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1140 S Orlando Avenue Unit D16, Maitland
$479,000
2 Beds ⋅ 1 Baths ⋅ TB8563591 MLS ⋅ Dover House BLDG.
Lovely DIRECT WATERFRONT corner unit condominium with large screen porch overlooking beautiful Lake Maitland. The screened terrace is wonderful for enjoying the pool and lake. Share the same view as multimillion dollar homes next door. Lake Maitland is the largest, open body of water in the famous Winter Park Chain of Lakes. Imagine kayaking, paddleboarding or canoeing in your back yard. Updated open kitchen with cabinets, granite countertops and stainless steel appliances, tile throughout, central air, washer/dryer hookup, remodeled bathroom. Maitland is a thriving suburb of greater Orlando. The condominium is situated in an ideal location, close to parks, fine dining, shopping, theater and entertainment. Come see it!

1140 S Orlando Avenue Unit D16, Maitland

1357 Benevolent Street, Maitland
$425,000
3 Beds ⋅ 3 Baths ⋅ O6454046 MLS ⋅ 1357 BLDG.
Mediterranean-Inspired Living in the Gated Community of Montalcino! Welcome to this beautifully maintained townhome in the sought-after gated community of Montalcino/Enclave, ideally located just off I-4 in Maitland. Fresh, neutral interior and exterior paint make this home truly move-in ready, while its pristine condition reflects the care of its original owner. Offering three bedrooms, two and a half baths, and a thoughtfully designed two-story floor plan, this low-maintenance home perfectly blends comfort, style, and convenience. HOA BONUS! Monthly dues include high-speed internet, WiFi, and expanded television/streaming services! The first floor features elegant tile flooring throughout the kitchen, dinette, and living areas, along with a convenient half bath near the entry. The open-concept design creates an inviting atmosphere for everyday living and entertaining, with generous storage, including a spacious under-stair storage area. The living room is also wired for surround sound. The well-appointed kitchen showcases 42-inch solid wood cabinetry, under-cabinet lighting, a newly installed tile backsplash, granite countertops, a closet pantry, and a breakfast bar overlooking the family room and dinette. Just off the living area, a covered, screened lanai provides the perfect spot to unwind and enjoy the outdoors. Upstairs, you'll appreciate stylish luxury vinyl plank flooring throughout—NO CARPET! The spacious primary suite features a private balcony, a large walk-in closet, and an ensuite bath with dual sinks and a separate shower. Two additional bedrooms, a full hall bath, and a conveniently located laundry closet complete the second floor. Additional features include an upgraded two-zone HVAC system (2021), five-inch baseboards, six-panel interior doors, decorative wrought-iron stair railings, a wired security system, an in-wall pest defense system, and a paver driveway. Residents of Montalcino enjoy wonderful resort-style amenities, including a sparkling community pool and cabana overlooking private Lake Charity. Conveniently located with easy access to I-4, Downtown Orlando, Winter Park, shopping, dining, area attractions, theme parks, and Florida's beautiful beaches, this home offers an exceptional opportunity to enjoy maintenance-friendly living in a desirable gated community. Come experience the comfort, convenience, and lifestyle that make Montalcino such a wonderful place to call home!

1357 Benevolent Street, Maitland

1325 Lake Shadow Circle Unit 12103, Maitland
$199,000
2 Beds ⋅ 2 Baths ⋅ O6452783 MLS ⋅ 12 BLDG.
Virtually Staged. Enjoy convenient first-floor living in the gated lakeside community of Visconti West! This two-bedroom, two-bath condominium offers an open living and dining area, high ceilings, and a split-bedroom layout. Each bedroom features an en-suite bathroom and walk-in closet, providing comfort and privacy. The kitchen includes a breakfast bar and closet pantry, while an interior laundry room accommodates the washer and dryer. A screened, covered patio offers space to relax outdoors, with an additional storage closet for everyday convenience. Community amenities include two lakeside pools, a fitness center, clubhouse, tennis and basketball courts, and a car wash area. The monthly association fee includes water, sewer, trash service, and exterior and grounds maintenance. Located near Maitland Boulevard and I-4, Visconti West offers convenient access to downtown Orlando, Winter Park, shopping, dining, and entertainment. Discover a comfortable home with first-floor convenience and an array of community amenities.

1325 Lake Shadow Circle Unit 12103, Maitland

1507 Grove Street, Maitland
$230,000
3 Beds ⋅ 2 Baths ⋅ O6452309 MLS ⋅ Park Lake Villas BLDG.
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 panel (2026), New stainless kitchen appliances, sink, faucet and countertops, providing peace of mind and energy efficiency for years to come. Inside, you'll find a functional floor plan with spacious living and dining areas, generous bedrooms, and abundant natural light throughout. Step outside to your large, private, fully fenced back patio, ideal for entertaining, relaxing, or enjoying outdoor living. The patio offers direct access to the community pool, making it easy to enjoy Florida's year-round sunshine. Ideally located near shopping, dining, and major roadways, this home combines low-maintenance living with top-rated schools and outstanding community amenities.

1507 Grove Street, Maitland

1475 Lake Shadow Circle Unit 6205, Maitland
$199,900
2 Beds ⋅ 2 Baths ⋅ O6450405 MLS ⋅ 6 BLDG.
Step into easy, resort-style living in this beautifully updated 2-bedroom, 2-bathroom second-floor condo offering 1,048 square feet of thoughtfully designed space in the gated community of Visconti. With an open, light-filled floor plan and two spacious primary suites each with its own full bathroom this home delivers a flexible layout for everyday living. Luxury vinyl plank flooring runs throughout the entire home, giving every room a cohesive, modern look that's as durable as it is easy to maintain. The kitchen and living areas flow together seamlessly, creating a natural gathering space that keeps everyone connected, whether you're cooking dinner, watching a game, or settling in for the evening. Both suites are generously sized with ample closet space, and the split layout gives residents privacy when they want it. The bathrooms have been partially updated, offering a refreshed feel while leaving room to add your own finishing touches. Step outside to the large screened-in balcony a true extension of the living space, perfect for morning coffee, evening unwinding, or dining al fresco while overlooking the community's lush surroundings. The balcony also includes a dedicated storage area, keeping bikes, seasonal items, and outdoor gear neatly out of the way. A brand-new 2025 air conditioner adds comfort and peace of mind for years to come. The well-maintained, gated grounds feature mature landscaping and walking paths, along with a welcoming clubhouse for gatherings, two swimming pools for warm Florida afternoons, a fitness center for your daily workout, and tennis and basketball courts for friendly competition. HOA services cover water, sewer, pest control, and valet trash. Centrally located near shopping, dining, entertainment, and I-4, this condo offers easy access to Maitland, downtown Orlando, and area attractions. A great opportunity for low-maintenance living in a desirable Maitland location.

1475 Lake Shadow Circle Unit 6205, Maitland

1140 S Orlando Avenue Unit K15, Maitland
$420,000
2 Beds ⋅ 2 Baths ⋅ O6450713 MLS ⋅ K15 BLDG.
Winter Park Chain of Lakes Boat Slip Lease Included – Enjoy Boating Access with a Lease Paid in Full Through July 31, 2027, Transferable to the New Owner and Renewable! Experience the best of waterfront living at Lake Maitland Terrace with this beautifully renovated 2-bedroom, 1.5-bath condominium offering picturesque lake views, exceptional upgrades, and access to the renowned Winter Park Chain of Lakes. Imagine spending your weekends cruising the lakes, entertaining friends, or simply enjoying the waterfront lifestyle right outside your door. Inside, a sophisticated renovation brings modern elegance and functionality together. The beautifully updated kitchen features premium finishes, generous workspace, and a party-size ice maker, perfect for entertaining. The adjoining dining area offers abundant built-in storage, creating a seamless blend of style and practicality. Both bedrooms enjoy picturesque lake views, while the spacious primary suite features a walk-in closet and beautifully updated half bath. Step onto your screened front porch and take in the peaceful surroundings of this expansive lakefront community, featuring a sparkling swimming pool, fishing dock, putting green, and shuffleboard courts. Whether you're seeking a full-time residence or a seasonal retreat, this move-in-ready condominium delivers an exceptional combination of sophisticated interiors, waterfront amenities, and convenient access to one of Central Florida's most celebrated boating destinations. Your opportunity to embrace the Chain of Lakes lifestyle awaits!

1140 S Orlando Avenue Unit K15, Maitland

2122 Korat Lane, Maitland
$385,000
4 Beds ⋅ 2 Baths ⋅ O6450101 MLS
Welcome to Winfield! This inviting home offers a thoughtful layout with comfortable spaces for relaxing, gathering, and entertaining. Step into a separate front living room, perfect for greeting guests or enjoying a quiet moment. The home flows into a beautiful kitchen featuring a breakfast bar and cozy dining area, with views into the family room to keep everyone connected. The split-bedroom floor plan provides a private primary suite on one side and two additional bedrooms on the other. The primary suite features an en-suite bathroom with a separate tub and shower. A versatile bonus room offers space for a home office, hobby room, or creative retreat. Step outside to a screened patio, ideal for shaded relaxation, overlooking a spacious backyard ready for weekend grilling and outdoor gatherings. Located in the desirable Winfield community, where HOA fees contribute to community exterior maintenance. This home offers convenient access to major roadways, including SR 434, SR 414, SR 429 and I-4 making commuting to Maitland, Altamonte Springs, Winter Park, and downtown Orlando more accessible. Enjoy convenient access to nearby destinations, including RDV Sportsplex, Maitland Business Center, Altamonte Mall, Wekiwa Springs State Park, and Trotters Park. With shopping, recreation, dining, and major commuter routes nearby, this Winfield home offers a convenient Central Florida lifestyle.

2122 Korat Lane, Maitland

448 Banyon Tree Circle Unit 206, Maitland
$120,000
3 Beds ⋅ 2 Baths ⋅ O6448873 MLS ⋅ 448 BLDG.
Excellent investment opportunity in Carrington Park! This 3-bedroom, 2-bathroom condominium is located on the second floor and offers a convenient location in Maitland, with easy access to shopping, dining, major roadways, and nearby employment and educational centers. The property is currently rented for $1,650 monthly through August 31, 2027, providing rental income for the new owner from day one. The community is centrally located near the shopping and commercial areas along Howell Branch Road and SR 436, with convenient access to Full Sail University, Winter Park, and surrounding areas. The HOA covers water, sewer, and exterior maintenance, offering additional convenience for property owners. Whether you are expanding your investment portfolio or looking for a property in a desirable Central Florida location, this condo presents an excellent opportunity. Don't miss the chance to own an income-producing property in a convenient and well-connected area of Maitland!

448 Banyon Tree Circle Unit 206, Maitland

2141 Falkner Road, Maitland
$510,000
4 Beds ⋅ 3 Baths ⋅ S5159176 MLS
Discover the charm and convenience of Maitland living in this four-bedroom home featuring two full bathrooms and one half bathroom. A large, beautiful patio creates an inviting setting for outdoor dining, entertaining, or simply relaxing, while the fenced yard adds privacy and space to enjoy the outdoors. Newer roof, brand new flooring throughout. New Bathroom cabinetry. Interior and exterior new paint. Located at 2141 Falkner Road, this home offers the added convenience of I-4 just around the corner, making travel throughout Central Florida easy. Everyday essentials and local attractions are within approximately a seven-mile radius, including Publix at Gateway Crossing, nearby gas stations, and the restaurants and cafés of downtown Maitland’s Independence Lane and City Centre. Enjoy nearby Fennell Park, scenic Lake Lily Park, fitness and recreation at Genesis Orlando Sportsplex, and movies and dining at Enzian Theater and Eden Bar. AdventHealth Altamonte Springs also provides nearby access to hospital care. Sent from my iPhone

2141 Falkner Road, Maitland

219 Quayside Circle Unit B9, Maitland
$799,000
2 Beds ⋅ 3 Baths ⋅ O6448045 MLS ⋅ Na BLDG.
Tucked inside The Moorings, one of Maitland's most charming lakeside enclaves, 219 Quayside Circle sets a new standard for the community, and it comes with its own DEEDED BOAT SLIP on Lake Maitland, your gateway to the Winter Park Chain of Lakes. This two-story townhome-style condo has been completely reworked around an open, light-filled floor plan. The kitchen takes center stage with a 13-foot island wrapped in waterfall quartz. The same quartz runs across the counters and climbs the walls as a dramatic full-height backsplash, paired with GE Monogram and Café appliances and solid wood soft-close cabinetry. In the living room, soaring ceilings frame a wood-burning fireplace, and a sunroom/den just off the dining area makes an easy spot for morning coffee, a home office or a reading nook. Upstairs, two en-suite bedrooms each offer their own private retreat. The primary features a vertical wood-slat accent wall with sconce lighting, a generous walk-in closet, and a spa-inspired bath with an oversized walk-in shower that encloses a soaking tub. Throughout the home you'll find exquisite tile work, new PGT insulated windows and Andersen French doors that pour in natural light, recessed lighting, iron stair railings, and all-new baseboards and trim. A 2023 HVAC system and water heater add peace of mind, and the attached one-car garage includes a laundry room. Residents enjoy a community pool, recreation hall and dock, with Lake Lily Park and its year-round events right nearby. Park Avenue's boutiques and restaurants are about five minutes away. Move-in ready with true lock-and-leave convenience, this is lake living without the upkeep.

219 Quayside Circle Unit B9, Maitland

1140 S Orlando Avenue Unit H-16, Maitland
$625,000
2 Beds ⋅ 1 Baths ⋅ O6438189 MLS ⋅ Hawthorne House BLDG.
Exquisite condominium with boat slip and dock on the Winter Park Chain of Lakes! This stunningly reimagined corner unit boasts extra windows for light/space and a limestone porcelain zero-entry threshold that extends inside-out, opening out to a singular plane patio, showcasing a long lake view of Lake Maitland and an extraordinary view of the morning sunrise over the lake, which is on the Winter Park Chain of Lakes bordering Winter Park, and less than a mile to Park Avenue. This is penthouse-style living, with a fully extensive elevated remodel by W Designs Ltd., leaving nothing spared. As you enter the home, it features an exquisite wall of natural limestone spanning floor to ceiling, which meets a beautiful coffered ceiling of meticulously crafted millwork. An electric fireplace adds to the ambiance and is flanked by two custom bookcases. The dining area also carries the refined custom millwork paneling throughout, with a built-in banquette for seating, which also provides ample storage. Aloft, the solid wood dining table with custom French feather and down daybed cushions, there is a sophisticated sculpted artisanal chandelier by Cynara lined with gold leaf, lighting the area with prisms. The daybeds allow a comfortable and cozy area to watch TV. The open concept galley kitchen is completely built-in with custom paneling and cabinetry, adorned with brass cabinet pulls, and a fully integrated Fisher & Paykel-paneled refrigerator. All appliances are three years of age with little use. Main bedroom, also features beautiful millwork throughout, including a custom built-in wall unit for extra storage and custom-made bookshelves. New solid wood paneled doors are embellished with polished nickel and Lucite knobs. All extra-wide louvered shutters throughout are custom hand-milled shutters by Lloyd’s Shutter Shoppe. Bath has been redesigned with commercial-grade materials for longevity, seagrass wallpaper, a lacquered Italian floating vanity, marble wainscoting with architectural detail, marble shower with soaking tub and Contemporary Signature Hardware waterfall faucets offer the jewelry for the bath. This masterfully done jewel box, pied-à-terre, is the epitome of simple luxury ideally in this cozy community on Lake Maitland.

1140 S Orlando Avenue Unit H-16, Maitland

223 Quayside Circle Unit C11, Maitland
$537,000
3 Beds ⋅ 3 Baths ⋅ O6447408 MLS ⋅ 223 BLDG.
Enjoy the charm of The Moorings on Lake Maitland in this inviting three-bedroom, two-and-a-half-bath townhome with an attached one-car garage. High ceilings, natural light, and warm wood flooring complement the living spaces, while a wood-burning fireplace gives the living room a welcoming focal point. The kitchen features white cabinetry with glass-front accents, stainless steel appliances, and a breakfast nook framed by a bay window. A separate dining area provides space for gathering, and French doors open to a screened porch overlooking the community’s green space and mature trees. All three bedrooms are upstairs, including the primary suite with a walk-in closet and an updated bathroom featuring a double vanity and walk-in shower. Two additional bedrooms share a full bathroom, with a convenient half bath downstairs. Plantation shutters in most rooms add character and privacy. Residents enjoy a community pool, clubhouse, and community dock on Lake Maitland. Walk over to Lake Lily Park for the Sunday morning farmers’ market or enjoy Luke’s Kitchen + Bar and Antonio’s restaurant + Italian market just across the street! Nearby Maitland Plaza and Maitland Social offer additional shopping and dining, with pharmacies, medical offices, and fitness studios also close by. Publix, Whole Foods, Nordstrom Rack, and Sephora are within a few blocks, while the hopping Winter Park Village and Park Avenue’s boutiques, restaurants, and cultural attractions are just minutes away. Convenient access to I-4 and excellent nearby public and private schools further enhance this central Maitland location.

223 Quayside Circle Unit C11, Maitland

1010 Winderley Place Unit 100, Maitland
$349,000
2 Beds ⋅ 3 Baths ⋅ O6444498 MLS ⋅ 1010 BLDG.
Discover the best of Maitland living in this light and bright end-unit townhome in the gated, lakefront community of Lake Destiny. Offering 2 bedrooms, 2.5 bathrooms, and 1,640 square feet, this inviting home features vaulted ceilings, a versatile loft perfect for a home office, media room, or additional living space, and plenty of valuable upgrades. The updated kitchen showcases crisp white cabinetry and contemporary quartz countertops as well as a dining area for special gatherings. Low-maintenance ceramic tile and laminate flooring flow throughout the first floor, drawing you into the two-story living room. This space is enhanced with transom windows, adding even more natural light creating an airy feel. Upstairs, the loft and two spacious bedrooms offer comfortable retreats, with brand-new carpet adding a fresh touch. The primary features a walk-in closet and plenty of storage in the ensuite bathroom. You also have a beautiful water view further adding to the tranquilty of the space. For added convenience, there’s an interior laundry room and a one-car garage. Step outside and take in the serene water feature view from your private patio or walk over to the community pool for a relaxing afternoon soaking up the sunshine. When you’re heading off to work or play, I-4 and 414 are just minutes away and one of Orlando’s most popular fitness facilities, Genesis Health Club, is just 1.5 miles away. Costco, Target, Home Depot, along with a variety of shopping and dining options are a short 10 minute drive and Winter Park and downtown Orlando are less than 20 minutes from the home as well. Recent improvements include new upstairs carpeting, a Kinetico whole-home water softener and filtration system with reverse osmosis filtration at the kitchen sink, a roof replaced in 2023, a 2020 water heater, and an AC system updated in 2018/2019. **The home is available to be sold unfurnished or fully furnished for a complete turnkey experience!**

1010 Winderley Place Unit 100, Maitland

1931 Michael Tiago Circle, Maitland
$440,000
3 Beds ⋅ 3 Baths ⋅ O6445127 MLS ⋅ 1931 BLDG.
Welcome to this beautiful 3-bedroom, 2.5-bath townhome offering approximately 2,100 square feet of comfortable living space in the gated community of Maitland Village. The open floor plan features spacious living and dining areas with abundant natural light, creating an inviting setting for everyday living and entertaining. The kitchen flows seamlessly into the main living areas, while all three bedrooms are located upstairs for added privacy. The generous primary suite provides a relaxing retreat with an en-suite bathroom and ample closet space. Additional features include an interior laundry area, a private outdoor patio, and an attached two-car garage. Maitland Village offers gated access, a community pool, clubhouse, sidewalks, and beautifully maintained surroundings, also includes water, Cable & internet . Conveniently located near I-4, Maitland Center, Winter Park, Downtown Orlando, shopping, dining, and entertainment. Schedule your private showing and discover the space, convenience, and lifestyle this Maitland townhome has to offer!

1931 Michael Tiago Circle, Maitland

161 White Oak Circle, Maitland
$899,000
4 Beds ⋅ 3 Baths ⋅ O6445112 MLS
Finally, a home for sale in the desirable Maitland Grove! Step through the front door into bright, open living spaces, thoughtfully redesigned in 2024 to connect the great room, dining area, and kitchen. At the heart of the home, an oversized waterfall quartz island anchors a beautifully renovated kitchen with custom cabinetry, abundant pantry storage, and updated appliances. Continue into the family room, where an electric fireplace and custom storage create a comfortable place to gather. The four-bedroom layout includes two primary suites and three full bathrooms, offering flexibility for guests or a home office. Waterproof laminate flooring carries through the home, while the Florida room adds another inviting space with a custom bar overlooking the backyard. Outside, enjoy a 60-foot lap pool and room to relax or entertain. Major improvements include a 2022 roof and whole-house repiping, along with copper electrical rewiring in 2024, near Lake Sybelia and Lake Catherine, the home offers easy access to downtown Maitland, Winter Park, and Orlando. There are many more upgrades throughout—ask for the detailed list of improvements-$200K in upgrades. Schedule your private showing today!

161 White Oak Circle, Maitland

200 Seneca Trail, Maitland
$550,000
3 Beds ⋅ 2 Baths ⋅ O6445899 MLS
Located in sought-after Dommerich Estates, this single-story, 3-bedroom, 2-bathroom, block home offers 1,605 square feet of living space and an attached 2-car garage. A walkway leads to a covered front porch, where the character of the original construction is immediately apparent in the columns and detailed millwork surrounding the front door and sidelights. Inside, the main living spaces flow easily from one to another and include dining and living areas and a Florida room overlooking the backyard, with wood flooring, crown molding and a wood-burning fireplace adding warmth and character. Floor-to-ceiling windows fill the Florida room with natural light and open to a concrete patio for easy indoor-outdoor living. To the left of the entry, the kitchen and adjoining eat-in nook retain much of the home’s charm, with white wood cabinetry, a neutral tile backsplash, a window above the stainless double-bowl sink overlooking the backyard, stainless dishwasher, glass cooktop and built-in wall oven. Conveniently located just inside the garage entry, the kitchen makes unloading groceries easy, while the adjoining eat-in nook features decorative millwork, a large window and the continuation of the wood flooring. All three bedrooms are comfortably sized and feature custom interior shutters. The primary bedroom is positioned at the rear of the home with an en-suite bath featuring a glass-enclosed tiled shower and pedestal sink, while the two alternate bedrooms share a hall bath with a tiled tub/shower combination, newer vanity, undermount sink, granite countertop and linen closet. The .20-acre, 79’ by 111” lot offers room to enjoy the outdoors. Important improvements have already been completed, including a new architectural shingle roof in 2025, PEX repipe in 2011, interior electrical panel replacement and a 2017 HVAC system. Residents also have the option to join the Dommerich Beach Civic Association, with annual membership options currently beginning at $100. Membership provides access to the association’s private lake lot on the east shore of Lake Minnehaha, including a picnic area and canoe and kayak storage, with a separate membership option offering boat-ramp access. The location is compelling, with Dommerich Elementary and Maitland Middle within walking distance and zoning for Winter Park High. Minnehaha Park, also within walking distance, offers tennis courts, a playground and green space. Downtown Maitland, Lake Lily and its Sunday Farmers Market, the Art & History Museums of Maitland, restaurants, grocery stores and everyday shopping are all nearby, while Enzian Theater and additional recreation and conveniences are just a short drive away. With single-story block construction, an attached two-car garage, meaningful system improvements already completed and a location that puts schools, parks and the best of Maitland close at hand, this is a wonderful opportunity to put down roots in Dommerich Estates.

200 Seneca Trail, Maitland

559 Flemming Way Unit 203, Maitland
$103,000
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

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

856 Park Lake Circle Unit 51, Maitland
$228,000
2 Beds ⋅ 2 Baths ⋅ O6437665 MLS ⋅ 856 BLDG.
FIRST 6 MONTHS OF HOA PAYMENTS COVERED BY SELLER! The Park Lake Townhome Community is Maitland's hidden treasure! Offering for sale this extremely well-maintained townhome with 2 levels of comfortable living, a one-car garage, a generously sized laundry room under air, along with a lovely private screened back patio. As you step inside, look over your shoulder at the community pool that is literally steps from your front door! Once inside you will immediately fall in love with the wood-look easy care tile throughout the first floor. The large living room has the cutest window seat, streaming in tons of natural sunlight, with room for many different seating configurations. A convenient half bath to your left leads you into the kitchen and dining areas of the home. The large open concept kitchen features new appliances and shiny granite countertops with plenty of counterspace for the chef in the family. Off the dining area you'll find a set of sliding glass doors leading out to a private screened-in patio, perfect for morning coffees, grilling or entertaining friends and family. The patio also provides access to the attached one-car garage with garage door opener. This garage leads into the oversized indoor laundry room complete with a washer and dryer and a large storage area. As we head up the stairs, you'll notice the brand-new carpet in a lovely neutral color running on the stair treads and into the first bedroom for comfort and style. The 2nd bedroom features the wood-look flooring for added convenience. Both bedrooms share a well-appointed en-suite bathroom with a newly reglazed tub and shower. Freshly painted inside makes this home truly turn-key, either as a residence or as an investment. Residents of the Park Lake Townhome Community not only enjoy the sparkling community pool, but your HOA also covers trash collection, exterior maintenance (including the roof!) and lawn care! BONUS, there is a dock on the lake accessible by the community (think about walks to the lake in the mornings to watch the sunrise with your coffee or in the evenings to watch the sunset with your glass of wine!). Low Maintenance Living at its Best! And have I mentioned this AMAZING LOCATION? This lovely townhome community is less than 1 mile from N Park Avenue and less than 1/2 mile to 17/92 (Orlando Avenue)! The convenience to Maitland City Center, Rollins College, shops, restaurants, and the ease of commuting to work is 2nd to none. Make an appt to see this home, it is a gem! Note, some photos have been virtually staged for furniture placement.

856 Park Lake Circle Unit 51, Maitland

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

1281 Wellington Terrace, Maitland
$949,000
4 Beds ⋅ 3 Baths ⋅ O6433131 MLS
OWNER FINANCING AVAILABLE. Seller will consider owner financing for a qualified buyer with a substantial down payment and favorable terms. Contact listing agent for details. Welcome to 1281 Wellington Terrace, a beautifully maintained 4-bedroom, 3-bath home offering 2,931 square feet in one of Maitland’s most desirable and established neighborhoods. With spacious interiors, thoughtful updates, and deeded access to Lake of the Woods, this home offers an exceptional combination of comfort, versatility, and location. One of the home’s most distinctive features is its rare split floor plan with two private primary suites positioned on opposite sides of the home. The second primary suite also features its own separate entrance, offering exceptional flexibility for multigenerational living, extended family, guests, a private home office, or an independent retreat—all while maintaining privacy within the main residence. Inside, soaring beamed ceilings and skylights fill the home with natural light, while a beautiful statement fireplace anchors the main living area. The open kitchen flows effortlessly into the gathering spaces and is complemented by a separate butler’s pantry and spacious laundry room, providing the extra storage, functionality, and convenience that make everyday living and entertaining effortless. Recent improvements include new windows throughout and a three year old roof, adding comfort, efficiency, and peace of mind. An expansive Florida room opens the home to the private, low-maintenance backyard, creating a wonderful extension of the living space and an inviting setting for entertaining, morning coffee, or simply relaxing and enjoying Florida living year-round. Ideally located in Maitland’s sought-after Wellington community, residents enjoy deeded lake access, highly rated Seminole County schools, and convenient access to Winter Park’s Park Avenue, with its renowned restaurants, boutiques, museums, and cultural attractions. Nearly 3,000 square feet, two private primary suites, generous living spaces, beautiful architectural character, and an outstanding Maitland location—1281 Wellington Terrace offers the space, privacy, and flexibility to live beautifully at every stage of life.

1281 Wellington Terrace, Maitland

895 Park Lake Circle Unit 75, Maitland
$174,900
2 Beds ⋅ 2 Baths ⋅ O6422482 MLS ⋅ 75 BLDG.
Look at that NEW Price! You decide to move in Now and upgrade as you go, benefitting from this below market price point, or Fix it up as little or as much as you want and keep the added Equity. 2 Bedroom, 1.5 Bath Townhouse with Living and Dining Rooms, Single Car Garage, Inside Laundry Room, and Oversized Fenced Patio. Located between 17-92 & I-4 with short commute to Winter Park, Downtown Orlando, or Maitland Center. Community Features include Swimming Pool less than 50 yards from Unit as well as Dock on Lake in Community. All Appliances in Unit. All Electrical Panels replaced July 2026, Alumicons to satisfy insurance for aluminum wiring added July 2026, Air Conditioning Replaced in 2016, Hot Water Heater in 2018, Garage Door in 2021. Sold As Is, Priced based on current condition.

895 Park Lake Circle Unit 75, Maitland

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

1140 S Orlando Avenue Unit E1, Maitland
$286,000
2 Beds ⋅ 1 Baths ⋅ O6429461 MLS ⋅ Exeter BLDG.
Price Improvement! Ready for Lake Living?!Welcome to Lake Maitland Terrace! This beautifully updated, first floor corner , low-maintenance living in a desirable Maitland location near Winter Park. Condo Features & Updates: • 2 spacious bedrooms • Brand-new kitchen cabinets, countertops, and appliances • Beautifully renovated bathroom • New lighting throughout • New interior doors • Newer air conditioning system • Newer hot water heater • In-unit washer and ventless dryer • Private screened-in porch • Custom window blinds • Convenient first-floor corner location Community Amenities: • Lakefront community with private dock access • Boat slip rental • Swimming pool and clubhouse • HOA includes water, sewer, lawn care, and valet trash service Enjoy the convenience of being minutes from Winter Park, downtown Maitland, restaurants, shopping, parks, and entertainment. Move-in ready with the major updates already completed! An excellent opportunity for anyone seeking a comfortable Florida home in a convenient location with wonderful community amenities. Schedule your private showing today!

1140 S Orlando Avenue Unit E1, Maitland

812 Park Lake Circle Unit 7, Maitland
$299,000
3 Beds ⋅ 3 Baths ⋅ O6426486 MLS ⋅ 7 BLDG.
Virtually Staged. Back to market due to lack of financing! 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

229 Flame Avenue, Maitland
$969,000
4 Beds ⋅ 4 Baths ⋅ O6422450 MLS
NEW PRICE + HOME WARRANTY! Seller is offering a one-year home warranty valued up to $810 for added peace of mind! Now priced at an exceptional value compared to recent comparable sales in the area. Seller welcomes offers—bring yours today! Welcome to Hidden Estates, where luxury, space, and flexibility come together in one of Maitland's most sought-after neighborhoods. Nestled on a quiet cul-de-sac, this rare single-story custom residence offers over 4,000 square feet of thoughtfully designed living space on an expansive three-quarter-acre lot. From the moment you arrive, you'll appreciate the impressive curb appeal, oversized driveway, and exceptional parking with plenty of room for multiple vehicles, boats, RVs, trailers, and recreational equipment. Inside, the home's spacious open layout is designed for both everyday living and entertaining, featuring soaring ceilings, hardwood flooring, crown molding, skylights, custom built-ins, plantation shutters, and a wood-burning fireplace. At the center of the home is a beautifully appointed chef's kitchen with custom mahogany cabinetry, granite countertops, a Thermador refrigerator, six-burner gas cooktop, double ovens, an oversized island with bar seating, and a generous walk-in pantry. The luxurious primary suite serves as a private retreat with its own sitting area, walk-in closet, heated bathroom floors, dual vanities, oversized walk-in shower, and freestanding soaking tub. One of the home's most unique features is its flexible layout, including a private guest suite situated on the opposite side of the home and a separate office overlooking a tranquil atrium, offering endless possibilities for guests, multigenerational living, a home office, or creative space. Step outside to your own private backyard oasis featuring a screened saltwater pool and spa with waterfall, an expansive covered lanai, and abundant outdoor living space designed for year-round Florida enjoyment. The oversized lot provides exceptional privacy while offering ample room to relax, entertain, or personalize the outdoor space. Additional highlights include a metal roof with copper fascia (2018), new septic drain field, and an unbeatable Maitland location convenient to shopping, dining, parks, major roadways, and everyday conveniences. This is a rare opportunity to experience the space, privacy, and versatility that define luxury living in Maitland.

229 Flame Avenue, Maitland

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

2329 Coawood Unit 103, Maitland
$139,900
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

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