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Maitland, FL Homes under $300,000

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  • /24

    $260,000

    • 3 Beds
    • 2 Baths
    • 1,406 Sq Ft

    416 Banyon Tree Cir Unit 108, Maitland, FL 32751

    GORGEOUS, SPACIOUS AND MOVE-IN READY! This Beautiful Home Is Offering 3 Bedrooms, 2 baths. The kitchen has been beautifully designed with new counter tops, cabinets and Stainless-Steel Appliances. Large master bedroom with walk-in closet. Beautiful, upgraded Bathroom. Ceramic title throughout. This community has 3 pools, fitness center, playground and laundry facilities. Conveniently and

    Yuly Bonilla VENCORP REAL ESTATE

    416 Banyon Tree Cir Unit 108, Maitland, FL 32751
  • /36

    $245,000

    • 2 Beds
    • 2 Baths
    • 1,111 Sq Ft

    1420 Lake Shadow Cir Unit 9207, Maitland, FL 32751

    Great home in the heart of central florida. Would make an ideal home for a small family or as an rental home in highly popular Maitland. The community features two swimming pools with an onsite gym, club house, tennis courts and a basketball court. Out back, there are spectacular views of Lake Shadow with a walking area and a picnic area to enjoy the scenery. The unit is conveniently located

    Hemant Panchal CORE REAL ESTATE SERVICES LLC

    1420 Lake Shadow Cir Unit 9207, Maitland, FL 32751
  • /37

    $245,900

    • 2 Beds
    • 2.5 Baths
    • 1,432 Sq Ft

    802 Park Lake Cir Unit 2, Maitland, FL 32751

    Luxurious Lakefront Living ! Hurry to see this stunning 2 bed 2 bath townhouse. Beautiful Oak kitchen, stainless appliances, brand new dishwasher, huge pantry, nice fans and lighting lots of designer touches. Laundry room has front load washer/dryer and tons of storage and work area. Half bath in hallway and linen closet. Livingroom has beautiful lake view. Front porch sitting area with views.

    Tom Graves FUN HOMES

    802 Park Lake Cir Unit 2, Maitland, FL 32751
  • /65

    $244,900

    • 2 Beds
    • 1 Bath
    • 816 Sq Ft

    1140 S Orlando Ave Unit E1, Maitland, FL 32751

    One or more photo(s) has been virtually staged. **$5,000 towards buyer's CLOSING COSTS!!!*** Offered by the seller.RARE opportunity to live in the Premier Lake Maitland Terrace CONDO Community. Even more RARE is that it is REMODELED END unit with plenty of natural light and it is on the bottom level FIRST main FLOOR! No Stairs, easy access to your new home. Enjoy the Community Pool (currently

    Chris Schiffermiller UNITED REAL ESTATE PREFERRED

    1140 S Orlando Ave Unit E1, Maitland, FL 32751
  • /27

    $245,000

    • 3 Beds
    • 2.5 Baths
    • 1,583 Sq Ft

    2425 Legacy Lake Dr Unit 2425, Maitland, FL 32751

    One or more photo(s) has been virtually staged. LARGE PRICE ADJUSTMENT!!! MOTIVATED SELLER!! Discover luxurious resort-style living in this beautifully maintained 3-bedroom, 2.5-bath condo in the prestigious gated community of Visconti East. This elegant home showcases premium finishes throughout, featuring rich hardwood floors in the main living areas and fresh neutral carpeting in the

    Kevin McClanahan FANNIE HILLMAN & ASSOCIATES

    2425 Legacy Lake Dr Unit 2425, Maitland, FL 32751
  • /34

    $249,990

    • 2 Beds
    • 1.5 Baths
    • 816 Sq Ft

    1140 S Orlando Ave Unit J6, Maitland, FL 32751

    PRICE IMPROVEMENT...Lakefront Condo in Maitland’s Jupiter Building – First-Floor Unit with access to Scenic Lake Views.Welcome to lakefront living in the desirable Lake Maitland Terrace community! This beautifully maintained first-floor, 2-bedroom, 1.5-bath condo in the Jupiter Building offers the perfect blend of comfort, convenience, and lifestyle. The updated kitchen features maple cabinetry,

    Miriam Furey EXP REALTY LLC

    1140 S Orlando Ave Unit J6, Maitland, FL 32751
  • /39

    $254,900

    • 3 Beds
    • 3 Baths
    • 1,496 Sq Ft

    1019 Grove St Unit 85, Maitland, FL 32751

    This is a well-maintained Townhouse located in Maitland. The seller has resided in the property for 47 years and there are no deferred maintenance issues. Owner has upgraded the unit to include lifetime warranty (transferable) energy efficient windows in 2017. Solid surface countertops in kitchen and bathrooms along with complete kitchen remodel 10 years ago. May of 2024, owner had new

    Scott Roberts SCOTT ALAN ROBERTS

    1019 Grove St Unit 85, Maitland, FL 32751
  • /22

    $252,000

    • 3 Beds
    • 2 Baths
    • 1,205 Sq Ft

    2549 Maitland Crossing Way Unit 306, Orlando, FL 32810

    PRICE DROP ! MOTIVATED SELLER ! Rare opportunity to own a 3 bedroom condo in Gated Bella Terra (MORE PHOTOS COMING SOON!) – Prime location near theme parks and Downtown OrlandoDiscover the perfect blend of comfort, convenience, and easy living in this spacious 3-bedroom, 2-bathroom condo, nestled within the highly sought-after gated Bella Terra community in Maitland. Vaulted ceilings and an

    Marion Luckman LPT REALTY, LLC

    2549 Maitland Crossing Way Unit 306, Orlando, FL 32810
  • /59

    $279,500

    • 2 Beds
    • 2 Baths
    • 1,280 Sq Ft

    1810 Shadow View Cir Unit 1810, Maitland, FL 32751

    Location, Location, Location! Located in the heart of Maitland close to offices and everything. Gated community of Visconti East, beautiful Townhouse with 2 Bedroom, 2 Bathroom PLUS Office on main second floor with 2 Bedrooms on 3rd floor AND 2 CAR GARAGE.Wood floors on main floor and carpet in both Bedrooms, with ceiling fans in each room, kitchen updated with Granite counter tops, stainless

    Jayesh Khatri RE/MAX INNOVATION

    1810 Shadow View Cir Unit 1810, Maitland, FL 32751
  • /21

    $215,000 Open Sun 11AM - 1PM

    • 1 Bed
    • 1 Bath
    • 612 Sq Ft

    1140 S Orlando Ave Unit E11, Maitland, FL 32751

    LAKE LIFE!! Welcome to 1140 S. Orlando Ave E11 — a charming lake access condo perfectly nestled on the border of Winter Park and Maitland. Embrace the laid-back Florida lifestyle with Lake Maitland just steps away, offering endless opportunities for paddle boarding, kayaking, boating and relaxing by the water. A brand-new community pool with lake views is currently under construction, with a

    Abby Green CORCORAN PREMIER REALTY

    1140 S Orlando Ave Unit E11, Maitland, FL 32751
  • /16

    $219,900

    • 2 Beds
    • 1 Bath
    • 520 Sq Ft

    2031 Warrens Ave, Maitland, FL 32751

    Ready for a weekend project with big upside? With a little love and light renovations, 2031 Warrens Avenue can shine as Maitland’s next tiny-home success story. This 2-bed, 1-bath cottage (approx. 560 sq ft) already boasts a bright, open living-kitchen core and fresh interior paint; add new flooring, modern fixtures, and your own style to unlock instant equity. The ~0.10-acre lot—rare at this

    Brenden Rando NEXTHOME NEIGHBORHOOD REALTY

    2031 Warrens Ave, Maitland, FL 32751
  • /20

    $225,000

    • 2 Beds
    • 2 Baths
    • 1,048 Sq Ft

    1325 Lake Shadow Cir Unit 12303, Maitland, FL 32751

    Welcome to carefree living in the sought-after Visconti community of Maitland! This beautifully updated 2-bedroom, 2-bathroom condo offers 1,048 square feet of stylish comfort and top-floor privacy—with no neighbors above you. Step inside to discover newer luxury vinyl plank flooring, kitchen appliances, and fixtures. Both bathrooms have been tastefully refreshed with new vanities, new toilets,

    Ken Pozek KELLER WILLIAMS ELITE PARTNERS III REALTY

    1325 Lake Shadow Cir Unit 12303, Maitland, FL 32751
  • /16

    $235,000

    • 2 Beds
    • 1.5 Baths
    • 1,353 Sq Ft

    1020 Grove St Unit 29, Maitland, FL 32751

    This beautifully updated 2 bedroom, 1.5 bath condo in Maitland is located minutes from shops, restaurants and offers easy access to I-4! Recent updates include a new AC (2025) , updated electrical panel, and a new tankless water heater, for energy efficiency. The stylish kitchen features granite countertops, stainless appliances and a striking glass mosaic backsplash. Both spacious bedrooms are

    Ingrid Livingston COLDWELL BANKER RESIDENTIAL RE

    1020 Grove St Unit 29, Maitland, FL 32751
  • /51

    $300,000

    • 4 Beds
    • 2 Baths
    • 1,372 Sq Ft

    1460 Lake Shadow Cir Unit 7102, Maitland, FL 32751

    One or more photo(s) has been virtually staged. Lakeside Luxury Living at Visconti West on the First Floor 4BR/2BA Condo in Maitland, FL !!!! This home features a view of Lake Shadow from all of the rooms with a flowing floorplan, tile flooring throughout the living areas, granite countertops, stainless steel appliances, and plantation shutters for an elegant, modern touch. Enjoy your morning

    Lorie Gullian KELLER WILLIAMS ELITE PARTNERS III REALTY

    1460 Lake Shadow Cir Unit 7102, Maitland, FL 32751
  • /28

    $275,000

    • 3 Beds
    • 3 Baths
    • 1,575 Sq Ft

    1152 Grove St Unit 185, Maitland, FL 32751

    Stunning, lakefront 3 bedroom/3 bath condo in Maitland, zoned for sought after Dommerich Elementary and Maitland Middle Schools! This updated residence offers a gorgeous lake view from a large picture window in the living room and the upstairs balcony off the primary suite. There is a private dock right out your front door to load your kayak or paddleboard into gorgeous Lake Gem. Upstairs are two

    Ingrid Livingston COLDWELL BANKER RESIDENTIAL RE

    1152 Grove St Unit 185, Maitland, FL 32751
  • /12

    $249,900

    • 3 Beds
    • 1.5 Baths
    • 1,449 Sq Ft

    530 Ruffel St, Maitland, FL 32751

    Great property to add to your investment portfolio. This 3 bed 1 1/2 bath with family room and inside laundry is tenant occupied.Exterior newly painted. Lease amount $1,440. (Lease expires 12/31/25). The roof was replaced in 2024. 4-point inspection was performed and all needed repairs were done. Property is on a dead end street. Making traffic light. Convenient to playground, community pool,

    Marian Coaxum KELLER WILLIAMS REALTY AT THE PARKS

    530 Ruffel St, Maitland, FL 32751
  • /38

    $299,800

    • 3 Beds
    • 2 Baths
    • 1,146 Sq Ft

    1040 Hamlet Dr, Maitland, FL 32751

    This beautifully maintained three-bedroom, two-bath residence features an inviting open floor plan, perfect for both entertaining and everyday living. Recently painted with a fresh interior, the home radiates warmth and brightness throughout. Enjoy modern comforts with a brand-new air conditioning system installed just six months ago, ensuring a cool and comfortable atmosphere year-round. The

    Bianca Botelho RE/MAX ASSURED

    1040 Hamlet Dr, Maitland, FL 32751
  • /15

    $215,500

    • 2 Beds
    • 2 Baths
    • 1,048 Sq Ft

    1475 Lake Shadow Cir Unit 6205, Maitland, FL 32751

    Resort-Style Living at Visconti – Stunning 2nd Floor CondoDiscover the perfect blend of comfort and convenience in this beautifully updated 2-bedroom, 2-bathroom condo in the sought-after gated Visconti community. With an open floor plan, two spacious primary suites, and a large screened-in balcony with extra storage, this home is designed for effortless living.Enjoy a resort-style lifestyle with

    Matt White SLOANE REALTY, LLC

    1475 Lake Shadow Cir Unit 6205, Maitland, FL 32751
  • /34

    $235,000

    • 2 Beds
    • 2 Baths
    • 1,048 Sq Ft

    1150 Lake Shadow Cir Unit 3104, Maitland, FL 32751

    One or more photo(s) has been virtually staged. Welcome to this stunning 2-bedroom, 2-bathroom FIRST FLOOR condo in the sought-after gated Visconti community! Recently updated with new flooring, smart thermostat and brand new appliances, this home offers both style and comfort. The spacious open layout provides a bright and airy atmosphere, perfect for relaxation and entertaining. Take advantage

    Gretchen Chevalier ALL REAL ESTATE & INVESTMENTS

    1150 Lake Shadow Cir Unit 3104, Maitland, FL 32751
  • /31

    $279,000

    • 3 Beds
    • 3 Baths
    • 1,328 Sq Ft

    607 Waverly Ln Unit 403, Maitland, FL 32751

    REDUCED $10,000 Rare opportunity for spacious condo with beautiful lake, pool and open space view condo in the desirable Park Lake community of Maitland. Close to major transportation routes, employment centers, Park Avenue/Winter Park, Alt. Spgs. and downtown Orlando. Freshly painted. 3/3 with TWO PRIMARY SUITES on 2nd floor with EN-SUITE bathrooms, one of which has a walk-in whirlpool tub

    Michael Dabby DABBY REAL ESTATE ADVISORS, LLC

    607 Waverly Ln Unit 403, Maitland, FL 32751
  • /29

    $275,000

    • Land
    • 0.26 Acre
    • $1,057,692 per Acre

    1130 Mechanic St, Maitland, FL 32751

    This 0.26 acre cleared lot is ready for you to create the home of your dreams! Nestled among majestic oak trees, it provides a serene and private setting while maintaining easy access to everything you need. Enjoy the perfect blend of a peaceful, country-like atmosphere right in the heart of the city. Located less than a mile from Maitland Community Park, you'll have access to sports courts,

    Richard Palmano PALMANO GROUP RE BROKERAGE LLC

    1130 Mechanic St, Maitland, FL 32751
  • /26

    $269,900

    • 2 Beds
    • 1.5 Baths
    • 816 Sq Ft

    1140 S Orlando Ave Unit K15, Maitland, FL 32751

    This is the only Lake Maitland Terrace condo available with multi-million $$$ Lake Maitland LAKEFRONT views from both bedrooms!!! And partial lakefront view from front screened-in porch! This updated condo offers stunning lakefront views at the iconic Lake Maitland Terrace! Located on the second floor, this corner unit is situated in the last building down by the lake. The screened-in front porch

    Nancy Bagby FANNIE HILLMAN & ASSOCIATES

    1140 S Orlando Ave Unit K15, Maitland, FL 32751
  • /26

    $299,900

    • 2 Beds
    • 1.5 Baths
    • 816 Sq Ft

    1140 S Orlando Ave Unit F16, Maitland, FL 32751

    Excellence and convenience in Fla Paradise! Iconic Lake Maitland Terrace is the Mid-Century Miami vibe condo community on Lake Maitland. Exceptional 2 bed 1.5 bath is on the Top Floor, corner unit. A beautiful unobstructed lake view from the oversized screened porch. Spacious with 8' ceilings and doors. Gorgeous counter height quartz eating area. Everything is open from the kitchen to the living

    Kathy Davis ELITE REAL ESTATE PROFESSIONAL

    1140 S Orlando Ave Unit F16, Maitland, FL 32751
  • /28

    $228,000

    • 2 Beds
    • 2 Baths
    • 1,111 Sq Ft

    1100 Lake Shadow Cir Unit 2101, Maitland, FL 32751

    The community features 2 swimming pools, a gym, tennis and basketball courts, and beautiful views of Lake Shadow. Conveniently located just minutes from major shopping, entertainment, and Interstate 4. Call today to schedule your private tour!

    TATIANA BUSTAMANTE LPT REALTY, LLC

    1100 Lake Shadow Cir Unit 2101, Maitland, FL 32751
  • /20

    $220,000

    • 2 Beds
    • 2.5 Baths
    • 1,768 Sq Ft

    824 Park Lake Place Unit 4A, Maitland, FL 32751

    New kitchen and bathrooms cabinets. Welcome to your new home in the heart of the serene Park Lake Woods community! This delightful two-bedroom unit freshly painted awaits its new owner. Perfectly positioned for those seeking both tranquility and convenience, this property offers a convenient location near Winter Park, generously sized bedrooms with walk in closets and no carpet, private patio and

    Lorena Martinez EXP REALTY LLC

    824 Park Lake Place Unit 4A, Maitland, FL 32751
  • /2

    $300,000

    • Land
    • 0.27 Acre
    • $1,111,111 per Acre

    0 Mechanic St, Maitland, FL 32751

    Unlock the Potential of Your Dream Property in Maitland, Florida!Discover a prime opportunity to build your vision in the heart of Maitland, a charming and thriving community just minutes from downtown Orlando. This vacant land offers a blank canvas for your dream home or investment property. Nestled in a highly desirable area, you'll enjoy easy access to top-rated schools, tranquil parks,

    Cheree Graham KELLER WILLIAMS REALTY AT THE PARKS

    0 Mechanic St, Maitland, FL 32751
  • /23

    $214,900

    • 1 Bed
    • 1 Bath
    • 707 Sq Ft

    2627 Maitland Crossing Way Unit 101, Orlando, FL 32810

    Welcome this stunning condominium nestled in the sought-after, gated, community in Orlando, Florida - Bella Terra. This beautifully remodeled 1-bedroom, 1-bathroom home offers a perfect blend of modern elegance and comfortable living, making it an ideal retreat for professionals or anyone seeking a vibrant lifestyle. As you enter, you’ll be greeted by abundant natural light flowing through the

    Martina Leonard CHARLES RUTENBERG REALTY ORLANDO

    2627 Maitland Crossing Way Unit 101, Orlando, FL 32810
  • /31

    $229,000

    • 2 Beds
    • 2 Baths
    • 1,064 Sq Ft

    2717 Maitland Crossing Way Unit 207, Orlando, FL 32810

    Priced to sell !! Welcome to this stunning 2-bedroom, 2-bath condominium in the highly soughtafter,resort-style Bella Terra community. Offering a bright, open floor plan, this home featuresa spacious living area that extends seamlessly onto a private balcony, perfect for relaxing orentertaining. Enjoy the convenience of in-unit laundry and a well-appointed kitchen with allmajor appliances

    Abdullah Akel CHARLES RUTENBERG REALTY ORLANDO

    2717 Maitland Crossing Way Unit 207, Orlando, FL 32810
  • /49

    $234,900

    • 4 Beds
    • 2 Baths
    • 1,313 Sq Ft

    2615 Maitland Crossing Way Unit 9 307, Orlando, FL 32810

    Charming 4-Bedroom, 2-Bathroom Home in a Prime Location – Priced to Sell!This beautifully maintained 4-bedroom, 2-bathroom home is perfectly positioned in one of the most desirable neighborhoods. Offering plenty of space for family living, this property boasts a spacious layout, ideal for both relaxation and entertaining4 spacious bedrooms – perfect for families or those needing extra space2

    Nene Khan KELLER WILLIAMS LEGACY REALTY

    2615 Maitland Crossing Way Unit 9 307, Orlando, FL 32810
  • /17

    $224,900

    • 2 Beds
    • 1 Bath
    • 848 Sq Ft

    2717 Maitland Crossing Way Unit 205, Orlando, FL 32810

    Welcome to this beautifully renovated condo in the desirable Bella Terra community. Fully updated in 2021, this condo features modern flooring, contemporary fixtures, and a sleek kitchen with stainless steel appliances and dramatic countertops. The open-concept layout connects the living, dining, and kitchen areas for a spacious, airy feel perfect for both everyday living and entertaining. Walk

    Collin Price EXP REALTY LLC

    2717 Maitland Crossing Way Unit 205, Orlando, FL 32810
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