Maitland, FL Homes for Sale with Garage

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  /22

  $849,000

  • 4 Beds
  • 2 Baths
  • 2,681 Sq Ft

  320 White Oak Cir, Maitland, FL 32751

  ENTERTAINING MAITLAND GROVE POOL HOME. Step inside to discover oversized rooms, including a spacious great room overlooking the covered lanai and swimming pool in a private setting perfect for gatherings. Back yard includes a vinyl privacy fence, Pool resurfaced with Pebble Tec. Patio and pool decking have pavers with plenty of room for extra lounging. Lots of Room for everyone, including lIving

  Susan Filebark OVERSTREET REAL ESTATE INC

  320 White Oak Cir, Maitland, FL 32751
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  /31

  $784,000

  • 3 Beds
  • 3.5 Baths
  • 2,407 Sq Ft

  1732 Ridgewood Ave Unit S, Maitland, FL 32751

  This custom two-story townhome delivers what most properties in this category simply don’t; space, light, and a layout that actually makes sense. Open, airy, and thoughtfully designed, every detail feels intentional. Perfectly positioned between Maitland and Winter Park, you’re just minutes from Park Avenue, Winter Park Village, and some of the best dining and shopping in Central Florida. Step

  Brandon Geers COMPASS FLORIDA LLC

  1732 Ridgewood Ave Unit S, Maitland, FL 32751
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  /20

  $640,000

  • 4 Beds
  • 2 Baths
  • 2,360 Sq Ft

  2642 Brookside Ct, Maitland, FL 32751

  Indulge in the epitome of modern living with this fully renovated masterpiece! Boasting a thoughtfully designed split floor plan, 4 bedrooms, and2 bathrooms, this home offers the perfect blend of space, style, and versatility. The heart of the home, the sleek kitchen, is a culinary haven equipped with stainless steel appliances, and ample counter space with upscale quartz countertops and storage.

  Giancarlo Chavez KELLER WILLIAMS CLASSIC

  2642 Brookside Ct, Maitland, FL 32751
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  /36

  $1,075,000

  • 4 Beds
  • 3.5 Baths
  • 2,598 Sq Ft

  1610 Lyndale Blvd, Maitland, FL 32751

  LOCATION, LOCATION, LOCATION! Ideally situated just off Park Avenue in the highly desirable Maitland/Winter Park area, this beautifully maintained home offers the perfect blend of charm, functionality, and convenience.Featuring 4 bedrooms and 3.5 bathrooms, the home welcomes you with elegant formal living and dining spaces enhanced by detailed trim work, crown molding, and updated lighting.

  Christian Del Pino CAPITAL EQUITY REAL ESTATE CO

  1610 Lyndale Blvd, Maitland, FL 32751
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  /34

  $339,000

  • 3 Beds
  • 2.5 Baths
  • 1,563 Sq Ft

  1010 Winderley Place Unit 127, Maitland, FL 32751

  Welcome to Villas of Lake Destiny, a gated lakefront community tucked quietly in the heart of Maitland, offering a rare blend of privacy, natural beauty, and unmatched convenience. Residents enjoy a serene, low-traffic setting surrounded by mature landscaping, water features, and direct access to Lake Destiny, including a private community boat ramp, lakefront pool, and tennis courts. Located

  Don Harkins DON HARKINS REALTY LLC

  1010 Winderley Place Unit 127, Maitland, FL 32751
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  /54

  $320,000

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

  2329 Shadow View Cir, Maitland, FL 32751

  Welcome to this stunning, fully renovated 3-Bedroom, 2.5-Bath home located in the desirable Visconti community of Maitland. This beautifully updated 3-bedroom, 2.5-bathroom unit offers over 1,580 sq ft of modern living space, featuring luxury finishes and an open-concept layout perfect for both entertaining and everyday living with brand-new flooring, fresh paint, and upgraded fixtures

  Julian Carvajal LPT REALTY, LLC

  2329 Shadow View Cir, Maitland, FL 32751
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  /28

  $264,990

  • 3 Beds
  • 2.5 Baths
  • 1,565 Sq Ft

  824 Town Cir Unit 101, Maitland, FL 32751

  Move-in ready two story townhome. This beautifully updated 3 bd 2.5 ba corner unit is located in the very well kept community of Park Lake Townhomes in Maitland. It has an updated kitchen with a nice open living and dining room, and an adjoining family room. There is also a guests half bathroom on the main floor. The master suite upstairs includes a private bathroom along with a sliding glass

  Matías Ugarte CHARLES RUTENBERG REALTY ORLANDO

  824 Town Cir Unit 101, Maitland, FL 32751
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  /20

  $308,000

  • 3 Beds
  • 2 Baths
  • 1,076 Sq Ft

  1074 Hamlet Dr, Maitland, FL 32751

  Welcome to this beautifully maintained 3-bedroom, 2-bathroom home that blends comfort, convenience, and an unbeatable location. From the moment you step inside, you’ll notice the inviting layout featuring a spacious living area filled with natural light and a functional kitchen equipped with newer stainless steel appliances—perfect for everyday living and entertaining alike. The home sits on a

  Dominick Florio RE/MAX TOWN & COUNTRY REALTY

  1074 Hamlet Dr, Maitland, FL 32751
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  /22

  $585,000

  • 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
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  /56

  $1,395,500

  • 5 Beds
  • 4.5 Baths
  • 4,566 Sq Ft

  755 Cranes Ct, Maitland, FL 32751

  One or more photo(s) has been virtually staged. Exceptional value meets timeless elegance in this incredible home nestled in the heart of Maitland, privately situated on a cul de sac within an exclusive gated enclave of custom residences. Perfectly positioned between Lake Sybelia and Lake Catherine, this one owner estate offers a rare blend of sophistication, comfort, and versatility with five

  Jo-Ann Lamar PREMIER SOTHEBY'S INTL. REALTY

  755 Cranes Ct, Maitland, FL 32751
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  /48

  $560,000

  • 4 Beds
  • 3 Baths
  • 1,857 Sq Ft

  2570 Derbyshire Rd, Maitland, FL 32751

  One or more photo(s) has been virtually staged. Welcome to 2570 Derbyshire Blvd, a fully transformed 4-bedroom, 3-bathroom Maitland pool home where modern design meets effortless Florida living. This top-to-bottom renovation delivers both style and tranquility, featuring a brand-new 2026 roof, all-new windows, and a newly refinished pool. Inside, the heart of the home is the stunning designer

  Nelson Folchini WRA BUSINESS & REAL ESTATE

  2570 Derbyshire Rd, Maitland, FL 32751
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  /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 REALTY

  1009 Grove St Unit 1009, Maitland, FL 32751
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  /41

  $625,000

  • 4 Beds
  • 2 Baths
  • 2,038 Sq Ft

  1241 Manchester Rd, Maitland, FL 32751

  Step into this beautifully renovated 4-bedroom, 2-bathroom home located in the heart of Maitland, where space, comfort, and modern design come together effortlessly. From the moment you walk in, you’ll notice the bright open-concept layout that creates a warm and inviting atmosphere, perfect for both everyday living and unforgettable family moments. The seamless flow between the living, dining,

  Ricardo Araque LA ROSA REALTY LLC

  1241 Manchester Rd, Maitland, FL 32751
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  /27

  $489,990

  • 3 Beds
  • 2 Baths
  • 1,430 Sq Ft

  2065 Derbyshire Rd, Maitland, FL 32751

  Beautifully renovated and move-in ready, this 3-bedroom, 2-bath home offers modern design in a .24 acre lots, solid upgrades, and comfortable living in a prime Maitland location. Featuring an open-concept layout filled with abundant natural light, the home delivers a warm and inviting atmosphere from the moment you enter. The updated kitchen serves as the heart of the home, showcasing sleek

  Ceila Morales EXP REALTY LLC

  2065 Derbyshire Rd, Maitland, FL 32751
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  /31

  $879,900 Pre-Foreclosure

  • 5 Beds
  • 4 Baths
  • 2,966 Sq Ft

  1135 Thunder Trail, Maitland, FL 32751

  One or more photo(s) has been virtually staged. Dommerich Hills Pool Home | Oversized Lot | No HOA Tucked into the highly sought-after Dommerich Hills neighborhood, this beautifully updated pool home offers the kind of space, charm, and lifestyle that’s becoming harder to find in Maitland. Sitting on an oversized lot with no HOA, the home provides nearly 3,000 square feet of thoughtfully designed

  Angela Worachek DALTON WADE INC

  1135 Thunder Trail, Maitland, FL 32751
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  /52

  $770,000

  • 3 Beds
  • 2.5 Baths
  • 2,249 Sq Ft

  109 Minnehaha Cir, Maitland, FL 32751

  RARE opportunity to own a Maitland Shores home offering access to Lake Minnehaha AND the Winter Park Chain of Lakes. Residents enjoy exclusive use of the HOA lakefront park with a fishing dock and paved boat ramp that creates quick access to the Nina Canal and Lake Maitland — the largest lake in the Winter Park Chain. The unique location of this home offers an oversized .34-acre homesite that is

  Erin Baker FANNIE HILLMAN & ASSOCIATES

  109 Minnehaha Cir, Maitland, FL 32751
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  /36

  $895,000

  • 4 Beds
  • 4 Baths
  • 2,995 Sq Ft

  310 White Oak Cir, Maitland, FL 32751

  Welcome home to one of the established Maitland neighborhoods in a pristine location close to everything, Maitland Groves. A lovely brick walkway invites you up to a charming entrance with a bricked front porch. A four- or five-bedroom, four-bath home features nearly 3,000 square feet with a generous flex space, checks all the boxes. The spaces have been opened with living spilling into dining

  Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

  310 White Oak Cir, Maitland, FL 32751
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  /94

  $865,000

  • 4 Beds
  • 2 Baths
  • 2,305 Sq Ft

  351 White Oak Cir, Maitland, FL 32751

  Welcome to 351 White Oak Drive in Maitland, a beautifully reimagined residence where modern elegance meets everyday comfort. This completely renovated 4-bedroom, 2-bath home is essentially brand new, showcasing refined finishes and thoughtful upgrades throughout. The heart of the home is a gourmet kitchen designed to impress, featuring sleek cabinetry, premium surfaces, and an open layout perfect

  Edward Johnston COLDWELL BANKER REALTY

  351 White Oak Cir, Maitland, FL 32751
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  /13

  $550,000

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

  210 Alpine Dr, Maitland, FL 32751

  Don't miss this Great opportunity in the Maitland-Winter Park area! There's Potential for Renovation, Expansion or Development with this property. Imagine the Improvements that can be made for the Future. This is a One Owner Home held be the same family since the 1960s. New roof in 2022. The adjacent property at 220 Alpine is also available for purchase.

  Beth Hathaway PREMIUM PROPERTIES R.E SERVICE

  210 Alpine Dr, Maitland, FL 32751
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  /44

  $825,000

  • 3 Beds
  • 2 Baths
  • 2,663 Sq Ft

  1180 Banbury Trail, Maitland, FL 32751

  This Maitland Woods charming home is located beneath the canopy of beautiful oak trees in one of Maitland’s most charming and established neighborhoods, this move-in ready pool home offers the perfect combination of space, updates, and location. Near the scenic shoreline of Lake Sybelia and quiet residential streets, the neighborhood feels peaceful and tucked away while still being incredibly

  Allison Hunter LUXE HUNTER REAL ESTATE

  1180 Banbury Trail, Maitland, FL 32751
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  /39

  $595,000

  • 3 Beds
  • 2.5 Baths
  • 1,734 Sq Ft

  225 Quayside Cir, Maitland, FL 32751

  Discover the perfect blend of style and location in this beautifully updated 3-bedroom, 2.5-bathroom townhome in the sought-after Moorings community. With 1,734 square feet of thoughtfully designed living space, this residence offers a bright, open floor plan enhanced by vaulted ceilings and an abundance of natural light.The heart of the home is the stunning kitchen, showcasing white

  Kelly Price KELLY PRICE & COMPANY LLC

  225 Quayside Cir, Maitland, FL 32751
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  /54

  $3,299,000

  • 5 Beds
  • 4.5 Baths
  • 4,819 Sq Ft

  350 Northwind Rd, Maitland, FL 32751

  Nestled within the 9-acre Lake Maitland Owl Preserve, this striking contemporary residence—crafted by acclaimed green builder E2 Homes offers a rare blend of architectural distinction, privacy, and natural beauty. Surrounded by protected conservation land, the home delivers a serene retreat just minutes from the vibrant lifestyle of Winter Park. Designed by internationally recognized architect

  Lianna D'Angelo SOTERA LIVING

  350 Northwind Rd, Maitland, FL 32751
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  /65

  $2,450,000

  • 4 Beds
  • 5 Baths
  • 5,051 Sq Ft

  2550 Venetian Way, Winter Park, FL 32789

  Chain of Lakes Water- Front Home with Private Boat Dock, Winter Park Luxury Living. Step into your future with this extraordinary custom built residence, inspired by the artistic richness of Fernando Botero. From your back lanai, step directly onto your private, custom boat dock featuring a covered, remote-operated boat lift, and cruise the Venetian Canal with direct access to WinterPark’s

  Felicia Donateli PALM PROPERTIES OF CF, INC.

  2550 Venetian Way, Winter Park, FL 32789
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  /89

  $1,799,999

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

  1451 Lyndale Blvd, Winter Park, FL 32789

  Listed at APPRAISED VALUE **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

  Christopher Soucy REALTY ONE GROUP MVP

  1451 Lyndale Blvd, Winter Park, FL 32789
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  /29

  $289,000

  • 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 32810 This 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 kitchen, which

  Gretchen Carlson REAL BROKER, LLC

  2900 Oranole Rd, Orlando, FL 32810
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  /18

  $4,199,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 4,891 Sq Ft

  1417 Williams Dr, Winter Park, FL 32789

  Under Construction. Tucked away on a quiet cul-de-sac in the coveted Park Grove community, this home sits on an expansive 0.37-acre lot, just moments from the boutiques, dining, and charm of Park Avenue. The exterior makes a striking first impression with a refined architectural façade that feels both timeless and distinctive. Inside, a dramatic 20-foot foyer welcomes you with abundant natural

  Christopher Christensen ONE LUXURY INTERNATIONAL LLC

  1417 Williams Dr, Winter Park, FL 32789

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