Maitland, FL Homes for Sale

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  /54

  $799,900

  $75K PRICE DROP

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

  1501 Druid Isle Rd, Maitland, FL 32751

  Substantial price reduction for LAKESIDE LIVING in Maitland, Florida! LEASE OPTION CONSIDERED! 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

  

  Autumn Makin

  LAKEFIELD REALTY GROUP LLC

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

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  /36

  $385,900

  $64K PRICE DROP

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

  601 Oranole Rd, Maitland, FL 32751

  Back on the market with renewed momentum.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 that instantly feels

  

  Kay Shilling

  COLDWELL BANKER REALTY

  601 Oranole Rd, Maitland, FL 32751
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  /50

  $439,000

  $30K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,596 Sq Ft

  499 Julian Ln, Maitland, FL 32751

  Location, Location, Location. Welcome to your new home in Maitland! This conviently located gated community home is a charming dwelling place featuring a cozy fireplace to uplift the ambiance of your living space. The home benefits from a tasteful neutral color paint scheme throughout, providing a welcoming canvas for your interior design aspirations. The kitchen is a cook's paradise, complete

  

  Charles Munk

  SAND DOLLAR REALTY GROUP INC

  499 Julian Ln, Maitland, FL 32751
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  /24

  $175,000

  $23K PRICE DROP

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

  1440 Lake Shadow Cir Unit 8305, Maitland, FL 32751

  Welcome to Visconti! A Gated Waterfront Community in the Heart of Maitland. Step into an easy, low-maintenance living with this move-in ready 2-bedroom, 2-bath condo located on the third floor, offering added privacy and a peaceful, elevated feel. With all new flooring and fresh interior paint, this home is completely refreshed and ready for its next owner. The split floor plan layout offers a

  

  Michael Rogers

  INNOVATIVE REALTY, LLC

  1440 Lake Shadow Cir Unit 8305, Maitland, FL 32751
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  /30

  $215,000

  $1K PRICE DROP

  • 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

  814 Park Lake Cir Unit 8, Maitland, FL 32751
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  /37

  $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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  /52

  $899,000

  $60K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 3,485 Sq Ft

  614 Brookwood Ln, Maitland, FL 32751

  JUST REDUCED - Welcome to this meticulously updated, one-story masterpiece situated on a sprawling, professionally landscaped 1/3-acre lot. This 5-bedroom, 3.5-bath sanctuary plus bonus room seamlessly blends high-end design with modern efficiency. At the heart of the home lies an extra-large gourmet kitchen designed for the serious chef, featuring double ovens, dual microwaves, and two

  Gale Milgrim KELLER WILLIAMS WINTER PARK

  614 Brookwood Ln, Maitland, FL 32751
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  /64

  $824,900

  $54K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,836 Sq Ft

  2801 Waumpi Trail, Maitland, FL 32751

  Welcome to Dommerich Hills, where modern style meets everyday comfort. This beautifully renovated home offers the freedom of **NO HOA** and has been thoughtfully updated from top to bottom. From the paver driveway and elegant double-door entry to the bright, open-concept interior, every detail has been designed to make you feel at home. The heart of the home is a stunning chef-inspired kitchen

  Javin Lopez AVANTI WAY REALTY LLC

  2801 Waumpi Trail, Maitland, FL 32751
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  /38

  $570,000

  • 4 Beds
  • 2 Baths
  • 2,482 Sq Ft

  2494 Castlewood Rd, Maitland, FL 32751

  Welcome to 2494 Castlewood Road, a beautifully updated pool home situated on a spacious corner lot in one of Maitland's most established neighborhoods. This move-in-ready residence offers peace of mind with a newer roof, solar panels, updated HVAC, and extensive interior renovations throughout. Inside, you'll find an open and inviting floor plan featuring luxury vinyl flooring, updated bathrooms,

  Neil Chetram LA ROSA REALTY CW PROPERTIES L

  2494 Castlewood Rd, Maitland, FL 32751
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  /51

  $795,550

  • 3 Beds
  • 2.5 Baths
  • 1,990 Sq Ft

  211 Talmeda Trail, Maitland, FL 32751

  Nestled beneath a canopy of majestic oak trees in the highly sought after Maitland Woods neighborhood, this beautifully updated 3 bedroom, 2.5 bathroom pool home sits on an expansive .45 acre homesite, offering timeless charm, thoughtful updates, and the lifestyle you've been searching for. From the moment you arrive, you'll appreciate the instant curb appeal of this classic brick ranch home,

  Allison Hunter LUXE HUNTER REAL ESTATE

  211 Talmeda Trail, 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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  /71

  $2,999,000

  $101K PRICE DROP

  • 6 Beds
  • 4.5 Baths
  • 5,355 Sq Ft

  1166 N Lake Sybelia Dr, Maitland, FL 32751

  Welcome to luxury lakefront living at its absolute finest in the heart of Maitland, Florida. Nestled along the pristine shores of Lake Sybelia, this extraordinary three-story estate offers an unparalleled combination of elegance, comfort, and breathtaking waterfront views. Boasting 5,355 square feet of thoughtfully designed living space, this stunning residence features six spacious bedrooms,

  Joseph Sipp KELLER WILLIAMS WINTER PARK

  1166 N Lake Sybelia Dr, Maitland, FL 32751
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  $549,000

  $16K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,376 Sq Ft

  1511 Glastonberry Rd, Maitland, FL 32751

  This AMAZING!, spacious 5-bedroom, 3-bath split-level home is located in a fantastic neighborhood and is packed with standout features. Upstairs, you’ll find beautiful engineered hardwood flooring throughout the main living areas, with carpet in the bedrooms and tile in the baths. A stunning screened-in porch overlooks the backyard and pool, offering a perfect spot to relax or entertain. The

  Maydelin Munoz FLORIDA REALTY INVESTMENTS

  1511 Glastonberry Rd, Maitland, FL 32751
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  /40

  $169,900

  $5K PRICE DROP

  • 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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  /67

  $995,000

  • 4 Beds
  • 4 Baths
  • 4,055 Sq Ft

  229 Flame Ave, Maitland, FL 32751

  Welcome to Hidden Estates, where luxury, space, and flexibility come together in one of Maitland's most sought-after neighborhoods. Nestled on a quiet cul-de-sac, this rare single-story custom residence offers over 4,000 square feet of thoughtfully designed living space on an expansive three-quarter-acre lot. From the moment you arrive, you'll appreciate the impressive curb appeal, oversized

  Heather Meglino BHHS FLORIDA REALTY

  229 Flame Ave, Maitland, FL 32751
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  /38

  $950,000

  • 3 Beds
  • 2 Baths
  • 2,145 Sq Ft

  823 Woods Ct, Maitland, FL 32751

  Outstanding Dommerich Woods location on .28 acre lot with serene views of the nature preserve! This immaculate home offers the perfect blend of comfort, style and privacy. Tucked away on a charming tree-lined cul-de-sac, 823 Woods Court welcomes you with exceptional curb appeal. Step inside to a spacious foyer introducing gleaming wood floors, elegant crown molding, and an abundance of natural

  Catherine D'Amico FANNIE HILLMAN & ASSOCIATES

  823 Woods Ct, Maitland, FL 32751
• 

  

  /19

  $325,000

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

  545 Clark St, Maitland, FL 32751

  Great home in an excellent location,. Inside is a canvas ready for your design work. There is an enclosed front and rear porch. Separate formal living and dining rooms. The kitchen is spacious with a large eat in space. The family room off the kitchen is quiet and perfect for movie nights. All 3 bedrooms are spacious. The primary has a huge walk in closet and large bathroom with a water closet

  Alvin Moore MOREHOUSE REALTY INC

  545 Clark St, Maitland, FL 32751
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  /38

  $549,000

  Open Sat 10AM - 12PM

  • 3 Beds
  • 2 Baths
  • 1,684 Sq Ft

  1055 Druid Dr, Maitland, FL 32751

  Welcome home to this charming 3-bedroom, 2-bath pool home nestled in the highly sought-after Druid Hills Estates, one of Maitland’s most desirable neighborhoods. Set on an oversized wide lot along a picturesque street lined with majestic oak trees, this beautifully maintained home offers timeless character, thoughtful updates, and exceptional indoor-outdoor living. Inside, you’ll be welcomed by

  Justin Harvey FLORIDA HOME TEAM REALTY LLC

  1055 Druid Dr, Maitland, FL 32751
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  /32

  $295,000

  $5K PRICE DROP

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

  1000 Winderley Place Unit 141, Maitland, FL 32751

  Ground-floor 2BR/2BA in the gated, lake-access community of Sun Bay Club in Maitland, FL — updated and move-in ready! The kitchen was renovated in 2023 with new cabinets, quartz countertops, and updated appliances (microwave 2024, dishwasher 2025). Both bathrooms were updated in 2026: the primary with a new double-sink vanity, modern lighting, and a pocket door for privacy, and the hall bath with

  Cece Wong EXP REALTY LLC

  1000 Winderley Place Unit 141, Maitland, FL 32751
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  /38

  $1,075,000

  $165K 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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  /44

  $1,360,000

  $26K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,473 Sq Ft

  1615 King Arthur Cir, Maitland, FL 32751

  New Price!! Beautifully updated pool home in the sought-after King's Row, Maitland community. This home blends timeless character with modern finishes. The corner lot residence features a three wide driveway, freshly updated landscaping and a commercial grade in ground basketball goal. Exterior paint (2026) creates warm curb appeal. Inside, new wood floors throughout lead to an open living space

  Dan Haber CORCORAN PREMIER REALTY

  1615 King Arthur Cir, Maitland, FL 32751
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  $1,825,000

  $370K 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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  /34

  $535,000

  Coming Soon

  • 4 Beds
  • 2 Baths
  • 2,352 Sq Ft

  112 Roosevelt Place, Maitland, FL 32751

  Move-in ready and full of charm, this one-story Maitland home offers 4 bedrooms, 2 bathrooms, and an array of desirable features. Enjoy Florida living with your own in-ground pool, or relax by the cozy wood-burning fireplace in the front living room. The updated kitchen (2019) features granite countertops and modern finishes, while the primary bathroom includes a beautifully tiled walk-in shower.

  Greg Vazzana FANNIE HILLMAN & ASSOCIATES

  112 Roosevelt Place, Maitland, FL 32751
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  /13

  $120,000

  • 1 Bed
  • 1 Bath
  • 550 Sq Ft

  2517 Caper Ln Unit 205, Maitland, FL 32751

  **ATTENTION INVESTORS** Take advantage of this great opportunity and Add this income producing property to your portfolio with tenant in place. Corner unit 1 bed 1 bath condo with new laminate floors and granite countertops. This second floor unit means there is no one above you and has a pool view located steps away. The mailbox and pool are only a few steps away. Location is walking distances

  MAYOLET BORNAS MAYOLET REALTY LLC

  2517 Caper Ln Unit 205, Maitland, FL 32751
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  /31

  $315,000

  Open Sun 1PM - 3PM $30K PRICE DROP

  • 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 and quiet lakefront community this beautifully renovated GROUND FLOOR condo offers so much, including a 2 PARKING SPACES - one is a deeded carport and the other is an open assigned parking spot... And there is a separate storage closet too! Situated on one level, this condo overlooks the charming grounds and a peek of

  Dawn Romance FANNIE HILLMAN & ASSOCIATES

  249 W Lake Faith Dr Unit 205, Maitland, FL 32751
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  /70

  $259,000

  $1K PRICE DROP

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

  603 Waverly Ln Unit 405B, Maitland, FL 32751

  Welcome home to this spacious 3-bedroom, 2.5-bath condo in the desirable Park Lake Grove community. Enjoy peaceful lake views from your living room, and the convenience of an attached 1-car garage. The thoughtfully designed floor plan offers generous living space, 2 primary bedrooms with en suites upstairs, natural light, and plenty of storage. Community amenities include a pool and lake access.

  Dante Sandroni SANDRONI HOLDINGS REAL ESTATE LLC

  603 Waverly Ln Unit 405B, Maitland, FL 32751
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  /39

  $599,000

  $30K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 1,966 Sq Ft

  502 Oak Ln, Maitland, FL 32751

  Welcome to 502 Oak Lane in Maitland, a beautifully updated 3 bedroom, 3.5 bathroom pool home offering comfort, character, and peace of mind. Thoughtfully improved throughout, the home features fully updated plumbing, including the replacement of the original cast iron plumbing, along with a brand-new pool pump. Inside, you will find a well-designed layout with spacious living areas, updated

  Andre Kressler KRESSLER REAL ESTATE

  502 Oak Ln, Maitland, FL 32751
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  $1,499,000

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

  255 W George Ave, Maitland, FL 32751

  A premier street offering an accessible lifestyle to Maitland’s vibrant downtown corridor, known for its community events, restaurants, Lake Lily Park, the beloved independent Enzian Theater and within view of Lake Sybelia. This custom home was completely rebuilt in 2007, adding significant square footage and incorporating a timeless transitional design. Five bedrooms, four baths, stretching

  Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

  255 W George Ave, Maitland, FL 32751
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  /31

  $718,000

  $1K PRICE DROP

  • 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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  /41

  $875,000

  Open Sat 1AM - 3PM

  • 5 Beds
  • 4 Baths
  • 3,136 Sq Ft

  2051 Dyan Way, Maitland, FL 32751

  Located on quiet cul-de-sac, this one-story 5 bedroom/4 bath, 3,136 sq ft ranch-style home is a short walk to A-rated Dommerich Elementary and Maitland Middle schools. This home sits on .29 of an acre that backs up to the preserved conservation. Functional floor plan with separate formal living and dining rooms, perfect for entertaining. Eat-in kitchen opens to the cozy family room anchored by

  Megan Cross FANNIE HILLMAN & ASSOCIATES

  2051 Dyan Way, Maitland, FL 32751
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  /20

  $719,990

  $10K 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 situated in

  Robert Dion D & D PROPERTY MANAGEMENT SOLUTIONS LLC

  1741 Lyndale Blvd, 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
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  /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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  /37

  $549,000

  Open Sat 11AM - 2PM

  • 4 Beds
  • 2 Baths
  • 2,015 Sq Ft

  564 Brookside Cir, Maitland, FL 32751

  Virtually Staged. Welcome home to this spacious 4-bedroom, 2-bath pool home in Maitland. From the moment you arrive, you'll appreciate the attractive brick exterior and inviting curb appeal. Inside, a welcoming foyer is flanked by a large formal living room with parquet flooring and abundant natural light, while the formal dining room features classic wainscoting and connects directly to the

  Maria Van Warner FANNIE HILLMAN & ASSOCIATES

  564 Brookside Cir, Maitland, FL 32751
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  /30

  $585,000

  $13K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,667 Sq Ft

  1241 Manchester Rd, Maitland, FL 32751

  Welcome to English Estates, one of Maitland’s most desirable neighborhoods. This 4-bedroom, 2-bath home has been thoughtfully updated and is ready for its next owner. The home features an open living area, updated kitchen and bathrooms, new plumbing, a new roof, a flex room, screened lanai, and a spacious backyard. Conveniently located near shopping, restaurants, parks, and major roadways,

  1241 Manchester Rd, Maitland, FL 32751
• 

  

  /25

  $199,000

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

  1952 Legacy Cove Dr Unit 1952, Maitland, FL 32751

  Experience resort-style living in the heart of Maitland at the highly desirable gated community of Visconti. This beautifully maintained three-story townhome offers 1,280 square feet of thoughtfully designed living space plus an oversized attached garage, providing the perfect combination of comfort, functionality, and low-maintenance living. The open-concept main living level features luxury

  Patricia Sullivan OLDE TOWN BROKERS INC

  1952 Legacy Cove Dr Unit 1952, Maitland, FL 32751
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  /35

  $599,900

  $50K 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. Motivated seller! Move-in ready. 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

  Blake Bolton LPT REALTY, LLC

  140 Wigwam Place, Maitland, FL 32751
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  /62

  $925,000

  $75K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 3,049 Sq Ft

  755 Woodside Rd, Maitland, FL 32751

  NEWLY PRICED TO SELL, UNDER APPRAISED VALUE, DO NOT MISS THIS OPPORTUNITY!! SLEEK MODERN HOME, where EVERY MAJOR SYSTEM AND FINISH has been REPLACED, REFRESHED and ELEVATED to perfection and just minutes from Winter Park. Located at 755 Woodside Road in the community of Forest Brook in Maitland with 3,054 Sq Ft. of living space, in a quiet CUL-DE- SAC, this 3 BEDROOM 3 FULL BATHROOM POOL home

  Diane Heiken EMPIRE NETWORK REALTY

  755 Woodside Rd, Maitland, FL 32751
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  /26

  $345,000

  • 4 Beds
  • 2 Baths
  • 1,640 Sq Ft

  501 Fitzgerald Dr, Maitland, FL 32751

  Welcome to 501 Fitzgerald Drive, where modern updates meet an unbeatable location. Situated on a desirable corner lot, this beautifully renovated 4-bedroom, 2-bathroom home offers the perfect combination of style, functionality, and convenience. Inside, you'll find an open and inviting layout featuring luxury vinyl plank flooring, quartz countertops, a designer backsplash, stainless steel

  Joaquim Haynes JASON MITCHELL REAL ESTATE FLO

  501 Fitzgerald Dr, Maitland, FL 32751

Showing Results 1 - 40, Page 1 of 4

Why Live in Maitland

Maitland, Florida, is one of Central Florida's oldest municipalities, featuring a growing commercial corridor and several million-dollar lakefront estates. The area is known for its convenient location, close to Walt Disney World Resorts and beaches, yet far enough to avoid the crowds. Maitland offers a variety of outdoor recreational activities, particularly around lakes such as Maitland Lake. The commercial hub along Orlando Avenue includes diverse restaurants, stores, and service businesses. Homes in Maitland, many built in the 1970s and 80s, often feature large interiors and big lots, with mid-century modern styles being prevalent. Lakefront properties, especially around Lake Minnehaha and Lake Sybelia, are more luxurious, with some exceeding the million-dollar mark.

Education in Maitland is served by the highly rated Orange County Public Schools, with students attending Maitland Middle School and Edgewater High School, both of which have strong academic and extracurricular programs. The community is rich in parks, including Covered Bridge Park, Jim Houser Azalea Garden, Fort Maitland Park, and Lake Lilly Park, offering various recreational activities. Maitland Community Park is a favorite for sports enthusiasts with its tennis, basketball, and racquetball courts.

For entertainment, residents enjoy independent films at Enzian Theater, live jazz at Jazz Tastings, and trivia nights at The Cooper Rocket Pub. Shopping at Blackbird Roost and dining at local favorites like Kappy Subs and Antonio's Italian Restaurant are popular activities. Monthly events like Getdown Downtown and the weekly farmer's market at Lake Lily Park add to the community spirit. Maitland is well-connected with the LYNX Transit System and is just a 10-mile drive to downtown Orlando via Highway 4. Nearby healthcare facilities include Advent Health Orlando and Advent Health Altamonte Springs, and the Orlando International Airport is 28 miles away.

Learn more about living in Maitland

Frequently Asked Questions

What is the average home price in Maitland, FL?

Homes for sale in Maitland, FL have an average home price of $748,519.

Are home prices dropping in Maitland?

Yes, home prices in Maitland are down 5% in the last 12 months.

How many homes have sold over the last 12 months in Maitland, FL?

342 homes have sold in Maitland, FL over the last 12 months.

What is the average household income in Maitland, FL?

The average household income in Maitland, FL is $115K.

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

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

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

The median home price in Maitland is $549,000. If you put a 20% down payment of $109,800 and had a 30-year fixed mortgage with an interest rate of 6.58%, your estimated principal and interest payment would be $2,800 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $120K 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.

How are the schools in Maitland, FL?

Maitland, FL has highly rated public and private schools. Some of the best schools in Maitland based on Niche Grades are Park Maitland School, Dommerich Elementary School and Orangewood Christian School. Browse all the schools in Maitland, FL to learn more.

Home Prices in Maitland, FL

The median home sale price in Maitland, FL is $509,000, up 4% year-over-year. Homes in Maitland sell in 67 days on average, compared to the national average of 56 days.

Home Price Trends

Median Sale Price $509,000	Median Single Family Sale Price $614,900
Median Townhouse Sale Price $412,500	Median 2 Bedroom Sale Price $249,500
Median 1 Bedroom Sale Price $148,000	Average Price Per Sq Ft $298
Number of Homes for Sale 96	Last 12 months Home Sales 342
Months of Supply 3.40	Median List Price $549,000
Median Change From 1st List Price 5%	Median Home Sale Price YoY Change 4%