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$969,000
4 Beds ⋅ 3 Baths ⋅ Druid Isle SubDv. ⋅ 32751 Zip Code
Welcome to your private lakefront retreat on one of Maitland's most coveted streets—Druid Isle. Tucked away on a quiet peninsula surrounded by water on every side, this exclusive one-way-in, one-way-out street offers an unmatched sense of privacy and tranquility. Situated at the end of the cul-de-sac, this beautifully updated 4-bedroom, 3-bathroom pool home combines modern finishes with an incredible waterfront lifestyle. Inside, you'll find a bright, open floor plan featuring brand-new luxury vinyl flooring throughout, fresh interior paint, and thoughtfully updated spaces designed for both everyday living and entertaining. Every detail has been carefully refreshed, making this home completely move-in ready. Step outside to your own private oasis where a sparkling pool overlooks the water, creating the perfect setting for relaxing or hosting family and friends. The exterior has been transformed with all-new professional landscaping, a brand-new paver driveway, and a newly paved walkway leading to a dedicated fire pit area—an ideal place to gather and enjoy breathtaking sunsets over the lake. Whether you're looking for peaceful waterfront living, exceptional privacy, or a home that's been completely updated from top to bottom, this Druid Isle gem offers a rare opportunity to own one of Maitland's most desirable lakefront properties. Experience the beauty, serenity, and lifestyle that only Druid Isle can provide. ROOF - 2017 HOT WATER HEATER - 2026 AC - 2012 PLUMBING - Updated 2018 ELECTRICAL - Updated 2018

1301 Druid Isle Road, Maitland
$990,000
4 Beds ⋅ 4 Baths ⋅ Sybelia Place SubDv. ⋅ 32751 Zip Code
Beautiful two-story home nestled on a quiet cul-de-sac in desirable Maitland, FL right off of Lake Sybelia. Featuring a private pool, spacious layout, luxury kitchen, high ceilings and an ideal location. Sub-Zero Pro refrigerator, Wolf duel-fuel range, quartzite counter tops, custom cabinetry, gas tankless water heater. Walking distance from Lake Sybelia, Maitland farmer's market, library and restaurants. This 4 bedroom, 3 1/2 bathroom home offers the perfect blend of comfort and privacy in this perfect neighborhood!

313 Macarthur Place, Maitland
$925,000
4 Beds ⋅ 4 Baths ⋅ Serendipity Park SubDv. ⋅ 32751 Zip Code
Ideally located in the heart of Maitland & built by Clarkson Concepts in 2017, this custom contemporary home offers 2,672 SF of thoughtfully designed living space w/ four bedrooms, three full bathrooms & one half bath. A covered paver front porch welcomes you inside, where high ceilings, recessed LED lighting, wood-like tile flooring, custom ceiling accents & oversized windows create a light-filled, contemporary interior. The living, dining, and kitchen areas flow seamlessly together and extend to an expansive wall of sliding glass doors that opens to the newly screened lanai with a tongue-and-groove ceiling, creating an effortless indoor-outdoor lifestyle. Designed to be the heart of the home, the kitchen showcases a dramatic 12’ island w/ seating for four or more, extensive shaker-style cabinetry including soft-close doors & drawers, granite countertops, stainless steel appliances, a slide-in gas range w/ vent hood, an under-counter drawer microwave, under-mount sink accompanied by a commercial-style pull-down faucet & a separate wet bar. Privately located on the first floor & thoughtfully separated from the alternate bedrooms, the spacious primary suite offers a tray ceiling, a modern ceiling fan w/ an integrated light kit, dual walk-in closets & a spa-inspired bath w/ white shaker cabinetry, granite countertops, a freestanding soaking tub, a frameless glass-enclosed shower w/ dual shower heads & an expansive vanity w/ dual faucets. Also on the main level & conveniently located for guest use, is a stylish powder bath appointed w/ a gray shaker vanity, quartz countertop, designer accent wall, contemporary mirror & lighting. Completing the first floor is a functional laundry/mudroom w/ shelving for storage above the washer/dryer, an optional gas hookup & direct access to the attached 2-car garage w/ an epoxy floor finish & open nook for storage. Upstairs, a versatile loft provides flexible space for a media room, home office, fitness area, or playroom. Three additional bedrooms are located on the second level. One enjoys the privacy of an en-suite bath with a tub/shower combination, white shaker vanity, granite countertop & contemporary lighting, while the remaining two bedrooms share a hall bath finished in a similar style, equipped with a walk-in shower. Additional home highlights include two-zone HVAC systems, an on-demand gas water heater, motorized shades throughout the main living areas, modern ceiling fans with integrated light kits, a security system, pre-wiring for surround sound, MI energy-efficient windows, contemporary five-panel interior doors, concrete block construction on the first floor, dimensional shingle roofing accented by a standing-seam metal roof over the front entry, a paver driveway and walkways & a private irrigation well to help reduce irrigation costs. The fully fenced backyard offers expansive green space w/ ample room for a future pool. Located in Serendipity Park, the home is within walking distance of the citywide bike trail, pedestrian boardwalk, SunRail, Publix, the library, post office, parks, restaurants & the new Maitland City Centre. Zoned for Lake Sybelia Elementary, Maitland Middle & Edgewater High School, the location also provides convenient access to Winter Park, Orlando, I-4 & more. With no HOA, quality construction, efficient systems & an exceptional walkable location, this home offers a rare opportunity to enjoy contemporary living in one of Maitland’s most desirable neighborhoods.

632 Gamewell Avenue, Maitland
$299,000
3 Beds ⋅ 3 Baths ⋅ Park Lake Twnhs SubDv. ⋅ 32751 Zip Code
Virtually Staged. Welcome to this beautifully updated two-story townhouse in the heart of Maitland, offering a well arranged floor plan, stylish finishes, and exceptional functionality. Featuring three bedrooms and two and a half bathrooms, the thoughtfully designed layout separates the living room from the kitchen and dining area, creating distinct yet connected spaces that feel open, organized, and highly functional. Walk into the fully renovated kitchen, showcasing elegant Calacatta quartz countertops, updated cabinetry, stainless steel appliances, and modern finishes that make it the centerpiece of the home. Waterproof luxury vinyl plank (LVP) flooring extends throughout the entire residence, complemented by updated lighting and fixtures that give the home a fresh, contemporary feel. Upstairs, the spacious primary suite offers a generous walk-in closet and private access to a screened balcony—the perfect place to enjoy your morning coffee or unwind in the evening. Step outside to your private courtyard, an inviting outdoor retreat perfect for relaxing or entertaining. Residents also enjoy access to a sparkling community pool, perfect for cooling off during Florida's warm summer months. Ideally situated with quick access to I-4 and Orange Avenue, this home places you just minutes from Downtown Orlando, top-rated hospitals, shopping, dining, and entertainment. Nearby attractions such as the Orlando Science Center and Orlando Museum of Art provide endless opportunities for culture and recreation, while schools and everyday conveniences are all within easy reach. With tasteful updates throughout, modern finishes, and an unbeatable Maitland location, this move-in-ready townhouse offers the perfect combination of style, comfort, and convenience. Schedule your private showing today!

812 Park Lake Circle Unit 7, Maitland
$259,000
3 Beds ⋅ 3 Baths ⋅ Park Lake Grove Condo SubDv. ⋅ 32751 Zip Code
Welcome home to this spacious 3-bedroom, 2.5-bath condo in the desirable Park Lake Grove community. Enjoy peaceful lake views from your living room, and the convenience of an attached 1-car garage. The thoughtfully designed floor plan offers generous living space, 2 primary bedrooms with en suites upstairs, natural light, and plenty of storage. Community amenities include a pool and lake access. Conveniently located near shopping, dining, major highways, and downtown Orlando.

603 Waverly Lane Unit 405B, Maitland
$225,499
2 Beds ⋅ 2 Baths ⋅ Park Lake Twnhs SubDv. ⋅ 32751 Zip Code
Why pay Winter Park prices when you can live minutes away? Welcome home to this beautifully updated 2-bedroom, 1.5-bath townhouse in the heart of Maitland, where location, lifestyle, and value come together. From the moment you walk in, you'll appreciate the many upgrades already completed, including a gorgeous kitchen with quartz countertops and stainless steel appliances, luxury vinyl plank flooring throughout, new energy-efficient windows and sliding glass doors, updated lighting, an updated half bath, and a new A/C (2022). The home features a spacious, fenced private courtyard. You have a partial garage/carport area, or you can utilize the entire space for outdoor living. Picture a patio furniture set, an outdoor TV, a grilling station, and a safe place for the kids to play or the pets to run around. Upstairs, you will find two HUGE bedrooms joined by a Jack-and-Jill bathroom. You cannot find bedrooms this big in newer homes. Each bedroom easily fits a king-sized bed and all furnishings needed. Both bedrooms have dual closets, and then there is an additional closet on the upstairs landing, so storage space will not be an issue. Outside, you'll discover one of the community's hidden gems—an expansive open green space and Park Lake just steps from your front door. Whether you're walking the dog, enjoying time with the kids, or spending a quiet evening outdoors, you'll love the sense of space and tranquility. And then there's the location, because your lifestyle should be just as important as the features of your home. Imagine grabbing coffee in Winter Park, spending Saturday mornings at Lake Lily, or meeting friends on Park Avenue, all without paying Winter Park prices. With easy access to I-4 and several major healthcare campuses nearby, this home is ideally situated for professionals, commuters, and anyone looking for a low-maintenance lifestyle close to everything. Most of the heavy lifting has already been done. All that's left is for you to move in and make it yours. This one won't last long, so schedule your showing today!

820 Park Lake Circle Unit 11, Maitland
$259,000
3 Beds ⋅ 3 Baths ⋅ Park Lake Twnhs SubDv. ⋅ 32751 Zip Code
Gorgeous 3-bedroom, 3-bath, two-story townhome available now! This move-in-ready home features an updated kitchen with all appliances included, a convenient mudroom with washer and dryer hookups, fresh interior paint, and luxury vinyl plank (LVP) flooring throughout. Each spacious bedroom offers its own private bathroom and walk-in closet, providing comfort and privacy for everyone. It offers a 1-car garage and private courtyard, with plenty of guest parking. Enjoy maintenance-free living with the HOA handling exterior maintenance and lawn care. Conveniently located near I-4, shopping, dining, and everyday amenities, this property is ideal as a primary residence, investment property, or family home. Schedule your private showing today!

916 Park Lake Circle Unit 34, Maitland
$599,000
4 Beds ⋅ 4 Baths ⋅ Enclave/Maitland A-F SubDv. ⋅ 32751 Zip Code
Welcome home to a rare find, one of the largest floor plans in the community, sitting right on Lake Charity. This Mediterranean style townhome greets you with sweeping water views, mature landscaping, and a peaceful stillness that is hard to find this close to everything. Inside, wood floors and tile carry you through the first level. Plantation shutters run throughout the home and you'll find real wood cabinetry, a detail that speaks to the quality of this build. A large family room and dining room combo with a half bath offers plenty of space to entertain. The kitchen features newer appliances and granite countertops, opening into a bright and functional living space. The primary suite is located on the first floor and is oversized, with double vanities, a jacuzzi tub plus separate shower, and a walk in closet. Head upstairs to a spacious landing area that connects three additional bedrooms, featuring walk in closets with closet systems, along with two full bathrooms. Step outside to the true showstopper. Townhomes rarely feel private, but this courtyard is your own Mediterranean oasis. Grow plants, entertain, or simply enjoy the quiet. Another great feature of this home is the all new energy efficient windows and new AC unit, keeping utilities low without sacrificing comfort. Walk through the covered entry to your oversized two car garage, a rare find, offering plenty of room for both vehicles plus storage. As a resident, you'll enjoy a resort style community pool overlooking Lake Charity, all within a gated neighborhood. Minutes from Maitland Boulevard and I4, you're close to Downtown Orlando, Maitland, and Park Avenue. If you're looking to be in the heart of Maitland with the space, privacy and lake views to match, this is the home for you.

1132 Charming Street, Maitland
$1,150,000
5 Beds ⋅ 4 Baths ⋅ Maitland Club Rep SubDv. ⋅ 32751 Zip Code
Welcome to the Premier community of Maitland Club. The paver walkway and covered front patio lead you into the spacious foyer, featuring the elegant formal living and dining rooms with hardwood floors, crown molding and plantation shutters. The Kitchen features Granite countertops, 42” cabinets and lots of natural light. The warm and inviting family room area offers a woodburning fireplace with built-in shelving and an open floor plan. The 1st Floor Master has a Large Walk-in closet and master bathroom. Separate shower and Granite countertops. Upstairs boasts a Bonus Room, ample built-in storage, and a 5th Bedroom with a large Walk-in closet. Vaulted Ceilings throughout. The Screened Pool, Covered Lanai, and Large Fenced yard are great for entertaining. The community offers tennis and basketball courts and a 24-hour guard gated community. New roof in 2024 ($80,000 value). The carpet in the home was replaced in 2020.New A/C replacement in 2024.Termite bond which is transferable. TV's convey with the home in the living room. Pool has been resurfaced. The master bath and kitchen have been updated. Move-In Ready. This home is located within minutes of downtown Winter Park, Maitland Town Center, shopping, restaurants, hospitals, Genesis Health Club and easy access to I-4.

900 Brightwater Circle, Maitland
$429,900
3 Beds ⋅ 2 Baths ⋅ Villas Lake Destiny SubDv. ⋅ 32751 Zip Code
This beautifully positioned residence offers an open and inviting layout designed for easy living and entertaining. Enjoy peaceful water views of Lake Destiny with no rear neighbors, creating a private backdrop and a rare sense of space and tranquility. Whether relaxing indoors or stepping outside, the serene setting delivers a true sense of comfort and escape. The home also features a spacious 2-car garage, providing convenience and additional storage. Thoughtfully updated and move-in ready, this home offers valuable recent improvements including a new A/C unit (2022), water heater (2022), tile roof replacement (2022), updated paint and modern light fixtures (2023), and both bathrooms beautifully renovated in 2021. The kitchen is complemented by newer appliances, adding both style and functionality. Step outside and enjoy even more value with the outdoor deck currently being replaced, creating an enhanced outdoor living space to take in the beautiful lake setting. Residents enjoy access to exceptional community amenities including a pool, tennis courts, and access to Lake Destiny, all within a dog-friendly community designed to support an active and enjoyable lifestyle. Ideally located with quick access to major highways, dining, shopping, business centers, and everything Maitland and the greater Orlando area have to offer, this property delivers the perfect blend of lifestyle and accessibility. Whether enjoying your morning coffee overlooking Lake Destiny or coming home after a busy day, this residence offers the privacy, views, updates, and location today’s buyers are searching for.

1010 Winderley Place Unit 149, Maitland
$1,499,000
5 Beds ⋅ 4 Baths ⋅ Replat Blk B Poors Add SubDv. ⋅ 32751 Zip Code
A premier street offering an accessible lifestyle to Maitland’s vibrant downtown corridor, known for its community events, restaurants, Lake Lily Park, the beloved independent Enzian Theater and within view of Lake Sybelia. This custom home was completely rebuilt in 2007, adding significant square footage and incorporating a timeless transitional design. Five bedrooms, four baths, stretching across 4,814 square feet with bonus space, there are many ways to make it your own. Inspired by classic Charleston architecture with Florida influences, the exterior features French doors across the front and rear elevations, lantern-style lighting and a metal roof that enhance the home's charm while filling the interiors with natural light. Shutters and upper-level balconies at both sides of home complete the design. Enter inside to a sweeping staircase with elegant iron details, with neutral travertine flooring that flows throughout the main level and finished with volume ceilings. The kitchen, living and dining spaces blend seamlessly together, complemented by an additional sitting room with privacy doors that provide flexible living options. The kitchen features 42-inch custom cabinetry with glass-paneled doors, granite countertops, a farmhouse sink and high-end stainless-steel appliances. Generous laundry and pantry storage are bonus. The dining area showcases rich hardwood flooring, plantation shutters, built-in surround-sound speakers and direct access to outdoor living spaces. The first floor includes two bedrooms with a shared bath, along with an additional hallway guest bath. Upstairs, beautiful wood floors anchor the rooms, and the spacious primary retreat opens to a private balcony spanning across the back of home and with pool views. An expansive walk-in closet provides exceptional organization, while the primary bath features dual vanities, a rain shower with bench seating and a classic clawfoot tub. Additional upstairs laundry stack for convenience. Secondary bedrooms are spacious and full of light, and great closet storage and additional loft are a bonus. Outdoor living centers around a covered porch overlooking the pool, complete with travertine decking and dramatic fountain features. An additional pool house enhances the backyard and offers endless possibilities for guests, entertaining or a private workspace. Outdoor speaker system adds to the ambience. Additional improvements and features include a newer metal roof (2020), two HVACs (2021), water heater (tankless Rinnai installed by Maitland/Winter Park plumbing), plantation shutters throughout, a freshly painted interior, an extensive interior and exterior lighting package, and thoughtfully designed low-maintenance landscaping featuring front-yard turf, mature plantings and clean rock-bed borders. Exterior ceramic paint has a lifetime warranty. Main floor and primary suite have ceiling-installed concert speakers and outdoor speakers. Lower-floor speakers have individual room controls and are served by a pantry stereo system. This exceptional home offers a desirable location with convenient access to major roadways. Zoned for sought-after schools including Lake Sybelia Elementary, Maitland Middle School and Edgewater High School, a designated magnet school, Park Maitland elementary school, and JCC community center and school. A rare opportunity, this home is a standout in one of Maitland’s special neighborhoods.

255 W George Avenue, Maitland
$439,000
3 Beds ⋅ 3 Baths ⋅ Brittany Gardens SubDv. ⋅ 32751 Zip Code
Location, Location, Location. Welcome to your new home in Maitland! This conviently located gated community home is a charming dwelling place featuring a cozy fireplace to uplift the ambiance of your living space. The home benefits from a tasteful neutral color paint scheme throughout, providing a welcoming canvas for your interior design aspirations. The kitchen is a cook's paradise, complete with a natural gas range, a stunning accent backsplash that truly makes the room pop and new applicances. Enjoy the luxury of a generous walk-in closet in the primary bedroom, perfect for all your storage needs. The primary bathroom offers the convenience of double sinks, making morning routines smooth and efficient. The shower in the primary bathroom add an opulent touch to your personal spa-like retreat. Relax or entertain with ease with a patio for outdoor gatherings. The fenced-in backyard promises privacy for all your outdoor activities. The home benefits from a newer roof, new AC, new hot water tank, ensuring peace of mind for years to come. The appeal of the property is enhanced by fresh interior paint and fresh exterior paint to the entire home. The comfort features continue with new flooring throughout, ensuring all areas of the home are updated. Take advantage of this home's remarkable attributes and turn this dwelling place into your personal sanctuary. Some pictures virtually staged.

499 Julian Lane, Maitland
$850,000
5 Beds ⋅ 4 Baths ⋅ Dommerich Woods SubDv. ⋅ 32751 Zip Code
Virtually Staged. Located in one of Maitland’s established and tree-lined communities, this distinctive Mid-Century Inspired Chalet residence offers exceptional space, dramatic design elements, and endless potential for modern transformation. Positioned within sought-after school district the home benefits from access to some of the area’s most well-regarded schools. The home’s impressive pavered approach sets the stage for its chalet-inspired architecture, where soaring A-frame rooflines, dramatic window walls, and natural stone detailing create an unforgettable presence beneath a canopy of mature trees — where “Colorado ski chalet meets Old Florida.” With 5 bedrooms and 3.5 bathrooms, the home is filled with high ceilings, expansive windows, and retro-inspired details that create character throughout. A striking open staircase with vintage styling showcases craftsmanship and design elements rarely found in today’s construction, while a massive paver courtyard welcomes guests and enhances the home’s unique indoor-outdoor lifestyle. Inside, the formal dining and sunken living room feature coffered ceilings and a dramatic circular brick fireplace centerpiece, while walls of windows flood the interiors with natural light. The spacious kitchen includes a cooking island, double wall ovens, closet pantry, breakfast nook, and an abundance of windows overlooking the private backyard area. Adding exceptional flexibility, the home also features a private in-law suite with its own separate entrance. The space includes a sleeping area, small seating/living space, private bathroom, kitchenette area with refrigerator and countertop workspace, and an eat-in area — ideal for multigenerational living, long-term guests, a private home office setup, or potential income-producing opportunities. The upstairs bedrooms open onto a rear balcony, creating a true retreat feel among the mature trees and landscaped surroundings. The primary bath features angular ceilings, oversized triangular windows, and a custom mosaic tile tub and double vanity that reflect the home’s original retro contemporary character. Outdoors, enjoy a sparkling swimming pool surrounded by shade trees, an expansive paver deck, and a fully fenced yard ideal for entertaining, gardening, or creating a private oasis. Recent updates include new roof 2024, along with a transferrable shingle warranty, both A/C HVAC units replaced 2019 and 2023, hot water heater was replaced in 2019, 2023 electrical work done, 2022 high end Samsung dishwasher installed, transferrable premium home appliance warranty expiring Feb 3 2027, gas-powered portable generator and underground utilities. This home presents an exciting opportunity for buyers seeking architectural character and the chance to personalize a spacious residence with cosmetic updates including flooring, wall finishes, and modern design enhancements. Conveniently located near top-rated dining, shopping, parks, and major commuter routes, Maitland remains one of Central Florida’s most desirable established communities, known for its timeless charm, mature landscapes, and exceptional location.

751 Sequoia Trail, Maitland
$1,199,000
4 Beds ⋅ 4 Baths ⋅ Lake Sybelia Cove Ph 01 SubDv. ⋅ 32751 Zip Code
Now offered below recent appraised value, this exceptional residence combines luxury, location, and outstanding value in one of Maitland's most sought-after enclaves. Pride of ownership shines throughout this beautifully maintained original-owner home tucked away on a quiet cul-de-sac in the gated community of Sybelia Cove. Offering 4 bedrooms, 4 bathrooms, a side-entry 3-car garage, and 3,902 square feet, this spacious residence blends timeless design with thoughtful updates in one of Maitland’s most desirable locations. Inside, soaring ceilings and expansive windows fill the home with natural light, while the family room fireplace and wood flooring throughout the main entertaining spaces adds warmth and character. The functional floor plan features a private downstairs primary suite along with a dedicated office, creating flexibility for both everyday living and working from home. Upstairs, a spacious loft is accompanied by three additional bedrooms and bathrooms. Fresh carpeting in select areas enhances comfort throughout the home. The kitchen has been updated with refreshed cabinetry, countertops, and GE Café stainless steel appliances, flowing seamlessly into the main living spaces designed for entertaining and gathering. Step outside to a screened-in pool and outdoor living area designed for year-round enjoyment while taking advantage of breezes from nearby Lake Sybelia located just behind the home. A brand-new roof (2024) provides additional peace of mind. Located just moments from downtown Maitland’s shops, dining, and parks, this home offers the privacy of gated living with exceptional walkability and convenience. Call today for your private showing.

873 Cranes Court, Maitland
$239,900
3 Beds ⋅ 2 Baths ⋅ Carrington Park A Condo SubDv. ⋅ 32751 Zip Code
Beautifully well-maintained 3 bedroom, 2 bathroom condo located in the desirable Maitland area. This second floor unit features an updated kitchen, laminate flooring throughout, and an ope-concept layout that offers abundant natural light, including a bright and inviting porch space. The spacious primary-suite includes two walk-in closets. The communit offers a playground, fitness center, clubhouse a nice pool. Located closed to major roads and is walking distance to Publix, Starbucks and many other stores. Don't miss this exceptional opportunity!

444 Banyon Tree Circle Unit 202, Maitland
$215,000
2 Beds ⋅ 2 Baths ⋅ Park Lake Twnhs SubDv. ⋅ 32751 Zip Code
A beautiful affordable condo in Maitland. 2 bedrooms and 1 ½ baths with a 1 car garage. The kitchen has been updated with white cabinets and new counter tops. The appliances have been updated. There is a large dining room and separate living room. The utility room is on the 1st floor with an updated barn door for access. The 1st floor has wood flooring while the second floor has carpeting. The second floor has two bedrooms with an updated bathroom. The shower has been remodeled to allow easy access. This home has a large patio with artificial grass flooring. The one car garage is an added bonus. The property has had the window replaced, a new water heater (2026) and the electrical panel upgraded within the past couple of years. The A/C system was replaced in 2022. This wonderful unit is at a great price and will not last long.

814 Park Lake Circle Unit 8, Maitland
$1,695,000
4 Beds ⋅ 5 Baths ⋅ Lake Colony Ph 02 SubDv. ⋅ 32751 Zip Code
Priced for quick sale! Modern, mediterranean lakefront residence in one of Maitland’s most desirable GATED communities, positioned on a private cul-de-sac atop a natural rise. Set on over 1.3 acres with approximately 179 feet of frontage on Lake Jackson (ski lake), the property offers a rare combination of elevation, privacy and expansive water views in a central Maitland location with quick access to I-4, downtown Maitland and Park Avenue, Winter Park. Lake Colony Estates is conveniently located across the street from Orangewood School. The home was custom built by Keith Groninger, a 10-time Parade of Homes winner. A tree-lined drive leads to a paved driveway and a welcoming entry with imported hand-crafted 8-foot wood doors and tile roof. Inside, the foyer opens to a dramatic great room with 20-foot cathedral ceilings, clerestory windows and a floor-to-ceiling wood burning fireplace, butlers pantry and wet bar. The home has been refreshed with white interior paint, enhancing the natural light and giving the interiors a timeless backdrop. The gourmet kitchen is designed for both function and gathering, featuring 3cm granite countertops, a large island, 5-burner gas cooktop with custom stone and mortar arch detail, tumbled marble backsplash and vaulted ceilings with exposed wood beams sourced from Pennsylvania. Expansive lake-facing pocketing windows frame Lake Jackson and open the chef’s kitchen to the screened porch for effortless outdoor dining and entertaining The first-floor primary suite features engineered hardwood floors, direct access to the outdoor pool and a spacious bath finished in tumbled marble with a soaking tub, dual vanities and walk-in shower. A large custom walk-in closet provides generous storage. Upstairs, three oversized bedrooms each offer ensuite baths and a large bonus room overlooking the lake. Outdoor living is centered around the covered, screened porch, lakefront setting and gated pool. The private and expansive lawn -179 feet of shoreline, complemented by a private boathouse (newer lift) with direct access to Lake Jackson for boating, skiing, jet skis, canoes, paddleboards and more! Also, enjoy sunrise views over Lake Jackson! Additional features include two new ACs, oversized three-car garage, amazing storage and closet spaces, mature and new landscaping and carefully maintained architectural detailing throughout. Four point, roof certification and wind mitigation reports will be provided by the sellers. Seawall maintained by HOA. No flood insurance required on the home.

1244 E Lake Colony Drive, Maitland
$1,100,000
5 Beds ⋅ 4 Baths ⋅ Maitland Club SubDv. ⋅ 32751 Zip Code
Your dream home awaits. Welcome to this exquisitely Renovated 4/4 PLUS OFFICE PLUS BONUS ROOM POOL HOME. Located in the gorgeous guard gated enclave of Maitland Club. From the moment you enter, soaring ceilings and an elegant 3-way split floor plan create a sense of openness and refined comfort. At the heart of the home lies a beautiful updated kitchen, complete with a spacious center island, induction cooktop, and newer appliances - seamlessly flowing in to the sunlit breakfast nook and invitation family room, where a gas fireplace adds warmth and charm. All of these living spaces overlook a breathtaking outdoor retreat featuring a sparkling oversized swimming pool, perfect for both quiet relaxation and lively entertaining. Designed with versatility in mind this 3 way split plan has an upstairs bonus room with a full bath, - ideal as a playroom, home theater, exercise room or even a combination of spaces due to it's large size. Set on a generous one-third acre lot, the property offers ample room for outdoor enjoyment, from a potential playground to a thoughtfully designed lanai with dedicated areas for dining and lounging. Every corner of this home invites you to linger and enjoy. Ideally located near everything you love, this home offers easy access to premier grocery destinations, vibrant shopping and dining, major roadways, perfectly blending luxury with everyday convenience. Just minutes from Whole Foods, Trader Joe’s, Altamonte Mall, and the renowned shops and restaurants along Park Avenue in Winter Park, you’ll enjoy the best of Central Florida living right at your doorstep. Well-maintained home with A/C replaced in 2017. Interior upgrades completed in 2020, including a updated kitchen, newer appliances, new flooring, and three beautifully renovated bathrooms. No pool heater. Homes of this caliber do not last long.... come experience it for yourself.

987 Brightwater Circle, Maitland
$519,999
4 Beds ⋅ 3 Baths ⋅ Winfield SubDv. ⋅ 32751 Zip Code
Welcome to 1776 Bobtail Drive — the kind of home that doesn’t just check boxes… it creates emotion, urgency, and that unmistakable “we need this one” reaction the moment your buyers walk through the door. From the very first glance, the curb appeal sets the stage with a warm, polished presence that immediately stands out from the competition. Inside, you’re welcomed by a light-filled, open-concept layout that feels expansive yet comfortable — the perfect balance of elegance and livability. Every space has been thoughtfully designed to flow effortlessly, creating an atmosphere that feels both elevated and inviting. The heart of the home is a beautifully positioned kitchen that seamlessly connects to the main living areas, making it ideal for entertaining, gathering, and everyday life. Whether hosting friends or enjoying a quiet night in, this home delivers the versatility today’s buyers demand. Generously sized living spaces and bedrooms provide comfort, privacy, and flexibility, while the overall layout offers a sense of ease and functionality that appeals to a broad range of buyers — from families to professionals to those simply looking to upgrade their lifestyle. Step outside and experience your own private Florida escape — a backyard setting that invites relaxation, weekend gatherings, and year-round enjoyment. It’s the kind of outdoor space that sells the lifestyle just as much as the home itself. Perfectly positioned in a highly desirable Maitland location, this property offers unbeatable convenience to top-rated dining, shopping, entertainment, and major highways — putting everything Central Florida has to offer right at your fingertips. This is not just another listing — it’s a high-impact, high-demand opportunity that shows beautifully, lives effortlessly, and is primed to sell quickly. Homes with this combination of appeal, location, and lifestyle don’t sit… they move. Bring your buyers with confidence — this is the one they’ve been waiting for.

1776 Bobtail Drive, Maitland
$1,800,000
4 Beds ⋅ 5 Baths ⋅ Woodbridge SubDv. ⋅ 32751 Zip Code
Pre-Construction. To be built. Come build your dream home on this exceptional homesite in the heart of Maitland. This stunning new construction single-family residence will feature 4 bedrooms, 4.5 bathrooms, and 3,567 square feet of thoughtfully designed living space across two stories, showcasing sleek modern finishes and open-concept living ideal for today’s lifestyle. Set on a 0.26-acre cleared lot surrounded by majestic oak trees, the home offers a rare sense of privacy and tranquility while still enjoying all the conveniences of city living. Designed for both comfort and entertaining, the home will include spacious living and dining areas, a gourmet kitchen, and generously sized bedrooms, plus a luxurious primary suite retreat. The outdoor space provides ample room to create your ideal backyard oasis, perfectly complementing the home’s modern design. Located less than a mile from Maitland Community Park, you’ll enjoy nearby sports courts, scenic trails, picnic pavilions, and playgrounds. Just a short walk away are Seminary Lake and the SunRail Maitland station, offering effortless access to recreation and commuting alike. This pre-construction opportunity is a rare chance to own a brand-new custom-style home in one of Maitland’s most desirable and well-connected neighborhoods.

1130 Mechanic Street, Maitland
$399,000
3 Beds ⋅ 4 Baths ⋅ Ultra Vista Condo SubDv. ⋅ 32751 Zip Code
Located in the desirable city of Maitland, just three miles from Winter Park’s renowned Park Avenue, this extensively updated 3-bedroom, 3.5-bath townhouse offers modern living in a prime Central Florida location. Tucked within a quiet residential setting and zoned for highly rated Seminole County schools, the home provides easy access to dining, shopping, and entertainment while maintaining a sense of privacy and comfort. The thoughtfully designed layout offers flexibility and convenience across two levels. The main floor features a spacious primary bedroom complete with a walk-in closet and private bathroom. Also on the first level is a welcoming living area with vaulted ceilings, creating an open and airy feel, along with a dining space that looks out through French doors. The kitchen is well-appointed with stainless steel appliances, stone countertops, and ample workspace, making it ideal for everyday living and entertaining. A screened rear porch extends the living space outdoors, perfect for relaxing or enjoying Florida evenings. Upstairs, you’ll find a second primary bedroom with an attached bathroom, offering a private retreat for guests or multi-generational living. A third bedroom, also with its own bathroom, is located just off a landing that overlooks the living area below, adding architectural interest and an open-concept feel. Significant updates completed in 2024 enhance both comfort and long-term value, including a new roof, upgraded air conditioning system with a 10-year manufacturer warranty, fully updated plumbing, and modern electrical improvements with new breaker boxes, switches, and receptacles. Interior finishes include wood flooring on the main level, luxury vinyl plank flooring upstairs, tile in wet areas, energy-efficient Low-E double-pane windows, recessed LED lighting throughout, and updated fixtures in the kitchen and closets. The exterior was freshly painted in 2025, adding to the home’s curb appeal and move-in-ready condition. With its low-maintenance design, versatile floor plan, and unbeatable location near Winter Park’s Park Avenue and the scenic Chain of Lakes, this home presents

1994 Kenaston Road Unit 1994, Maitland
$4,999,000
5 Beds ⋅ 8 Baths ⋅ Floridahaven SubDv. ⋅ 32751 Zip Code
Pre-Construction. To be built. An extraordinary opportunity to claim one of Lake Seminary’s desired shorelines awaits. Masterfully envisioned by Heathrow Custom Homes, this newly built lakefront estate introduces a fresh standard of modern luxury for Maitland and Winter Park. Poised on an expansive 0.69-acre parcel, the residence spans nearly 6,500 square feet of impeccably curated living space, where sophisticated architecture and bespoke finishes harmonize with the tranquil beauty of the lake. A striking floating staircase framed by floor-to-ceiling glass offers a captivating first impression, while the grand entry reveals uninterrupted vistas of the pool terrace and shimmering water beyond. The chef’s kitchen, anchored by a remarkable 20-foot island, features premier appliances, exceptional storage and a concealed full-service scullery, creating an environment for hosting with grace and ease. The great room continues the home’s celebration of light and space with walls of glass that welcome breathtaking lake views at every turn. The primary suite is a serene retreat, showcasing a spa-inspired bath with floating vanities, a freestanding soaking tub, an expansive glass-enclosed shower and extravagant walk-in closets designed for the discerning owner. A secondary bedroom suite and oversized laundry enrich the main level, while an expansive lanai with an extraordinary summer kitchen invites effortless alfresco living, an experience only genuine lakefront living can provide. The second floor unfolds into a generous game room, complete with a wet bar and kitchenette. Three beautifully appointed bedroom suites, two scenic balconies, and a purpose-built home theater create an environment tailor-made for indulgence and entertainment. A new boathouse, soon to be constructed, further elevates the lakefront lifestyle. With three garages, a contemporary parking court, and meticulously executed architectural detail, this residence embodies modern luxury at its most refined. Lake Seminary, home to just 35 exclusive residences, offers coveted privacy while remaining moments from boutique shopping, celebrated dining and best of Winter Park. Immediate access to Interstate 4 and surrounding beltways ensures effortless connectivity throughout Central Florida.

360 Lake Seminary Circle, Maitland
$850,000
2 Beds ⋅ 3 Baths ⋅ Moorings On Lake Maitland Condo Bldg 05 SubDv. ⋅ 32751 Zip Code
Every so often, a property comes along that redefines what lake living can be, and this is that home. Thoughtfully reimagined from top to bottom, this two-bedroom, two-and-a-half-bath residence blends refined design with the effortless lifestyle of the Winter Park Chain of Lakes. Go inside to discover a fully renovated interior anchored by a showstopping 14-foot Cambria quartz waterfall island, the heart of a kitchen designed for entertaining and everyday luxury. The GE Monogram and Café appliance suite, paired with custom solid wood, soft-close cabinetry, makes every detail feel bespoke. Natural light fills the living spaces through PGT double-pane insulated windows and Andersen French doors, framing tranquil garden views that create a sense of calm and privacy. Upstairs, two spacious bedroom suites offer comfort and style, each crafted with high-end finishes and thoughtful touches throughout. Beyond the walls, enjoy the rare privilege of a dedicated boat slip on Lake Maitland, Winter Park’s largest and sought-after body of water. Cruise the connected lakes, explore the historic canals or simply unwind at sunset, all just near home. Built in 1985 and completely transformed with modern systems, including a 2023 HVAC and water heater, this residence offers peace of mind to match its beauty. A one-car garage adds convenience, while every finish reflects care, quality and craftsmanship. Here, luxury isn’t just found inside, it’s a way of life, lived by the water.

219 Quayside Circle, Maitland
$1,395,500
5 Beds ⋅ 5 Baths ⋅ Lake Sybelia Cove SubDv. ⋅ 32751 Zip Code
Virtually Staged. Exceptional value meets timeless elegance in this incredible home nestled in the heart of Maitland, privately situated on a cul de sac within an exclusive gated enclave of custom residences. The Saltwater pool has a brand new sparkling finish! Perfectly positioned between Lake Sybelia and Lake Catherine, this one owner estate offers a rare blend of sophistication, comfort, and versatility with five spacious bedrooms, four and a half baths, and a three car garage, complemented by soaring ceilings, refined architectural details, and a thoughtfully designed open layout. The gourmet kitchen features solid wood cabinetry, a large island, newer refrigerator, walk in pantry, and dual breakfast bars that seamlessly connect to the formal dining and family rooms, where a cozy gas fireplace and a bar with sink and ice icemaker, create an inviting setting for everyday living and entertaining. Designed with flexibility in mind, this home effortlessly adapts to your family’s needs, ideal for traditional living, multigenerational arrangements, a private guest retreat, or a dedicated work from home environment with two wings on the first level. Upstairs, the luxurious owner’s retreat provides a peaceful escape with a loft style office and sitting area, dual walk in closets, and a spa inspired bath. Outdoors, enjoy a lush tropical setting featuring a saltwater pool with new equipment, along with papaya trees and blooming amaryllis that create a serene, resort-style atmosphere. Additional highlights include a new roof (2023), first floor laundry with newer appliances, tray ceilings, elegant archways, all just minutes from top rated schools, parks, dining, shopping, Winter Park’s Park Avenue and the Winter Park Village as well as many local favorites, offering the perfect combination of privacy, convenience, and endless possibilities to create a space that truly reflects your lifestyle. Enjoy scenic walkability or a bike ride along Lake Sybelia to local cafés, the Sunday Farmers Market, and the Maitland Art Museum in one of Central Florida’s most sought after communities. Schedule your private showing today and experience the extraordinary lifestyle this Maitland home provides.

755 Cranes Court, Maitland
$12,500,000
6 Beds ⋅ 10 Baths ⋅ Lake Maitland Manor SubDv. ⋅ 32751 Zip Code
Welcome to Maison du Lac – a breathtaking lakefront estate that epitomizes unrivaled luxury, timeless elegance, and an extraordinary lifestyle. Situated on an expansive 2.7-acre lot along the prestigious Winter Park Chain of Lakes, this extraordinary residence showcases over 120 feet of pristine lakefront with sweeping panoramic views of the longest stretch of Lake Maitland. Blending classic Mediterranean architecture with state-of-the-art modern enhancements, Maison du Lac is a stunning fusion of enduring charm and contemporary sophistication. Originally constructed with timeless materials – including stucco exteriors and expansive windows – the home has been meticulously transformed into an 11,668-square-foot architectural masterpiece. Clean lines and open-concept living harmonize with rich textures and refined details, resulting in an environment that is both stately and smart. Upon entering through the grand 14-foot custom iron door, you are greeted by soaring dual staircases and exquisite finishes in marble, granite, and intricate moldings that reflect the home’s bespoke craftsmanship. A showstopping, $250,000 crystal chandelier—custom-designed and operable at the touch of a button—crowns the expansive great room, setting a dazzling tone for the professionally curated interiors. A private elevator adds convenience and accessibility across all levels of the home. The fully reimagined kitchen is a culinary showpiece, featuring top-of-the-line Wolf appliances, gleaming Cambria countertops, a large walk-in pantry, and expansive prep space ideal for entertaining at any scale. Whether hosting a lavish dinner or a relaxed brunch, the kitchen delivers both impeccable style and everyday functionality. The private master wing is an indulgent retreat, complete with a cozy fireplace, executive office, sauna, fitness room, and dual custom walk-in closets. Five additional en-suite bedrooms are thoughtfully positioned for maximum privacy, offering luxurious accommodations for family and guests. With seven full bathrooms and three half baths, the residence is ideally equipped for both refined daily living and grand-scale entertaining. For effortless indoor-outdoor living, multiple entertainment spaces flow seamlessly onto a sprawling lakefront patio. The outdoor summer kitchen, complete with a powered screen enclosure, provides the perfect setting for alfresco dining while enjoying sunset views over the water. A brand-new dock with a boat lift invites leisurely days spent boating, fishing, or simply relaxing on the lake. Outside, the estate continues to impress. Two serene fishponds with fountains create a tranquil sense of arrival, while the fully fenced and gated grounds ensure ultimate privacy. The residence is equipped with a full-home LUTRON smart system, offering intuitive control of lighting, ambiance, and automation. Additional features include a six-car garage, a resort-style swimming pool, newly updated landscaping, and custom exterior lighting. Maison du Lac is more than a home, it’s a lifestyle of distinction, privacy, and effortless sophistication. This is the lakefront living at its finest.

570 Manor Road, Maitland