Maitland Homes for Sale

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  /54

  $824,000

  $51K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 3,000 Sq Ft

  1501 Druid Isle Rd, Maitland, FL 32751

  Lease option considered. LAKESIDE LIVING in Maitland, Florida! Nestled canal front with direct access to Lake Charity, this vintage block home is built like a fortress with all the modern luxuries of today. A unique home for those who desire authenticity in both design and quality. A side entry garage leads to a courtyard like entrance with a marble path and asian influenced landscape. Double

  

  Autumn Makin

  LAKEFIELD REALTY GROUP LLC

  (689) 260-6048

  1501 Druid Isle Rd, Maitland, FL 32751
• Explore Maitland

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  /30

  $216,000

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

  814 Park Lake Cir Unit 8, Maitland, FL 32751

  A beautiful affordable condo in Maitland. 2 bedrooms and 1 1⁄2 baths with a 1 car garage. The kitchen has been updated with white cabinets and new counter tops. The appliances have been updated. There is a large dining room and separate living room. The utility room is on the 1st floor with an updated barn door for access. The 1st floor has wood flooring while the second floor has carpeting. The

  

  Warren Gagne

  NEXTHOME NEIGHBORHOOD REALTY

  (321) 757-2668

  814 Park Lake Cir Unit 8, Maitland, FL 32751
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  /31

  $750,000

  • 3 Beds
  • 2 Baths
  • 1,842 Sq Ft

  703 Nicoma Trail, Maitland, FL 32751

  Located in the sought-after Dommerich neighborhood, this pool home is just a short walk to top-rated Dommerich Elementary School and Maitland Middle School. Hardwood floors and an open floor plan create an easy flow for everyday living and entertaining, centered around a spacious kitchen with gas range, breakfast bar, and abundant gathering space. The home also features a wood-burning fireplace

  

  Jennifer King

  CORCORAN PREMIER REALTY

  (321) 328-4675

  703 Nicoma Trail, Maitland, FL 32751
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  /70

  $960,000

  $140K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,021 Sq Ft

  790 S Lake Sybelia Dr, Maitland, FL 32751

  One or more photo(s) has been virtually staged. Price Improvement! A must See rare opportunity to own a private 0.66-acre Estate Homesite in Maitland with deeded Private Lake Sybelia access. Renovate, expand or build new! 790 S Lake Sybelia Drive offers a unique combination of land, privacy, and lake rights in one of Maitland’s most desirable communities. Set on a secluded, no-HOA .66 acre's of

  

  Lisa Pownall

  LISA REALTY PARTNERS

  (321) 510-6485

  790 S Lake Sybelia Dr, Maitland, FL 32751
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  /33

  $325,000

  • 2 Beds
  • 1.5 Baths
  • 816 Sq Ft

  1140 S Orlando Ave Unit I14, Maitland, FL 32751

  One or more photo(s) has been virtually staged. Where Maitland's pristine waters meet a modern lifestyle! This luxury condominium in the coveted Lake Maitland Terrace community offers a rare blend of elegance and convenience on the shores of Lake Maitland within the famed Winter Park Chain of Lakes. Nestled among lush green spaces, this impeccably maintained mid-century modern complex boasts easy

  Michele Ostrander CHARLES RUTENBERG REALTY ORLANDO

  1140 S Orlando Ave Unit I14, Maitland, FL 32751
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  /80

  $415,000

  • 3 Beds
  • 2.5 Baths
  • 1,751 Sq Ft

  1295 Blessing St, Maitland, FL 32751

  Nestled within the exclusive gated lakeside community of Montacino, this impeccably maintained Spanish/Mediterranean-inspired townhome offers refined living with serene natural surroundings. The sought-after two-story Barclay model features an elegant open-concept design, seamlessly blending the spacious great room, dining area, and well-appointed kitchen — all thoughtfully designed for both

  Adrian Jiminez MARKET CONNECT REALTY LLC

  1295 Blessing St, Maitland, FL 32751
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  /30

  $145,500

  $15K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 672 Sq Ft

  1275 Lake Shadow Cir Unit 13206, Maitland, FL 32751

  One or more photo(s) has been virtually staged. Water views, brand-new mechanicals, and the best price in the building. This 1-bedroom, 1-bath condo at Visconti is offered at $9,000 less than the only comparable unit in the same building — and comes with a new Goodman 2-ton, 14.3 SEER HVAC system (2025), new water heater with expansion tank (2026), and a refreshed kitchen featuring new shaker

  Trevin Perez REDFIN CORPORATION

  1275 Lake Shadow Cir Unit 13206, Maitland, FL 32751
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  /38

  $1,200,000

  $40K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 4,149 Sq Ft

  51 Oakleigh Ln, Maitland, FL 32751

  Come see 51 Oakleigh Ln, a functional residence arranged for everyday practicality. A comfortable living space features a fireplace. The kitchen includes an accent backsplash and all stainless steel appliances. The primary bedroom has a walk in closet, and its bathroom features double sinks and a separate tub and shower. Outside, a patio connects to an in ground pool within a fenced in backyard.

  Karen Albright OPENDOOR BROKERAGE LLC

  51 Oakleigh Ln, Maitland, FL 32751
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  /60

  $1,100,000

  • 5 Beds
  • 4 Baths
  • 3,270 Sq Ft

  987 Brightwater Cir, Maitland, FL 32751

  Your dream home awaits. Welcome to this exquisitely Renovated 4/4 PLUS OFFICE PLUS BONUS ROOM POOL HOME. Located in the gorgeous guard gated enclave of Maitland Club. From the moment you enter, soaring ceilings and an elegant 3-way split floor plan create a sense of openness and refined comfort. At the heart of the home lies a beautiful updated kitchen, complete with a spacious center island,

  Gale Milgrim KELLER WILLIAMS WINTER PARK

  987 Brightwater Cir, Maitland, FL 32751
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  /40

  $345,000

  • 3 Beds
  • 2 Baths
  • 1,739 Sq Ft

  249 W Lake Faith Dr Unit 205, Maitland, FL 32751

  One or more photo(s) has been virtually staged. Tucked away in this delightful lakefront community this beautifully renovated condo offers so much! Situated on the first floor, the condo overlooks the charming grounds and a peek of Lake Faith from the living areas and porch. Inside is a treat for sure with a large open living and dining room layout that is light and bright. The unit has a luxury

  Dawn Romance FANNIE HILLMAN & ASSOCIATES

  249 W Lake Faith Dr Unit 205, Maitland, FL 32751
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  /50

  $1,100,000

  $349K PRICE DROP

  • 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
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  /46

  $999,000

  $101K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,300 Sq Ft

  921 N Thistle Ln, Maitland, FL 32751

  Fully renovated pool home in the heart of Dommerich featuring a rare dual-primary layout and a 2019-built owner’s suite addition—designed for modern living and effortless maintenance. Originally built in 1967 and completely reimagined in 2019, the home blends timeless character with major system upgrades including roof, HVAC, plumbing, electrical, windows, and doors—providing peace of mind rarely

  Garrett McGinnis VISTA NATIONAL MANAGEMENT INC

  921 N Thistle Ln, Maitland, FL 32751
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  /49

  $925,000

  • 4 Beds
  • 2.5 Baths
  • 2,280 Sq Ft

  1501 Lyndale Blvd, Maitland, FL 32751

  Cherished by the original family and lovingly maintained for decades, this charming ranch home in the heart of Maitland presents a rare and exciting opportunity. Tucked quietly away on a dead end street behind Park Maitland, the home enjoys a peaceful, private setting while remaining just minutes from the vibrant energy of Park Avenue, the beauty of Lake Lily, and an abundance of shops and

  Kelly Price KELLY PRICE & COMPANY LLC

  1501 Lyndale Blvd, Maitland, FL 32751
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  /65

  $875,000

  $325K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,956 Sq Ft

  570 Dommerich Dr, Maitland, FL 32751

  One or more photo(s) has been virtually staged. ONE OF A KIND for Dommerich Estates, this LAKE VIEW Home is designed for soaking in unforgettable sunsets and unwinding after a long day. Located directly across the street from the neighborhood lake lot, you will enjoy unobstructed views of the water, easy access to the boat ramp and fishing dock or launch your canoe or kayak for a peaceful paddle

  Shirley Welch BHHS FLORIDA REALTY

  570 Dommerich Dr, Maitland, FL 32751
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  /54

  $849,900

  • 5 Beds
  • 3.5 Baths
  • 2,669 Sq Ft

  24 Minnehaha Cir, Maitland, FL 32751

  Move-in ready 5-bedroom pool home in sought-after Minnehaha Shores with private lake access to Lake Minnehaha and the Winter Park Chain of Lakes. This beautifully updated Maitland home features a NEW Roof (2022), all NEW flooring throughout, beautiful plantation shutters, updated modern fixtures, updated electrical panel & wiring, and plumbing already completed for added peace of mind. Located

  Allison Day RE/MAX TOWN & COUNTRY REALTY

  24 Minnehaha Cir, Maitland, FL 32751
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  /25

  $325,000

  • 3 Beds
  • 2 Baths
  • 1,538 Sq Ft

  1000 Winderley Place Unit 226, Maitland, FL 32751

  Welcome to this beautifully maintained 3-bedroom, 2-bath condo located in the highly desirable Sun Bay Club in Maitland. Offering 1,538 square feet of living space, this second-floor unit combines comfort, style, and convenience in a serene, gated community setting. Step inside to an impressive open floor plan featuring soaring 20-foot ceilings that create a bright and airy atmosphere, seamlessly

  CeCe Mercado INVESTOR'S REAL ESTATE LLC

  1000 Winderley Place Unit 226, Maitland, FL 32751
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  /24

  $825,000

  Open Sat 1PM - 3PM $44K PRICE DROP

  • 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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  /97

  $850,000

  • 4 Beds
  • 2 Baths
  • 1,870 Sq Ft

  109 Kyle Dr, Maitland, FL 32751

  A tropical retreat in Minnehaha Shores with deeded lake access to the Winter Park Chain of Lakes. Tree-lined streets welcome you to this beautifully reimagined 4-bedroom, 2-bath split-plan home with coastal influences throughout. Formal living, dining, and family spaces blend seamlessly together, creating great flexibility in layout. French doors line the back of the home and open to the covered

  Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

  109 Kyle Dr, Maitland, FL 32751
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  /45

  $899,000

  • 5 Beds
  • 3.5 Baths
  • 3,138 Sq Ft

  751 Sequoia Trail, Maitland, FL 32751

  Located in one of Maitland’s established and tree-lined communities, this distinctive Mid-Century Inspired Chalet residence offers exceptional space, dramatic design elements, and endless potential for modern transformation. Positioned within sought-after school district the home benefits from access to some of the area’s most well-regarded schools.The home’s impressive pavered approach sets

  Pat Hancock THOMAS LYNNE REALTY GROUP LLC

  751 Sequoia Trail, Maitland, FL 32751
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  /63

  $965,000

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

  2112 Chippewa Trail, Maitland, FL 32751

  LONG AWAITED ARRIVAL IN DESIRABLE MAITLAND SUBDIVISION This beautiful, impeccably maintained and updated four bedroom three and a half bath pool home absolutely has it all! Perfectly located in Maitland’s much sought after Dommerich neighborhood and walking distance to top rated elementary and middle schools. This attractive split-floor plan offers four spacious bedrooms and three full baths on

  Laura Heidrich COLDWELL BANKER REALTY

  2112 Chippewa Trail, Maitland, FL 32751
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  /34

  $299,000

  • 2 Beds
  • 2 Baths
  • 1,164 Sq Ft

  1000 Winderley Place Unit 239, Maitland, FL 32751

  Elegantly renovated two-bedroom, two-bath second-floor condo in the gated community of Sun Bay Club on Lake Destiny in Maitland. Vaulted ceilings and abundant windows create a bright, airy atmosphere throughout. The gourmet kitchen has been fully updated with 42-inch custom hardwood cabinets, Zodiaq (Cambrian) quartz countertops, a Kohler farmhouse sink, stainless steel appliances, and porcelain

  Nancy Bagby FANNIE HILLMAN & ASSOCIATES

  1000 Winderley Place Unit 239, Maitland, FL 32751
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  /37

  $819,000

  $31K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,175 Sq Ft

  2130 Deloraine Trail, Maitland, FL 32751

  Welcome to this beautifully renovated pool home in the highly sought-after Dommerich neighborhood of Maitland. Offering over 2,000 square feet of living space, this 3-bedroom, 2-bath residence perfectly blends modern upgrades with comfortable, functional living. Inside the home is designed for both everyday living and entertaining. The spacious living room serves as the heart of the home,

  Mario Zendeli COMPASS FLORIDA LLC

  2130 Deloraine Trail, Maitland, FL 32751
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  /33

  $429,900

  • 4 Beds
  • 2 Baths
  • 1,512 Sq Ft

  2150 Tortoise Shell Dr, Maitland, FL 32751

  One or more photo(s) has been virtually staged. FRESHLY UPDATED CABINETRY, FOURTH BEDROOM OPTION ADDED! Welcome to this beautifully maintained home in the heart of Maitland, offering the perfect blend of comfort, functionality, and Florida lifestyle living. This thoughtfully designed residence features a bright and open layout with spacious living areas, soaring ceilings, and an abundance of

  Claire Sims LLC LPT REALTY, LLC

  2150 Tortoise Shell Dr, Maitland, FL 32751
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  /12

  $265,000

  $35K PRICE DROP

  • Land
  • 11,761 Sq Ft
  • $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
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  /40

  $174,900

  • 2 Beds
  • 1 Bath
  • 898 Sq Ft

  1375 Lake Shadow Cir Unit 11203, Maitland, FL 32751

  Amazing upgraded two-bedroom, one bath Condo in the gated waterfront community at Visconti in Maitland with features of spacious living and comfortability. This stunning Condo Unit features with large windows letting in plenty of natural light and giving the common living area a fresh air feel. The dining/living combo opens to a big, screened patio through sliding glass doors. The kitchen

  Simon Colak USCO CAPITAL GROUP

  1375 Lake Shadow Cir Unit 11203, Maitland, FL 32751
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  /17

  $700,000

  $15K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,689 Sq Ft

  1770 Algonquin Trail, Maitland, FL 32751

  Welcome to 1770 Algonquin Trail — where modern upgrades, thoughtful renovations, and Florida lifestyle come together in one move-in ready package. Situated on a beautiful lot with lake access, this completely updated 4-bedroom, 2-bathroom home delivers the kind of upgrades buyers don’t want to spend years tackling themselves. Inside, the home has been transformed with a stunning renovated kitchen

  Ashley Fulford CHARLES RUTENBERG REALTY ORLANDO

  1770 Algonquin Trail, Maitland, FL 32751
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  /69

  $2,395,000

  • 5 Beds
  • 3 Baths
  • 3,456 Sq Ft

  530 Lake Catherine Dr, Maitland, FL 32751

  An incredible opportunity in one of Maitland’s exclusive communities offers stunning lakefront views of Lake Catherine and Lake Eulalia. With one of only three private docks on Lake Catherine, this is a rare and special property. A charming brick street winds along the lake and leads to this timeless residence, uniquely positioned with frontage on two lakes. This elegant two-story home features

  Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

  530 Lake Catherine Dr, Maitland, FL 32751
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  /28

  $729,990

  $30K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,495 Sq Ft

  1741 Lyndale Blvd, Maitland, FL 32751

  Charming Newly Renovated Bungalow in Prime Maitland Location – Move-In Ready with Endless Potential!Discover this beautifully updated 3-bedroom, 2-bath bungalow at 1741 Lyndale Blvd, Maitland, FL 32751 – perfectly positioned on the edge of Winter Park for an unbeatable blend of tranquility and convenience. Freshly renovated and move-in ready, this home offers immediate comfort while sitting

  Matías Ugarte CHARLES RUTENBERG REALTY ORLANDO

  1741 Lyndale Blvd, Maitland, FL 32751
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  /40

  $215,000

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

  1927 Legacy Cove Dr, Maitland, FL 32751

  One or more photo(s) has been virtually staged. Resort-style amenities, low-maintenance living at a reasonable price, and a move-in ready home come together at 1927 Legacy Cove in beautiful Maitland. As you approach this GATED COMMUNITY, you will feel at ease with the added layer of security. Parking at the condo, you will see an extremely rare feature - an ATTACHED 2 CAR GARAGE! Inside, your

  Kristin Duncan KELLER WILLIAMS ADVANTAGE REALTY

  1927 Legacy Cove Dr, Maitland, FL 32751
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  /32

  $1,975,000

  $220K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,754 Sq Ft

  1111 Audubon Way, Maitland, FL 32751

  Welcome to a rare opportunity on the shores of Lake Sybelia, one of Maitland’s most desirable recreational lakes. This custom, one-owner home offers 3,754 square feet of thoughtfully designed living space that has been well-maintained with potential for cosmetic enhancements. A brick-paved horseshoe driveway and inviting front porch set the tone. Inside, rich wood floors, vaulted wood ceilings in

  Melissa Shipp KELLER WILLIAMS ADVANTAGE REALTY

  1111 Audubon Way, Maitland, FL 32751
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  /31

  $719,000

  • 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
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  /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
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  /44

  $729,000

  $30K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,066 Sq Ft

  1761 Tippicanoe Trail, Maitland, FL 32751

  Welcome to 1761 Tippicanoe Trail, a beautifully maintained home nestled on a quiet, tree-lined street in one of Maitland’s most desirable neighborhoods. This inviting residence blends timeless charm with thoughtful updates, offering comfort, style, and an exceptional location. Step inside to find warm and welcoming living spaces filled with natural light, spacious gathering areas, and a

  Jeff Clark COLDWELL BANKER REALTY

  1761 Tippicanoe Trail, Maitland, FL 32751
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  /9

  $3,990,900

  $500K PRICE DROP

  • 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
• 

  

  /34

  $1,800,000

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,567 Sq Ft

  1130 Mechanic St, Maitland, FL 32751

  Pre-Construction. To be built. Come build your dream home on this exceptional homesite in the heart of Maitland.This stunning new construction single-family residence will feature 4 bedrooms, 4.5 bathrooms, and 3,567 square feet of thoughtfully designed living space across two stories, showcasing sleek modern finishes and open-concept living ideal for today’s lifestyle. Set on a 0.26-acre

  Richard Palmano PALMANO GROUP RE BROKERAGE LLC

  1130 Mechanic St, Maitland, FL 32751
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  /38

  $344,900

  $15K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,403 Sq Ft

  353 W Lake Faith Dr Unit 116, Maitland, FL 32751

  Discover lakeside living at its finest in this beautifully updated 2nd-floor, private lakefront condo in the highly sought-after Lake Faith Villas in Maitland. Offering 1,400+ sq ft, this spacious 2 bed, 2 bath home features stylish parquet flooring throughout, a modernized kitchen and updated baths, newer appliances, HVAC, water heater, and updated electrical wiring for peace of mind. Enjoy

  Travis Cepregi KELLER WILLIAMS WINTER PARK

  353 W Lake Faith Dr Unit 116, Maitland, FL 32751
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  /24

  $139,900

  $10K PRICE DROP

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

  1150 Lake Shadow Cir Unit 3304, Maitland, FL 32751

  Sought-after Visconti community of Maitland. The lowest 2-2 entry point currently available. This third-floor, 2-bed, 2-bath, 1,048 sqft condo features updated flooring, designer paint, LED lighting, new ceiling fans, updated faucets, and a screened patio with exterior storage. Community amenities include two pools overlooking Lake Shadow, tennis courts, lakeside walking paths, dog stations, and

  Scott Fader JOSEPH WALTER REALTY LLC

  1150 Lake Shadow Cir Unit 3304, Maitland, FL 32751
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  /35

  $629,900

  $20K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,236 Sq Ft

  140 Wigwam Place, Maitland, FL 32751

  One or more photo(s) has been virtually staged. Tucked away on a cul-de-sac in beautiful Maitland, this 3-bedroom, 3-bath home with a bonus room offers space, comfort, and privacy on a generous 1/3-acre lot. With 2,236 square feet of living space and a 2-car garage, the home features an updated kitchen and upgraded bathrooms, blending modern touches with everyday functionality. Enjoy cozy

  Blake Bolton LPT REALTY, LLC

  140 Wigwam Place, Maitland, FL 32751
• 

  

  /33

  $482,000

  • 2 Beds
  • 2 Baths
  • 1,270 Sq Ft

  204 Quayside Cir Unit 201, Maitland, FL 32751

  Updated 2 bedroom 2 bathroom located on the second floor of sought after Moorings Lakefront Community with spectacular views of Lake Maitland of the Winter Park Chain of Lakes. The condo offers a large screened-in balcony overlooking Lake Maitland. The open floorpan offers a split plan with a generous size master retreat with a private door to the balcony and a secondary ensuite. The updated

  Angel Reyes COLDWELL BANKER REALTY

  204 Quayside Cir Unit 201, Maitland, FL 32751
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  /42

  $524,999

  • 4 Beds
  • 3 Baths
  • 2,344 Sq Ft

  1776 Bobtail Dr, Maitland, FL 32751

  Welcome to 1776 Bobtail Drive — the kind of home that doesn’t just check boxes... it creates emotion, urgency, and that unmistakable “we need this one” reaction the moment your buyers walk through the door. From the very first glance, the curb appeal sets the stage with a warm, polished presence that immediately stands out from the competition. Inside, you’re welcomed by a light-filled,

  Anthony Scaraggi THE FLORIDA PROPERTY SHOP SALE

  1776 Bobtail Dr, Maitland, FL 32751

Showing Results 1 - 40, Page 1 of 3

Why Live in Maitland

Maitland, one of Central Florida's oldest municipalities, features a growing commercial corridor and several million-dollar lakefront estates. The neighborhood offers outdoor recreation at lakes like Maitland Lake and a diverse array of restaurants, stores, and service businesses along Orlando Avenue. Homes in Maitland, primarily built in the 1970s and 80s, are known for their large interiors and big lots, with mid-century modern styles being prevalent. Lakefront properties along Lake Minnehaha and Lake Sybelia include sprawling ranch styles and contemporary multi-story homes. Maitland is served by Orange County Public Schools, with highly rated institutions such as Maitland Middle School and Edgewater High School. Covered Bridge Park, Jim Houser Azalea Garden, and Lake Lilly Park are popular spots for relaxation and outdoor activities, while Maitland Community Park offers sports facilities. Residents enjoy a variety of things to do, including independent films at Enzian Theater, live jazz at Jazz Tastings, and trivia nights at The Cooper Rocket Pub. Dining options range from Kappy Subs' 50s-style diner to Antonio's Italian Restaurant. The neighborhood hosts events like the monthly Getdown Downtown block party and a weekly farmer's market at Lake Lily Park. The LYNX Transit System provides public transportation, and major highways like Highway 4 offer a 10-mile drive to downtown Orlando. Nearby healthcare facilities include Advent Health Orlando and Advent Health Altamonte Springs, with Orlando International Airport 28 miles away.

Learn more about living in Maitland

Frequently Asked Questions

Is Maitland a good place to live?

Maitland is a good place to live. Maitland is considered somewhat walkable and somewhat bikeable with minimal transit options. Maitland is a suburban neighborhood with a crime score of 4, on par with the average neighborhood in the U.S. Maitland has 8 parks for recreational activities. It is sparse in population with 2.9 people per acre and a median age of 38. The average household income is $114,574 which is above the national average. College graduates make up 55.6% of residents. A majority of residents in Maitland are renters, with 55.8% of residents renting and 44.2% of residents owning their home. A local real estate agent serving Maitland can help you decide if this neighborhood is the right one for you. Learn more on our Maitland neighborhood guide.

Is Maitland, FL a safe neighborhood?

Maitland, FL is a safe neighborhood and is on par with the average neighborhood in the United States. It received a crime score of 4 out of 10.

How much do you need to make to afford a house in Maitland?

The median home price in Maitland is $577,662. If you put a 20% down payment of $115,500 and had a 30-year fixed mortgage with an interest rate of 6.51%, your estimated principal and interest payment would be $2,920 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $125K a year to afford the median home price in Maitland. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Maitland is $115K.

What are the best public schools in Maitland?

The best public schools that serve Maitland are:

• Dommerich Elementary School has an A Niche grade, a student teacher ratio of 16:1 and an average review score of 4.6.
• Winter Park High has an A Niche grade, a student teacher ratio of 21:1 and an average review score of 3.9.
• Edgewater High School has a B+ Niche grade, a student teacher ratio of 23:1 and an average review score of 3.8.

What are the best private schools in Maitland?

The best private schools that serve Maitland are:

• Park Maitland School has an A+ Niche grade, a student teacher ratio of 11:1 and an average review score of 4.6.
• St. Charles Borromeo Catholic School has an A Niche grade, a student teacher ratio of 14:1 and an average review score of 4.8.
• Orangewood Christian School has an A Niche grade, a student teacher ratio of 13:1 and an average review score of 4.4.

What are the most popular zip codes in Maitland, Maitland, FL?

The most popular zip codes in Maitland, Maitland, FL include 32751, 32789, 32701, 32810 and 32714.

What are the most popular neighborhoods near Maitland, Maitland, FL?

The most popular neighborhoods near Maitland, Maitland, FL are Spring Valley, Lockhart, College Park, Rosemont and Lake Howell.

Are home prices dropping in Maitland?

Yes, home prices in Maitland are down 7% in the last 12 months.

Home Trends in Maitland, FL

On average, homes in Maitland, FL sell after 74 days on the market compared to the national average of 58 days. The median sale price for homes in Maitland, FL over the last 12 months is $540,000, up 1% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$540,000

Median Single Family Sale Price

$767,000

Median Townhouse Sale Price

$403,000

Median 2 Bedroom Sale Price

$250,750

Median 1 Bedroom Sale Price

$160,500

Average Price Per Sq Ft

$322

Number of Homes for Sale

76

Last 12 months Home Sales

229

Months of Supply

4.00

Median List Price

$577,662

Median Change From 1st List Price

5%

Median Home Sale Price YoY Change

1%