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$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
$399,900
3 Beds ⋅ 3 Baths ⋅ Enclave At Maitland SubDv. ⋅ 32751 Zip Code
Prime location in the gated community of Montecino! This beautifully updated 3-bedroom, 2.5-bath townhouse offers a bright and modern layout with new laminate flooring throughout the first floor. The fully renovated kitchen features granite countertops, a stylish backsplash, and newer stainless steel appliances, all overlooking the open porch and peaceful green space—ideal for relaxing or entertaining. Upstairs, the spacious master suite boasts a cozy sitting area, private balcony, walk-in closet, and an en-suite bath with dual granite vanities and a walk-in shower. Additional updates include new carpet upstairs, a remodeled half bath (2023), and a new water heater. Washer and dryer are included. The home also offers a one-car garage and is partially furnished for added convenience. Maintenance-free living in a beautiful community with access to a sparkling pool and scenic lake views. Conveniently located just minutes from I-4, shopping, dining, and Downtown Orlando!

1267 Blessing Street, Maitland
$725,000
3 Beds ⋅ 2 Baths ⋅ Hollieanna Shores SubDv. ⋅ 32751 Zip Code
Renovated Maitland Gem with newer pool, move-In ready! Tucked away in a peaceful Maitland neighborhood, this beautifully updated one-story home offers a blend of style, comfort and convenience. With three bedrooms, two baths and 1,760 square feet of thoughtfully designed living space, this property is a hidden gem. Enjoy unbeatable curb appeal with lush landscaping, newer windows/doors, a lighted walkway to the front door, and a welcoming open front deck with a stylish, modern privacy wall. The oversized brick paver driveway adds charm and functionality. Inside, tile flooring flows seamlessly throughout the entire home, enhancing its clean, cohesive look. Plantation shutters and designer lighting add a refined touch to every room, while custom closet systems maximize storage in all bedrooms. The open-concept kitchen is a dream for everyday living and entertaining, featuring soft-close cabinets and drawers, bar seating and a cozy breakfast nook. It overlooks the spacious great room and dining area, both adorned with large picture windows that frame serene views of the backyard and pool. The primary suite offers a relaxing retreat with a walk-in closet and a beautifully updated en-suite bath with a large glass-enclosed shower. Two additional bedrooms and a spacious laundry room complete the smartly designed layout. Go outside to your private backyard oasis, fully fenced for privacy and beautifully landscaped to create a picturesque setting. A sparkling, heated/saltwater pool invites you to unwind or entertain, while the generous green space provides ample room for outdoor games, gardening, pets or future enhancements. The covered patio is ideal for alfresco dining, morning coffee or simply enjoying the Florida sunshine in your tranquil retreat. Additional features include a one-car garage with a large storage room and additional refrigerator. Just minutes from downtown Winter Park, top-rated public schools, and with easy access to major roadways, this home offers the best of comfort and convenience. Don’t miss your chance to own this move-in-ready home in one of Maitland’s desirable locations.

113 Tangelo Court, Maitland
$700,000
4 Beds ⋅ 3 Baths ⋅ Dommerich Estates SubDv. ⋅ 32751 Zip Code
Welcome to this beautifully updated Maitland home in the coveted Dommerich Estates neighborhood. This home is the best value in Maitland with an assumable 2.75 Percent interest rate available! The spacious 4 Bedroom, 3 Bathroom layout features a hard-to-find split floor plan plus an abundance of storage and space that is rare in mid-century homes. The oversized half-acre homesite provides ample room to safely store your boat and RV or even explore the possibilities of adding a guest house / accessory dwelling unit (ADU) by the sparkling pool. Step inside the front of this home to discover a light-filled living room with stunning picture windows that flood the space in natural sunlight. The bright and airy feel continues as views of the backyard oasis are visible from both the living and dining rooms. A large Florida Room along the back of the home offers additional living space, ideal as a home office or just a relaxing retreat. Updates in the kitchen include granite countertops and stainless steel appliances, making it a chef’s dream. Just off the kitchen is a spacious indoor laundry room, complete with a butler's pantry and extra storage. Fresh paint and new flooring make the bedrooms truly move-in ready! Located in the heart of Maitland, you’re just minutes away from Maitland Community Park, Maitland City Centre, and the celebrated shopping, dining, and cultural attractions of Winter Park. Utilities are reliable with underground electrical lines completed by Duke and city sewer service already in place. Through the voluntary HOA, residents have access to the Winter Park Chain of Lakes from the community park and boat ramp on Lake Minnehaha. Zoned schools include Winter Park High as well as Dommerich Elementary and Maitland Middle, both of which are minutes from the home via walking sidewalks or bike lanes. This amazing home is eligible for an assumable mortgage with a 2.75 interest rate for qualified buyers! Don’t miss the opportunity to make this extraordinary Dommerich property yours!

1641 E Horatio Avenue, Maitland
$525,000
3 Beds ⋅ 2 Baths ⋅ Oakland Shores SubDv. ⋅ 32751 Zip Code
Welcome home to this inviting three bedroom, two bathroom pool home in Maitland. The open-concept layout creates a seamless flow throughout the home, providing a welcoming ambiance. As you walk through the front door, you are greeted by a spacious family room equipped with custom built-ins. Escape to the right wing of the home to find the primary suite and two other bedrooms. The family room seamlessly opens up to a generous kitchen equipped with ample counter space, freshly painted cabinets and stainless steel appliances. Cozy up by the wood burning fireplace in the dining room while you enjoy the beautiful view of the luscious backyard. Through the sliding doors, step outside and experience the best of Florida living. The backyard is a true retreat featuring a sparkling heated pool, spacious yard and fire pit area perfect for your entertainment desires. The covered patio area provides the perfect spot for outdoor dining and lounging. Enjoy energy efficiency and low cost utility with the assumable leased Sunnova solar panels. Convenience is at your fingertips, with the property being located in close proximity to downtown Maitland, Winter Park, and Altamonte Springs. Don't miss the opportunity to make this newly updated, charming house your home!

510 W Faith Terrace, Maitland
$979,000
4 Beds ⋅ 3 Baths ⋅ Dommerich Woods SubDv. ⋅ 32751 Zip Code
Welcome to this stunning move-in ready pool home in the highly sought after Dommerich neighborhood, known for its top-rated schools and wonderful community. Nestled on an over-sized corner lot in a quiet cul-de-sac, this beautifully maintained home boasts 4 bedrooms, 2 full bathrooms, plus a convenient half bath. The lush landscaping professionally designed by a certified Landscape Designer, exudes gorgeous curb appeal and surrounds the backyard pool and heated spa, creating a private oasis. A separate screened-in porch is connected by pavers providing another quiet retreat. Step inside to find a light-filled interior with elegant finishes and plenty of room to entertain. The heart of the home is the expansive chef's kitchen with modern appliances featuring a double oven, 2 gorgeous islands with plenty of barstool seating, room for a full dining table, plus an abundance of storage and pantry space. There are 2 large separate living rooms with gorgeous wood flooring and a full bedroom on the first floor, which also makes a perfect office. Upstairs is the huge Primary bedroom and walk-in closet with its completely renovated (2023) en-suite bathroom with quartz countertops, a lovely step-in shower and another closet for additional storage. There are 2 more beautiful bedrooms with good sized closets, another full bright bathroom with double sinks, and a huge laundry room. This worry free home makes getting insurance a breeze with a brand new A/C (2024) complete new roof installation, Hardie Board siding, and an in-ground pool and spa (all in 2015), plus a full home security system with pool security alarms on all of the downstairs doors. This perfectly located home allows for walking to Maitland Community Park, riding bikes to the A-rated public schools, and driving minutes to downtown Maitland with its restaurants, shops and grocery stores. Don't miss your chance to live in this fabulous home and join this welcoming community. Schedule your private showing today!

1621 Chippewa Trail, Maitland
$387,000
2 Beds ⋅ 2 Baths ⋅ Moorings On Lake Maitland Condo Bldg 03 SubDv. ⋅ 32751 Zip Code
Sunny and bright 5th floor condo in the coveted Moorings on Lake Maitland is now available! With lake views from both the living room and breezy lanai, this condo is a wonderful opportunity for those seeking the relaxing Florida lifestyle. This 2 bedroom, 2 bath condo has an inviting master suite with an elegant, recently remodeled en suite bath featuring a walk in rain shower and custom vanity. Wood floors and a roomy walk in closet completes the suite. A secondary bedroom also has its own updated bath for plenty of privacy for your guests. A spacious and welcoming great room has a view of Lake Maitland from the tree tops. Open to the kitchen, the great room has plenty of room for both a living and dining room. One of the best features of this condo is the expansive lanai to sit and read, entertain or simply relax. Additional recent additions and updates include sunny new windows, a new stove and microwave. The association recently installed a new roof as well in 2023. The washer and dryer are conveniently tucked in the unit. This condo also includes a large storage closet in the hall across from the unit for all the extras! The Moorings is one of the favorite condo developments in the area with beautiful landscaped grounds and direct access to Lake Maitland with 150 feet of waterfront, an easy access walking path, a large dock and boat slips. A recently renovated, community pool adds to the luxury of Florida living. The Moorings is directly across from Lake Lily and a quick walk to many delicious Maitland restaurants. Stroll over to Lake Lily for the Maitland Art Festival, the Maitland library and Sundays at the Farmer’s Market. In addition, Winter Park is just 10 minutes away with golfing, shopping and dining on Park Ave. Some furniture is available for purchase as well. Cats only on upper floors. Move in ready for a quick close! This peaceful, private and serene condo is just what you are looking for! Please schedule your appointment today!

206 Quayside Circle Unit 504, Maitland
$945,000
4 Beds ⋅ 3 Baths ⋅ Dommerich Hills Second Add SubDv. ⋅ 32751 Zip Code
Welcome to this gorgeous renovated and extended 4 bedroom pool home in the prestigious Dommerich neighborhood. As you enter, you will be greeted by an open floor plan with 10 feet ceilings. The newer kitchen boasts a gas stainless steel cooktop with beautiful new quartzite countertops, new tile backsplash and a large quartz island, perfect for preparing meals and entertaining. The open area opens up to a lovely salt water pool with a new pergola and newly repainted pool deck (2/25). More than 500 sq feet were added to the home in 2017, adding 2 bedrooms and a bathroom. The large master bedroom has a walk in closet, a wonderful adjoining master bathroom with granite counters and double sinks. Newer porcelain tile floors throughout the home. Roof replaced in 2021. Completely renovated back in 2012 by Stonebridge Homes. Paved driveway and 2,5 car garage with plenty of storage. Dommerich neighborhood with highly rated schools, a new City Centre and close to all major highways. Come see this amazing home today! It won't last.

2527 Mohawk Trail, Maitland
$3,193,000
5 Beds ⋅ 5 Baths ⋅ Northshore Estates SubDv. ⋅ 32751 Zip Code
Welcome to this charming stately lakefront estate, a true gem straight from the pages of Southern Living—just minutes from Winter Park and the finest dining in Maitland, all on the serene shores of Lake Sybelia. From the moment you arrive, the large, inviting porch with it's charming swing beckons you into a home flooded with natural light and warm wood floors and a thoughtfully designed layout. The heart of this home is the expansive kitchen, seamlessly flowing into the family room and offering French doors that lead to a picturesque backyard. The downstairs primary suite provides a luxurious retreat, featuring large walk-in closets and a beautifully remodeled bathroom with a soaking tub and dual vanities. A private guest suite is conveniently located off the family room, offering its own entrance and separation from the rest of the home. Upstairs, you'll discover three generously-sized secondary bedrooms, a dedicated theater room, a private study, and a spacious bonus room complete with custom built-ins—perfect for play, work, or relaxation. Move right in as this home has not only been freshly repainted but all bathrooms have been remodeled and refreshed. Step outside to your personal private oasis, with no rear neighbors, where a newly remodeled pool with a sun shelf, stunning decking, and fire bowls set the perfect ambiance for both relaxation and entertaining. The lush side yard enhances the home's charm, while the boat dock provides the perfect spot to watch breathtaking sunsets or enjoy water sports on Lake Sybelia. This exceptional property offers the perfect blend of comfort, style, and lakeside living. Don’t miss the opportunity to make it your own!

571 N Lake Sybelia Drive, Maitland
$2,850,000
5 Beds ⋅ 4 Baths ⋅ Long Branch Sub SubDv. ⋅ 32751 Zip Code
PRICE IMPROVEMENT!! New Construction with Winter Park Chain of Lakes Access!! You'll be stunned by this gorgeous coastal style home on a private canal that leads to Lake Maitland. This magnificent residence features 5 bedrooms, a bonus room, pool with a relaxing spa and brand new covered boat dock. Your journey begins in the grand two-story foyer featuring elegant lighting choices which are sure to impress. On the left is your study or flex space which can be used as a an additional bedroom as well. As you step into the generous and open grand room to your left is the elegant wine room. The open kitchen is a chef's dream featuring GE Cafe appliances , including a 36" freestanding range as well an Advantium oven and convection wall oven. Elegant slim shaker cabinetry and a large gathering island for entertaining complete this wonderful space. Off the kitchen is a scullery and laundry area with additional dishwasher and refrigerator for preparing grand holiday spreads. The dining room features an additional bar area with beverage refrigeration and overlooks the pool and canal so you can enjoy the views as you share a meal. Summers by the pool will be filled with grilling on the porch as you enjoy the lanai and days on the famed chain of lakes to beat the heat. The primary suite is off the living area and includes a sizable custom closet with everything you could need along with a spa-like bathroom to enjoy a relaxing evening before bed. Upstairs are the additional bedrooms which are generously sized for all of your occupants needs including a large bonus room. There's also a second laundry up to for extra convenience! This wonderful home also included a 12 x 30 Boat dock and sling style lift as well as landscape lighting. Energy savings will be yours with LED Lighting, tankless hot water heaters and spray foam insulation. You also have top rated schools and access to all the shopping, dining and entertainment this wonderful neighborhood offers. This beautiful home is completed and ready to move in- so make an appointment today to view this stunning new home and make it yours.

640 Old Horatio Avenue, Maitland
$235,000
2 Beds ⋅ 2 Baths ⋅ Lake Eulalia Heights SubDv. ⋅ 32751 Zip Code
Investor or Rehab Special! Lots of potential with this mid-century gem. Great location on a dead-end street just a short distance to 17/92 and all of the action that Maitland has to offer including the Maitland Farmer's Market, Community Park, Maitland Art Center, Enzian Theater, and the Maitland Art Festival at Lake Lily. Plenty of restaurant and grocery options in close proximity as well as easy access to I-4, Winter Park, and downtown Orlando. Schedule your showing today!

6 Barnard Court, Maitland
$625,000
4 Beds ⋅ 3 Baths ⋅ Dommerich Hills 6th Add SubDv. ⋅ 32751 Zip Code
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2555 Sweetwater Trail, Maitland
$999,000
5 Beds ⋅ 3 Baths ⋅ Dommerich Estates SubDv. ⋅ 32751 Zip Code
Prepare to fall head over heels for this meticulously reimagined mid-century modern POOL home, located in the highly sought after Dommerich Estates neighborhood. This home features 5 Bedrooms, 3 Bathrooms and is situated on a spacious 1/3 acre lot! The existing 2-Car Carport can easily be converted into a 2-Car Garage for only $5K and the home can be sold almost entirely FURNISHED (please inquire for more information). Recent updates include a New Roof (2020), HVAC System (2021), Pool Resurfaced and New Pool Pump (2023), Hot Water Heater (2018), Kitchen Appliances (2018) and New Underground Power Lines (2025) and Updated PVC Plumbing! From the moment you step inside, you’re welcomed by an open-concept living space with a beautifully updated kitchen that flows directly into the living room. The kitchen features granite countertops and soft close cabinets & drawers with additional storage located on the opposite side of the island. The living room features beautiful espresso tile flooring, exposed wood ceilings, a wood-burning fireplace, and an abundance of natural light. The split floor plan is thoughtfully designed to maximize privacy and comfort with 3 bedrooms one side in addition to the primary suite. The primary suite retreat features his and hers closets and a spa-like en-suite bathroom featuring a freestanding soaking tub, a glass-enclosed shower, and a double sink vanity. On the other side, you'll find a guest bedroom with its own en-suite bathroom offering perfect escape for visitors or extended family. Don't forget to step outside to your own outdoor oasis with a deep, oversized pool, plenty of green space and the perfect set up for ultimate relaxation or unforgettable gatherings. Location? It doesn’t get better! Schools are located within a very short drive or bike ride, you are a 13 min drive to Winter Park's famous Park Ave, 18 min to Downtown Orlando Nestled just minutes from Maitland Park, scenic boardwalks, trails, and nature preserves. Plus, you’re a stone’s throw from Publix and some of the area’s best restaurants, keeping convenience and entertainment at your fingertips. This is more than just a home—it’s a lifestyle. Optional HOA with boat ramp access to Lake Minnehaha with access to the exclusive Winter Park Chain of Lakes. Zoned for top rated schools Dommerich Elementary, Maitland Middle and Winter Park High School!

1665 Cheyenne Trail, Maitland
$299,999
3 Beds ⋅ 3 Baths ⋅ Lake Faith Villas Condo SubDv. ⋅ 32751 Zip Code
One or more photo(s) has been virtually staged. Experience the best of Maitland living in this two-story condo nestled in the gated Lake Faith Villas community. Offering 1,860 square feet of comfortable living space, this home features an enormous open floor plan with updated vinyl flooring on the lower level. The living and dining areas flow seamlessly, opening to a private back patio with lush garden views—perfect for relaxing or entertaining. The updated kitchen includes appliances, an oversized pantry, and an eat-in nook with a sliding glass door that fills the space with natural light. Upstairs and with new carpet, the expansive primary bedroom boasts a walk-in closet and ensuite bathroom. A second bedroom is located on the opposite end of the upstairs living space, offering privacy and versatility. Additional highlights include two private patios, newer roof and AC (both replaced in 2022), and scenic park-like views. The condo association covers water, gate security, pool access, and lawn maintenance—offering a low-maintenance lifestyle. Conveniently located with easy access to I-4, State Road 414, and just 15 minutes from downtown Orlando, this home is close to shopping, dining, and nearby cities like Winter Park and Altamonte Springs. Schedule your exclusive showing today and discover what makes this condo the perfect place to call home!

311 W Lake Faith Drive, Maitland
$130,000
3 Beds ⋅ 2 Baths ⋅ Carrington Park A Condo SubDv. ⋅ 32751 Zip Code
Discover your dream condo in the tranquil Carrington Park neighborhood of Maitland! This charming 3-bedroom, 2-bathroom residence is beautifully maintained and perfect as your smart investment. Enjoy an open living area, a spacious Owner's Suite with an ensuite bathroom, and a generous closet. The community offers fantastic amenities, including a lovely pool, gym, and playground, providing endless opportunities for relaxation and recreation. Conveniently located near 436 and I-4, you’ll be just minutes away from shopping, dining, entertainment, hospitals, and the Altamonte Mall. Don't miss out on this incredible opportunity! Schedule your viewing today and start picturing a life of comfort and serenity in your new condo.

404 Banyon Tree Circle Unit 202, Maitland
$1,000,000
5 Beds ⋅ 4 Baths ⋅ Versailles SubDv. ⋅ 32751 Zip Code
A home of distinction in the quaint cul-de-sac neighborhood of Versailles in Maitland. Tucked away in an area anchored by Lake Minnehaha where sidewalks frame the streets and are canopied by mature trees, this home rests on almost a ½-acre lot. This two-story 3,175-square-foot residence enjoys timeless architecture with four bedrooms, 2.5 baths in the main house and one bedroom and full bath with generous living space in the casita. The guest house offers so many possibilities and adds charm and function unique to this home. The main house welcomes you in through a gracious foyer with a mosaic tile inlay and opens to living and dining spaces where windows were added to invite in natural light. Kitchen is completely renovated with custom built in-set shaker cabinets manufactured in the Tennessee foothills, marble countertops with Kohler farmhouse sink, marble subway tile backsplash, and Thermador gas range stovetop and stacking oven and microwave combo. A peninsula style counter for ease of entertaining and counter dining. Kitchen and family spaces combine with a fireplace focal point flanked by windows, a space for entertaining with doors that lead to covered porch and screened pool. Green space is abundant in the backyard and front where the home wraps the cul-de-sac corner. Artisan millwork features include crown molding, wainscotting throughout the downstairs and guesthouse, custom-built desk and credenza and custom-built cabinets in family room. The primary bedroom upstairs is spacious with French doors opening to second story deck that provides a peaceful retreat and space for alfresco dining. Primary bath includes a double sink vanity, large linen closet and oversized shower. The guest house is an incredible bonus to this special home and underwent complete renovation in 2020 which included a full bath restoration with designer tile selections, updated large soaking tub and vanity with marble countertop, and updated baseboards and wainscotting. Vaulted ceilings add spacious feel and all-weather awnings with metal roof add to the character. Other upgrades to home include new roof and skylights 2024, Hardie board siding with low maintenance and long-term life, upgraded air-conditioning units in main home and guest house, updated pool pump, storage shed, mature landscaping, recessed lighting and an incredibly large lot for the area. Versailles neighborhood is a quaint community with only 65 homes and zoned for great Orange County Schools which include Lake Sybelia, Maitland Middle and Winter Park High Schools and easy travel to nearby private schools. Access to Interstate 4 is close as well as major roadways. A quick visit out the back gate to the Maitland Community Park provides excellent entertainment options including two playgrounds, basketball, racquetball, and six tennis courts and fitness trails. Versailles neighborhood residents have access to Lake Minnehaha through a dedicated lake lot. A paved walking path that leads straight to Publix and many dining options including Pizza Bruno, Foxtail Coffee, Starbucks and more. Lifestyle abounds at this property and a home like this doesn’t come up often. Call today for a private showing.

1002 Versailles Court, Maitland
$465,000
2 Beds ⋅ 2 Baths ⋅ West Cove SubDv. ⋅ 32751 Zip Code
Luxury Corner Unit with Stunning Lake Views – Fully Remodeled Experience breathtaking lake views from this fully remodeled, 2-bedroom, 2-bathroom luxury corner unit in the heart of Maitland. With 1,248 sq. ft. of beautifully designed space, this home is flooded with natural light from multiple exposures, setting it apart from other units in the building. Property Features: - Exclusive Corner Unit: Enjoy more privacy and an abundance of natural light from extra windows. - Complete Luxury Renovation: Every detail has been upgraded with high-end materials, from designer flooring to custom cabinetry and quartz countertops. - Stunning Lake Views: Take in expansive waterfront views from your private balcony and living room. - Spacious Open Layout: Floor-to-ceiling windows create an airy, inviting atmosphere with tons of natural light. - Gourmet Kitchen: Features top-of-the-line stainless steel appliances, a stylish backsplash, and a modern waterfall island, perfect for entertaining. - Spa-Inspired Bathrooms: High-end vanities, marble finishes, and a glass-enclosed rain shower create a retreat-like feel. - Large Primary Closet: The primary bedroom features a spacious closet, providing ample storage without compromising space. - Peaceful Retreat: While the primary bedroom does not have a lake view, it offers a quiet and private atmosphere for ultimate relaxation. Thriving Community & Growing Investment Potential: - Booming Development: Maitland is experiencing rapid growth with new construction, shopping centers, and supermarkets, making it an ideal place to invest. - Increasing Property Values: As the area continues to develop, property values are steadily rising, offering a great long-term investment opportunity. - Resort-Style Amenities: Enjoy access to a pool, fitness center, clubhouse, and beautifully maintained landscaping. - Prime Location: Just minutes from Park Avenue in Winter Park, offering world-class dining, shopping, and entertainment. - Top-Rated Schools: Zoned for Dommerich Elementary (9/10) and Winter Park High (7/10). Convenient & Connected: Close to major highways, downtown Orlando, and Orlando International Airport. **Updates & Maintenance:** - Brand-New Water Heater and newer AC in the unit. - The roof of the community has just been replaced, and the entire building has been fully painted, adding to the appeal of this well-maintained property. This rare corner unit offers unmatched lakefront views, natural light, and is located in a high-growth area with rising value. Schedule your private showing today!

1100 S Orlando Avenue Unit 301, Maitland
$1,725,000
4 Beds ⋅ 3 Baths ⋅ Landings 02 SubDv. ⋅ 32751 Zip Code
This stunning modern Mediterranean designed one-level home offers a spacious and open floorplan with vaulted ceilings, situated on a quiet street yet conveniently close to all that Maitland and Winter Park have to offer. The property features a generous 0.42 acre lot (109 wide x 170 deep) and boasts a 3-way split floorplan, a spacious foyer with views straight through to the pool. The kitchen has been beautifully remodeled through Phil Kean Design Group, featuring double islands overlooking the main family room with a fireplace and wine room. Additionally, there is a game room or media room adjacent to the family room. The floor plan is thoughtfully designed with ample space between the primary suite and two secondary bedrooms, as well as a fourth bedroom on the opposite side of the home. Natural light floods the home through large windows and glass doors, showcasing Brazilian hardwood floors throughout. Other notable features include an office off the primary bedroom, an expansive 3-car garage, and plenty of parking with a circular driveway. The landscaping has recently been redone, enhancing the curb appeal of the property. Residents will enjoy being within walking distance to famous local restaurants and shopping, as well as Maitland Lake Lily Park which hosts farmers markets and festivals. Easy access to Winter Park, I-4, and Downtown Orlando make this location highly desirable. Additionally, the home is zoned for A-rated schools, making it an ideal choice for families seeking both luxury and convenience in their next home.

470 Manor Road, Maitland
$750,000
4 Beds ⋅ 3 Baths ⋅ English Estates Unit 3 SubDv. ⋅ 32751 Zip Code
A rare opportunity to own a private compound spanning nearly half an acre across an oversized double lot in one of Maitland’s most coveted locations. This is an estate of distinction—rare, refined, and without equal. Located just minutes from both Downtown Winter Park and Downtown Orlando, this is a rare opportunity. There is nothing else like this on the market.

2337 Worthington Road, Maitland
$2,150,000
5 Beds ⋅ 6 Baths ⋅ Sheridan Place SubDv. ⋅ 32751 Zip Code
This stunning contemporary lakefront residence, completed in 2019, offers almost 6,000 square feet of refined living space with magnificent elevated views of Lake Catherine. Thoughtfully designed with elegant finishes, this two-story, five-bedroom, 5.5-bath residence, plus office/media room and open flex/lounge area that showcases a bright/open floor plan enjoying expansive walls of glass windows/doors that frame the serene waterfront setting. The main level features sleek porcelain tile flooring, soaring ceilings, and sun-drenched interiors. Two separate back-to-back fireplaces connect the formal dining area and living room, while the spacious family room is bathed in natural light. The modern kitchen boasts a large island, high-end appliances, a hidden pantry and laundry room, and a built-in coffee maker. The first-floor primary suite offers lake views, a custom walk-in closet and a spa-like bath with dual sinks, a walk-in shower and a jetted soaking tub. A versatile flex space adjacent to the suite is ideal for a fitness area, office or private retreat. A floating staircase leads to the second level, where a generous bonus room/game room, two additional bedroom suites with walk-in closets and en-suite baths, and another flex room await. The expansive second-floor balcony overlooks the sleek glass-railed pool and provides uninterrupted lake views. A separate parcel across the street includes a private covered dock on the 21-acre Lake Catherine, ideal for kayaking and paddleboarding. The two-car garage, accessed through a gated rear entry, adds convenience and security. In a tranquil, private setting, yet minutes from Maitland’s cultural corridor as well as the vibrant shopping and dining of Park Avenue, this exceptional property seamlessly blends contemporary luxury with lakeside tranquility.

641 Lake Catherine Drive, Maitland
$505,000
4 Beds ⋅ 2 Baths ⋅ Roosevelt Place SubDv. ⋅ 32751 Zip Code
BOAT OR RV PARKING NO HOA! Welcome to this exceptional 4-bedroom, 2-bathroom split plan POOL home in the heart of Maitland! Nestled on a quiet cul-de-sac with an expansive lot, this move-in-ready home boasts an open floor plan flooded with natural light. The layout features a formal living and dining room with hardwood floors, crown moldings, spacious kitchen w/ new appliances that overlook the family room, pool, and lanai. Cozy up on chilly winter nights with the electric fireplace, or host unforgettable gatherings in the oversized screened-in pool and large yard. Other features include inside laundry room, spacious 2 car garage , additional gravel parking for RV or boat and fully fenced yard. No HOA This home is packed with upgrades, including a brand new HVAC system (2024), New POOL tile/ surface 2024 a fully renovated master bath (2022), new French doors, a new electrical panel, a new roof (2018), and energy-efficient double pane windows. Homeowners in this charming neighborhood also enjoy exclusive access to the private, spring-fed Lake Seminary with a private boat ramp for water activities. Conveniently located just minutes from I-4, 429, 17-92, Winter Park and Altamonte Springs Mall, Restaurants and Shopping, this home is truly all about location, location, location!

145 Roosevelt Place, Maitland
$1,150,000
4 Beds ⋅ 5 Baths ⋅ Dixie Terrace SubDv. ⋅ 32751 Zip Code
Experience unparalleled luxury in this stunning Mediterranean home, custom-built by Dave Cahill on a prime corner lot. The entrance exudes Old World charm, greeting you with a unique solid wood door and archways true to style. The MAIN home (2,820 sqft) features 3 spacious bedrooms, all with en-suite bathrooms and walk-in closets. Above the 2-car garage, accessible from a private entrance off the driveway, sits a guest/in-law apartment (1 bed/1bath with 448sqft) complete with a spacious bedroom suite, separate living space with a kitchenette, and a laundry closet. Inside the main house, the modern space is anchored by rich, timeless hardwood floors, with luxury finishes throughout including crown molding, Anderson windows and doors, elegant lighting, and custom cabinetry. The open floorplan is ideal for entertaining, with an expansive family/dining/kitchen combo accented by tall windows and high ceilings. Wooden beams and a custom brick wall add style and charm. The gourmet kitchen is well-equipped, boasting a 6-burner gas range with a pot filler and double ovens, a dry bar with a wine fridge, an expansive island with breakfast bar seating, and even a hidden pantry. Just past the kitchen sits a cozy living space with a gas fireplace for warmth, and a first-floor bedroom suite with a full bathroom that is perfect for guests. Upstairs you’ll find the oversized primary suite, where a separate sitting area with pocket doors makes a great private office or lounge. A 3rd bedroom suite, bonus living area, large laundry room with a sink and storage cabinets, and powder room complete the 2nd floor. Downstairs, French doors off the family room open to a covered brick patio for lounging and dining outdoors, with a grill, beverage fridge, and remote-powered phantom screens to keep bugs away, plus a private courtyard beyond offers open space and a small putting green for practice. Situated just 2 blocks from the upscale shops and eateries of Park Avenue, and zoned for great schools including Dommerich Elementary, discover the optimal blend of elegance, comfort, and convenience in this extraordinary home.

1700 Lyndale Boulevard, Maitland
$327,500
3 Beds ⋅ 3 Baths ⋅ Branch Tree SubDv. ⋅ 32751 Zip Code
For a complete REAL walk through of this home find the Video or Virtual Tour button somewhere on this page! Situated in the quiet cul-de-sac of the sought-after Branch Tree community, this beautifully maintained three-bedroom, two-and-a-half-bathroom half duplex offers both comfort and convenience. With a two-car garage and a thoughtfully designed layout, this home is perfect for those seeking a blend of modern features and cozy charm. As you step inside, you’re welcomed by an abundance of natural light, soaring ceilings, and elegant wood-look tile flooring that enhances the open and airy feel. The spacious kitchen boasts rich cherry wood cabinets with crown molding, gleaming granite countertops, stainless steel appliances, and a cozy eat-in nook. A convenient pass-through window connects the kitchen to the dining room, making entertaining effortless. The expansive living room features ample space for relaxation or gatherings with a stylish half bath right off the living area. The primary suite, located on the first floor for added convenience, includes a ceiling fan, private sliding door access to the patio, and an en-suite bath with dual vanities and a glass-enclosed walk-in tile shower. Upstairs, you’ll find two additional bedrooms, each with ceiling fans and built-in closets, sharing a well-appointed second full bath with a tile shower and tub. Step outside to enjoy the large enclosed back porch overlooking the private, fenced-in backyard, a perfect retreat for morning coffee or evening relaxation. Additional updates include a 2015 roof and a 2017 A/C and water heater. Situated in a prime Maitland location, this home is just minutes from shopping, dining, and major highways, offering easy access to everything Central Florida has to offer. Don’t miss the opportunity to make this stunning home yours!

435 Poplar Court, Maitland
$412,500
2 Beds ⋅ 2 Baths ⋅ Moorings On Lake Maitland Condo Bldg 03 SubDv. ⋅ 32751 Zip Code
Welcome to The Moorings. This 4th-floor condo in the rarely available Moorings community is located directly across from Lake Lily. This spacious 2-bedroom, 2-bathroom unit offers breathtaking views of Lake Maitland from the living room and screened-in balcony. Step inside to discover a bright and airy living area with updated flooring, perfect for entertaining or relaxing. The kitchen and bathrooms retain their original 1980's charm, offering a unique opportunity for customization. The primary suite features a walk-in closet and an en-suite bathroom with a tub and separate shower. Enjoy the convenience of an in-unit laundry room with a washer and dryer. The building is equipped with an elevator and stairs for easy access. The Moorings offers fantastic amenities, including a sparkling community pool, boat docks, a pier with a sitting area. fitness center, and clubhouse. Conveniently located near shopping, dining, and entertainment options, this condo is perfect for those seeking a vibrant lifestyle with easy access to all that Maitland and Winter Park has to offer. This condo is available immediately.

206 Quayside Circle Unit 404, Maitland
$407,000
3 Beds ⋅ 2 Baths ⋅ Sun Bay Club SubDv. ⋅ 32751 Zip Code
LAKEFRONT 3-BED / 2-BATH / 2-CAR GARAGE Condo in GATED COMMUNITY of SUNBAY CLUB! This condominium is by far the finest in the entire Sun Bay Community and feels/functions more like a townhouse: SINGLE-STORY / END-UNIT FLOORPLAN with volume ceilings and only one attached neighbor! The home’s layout offers PRISTINE VIEWS of LAKE DESTINY, a private 29-acre lake, from the living areas, owner’s suite and screen/covered porch. HOME HAS BEEN FULLY-RENOVATED with the finest choices possible.<br><br> THE KITCHEN: Re-envisioned as a smart open-plan remodel with a large center island, built-in pantry, recessed refrigerator & microwave and a coffee-bar / butler’s station with cushioned seating/bench storage. TIMELESS & BEAUTIFUL LEVEL-II GRANITE exceeds your highest expectation. Upgraded cabinetry, shiplap detailing, crown molding, stainless steel apron sink, modern hardware and matching slate-finish LG appliance package.<br><br> ENTIRE DWELLING: Neutral & modern laminate flooring reaches every corner of the home (no "transition strips” between rooms!). Every window includes remote-operated SOMFY SMART SHADE window coverings throughout the entire home, controlled with the touch of a button! Stone accent walls in the living & dining areas create a perfectly intimate mood, day or night. Vaulted ceilings with 7 skylights fill the home with beautiful daylight (NEW-2024). Corner set fireplace with stone and shiplap detailing. Large owner’s suite connects to screened & covered patio all with peaceful LAKE VIEWS. Extensive renovations continue in the owner’s bath, guest bath, dedicated laundry area, and brick paved entry walk. HIGH-END UPGRADES INCLUDE: lighting, ceiling fans, door hardware, 5¼” baseboards, outlets & rocker panel switches all which make this modern & immaculate home your MOVE-IN READY choice.<br><br> SUNBAY CLUB: This small enclave of 68 condominiums offers a uniquely private living experience. Behind the iconic blue gates, you will find a beautiful community enhanced with fountains, open grassy areas, a tennis court, lakefront swimming pool and a boat launch perfect for your paddleboard. Sunbay Club replaced all tile roofs, gutters/downspouts, skylights in 2024. Monthly condo fee includes CABLE & HIGH-SPEED INTERNET (Spectrum). Fee also covers: Exterior Maintenance (building/roof), Common-Area/Gate, Landscaping/Irrigation, Lighting/Ponds Maintenance, Pool/Clubhouse Upkeep. Combined, these community services reduce your ownership costs tremendously!!<br><br> LOCATION: Access within minutes Worldclass “RDV Sportsplex” (Genesis HealthClub), Interstate-4 (Express), Publix, shopping & dining options. Downtown Maitland, Winter Park and Orlando are only a minutes away. Come see why this is the address you will want to call YOUR NEXT HOME!

1000 Winderley Place Unit 152, Maitland
$420,000
4 Beds ⋅ 2 Baths ⋅ Winfield Unit 02 SubDv. ⋅ 32751 Zip Code
Completely remodeled - Super clean and move in ready, just for you! 4 Bedroom / 2 Bath split plan home with new carpet and wood throughout. New granite countertops in the kitchen and in both bathrooms, with all new sinks, faucets and fixtures. All stainless appliances in the kitchen. Newly landscaped in front and back yard with sprinkler system.

2121 Falkner Road, Maitland
$440,000
3 Beds ⋅ 2 Baths ⋅ English Estates Unit 3 SubDv. ⋅ 32751 Zip Code
Nestled in a serene neighborhood, this charming single-family home offers the perfect blend of comfort and functionality. With three spacious bedrooms, it caters to both relaxation and privacy for the entire family. The heart of the home is its open-concept kitchen, which seamlessly overlooks the inviting dining room/family room, making it an ideal space for entertaining and daily interactions. Living room features an abundance of built-ins for books, collectibles and more. Connecting the indoors with the beauty of the outdoors, a screened patio provides a tranquil retreat for enjoying a morning coffee or evening breeze without the intrusion of bugs. Additionally, the rear deck extends the living space, offering a perfect spot for summer barbecues or simply soaking up the sun. The backyard offers peach, plum and loquat trees, pineapples and raised beds for gardening. The fire pit is a great place to entertain on those chilly Florida nights. Fresh exterior paint and landscaping give this home an abundance of curb appeal. This home is a harmonious blend of warmth, convenience, and outdoor allure. Other updates include a newer roof, new exterior paint and new landscaping. Don't delay, schedule your showing today!

2460 Worthington Rd, Maitland
$305,000
3 Beds ⋅ 2 Baths ⋅ Sun Bay Club Condo SubDv. ⋅ 32751 Zip Code
NEWLY ‘ACTIVE’. . . . RENEWED AND REFRESHED . . . AND BACK ON THE MARKET WITH EXCITING NEW UPDATES! NEWLY PAINTED INTERIOR, NEWLY UPDATED MASTER BATH, AND FRESH FRONT AND REAR EXTERIOR UPDATING! </br> </br> If you thought all condos were pretty much the same boring 4 walls, THINK AGAIN! This secluded little jewel is UNIQUE and CONTEMPORARY with TONS OF CHARACTER, and VERY AFFORDABLE! Grab your morning coffee and walk the few steps from your kitchen/patio down TO THE LAKE and soak up a few peaceful moments before starting the rush of your day! </br> </br> This amazing 3 BEDROOM, 2 BATH, OPEN FLOOR PLAN offers 2 MASTER SUITES, plus a 3rd bedroom that could easily be used as an office, den, or playroom. A wood-burning FIREPLACE is at the center of the main living area. The LARGE KITCHEN has plenty of room for an eat-in table. EVERY BEDROOM HAS A SLIDING GLASS DOOR to the outside patio, with beautiful OVER-SIZED WINDOWS, letting in tons of NATURAL LIGHT. The owner has invested over $30K in LED lighting & many other upgrades to make this home extra bright, airy and open. </br> </br> Located in a very peaceful, restful, tropical-like setting, with fountains and plenty of trees and tropical landscaping, the GATED, secure SUN BAY CLUB is a quiet, well-established, LAKE FRONT community, with a huge lakeside pool, tennis court, and a relaxing lakeside seating area around the fire pit. This unit is situated toward the back side of the community, away from the main entrance gate, and within a stone’s throw of the POOL and partial lake view of beautiful LAKE DESTINY. There's AMPLE PARKING for you and your guests! </br> </br> CONDO FEE INCLUDES: CABLE & HIGH-SPEED SPECTRUM INTERNET, building and exterior grounds maintenance, pool and amenities, common areas maintenance, reserves funding, master insurance policy coverage and more. </br> </br> BRAND NEW TILE ROOFS were installed 2024. SELLER WILL PAY THE REMAINING SPECIAL ASSESSMENT IN FULL AT CLOSING with accepted offer! </br> </br> CENTRALLY LOCATED in the Maitland Center, just across from the RDV Sports Complex (now Genesis Health), minutes from I-4, shopping, dining, the entertainment parks, and the beaches. </br> </br> So much to offer you in this community and this beautiful one-of-a-kind condo unit. Call today to view it, then come back soon and call it HOME! </br> </br>

1000 Winderley Place Unit 143, Maitland
$240,000
2 Beds ⋅ 2 Baths ⋅ Sun Bay Club Condo SubDv. ⋅ 32751 Zip Code
Welcome to Sun Bay Club, a hidden gem in the heart of Maitland. This spacious, Bright and Airy 2/2 is move in ready as is, or add your personal touches. Through the Double-Door entry you will find the foyer with a handy Storage Closet. The Foyer overlooks the sunken Living Room with a Wood Burning Fireplace flanked by a niche and Wet Bar, and Sliders to the 21' x 6' Enclosed All Season Patio overlooking the serene Pond outside with a soothing Fountain. The spacious Dining Area is Nestled in the corner. To the right of the Foyer is the Kitchen that offers lots of Counter and Storage Space and opens to the Dining Area. Down the hall you will find the Spacious Primary Bedroom that has Sliders to the Enclosed Patio, an En-Suite Bathroom with Dual Sinks, Art Deco inspired Curved Shower with Glass Block and a Large Walk-in Closet. Head down the hall and find the Laundry Closet (Washer/Dryer INCLUDED) and the Guest Bath with Tub/Shower combo with access to Bedroom 2, another spacious room with lots of closet space and Sliders overlooking the Private Entry. A/C Compressor and Water Heater replaced 2024. Sun Bay is Maitland’s best kept secret on the shores of Lake Destiny. Amenities include, CABLE TV and INTERNET INCLUDED in the fees, a Lakefront Pool & Spa, Community Boat Ramp, Tennis Courts, Car Wash Spot and Dog Park. BRAND NEW TILE ROOFS and GUTTERS were just installed. This community offers a luxurious feel with its many ponds and fountains. Located near Maitland Office Park with easy access to I-4, 414 Maitland Exchange, RDV Sportsplex, Hospitals, Shopping and so much more! Reach out today to set up a showing.

1000 Winderley Place Unit 122, Maitland
$1,700,000
9 Beds ⋅ 7 Baths ⋅ Stonehill SubDv. ⋅ 32751 Zip Code
One or more photo(s) has been virtually staged. Short Sale. This home needs love ...Located on the private 57-acre ski lake, Lake Seminary, this 8-bedroom, 7-bathroom home offers breathtaking views and quick access to Winter Park, I-4, and Maitland Town Center. Featuring two master suites and a flexible use suite with a separate entrance, the home boasts a grand entry with double staircases and soaring 24-foot ceilings. The chef’s kitchen is designed for entertaining, complete with granite counters, three dishwashers, double ovens, a warming drawer, and a hidden butler’s pantry. The living room showcases coffered ceilings, a gas fireplace, and sliding glass doors that open to the screened outdoor space. Built with foam-insulated concrete tilt-wall construction, this home includes Smart House technology, a Cat-5E LAN system, audio-visual wiring, a four-zoned TRANE HVAC system. Additional highlights include a theater room with a wet bar, designed as a hurricane-safe room, and multiple laundry rooms for convenience. Outside, the covered pool area features a 30x39 ft pool and heated spa all overlooking the lake.

125 Stone Hill Drive, Maitland