Maitland, FL Condos for Sale under $500,000

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

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

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

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

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

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

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

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

SELLER PAYING CONCESSIONS OF 6 MONTH HOA FEES. Something is very special about Lakefront Living! Come visit this beautiful Lakefront Condo located at The Moorings On Lake Maitland, part of the Winter Park chain of lakes. Enjoy the Florida lifestyle in a carefree home with lake front amenities. Imagine Entertaining Family & Friends at the Pool or Heated Spa and the Clubhouse of the Moorings on

Beatrice Palladino GALLERY PROPERTIES INTERNATIONAL

Welcome home to this beautifully maintained 3 bedroom, 2 bath, one-story condo offering 1,256 square feet of comfortable living space in one of Central Florida's most sought-after school districts, zoned for Dommerich Elementary and Maitland Middle School. This move-in-ready home features significant recent upgrades, including a brand-new roof (2024) , new HVAC system (2024), and new Electrical

Ingrid Livingston COLDWELL BANKER REALTY

Welcome to Lake Faith Villas, an established lakefront community in Maitland. This spacious 3-bedroom, 3-bathroom condominium offers 1,860 square feet with an open floor plan, abundant natural light, and views of the community's landscaped grounds. The layout includes a first-floor bedroom and full bathroom, offering flexibility for guests, a home office, or everyday living. Upstairs, the primary

Jordan Heidrich CORCORAN PREMIER REALTY

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 bathroom and walk-in closet, providing comfort and privacy for everyone. It offers a

Samantha Hafner DON ASHER & ASSOCIATES, INC.

Beautifully well-maintained 3 bedroom, 2 bathroom condo located in the desirable Maitland area. This second floor unit features an updated kitchen, laminate flooring throughout, and an ope-concept layout that offers abundant natural light, including a bright and inviting porch space. The spacious primary-suite includes two walk-in closets. The communit offers a playground, fitness center,

Lidia Gloria THE KEYES COMPANY

Virtually Staged. Welcome to this beautifully updated two-story townhouse in the heart of Maitland, offering a well arranged floor plan, stylish finishes, and exceptional functionality. Featuring three bedrooms and two and a half bathrooms, the thoughtfully designed layout separates the living room from the kitchen and dining area, creating distinct yet connected spaces that feel open, organized,

Gregory Alexander TRIDENT REALTY

All roads lead to Visconti East! Located in Maitland, bordering nearby scenic Winter Park (Park Ave./ Rollins College) this distinctive 3 story, 4 Bed/2.5 Bath townhome is situated directly off of I-4 and SR414, within 10 minutes to Downtown Orlando, Park Avenue, and close access to SR429, Winter Garden, and North Orlando. This home offers a one-of-a-kind floor plan with the entry foyer, hall

Trace Christian, III COLDWELL BANKER REALTY

Welcome to Lake Maitland Terrace, where this beautifully renovated condominium offers a rare opportunity to enjoy Chain of Lakes living. Included with the property is a leased boat dock on the Winter Park Chain of Lakes, paid through 7/31/2027, with the lease transferable to the new owner and renewable. This stunning 2-bedroom, 1.5-bath residence features picturesque lake views from both bedrooms

Michael Ford FANNIE HILLMAN & ASSOCIATES

Experience the perfect blend of Mid-Century Modern charm and contemporary living in this beautifully renovated 2-bedroom, 1-bath condominium in the highly sought-after Lake Maitland Terrace community. Nestled on the shores of Lake Maitland with access to the renowned Winter Park Chain of Lakes, this waterfront community offers an exceptional lifestyle in one of Central Florida's most desirable

Tim Boon CREEGAN GROUP

A rare 4 BR condo with A rated High School could be your next home. Visconti is a high end luxury community featuring a huge lakeside pool with beach entry, fitness center that rivals many commercial gyms, tennis courts, walking paths, and a fantastic clubhouse. The 2nd floor condo has an extremely functional layout that separates the master BR from the other 3 bedrooms. The kitchen is stunning

Chris Paul INFINITY REAL ESTATE GROUP

Virtually Staged. RARE LAKEFRONT opportunity to Live right on LAKE MAITLAND! Sip your morning coffee with one of the most premier views in the entire community! BONUS: It's on the main FIRST floor, so NO STAIRS! Just a pure unencumbered view of Lake Maitland right from your living room! And only a few steps to the dock or community pool!! This unit has the EXTRA HALF BATHROOM and has been

Chris Schiffermiller UNITED REAL ESTATE PREFERRED

Fresh price on this luxury condominium is in the established complex of Lake Maitland Terrace which sits on the shores of Lake Maitland, Winter Park Chain of Lakes. This immaculately maintained complex includes 11, 2-story, mid-century modern buildings sprawled across several acres, creating beautiful green space and picturesque views across the lake. This unit is special. A complete renovation

Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

Welcome to this beautifully 2 BR remodeled FIRST FLOOR CORNER condominium unit with PRIVATE SCREENED IN PORCH, perfectly situated in the heart of the highly desirable LAKE MAITLAND TERRACE located in the Maitland/Winter Park area. This move-in-ready home has been completely renovated with stylish, modern finishes throughout.The brand-new kitchen features all-new cabinetry, countertops, and

Andrea Sider, PA KELLER WILLIAMS WINTER PARK

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

Nancy Bagby FANNIE HILLMAN & ASSOCIATES

Visconti Condo - Gated Community with lots of amenities only 8 miles from Downtown Orlando. This community situated on the north shore of Lake Shadow offers swimming pool, fitness center, clubhouse, tennis and basketball courts. Conveniently located close to I-4 and Maitland Blvd. Multi level home features an open floor plan with kitchen living/dining and office on main 2nd floor and 2 bedrooms 2

Brian Piekos MARKET CONNECT REALTY LLC

This corner unit stands out in Bella Terra for a reason. At 1,064 sq ft on the GROUND FLOOR with direct WATER VIEWS, hardwood floors throughout, NO CARPET, stainless steel appliances, a breakfast bar, open-concept living and dining, split bedroom layout, and a screened rear porch. At 1,064 sq ft, the open layout makes every square foot count. The HOA covers water, sewer, trash, pool maintenance,

Matthew Harris EXP REALTY LLC

Beautifully updated 4-bedroom, 2-bath condo located in the sought-after Bella Terra Condominium in Orlando. This spacious second-floor unit features fresh interior paint and new wood-look luxury vinyl plank flooring throughout the kitchen, living room, and bedrooms, creating a modern and low-maintenance living space. The open floor plan offers a bright and spacious living and dining area with

Fabian Berastegui P & C PROPERTIES

Leased condo until 12/31/2026 for $1,800 a month. Beautiful top floor unit with breathtaking pond view over looking to the West with a sunset view as well. Spacious Livingroom and dinning area with a high ceiling. Nice balcony size with a good amount of walk-in storage space in the balconey. Amazing wood looking tiles throughout and brand new cozy carpets in the bedrooms. 2 Bedrooms has a walk-in

Hadi Bakhsh EXP REALTY LLC

Welcome home to this beautifully updated 3-bedroom , 2-bath gated top floor condo offering comfort, style, and convenience. This home features luxury vinyl plank flooring throughout, a beautifully remodeled kitchen, and plantation shutters in every room, and the convenience of an in unit washer and dryer. A Yale smart lock provides added security and keyless entry. Relax on your screened balcony

Donna Vogler FLORIDA ONE REAL ESTATE LLC

Beautifully remodeled and exceptionally hard to find, this first floor, 3-bedroom, 2-bath condo in Bella Terra pairs stylish updates with one of the community's most sought-after features: a private one-car garage. Inside, luxury vinyl plank flooring runs throughout the home, creating a clean, cohesive look that's both durable and easy to maintain. The split bedroom floor plan provides added

Brad Young HOMEVEST REALTY

Charming 4-Bedroom, 2-Bathroom Home in a Prime Location – Priced to Sell! This beautifully maintained 4-bedroom, 2-bathroom home is perfectly positioned in one of the most desirable neighborhoods. Offering plenty of space for family living, this property boasts a spacious layout, ideal for both relaxation and entertaining4 spacious bedrooms – perfect for families or those needing extra

Nene Khan KELLER WILLIAMS LEGACY REALTY