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Maitland, FL Homes for Sale under $300,000

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  • /2

    $265,000

    • Land
    • 0.27 Acre
    • $981,481 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
  • /5

    $279,800

    • Land
    • 0.43 Acre
    • $650,698 per Acre

    0 Lake Howell Rd Unit MFRO6346556, Maitland, FL 32751

    Lake Howell Rd with a Maitland city address. Build your home and professional office or mixed use such as office space and apartments above and live rent free. The city will allow up to approximately 3,700 sq ft of building area. You will not be able to find another opportunity like this close to everything: Semoran Blvd, restaurants, shopping and more!

    Marta Zelaya CHARLES RUTENBERG REALTY ORLANDO

    0 Lake Howell Rd Unit MFRO6346556, Maitland, FL 32751
  • /35

    $230,000

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

    1460 Lake Shadow Cir Unit 7107, Maitland, FL 32751

    Just reduced by $13,000 (a 5% price improvement), this rare 4-bedroom, 2-bath first-floor end-unit condo presents an exceptional opportunity in the gated community of Visconti West in Maitland, Florida—perfect timing for holiday-season buyers. Offering true resort-style living with the convenience of ground-floor access, this light-filled home features an open, functional floor plan designed for

    Alie Gattis MAINFRAME REAL ESTATE

    1460 Lake Shadow Cir Unit 7107, Maitland, FL 32751
  • /29

    $250,000

    • Land
    • 0.26 Acre
    • $961,538 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
  • /70

    $209,900

    • 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. 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 FIRST level, main FLOOR! No Stairs, easy access to your new home. Enjoy the remodeled Community POOL & Clubhouse all on the stunning water front of Lake Maitland which is

    Chris Schiffermiller UNITED REAL ESTATE PREFERRED

    1140 S Orlando Ave Unit E1, Maitland, FL 32751
  • /25

    $210,000

    • 1 Bed
    • 1 Bath
    • 612 Sq Ft

    1140 S Orlando Ave Unit E11, Maitland, FL 32751

    Rare Opportunity for Lakeside Living!This beautifully maintained 1-bedroom, 1-bath, 612 sq. ft. condo is nestled in the highly sought-after Lake Maitland Terrace community—perfectly positioned on Lake Maitland, the largest lake in the Winter Park Chain of Lakes. Enjoy the ultimate lakefront lifestyle with fishing, kayaking, canoeing, and water-skiing just steps from your door. The community

    Dan Haggerty NEXTHOME BEST RESULTS REAL ESTATE

    1140 S Orlando Ave Unit E11, Maitland, FL 32751
  • /45

    $269,900

    • 2 Beds
    • 2.5 Baths
    • 1,456 Sq Ft

    335 W Lake Faith Dr Unit S, Maitland, FL 32751

    SELLER MOTIVATED. Welcome to Tranquility and Relaxation in this quiet meticulously maintained Gated Condominium Community- Lake Faith Villas. This beautiful community rests on the shores of Lake Faith in Maitland and is truly a Hidden Gem. This tastefully updated 2 bedroom 2.5 bath 2- Story END UNIT is nestled in a prime location within the community featuring an Updated Spacious Kitchen with

    Nicholas Wild GATE PROPERTIES & MANAGEMENT INC

    335 W Lake Faith Dr Unit S, Maitland, FL 32751
  • /33

    $215,000

    • 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. BIG NEWS! THE SELLER’S PREFERRED LENDER IS OFFERING UP TO $2,500 TOWARD BUYER CLOSING COSTS WITH APPROVED FINANCING! Get ready to fall in love with this beautifully refreshed first-floor 2-bedroom, 2-bath condo in the sought-after gated community of Visconti! Bursting with upgrades, this home features brand-new appliances, new flooring, and a smart

    Gretchen Chevalier ALL REAL ESTATE & INVESTMENTS

    1150 Lake Shadow Cir Unit 3104, Maitland, FL 32751
  • /15

    $267,000

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

    806 Town Cir Unit 156, Maitland, FL 32751

    Experience lakeside living in this elegant 3-bed, 3-bath townhome in the heart of Maitland! This 1,575 sq ft residence offers refined, comfortable living with tranquil lake views. The townhome features two upstairs ensuite bedrooms—one with a private balcony overlooking the lake, a perfect spot to enjoy your morning coffee—and a convenient first-floor bedroom that provides space and ease. Enjoy a

    Liz Amor Pagan WATSON REALTY CORP

    806 Town Cir Unit 156, Maitland, FL 32751
  • /29

    $250,000

    • 2 Beds
    • 2 Baths
    • 1,087 Sq Ft

    1601 Grove St Unit 552, Maitland, FL 32751

    One or more photo(s) has been virtually staged. **2024 ROOF** Discover this stunning, newly renovated one story end unit boasting over 1,000 sq ft of modern living space. This spacious 2 bedroom, 2 bath condo features luxury vinyl plank flooring throughout, a stylish new kitchen with white shaker cabinets, quartz countertops, and stainless steel appliances, plus all new light fixtures and fresh

    Chris Creegan CREEGAN GROUP

    1601 Grove St Unit 552, Maitland, FL 32751
  • /41

    $230,000

    • 2 Beds
    • 2.5 Baths
    • 1,293 Sq Ft

    551 Finchley Rd Unit 551, Maitland, FL 32751

    One or more photo(s) has been virtually staged. This beautiful condo in the heart of Maitland—just minutes from Winter Park, Altamonte Springs, and more—truly has it all! Featuring new floors, a new roof, new windows, new HVAC, new plumbing, fresh interior and exterior paint, new fixtures, and new vanities, this home offers years of worry-free living with everything already taken care of.

    Lana Larrivee PREFERRED RE BROKERS III

    551 Finchley Rd Unit 551, Maitland, FL 32751
  • /11

    $267,900

    • 2 Beds
    • 2 Baths
    • 1,275 Sq Ft

    1000 Winderley Place Unit 128, Maitland, FL 32751

    Immaculate 2BR/2BA Condo in a Gated Maitland Community. - Spacious and well maintained 2-bedroom, 2-bath condominium offering 1,275 sq. ft. of living space.Features include a sunken living room, wood, vinly and carpet flooring. and a bright, open layout. located in a desirable gated community with access to a community swimming pool and well-kept common areas.Conveniently located near shopping,

    Akil Jaffer DOVER INTERNATIONAL CO., INC.

    1000 Winderley Place Unit 128, Maitland, FL 32751
  • /25

    $249,000

    • 3 Beds
    • 2 Baths
    • 1,256 Sq Ft

    1503 Grove St Unit 559, Maitland, FL 32751

    Rare opportunity for a "Jewel of Park Lake" spacious 3 bedroom, 2 bath villa with beautiful wooded view in the desirable Park Lake community of Maitland. MOVE-IN READY!!! Assigned/dedicated Parking. Close to major transportation routes, employment centers, Park Avenue/Winter Park, Altamonte Springs and downtown Orlando. HVAC replaced in 2021. NEW Appliances flooring and paint in 2025. Exterior

    Michael Dabby DABBY REAL ESTATE ADVISORS, LLC

    1503 Grove St Unit 559, Maitland, FL 32751
  • /59

    $228,500

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

    1810 Shadow View Cir Unit 1810, Maitland, FL 32751

    Price improvement - 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. Outside AC unit installed new.Wood floors on main floor and carpet in both Bedrooms, with ceiling fans in each room,

    Jayesh Khatri RE/MAX INNOVATION

    1810 Shadow View Cir Unit 1810, Maitland, FL 32751
  • /33

    $270,000

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

    2824 Shadow View Cir, Maitland, FL 32751

    VISCONTI - It doesn't feel like a "home" - you'll feel like you're checking into a RESORT! This gated, spacious three-story condominium offers an oversized double car garage. Venture upstairs to an open concept layout for living-kitchen-dining area. This home has been updated with all NEW wood floors, freshly painted with lovely crown and base molding and ALL new fans. The kitchen has ALL new

    Susan Taliaferro COLDWELL BANKER RESIDENTIAL RE

    2824 Shadow View Cir, Maitland, FL 32751
  • /74

    $249,000

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

    1175 Lake Shadow Cir Unit 4308, Maitland, FL 32751

    Experience true resort-style living at its finest in this lovely 4-bedroom, 2-bath condominium in the beautiful, gated community Visconti West. As you enter the home, you are welcomed by an open and spacious floor plan filled with abundant natural light, vaulted ceilings and decorative cutouts. Enjoy a split-plan layout that offers comfort and privacy for family and guests. The kitchen features a

    Julie Ruh COLDWELL BANKER REALTY

    1175 Lake Shadow Cir Unit 4308, Maitland, FL 32751
  • /16

    $239,900

    • 3 Beds
    • 2 Baths
    • 1,256 Sq Ft

    1507 Grove St Unit 557, Maitland, FL 32751

    Beautiful three bedroom, two bath apartment in Park Lake community, offering stunning wooded views and surrounded by mature landscaping, The spacious master suite offers serene view of the private courtyard, just steps away from the community pool. This home also features a convenient laundry room. Recent updates include a new air conditioner and roof. Perfectly located new shopping and

    Annabel Estevez TRANSCONTINENTAL REALTY GROUP,

    1507 Grove St Unit 557, Maitland, FL 32751
  • /24

    $240,000

    • 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

    $248,000

    • 3 Beds
    • 2 Baths
    • 1,243 Sq Ft

    1175 Lake Shadow Cir Unit 4105, Maitland, FL 32751

    3 Bedroom/2 Bath 1st Floor Condo in a Gated Community! Close to Genesis Health Club, Downtown, Shopping and Restaurants! Features Include: Primary Bedroom/Bath with HUGE Walk In Closet * 2nd Bedroom has Huge Walk In Closet * Kitchen with Stainless Appliances * Laundry Room In Condo with Washer/Dryer * Split Bedroom Floorplan * Balcony with Storage Closet * Roof 2 Years Old * Wood Floors In Living

    Gayle Stanley FLORIDA REALTY INVESTMENTS

    1175 Lake Shadow Cir Unit 4105, Maitland, FL 32751
  • /28

    $225,000

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

    1009 Grove St Unit 1009, 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!. The stylish kitchen features granite countertops, 42 inch cabinetry, built-in wine glass rack, stainless appliances, pass thru window, and a long breakfast bar. Updated half bath downstairs for convenience. Both spacious bedrooms are located upstairs and share

    Ingrid Livingston COLDWELL BANKER RESIDENTIAL RE

    1009 Grove St Unit 1009, Maitland, FL 32751
  • /42

    $285,000

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

    1618 Gulfview Dr Unit 417, Maitland, FL 32751

    One or more photo(s) has been virtually staged. Welcome to this exquisitely renovated home offering the best value in the maintenance-free community of Park Lake Grove! This stunning 3-bedroom, 3-bathroom property features 1,328 square feet of beautifully updated living space and a rear-facing, fully enclosed one-car garage. Every inch of this home has been thoughtfully renovated with quality and

    Wendy Aldana LLC NETWORTH REALTY OF ORLANDO, LLC

    1618 Gulfview Dr Unit 417, Maitland, FL 32751
  • /29

    $219,900

    • 3 Beds
    • 2 Baths
    • 1,243 Sq Ft

    1460 Lake Shadow Cir Unit 7204, Maitland, FL 32751

    OWNER MOTIVATED! PRICED TO SELL!! Resort style living in this sought after gated community located near the Maitland Exchange. A rare find to have a 3 bedroom with Dual Master suites, 2 full baths located on the 2nd floor in Building 7 just steps away from the 2 Lakefront Pools, Fitness Room and a well appointed Clubhouse for special events. This unit features a fully equipped kitchen with

    Jason Asa LPT REALTY, LLC

    1460 Lake Shadow Cir Unit 7204, Maitland, FL 32751
  • /2

    $205,000

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

    1100 Lake Shadow Cir Unit 2206, Maitland, FL 32751

    Gated community of Visconti. Easy access to I4, beaches, downtown Orlando. Altamonte Springs. This community offers a resort style living. Valet trash pick up, water, trash, sewer, pest control included in hoa dues as well as building insurance. Community offers fitness, two pools on the lake. Basketball court, tennis courts, play ground.

    Didem Isik Widener PARK AVENUE REALTY LLC

    1100 Lake Shadow Cir Unit 2206, Maitland, FL 32751
  • /39

    $235,000

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

    2549 Maitland Crossing Way Unit 106, Orlando, FL 32810

    Welcome to Bella Terra, a highly sought-after gated community offering resort-style living in a prime location! This beautifully updated first-floor 3-bedroom, 2-bath condo offers the perfect blend of comfort, style, and convenience. Enjoy easy, no-stairs access and ground-level living at its finest. Each bedroom includes a walk-in closet, and the modern kitchen features granite countertops,

    Agent Photo

    Yusuf Gencay

    RE/MAX Town & Country Realty

    (321) 472-5734

    2549 Maitland Crossing Way Unit 106, Orlando, FL 32810
  • /23

    $209,900

    • 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
  • /34

    $300,000

    • 3 Beds
    • 2 Baths
    • 1,092 Sq Ft

    118 Deacon Jones Blvd, Orlando, FL 32810

    You must see this beautiful, completely-remodeled 3 bedroom, 2 bathroom home in Lake Lovely Estates with over $60,000 in upgrades! As you enter the front door, you'll see the open and spacious living room with brand new laminate flooring and oversized windows that fill the house with natural light. The kitchen has been entirely upgraded with brand new counters, cabinets, and stainless steal

    Jeremy Wood KELLER WILLIAMS HERITAGE REALTY

    118 Deacon Jones Blvd, Orlando, FL 32810
  • /16

    $215,000

    • 2 Beds
    • 2 Baths
    • 1,009 Sq Ft

    2525 Maitland Crossing Way Unit 305, Orlando, FL 32810

    Wow Beautiful home Priced to sell ! Welcome to the gated community stunning 2-bedroom, 2-bath condominium in the highly sought after, Bella Terra Resort style amenities, including pool, Clubhouse, fitness Center , tennis court, playground, Walking path around pond, and a car wash area. The floor plan features beautiful Laminated flooring. The kitchen has a lovely breakfast bar. The screened in

    AMISHI VORA HOME WISE REALTY GROUP, INC.

    2525 Maitland Crossing Way Unit 305, Orlando, FL 32810
  • /17

    $219,900

    • 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
  • /28

    $235,000

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

    2537 Maitland Crossing Way Unit 308, Orlando, FL 32810

    Beautiful top floor unit with breathtaking pond view over looking to the West with a sunset view as well. Spacious Livingroom and dinning area with a high ceiling. Nice balcony size with a good amount of walk-in storage space in the balconey. Amazing wood looking tiles throughout and brand new cozy carpets in the bedrooms. 2 Bedrooms has a walk-in closet and the other two regular closets. The

    Hadi Bakhsh EXP REALTY LLC

    2537 Maitland Crossing Way Unit 308, Orlando, FL 32810
  • /22

    $220,000

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

    2549 Maitland Crossing Way Unit 306, Orlando, FL 32810

    Don't miss this opportunity to own a 3 bedroom condo in Gated Bella Terra. PRICE DROP !!!! – 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 open-concept floor plan with

    Marion Luckman LPT REALTY, LLC

    2549 Maitland Crossing Way Unit 306, Orlando, FL 32810
  • /49

    $229,000

    • 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

    Nene Khan KELLER WILLIAMS LEGACY REALTY

    2615 Maitland Crossing Way Unit 9 307, Orlando, FL 32810
  • /6

    $235,000

    • 2 Beds
    • 1 Bath
    • 848 Sq Ft

    2740 Maitland Crossing Way Unit 2-303, Orlando, FL 32810

    Welcome to this 2 bedrooms, 1 bath condominium in the gated resort style community of Bella Terra in Orlando Florida.This beautiful condo has a nice balcony. Kitchen/Living Room combo. An exterior storage closet off the patio provides space for seasonal decorations, bicycles, etc. AMENITIES ABOUND! This upscale, gated community offers a resort-style community pool, a clubhouse with a fitness

    Gabrielle Garcia FLORIDA HOMES REALTY & MORTGAGE

    2740 Maitland Crossing Way Unit 2-303, Orlando, FL 32810
  • /52

    $210,000

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

    2651 Maitland Crossing Way Unit 103, Orlando, FL 32810

    Live the lifestyle you deserve within the GATED COMMUNITY of Bella Terra. Relax or socialize with your neighbors at the clubhouse featuring a fitness center for the family’s well-being, a large resort-style pool, and on-site management. Residents can also enjoy access to a tennis court, a car wash, a playground for the young at heart, and a path around the pond to walk their furry friends. If you

    Susan Schneider COLDWELL BANKER REALTY

    2651 Maitland Crossing Way Unit 103, Orlando, FL 32810

Home Trends in Maitland, FL

Housing Trends

Median Sale Price
$505,000
Median Single Family Sale Price
$590,000
Median Townhouse Sale Price
$399,900
Median 2 Bedroom Sale Price
$267,900
Median 1 Bedroom Sale Price
$160,500
Average Price Per Sq Ft
$293
Number of Homes for Sale
83
Last 12 months Home Sales
325
Months of Supply
3.10
Median List Price
$524,900
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
16%
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