat—right at home.

635 Chocktaw Street, Lake Mary
$189,000
2 Beds ⋅ 2 Baths ⋅ The Forest SubDv. ⋅ 32746 Zip Code
Welcome home to a simpler, sweeter way of living in the Forest 55+ Community in the heart of Lake Mary. This charming 2-bedroom, 2-bath home offers the perfect balance of comfort, convenience, and connection—ideal for those ready to downsize without giving up warmth or lifestyle. The location makes everyday life easy and enjoyable. You’re within walking distance to shopping, restaurants, and the post office, just one mile to I-4, minutes to downtown Lake Mary, and a short drive to Central Florida beaches and attractions—close to everything, yet peacefully tucked into a welcoming neighborhood. Inside, the home feels light, open, and inviting, with 1,260 square feet designed for relaxed living. The spacious living room, complete with a cozy fireplace and built-in bookshelves, is the perfect place to unwind, read, or gather with friends. The wide, comfortable kitchen offers plenty of space for everyday meals, a casual eating area, and room for a more formal dining setup when hosting family. The home features laminate flooring throughout with ceramic tile at the entry, keeping things easy to maintain and worry-free. A one-car garage and an enclosed laundry room with extra storage, conveniently connected behind the garage, provide the practical touches that make life simpler. Outdoor spaces invite you to slow down and enjoy the Florida lifestyle. Relax on the screened rear patio, enjoy quiet afternoons on the Trex-style backyard deck, or sip morning coffee on the brand-new front wood deck, where neighbors often stop to say hello. The easy-care lot means less upkeep and more time to enjoy what matters most. The roof was replaced in 2016, offering added peace of mind. Life in The Forest is about community and connection. Residents enjoy a beautiful clubhouse, two swimming pools (one heated year-round), hot tub, men’s and women’s saunas, shuffleboard, pickleball and tennis courts, along with billiards, poker, craft and library rooms. With weekly activities and monthly social events, it’s easy to stay active, meet new friends, and feel right at home. This is more than just a house—it’s an opportunity to downsize comfortably, live simply, and enjoy a lifestyle filled with ease, friendships, and peace of mind in one of Lake Mary’s most beloved 55+ communities.

320 N Forest Boulevard, Lake Mary
$219,000
2 Beds ⋅ 2 Baths ⋅ The Forest Ph Two - Sec One SubDv. ⋅ 32746 Zip Code
Welcome to The Forest, a true hidden gem tucked away in the heart of Lake Mary. This light, bright, and beautifully maintained 2-bedroom, 2-bath home sits peacefully on a cul-de-sac and offers the rare advantage of land ownership, making it eligible for conventional, FHA, and VA financing. Built in the 1980s, the home features an open floor plan filled with natural light. The freshly painted exterior adds instant curb appeal, complemented by a long driveway and extended covered carport. Outdoors, you’ll find a large workshop/laundry shed, plus an additional freestanding storage shed in the backyard—perfect for hobbies, tools, or extra storage. Inside, the kitchen shines with brand-new stainless steel appliances and ceramic tile flooring, opening seamlessly to the main living area. The living room flows into a charming front Florida room wrapped in windows, offering peaceful views of the surrounding natural setting—an ideal spot for morning coffee or evening relaxation. Just steps away are the community’s scenic nature trails, reinforcing the tranquil, park-like feel. Monthly HOA fees are low and include cable, internet, and trash pickup, adding to the ease of living. What truly sets The Forest apart is the lifestyle. Residents enjoy two community pools and a beautiful clubhouse with an outstanding architectural design—often described as Frank Lloyd Wright–inspired. The community building offers an impressive array of amenities, including a large gathering room, library, billiard room, poker room, resident coin laundry, craft room, and community mailboxes. Outdoor recreation abounds with shuffleboard courts, tennis courts, and pickleball courts, while a welcoming social committee hosts monthly events with a full calendar of activities such as cards, pickleball, water volleyball, bingo, and more. One of the most special features of this community is how effortlessly neighbors become friends—you’ll feel welcomed from day one. All of this is paired with an outstanding location close to I-4 and within walking distance to major shopping and restaurants. Peaceful, social, and perfectly positioned—this is Florida 55+ living at its best.

502 Timberlane Court, Lake Mary
$205,000
2 Beds ⋅ 2 Baths ⋅ The Forest SubDv. ⋅ 32746 Zip Code
Welcome home to this beautifully maintained 2-bedroom, 2-bath residence located in The Forest, a highly sought-after **55+ community in the heart of Lake Mary. This inviting home offers a comfortable and functional floor plan with vinyl plank flooring throughout, creating a clean, cohesive look that’s easy to maintain. The spacious living room flows seamlessly into a Florida room that can be closed off with sliding glass doors—perfect for additional living space, a hobby room, or entertaining guests. A charming screened-in front porch provides the ideal spot to enjoy morning coffee or evening breezes. Both bedrooms are generously sized. The primary suite features a large bathroom with a relaxing garden tub, while the oversized second bedroom includes a door leading directly to the backyard—ideal for pet owners. The fully fenced backyard offers privacy and convenience, making this home especially appealing for those with pets. This home is perfectly situated within the community, offering a wonderful balance of privacy and easy access to amenities. The Forest is known for its lush landscaping, mature trees, and strong sense of community, making it easy to meet neighbors and stay socially connected—all while being centrally located near shopping, dining, and major roadways. Residents enjoy an impressive array of amenities, including a stunning two-story clubhouse with architectural charm reminiscent of Frank Lloyd Wright design, featuring floor-to-ceiling windows, warm wood ceilings, a large stage, and an attached kitchen. The clubhouse hosts monthly social events and is also available for resident rental for private gatherings. Outdoor amenities are equally impressive with two swimming pools—one heated year-round and the other Olympic-size—surrounded by resort-style lounging areas, palm trees, and a hot tub. Additional features include ample parking behind the clubhouse and golf-cart-friendly living throughout the community. A separate gathering building offers even more amenities, including a large club room, billiard room, poker room, library, craft room, resident laundry facilities, and men’s and women’s locker rooms with saunas and showers. Community mailboxes are centrally located, and expansive green spaces around the clubhouse add to the serene, park-like setting. There are tennis courts, pickleball courts and several shuffleboard courts. This is more than just a home—it’s a lifestyle. If you’re looking for comfort, community, and a prime Lake Mary location, this one is a must-see.

508 W Plantation Boulevard, Lake Mary
Start Your Search