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2517 Caper Lane Unit 207, Maitland
$105,000
1 Beds ⋅ 1 Baths ⋅ O6445466 MLS ⋅ 2517/207 BLDG.
Virtually Staged. Welcome to this charming 1-bedroom, 1-bathroom second-floor condo in the heart of beautiful Maitland! This well-maintained home offers a fantastic opportunity for both investors and buyers looking for a convenient Central Florida location. The interior has been recently repainted, giving the home a fresh, clean feel. Several major components have also been updated within the past 3-5 years, including the HVAC system, water heater, refrigerator, and oven, providing added peace of mind for the next owner. The community offers desirable amenities including a swimming pool, fitness center, and playground, while the HOA fee includes water, helping simplify monthly expenses. Location is a major plus, with easy access to shopping, restaurants, major roads, and Central Florida's universities, including Full Sail University and UCF. Whether you're looking to add to your investment portfolio or secure a property in a convenient Maitland location, this condo is worth a look. The property is currently tenant occupied, with the existing lease scheduled to expire in March, making this an excellent opportunity for an investor seeking an income-producing property with an established tenant in place. Schedule your showing today and discover all this cute Maitland condo has to offer!

2517 Caper Lane Unit 207, Maitland

Listing courtesy of LPT REALTY, LLC. 877-366-2213

508 Banyon Tree Circle Unit 200, Maitland
$149,900
2 Beds ⋅ 2 Baths ⋅ O6443631 MLS ⋅ 18 BLDG.
MUST SEE! Well-maintained and move-in-ready 2-bedroom, 2-bath second-floor condo in the desirable Carrington Park community of Maitland. Offering 1,200+ square feet, this spacious split-bedroom floor plan features generously sized bedrooms, an open living/dining area, and a private screened balcony—perfect for enjoying the Florida lifestyle. The unit also includes a private washer/dryer hookup for added convenience. Enjoy an exceptional location near the intersection of Howell Branch Road and SR-436, with Publix, Starbucks, shopping, dining, and everyday conveniences just minutes away. Full Sail University is approximately 10 minutes away, UCF is nearby, and Orlando’s major attractions are easily accessible. Carrington Park offers two swimming pools, a large fitness center, playground, and beautifully maintained green spaces. The HOA provides excellent value by including water, sewer, trash, building insurance, roof, grounds maintenance, and community pool maintenance. Currently leased through December 31, 2026 at $1,700/month, providing immediate rental income for an investor while preserving future flexibility for an owner occupant. Seller financing may be available with $50,000 down and acceptable terms. A great opportunity for an owner occupant or investor looking for space, location, amenities, and value in a desirable Maitland area. Come see it in person—this is one you won’t want to overlook. Schedule your showing today and bring your offer!

508 Banyon Tree Circle Unit 200, Maitland

Listing courtesy of SLOANE REALTY, LLC. 407-829-2418

559 Flemming Way Unit 203, Maitland
$108,000
1 Beds ⋅ 1 Baths ⋅ O6441148 MLS ⋅ 559 BLDG.
Virtually Staged. Welcome to this well-maintained and move-in-ready second-floor condo, offering comfort, convenience, and a great location! This charming 1-bedroom, 1-bathroom unit features a spacious layout, a large walk-in closet, and a private outdoor patio where you can enjoy your morning coffee or relax after a long day. The property is currently vacant and ready to show, making it an excellent opportunity for a first-time homebuyer, seasonal resident, or investor looking for a low-maintenance property. The community offers a variety of desirable amenities, including a beautiful swimming pool, playground, and green spaces, and a great fitness/exercise room for residents to enjoy. The low HOA fee makes this property even more attractive for those looking for an affordable and convenient lifestyle. Laundry facilities are conveniently located outside across from the building. Located in a convenient area close to public transportation, stores, shops, restaurants, and everyday necessities, this condo provides easy access to everything you need. Whether you are looking for a comfortable place to call home or a great investment opportunity, this property offers an excellent combination of location, amenities, affordability, and convenience. Don't miss the opportunity to see this beautiful second-floor condo. The unit is vacant, in good condition, and ready for its new owner. Schedule your showing today!

559 Flemming Way Unit 203, Maitland

Listing courtesy of MIAMI TANGO INVESTMENTS REALTY. 786-464-8803

2313 Haywood Court Unit 201, Maitland
$150,000
2 Beds ⋅ 2 Baths ⋅ O6440746 MLS ⋅ 2313 BLDG.
Under contract-accepting backup offers. Welcome to Carrington Park Condominiums! This 2-BEDROOM, 2-BATHROOM condo is located on the TOP FLOOR, (only1 flight of stairs) offering added privacy with no neighbors above. The comfortable floor plan provides plenty of space for everyday living, while the SCREENED-IN BALCONY is the perfect spot to relax and enjoy the Florida weather. A STACKABLE WASHER-DRYER is conveniently located inside the unit, and the REFRIGERATOR CONVEYS for added convenience. The condo building is ideally situated NEXT to the COMMUNITY POOL, making it easy to take advantage of one of the communities most popular amenities. The community also features a LARGE FITNESS CENTER and PLAYGROUND, providing something for everyone. Conveniently located in Maitland with easy access to major highways, shopping, dining, and everyday necessities, this condo offers a great combination of location and low-maintenance living. Whether you're searching for a PRIMARY RESIDENCE OR INVESTMENT/RENTAL PROPERTY, this Carrington Park condo is a wonderful opportunity!

2313 Haywood Court Unit 201, Maitland

Listing courtesy of WEMERT GROUP REALTY LLC. 407-214-3967

484 Banyon Tree Circle Unit 100, Maitland
$115,000
1 Beds ⋅ 1 Baths ⋅ O6440413 MLS ⋅ 484 BLDG.
Under contract-accepting backup offers. Welcome to 484 Banyon Tree Circle, Unit #100, Maitland, a well-updated 1 bedroom, 1 bathroom FIRST-FLOOR condo offering 759 square feet of comfortable living space. This move-in ready unit features a functional layout, a modern kitchen with granite countertops, and an IN-UNIT WASHER AND DRYER COMBO for added convenience. The spacious primary bedroom offers a walk-in closet. The living room has sliding glass doors that provide direct access to the front porch, creating a great space to enjoy your morning coffee or relax outdoors. Enjoy resort-style community amenities including a community pool, fitness center, clubhouse, and playground. The first-floor location provides easy access with no stairs, making everyday living simple and convenient. Ideally located in Maitland, close to shopping, dining, entertainment, major highways, and everything Central Florida has to offer. Whether you're looking for a comfortable primary residence or an investment opportunity, this condo is a great place to call home. Schedule your showing today!

484 Banyon Tree Circle Unit 100, Maitland

Listing courtesy of KELLER WILLIAMS REALTY AT THE LAKES. 407-566-1800

2308 Haywood Court Unit 100, Maitland
$215,000
3 Beds ⋅ 2 Baths ⋅ O6439694 MLS ⋅ 2308 BLDG.
Need Room! Welcome home to this spacious 1612 S.F. first-floor condominium featuring three bedrooms and two full baths in a well-maintained community conveniently located near shopping, dining, and Full Sail University. Step inside to find brand-new luxury plank flooring throughout the living and bedroom areas, ceramic tile in the kitchen and bathrooms, and absolutely no carpet! Blinds on all windows and ceiling fans add to the comfort and convenience of this inviting home. The kitchen comes complete with refrigerator, range, microwave, and dishwasher, while a brand-new washer and dryer are also included. Relax and enjoy Florida's beautiful weather year-round from your private screened-in lanai, with the community pool and playground conveniently located nearby. The HOA offers exceptional value by covering water, sewer, trash, building insurance, roof, grounds maintenance, and the community pool. With its desirable first-floor location, fresh updates, generous three-bedroom floor plan, and convenient location, this condo offers easy Florida living and is ready for you to make it home!

2308 Haywood Court Unit 100, Maitland

Listing courtesy of MY FLORIDA HOME CENTER REAL ESTATE. 321-231-5586

2520 Caper Lane Unit 204, Maitland
$130,000
1 Beds ⋅ 1 Baths ⋅ O6437762 MLS ⋅ 2520 BLDG.
**LOCATION, LOCATION!** Welcome to this charming and cozy 1-bedroom, 1-bathroom condo, ideally located in a convenient and desirable area near Semoran Blvd and Howell Branch Rd. This move-in-ready second-floor unit offers comfort, convenience, and easy access to everything you need. Enjoy being just walking distance from shopping, restaurants, supermarkets, and everyday essentials. The community offers a refreshing swimming pool, perfect for relaxing or enjoying quality time with family and friends, as well as ample parking for residents and guests. The property is also conveniently located near schools and educational institutions, including Rollins College, making it an excellent opportunity for professionals, or anyone looking for a convenient Central Florida location. HOA includes water, adding even more value and convenience. Whether you're looking for your next home, a low-maintenance place to live, or an investment opportunity, this condo is one you won't want to miss! Schedule your showing today and come see all this property has to provide.

2520 Caper Lane Unit 204, Maitland

Listing courtesy of AXEN REALTY, LLC. 818-932-8800

2637 Legacy Villas Drive Unit 2637, Maitland
$200,000
2 Beds ⋅ 2 Baths ⋅ OM731401 MLS ⋅ Visconti East Condo BLDG.
Welcome to 2637 Legacy Villas Drive, a spacious 2-bedroom, 2-bath residence located in the gated Visconti community in Maitland. Offering 1,280 square feet of living space, this home features a comfortable and functional floor plan along with the added convenience of a private 2-car garage. Enjoy everything the Visconti community has to give, including a resort-style swimming pool, clubhouse, fitness center, tennis courts, basketball courts, playground, and gated entry. The community's recreational spaces and amenities provide plenty of opportunities to enjoy the Central Florida lifestyle. Conveniently located in Maitland with easy access to I-4 and major roadways, the property offers a short commute to Downtown Orlando and convenient access to shopping, dining, entertainment, and employment centers throughout the Orlando area. Whether you're looking for a primary residence or an investment opportunity, this 2-bedroom, 2-bath home combines generous living space, a private 2-car garage, desirable community amenities, and a convenient Maitland location.

2637 Legacy Villas Drive Unit 2637, Maitland

Listing courtesy of EXP REALTY SOUTH LLC. 888-883-8509

1150 Lake Shadow Circle Unit 3305, Maitland
$175,000
2 Beds ⋅ 2 Baths ⋅ OM730553 MLS ⋅ Visconti West Condo BLDG.
Welcome to 1150 Lake Shadow Circle, Unit 3305, a 2-bedroom, 2-bath condominium located in the gated Visconti community in Maitland. Situated on the third floor, this 1,048-square-foot residence offers a functional floor plan with comfortable living spaces, luxury vinyl flooring, crown molding, ceiling fans, and the convenience of an in-unit washer and dryer. Step outside onto your private balcony or take advantage of the community's extensive amenities. Visconti residents enjoy access to a swimming pool, clubhouse, fitness center, tennis courts, playground, sidewalks, and gated entry. Conveniently located in Maitland with easy access to major roadways, the property is a short commute to Downtown Orlando and close to shopping, dining, entertainment, and everything Central Florida has available. Whether you're looking for a primary residence or an investment opportunity, this 2-bedroom, 2-bath condo combines a convenient location, desirable community amenities, and comfortable Florida living.

1150 Lake Shadow Circle Unit 3305, Maitland

Listing courtesy of EXP REALTY SOUTH LLC. 888-883-8509

210 Magnolia Road Unit 207, Maitland
$339,000
2 Beds ⋅ 2 Baths ⋅ O6435325 MLS
LOCATION, LIFESTYLE & LOW-MAINTENANCE LIVING IN THE HEART OF MAITLAND/WINTER PARK! Welcome to Maitland House, a hidden gem perfectly positioned between Maitland and Winter Park, where convenience, character and an unbeatable lifestyle come together. Located just steps from the iconic Enzian Theater and its lush Eden Bar, and minutes from Winter Park Village, Lake Lily and Park Avenue, this beautifully updated second floor 2 bedroom, 2 bath condo puts some of Central Florida’s best dining, entertainment, shopping and nightlife right outside your door. Inside, you’ll find a bright and inviting open floor plan with thoughtful updates throughout. The spacious living area features a wood burning fireplace, granite countertops, plantation shutters and custom-built closet systems with abundant shelving, drawers, shoe storage and hanging space. Step outside to your screened, pool view porch, the perfect spot for morning coffee, an evening glass of wine or simply enjoying the peaceful surroundings. The kitchen is equipped with a 2025 dishwasher, 2021 refrigerator, range and microwave, while the home also features a BRAND NEW water heater. The 2019 HVAC system includes electrostatic filtration and a UVC air purification system, with air ductwork replaced in 2024. Additional improvements include updated windows and attic insulation replaced in 2021. Maitland House offers the kind of amenities and conveniences that make everyday living easy. Enjoy a tranquil pool and clubhouse, community bathrooms, Weber Genesis grill, covered dog walk area, community laundry room with three large washers and three dryers, covered assigned parking and an assigned storage unit. The community itself has been well maintained, with exterior painting completed in 2025 and the parking lot resurfaced in 2026. And the HOA delivers exceptional value. Included with the association are water, sewer, exterior maintenance, and an impressive Spectrum entertainment and connectivity package. Schedule your showing today!

210 Magnolia Road Unit 207, Maitland

Listing courtesy of PREFERRED REAL ESTATE BROKERS. 407-440-4900

416 Banyon Tree Circle Unit 108, Maitland
$250,000
3 Beds ⋅ 2 Baths ⋅ O6425600 MLS ⋅ 416 BLDG.
Move-in ready 3-bedroom, 2-bath condo in the heart of Maitland! This beautifully maintained home features an open-concept layout, abundant natural light, and ceramic tile flooring throughout. The updated kitchen offers generous cabinetry, stylish countertops, decorative backsplash, stainless steel appliances, breakfast bar, and views of the community pool. The spacious primary suite features a walk-in closet and private ensuite bath, while two additional bedrooms offer flexibility for family, guests, or a home office. Enjoy the convenience of a full-size stacked washer and dryer, ample storage, and generous closet space. Community amenities include a sparkling pool, picnic areas, BBQ grills, and mature landscaping. Ideally located within walking distance of Casselberry Commons, offering Publix, Starbucks, shopping, dining, and more, with easy access to major highways and Central Florida attractions.

416 Banyon Tree Circle Unit 108, Maitland

Listing courtesy of FORTEX REALTY INC. 305-600-7893

2305 Haywood Court Unit 203, Maitland
$184,900
2 Beds ⋅ 2 Baths ⋅ O6435451 MLS ⋅ 3 BLDG.
**Welcome to Carrington Park, a beautifully maintained community in the heart of Maitland!** This spacious **2-bedroom, 2-bathroom condo** offers **over 1,200 square feet** of comfortable living space and has been lovingly cared for as a seasonal winter home, reflecting its exceptional condition throughout. Step inside to discover a bright and inviting floor plan featuring **vaulted ceilings**, **no carpet throughout**, and **newer kitchen appliances**, creating a clean, low-maintenance living environment. The home is being offered **mostly furnished**, making it an ideal opportunity for a primary residence, seasonal retreat, or investment property. Enjoy the convenience of a well-maintained community with a beautiful swimming pool and peaceful surroundings, all while being just minutes from abundant shopping, popular restaurants, entertainment, and major roadways for easy access throughout Central Florida. Located in one of Maitland's most established and desirable areas, this move-in-ready condo combines comfort, convenience, and exceptional value. **Whether you're looking for a full-time residence, a winter getaway, or an investment opportunity, this is a home you won't want to miss. Schedule your private showing today!**

2305 Haywood Court Unit 203, Maitland

Listing courtesy of CORCORAN PREMIER REALTY. 407-965-1155

476 Banyon Tree Circle Unit 104, Maitland
$130,000
1 Beds ⋅ 1 Baths ⋅ O6432801 MLS ⋅ 476 BLDG.
Discover comfort, style, and convenience in this beautifully renovated and tastefully furnished first-floor condominium in the centrally located Carrington Park community. This inviting home features brand-new tile flooring throughout and a thoughtfully updated kitchen with wood cabinetry, stainless steel appliances, granite countertops, and a spacious pantry for excellent storage. The generously sized bedroom includes a walk-in closet, offering plenty of room for organization. The updated bathroom features a walk in shower, new toilet and vanity. Carrington Park provides a desirable lifestyle with multiple swimming pool areas, a fitness facility, playground, and a peaceful courtyard for relaxation. Ideally located just steps from shopping and near the intersection of Howell Branch Road and 436, this condo offers easy access to major destinations, including UCF, Valencia, and Full Sail. A great opportunity for those seeking a move-in ready home in a convenient central location.

476 Banyon Tree Circle Unit 104, Maitland

Listing courtesy of CORCORAN PREMIER REALTY. 407-965-1155

2362 Sierra Lane, Maitland
$340,000
3 Beds ⋅ 2 Baths ⋅ O6432341 MLS ⋅ Na BLDG.
A Hidden Gem in Sierra Condominium Association! Welcome to this beautifully maintained 3-bedroom, 2-bathroom condo with a private attached one-car garage, tucked away on peaceful Sierra Lane. With only one entrance and exit, Sierra offers a quiet, secluded atmosphere shaded by a canopy of majestic mature trees. Professionally maintained landscaping surrounds the community, creating a welcoming and well-kept setting. Inside, the spacious open living area features vaulted ceilings, abundant natural light, and four large glass-paneled doors overlooking the private paver patio, covered pergola, and peaceful creek beyond. Beautiful wood flooring extends through the main living areas, hallway, and primary bedroom, while durable porcelain tile flooring complements the entry, kitchen, and both bathrooms. The inviting family room features a wood-burning fireplace and a large walk-in storage closet, providing both warmth and functionality. The kitchen offers solid wood cabinetry, quartz countertops, ample storage, and newer appliances, including the stove and microwave. Its open connection to the dining and living areas creates an ideal layout for everyday living and entertaining. The split-bedroom floor plan provides excellent privacy, with the spacious primary suite positioned separately from the additional bedrooms. The primary bathroom features wood cabinetry, quartz countertops, porcelain tile flooring, and a convenient walk-in shower with a secure handrail. The second full bathroom also features wood cabinetry, porcelain tile flooring, and a convenient walk-in shower, providing comfort and functionality throughout the home. The HVAC system was replaced in 2020 and routinely serviced, while the washer and dryer are conveniently located in the private attached garage. Step outside to your own tranquil retreat overlooking the creek. The covered pergola and paver patio create the perfect setting for morning coffee, outdoor dining, entertaining, or simply unwinding at the end of the day. Sierra residents enjoy access to a community swimming pool and tennis courts, while Spectrum cable and internet are included with the association fees. The community has also benefited from professionally maintained common areas, ongoing tree care, updated roofs, exterior painting, and recent street repaving—providing added convenience and peace of mind for residents. Location is another standout feature, with Sierra offering convenient access to major shopping, entertainment, and dining, including many popular restaurants and shopping destinations within walking distance. Major roadways such as SR 436 are also nearby, providing easy access to Orlando and surrounding communities while allowing residents to enjoy a peaceful residential atmosphere. Combining low-maintenance living, thoughtful updates, abundant storage, a private garage, desirable community amenities, walkable dining and shopping, and a serene creekside setting, this truly is a hidden gem you won't want to miss!

2362 Sierra Lane, Maitland

Listing courtesy of SAFFORD REAL ESTATE LLC. 407-461-3172

1711 Grove Street Unit 519, Maitland
$239,000
2 Beds ⋅ 2 Baths ⋅ O6431998 MLS ⋅ 5 BLDG.
Virtually Staged. Rare updated 2/2 | | Top-Rated Schools Welcome to peaceful Park Lake Villas! This fully updated single-story condo has spacious living, major energy-efficient upgrades, and an unbeatable location zoned for Dommerich Elementary, Maitland Middle, and Edgewater High. Key Features Brand New A/C (2025) & Updated R-38 Insulation Low-E Thermal Pane Windows & Slider Door replaced throughout Remodeled Kitchen with updated cabinets, appliances, paint, and a cozy dinette space Fully Remodeled Bathrooms (2024) including a private primary en-suite Private Outdoor Space: Second bedroom opens via slider to a fenced yard & patio Convenience: Indoor laundry room with washer/dryer included, pull-down attic storage, and designated parking right out front. Community & Location: Enjoy a tranquil, well-maintained neighborhood with a community pool just steps away. Walk or bike to Lake Lily Park & Farmers Market, Downtown Maitland, Enzian Theater, and local dining. Minutes to SunRail, I-4, Winter Park Village, and Park Ave!

1711 Grove Street Unit 519, Maitland

Listing courtesy of BEYCOME OF FLORIDA LLC. 844-239-2663

1140 S Orlando Avenue Unit G3, Maitland
$315,000
2 Beds ⋅ 2 Baths ⋅ O6431089 MLS ⋅ Gladstone BLDG.
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 steel appliances. The baths have been tastefully reimagined with contemporary finishes, and stylish updates continue across the entire unit, delivering a turnkey home you can move into with confidence. The comfortable two-bedroom layout features a full bath in the hall plus a convenient half bath tucked within one of the bedrooms. Sunlight pours through large windows, and the easy first-floor accessibility makes everyday living a breeze. A space-saving washer/dryer combo is conveniently inside the unit, and a dedicated parking space adds day-to-day ease. Set within Lake Maitland Terrace, residents enjoy an amenity-rich community on the shores of Lake Maitland within the famed Winter Park Chain of Lakes. Take in the sparkling community pool with beautiful lake views, gather at the clubhouse with a full kitchen, and enjoy lake access from the private dock and fishing pier, plus kayak racks and tree-lined sidewalks throughout. Ideally just minutes from the charming shops, restaurants, and entertainment of downtown Maitland and Winter Park, you can walk to Lake Lily Park's popular events and the Enzian Theater, and reach Winter Park Village and Park Avenue in no time. Zoned for top-rated schools Dommerich Elementary, Maitland Middle and Winter Park High, this beautifully updated home is ready to impress. Whether you're seeking a primary residence or a seasonal retreat, don't miss your chance to claim this exceptional lakeside gem as your own.

1140 S Orlando Avenue Unit G3, Maitland

Listing courtesy of PREMIER SOTHEBY'S INTL. REALTY. 407-644-3295

820 Park Lake Circle Unit 11, Maitland
$224,900
2 Beds ⋅ 2 Baths ⋅ O6431194 MLS ⋅ 820 Unit 11 BLDG.
** SELLER TO CONTRIBUTE TOWARDS BUYER'S CLOSING COSTS, RATE BUYDOWN OR HOA PREPAYMENT WITH ACCEPTABLE OFFER ** 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 dining. Inside, the home feels fresh, comfortable, and move-in ready. Newer energy-efficient windows and sliding glass doors fill the interior with natural light, while updated flooring creates a clean, cohesive look throughout. The renovated kitchen features quartz countertops, stainless steel appliances, updated cabinetry, and a functional layout that makes everyday cooking and entertaining easy. A convenient half bath completes the main level. Step outside to a spacious, fenced courtyard offering a rare amount of private outdoor living space. Create a comfortable lounge area, grilling station, container garden, or a secure place for pets to enjoy the outdoors. The partially covered area provides additional flexibility for parking, storage, or an expanded patio. Upstairs, two remarkably spacious bedrooms provide room for king-sized furniture, home office space, or a comfortable guest retreat. Each bedroom offers generous closet storage and direct access to the shared Jack-and-Jill bathroom. An additional upstairs closet adds even more practical storage. Just beyond the front door, residents can enjoy the community pool, expansive green space, and the peaceful surroundings of Park Lake. Whether spending a sunny afternoon by the pool, taking a morning walk, or simply unwinding outdoors, the community offers welcome opportunities to relax and enjoy the Florida lifestyle. With an updated interior, private outdoor space, oversized bedrooms, newer A/C, community pool, and an exceptional Maitland location, Unit 11 offers a compelling combination of comfort, convenience, and value.

820 Park Lake Circle Unit 11, Maitland

Listing courtesy of COMPASS FLORIDA LLC. 407-203-9441

1713 Gulfview Drive Unit 435B, Maitland
$249,000
2 Beds ⋅ 3 Baths ⋅ O6429317 MLS ⋅ 1713 BLDG.
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 Joe's, Whole Foods, Park Avenue and countless local dining favorites all within minutes. Inside, you'll immediately notice one of this home's most unique features. The floor plan was thoughtfully reimagined to create an expansive open-concept living space centered around a beautifully enlarged kitchen—offering a layout rarely available within the community. Warm cabinetry, stainless steel appliances, a center island, under cabinet lighting, recessed lighting and abundant workspace make this kitchen equally suited for everyday living and entertaining. Ceramic tile flooring flows throughout the entire first floor, while upstairs features durable laminate wood flooring throughout both bedrooms. Each bedroom serves as its own private primary suite with an ensuite bathroom, providing exceptional flexibility for guests, roommates or multi-generational living. One suite features a tub/shower combination while the other offers a walk-in shower. A third full bathroom downstairs with a walk-in shower adds additional convenience for visitors. Additional highlights include a re-roof (2021), energy-efficient double-pane windows and sliding glass door (updated 2023), a dedicated interior laundry room complete with cabinetry and folding counter, attractive 5¼-inch baseboards throughout the main living area, and a private rear courtyard that connects to the garage—perfect for grilling, outdoor dining, container-gardening or additional storage. Combining an exceptional location, a one-of-a-kind floor plan, and low-maintenance living in the heart of Maitland and minutes from Winter Park, this home offers a rare opportunity to enjoy both convenience and comfort in one of Central Florida's most desirable areas.

1713 Gulfview Drive Unit 435B, Maitland

Listing courtesy of MAINFRAME REAL ESTATE. 407-513-4257

1140 S Orlando Avenue Unit E1, Maitland
$287,000
2 Beds ⋅ 1 Baths ⋅ O6429461 MLS ⋅ Exeter BLDG.
MAITLAND — THIS ONE IS WORTH SEEING! Thinking about buying? Make this one a MUST-SEE this week! Welcome to Lake Maitland Terrace — a beautifully remodeled 2-bedroom, first-floor corner condo in a fantastic Maitland/Winter Park location! What makes it special: • Completely remodeled & move-in ready • BRAND-NEW kitchen + appliances • Beautifully renovated bathroom • New lighting & interior doors • Newer A/C & hot water heater • In-unit washer & ventless dryer • Private screened porch • First-floor convenience • Lakefront community with private dock • Pool & clubhouse • HOA includes water, sewer, lawn care & valet trash Minutes from Winter Park, downtown Maitland, restaurants, shopping, parks & entertainment. No projects. No waiting. Just unpack and enjoy Florida living! Schedule your private showing THIS WEEK! You really need to see this one in person. Updated. Affordable. Convenient. Ready to go.

1140 S Orlando Avenue Unit E1, Maitland

Listing courtesy of KELLER WILLIAMS WINTER PARK. 407-545-6430

1140 S Orlando Avenue Unit B-7, Maitland
$340,000
2 Beds ⋅ 1 Baths ⋅ O6429242 MLS ⋅ Berkeley House BLDG.
Under contract-accepting backup offers. Virtually Staged. 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 locations. Inside, you'll find a thoughtfully redesigned interior featuring a stunning chef-inspired kitchen with classic shaker cabinetry, quartz countertops, a spacious pantry, and a large center island offering storage on both sides. The open-concept layout creates a bright and inviting living space that's perfect for entertaining or relaxing at home. The generous primary bedroom features a large closet, while the beautifully updated bathroom boasts a spacious walk-in shower and modern finishes. Additional conveniences include an in-unit washer and dryer, a private storage room located behind the unit, and access to the community's updated laundry facilities. Lake Maitland Terrace offers outstanding amenities, including a new lakefront swimming pool, community dock, clubhouse, putting green, and direct access to Lake Maitland and the Winter Park Chain of Lakes. Ideally located just moments from Lake Lily, the Enzian Theater, and the vibrant Independence Lane District, you'll enjoy easy access to local restaurants, breweries, shopping, and the popular farmer’s market. Winter Park Village, Park Avenue, and major roadways are also just minutes away. Located within the highly desirable Dommerich Elementary, Maitland Middle, and Winter Park High School districts, this move-in-ready home offers an unbeatable combination of style, location, and convenience. Don't miss this incredible opportunity. Schedule your private showing today!

1140 S Orlando Avenue Unit B-7, Maitland

Listing courtesy of CREEGAN GROUP. 407-622-1111

812 Park Lake Circle Unit 7, Maitland
$299,000
3 Beds ⋅ 3 Baths ⋅ O6426486 MLS ⋅ 7 BLDG.
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, and highly functional. Walk into the fully renovated kitchen, showcasing elegant Calacatta quartz countertops, updated cabinetry, stainless steel appliances, and modern finishes that make it the centerpiece of the home. Waterproof luxury vinyl plank (LVP) flooring extends throughout the entire residence, complemented by updated lighting and fixtures that give the home a fresh, contemporary feel. Upstairs, the spacious primary suite offers a generous walk-in closet and private access to a screened balcony—the perfect place to enjoy your morning coffee or unwind in the evening. Step outside to your private courtyard, an inviting outdoor retreat perfect for relaxing or entertaining. Residents also enjoy access to a sparkling community pool, perfect for cooling off during Florida's warm summer months. Ideally situated with quick access to I-4 and Orange Avenue, this home places you just minutes from Downtown Orlando, top-rated hospitals, shopping, dining, and entertainment. Nearby attractions such as the Orlando Science Center and Orlando Museum of Art provide endless opportunities for culture and recreation, while schools and everyday conveniences are all within easy reach. With tasteful updates throughout, modern finishes, and an unbeatable Maitland location, this move-in-ready townhouse offers the perfect combination of style, comfort, and convenience. Schedule your private showing today!

812 Park Lake Circle Unit 7, Maitland

Listing courtesy of TRIDENT REALTY. 407-605-5312

1475 Lake Shadow Circle Unit 6307, Maitland
$189,900
2 Beds ⋅ 2 Baths ⋅ TB8530065 MLS ⋅ 6 BLDG.
Welcome home to this beautifully updated and maintained 2-bedroom, 2-bath corner unit condo at Visconti West in Maitland! Located on the third floor, this light filled home features vaulted ceilings and an open, airy floor plan designed for comfortable living. The spacious primary suite includes an en-suite bathroom, while both bedrooms offer generous walk-in closets. The kitchen and bathrooms feature upgraded granite countertops and luxury vinyl plank flooring throughout the entryway, kitchen and bathrooms. Enjoy your morning coffee or unwind in the evening on the screened balcony. Additional highlights include an in-unit laundry room with washer and dryer, AC unit (2023), and hot water heater (2025). Residents enjoy gated access and resort style amenities including a pool, fitness center, clubhouse, tennis court, basketball court, valet trash pickup Monday through Friday, and a scenic pond and lake. Conveniently located just minutes from I-4, shopping, dining and entertainment, this home offers the perfect blend of style, comfort, and an unbeatable location.

1475 Lake Shadow Circle Unit 6307, Maitland

Listing courtesy of GET MORE OFFERS. 877-232-9695

916 Park Lake Circle Unit 34, Maitland
$235,000
3 Beds ⋅ 3 Baths ⋅ O6425726 MLS ⋅ 916 BLDG.
**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 bathroom and walk-in closet, providing comfort and privacy for everyone. It offers a 1-car garage and private courtyard, with plenty of guest parking. Enjoy maintenance-free living with the HOA handling exterior maintenance and lawn care. Conveniently located near I-4, shopping, dining, and everyday amenities, this property is ideal as a primary residence, investment property, or family home. Schedule your private showing today!

916 Park Lake Circle Unit 34, Maitland

Listing courtesy of DON ASHER & ASSOCIATES, INC.. 407-425-4561

1140 S Orlando Avenue Unit E11, Maitland
$188,900
1 Beds ⋅ 1 Baths ⋅ O6421126 MLS ⋅ Exeter House BLDG.
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, fishing, or simply relaxing by the water. Community amenities include a brand new lakefront pool, clubhouse available for private events, shuffleboard, putting green, community laundry facilities, COMMUNITY DOCK and additional storage. Inside, you'll find a functional floor plan with separate living and dining spaces, abundant natural light, and a well maintained interior that's ready to enjoy or personalize over time. Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this condo offers exceptional value in an unbeatable location. Just minutes from Park Avenue and walking distance to local favorites including the Enzian Theater, Eden Bar, Luke's Kitchen and Bar, Antonio's, Francesco's, the Shoppes at Maitland, and beautiful Lake Lily Park. With easy access to downtown Winter Park, downtown Orlando, I 4, shopping, dining, and entertainment, this is low maintenance Florida living at its best.

1140 S Orlando Avenue Unit E11, Maitland

Listing courtesy of IAD REAL ESTATE. 407-720-0020

2329 Coawood Unit 103, Maitland
$140,000
2 Beds ⋅ 2 Baths ⋅ O6421431 MLS ⋅ 2329 BLDG.
Welcome to Carrington Park — one of Maitland’s most conveniently located communities! This ground-floor 2-bedroom, 2-bathroom condo offers 1,200+ square feet of comfortable living space at an unbeatable price point, making it an ideal primary residence or a smart addition to any investment portfolio.The open living and dining area flows naturally to a private screened patio perfect for enjoying Florida’s year-round weather without the bugs. Both bedrooms are generously sized, and the split-style layout offers privacy for owners and guests alike.Residents enjoy access to community amenities including a sparkling pool, fitness center, and more, all just steps from your front door. Situated at the corner of Howell Branch and SR-436, you’re minutes from shopping, dining, and major employers, with easy access to UCF, Full Sail, and Downtown Orlando.Whether you’re looking for a place to call home or a turnkey rental opportunity in a high-demand corridor, this one checks all the boxes. Priced at $140,000, schedule your showing before it’s gone.

2329 Coawood Unit 103, Maitland

Listing courtesy of NEXTHOME SUNSHINE REALTY. 321-900-2389

1140 S Orlando Avenue Unit H3, Maitland
$389,900
2 Beds ⋅ 2 Baths ⋅ O6415783 MLS ⋅ Hawthorne H-3 BLDG.
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 tastefully updated to accentuate it's incredible mid century modern original features, that are in immaculate condition! There may never be another unit quite like this one! The high end plantation shutters offer privacy when needed, but can stay wide open for that view! Enjoy the remodeled Community POOL & Clubhouse all on the stunning water front of Lake Maitland which is also connected to the Winter Park Chain of Lakes. Plenty of fishing, fun and relaxing to be had on the community dock, shuffleboard and putting green! So many amenities nestled amongst the towering shade trees and mature landscaping. The Mid Century Modern architecture is about as timeless of a look that you can find that fits the Maitland/Winter Park lifestyle. You couldn't ask for a better location at just minutes from downtown Winter Park, Park Ave, SunRail station and all the restaurants surrounding the 17/92 Maitland/Winter Park Corridor. All Units recently had metal roof replacement in 2025 and were just freshly painted as well. It's completely move in ready with all New Luxury Vinyl Plank Flooring, Kitchen and bathroom updates,. This unit has not been available for many years, so don't miss out on this view!

1140 S Orlando Avenue Unit H3, Maitland

Listing courtesy of UNITED REAL ESTATE PREFERRED. 407-243-8840

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