Our website features the best Maitland real estate search for homes, condos, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes.
You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.
Curious about what’s happening in the Maitland real estate market? Sign up for a Maitland Real Estate Market Report to see what’s active, under contract, and sold!
Contact us today to find out how we can be of assistance to you!
This Property Eligible for up to $7500 grant money with Preferred Lender. Discover the perfect blend of charm, comfort, and investment potential in this fully renovated ...
PRIME LOCATION!!! Situated within the coveted Ultra Vista neighborhood, this spacious 3-bedroom, 2-bathroom condo offers a tranquil retreat amidst the vibrant pulse of Ce...
One or more photo(s) has been virtually staged. Welcome to the epitome of luxurious, lakefront living nestled against the backdrop of pristine and private, 57 acre, sprin...
One or more photo(s) has been virtually staged. This beautiful Customer Built Home is just waiting for the perfect family. An entertaining mecca with it's huge screened p...
Lake Howell Rd with a Maitland City Address . Lot size is Approx 93x200. The Zoning is Office/Residential. Build your home and Professional office, or mixed use such as ...
Welcome to this charming, fully renovated 4-bedroom, 2-bathroom home that has been meticulously updated to meet all your needs. Nestled on a corner lot, this property boa...
*2.99% Assumable Mortgage Rate Available* Welcome to 2031 Eaton Street, a modern haven nestled in the up-and-coming neighborhood of west Maitland with no HOA! This renova...
If you have been searching for a one story medical/professional office condo in Maitland, your search is finally over! This one story end unit (B-4) has two entrances, on...
Incredible opportunity to own one of the oldest homes in Maitland. This charming 2-bedroom, 1-bathroom Florida vernacular-style home, built in 1886, sits on a half-acre l...
Welcome to this sleek and updated 4-bed, 2-bath home at 1487 Glastonberry Road in Maitland, FL. Boasting 1931 square feet of living space on a generous lot that's almost ...
Welcome to your dream home nestled in the sought-after prestigious gated community in a Winter Park/Maitland blended neighborhood with deeded boat slips on Lake Maitland,...
Welcome to 112 Tangelo Court. This gorgeous home is in one of the most exclusive areas in Maitland and just a block to Lake Maitland. It is a two bedroom, two bath home t...
Welcome home to your beautiful new Mediterranean-style townhome. Enjoy RESORT-STYLE LIVING located in the gated community of Enclave at Maitland. Enjoy breathtaking walks...
GORGEOUS, SPACIOUS, AND MOVE-IN READY! This fully renovated, first floor condo has an open floor plan, tons of upgrades, and a low HOA. Updates include plumbing, electric...
Lovely Lakeview townhouse condo. Quiet dead end street. Garage enters laundry room and passes through the kitchen or walk around the side to the lake and enter through th...
This popular building is an executive office suite operation. It is fully rented and very easy to rent. Owner is the listing broker and can furnish copies of the last 1...
Welcome to your ultimate retreat! Nestled in the heart of a coveted neighborhood, this exceptional single-family home now boasts an inground pool, elevating your lifestyl...
Wonderful opportunity to live in Park Lake Woods. Come see this 2 story 3 bedroom 2 and ½ bath home with very large fenced back yard. This home has been well cared for ...
Step into luxury living at its finest with this exquisite, fully renovated home nestled within the guard-gated enclave of Maitland Club. This remarkable residence underwe...
Stop by and tour this 3 Bedroom, 3 Full Bathroom Townhouse that has been beautifully renovated, including newer A/C and Electrical(2019). The first floor begins with lux...
NEW CHARCOAL TILE ROOF COMING THIS MONTH, MARCH 2024 with a 5YR transferable warrantee. Step into luxury and comfort with this stunning SINGLE-STORY, OPEN AND AIRY home ...
Fantastic move-in ready 3/3 townhome condo in the Maitland-Winter Park area. Fantastic location close to the stylish shopping and dining that Maitland offers! A hidden la...
Welcome to Dommerich Hills and 1006 Kewannee Trail! Nestled in the sought-after Winter Park High School district, this charming ONE STORY residence blends mid-century aes...
Insurance Agency Established 2003 With Huge Database. Servicing Auto, Health, Home, Bond, Commercial and Life Insurance
Fantastic Location! Park your truck, SUV no HOA. Charming home on corner lot, quiet neighborhood, minutes from I-4, Maitland Center, near Greek Orthodox Church, Mary Mag...
A Florida classic, Clayton home with crown molding, 2 fireplaces, French doors open to backyard that features a 38 ft long, kidney shaped pool, waterfall, lush gardens an...
One or more photo(s) has been virtually staged. Welcome to this stunning property! This charming home features a cozy fireplace perfect for chilly nights. The natural col...
Come see this 3 bedroom, 3 1/2 bathroom, 2,136 square foot luxury townhome close proximity to downtown Orlando, Maitland and Winter Park. From the moment you walk in you ...
Introducing one of the last remaining double lot nestled within the Bellamy Park Heights community of the dynamic City of Maitland. Spanning .36 acres, this coveted parce...
Indulge in the epitome of modern living with this fully renovated masterpiece! Boasting a thoughtfully designed split floor plan, 4 bedrooms, and 2 bathrooms, this home o...
Luxury and tranquility await in this exclusive Maitland gated community of 19 custom-built homes nestled between Lake Catherine and Lake Sybelia. Rarely comes an opportun...
Owner Occupants, are you looking for an affordable, move-in-ready home in Maitland within the highly desirable Dommerich Elementary School district? Discover your dream h...
Excellent opportunity to dive in to a success and well established cafe with an incredible cap rate of over 30%! This property is in a 3 story 140,879 sq. ft. class "B+"...
Look no further than this 3rd floor condo featuring 2 bedrooms and 1 bathroom in the gated community of Visconti West. This open concept layout features the dining room a...
Discover comfort and convenience at its finest with this beautifully renovated and tastefully furnished 1st floor condominium nestled within the centrally located communi...
Welcome to this beautiful contemporary lakefront home situated on the picturesque Lake Hope designed by renowned architect Robert A. Koch! The architect carefully placed ...
Step inside to discover the charm and elegance of this meticulously updated home. The spacious layout features porcelain tile flooring seamlessly flowing throughout, prov...
Welcome to Maison Du Lac, nestled within the sought after Winter Park chain of lakes, this magnificent 11,668 sq ft estate presents an unparalleled living experience on 2...
Great investment opportunity to add this duplex in the heart of Maitland to your rental portfolio or enjoy living on one side and renting the other. Each side has 3 bedro...
This beautiful 3/2 Maitland home has been meticulously cared for. It boast original hardwood floors in the living room and bedrooms, and travertine in kitchen and dining ...
Welcome to this beautiful custom-built Maitland home in a park like setting. Gorgeous, elevated lot, beautifully maintained mature landscaping with laurel and live oak tr...
One or more photo(s) has been virtually staged. This PICTURE PERFECT 3 BR- 2BA ground floor CORNER unit is in impeccable condition. Located in a small, close-knit commun...
Discover the epitome of luxury living in this exclusive townhome located in the sought-after Visconti community in Maitland, Florida. Boasting a prime location, breathtak...
NEW PRICE on this Wonderful 2nd floor condo with tranquil views is ready for a new owner! If you are looking for location this condominium has it. Minutes to I4, shoppin...
BEAUTIFUL CONDO IN GREAT LOCATION, very quiet Cherrywood Gardens, one-story, 1 bedroom, 1 bath Maitland condo is move-in ready. The kitchen includes a range, a built-in m...
Lovely condo with Lake Views, that looks and feels like a townhome, found in the peaceful and friendly community of Park Lake Townhomes. Located at the end of a quiet str...
Must remodel this 1939 home that was moved from Park Avenue many years ago but now rests in Maitland bordering Winter Park. This home is a piece of history with character...
One or more photo(s) has been virtually staged. Attention INVESTORS! Instant Income - Lease in place through December 31, 2024. This spacious 3 bedroom condo with attac...
Discover the elegance of townhouse living where charm meets convenience in this stunning three bedroom, three bathroom residence nestled in the private gated community of...
One or more photo(s) has been virtually staged. Great Price Reduction. Great family home opportunity at Maitland municipality border line. New Roof installed in December ...
This unique commercial lot located in a Redevelopment AREA in the heart of The Historic Town of Eatonville. This area is going thru a major redevelopment phase, with the ...
One or more photo(s) has been virtually staged. Welcome to this stunning property that boasts a natural color palette throughout, creating a tranquil and inviting atmosph...
REDUCED! Move-In ready 4 Bed 2.5 Bath Home in Maitland! Conveniently located near downtown Maitland with easy access to highways, shopping, and schools and Orangewood Ch...
INVESTOR SPECIAL! This unit is rented and cash flowing! It only needs some TLC to bring it to its maximum potential. Excellent investment property! Pictures taken when th...
Light and bright 2 bedroom condo in resort style community of Visconti. This recently updated unit features designer paint throughout, plush contemporary grey carpet, LED...
Welcome home to your 4 bed, 2 bath updated home with a pool, spa and creek flowing through your backyard, you will not be disappointed! This home is situated in a prime l...
Vaulted Ceilings and partial view of Lake Shadow. This condo has tons of light coming in on the 3rd floor right next to the clubhouse for short walks to the fitness room...
Nestled in the heart of Maitland, just steps from the acclaimed Dommerich Elementary, you'll find 750 N Thistle Lane. This charming split-plan home boasts 4 bedrooms, 2 b...
Welcome to a captivating blend of comfort and style at 1888 Derbyshire Road. This charming residence, nestled in the heart of Maitland, offers a perfect balance of classi...
Stunning 2 bed 2 bath condo on top floor in resort style community of Visconti at Maitland. Located on the 3rd floor, this light and bright unit offers an open floor plan...
**Price Improvement! Welcome to your dream home at 1408 Lake Shadow Circle, Maitland, FL! This exquisite 2-bedroom, 2-bathroom condominium offers a perfect blend of comfo...
Explore this exceptional property in the thriving Maitland, Florida area. This Charming cottage-style home is ideal for first-time home buyers or investors seeking portfo...
Dommerich Estates updated pool home on one of the most desirable quiet Oak tree canopied streets in Maitland. This home offers a large backyard with plenty of room to ad...
One or more photo(s) has been virtually staged. Nestled on a meticulously landscaped canal-front property with direct access to Lake Maitland and the Winter Park Chain of...
Seize the opportunity to bring your dream home to life on this extraordinary oversized vacant lakefront lot situated on the serene 82-acre Lake Sybella in Maitland. Embra...
Discover the perfect blend of luxury and convenience in this beautifully renovated 4BR/3.5BA home in Maitland's sought-after Stone Hill neighborhood. Set on a spacious 1/...
Winter Park chain of lakes, lake front lot. This one-of-a-kind property features 140 feet of frontage on Lake Minnehaha and offers unparalleled panoramic views. This mass...
New Paint, New Carpet, MOVE IN READY! Great townhome in prime neighborhood just minutes from shopping, Trader Joes, Nordstrom's, Winter Park Village and Winter Park Farme...
LOCATION LOCATION LOCATION. This house is the perfect example of a great location. Just minutes from the I4, HWY 434, downtown Orlando, Winter Park, Shopping centers, hos...
Quiet, second floor Maitland Terrace 2 bedroom/ 1 bathroom condo located in picturesque Arlington building (A). A coveted lakefront community situated on the shores of La...
Welcome Home! This 4 bedroom 2 Bath home nestled in English Woods Community with NO HOA!! The interior includes a spacious Living Room and Family Room with sliding glas...
Located in, Maitland, one of Orlando’s best neighborhoods surrounded by Million-dollar homes, just a stone’s throw from Lake Sybelia, and walking distance to all the fun ...
Welcome to your dream home with a NEW architectural shingle ROOF installed March 1, 2024! This meticulously maintained property is a true gem, boasting a plethora of desi...
You will adore this charming and conveniently located 2story Maitland Condo .Your new exciting home has a ground floor entrance which comes with 2 designated parking spac...
Look at all this space! 3BR 2 BA first floor condo over 1600 sq ft. Enter the huge Livingroom with crown moulding brand new carpet and sliders to your screen porch. The f...
Completely Remodeled 2020! The Best of the Best! RENTABLE BOAT SLIP $250 per month! Turn-key Maitland Terrace condo nestled in the desirable and quiet Berkeley Building (...
PRICE IMPROVEMENT!!!! DESIRABLE MAITLAND DOMERICH/MINNEHAHA LOCATION! Located on a .31-acre lot in the exclusive Minnehaha Shores area, this charming single-story residen...
This lovely Mid Century GEM is located in the wonderful Delroy Park in Maitland, where your dream of the perfect large family home becomes a reality.Nestled in the heart ...
Welcome home to the highly sought-after Lake Maitland Terrace community! This delightful 2-bedroom, 1.5-bathroom, 1st FLOOR, CORNER CONDO offers a perfect blend of comfor...
One or more photo(s) has been virtually staged. Excellent Orlando area office building. Seller may carry a first mortgage-call for details. Presently is an executive ...
The time is now to make this home your own! Are you looking for that special place you can call home that is both your sanctuary and an entertainer’s dream? Well, this is...
Move in Ready 2 bed 1 bath condo in the desirable LAKEFRONT community of Lake Maitland Terrace. This SECOND FLOOR has a great open floor plan. This unit is located at Ex...
Located directly on the WINTER PARK CHAIN OF LAKES, this house was built in 2007 and COMPLETELY REMODELED in 2014, presenting this stunning contemporary home located ON L...
LOOK NO FURTHER! This completely remodeled POOL home boast a spacious 4 bedroom's and 2.5 bathroom's that are situated on an oversized corner lot (.26 acre). NEW plumbing...
Breathtaking views of Lake Maitland, the largest lake of the desirable Winter Park Chain of Lakes. Enjoy sunrises across the lake from the privacy of your balcony overloo...
Freshest Data Available
Active Listings Only
Customizable Search Options
New Listing Alerts
Instant Home Value Assessments