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$485,000
3 Beds 3 Baths Enclave/Maitland A-F SubDv. 32751 Zip Code
Welcome to this beautifully maintained lakefront townhome in a highly desirable gated community in Maitland with almost 1900 square feet of thoughtfully designed living space. This 3-bedroom, 2.5-bath residence combines comfort, functionality, and picturesque lake views. Enjoy serene views of Lake Charity from the charming front porch, formal dining room, and two upstairs bedrooms. Soaring ceilings and abundant natural light create an airy, inviting atmosphere throughout the home. The spacious open-concept kitchen overlooks the family room and features ample counter seating for barstools, generous cabinetry, and a nice pantry. A private courtyard provides a welcoming outdoor retreat and leads to the oversized 2-car garage with abundant attic storage above. The separate dining room offers a perfect setting for entertaining while enjoying tranquil lake views. A convenient guest bathroom is located on the first floor as well. Upstairs, the massive Primary suite serves as a true retreat, featuring a custom walk-in closet and a spa-inspired en-suite bath with a soaking tub, separate shower, and dual vanities. Two additional bedrooms have stunning views of the lake. One includes a Murphy bed with beautiful built-ins and a custom closet. Another full bath, and a spacious laundry room with plenty of storage complete the second floor. The reasonable HOA fee includes use of the sparkling pool, the secure gate, all landscaping, all maintenance of the exterior of this townhome including the roof, repairs, and paint, and high-speed internet with cable TV, through Spectrum. Offering exceptional space, beautiful water views, and a sought-after gated location, this townhome is the ideal place to call home. *A complimentary complete one-year Home Warranty is provided for extra peace of mind. (A recent Lender's appraisal is also available.)

1106 Charming Street, Maitland

$210,000
2 Beds 2 Baths Visconti East SubDv. 32751 Zip Code
Virtually Staged. Resort-style amenities, low-maintenance living at a reasonable price, and a move-in ready home come together at 1927 Legacy Cove in beautiful Maitland. As you approach this GATED COMMUNITY, you will feel at ease with the added layer of security. Parking at the condo, you will see an extremely rare feature - an ATTACHED 2 CAR GARAGE! Inside, your eyes will be immediately drawn to the kitchen features: NEW STONE COUNTERTOPS, updated cabinets, STAINLESS STEEL APPLIANCES, pantry, tile backsplash, and breakfast bar. FRESH INTERIOR PAINT and tall ceilings throughout the home give it a clean, bright feel. Laminate floors and crown molding give the main living spaces a special touch. Upstairs, you will find NEW CARPET and a walk-in closet in both bedrooms. The conveniently-located 2nd floor laundry area is situated near the main bedrooms for everyday ease. The HOA provides exceptional value with a comparatively low monthly fee that includes: water/sewer, concierge trash pickup, and exterior maintenance, and resort-style amenities including a gorgeous COMMUNITY POOL, fitness center, clubhouse, playground, a basketball court, fishing pier, and tennis courts. They also just replaced the roof on this building within the last year or so. Conveniently located less than 1.5 miles from I-4 and approx 1 mile from SR-414, this home offers easy access throughout Greater Orlando. Historic Park Avenue in Winter Park is just 5 miles away, and Lake Eola in Downtown Orlando is approx 8 miles away. Altamonte Mall, multiple hospitals, Seminole State College, Rollins College, and even Orlando’s famed theme parks are all within easy reach.

1927 Legacy Cove Drive Unit 1927, Maitland

$485,000
3 Beds 3 Baths Enclave/Maitland A-F SubDv. 32751 Zip Code
Welcome to this beautiful Mediterranean-style townhome in the exclusive, gated community of Montacino in Maitland, Florida. Updated 3 bedroom, 2.5 bath home overlooking Lake Charity. Expansive views of the lake are seen from the front porch, two bedrooms and the dining room. Separate dining room with tons of natural light. Open concept kitchen with updated cabinets and stainless steel appliances. The large family room is open to the kitchen for ease of entertaining. Situated between the garage and your back door is an open air, private courtyard. Enjoy a two and a half car garage with full attic for additional storage. The second floor includes three bedrooms, finished laundry with closets that have been professionally customized. Secondary bedroom boasts a Murphy bed for guests with build-in storage. You will enjoy resort style living with the sparkling community pool and tranquil walks along the shores of Lake Charity. Extra guest parking is located just outside the garage. Internet/TV package and lawn care included. Located just 1/4 mile from I-4 and the Maitland Boulevard exchange with easy access to Winter Park, downtown Orlando and Altamonte Springs. Close by is Trelago Market where the new Trader Joes is being built. A must see property.

1106 Charming Street, Maitland

$130,000
1 Beds 1 Baths Visconti West Condo SubDv. 32751 Zip Code
Virtually Staged. Water views, major system upgrades, and the best value in Visconti. This beautifully updated 1-bedroom, 1-bath condo is priced $16,000 below the next comparable unit in the community and features over $15,000 in recent improvements, including a brand-new Goodman 2-ton 14.3 SEER HVAC system (2025), a new water heater with an expansion tank (2026), and stylish shaker kitchen cabinets (2025). Enjoy tranquil pond views from both the living room and bedroom, with a large sliding glass door leading to your private balcony. The open-concept layout offers abundant natural light, built-in shelving, and a functional floor plan designed for comfortable everyday living. A separate laundry room adds extra convenience and storage. Located within the gated Visconti community, residents enjoy resort-style amenities including two swimming pools, a fitness center, clubhouse, tennis and basketball courts, and scenic paths. HOA fees include water, sewer, and trash service. Conveniently located just minutes from I-4, Downtown Orlando, Winter Park, Altamonte Springs, major employers, shopping, dining, Walt Disney World, Universal Orlando, and Orlando International Airport. Whether you're a first-time homebuyer, downsizing, or seeking a low-maintenance investment property, this move-in-ready condo offers exceptional value and location. Mortgage savings may be available for buyers of this listing.

1275 Lake Shadow Circle Unit 13206, Maitland

$555,000
2 Beds 2 Baths Dommerich Estates SubDv. 32751 Zip Code
Charming home in sought-after Dommerich neighborhood of Maitland! On the market for the first time since 1960s!! This well-loved home is ready for your personal touch. Located in one of Maitland's most desirable low-density area, this 2-bedroom, 2-bath residence offers a rare opportunity - with no pool. It makes the perfect canvas for your creativity, whether you envision expanding the living space, adding a pool, or simply updating with your style. Enjoy beautiful terrazzo flooring throughout, an open floor plan, and abundant natural light streaming through large windows. The cozy living room fireplace adds warmth and character, while plantation shutters on the front windows create classic curb appeal. Important updates include: electrical panel; air-conditioning (2017); roof (2018); plumbing; windows; gutters; crown-molding kitchen cabinets plus matching backsplash; and an unique side-entry 2-car garage with both washer and dryer included. The master suite features a spacious sitting area - formerly a third bedroom - which offers great flexibility for a home office, nursery, or reading/drawing nook. The large fenced backyard is ideal for entertaining, playing, or adding a custom pool. Relax on the charming front porch, perfect for evening chats with neighbors. Just a short walk to Dommerich Elementary and Maitland Middle, and zoned for top-rated Winter Park High School. Residents also enjoy Maitland Community Park with walking trails, a playground, and private access to the Chain of Lakes. Don't miss this special opportunity to own in one of Central Florida's most beloved communities!

1771 Chinook Trail, Maitland

$230,000
3 Beds 3 Baths Visconti East SubDv. 32751 Zip Code
Welcome to your resort-style retreat in the highly sought-after Visconti East community of Maitland, Florida! This spacious three-story condominium perfectly blends comfort, convenience, and resort-style living. Step inside to discover a thoughtfully designed layout ideal for modern living. The main level features a kitchen ready for all your culinary adventures, offering ample counter space and a layout that opens to the dining and living areas—perfect for entertaining while staying connected with your guests. The open-concept living and dining rooms are filled with natural light, enhanced by a neutral color palette that creates a warm and inviting atmosphere. Upstairs, the expansive primary suite serves as a private sanctuary, complete with a well-appointed en-suite bathroom featuring a shower/tub combination and dual-sink vanity. A second bedroom and another full bathroom with a tub/shower combo provide comfort and flexibility. For added convenience, an interior laundry area is located in the hallway, and the washer and dryer are included! You'll also find a versatile office/den—or potential third bedroom—perfect for remote work, hobbies, or hosting overnight guests. The two-car garage offers both convenience and security, with additional storage space to keep your home organized. Enjoy a wealth of resort-style amenities just steps from your door, including: • Two sparkling swimming pools • 24-hour fitness center • Tennis, basketball, and pickleball courts • Clubhouse • Beautifully maintained, landscaped grounds Water, sewer, pest control, and valet trash service are included in the HOA dues. A secure trash receptacle is conveniently located by your front door. Whether you're searching for your next home or a strong investment opportunity with excellent rental potential (minimum one-year lease), this property has it all. Visconti East offers gated security and is centrally located near top shopping, dining, and entertainment. With easy access to major highways, downtown Orlando, Winter Park, and the area's world-famous attractions are all within reach. Don’t miss your chance to own a piece of paradise in one of Maitland’s most desirable communities. Schedule your private showing today and envision yourself living the resort lifestyle you deserve!

1825 Shadow View Circle Unit 1825, Maitland

$290,000
3 Beds 2 Baths Lake Faith Villas Condo SubDv. 32751 Zip Code
This impeccable first-floor corner unit features an abundance of natural lighting that creates a warm and inviting atmosphere throughout. Upon entry, you are welcomed by a spacious living room that offers picturesque views of a beautiful courtyard, perfect for relaxing evenings. The adjacent dining room, situated conveniently next to the kitchen, boasts elegance and comfort. This meticulously maintained property showcases numerous upscale amenities, including a ***NEW AC UNIT INSTALLED June 10, 2025***, granite countertops in the kitchen, a large volume single-basin kitchen sink, modern appliances, as well as recessed lighting in the kitchen, dining, living areas, and owner suite. The interior is adorned with contemporary light fixtures and modern color palettes, creating a stylish and serene ambiance. Step outside to enjoy the serene surroundings from the screen-enclosed front patio or the rear lanai overlooking a peaceful garden courtyard. Residents also have access to a range of community amenities, including a swimming pool, clubhouse, and a scenic lake to enhance the overall living experience. Conveniently situated in the desirable West Lake Faith community near the intersection of Maitland Boulevard and Maitland Avenue, with easy access to I-4 and 1792, this property provides a prime location near various shops, restaurants, and hospitals. This beautifully maintained condo is perfectly suited for a range of lifestyles. Don't miss the opportunity to make this exceptional property your own!

305 West Lake Faith Drive Unit 139, Maitland

$390,000
3 Beds 3 Baths Enclave/Maitland A-F SubDv. 32751 Zip Code
This is a well-located townhome in the gated community of Montacino. The unit has been refreshed with new paint throughout, along with new luxury vinyl on the second floor. The downstairs works well for entertaining with an open floor plan featuring Living, Kitchen & Dining areas. There is a nice-size covered rear porch just off the kitchen that faces a shady and treed green space to be enjoyed. There is also an upstairs rear balcony off of the primary bedroom that is sure to impress. The laundry is smartly located upstairs, along with a second bathroom, as well as the second and third bedrooms. This unit offers a short walk to the nicely planned pool area as well as enjoyable strolls on the sidewalk along Lake Charity.

1277 Blessing Street, Maitland

$396,000
3 Beds 3 Baths Enclave At Maitland SubDv. 32751 Zip Code
Welcome to Montacino—a peaceful, gated oasis where style meets convenience. This 3-bedroom, 2.5-bath townhome offers timeless character and solid craftsmanship, with no rear neighbors and tranquil rear exposure. Designed with enduring finishes, the home features granite countertops, stainless steel appliances, and classic crown molding throughout the main living areas. Enjoy a functional layout with an open-concept living and dining space, a convenient downstairs powder room, and a covered back porch that provides a quiet retreat with peaceful views. Upstairs, the spacious primary suite offers a private balcony, generous closet space, and an en-suite bath. The upstairs laundry closet adds ease to daily routines. Perfectly situated just minutes from Downtown Orlando and the dining and culture of Winter Park, yet tucked away in a serene lakeside setting. The community features a resort-style pool and beautifully landscaped grounds, offering low-maintenance living in a truly charming location. Don’t miss the chance to own in one of the area's most desirable gated communities!

1379 Benevolent Street, Maitland

$221,647
2 Beds 3 Baths Park Lake Twnhs SubDv. 32751 Zip Code
Luxurious Lakefront Living ! Hurry to see this stunning 2 bed 2 1/2 bath townhouse. Beautiful Oak kitchen, stainless appliances, brand new dishwasher, huge pantry, nice fans and lighting lots of designer touches. Laundry room has front load washer/dryer and tons of storage and work area. Half bath in hallway and linen closet. Livingroom has beautiful lake view. Parquet flooring entire first floor Front porch sitting area with views. Upstairs 2 master suites each with private bath, ample closet(s) space. Brand new carpet upstairs. Lots of built ins. Interconnected smoke alarms, and emergency lighting instantly on if power goes out. New R-30 attic insulation blown in. Big patio area outside laundry room or from sliders in dining room. I car garage. Plenty of guest parking right outside your gate. Big community pool with washrooms. Pet friendly neighborhood. Close to all kinds of shopping and dining options. Minutes to Winter Park Village, Park Avenue, Downtown Maitland, Lake Lily Park, drugstores, gas stations, I-4 access minutes away.

802 Park Lake Circle Unit 2, Maitland

$410,000
3 Beds 3 Baths Enclave/Maitland A-F SubDv. 32751 Zip Code
Welcome to turnkey, modern living in the gated community of Montacino (Enclave at Maitland)! This upscale townhome has been beautifully renovated, with a stylish kitchen offering newer top-of-the-line GE Café appliances (2022) including an induction range, a brand-new dishwasher, and gorgeous white quartz countertops, plus neutral wood-like LVP flooring for durability (up the stairway and throughout the 2nd floor)…NO carpet! The open floorplan is ideal for entertaining, with a fresh and airy living/dining/kitchen combo enhanced by bright, custom Benjamin Moore paint. Upgraded lighting, mirrors, and hardware throughout add a luxurious, designer feel. Off the kitchen, a covered rear patio faces an expansive lawn wrapped in trees, providing outdoor enjoyment and completely maintained by the HOA. Upstairs, the spacious Primary Retreat awaits, with a large sitting area (also great for a desk or an exercise bike!), a balcony overlooking the lawn below, a custom walk-in closet by California Closets, and a modern en-suite bath featuring dual sinks and an upgraded TOTO Washlet bidet. Down the hall sits 2 more bedrooms, a full bath, and a laundry closet with storage shelves over the newer Whirlpool washer & dryer. Turnkey living is enhanced by the convenience of multiple storage closets, a downstairs powder room, and a 1-car garage with built-in cabinets and storage racks, plus plenty of guest parking right outside. Walk to the expansive resort-style pool or along the sidewalk overlooking Lake Charity, and drive just 10 minutes to the vibrant shops and eateries of downtown Winter Park or downtown Orlando. Experience the perfect blend of low-maintenance, luxury living in this charming, Montacino home!

1342 Benevolent Street, Maitland

$417,500
3 Beds 3 Baths Park Maitland Villas SubDv. 32751 Zip Code
Price Improvement!! This is your chance to own an AMAZING three bedroom, two and half bath town home in Park Maitland Villas. Park Maitland Villas is an exclusive, highly desirable community of 70 town homes located only a couple minutes from Winter Park and super convenient to both the Sanford and Orlando airports. When you live in this exclusive community, you have access to many amenities, including a community pool and the pool house, a large fenced in dog park, a large green space with beautiful & mature magnolia trees and oak trees. Having family or friends over? There is plenty of parking for everyone as street parking is allowed. Each town home has a rear 2 car garage accessible by a back alley street. This immaculate home boasts over 1,700 SF of wide open living space and has an HUGE court yard area out back, perfect for taking in the sun, reading a book and even gardening. Don't miss your opportunity to own a gem like this, in an AMAZING community. Call today to schedule your private showing.

2295 Park Maitland Court, Maitland

$375,000
2 Beds 2 Baths Maitland Harbour Apts SubDv. 32751 Zip Code
A rare opportunity to live on the Winter Park/Maitland Chain of Lakes. When you step into the 38 unit Art Deco resort style community with lush grounds and a beautiful lake view, you will feel a lake breeze and never want to leave. Tastefully renovated. Newer everything. New kitchen cabinets, granite counters, & stainless steel appliances. Bathrooms have new tiled showers, toilets, & bathroom cabinets. A newer oversized air-conditioner to easily handle Florida summers. New flooring throughout. Newer upgraded windows. And large bedrooms!! The Primary Bedroom opens up to a screened porch surrounded by peaceful serenity. Magnificent lake views from living, dining, kitchen, & front porch. Have a cook-out on the community gas grill while at the lakeside pool or deck. Enjoy sitting on the dock benches watching the birds and boaters, or feed the turtles. The sun & moon rise in gorgeous painted skies over the lake with the palm trees blowing in the wind. This property is surrounded by culture galore!! Walk across the street to Lake Lilly for peaceful walks or attend Festivals, Fireworks and Sunday Markets. Walk to local restaurants or to the movie theater that is a cultural icon and annually hosts the Florida Film Festival and other entertainment. Kayak racks, new roof, and milestone inspection integrity reserve study completed. A hidden gem. Don’t miss out!

1000 S Orlando Avenue Unit 2, Maitland

$315,000
3 Beds 3 Baths Visconti East Bldg 18 SubDv. 32751 Zip Code
Welcome to your luxurious retreat in Maitland, Florida's Visconti East community! This stunning 3-story condominium offers an ideal blend of comfort, convenience and resort-style living. Step inside to discover a spacious layout designed for modern living. The main floor features a kitchen equipped with sleek appliances and ample storage, ideal for culinary enthusiasts who will appreciate the gorgeous remodel that entails new 42" cabinets plus modern hardware, quartz countertops with a built-in charging station, a tiled backsplash, full LG stainless steel appliance suite, a modern faucet and under mount sink. The adjoining living areas invite relaxation and gatherings with its open design and abundant natural light that compliments the newly painted interior. The recently installed luxury vinyl planking throughout all three floors along with custom made stairs with bullnose give the home an expensive feel. Upstairs, the expansive master suite promises a private sanctuary with it's own well-appointed bathroom with a custom vanity with quartz countertop, back-lit LED mirror, and modern tile flooring. It is complimented by a second bedroom and an additional full bathroom with the same gorgeous, modern concept and designs with walk-in shower, and there is an inside laundry space for ultimate convenience in the hallway. The office/den space on the main level provides flexibility, whether utilized for work or leisure and can easily be a third bedroom. Enjoy the luxury of a 2-car garage , ensuring both convenience and security, plus ample storage. A new CARRIER AC was installed 5/22. Electrical updates include recessed can LED lighting, all new ceiling fans, a smart thermostat and smart garage door opener. Outside, indulge in numerous resort-style amenities including two pristine pools, 24 hour fitness center, tennis, basketball, and pickleball courts, plus clubhouse, and meticulously landscaped grounds, offering relaxation and recreation just steps from your door. Water, sewer, pest control and valet trash are included in the homeowner's association dues! A secure trash bench/receptacle is provided next to your front door for daily pick up.This property will be a wonderful place either to make a house your next home, or to become an investment opportunity with fantastic rental potential having a minimum lease of one year, and all the astounding amenities it provides. Located in the heart of Maitland, residents enjoy easy access to shopping, dining, and entertainment options, while the community's gated entrance ensures peace of mind and security. With proximity to major highways, commuting to downtown Orlando and Winter Park, or exploring Florida's popular theme parks and attractions is effortless. Don't miss your chance to experience sophisticated living in one of Maitland's most desirable communities. Schedule your showing today and envision yourself calling this condominium your new retreat.

1821 Shadow View Circle Unit 1821, Maitland

$219,900
2 Beds 1 Baths Visconti West SubDv. 32751 Zip Code
This beautiful two-bedroom, one bath, 898 sqft condominium is located in the gated community of Visconti in Maitland. Centrally located, Visconti is just minutes from I-4, 408, Winter Park, Altamonte Springs, downtown Orlando, RDV Sportsplex, Maitland Center Business Park, shopping, dining & entertainment. The community features incredible amenities including a resort style pool overlooking Lake Shadow, spa, wi-fi access at pool deck, gated community entry, car wash area, community laundry area, clubhouse, fitness center, tennis court, basketball court, playground & more! Located on the first floor, the home features 9' ceilings in the living areas for an open and expansive feeling with the living room opening to a large screened patio through the over-sized sliding glass doors. The kitchen overlooks the living & dining rooms & contains a full suite of appliances including the refrigerator, range, over-the-range microwave, dishwasher, disposal & plenty of cabinet & counter top space. The master bedroom is spacious & includes a large walk-in closet with direct access to the full bath. The guest bedroom is also well-sized & also includes a large walk-in closet & easy access to the bathroom across the hall. Rounding out this wonderful home is the inside laundry room that will accommodate a full-size washer & dryer, additional storage closet on the patio, ceiling fans in the living room & bedrooms. Water, sewer & valet trash included in the homeowner's assoc. dues!

1375 Lake Shadow Circle Unit 11107, Maitland

$295,000
3 Beds 3 Baths Park Lake Townhouse Ph2 SubDv. 32751 Zip Code
Fantastic move-in ready 3/3 townhome condo in the Maitland-Winter Park area. Fantastic location close to the stylish shopping and dining that Maitland offers! A hidden lakefront oasis of well maintained townhomes with garages. This home was just freshly painted and features upgraded Kitchens and Bathes. Each bedroom has access to its own bath. This home has split plan with double primary suites upstairs and a 3rd bedroom downstairs which opens to the fenced rear courtyard. Ceramic tile throughout the ground floor and newer carpeting upstairs. The Kitchen features Stainless steel appliances. You'll enter an indoor laundry room with built-in storage just inside from one car enclosed garage. The open living room/dining room floorplan offers several options for furniture placement. A peaceful and beautiful community await you. This home is a great value and opportunity! Book an appointment to see it today.

860 Town Circle Unit 119, Maitland

$325,000
4 Beds 2 Baths Visconti West Condo SubDv. 32751 Zip Code
Rare opportunity to own a 4-bedroom, 2-bath Condo in the Gated Community of Visconti, with LAKE-FRONT views on the FIRST-FLOOR and includes 2 ENCLOSED GARAGES with luxurious Amenities! This beautiful first-floor, NO-STAIRS condo is located on Lake Shadow offering serene views of the lake from almost every room inside the home or from the screened-in patio area, with oversized glass sliding doors and plenty of windows to let in natural light. Key features of this open floorplan home include 2 garage spaces, one-level living with no steps to climb, Four bedrooms and two bathrooms, a spacious Master ensuite with an oversized closet that's separate from the other 3 bedrooms, Volume 9-foot ceilings, a Kitchen overlooking the living and dining room, with a closet pantry and lots of cabinet and countertop space, Inside utilities with storage and space for a full-sized washer and dryer. In addition, the community offers a variety of amenities for residents to enjoy which include, Two lakeside pools, a Club room with a full catering kitchen, a Business center, Two on-site laundry facilities, a Fitness center, walking trails, a playground, a Gazebo, Tennis and basketball courts, Car wash station, Valet trash service and the HOA takes care of water and sewer. Ideally located to major highways (I-4), Within minutes you can enjoy the RDV Center, parks, restaurants, and shopping and in less than 15 minutes you can be in Winter Park or Downtown Orlando. Don’t miss your opportunity to own this centrally located home that’s Perfect for full-time living or as an investment property!

1460 Lake Shadow Circle Unit 7108, Maitland

$330,000
3 Beds 3 Baths Park Lake Twnhs Ph 02 SubDv. 32751 Zip Code
Oh my....the view. If you've been waiting for tranquil lakefront living with wildlife and balmy breezes...this townhouse is it. Enter your open garage patio area to laundry room door. Laundry room comes with washer/dryer newer water heater and plenty of storage room. Enter into open dining/kitchen. Dining room has sliders to patio for grilling etc. Kitchen has wood cabinets, granite counters, stainless appliances, a pantry and stunning view to lake. The entire first floor is tiled. Half bath in hall. Livingroom has pass through to kitchen and a nice lake view. Coat closet by front door. Upstairs 3 bedrooms. The largest has en suite bathroom and sliding doors to a large patio gorgeous views. The other bedrooms share hall bath, linen closet in hall, all bedrooms carpeted. Beautiful community pool. Extra guest parking just outside your garage door. This complex is close to I-4, 17/92, 436, downtown Maitland, Sunday farmer's market, shopping and wonderful restaurants, Enzian movie theater, Lake Lily and Winter Park Village. About 40 minutes to airport.

800 Town Circle Unit 153, Maitland