38

Maitland, FL Homes for Sale with No HOA Fee

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  • /36

    $399,900

    • 3 Beds
    • 2 Baths
    • 1,950 Sq Ft

    601 Oranole Rd, Maitland, FL 32751

    Welcome to Your Family's Next Chapter in Beautiful Maitland!Nestled in one of Maitland's most sought-after neighborhoods, this fully renovated 3-bedroom, 2-bathroom home offers the perfect blend ofmodern comfort and timeless charm, ideal for families ready to make new memories.From the moment you step inside, you're greeted by an abundance of natural light and an open, airy layout

    Agent Photo

    Kay Shilling

    COLDWELL BANKER RESIDENTIAL RE

    (321) 844-6582

    601 Oranole Rd, Maitland, FL 32751
  • /37

    $635,000

    • 4 Beds
    • 2 Baths
    • 1,907 Sq Ft

    708 Thunder Trail, Maitland, FL 32751

    Welcome to 708 Thunder Trail in beautiful Maitland, Florida — a stunning 4-bedroom, 2-bath pool home nestled in the sought-after Dommerich neighborhood, with NO HOA! This charming single-story residence perfectly blends mid-century character with modern updates, featuring polished TERRAZZO FLOORS, an open and airy layout, and a bright living and dining area that flows seamlessly into a cozy

    Agent Photo

    Lissette Cartagena

    REALTY EXECUTIVES IN THE VILLAGES

    (321) 989-6669

    708 Thunder Trail, Maitland, FL 32751
  • /54

    $2,895,000

    • 6 Beds
    • 5.5 Baths
    • 6,163 Sq Ft

    604 Minnehaha Ln, Maitland, FL 32751

    The Winter Park Chain is the context; the shoreline of Lake Minnehaha is the setting. A three-story, columned home opens with an honest, crafted tone: new low-profile concrete tile roof, operable cypress shutters with hand-forged hardware, Chippendale balustrades, and a beveled front door offering almost 6,200 sq. ft. curated for light, views, and everyday lake living. Inside, the home is bright

    Brad Young HOMEVEST REALTY

    604 Minnehaha Ln, Maitland, FL 32751
  • /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
  • /33

    $345,000

    • 4 Beds
    • 2 Baths
    • 1,579 Sq Ft

    249 Spartan Dr, Maitland, FL 32751

    Discover Your Perfect Maitland Retreat!Tucked away on a quiet dead-end street, this delightful 4-bedroom home offers the perfect blend of comfort, space, and convenience—with no HOA to worry about! Sitting on an oversized .24-acre lot, there's room to create the outdoor paradise you’ve always dreamed of, whether that means a lush garden, playground, or even a pool. Step inside to find a

    Stacy Bergmark CREEGAN GROUP

    249 Spartan Dr, 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
  • /45

    $700,000

    • 4 Beds
    • 3 Baths
    • 2,964 Sq Ft

    1100 Willowbrook Trail, Maitland, FL 32751

    Incredible Opportunity to create your own dream home in the coveted Lake Sybelia / Maitland Woods neighborhood !! Spacious, One Story Living in this 4 bedroom, 3 bathroom home. Located just steps from Lake Sybelia Park. Convenient to I-4, Maitland Center, Winter Park, Altamonte Springs and downtown Orlando. After decades of being the stage for shared love and great family memories, this home is

    Skip Kirst COLLADO REAL ESTATE

    1100 Willowbrook Trail, Maitland, FL 32751
  • /50

    $1,299,000

    • 5 Beds
    • 3.5 Baths
    • 4,144 Sq Ft

    791 Sequoia Trail, Maitland, FL 32751

    Discover a rare opportunity in Dommerich Woods, a distinguished and established Maitland neighborhood celebrated for its rich heritage. Situated on .33 acre of lushly landscaped grounds, this remarkable property welcomes with paver drive and enjoys a tranquil setting along apeaceful creek connecting Lake Minnehaha and Lake of the Woods - creating an atmosphere of natural elegance and

    David Van Wormer VANWORMER REALTY & DEVELOPMENT

    791 Sequoia Trail, Maitland, FL 32751
  • /9

    $3,990,900

    • Land
    • 7.82 Acres
    • $510,345 per Acre

    1250 N Maitland Ave, Maitland, FL 32751

    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

    Armando Gonzalez AG REALTY SERVICES LLC

    1250 N Maitland Ave, Maitland, FL 32751
  • /36

    $479,899

    • 4 Beds
    • 2 Baths
    • 1,647 Sq Ft

    736 Forest Glen Ct, Maitland, FL 32751

    One or more photo(s) has been virtually staged. New Price - Motivated Seller!! Welcome to this beautifully maintained 4-bedroom, 2-bathroom pool home nestled in the heart of Maitland, within sought-after Seminole County. Offering over 1,600 square feet of bright and open living space, this home is designed for comfort and functionality. The sun-filled floor plan features an inviting layout with

    Dominick Florio RE/MAX TOWN & COUNTRY REALTY

    736 Forest Glen Ct, Maitland, FL 32751
  • /47

    $564,900

    • 4 Beds
    • 2 Baths
    • 2,426 Sq Ft

    135 Roosevelt Place, Maitland, FL 32751

    This charming home boasts a wealth of valuable upgrades and improvements, making it an enticing opportunity for anyone seeking a move-in ready property The roof was replaced in 2024, ensuring long-lasting durability. A significant renovation in 2024 Both Bathrooms FULLY REMODELED, New AC inside and outside, all new baseboards too much to list. Extra Large kitchen, including all kitchen appliances

    Angel Rivera LA ROSA REALTY LLC

    135 Roosevelt Place, Maitland, FL 32751
  • /31

    $400,000

    • 3 Beds
    • 2 Baths
    • 1,234 Sq Ft

    314 Banyan Dr, Maitland, FL 32751

    Experience Modern Florida Living at Its Finest Step inside this fully remodeled 3-bedroom, 2-bathroom residence and discover a seamless blend of sophistication, comfort, and everyday functionality. With a spacious 2-car garage, a welcoming front porch, and a large screened-in patio, this home offers the ideal balance of indoor elegance and outdoor tranquility. From the moment you enter, natural

    Ivanhoe Alvarez LOKATION

    314 Banyan Dr, Maitland, FL 32751
  • /53

    $1,700,000

    • 5 Beds
    • 4 Baths
    • 4,814 Sq Ft

    255 W George Ave, Maitland, FL 32751

    Experience the blend of timeless elegance and modern luxury in this Maitland estate a block away from Lake Sybelia. Completely renovated in 2007, every detail of this home exudes sophistication. A spacious paver driveway leads to a two-car garage, framed by lush tropical landscaping, decorative stone accents, and a charming fountain, creating an inviting first impression. The grand foyer welcomes

    Peter Luu REAL BROKER, LLC

    255 W George Ave, Maitland, FL 32751
  • /5

    $699,000

    • Land
    • 0.46 Acre
    • $1,519,565 per Acre

    800 Thompson Ave, Maitland, FL 32751

    SELLER FINANCING AVAILABLE. Seize the opportunity to bring your dream home to life on this extraordinary oversized vacant lakefront lot situated on the serene 82-acre Lake Sybella in Maitland. Embrace the tranquil beauty of this 0.46-acre parcel tucked away on a secluded dead-end street, providing the perfect canvas for your custom oasis. The City of Maitland has given the green light to a

    Orlando Montero ALPHA R.E. OF CENTRAL FL LLC

    800 Thompson Ave, Maitland, FL 32751
  • /44

    $845,000

    • 3 Beds
    • 3.5 Baths
    • 2,014 Sq Ft

    183 Orange Place, Maitland, FL 32751

    This exquisite attached single family home blends contemporary elegance with unbeatable convenience in a truly coveted Maitland address. Just a stroll from Maitland Preparatory School and mere minutes from the vibrant heart of Downtown Winter Park, this residence offers the best of both worlds. From the moment you arrive, you’ll sense the refined lifestyle within. soaring ceilings, abundant

    Christine Bennett EVOLVE PROPERTY GROUP LLC

    183 Orange Place, Maitland, FL 32751
  • /19

    $529,000

    • 4 Beds
    • 2.5 Baths
    • 1,939 Sq Ft

    1695 E Horatio Ave, Maitland, FL 32751

    Great Location, this home is located on Community of Dommerich Estates, Maitland, Florida, No HOA, Top Rated Shools, less than 1 mile to Lake Minnehaha and approximately 2.6 miles to Lake Maitland, and less than 1 mile to John Langdon Park, John Hudson Park, and Kings Row Park. House is just revitalized with a new fresh interior Stone Eagle Color Paint, Roof replaced in 2024, AC replaced in 2022,

    Tuan Nguyen VISTA REALTY INVESTMENT

    1695 E Horatio Ave, Maitland, FL 32751
  • /13

    $1,799,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 3,203 Sq Ft

    105 Tangelo Ct, Maitland, FL 32751

    Under Construction. A masterpiece of luxury design by LUIH Luxury Homes, perfectly positioned in the prestigious neighborhood of Hollieanna Shores. As you arrive, a striking façade with an elegant arched entryway sets an unforgettable tone. Beyond the front door, soaring ceilings and designer finishes frame an expansive living room where glass sliders dissolve the boundary between indoor and

    Christopher Christensen ONE LUXURY INTERNATIONAL LLC

    105 Tangelo Ct, Maitland, FL 32751
  • /55

    $1,300,000

    • 4 Beds
    • 2.5 Baths
    • 2,116 Sq Ft

    1421 Sunnyside Dr, Maitland, FL 32751

    Welcome to 1421 Sunnyside Drive in Maitland, a beautifully maintained home where timeless design meets modern luxury. This 4-bedroom, 2.5-bath corner lot residence with a pool has a thoughtfully designed indoor and outdoor living space. Its location provides quick access to top-rated schools, boutique shopping, and local dining in one of the most desirable neighborhoods in the Maitland and Winter

    Amanda Binns STRICKLAND REALTY GROUP INC

    1421 Sunnyside Dr, Maitland, FL 32751
  • /57

    $10,950,000

    • 5 Beds
    • 8 Baths
    • 8,174 Sq Ft

    1640 E Adams Dr, Maitland, FL 32751

    Behind private gates along the shores of Lake Maitland, this elegant Mizner-style Mediterranean estate offers an extraordinary opportunity to own a timeless lakefront masterpiece on the Winter Park Chain of Lakes. Encompassing approximately two acres of meticulously manicured grounds framed by soaring palms and mature live oaks, this exceptional property blends classic architecture with

    Mick Night PREMIER SOTHEBY'S INTL. REALTY

    1640 E Adams Dr, Maitland, FL 32751
  • /43

    $625,000

    • 3 Beds
    • 2 Baths
    • 2,162 Sq Ft

    2167 Mohawk Trail, Maitland, FL 32751

    One or more photo(s) has been virtually staged. Celebrate the holidays in this charming 3 bedroom, 2 bath home nestled in one of Maitland’s most sought-after communities. As you step onto the inviting front porch and enter the foyer, you’re greeted by a sense of home, a perfect ambiance for festive celebrations and cherished family moments. This traditional residence features a spacious kitchen

    Lisa Gould KELLER WILLIAMS WINTER PARK

    2167 Mohawk Trail, Maitland, FL 32751
  • /52

    $699,900

    • 6 Beds
    • 4 Baths
    • 2,484 Sq Ft

    933 and 935 Robinhood Ct, Maitland, FL 32751

    PRICE IMPROVEMENT! Whole Duplex. 6/4 (3 bed 2 bath in each unit). The Duplex is located in a cul-de-sac on a large lot that backs up to walking trail. Oakmont neighborhood has access directly to Sunrail Maitland Station. No HOA. Unit 933 has a fireplace for those cold Florida winters. The backyard is fully fenced and has an above-the-ground pool and a fully functionable bar with electric and

    Olaf Stenger CENTURY 21 INTEGRA

    933 and 935 Robinhood Ct, Maitland, FL 32751
  • /5

    $4,999,000 New Construction

    • 5 Beds
    • 8 Baths
    • 6,466 Sq Ft

    360 Lake Seminary Cir, Maitland, FL 32751

    Pre-Construction. To be built. An extraordinary opportunity to claim one of Lake Seminary’s desired shorelines awaits. Masterfully envisioned by Heathrow Custom Homes, this newly built lakefront estate introduces a fresh standard of modern luxury for Maitland and Winter Park. Poised on an expansive 0.69-acre parcel, the residence spans nearly 6,500 square feet of impeccably curated living space,

    Mel Bernstein PREMIER SOTHEBYS INT'L REALTY

    360 Lake Seminary Cir, Maitland, FL 32751
  • /13

    $419,900

    • 4 Beds
    • 2 Baths
    • 1,680 Sq Ft

    385 Lime St, Maitland, FL 32751

    Wonderful investment opportunity in historic Eatonville. Large corner lot. Roof was replaced in 2023. HVAVs and water heaters were replaced in 2021. Updated kitchen and bathroom were updated in both bathrooms. The property is completely fenced. There are (2) parking spaces for each unit. Side (1) is currently leased at $1,275. each month. Lease ends 12/31/2026. Duplex is convenient to I-4 Lee Rd.

    Marian Coaxum KELLER WILLIAMS REALTY AT THE PARKS

    385 Lime St, Maitland, FL 32751
  • /31

    $699,900

    • 4 Beds
    • 3 Baths
    • 2,676 Sq Ft

    1511 E Horatio Ave, Maitland, FL 32751

    Welcome to your dream home located in the heart of Maitland, FL. This stunning 4-bedroom, 3-bathroom residence is a perfect blend of modern comfort and timeless elegance. Lease Purchase available with a downpayment. Total Living Area 2760 Sq Ft. As you step inside, you'll be greeted by an inviting foyer that leads to a spacious open-concept living area, featuring high ceilings and abundant

    Gustavo Vargas FLORIDA REALTY INVESTMENTS

    1511 E Horatio Ave, Maitland, FL 32751
  • /26

    $525,000

    • 4 Beds
    • 3 Baths
    • 2,748 Sq Ft

    140 E Faith Terrace, Maitland, FL 32751

    NEW ROOF 2022 - NEW AC 2022 - NEW ELECTRICAL PANELS 2022 - REPLUMB 2022 - NEW SEPTIC 2025 - Seperate detached GUEST HOUSE offering built-in monthly income potential. Previously rented under market value at $900/month, the guesthouse is currently vacant and ready for a new tenant, a private space for adult children, or a comfortable in-law suite. Endless possibilities to maximize value and

    Gregory Roberts LPT REALTY LLC

    140 E Faith Terrace, Maitland, FL 32751
  • /24

    $545,000

    • 4 Beds
    • 2 Baths
    • 1,770 Sq Ft

    2632 Derbyshire Rd, Maitland, FL 32751

    **2025 ROOF** | **POOL HOME** Start your new life to one of Orlando's most prestigious suburbs! Located in the heart of Maitland and zoned for great schools! This 4 bedroom, 2 bath home is a sanctuary for a growing family or to start yours. In this stunning home comfort meets timeless charm. Outside you will find a Zen-like screened pool area and a serene back yard lushly landscaped with mature

    Ramses Misel Trillos EXP REALTY LLC

    2632 Derbyshire Rd, Maitland, FL 32751
  • /34

    $585,000

    • 3 Beds
    • 2 Baths
    • 1,887 Sq Ft

    2666 Derbyshire Rd, Maitland, FL 32751

    RENOVATIONS OF THE HIGHEST STANDARD!! Sunshine State Home’s experienced design team continues to exceed the expectations of today’s discerning Buyer’s. The renovation of this classic Mid-Century Maitland home brings delightful charm within a highly sought after NON-HOA neighborhood of Indian Hills. The finished product “punches above it’s weight” in every possible way. KITCHEN offers

    Bill Miller RE/MAX CENTRAL REALTY

    2666 Derbyshire Rd, Maitland, FL 32751
  • /22

    $600,000

    • 4 Beds
    • 2 Baths
    • 1,959 Sq Ft

    2453 Worthington Rd, Maitland, FL 32751

    A lovely well designed 4bdr. 2 bath home with an eat in kitchen open to a spacious family rm. A formal din.rm. and formal lvg.rm. are ready for any occasion. The long 2 lane brick driveway can accommodate multiple vehicles. Nearby schools for all levels and the amenities for recreation and entertainment are too numerous to list. This house should be added to your list when searching for your new

    Stephen Hachey REALTY OF RIVERVIEW LLC

    2453 Worthington Rd, Maitland, FL 32751
  • /33

    $445,000

    • 3 Beds
    • 1.5 Baths
    • 1,523 Sq Ft

    731 Bucher Rd, Maitland, FL 32751

    Welcome! The seller is offering $10,000 towards the buyer's closing costs or as a decoration allowance with a full price offer. This well-maintained ranch-style home features a functional single-level design with a newer roof (2024) encompassing 1,523 square feet of living space, with an additional 255 square feet of expanded living space in the enclosed Florida Room to enjoy. The main living

    Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

    731 Bucher Rd, Maitland, FL 32751
  • /39

    $540,000

    • 3 Beds
    • 2 Baths
    • 1,798 Sq Ft

    1231 Sidcup Rd, Maitland, FL 32751

    Prepare to be captivated by this fully renovated gem located in the highly sought after English Estates neighborhood. Offering 1,798 square feet of meticulously designed living space, this three bedroom, two bathroom home blends timeless charm with modern luxury. Every inch has been thoughtfully updated, including a brand new air conditioning system, new thermostat, and a newer roof. The home

    Andrea Heck KELLER WILLIAMS TAMPA CENTRAL

    1231 Sidcup Rd, Maitland, FL 32751
  • /8

    $2,995,000

    • Land
    • 0.42 Acre
    • $7,130,952 per Acre

    125 Whitecaps Cir, Maitland, FL 32751

    Wonderful lakefront lot opportunity to create a custom legacy estate on Lake Maitland, part of the prestigious Maitland-Winter Park Chain of Lakes. Lakefront lots are becoming more and more exceedingly rare, and this homesite is truly one of a kind. A very private setting, perfectly positioned on a quiet street, the property sets up well to be gated and offers sweeping southern lake views where

    Mick Night PREMIER SOTHEBY'S INTL. REALTY

    125 Whitecaps Cir, Maitland, FL 32751
  • /74

    $569,000

    • 4 Beds
    • 2 Baths
    • 2,000 Sq Ft

    1470 Winston Rd, Maitland, FL 32751

    Seller is willing to assist with buyer closing costs or assist with interest rate buy down. This stunning 4-bedroom, 2-bathroom home has been completely reimagined from the ground up, offering flawless design, and premium finishes. Situated on a generous lot in a sought-after Maitland neighborhood, this home combines comfort, function, and style in every detail. Step inside to an inviting

    Ricardo Adames LA ROSA REALTY CW PROPERTIES L

    1470 Winston Rd, Maitland, FL 32751
  • /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
  • /89

    $1,999,993

    • 6 Beds
    • 4 Baths
    • 3,853 Sq Ft

    1451 Lyndale Blvd, Winter Park, FL 32789

    **Luxurious Winter Park Estate with Detached TWO bedroom Guest House** RENOVATED POOL HOME with NO HOA! TWO Primary Bedrooms located on the main floor! Welcome to a world of unparalleled luxury and elegance in the heart of historic Winter Park, FL. This exquisitely renovated two-story pool home, set on a sprawling corner lot, offers a rare opportunity to experience the pinnacle of

    Christopher Soucy REALTY ONE GROUP MVP

    1451 Lyndale Blvd, Winter Park, FL 32789
  • /29

    $308,000

    • 3 Beds
    • 2 Baths
    • 1,020 Sq Ft

    2900 Oranole Rd, Orlando, FL 32810

    Welcome to Your Charming Oasis at 2900 Oranole Rd, Orlando, FL 32810This delightful 3-bedroom, 2-bathroom home offers the perfect blend of comfort, charm, and convenience. From the moment you step inside, you’ll appreciate the bright, airy ambiance, spacious living areas, and a private primary suite complete with its own en-suite bath.Culinary enthusiasts will love the cheerful

    Gretchen Carlson REAL BROKER, LLC

    2900 Oranole Rd, Orlando, FL 32810
  • /38

    $975,000

    • 3 Beds
    • 2 Baths
    • 1,887 Sq Ft

    913 Moss Ln, Winter Park, FL 32789

    ***Lease purchase available | Remodeled in 2023 | Furniture package available | Short term rental allowed*** Discover Your Dream Retreat at 913 Moss Lane, Winter Park, FL – A 2023 Masterpiece Awaits! Step into luxury living at 913 Moss Lane, a breathtakingly renovated 3-bedroom, 2-bath haven in the heart of Winter Park, boasting 1,887 square feet of modern elegance and timeless Florida charm.

    Peter Rodriguez VECTOR REALTY

    913 Moss Ln, Winter Park, FL 32789
  • /12

    $4,750,000 New Construction

    • 5 Beds
    • 5.5 Baths
    • 5,211 Sq Ft

    1525 Granville Dr, Winter Park, FL 32789

    Under Construction. Just steps from the boutiques and fine dining of Park Avenue, this brand-new bespoke estate by acclaimed builder Vimaro Homes delivers a rare combination of architectural sophistication and thoughtful design. Perfectly positioned on an oversized 0.34-acre lot, the residence encompasses over 5,200 square feet of refined living space, crafted with the finest materials and an

    Julie Christensen ONE LUXURY INTERNATIONAL LLC

    1525 Granville Dr, Winter Park, FL 32789

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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