Maitland Homes with Trees/Woods View

Maitland Homes with Trees/Woods View

Welcome to the charming city of Maitland, located in the heart of Florida. Known for its lush greenery and serene surroundings, Maitland is a haven for nature lovers and those seeking a peaceful retreat from the hustle and bustle of city life.

One of the unique features of homes in Maitland is the abundance of properties with stunning tree and woods views. Imagine waking up to the sight of majestic oak trees swaying gently in the breeze or enjoying your morning coffee on a porch overlooking a tranquil wooded area. Homes with tree/woods views in Maitland offer not just a place to live, but a connection to nature that soothes the soul and rejuvenates the spirit.

Whether you are looking for a cozy cottage nestled among the trees or a modern home with expansive windows that frame the natural beauty outside, Maitland has a diverse range of properties to suit every taste. From spacious yards perfect for outdoor gatherings to secluded retreats that offer a sense of privacy and seclusion, homes with tree/woods views in Maitland truly offer a unique living experience.

Come and explore the enchanting city of Maitland, where the beauty of nature is just outside your doorstep. Experience the magic of living among the trees and discover the perfect home that brings you closer to the tranquility of the natural world.

Newest Maitland Homes with Trees/Woods View

1275 Lake Shadow Circle Unit 13107, Maitland
$164,900
1 Beds ⋅ 1 Baths ⋅ Visconti West SubDv. ⋅ 32751 Zip Code
Welcome to luxury, comfort, and convenience at this beautifully transformed ground-floor 1-bedroom, 1-bath condo in the gated community of Visconti West. Every square foot reflects thoughtful upgrades, quality, and style. The stylish and functional kitchen features $5,500 in brand new appliance upgrades completed in 2024, including a built-in microwave. The laundry room includes a new washer and dryer, added shelving, and cabinetry. The home has also been freshly painted throughout, creating a crisp, modern, move-in-ready feel. Additional 2024 improvements include a $10,000 bathroom remodel featuring a walk-in shower, a $1,500 double-paned bedroom window, $300 in lighted ceiling fans, and $300 in overhead lighting. All-new electrical outlets, a new fire alarm system, and new blinds add even more function and convenience. The tile floors have been professionally deep cleaned and re-grouted, and the air ducts have been cleaned too. For added peace of mind, the air conditioner was updated in August 2026 at a cost of $2,200, providing an important recent improvement to the home. Beyond the condo, enjoy the serene waterfront setting and resort-style amenities Visconti West has to offer, including a clubhouse, fitness center, playground, sparkling pool, tennis courts, sidewalks for leisurely strolls, and a designated pet-walking area. With convenient access to I-4 and close proximity to Winter Park, Altamonte Springs, and the RDV Sportsplex, this home offers an ideal combination of location, lifestyle, and extensive recent improvements. Move in, settle in, and enjoy a home where much of the updating has already been done for you.

1275 Lake Shadow Circle Unit 13107, Maitland
1140 S Orlando Avenue Unit H-16, Maitland
$625,000
2 Beds ⋅ 1 Baths ⋅ Lake Maitland Terrace SubDv. ⋅ 32751 Zip Code
EXQUISITE CONDO WITH BOAT SLIP AND DOCK ON THE WINTER PARK CHAIN OF LAKES! This stunningly reimagined corner unit boasting extra windows for light/space and a limestone porcelain zero entry threshold which extends inside-out opening out to a singular plane patio, showcasing a long lake view of Lake Maitland and extraordinary view of the morning sunrise over the lake, which is nestled on the Winter Park Chain of Lakes bordering Winter Park-and less than a mile to Park Avenue. This is penthouse style living, with a fully extensive elevated remodel by W DESIGNS LTD leaving nothing spared.As you enter the home, it features an exquisite wall of natural limestone spanning floor to ceiling which meets a beautiful and coffer ceiling of meticulously crafted millwork. An electric fireplace adds to the ambiance and is flanked by two custom bookcases. The dining area, also carries the refined custom millwork paneling throughout, with a built in banquette for seating which also provides ample storage. Aloft the solid wood dining table with custom French feather & down daybed cushions, there is a sophisticated sculpted artisanal chandelier by Cynara lined with gold leaf, lighting the area with prisms. The daybeds allow a comfortable and cozy area to watch TV. The open concept galley kitchen is completely built-in with custom paneling and cabinetry, adorned with brass cabinet pulls, and a fully integrated Fisher & Paykel paneled refrigerator . All appliances are 3 years of age with little use. Master bedroom, also features beautiful millwork throughout including a custom built-in wall unit for extra storage and custom-made bookshelves. New solid wood paneled doors are embellished with polished nickel and lucite knobs. All extra wide louvered shutters throughout, are custom hand milled shutters by Lloyd’s Shutter Shoppe. Bathroom has been redesigned with commercial grade, for longevity, seagrass wallpaper, a lacquered Italian floating vanity, marble wainscoting with architecture detail, marble shower with soaking tub, Contemporary Signature Hardware waterfall faucets offer the jewelry for the bathroom. This masterfully done jewel box, Pied-à-Terre, is the epitome of simple luxury perfectly situated in this cozy community on Lake Maitland.

1140 S Orlando Avenue Unit H-16, Maitland
1931 Michael Tiago Circle, Maitland
$450,000
3 Beds ⋅ 3 Baths ⋅ Maitland Village SubDv. ⋅ 32751 Zip Code
Welcome to this beautiful 3-bedroom, 2.5-bath townhome offering approximately 2,100 square feet of comfortable living space in the gated community of Maitland Village. The open floor plan features spacious living and dining areas with abundant natural light, creating an inviting setting for everyday living and entertaining. The kitchen flows seamlessly into the main living areas, while all three bedrooms are located upstairs for added privacy. The generous primary suite provides a relaxing retreat with an en-suite bathroom and ample closet space. Additional features include an interior laundry area, a private outdoor patio, and an attached two-car garage. Maitland Village offers gated access, a community pool, clubhouse, sidewalks, and beautifully maintained surroundings, also includes water, Cable & internet . Conveniently located near I-4, Maitland Center, Winter Park, Downtown Orlando, shopping, dining, and entertainment. Schedule your private showing and discover the space, convenience, and lifestyle this Maitland townhome has to offer!

1931 Michael Tiago Circle, Maitland
2362 Sierra Lane, Maitland
$340,000
3 Beds ⋅ 2 Baths ⋅ Sierra Condo Ph 2 SubDv. ⋅ 32751 Zip Code
A Hidden Gem in Sierra Condominium Association! Welcome to this beautifully maintained 3-bedroom, 2-bathroom condo with a private attached one-car garage, tucked away on peaceful Sierra Lane. With only one entrance and exit, Sierra offers a quiet, secluded atmosphere shaded by a canopy of majestic mature trees. Professionally maintained landscaping surrounds the community, creating a welcoming and well-kept setting. Inside, the spacious open living area features vaulted ceilings, abundant natural light, and four large glass-paneled doors overlooking the private paver patio, covered pergola, and peaceful creek beyond. Beautiful wood flooring extends through the main living areas, hallway, and primary bedroom, while durable porcelain tile flooring complements the entry, kitchen, and both bathrooms. The inviting family room features a wood-burning fireplace and a large walk-in storage closet, providing both warmth and functionality. The kitchen offers solid wood cabinetry, quartz countertops, ample storage, and newer appliances, including the stove and microwave. Its open connection to the dining and living areas creates an ideal layout for everyday living and entertaining. The split-bedroom floor plan provides excellent privacy, with the spacious primary suite positioned separately from the additional bedrooms. The primary bathroom features wood cabinetry, quartz countertops, porcelain tile flooring, and a convenient walk-in shower with a secure handrail. The second full bathroom also features wood cabinetry, porcelain tile flooring, and a convenient walk-in shower, providing comfort and functionality throughout the home. The HVAC system was replaced in 2020 and routinely serviced, while the washer and dryer are conveniently located in the private attached garage. Step outside to your own tranquil retreat overlooking the creek. The covered pergola and paver patio create the perfect setting for morning coffee, outdoor dining, entertaining, or simply unwinding at the end of the day. Sierra residents enjoy access to a community swimming pool and tennis courts, while Spectrum cable and internet are included with the association fees. The community has also benefited from professionally maintained common areas, ongoing tree care, updated roofs, exterior painting, and recent street repaving—providing added convenience and peace of mind for residents. Location is another standout feature, with Sierra offering convenient access to major shopping, entertainment, and dining, including many popular restaurants and shopping destinations within walking distance. Major roadways such as SR 436 are also nearby, providing easy access to Orlando and surrounding communities while allowing residents to enjoy a peaceful residential atmosphere. Combining low-maintenance living, thoughtful updates, abundant storage, a private garage, desirable community amenities, walkable dining and shopping, and a serene creekside setting, this truly is a hidden gem you won't want to miss!

2362 Sierra Lane, Maitland
1140 S Orlando Avenue Unit E11, Maitland
$188,900
1 Beds ⋅ 1 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code
LAKE ACCESS LIVING in one of Central Florida's most desirable locations! Welcome to 1140 S. Orlando Ave E11, a move in ready condo ideally located on the Winter Park and Maitland border in the sought after Lake Maitland Terrace community. Enjoy private access to Lake Maitland, part of the prestigious Winter Park Chain of Lakes, where you can spend your days paddle boarding, kayaking, boating, fishing, or simply relaxing by the water. Community amenities include a brand new lakefront pool, clubhouse available for private events, shuffleboard, putting green, community laundry facilities, COMMUNITY DOCK and additional storage. Inside, you'll find a functional floor plan with separate living and dining spaces, abundant natural light, and a well maintained interior that's ready to enjoy or personalize over time. Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this condo offers exceptional value in an unbeatable location. Just minutes from Park Avenue and walking distance to local favorites including the Enzian Theater, Eden Bar, Luke's Kitchen and Bar, Antonio's, Francesco's, the Shoppes at Maitland, and beautiful Lake Lily Park. With easy access to downtown Winter Park, downtown Orlando, I 4, shopping, dining, and entertainment, this is low maintenance Florida living at its best.

1140 S Orlando Avenue Unit E11, Maitland
1140 S Orlando Avenue Unit E2, Maitland
$182,900
1 Beds ⋅ 1 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code
PRICE IMPROVEMENT! Live the lake lifestyle in this beautifully updated 1-bedroom condo located in the iconic mid-century modern community of Lake Maitland Terrace. Completely refreshed in 2025, this first-floor residence features a brand-new HVAC system, new appliances including washer, dryer, and kitchen disposal, updated kitchen countertops, and new flooring throughout the living areas. Freshly painted and thoughtfully enhanced, the home blends timeless mid-century character with modern comfort and style. The spacious bedroom showcases sleek modern concrete flooring, adding to the authentic architectural aesthetic and contemporary feel. Perfectly positioned within a charming two-story mid-rise building, this residence offers effortless access to the community’s exceptional waterfront amenities and relaxed lakefront atmosphere. Set on Lake Maitland—the largest lake on the Winter Park Chain of Lakes—residents enjoy direct lake access for boating, kayaking, canoeing, fishing, and water-skiing. A private community dock is located on-site, while the City of Maitland public boat ramp sits conveniently next door. Boat slips may also be available upon request. The location is truly unbeatable. Just one block from Lake Lily and Fort Maitland Park, and only minutes from Park Avenue, residents can walk to the Maitland Farmers Market, local restaurants, coffee shops, gym, dry cleaning, barber shop, boba tea, and more—all directly across the street. Enjoy easy biking access to Park Avenue for premier shopping, dining, and entertainment. Residents of Lake Maitland Terrace enjoy outstanding amenities including a newer community pool, lakefront clubhouse with breathtaking views available for private events, on-site laundry facilities, free unlimited water, and twice-weekly valet trash service. Experience maintenance-free living where iconic mid-century modern design meets modern updates and an unmatched Central Florida lakefront lifestyle.

1140 S Orlando Avenue Unit E2, Maitland
1250 N Maitland Avenue, Maitland
$3,990,900
Woodbridge SubDv. ⋅ 32751 Zip Code
Exceptional opportunity for commercial developers, residential builders, or those seeking a private estate within the City of Maitland, Orange County. This rare offering includes approximately ±8 acres of usable land comprising multiple contiguous parcels and rights-of-way. The property is designated as a Traditional Neighborhood and zoned RS-2. A previously submitted Planned Development application proposed a gated community with 28 single-family homes—featuring 13 conjoined duplex-style units and 9 lakeview single-family lots. A future buyer may choose to revive or revise this plan, offering a valuable head start on entitlements. This flexible property supports a variety of development options and may be subdivided for separate sale, presenting multiple investment paths. As one of the last remaining large infill tracts in the area, it offers approximately 766 feet of direct frontage on Lake Seminary. Don't miss this rare chance to acquire a high-potential property in a sought-after location.

1250 N Maitland Avenue, Maitland
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