Maitland Homes for Sale

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  $211,000

  $5K 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 ½ 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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  /54

  $799,900

  $75K PRICE DROP

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

  1501 Druid Isle Rd, Maitland, FL 32751

  LEASE OPTION CONSIDERED for 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

  1501 Druid Isle Rd, 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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  /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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  /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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  /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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  /21

  $219,900

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

  1100 Lake Shadow Cir Unit 2103, Maitland, FL 32751

  Exceptional - 2 bed 2 bath condo on 1st floor in resort style community of Visconti. Featuring designer paint throughout, plush carpeting, a gourmet kitchen with newer appliances, laundry room with full size washer/dryer hook ups and screened in patio with outside storage. Community offers its residents 2 tropical pools overlooking Lake Shadow, Gym, Tennis - and basketball court, play ground and

  Andreas Kunert KUNERT REALTY INC

  1100 Lake Shadow Cir Unit 2103, Maitland, FL 32751
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  /32

  $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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  /70

  $258,500

  $2K 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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  /23

  $219,900

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

  1475 Lake Shadow Cir Unit 6105, Maitland, FL 32751

  Impressive - 2 bedroom 2 bath condo on first floor in resort style community of Visconti Maitland. This recently remodeled unit features designer paint throughout, berber carpet, new ceramic tile, a gourmet kitchen with contemporary light grey cabinets, stainless steel appliances and laundry room with w/d hook ups. Community offers its residents 2 tropical pools overlooking Lake Shadow, a fitness

  Andreas Kunert KUNERT REALTY INC

  1475 Lake Shadow Cir Unit 6105, Maitland, FL 32751
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  /77

  $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

  $689,000

  $30K 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

  $830,000

  $45K PRICE DROP

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

  2051 Dyan Way, Maitland, FL 32751

  Fantastic Maitland location! Situated 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, Maitland Middle and Winter Park High. This one-story 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

  Megan Cross FANNIE HILLMAN & ASSOCIATES

  2051 Dyan Way, Maitland, FL 32751
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  /29

  $315,000

  • 2 Beds
  • 1.5 Baths
  • 816 Sq Ft

  1140 S Orlando Ave Unit G3, Maitland, FL 32751

  Completely renovated and move-in ready, a desired first-floor unit in the sought-after Lake Maitland Terrace! This impeccably updated two-bedroom, 1.5-bath condominium blends modern style with an unbeatable lakeside location in the heart of the Maitland/Winter Park area. Thoughtfully redesigned throughout, the home showcases a new kitchen with fresh cabinetry, granite countertops and stainless

  Drew Henner PREMIER SOTHEBY'S INTL. REALTY

  1140 S Orlando Ave Unit G3, Maitland, FL 32751
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  /20

  $714,990

  $15K 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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  /63

  $249,000

  $10K PRICE DROP

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

  1713 Gulfview Dr Unit 435B, Maitland, FL 32751

  Welcome home to this beautifully updated two-story condo nestled in one of Maitland's most established communities, where lush mature landscaping, winding sidewalks, a community pool, lake access and a private dock create a peaceful setting just minutes from some of Central Florida's favorite restaurants, shopping and entertainment. Enjoy easy access to Enzian Theater, Winter Park Village, Trader

  Becki Douglas MAINFRAME REAL ESTATE

  1713 Gulfview Dr Unit 435B, 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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  /36

  $229,000

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

  856 Park Lake Cir Unit 51, Maitland, FL 32751

  LOCATION LOCATION LOCATION! The Park Lake Townhome Community is Maitland's hidden treasure! Offering for sale this well-maintained townhome with 2 levels of comfortable living, a one-car garage, a nice sized laundry room under air, along with a private screened back patio. As you step inside, look over your shoulder at the community pool that is literally steps from your front door! Once inside

  Jill Henry COLDWELL BANKER REALTY

  856 Park Lake Cir Unit 51, 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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  /39

  $459,000

  • 3 Beds
  • 2 Baths
  • 1,154 Sq Ft

  761 Robinhood Dr, Maitland, FL 32751

  Virtually Staged. PRICED BELOW APPRAISAL! Exceptional value in a desirable Maitland location! Whether you’re starting out, slowing down or somewhere in between, this home is a must see. Located in an absolutely delightful neighborhood and beautifully renovated in 2026. Your new home is move-in-ready and features new windows, flooring, hot water tank, entry and garage doors, as well as new

  Cheryl Geluso RE/MAX ASSURED

  761 Robinhood Dr, Maitland, FL 32751
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  /33

  $560,000

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

  1540 E Horatio Ave, Maitland, FL 32751

  Welcome to Maitland living, where space and everyday convenience come together.This 3-bedroom, 2-bath home offers a surprisingly flexible floor plan with a formal living area, dining space, fireplace, open-concept kitchen and living areas, plus a separate family room and an additional flex space that could easily become a home office, playroom or 4th bedroom. Outside, a fenced backyard

  Allison Hunter LUXE HUNTER REAL ESTATE

  1540 E Horatio Ave, Maitland, FL 32751
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  /33

  $467,000

  $15K PRICE DROP

  • 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

  $519,999

  $5K PRICE DROP

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

  1776 Bobtail Dr, Maitland, FL 32751

  Welcome to 1776 Bobtail Drive, a home that offers an easy, natural flow and a layout designed for everyday living. This property is now being reintroduced with a refreshed presentation and a full 3D walkthrough experience, giving buyers the ability to explore every space at their own pace before stepping inside in person. Inside, the home features an open-concept layout where the kitchen, dining,

  Anthony Scaraggi THE FLORIDA PROPERTY SHOP SALE

  1776 Bobtail Dr, Maitland, FL 32751
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  /36

  $850,000

  $145K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,459 Sq Ft

  219 Quayside Cir, Maitland, FL 32751

  Every so often, a property comes along that redefines what lake living can be, and this is that home. Thoughtfully reimagined from top to bottom, this two-bedroom, two-and-a-half-bath residence blends refined design with the effortless lifestyle of the Winter Park Chain of Lakes. Go inside to discover a fully renovated interior anchored by a showstopping 14-foot Cambria quartz waterfall island,

  Chad Isenhart PREMIER SOTHEBY'S INTL. REALTY

  219 Quayside Cir, Maitland, FL 32751
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  /27

  $225,000

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

  820 Park Lake Cir Unit 11, Maitland, FL 32751

  Welcome to 820 Park Lake Circle, a beautifully updated two-bedroom condo tucked into one of Maitland’s most convenient locations. Offering the charm and space of a townhouse with the ease of condominium living, this inviting home is just minutes from Downtown Maitland, Park Avenue, Winter Park Village, Lake Lily, major healthcare campuses, I-4, and some of Central Florida’s best shopping and

  Brian Rotenberger COMPASS FLORIDA LLC

  820 Park Lake Cir Unit 11, Maitland, FL 32751
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  /58

  $1,700,000

  Coming Soon

  • 4 Beds
  • 3 Baths
  • 3,376 Sq Ft

  1141 Audubon Way, Maitland, FL 32751

  LAKEFRONT LIVING AT ITS BEST! Welcome to 1141 Audubon Way, a beautiful lakefront retreat nestled along the shores of spring-fed Lake Sybelia in the heart of Maitland. Situated on an expansive 0.70-acre lot, this spacious 4-bedroom, 3-bath home offers an exceptional combination of comfort, privacy, and effortless indoor-outdoor living. Step inside to an inviting open floor plan highlighted by

  Briana Truesdell THE C SMITH REAL ESTATE GROUP LLC

  1141 Audubon Way, Maitland, FL 32751
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  /45

  $184,900

  $14K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,111 Sq Ft

  1440 Lake Shadow Cir Unit 8201, Maitland, FL 32751

  If you are looking for a terrific property, look no further! You or your tenant can live the lifestyle deserved in this RESORT-STYLE, video-monitored GATED COMMUNITY located on beautiful Lake Shadow in the heart of Maitland Center. This two-bed/two-bath, 2nd-story, CORNER UNIT features an OPEN floor plan with a LIVING/DINING COMBO and 9-FOOT CEILINGS. The KITCHEN includes a breakfast bar, closet

  Susan Schneider COLDWELL BANKER REALTY

  1440 Lake Shadow Cir Unit 8201, Maitland, FL 32751
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  /39

  $599,000

  $50K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,125 Sq Ft

  1100 S Orlando Ave Unit 306, Maitland, FL 32751

  TURN KEY AND RENOVATED IN SOUGHT-AFTER WEST COVE!! Wake up to breathtaking sunrises with a stunning, unobstructed view stretching across Lake Maitland—the largest lake in the highly sought-after Winter Park Chain of Lakes—from this beautifully renovated, truly turnkey condominium. All flooring, bathrooms, fixtures, paint, AC, water heater, sliding door to balcony, kitchen/appliances, and closet

  Frank Benevento COLDWELL BANKER REALTY

  1100 S Orlando Ave Unit 306, Maitland, FL 32751
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  /13

  $850,000

  $45K PRICE DROP

  • Land
  • 8,276 Sq Ft
  • $4,473,684 per Acre

  1361 Audubon Rd, Maitland, FL 32751

  Incredible opportunity to build your dream home on this exceptional corner lot! Walking distance to Winter Park's Park Ave! Lot is located on the corner of Audubon and Magnolia and is surrounded by gorgeous homes. Audubon Rd is a dead end street with no thru traffic. This Maitland address is one block from Winter Park's 32789 zip code. Lot size 70 x 130. Zoned for top-rated schools including

  Ingrid Livingston COLDWELL BANKER REALTY

  1361 Audubon Rd, Maitland, FL 32751
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  /47

  $1,995,000

  • 4 Beds
  • 3.5 Baths
  • 3,005 Sq Ft

  220 Adams Dr, Maitland, FL 32751

  Welcome to 220 Adams Drive — a breathtaking, completely remodeled single-story masterpiece nestled in the heart of Maitland's coveted Kings Row neighborhood. Thoughtfully reimagined from the studs out with exquisite craftsmanship and elevated design, this stunning home offers 4 bedrooms, a dedicated private office, 3.5 baths, and over 3,000 square feet of refined living on a fully fenced,

  Kelly Price KELLY PRICE & COMPANY LLC

  220 Adams Dr, Maitland, FL 32751
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  /32

  $192,500

  $43K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 612 Sq Ft

  1140 S Orlando Ave Unit E2, Maitland, FL 32751

  PRICE IMPROVEMENT! Live the lake lifestyle in this beautifully updated 1-bedroom condo located in the iconic mid-century modern community of Lake Maitland Terrace. Completely refreshed in 2025, this first-floor residence features a brand-new HVAC system, new appliances including washer, dryer, and kitchen disposal, updated kitchen countertops, and new flooring throughout the living areas. Freshly

  Beatrice Miranda METRO CITY REALTY

  1140 S Orlando Ave Unit E2, Maitland, FL 32751
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  /40

  $779,000

  $10K PRICE DROP

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

  2080 Goldwater Ct, Maitland, FL 32751

  Virtually Staged. PRICE IMPROVEMENT, NEW ROOF, NEW AC, NEW HOT WATER HEATER before closing, making this beautifully updated 4-bedroom, 2-bath split-plan home offering approximately 2,280 square feet of living space, ideally situated on a quiet cul-de-sac in desirable Maitland, an amazing value. This well-maintained residence is zoned for highly sought-after Dommerich Elementary, Maitland Middle,

  Tab Bish LLC REAL BROKER, LLC

  2080 Goldwater Ct, Maitland, FL 32751
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  /39

  $585,000

  $14K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,474 Sq Ft

  1132 Charming St, Maitland, FL 32751

  Welcome home to a rare find, one of the largest floor plans in the community, sitting right on Lake Charity. This Mediterranean style townhome greets you with sweeping water views, mature landscaping, and a peaceful stillness that is hard to find this close to everything.Inside, wood floors and tile carry you through the first level. Plantation shutters run throughout the home and you'll find

  Jane Fochler ONE LUXURY INTERNATIONAL LLC

  1132 Charming St, Maitland, FL 32751
• 

  

  /18

  $235,000

  $24K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,496 Sq Ft

  916 Park Lake Cir Unit 34, Maitland, FL 32751

  **Listing price is seller's bottom line, he won't accept anything lower than asking** Gorgeous 3-bedroom, 3-bath, two-story townhome available now! This move-in-ready home features an updated kitchen with all appliances included, a convenient mudroom with washer and dryer hookups, fresh interior paint, and luxury vinyl plank (LVP) flooring throughout. Each spacious bedroom offers its own private

  Samantha Hafner DON ASHER & ASSOCIATES, INC.

  916 Park Lake Cir Unit 34, Maitland, FL 32751
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  /36

  $1,150,000

  $100K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,902 Sq Ft

  873 Cranes Ct, Maitland, FL 32751

  Now offered below recent appraised value, this exceptional residence combines luxury, location, and outstanding value in one of Maitland's most sought-after enclaves.Pride of ownership shines throughout this beautifully maintained original-owner home tucked away on a quiet cul-de-sac in the gated community of Sybelia Cove. Offering 4 bedrooms, 4 bathrooms, a side-entry 3-car garage, and

  Chris Creegan CREEGAN GROUP

  873 Cranes Ct, Maitland, FL 32751
• 

  

  /25

  $188,900

  $7K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 612 Sq Ft

  1140 S Orlando Ave Unit E11, Maitland, FL 32751

  LAKE ACCESS LIVING in one of Central Florida's most desirable locations! Welcome to 1140 S. Orlando Ave E11, a move in ready condo ideally located on the Winter Park and Maitland border in the sought after Lake Maitland Terrace community. Enjoy private access to Lake Maitland, part of the prestigious Winter Park Chain of Lakes, where you can spend your days paddle boarding, kayaking, boating,

  Abby Green IAD REAL ESTATE

  1140 S Orlando Ave Unit E11, Maitland, FL 32751
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  /52

  $715,000

  $30K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,242 Sq Ft

  550 Arapaho Trail, Maitland, FL 32751

  This charming 4-bedroom, 3-bath home is in sought-after Dommerich Estates, one of the area’s most desirable neighborhoods. Designed for comfort, style, and everyday living, the home features a unique open floor plan with vaulted ceilings, a warm wood-burning fireplace, and an updated kitchen with solid wood cabinetry and granite countertops. Fresh interior and exterior paint, an oversized garage

  Shirley Welch BHHS FLORIDA REALTY

  550 Arapaho Trail, Maitland, FL 32751
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  /34

  $617,000

  $43K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,110 Sq Ft

  1404 Caring Ct, Maitland, FL 32751

  "NEW PRICE" ON THIS MOVE-IN READY 3-BED, 2.5-BATH SINGLE FAMILY HOME IN THE "EXCLUSIVE GATED COMMUNITY" OF ENCLAVE AT MAITLAND, FL 32751. Nestled within the private gated community of Enclave at Maitland, Single Family Homes rarely come on the market and this home offers a Luxury interior footprint that's a perfect balance of privacy, elegance, and convenience. Fully updated & loaded with

  Joel Bornstein ROCK SPRINGS REALTY, LLC

  1404 Caring Ct, Maitland, FL 32751

Showing Results 1 - 40, Page 1 of 2

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

Maitland, FL, FL Home Prices vs. Nearby Neighborhoods

	Maitland	Winter Park	College Park	Baldwin Park
Median Home Price	$594,500	$750,000	$669,000	$730,000
Median Sale Price	$555,000 +1% YoY	$669,250 -1% YoY	$610,000 +11% YoY	$732,500 -2% YoY
Median Single Family Price	$765,000	$897,000	$687,450	$1,080,000
Median Townhouse Price	$410,000	$660,000	$588,499	$656,000
Median Condo Price	$239,500	$215,000	$479,800	$526,500
Total Active Listings	61 listings	237 listings	71 listings	23 listings
Market Conditions	3 Months of Supply Seller's Market	4 Months of Supply Balanced Market	3 Months of Supply Seller's Market	2 Months of Supply Seller's Market

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 fairly sparse in population with 3.0 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 56% of residents renting and 44% 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 $594,500. If you put a 20% down payment of $118,900 and had a 30-year fixed mortgage with an interest rate of 6.66%, your estimated principal and interest payment would be $3,060 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $131K 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 17:1 and an average review score of 4.6.
• Winter Park High has an A Niche grade, a student teacher ratio of 23:1 and an average review score of 3.9.
• Edgewater High School has a B+ Niche grade, a student teacher ratio of 24:1 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 9:1 and an average review score of 4.7.
• St. Charles Borromeo Catholic School has an A Niche grade, a student teacher ratio of 16:1 and an average review score of 4.5.
• 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 5% in the last 12 months.