Maitland Homes under $350,000

Maitland Homes under $350,000

Welcome to Maitland, Florida—a charming city that seamlessly blends the tranquility of suburban living with the vibrant pulse of urban amenities. Nestled just north of Orlando, Maitland is known for its picturesque landscapes, beautiful lakes, and a rich history that dates back to the 19th century. With its tree-lined streets, welcoming neighborhoods, and a strong sense of community, Maitland is the perfect place to call home.

One of the most appealing aspects of Maitland is its diverse real estate market, particularly for those searching for homes under $350,000. Here, you’ll discover a variety of options that cater to different lifestyles and preferences. From cozy single-family homes to modern townhouses, Maitland offers a range of properties that are not only affordable but also packed with character. Many of these homes feature spacious yards, updated interiors, and proximity to local parks and schools, making them ideal for families, young professionals, and retirees alike.

Maitland is also home to a thriving arts scene, with the Maitland Art Center and various cultural events throughout the year. Residents enjoy easy access to shopping, dining, and recreational activities, all while being just a short drive away from the attractions of Orlando. Whether you’re looking for a peaceful retreat or a lively community atmosphere, Maitland has something for everyone.

Discover the charm of Maitland today, where your dream home awaits at an affordable price!

Newest Maitland Homes under $350,000

989 Hamlet Court, Maitland
$299,999
3 Beds ⋅ 2 Baths ⋅ Hamlet At Maitland SubDv. ⋅ 32751 Zip Code
An Inviting Retreat in a Prime Maitland Location!! Discover a home where comfort, charm, and convenience come together beautifully. This inviting 3-bedroom, 2-bathroom residence offers a welcoming atmosphere, thoughtfully designed spaces, and an exceptional location just 1.5 miles from Winter Park Village. Step inside to discover ceramic tile flooring throughout, creating a cohesive, timeless look while offering easy maintenance. Vaulted ceilings enhance the sense of openness, allowing the living spaces to feel bright and airy. Natural light fills the kitchen, where a charming dining area provides the perfect setting for leisurely breakfasts, morning coffee, or intimate gatherings with family and friends. Sliding glass doors extend the living space outdoors, offering easy access to the yard and creating a seamless connection between indoor comfort and outdoor enjoyment. The bedrooms are designed with everyday functionality in mind, with both the primary and secondary bedrooms featuring spacious walk-in closets for added storage. The primary suite offers a relaxing escape, complete with a private bathroom featuring a soothing garden tub and a separate walk-in shower—the perfect place to unwind and recharge. A convenient one-car garage adds another practical touch to this inviting home. A Location That Makes Every Day More Enjoyable One of this home's standout features is its desirable location. Just 1.5 miles from Winter Park Village, you'll be moments away from an exciting selection of boutiques, popular retailers, restaurants, cafés, and entertainment options. Whether you're planning a dinner out, browsing your favorite shops, or enjoying a casual afternoon close to home, this location puts the best of the surrounding area within easy reach. Combining comfortable living spaces, inviting natural light, and convenient access to local favorites, this property offers a wonderful opportunity to enjoy a lifestyle defined by both comfort and accessibility. Additional highlights include a 9-year-old roof and a low HOA fee, adding to the home's overall appeal. Comfortable living. A sought-after location. Everyday convenience.

989 Hamlet Court, Maitland
1507 Grove Street, Maitland
$230,000
3 Beds ⋅ 2 Baths ⋅ Park Lake Villas Condo SubDv. ⋅ 32751 Zip Code
Welcome home to this beautifully maintained 3 bedroom, 2 bath, one-story condo offering 1,256 square feet of comfortable living space in one of Central Florida's most sought-after school districts, zoned for Dommerich Elementary and Maitland Middle School. This move-in-ready home features significant recent upgrades, including a brand-new roof (2024) , new HVAC system (2024), and new Electrical panel (2026), providing peace of mind and energy efficiency for years to come. Inside, you'll find a functional floor plan with spacious living and dining areas, generous bedrooms, and abundant natural light throughout. Step outside to your large, private, fully fenced back patio, ideal for entertaining, relaxing, or enjoying outdoor living. The patio offers direct access to the community pool, making it easy to enjoy Florida's year-round sunshine. Ideally located near shopping, dining, and major roadways, this home combines low-maintenance living with top-rated schools and outstanding community amenities.

1507 Grove Street, Maitland
1475 Lake Shadow Circle Unit 6205, Maitland
$199,900
2 Beds ⋅ 2 Baths ⋅ Visconti West SubDv. ⋅ 32751 Zip Code
Step into easy, resort-style living in this beautifully updated 2-bedroom, 2-bathroom second-floor condo offering 1,048 square feet of thoughtfully designed space in the gated community of Visconti. With an open, light-filled floor plan and two spacious primary suites each with its own full bathroom this home delivers a flexible layout for everyday living. Luxury vinyl plank flooring runs throughout the entire home, giving every room a cohesive, modern look that's as durable as it is easy to maintain. The kitchen and living areas flow together seamlessly, creating a natural gathering space that keeps everyone connected, whether you're cooking dinner, watching a game, or settling in for the evening. Both suites are generously sized with ample closet space, and the split layout gives residents privacy when they want it. The bathrooms have been partially updated, offering a refreshed feel while leaving room to add your own finishing touches. Step outside to the large screened-in balcony a true extension of the living space, perfect for morning coffee, evening unwinding, or dining al fresco while overlooking the community's lush surroundings. The balcony also includes a dedicated storage area, keeping bikes, seasonal items, and outdoor gear neatly out of the way. A brand-new 2025 air conditioner adds comfort and peace of mind for years to come. The well-maintained, gated grounds feature mature landscaping and walking paths, along with a welcoming clubhouse for gatherings, two swimming pools for warm Florida afternoons, a fitness center for your daily workout, and tennis and basketball courts for friendly competition. HOA services cover water, sewer, pest control, and valet trash. Centrally located near shopping, dining, entertainment, and I-4, this condo offers easy access to Maitland, downtown Orlando, and area attractions. A great opportunity for low-maintenance living in a desirable Maitland location.

1475 Lake Shadow Circle Unit 6205, Maitland
1605 Grove Street Unit 550, Maitland
$200,000
3 Beds ⋅ 2 Baths ⋅ Park Lake Villas Condo SubDv. ⋅ 32751 Zip Code
Virtually Staged. Welcome to 1605 Grove Street! This single story unit offers a spacious and versatile floor plan, comfortable living areas, and the convenience of low maintenance living. Step inside to discover an open living and dining area with wood look flooring, plenty of natural light, and newer double pane windows and sliding glass doors, providing enhanced energy efficiency and comfort. The kitchen features white cabinetry, ample countertop space, a decorative tile backsplash, and a convenient pass through overlooking the main living area. Additional interior features include generously sized bedrooms, two full bathrooms, and an indoor laundry area. Step outside through the sliding glass doors to enjoy your own private, fenced patio, complete with brick pavers and room for outdoor seating. The community includes access to the community pool, insurance, exterior maintenance, grounds maintenance, and trash service, providing added convenience and helping simplify everyday living. Conveniently located in Maitland with easy access to shopping, dining, parks, major roadways, and the surrounding Winter Park and Orlando areas. Schedule your showing today!

1605 Grove Street Unit 550, Maitland
1140 S Orlando Avenue Unit J12, Maitland
$225,000
2 Beds ⋅ 1 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code
Welcome to this amazing opportunity to own inside the highly coveted Lake Maitland Terrace community. This second floor condo is two bedrooms and one bathroom and ready to be renovated & updated. It’s time to enjoy a low-maintenance turnkey lifestyle in the perfect walkable location…just steps away from dining, famed Enzian Theater, Fort Maitland Park, Lake Lily Park and a moments drive to all other conveniences of Maitland, Winter Park and all surrounding areas. Lake Maitland Terrace amenities include a large community pool, grill area, shuffleboard, fishing dock & pier, kayak storage and direct access to Lake Maitland and the beautiful chain of lakes. Enjoy peaceful lakefront sitting & views EVERY DAY. BRAND NEW HVAC - September 2026. Water & trash is included in your monthly fees. Private small storage unit located near the condo. Multiple laundry centers onsite in the community plus an option to plumb inside the condo for private laundry (project completed by multiple condo owners). One (1) assigned parking space and multiple open spaces. Zoned for TOP schools. WELCOME HOME!

1140 S Orlando Avenue Unit J12, Maitland
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
1010 Winderley Place Unit 100, Maitland
$349,000
2 Beds ⋅ 3 Baths ⋅ Villas Lake Destiny SubDv. ⋅ 32751 Zip Code
Discover the best of Maitland living in this light and bright end-unit townhome in the gated, lakefront community of Lake Destiny. Offering 2 bedrooms, 2.5 bathrooms, and 1,640 square feet, this inviting home features vaulted ceilings, a versatile loft perfect for a home office, media room, or additional living space, and plenty of valuable upgrades. The updated kitchen showcases crisp white cabinetry and contemporary quartz countertops as well as a dining area for special gatherings. Low-maintenance ceramic tile and laminate flooring flow throughout the first floor, drawing you into the two-story living room. This space is enhanced with transom windows, adding even more natural light creating an airy feel. Upstairs, the loft and two spacious bedrooms offer comfortable retreats, with brand-new carpet adding a fresh touch. The primary features a walk-in closet and plenty of storage in the ensuite bathroom. You also have a beautiful water view further adding to the tranquilty of the space. For added convenience, there’s an interior laundry room and a one-car garage. Step outside and take in the serene water feature view from your private patio or walk over to the community pool for a relaxing afternoon soaking up the sunshine. When you’re heading off to work or play, I-4 and 414 are just minutes away and one of Orlando’s most popular fitness facilities, Genesis Health Club, is just 1.5 miles away. Costco, Target, Home Depot, along with a variety of shopping and dining options are a short 10 minute drive and Winter Park and downtown Orlando are less than 20 minutes from the home as well. Recent improvements include new upstairs carpeting, a Kinetico whole-home water softener and filtration system with reverse osmosis filtration at the kitchen sink, a roof replaced in 2023, a 2020 water heater, and an AC system updated in 2018/2019. **The home is available to be sold unfurnished or fully furnished for a complete turnkey experience!**

1010 Winderley Place Unit 100, Maitland
2517 Caper Lane Unit 207, Maitland
$105,000
1 Beds ⋅ 1 Baths ⋅ Carrington Park A Condo SubDv. ⋅ 32751 Zip Code
Virtually Staged. Welcome to this charming 1-bedroom, 1-bathroom second-floor condo in the heart of beautiful Maitland! This well-maintained home offers a fantastic opportunity for both investors and buyers looking for a convenient Central Florida location. The interior has been recently repainted, giving the home a fresh, clean feel. Several major components have also been updated within the past 3-5 years, including the HVAC system, water heater, refrigerator, and oven, providing added peace of mind for the next owner. The community offers desirable amenities including a swimming pool, fitness center, and playground, while the HOA fee includes water, helping simplify monthly expenses. Location is a major plus, with easy access to shopping, restaurants, major roads, and Central Florida's universities, including Full Sail University and UCF. Whether you're looking to add to your investment portfolio or secure a property in a convenient Maitland location, this condo is worth a look. The property is currently tenant occupied, with the existing lease scheduled to expire in March, making this an excellent opportunity for an investor seeking an income-producing property with an established tenant in place. Schedule your showing today and discover all this cute Maitland condo has to offer!

2517 Caper Lane Unit 207, Maitland
508 Banyon Tree Circle Unit 200, Maitland
$149,900
2 Beds ⋅ 2 Baths ⋅ Carrington Park A Condo SubDv. ⋅ 32751 Zip Code
MUST SEE! Well-maintained and move-in-ready 2-bedroom, 2-bath second-floor condo in the desirable Carrington Park community of Maitland. Offering 1,200+ square feet, this spacious split-bedroom floor plan features generously sized bedrooms, an open living/dining area, and a private screened balcony—perfect for enjoying the Florida lifestyle. The unit also includes a private washer/dryer hookup for added convenience. Enjoy an exceptional location near the intersection of Howell Branch Road and SR-436, with Publix, Starbucks, shopping, dining, and everyday conveniences just minutes away. Full Sail University is approximately 10 minutes away, UCF is nearby, and Orlando’s major attractions are easily accessible. Carrington Park offers two swimming pools, a large fitness center, playground, and beautifully maintained green spaces. The HOA provides excellent value by including water, sewer, trash, building insurance, roof, grounds maintenance, and community pool maintenance. Currently leased through December 31, 2026 at $1,700/month, providing immediate rental income for an investor while preserving future flexibility for an owner occupant. Seller financing may be available with $50,000 down and acceptable terms. A great opportunity for an owner occupant or investor looking for space, location, amenities, and value in a desirable Maitland area. Come see it in person—this is one you won’t want to overlook. Schedule your showing today and bring your offer!

508 Banyon Tree Circle Unit 200, Maitland
514 Wigman Drive, Maitland
$325,000
3 Beds ⋅ 2 Baths ⋅ Eaton Estates SubDv. ⋅ 32751 Zip Code
This beautifully renovated three-bedroom, two-bathroom home offers a bright, comfortable layout with stylish modern finishes throughout. Enjoy a spacious enclosed Florida room, a large fenced backyard perfect for entertaining, pets or outdoor activities, and a covered two-car carport with additional driveway parking. Major improvements include an updated exterior A/C unit, new refrigerator, stove, dishwasher and microwave. Conveniently located in Eatonville with no HOA, this move-in-ready home is an excellent opportunity for homeowners and comes fully furnished. Near Wholefoods, LA Fitness, with many restaurants and shopping blocks away.

514 Wigman Drive, Maitland
559 Flemming Way Unit 203, Maitland
$108,000
1 Beds ⋅ 1 Baths ⋅ Carrington Park A Condo SubDv. ⋅ 32751 Zip Code
Virtually Staged. Welcome to this well-maintained and move-in-ready second-floor condo, offering comfort, convenience, and a great location! This charming 1-bedroom, 1-bathroom unit features a spacious layout, a large walk-in closet, and a private outdoor patio where you can enjoy your morning coffee or relax after a long day. The property is currently vacant and ready to show, making it an excellent opportunity for a first-time homebuyer, seasonal resident, or investor looking for a low-maintenance property. The community offers a variety of desirable amenities, including a beautiful swimming pool, playground, and green spaces, and a great fitness/exercise room for residents to enjoy. The low HOA fee makes this property even more attractive for those looking for an affordable and convenient lifestyle. Laundry facilities are conveniently located outside across from the building. Located in a convenient area close to public transportation, stores, shops, restaurants, and everyday necessities, this condo provides easy access to everything you need. Whether you are looking for a comfortable place to call home or a great investment opportunity, this property offers an excellent combination of location, amenities, affordability, and convenience. Don't miss the opportunity to see this beautiful second-floor condo. The unit is vacant, in good condition, and ready for its new owner. Schedule your showing today!

559 Flemming Way Unit 203, Maitland
2308 Haywood Court Unit 100, Maitland
$215,000
3 Beds ⋅ 2 Baths ⋅ Carrington Park A Condo SubDv. ⋅ 32751 Zip Code
Need Room! Welcome home to this spacious 1612 S.F. first-floor condominium featuring three bedrooms and two full baths in a well-maintained community conveniently located near shopping, dining, and Full Sail University. Step inside to find brand-new luxury plank flooring throughout the living and bedroom areas, ceramic tile in the kitchen and bathrooms, and absolutely no carpet! Blinds on all windows and ceiling fans add to the comfort and convenience of this inviting home. The kitchen comes complete with refrigerator, range, microwave, and dishwasher, while a brand-new washer and dryer are also included. Relax and enjoy Florida's beautiful weather year-round from your private screened-in lanai, with the community pool and playground conveniently located nearby. The HOA offers exceptional value by covering water, sewer, trash, building insurance, roof, grounds maintenance, and the community pool. With its desirable first-floor location, fresh updates, generous three-bedroom floor plan, and convenient location, this condo offers easy Florida living and is ready for you to make it home!

2308 Haywood Court Unit 100, Maitland
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