Maitland, FL Homes for Sale

• 

  

  

  /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

• 

  

  

  /50

  $459,000

  $10K 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

  (321) 483-2217

  499 Julian Ln, Maitland, FL 32751
• 

  

  

  /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
• 

  

  

  /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
• 

  

  

  /15

  $90,000

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 897 Sq Ft

  954 Lake Destiny Rd Unit G, Altamonte Springs, FL 32714

  Enjoy serene lakefront living in this beautifully maintained upstairs condo with stunning water views from your private balcony. This inviting condo offers a bright and airy layout with plenty of natural light and a peaceful setting. Major updates include a new roof in 2022, A/C replaced in 2024, and updated electrical panel in 2024—giving buyers added confidence and value. Ideally located near

  

  Emily Armstrong

  KELLER WILLIAMS REALTY AT THE PARKS

  (321) 341-6652

  954 Lake Destiny Rd Unit G, Altamonte Springs, FL 32714
• 

  

  /50

  $925,000

  $34K 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
• 

  

  /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 surrounded by serene natural beauty. 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—thoughtfully designed for both

  Adrian Jiminez MARKET CONNECT REALTY LLC

  1295 Blessing St, Maitland, FL 32751
• 

  

  /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
• 

  

  /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
• 

  

  /33

  $424,900

  $5K PRICE DROP

  • 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
• 

  

  /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
• 

  

  /71

  $3,100,000

  • 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
• 

  

  /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
• 

  

  /17

  $680,000

  $35K 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
• 

  

  /38

  $1,175,000

  $65K 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
• 

  

  /70

  $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
• 

  

  /20

  $949,000

  $30K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,931 Sq Ft

  1281 Wellington Terrace, Maitland, FL 32751

  Beautiful and spacious home at 1281 Wellington Terrace featuring high beam ceilings and elegant tile floors throughout. The open layout offers wonderful natural light and two master bedrooms, perfect for flexible living. New windows add comfort and efficiency. Enjoy a private, low-maintenance backyard ideal for relaxing or entertaining. Located in a beautiful neighborhood just minutes from Winter

  Sinan Zakaria LISTED SIMPLY

  1281 Wellington Terrace, Maitland, FL 32751
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /25

  $420,000

  New Construction $39K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,625 Sq Ft

  200 Moseley Ave, Maitland, FL 32751

  Every detail of this home was thoughtfully curated to offer timeless beauty, upscale finishes, and modern functionality. This exceptional property blends contemporary design with everyday comfort, creating the perfect living experiences. The oversized walk-in shower creates a true resort-style experience with floor-to-ceiling marble-inspired tile, frameless glass enclosure, rainfall showerhead,

  Brianna Grant SYCHAR REALTY

  200 Moseley Ave, Maitland, FL 32751
• 

  

  /39

  $345,000

  Open Sat 1PM - 3PM

  • 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
• 

  

  /50

  $995,000

  $454K 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
• 

  

  /38

  $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 pool home that blends comfort, character, and peace of mind. This fully improved 3 bedroom, 3.5 bathroom home has been thoughtfully updated throughout, including the replacement of the cast iron plumbing, offering both charm and important system improvements.Inside, you will find a well designed layout with spacious living areas,

  Andre Kressler KRESSLER REAL ESTATE

  502 Oak Ln, Maitland, FL 32751
• 

  /2

  $598,000

  • 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,

  Patricia Rivas Diaz La Rosa Realty LLC

  1241 Manchester Rd, Maitland, FL 32751
• 

  

  /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
• 

  

  /28

  $139,000

  • 2 Beds
  • 1 Bath
  • 1,051 Sq Ft

  550 Flemming Way Unit 100, Maitland, FL 32751

  Bright and well maintained 2 bedroom, 1 bath condo located in a desirable shopping and dining area! This inviting home features abundant natural light, a spacious walk-in closet in the primary bedroom, and a relaxing enclosed patio perfect for additional living space or entertaining. The HOA includes water for added convenience. Residents also enjoy access to a community pool and low-maintenance

  Brandy Ray LOKATION

  550 Flemming Way Unit 100, Maitland, FL 32751
• 

  

  /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
• 

  

  /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
• 

  

  /20

  $729,990

  • 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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /62

  $999,999

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

  755 Woodside Rd, Maitland, FL 32751

  This is the one you've been waiting for- a SLEEK MODERN HOME, where EVERY MAJOR SYSTEM AND FINISH has been REPLACED, REFRESHED and ELEVATED to perfection and minutes from Winter Park without the WP price tag! 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 with 2 Car

  Diane Heiken EMPIRE NETWORK REALTY

  755 Woodside Rd, 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
• 

  

  /37

  $1,149,900

  • 4 Beds
  • 4.5 Baths
  • 3,040 Sq Ft

  766 Terra Place, Maitland, FL 32751

  One or more photo(s) has been virtually staged. Private Pool Retreat with Two Primary Suites in Terra Place. Nestled in Terra Place, one of Maitland’s best-kept-secret neighborhoods, where every street ends in a cul-de-sac and a community park is just steps away, this custom one-story pool home offers space, privacy, and functionality—with no mandatory HOA. Soaring cathedral ceilings, including

  Chris Creegan CREEGAN GROUP

  766 Terra Place, Maitland, FL 32751
• 

  

  /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 — 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
• 

  

  /25

  $117,900

  $2K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 658 Sq Ft

  416 Banyon Tree Cir Unit 206, Maitland, FL 32751

  Discover this beautifully maintained 1-bedroom, 1-bath condo in the highly desirable Banyan Tree Condominium of Maitland. Located on the second floor, this unit boasts abundant natural light, a functional layout, and low-maintenance living—perfect for families, first-time buyers, or savvy investors seeking rental income. Enjoy affordable HOA fees ($255.86/month) covering building insurance, pool,

  Yuleana Gil Abreu NEXUS INTERNATIONAL REALTY

  416 Banyon Tree Cir Unit 206, Maitland, FL 32751
• 

  

  /30

  $399,000

  $16K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,103 Sq Ft

  1994 Kenaston Rd Unit 1994, Maitland, FL 32751

  Located in the desirable city of Maitland, just three miles from Winter Park’s renowned Park Avenue, this extensively updated 3-bedroom, 3.5-bath townhouse offers modern living in a prime Central Florida location. Tucked within a quiet residential setting and zoned for highly rated Seminole County schools, the home provides easy access to dining, shopping, and entertainment while maintaining a

  Veronica Figueroa EXP REALTY LLC

  1994 Kenaston Rd Unit 1994, 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 $752,607.

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

338 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, 32789, 32701, 32810 and 32714.

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

The median home price in Maitland is $529,900. If you put a 20% down payment of $106,000 and had a 30-year fixed mortgage with an interest rate of 6.48%, your estimated principal and interest payment would be $2,670 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $114K 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 $507,600, up 8% year-over-year. Homes in Maitland sell in 74 days on average, compared to the national average of 58 days.

Home Price Trends

Median Sale Price $507,600	Median Single Family Sale Price $624,990
Median Townhouse Sale Price $405,500	Median 2 Bedroom Sale Price $250,000
Median 1 Bedroom Sale Price $150,000	Average Price Per Sq Ft $301
Number of Homes for Sale 97	Last 12 months Home Sales 338
Months of Supply 3.40	Median List Price $529,900
Median Change From 1st List Price 5%	Median Home Sale Price YoY Change 8%