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$600,000
4 Beds 2 Baths English Estates Unit 3 SubDv. 32751 Zip Code
Conveniently located in the established subdivision of English Estates, this updated and upgraded 4 bed, 2 Bath pool home is sure to please. From the moment you drive down the tree lined street you will sense the pride in this charming neighborhood. Come home and relax in the fully fenced in back yard that was transformed into a personal outdoor haven complete with a sparkling 33 x 13.5 ft pool, freshly painted pool deck, new pool pump, recently installed artificial green spaces/ dog run, stone pavers, fire pit, hot tub and golf putting green. Whether you're relaxing by yourself or entertaining guest for a BBQ this outdoor oasis is in a class above the rest. Inside you will immediately be greeted by a transitional modern foyer highlighted by exposed brick with visible mortar joints; stunning. New energy efficient windows were installed throughout as well as tasteful LVP flooring. The living floor-plan has very functional spaces, so no guessing where everything goes. Those rooms include a living room, family room, kitchen, and off kitchen dining area. The kitchen was fully renovated recently with plumbing, shaker style cabinets, quarts counter tops, appliances and a backsplash. The kitchen also boast a dry bar for versatility. The family room is highlighted by high ceilings, a custom wood accent wall that really draws all eyes to it, 2 ceiling fans, sky lights, and the perfect amount of natural light coming through the French doors leading to the patio. The living room is a perfect spot for some extra couches and chairs and a coffee table. Ideal for hosting additional guest, reading a book, etc. The master quarters is the largest bedroom in the home and has high ceilings, double French door to the Florida room, 2 closets (1 walk in and one built in), ensuite bathroom, dual sink stone counter top vanity, separate make-up vanity with stone countertop, and a walk in shower. Bedroom 2, 3, and 4 gives homeowners many possibilities of their choosing. Bathroom 2 boast a bath with shower head, dual sink vanity, and extra storage cabinets. Transitioning between the main home and the outdoor retreat you will find a long versatile 40 x 10 Florida room under air (wall unit) that is completely covered, enclosed, new luxury laminate flooring, and complete with all new windows. An additional storage area was built for the pool equipment and outdoor necessities. Major system updates are as follows: Roof: 2021. HVAC: 2015 Plumbing: Partially re-plumbed in 2022. Electrical: New panel added in 2022 (in addition to the older one). English Estates is a very popular and convenient location close to a lot of popular areas. Commute quickly to areas such as Winter Park, Baldwin Park, Audubon Park, Oviedo, Casselberry, Altamonte Springs, Full Sail University, UCF, I-4, 417, 429, Shopping, restaurants, and more. A hidden gem in the area is Kewannee Park; home to Kewannee trail a 1.9 mile paved 2 lane loop. Amenities include a basketball court, pond, pier, and playground. Schedule your showing today before it's too late. Don't let this home pass you by.

2462 Markingham Road, Maitland

$212,000
2 Beds 2 Baths Visconti East SubDv. 32751 Zip Code
One or more photo(s) has been virtually staged. LIMITED TIME ONLY THROUGH MAY 11! Seller is offering a $5,000 contribution towards buyer’s closing costs. Move-In Ready Maitland Condo with Rare 2-Car Garage & Flexible Work-From-Home Layout Welcome to this beautifully updated three-level condo in a gated Maitland community—offering the space, flexibility, and low-maintenance lifestyle today’s buyers are looking for. This 2-bedroom, 2-bath home features a versatile office/flex room, ideal for working from home, a guest space, gym, or creative studio. Soaring ceilings, abundant natural light, and a smart multi-level layout create a bright and open feel throughout. Recent 2026 upgrades include fresh interior paint, brand-new carpet, updated bathrooms, new window blinds, and stainless steel appliances (refrigerator 2024), along with a full-size in-unit washer and dryer—making this home truly move-in ready. One of the standout features is the rare 2-car garage—hard to find in this area—offering added convenience and storage. Enjoy a low-maintenance lifestyle with HOA coverage that includes exterior maintenance, landscaping, valet trash, water, sewer, and pest control. The community offers resort-style amenities including two pools, fitness center, clubhouse, tennis and basketball courts, and playground. Ideally located just minutes from I-4, shopping, dining, and daily conveniences, this home offers both comfort and connectivity. Home includes a warranty and is available for immediate occupancy.

2837 Shadow View Circle Unit 2837, Maitland

$750,000
3 Beds 2 Baths Dommerich Estates 1st Add SubDv. 32751 Zip Code
Beautifully updated pool home in the sought-after Dommerich/Maitland community. Fresh 2025 exterior paint, new roof and gutters (2025), updated columns, shutters and front door (2021), plus new French doors (2024) create standout curb appeal. Inside, warm wood floors lead to an open living space anchored by a classic brick fireplace. The renovated 2022 kitchen features dolomite countertops, custom cabinetry, stainless appliances with updated refrigerator, oven and microwave (2024), and a large island ideal for entertaining. Hall bath updated (2020) and primary bath fully remodeled (2025). Interior doors and trim replaced (2025) and ducts cleaned (2025). Private backyard retreat with covered patio, sparkling pool, new pavers and hot tub (2025), and lush landscaping with lighting. Zoned for Dommerich Elementary, Maitland Middle, Ninth Grade Center and Winter Park High. Move-in ready in one of Maitland’s most desirable lake-access neighborhoods. Welcome to this beautifully reimagined pool home in the highly sought-after Dommerich/Maitland community. Thoughtfully updated inside and out, this move-in-ready residence blends timeless character with modern finishes.

1771 Cheyenne Trail, Maitland

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

1275 Lake Shadow Circle Unit 13206, Maitland

$700,000
4 Beds 2 Baths Dommerich SubDv. 32751 Zip Code
A midcentury modern influenced Florida ranch offers a special location just a block from the school with a walking path behind providing a unique lifestyle for this special home. Natural Coquina stone accents are the focal point of the exterior elevation with seamless windows that allow incredible light in and are in keeping with the architecture of the era. This four-bedroom, two-bath home was thoughtfully renovated with vintage polished terrazzo, ceramic tile and some vaulted ceilings creating a spacious layout for ease of living. Kitchen is renovated with clean lined shaker cabinets, subway tile back splash, floating shelves, stainless appliances and sliding barn door for pantry. Kitchen blends with living space which can serve as dining or formal living, function possibilities are endless. Family spaces open through clear glass doors to back patio making entertaining a breeze with plenty of room to add on or grow. The backyard and side yard are spacious and possibilities endless. The fourth bedroom or home office is separate and off the family room while other three bedrooms are banked down another hallway. Baths are fully updated with timeless appointments. A spacious laundry room for great organization, provides easy day-to-day function. Other system updates include 2025 Lenox air conditioning, roof 2020, insulated garage door, vinyl fencing, irrigation system, vaulted ceilings and more. In the heart of Dommerich, this location allows you to enjoy an easy distance to schools, the Quad and close to the boardwalk to Maitland Community Park. Maitland is full of life, home to terrific parks, fabulous restaurants, shopping, home to the Enzian Theatre, Lake Lily and more. This is a rare find.

814 N Thistle Lane, Maitland

$365,000
2 Beds 2 Baths Lake Maitland Terrace Apts SubDv. 32751 Zip Code
This condo was completely renovated in 2023 and is located in one of the best spots within the complex. Positioned directly on the Winter Park chain of lakes, it offers excellent access to everything Winter Park and Maitland have to offer. Residents enjoy being within walking distance to a variety of restaurants and shopping, creating an ideal blend of convenience and lifestyle. This unique corner unit features great views and a screened-in porch on the first floor, perfect for enjoying the surroundings. Because it is a corner residence, the condo is filled with lovely natural light from multiple windows, enhancing the open feel. Its location also provides easy access to the pool area for added everyday convenience. Inside, the condo offers two full baths and extensive upgrades throughout. Raised ceilings contribute to the spacious atmosphere, while newer electrical, plumbing, and a hot water heater provide peace of mind. The home includes newer full-sized appliances, custom cabinetry, granite countertops, newer flooring, custom closets, and an in-unit washer and dryer. Residents enjoy lake access with beautiful views and the community amenities include a clubhouse with a full kitchen, kayak racks, a fishing pier, and a personal storage unit. With renovations completed in 2023, the condo features modern finishes and systems that feel fresh and move-in ready.

1140 S Orlando Avenue Unit F-1, Maitland

$420,000
3 Beds 3 Baths Maitland Village SubDv. 32751 Zip Code
Beautifully maintained 3-bedroom, 2-bathroom home offering 2,167 square feet of heated living space, located at 2004 Michael Tiago Circle in the heart of Maitland within the gated community of Maitland Village. This inviting property features a spacious and functional layout filled with abundant natural light, generous living areas, and comfortable bedrooms designed for both everyday living and entertaining. The home is equipped with an ADT security system already in place, providing added peace of mind. The kitchen offers ample cabinet and counter space and opens seamlessly to the main living areas, creating a warm and welcoming atmosphere perfect for gathering with family and friends. Upstairs, a versatile loft provides the ideal space for a second living area, media room, home office, or playroom — giving you flexibility to suit your lifestyle. The primary suite serves as a private retreat, complete with a walk-in closet and a relaxing garden bath in the en-suite bathroom. Additional bedrooms are well-sized and provide comfortable accommodations for family, guests, or workspace needs. Step outside to the rear patio, perfect for enjoying Florida evenings, grilling, or hosting gatherings in your private backyard setting. The garage is pre-wired for electric vehicle charging, offering convenience for today’s modern homeowner. Maitland Village is ideally located next to the city’s new fire station and police station, adding an extra layer of convenience and security to this already desirable gated community. Conveniently situated near major roadways, shopping, dining, parks, and top-rated schools, this home offers both comfort and accessibility in one of Maitland’s most sought-after neighborhoods. Showings are by appointment only. Schedule your private tour today through ShowingTime and experience everything this exceptional home has to offer!

2004 Michael Tiago Circle, Maitland

$2,150,000
5 Beds 5 Baths Hollieanna Shores 1st Add SubDv. 32751 Zip Code
Under contract-accepting backup offers. Under Construction. An elite expression of sophisticated design and elevated living, this remarkable residence offers a resort-style experience that stands apart in Maitland. This home is positioned on a sprawling corner lot and immediately captivates with a grand façade and undeniable curb appeal. From the moment you step inside, the experience is dramatic and refined. An impressive foyer sets the stage for the elegant interiors beyond, where high ceilings, natural light, and thoughtfully curated finishes create an atmosphere of sophistication and comfort. Designed for both effortless daily living and elevated entertaining, the open-concept layout flows beautifully from the expansive living room into the formal dining space, framed by a striking wall of oversized sliders that open up to the spacious backyard/pool area. The heart of the home is the show-stopping chef’s kitchen featuring stunning Chantilly quartz countertops, a full Thermador appliance suite, and an oversized walk-in pantry. The primary suite is designed to feel like a five-star retreat, featuring a spa-inspired bath offering a freestanding soaking tub, dual vanities, a glass-enclosed walk-in shower, and an expansive closet. Adding to the home’s rarity and versatility, the main level also features a true guest suite perfect for hosting in comfort, as well as a dedicated office. Outside, the backyard is the definition of resort-style living. The sparkling pool and spa anchor the space, surrounded by a generous covered lanai with a summer kitchen and abundant room for lounge seating and al fresco dining. And beyond the home itself, the lifestyle is exceptional. Residents of Hollieanna Shores enjoy access to a shared boat slip giving you access to the Winter Park Chain of Lakes, offering a level of exclusivity and lake-life convenience that takes this property to another level. All of this is just minutes from Maitland City Centre, beloved local parks, the iconic Enzian Theater, and the upscale dining, shopping, and charm of Park Avenue. This home redefines what luxury living looks like in Maitland, where location, design, and lifestyle come together in a home that feels truly unforgettable.

101 Whitecaps Circle, Maitland

$485,500
3 Beds 2 Baths Lakewood Shores 2nd Add SubDv. 32751 Zip Code
Welcome to 150 Cherrywood Drive in the heart of Maitland, Florida. This inviting 3-bedroom, 2-bath home sits on a large lot in a quiet, established neighborhood and offers a layout that truly lives well. The updated kitchen features stone countertops and opens seamlessly to the main living areas, creating an easy, natural flow that’s perfect for both everyday living and entertaining. The thoughtfully designed floorplan allows each space to connect effortlessly while still offering comfort and functionality. The primary suite provides a relaxing retreat with a remodeled master bathroom, showcasing updated finishes and a fresh, modern feel. Two additional bedrooms offer flexibility for guests, family, or a home office. Outside, the spacious lot offers plenty of room to enjoy outdoor living, with endless possibilities for entertaining, play, or future enhancements. Ideally located near top-rated schools, shopping, dining, parks, and major roadways, this Maitland home combines convenience, charm, and move-in-ready appeal. 150 Cherrywood Drive is a must-see.

150 Cherrywood Drive, Maitland

$239,000
3 Beds 2 Baths Park Lake Villas Condo SubDv. 32751 Zip Code
Experience the pinnacle of worry-free living in this stunningly renovated, single-story villa located in the highly desirable Park Lake community of Maitland. This home has been meticulously updated with a focus on efficiency and modern luxury, featuring brand-new energy-efficient sliding glass doors (2025), new Roof, new solid wood bedroom and closet doors, New plantation shutters (2024), new AC unit, new energy efficient windows and attic insulation, new hot water heater installed, new electrical panel (2023) for maximum peace of mind. Every detail has been considered. (2021) interior overhaul, which introduced gorgeous new tile flooring, knockdown ceilings, updated lighting, designer ceiling fans, new Kitchen and baths fully renovated. The heart of the home is a chef-inspired kitchen—fully renovated from top to bottom with premium appliances—overlooking a spacious, light-filled living area. The Primary Suite serves as a private sanctuary with a fully renovated en suite bathroom and direct access to a charming private patio, also accessible from the second bedroom. Both bathrooms have been completely modernized with contemporary finishes, and the outdoor tiled patio offers the perfect space for morning coffee. Enjoy a truly maintenance-free lifestyle as the HOA handles the exterior and landscaping. Located just steps from the community pool and minutes from the Maitland Farmers Market, SunRail, and the world-class dining and shopping of Park Avenue and Winter Park Village, this move-in-ready gem offers unparalleled convenience. With dedicated parking and easy access to I-4, Altamonte Springs, and Downtown Orlando, this villa perfectly blends modern style with a prime Central Florida location.

602 Villa Circle Unit 543, 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

$690,000
2 Beds 2 Baths Moorings On Lake Maitland Condo Bldg 03 SubDv. 32751 Zip Code
Luxury lakefront living at its finest awaits at "The Moorings" on Lake Maitland Chain of Lakes. Perfectly positioned on the first floor, this stunning two-bedroom, two-bath residence offers breathtaking lake views from nearly every room, creating a serene and sophisticated backdrop for everyday living. Completely renovated with impeccable attention to detail, the home features designer epoxy flooring throughout the main living areas and luxury statement lighting that elevates the space with warmth and style. The living room invites relaxation with a sleek electric fireplace and expansive glass sliders that open to an extra-large lanai overlooking Lake Maitland—an ideal setting for morning coffee, evening sunsets, or effortless entertaining. The state-of-the-art chef’s kitchen is a true showpiece, thoughtfully designed for both beauty and function. It includes modern quartz countertops, a smart refrigerator with TV, with AI vision that updates your shopping list, planning and interactive features, a wine refrigerator, new stainless steel appliances, a vented hood, cooktop with pot filler, Bosch dishwasher, and a double oven with convection microwave combination and convection oven—perfect for hosting and everyday luxury. A discreet pantry closet houses a stackable washer and dryer, seamlessly integrating convenience into the design. The primary suite is a tranquil retreat with stunning lake views and a custom walk-in closet system complete with jewelry drawer, laundry bins, and generous storage. The spa-inspired primary bath features dual quartz vanities, a frameless glass shower, and a luxurious rain shower head, while the high-end bidet toilet automatically opens upon entry for an added touch of modern indulgence. The guest suite is equally impressive, featuring a custom Murphy bed with integrated storage and desk, dresser, television, and elegant glass closet doors. The adjacent guest bath has been fully reimagined as a spa sanctuary with a jetted soaking tub, designer tile, a custom light-up mirror, and new quartz top vanity. Storage is abundant throughout the home, including a coat closet, a hidden hideaway closet concealed behind a custom bookcase, and thoughtfully designed built-ins that maximize space without sacrificing style. Residents of "The Moorings" enjoy exceptional community amenities, including a resort-style pool with spa and a clubhouse ideal for private parties and social gatherings. The community is impeccably maintained, featuring new exterior paint and seal, a newer roof, and beautifully maintained landscaping, reflecting true pride of ownership. Additional features include a security system, smart thermostat, newer AC, and newer appliances, offering peace of mind and energy efficiency. For outdoor enthusiasts, the community allows storage for kayaks and paddleboards, with boat slip #16 available for rent, providing direct access to the Chain of Lakes lifestyle. Ideally located near Lake Lily’s Farmers Market, popular restaurants, extensive shopping, bus routes, and with easy access to I-4, this home is also zoned for top-rated A+ schools—blending luxury, convenience, and lifestyle into one exceptional offering. This is more than a home—it’s a refined lakeside retreat where comfort, design, and location come together beautifully.

206 Quayside Circle Unit 103, Maitland

$755,000
3 Beds 3 Baths Sybelia Place SubDv. 32751 Zip Code
NEW ROOF, NEWER AC, and NO HOA—this beautifully maintained home on a quiet cul-de-sac offers comfort, charm, and an unbeatable location. Nestled just steps from Lake Sybelia. This property provides a peaceful, scenic setting while still being close to all that Maitland has to offer, including popular local restaurants, shops, and community spots. A short drive takes you to the vibrant dining, shopping, and cultural scene of Park Avenue, making this home perfectly positioned for both relaxation and convenience. Inside, the home features a bright and inviting open floor plan, ideal for entertaining and everyday living. The seamless flow between the living, dining, and kitchen areas creates a spacious feel filled with natural light. Step outside to a large backyard that offers plenty of room for outdoor enjoyment, gardening, or entertainment. With its mature landscaping and charming appeal, this property is a true garden oasis with central living at its best. A fantastic opportunity in a highly desirable Maitland neighborhood—don’t miss your chance to make this home your own.

312 Macarthur Place, Maitland

$370,000
3 Beds 3 Baths Druid Hills Park SubDv. 32751 Zip Code
Unlock the potential of 370 Sultana Lane located in the heart of Maitland, Florida! This block-constructed home is a renovation-in-progress, ready for a visionary buyer to bring their dream design to life. Offered at an attractive 'as-is' price, this property provides the perfect canvas to create something truly special. Key updates already in place include a 2020 roof, energy-efficient solar panels, modern vinyl windows, and upgraded PEX plumbing—giving you a solid foundation to build upon. The home also boasts a spacious two-car garage, a versatile bonus room, and charming crown molding that adds a touch of character. Situated in an unbeatable location, you'll enjoy easy access to express lane ramps, making commuting a breeze. Plus, you're just minutes from local eateries, beautiful parks, and top-rated public and private schools. Whether you're looking for convenience, potential, or a rewarding project, this property delivers. Bring your creativity, materials, and plans—370 Sultana Lane is ready for your finishing touch. Seize this opportunity to design a home perfectly tailored to your taste and lifestyle! Schedule your private viewing today.

370 Sultana Lane, Maitland

$545,000
4 Beds 3 Baths English Estates Unit 2 SubDv. 32751 Zip Code
Virtually Staged. Welcome to 2570 Derbyshire Blvd, a fully transformed 4-bedroom, 3-bathroom Maitland pool home where modern design meets effortless Florida living. This top-to-bottom renovation delivers both style and tranquility, featuring a brand-new 2026 roof, all-new windows, and a newly refinished pool. Inside, the heart of the home is the stunning designer kitchen with quartz countertops, brand-new soft-close cabinetry, and a sleek, open layout that flows seamlessly into the main living and dining areas. All three bathrooms have been completely updated with modern finishes and a comfortable feel. The flexible floor plan offers four spacious bedrooms, perfect for families, guests, or a home office. Step outside to your private backyard retreat and enjoy the freshly refinished pool and shaded yard perfect for relaxing or hosting year-round in the Florida sun. Don't miss out on the chance of making this house your home!

2570 Derbyshire Boulevard, Maitland

$2,850,000
5 Beds 5 Baths Lake Maitland Owl Preserve SubDv. 32751 Zip Code
Nestled within the 9-acre Lake Maitland Owl Preserve, this striking contemporary residence—crafted by acclaimed green builder E2 Homes offers a rare blend of architectural distinction, privacy, and natural beauty. Surrounded by protected conservation land, the home delivers a serene retreat just minutes from the vibrant lifestyle of Winter Park. Designed by internationally recognized architect Jose Vengas, the home showcases dramatic ceiling heights, clean modern lines, and expansive glass walls that flood the interiors with natural light while blurring the line between indoor and outdoor living. The thoughtfully designed open-concept floor plan centers around a show-stopping chef’s kitchen featuring custom cabinetry, a statement marble backsplash, and a full suite of premium Sub-Zero and Wolf appliances perfect for both elevated entertaining and everyday living. Living and dining spaces flow effortlessly to a covered outdoor lounge with a fully equipped summer kitchen, overlooking a resort-style pool and spa designed for year-round enjoyment. Whether hosting guests or unwinding in private, this outdoor sanctuary is truly exceptional. All five bedrooms are generously sized private suites, each offering spa-inspired bathrooms with refined finishes and custom detailing. The primary suite is a true retreat, featuring a luxurious bath experience and expansive walk-in closets designed for both beauty and function. A first-floor owner’s suite provides exceptional flexibility for multi-generational living or guest accommodations, while the upper level reveals gallery-style walkways and an elegant terrace that highlights the home’s architectural artistry. With nearly 5,000 square feet of meticulously curated living space, this exceptional estate delivers modern sophistication in one of Central Florida’s most exclusive and private enclaves—just moments from Winter Park’s renowned dining, boutiques, and cultural destinations.

350 Northwind Road, Maitland

$580,000
4 Beds 2 Baths Northgate SubDv. 32751 Zip Code
Welcome to this stunning, fully renovated single-story block home in the heart of Maitland, offering the perfect blend of modern design and everyday comfort. This 4-bedroom, 2-bath residence features a desirable split layout and open floor plan, creating an ideal space for both entertaining and family living. The brand-new kitchen is a true showpiece, complete with KitchenAid appliances, custom cabinetry, quartz waterfall countertops, and an oversized island that anchors the space. Engineered hardwood floors run throughout, complemented by abundant natural light from new windows and sliding glass doors. Major upgrades include a new electrical panel, new AC, new water heater, new insulation, and full re-piping—giving peace of mind along with style. The spacious primary suite offers a private en-suite bath and walk-in closet, while three additional bedrooms provide flexibility for family, guests, or a home office. Step outside to your private backyard oasis featuring a sparkling pool and fully fenced yard—perfect for entertaining, pets, or relaxing Florida evenings. Ideally located near Maitland’s shopping, dining, parks, and top commuter routes, this move-in-ready home delivers quality, comfort, and location all in one.

1917 Hewett Lane, Maitland

$618,000
5 Beds 3 Baths Northgate SubDv. 32751 Zip Code
Perfectly positioned in the highly sought-after Maitland community, this beautifully updated home offers an exceptional blend of space, style, and functionality designed for everyday comfort and effortless entertaining. With 2,376 square feet of living space, the split-level floor plan provides flexibility and privacy, featuring five bedrooms, three full bathrooms, and multiple living areas that easily adapt to family life, work-from-home needs, or hosting guests. Wood laminate flooring flows through the main living areas and is complemented by recessed lighting, ceiling fans throughout, and blinds on all windows. The lower level of the home offers excellent separation of space, featuring a spacious family room or den, two additional bedrooms, and a brand-new full bathroom (2026). This level is ideal for guests, extended family, or a private home office setup, allowing everyone to enjoy their own comfortable living area. At the heart of the home, the open kitchen, dining, and living area creates a natural gathering place. Fully renovated in 2020, the kitchen showcases gray shaker-style cabinetry, quartz countertops, a white tile backsplash, and a large island with seating for three. Stainless steel appliances, a white ceramic farmhouse sink, and recessed lighting complete the space, making it equally suited for casual meals or larger-scale entertaining. The open layout allows the cook to stay connected with guests while enjoying views of the dining, living and outdoor living areas. Down the hall you will pass two bedrooms. The primary suite is located to the end of the hall and offers a peaceful retreat with a beautifully renovated ensuite bathroom completed in 2021. This bathroom features a striking royal blue double vanity topped with quartz countertops, a fully tiled wall and shower with a frameless glass enclosure, and upgraded gold-toned lighting and bath fixtures that add a refined touch of luxury. Step outside to a backyard designed for true Florida living and unforgettable entertaining. The salt-generated pool, resurfaced in 2022, features a new sun shelf, elegant fountains, and heating for year-round enjoyment. New pavers installed in 2022 surround the pool and connect the outdoor living spaces, including a recently extended screened deck and a covered patio ideal for outdoor dining or relaxing in the shade. The fully fenced yard is finished with low-maintenance artificial turf and a grand privacy hedge, creating a clean, polished look while maximizing usable outdoor space. The home’s prime location further enhances its appeal, just minutes from Maitland Community Park offering playgrounds, tennis, basketball and racquetball courts, walking trails, and picnic pavilions. The Lake Maitland Boat Ramp is 13 minutes away, and nearby restaurants and shopping provide everyday convenience. This is a rare opportunity to own a move-in-ready home with thoughtful updates, exceptional outdoor living, and a highly desirable Maitland address. ROOF - 2023 HVAC - 2010 Water Heater - 2025 Pool Pump - 2025

1933 South Boulevard, Maitland

$749,900
2 Beds 2 Baths West Cove SubDv. 32751 Zip Code
LAKEFRONT - Enjoy condo living at its finest from the top-floor Lake Maitland penthouse with million-dollar water and above treetop views, and beautiful panoramic sunrises from multiple rooms. This 9th-floor, 1,685 SF residence features 2 bedrooms, 2 baths, 2 multi-purpose rooms, and an open-concept kitchen, dining, and living area. Centered on the west cove of Lake Maitland, the largest of the Winter Park Chain of Lakes. The primary suite offers a spacious bath with an oversized walk-in shower and walk-in closet. The second bedroom includes guest bath access and a 6-ft soaking tub. Interior features include engineered wood flooring, plantation shutters, grand crown molding, and custom built-ins, display areas and doors. Three sets of French doors open to two balconies overlooking the lake. Balcony features electric hurricane shutters and a private 6’x5’ storage closet. A place of serenity, peace and beauty; with an energy of quiet, expansiveness and closeness to nature. Community amenities include resort-style pool and spa, boat docks, kayak racks, fitness center, clubhouse, and on-site management. Walk to Enzian Theater, Lake Lily Park, community center, library, dining, farmers market; minutes to Park Ave, Whole Foods, Winter Park Village, and major roads.

1100 S Orlando Avenue Unit 956, 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

$840,000
4 Beds 4 Baths Maitland Grove Unit 1 SubDv. 32751 Zip Code
Welcome home to one of the established Maitland neighborhoods in a pristine location close to everything, Maitland Groves. A lovely brick walkway invites you up to a charming entrance with a bricked front porch. A four- or five-bedroom, four-bath home features nearly 3,000 square feet with a generous flex space, checks all the boxes. The spaces have been opened with living spilling into dining and a bay window adding charm to an ideal gathering room to entertain in. Custom tile throughout for seamless design with an abundance of light making the spaces inviting and easy to relax in. Kitchen is updated with custom 42-inch wood cabinets, custom moldings, stainless appliances with new dishwasher, gas range and oven, granite counters with counter seating, and unbelievable storage and cabinet space. Florida room spans the back of the house with a bricked floor, a wet bar and a dedicated office/bedroom. Updated primary bedroom with a large walk-in closet. Main bath with dual sinks and new rainfall shower heads, tower storage cabinets, seamless glass with walk-in shower, stone floor and custom tile. Outside patio enjoys a paver deck with large Florida pool and plenty of green space with room to grow. Other updates include roof (2021), solar energy system so energy bills are low, recently painted in select areas, wood laminate floors in all bedrooms, renovated second and third baths, spacious indoor laundry and mudroom for organization, fenced yard, recessed lighting in living spaces, re-plumbed, plantation shutters, 2021 pool pump, pool converted to saltwater system and new garage door. If you need space, this has it. Terrific schools, close to Interstate 4, downtown Maitland which is home to Lake Lily with a weekly farmers market, independently owned Enzian Theatre, world-class restaurants and fantastic community parks home to many community events.

310 White Oak Circle, Maitland

$315,000
3 Beds 2 Baths Sun Bay Club Condo SubDv. 32751 Zip Code
Wake up to water views, an abundance of natural light, and tropical serenity in this beautifully appointed, private ground-floor residence. Embrace a calm, relaxing lifestyle in this light-filled, ground-floor condo surrounded by lush tropical landscaping, located in Maitland’s popular gated community of Sun Bay Club. Designed for effortless living, this spacious 3-bedroom, 2-bath residence offers a rare no-stairs layout and exceptional privacy, set on a desirable lot with no direct rear neighbors and tranquil pond views both behind and to the side. The elegant living area is anchored by a wood-burning fireplace, and flows through French doors into a sunlit, enclosed Florida room, with expansive windows and sliding glass doors—perfect for morning coffee, evening relaxation, or entertaining while enjoying serene, tropical surroundings. Sliding glass doors in the primary bedroom and kitchen open directly to the Florida room, enhancing the indoor-outdoor lifestyle. The kitchen features beautiful quartz countertops, stainless steel appliances, and a charming breakfast nook overlooking the pond, creating an inviting space to start each day. The second bedroom opens to a private patio with peaceful water views, while the third bedroom faces the front and offers flexibility as a home office, playroom, or guest retreat. LVP and ceramic tile flooring, abundant storage, and a thoughtfully designed layout provide both comfort and sophistication. Meticulously maintained with evident pride of ownership throughout. Recent upgrades include a newer A/C (2022) and a brand-new hot water heater (2025), newly painted areas interior. Enjoy the ease of walking to the community pool, lakes, and tennis courts, while coming home to a quiet, private setting. Centrally located just minutes from I-4, Winter Park, the beaches, the parks, hotels, dining, and shopping. Call today for your showing appointment!

1000 Winderley Place Unit 142, Maitland

$443,000
3 Beds 2 Baths English Estates Unit 1 SubDv. 32751 Zip Code
Beautifully renovated and move-in ready, this 3-bedroom, 2-bath home offers modern design in a .24 acre lots, solid upgrades, and comfortable living in a prime Maitland location. Featuring an open-concept layout filled with abundant natural light, the home delivers a warm and inviting atmosphere from the moment you enter. The updated kitchen serves as the heart of the home, showcasing sleek cabinetry, a spacious island, and a full suite of stainless steel appliances, including refrigerator, stove, microwave, dishwasher, washer, dryer, and range hood—ideal for both everyday living and entertaining. Contemporary flooring flows seamlessly throughout, enhancing the home’s clean and modern aesthetic. Major systems have been thoughtfully updated, providing peace of mind to the next owner: roof replaced in 2021, A/C updated in 2019, and water heater installed in 2020. The home features copper electrical wiring and durable plumbing with cross-linked polyethylene inside walls and PVC piping beneath, reflecting quality construction and modernization. Spacious living areas delivers comfort and functionality, while the backyard provides a versatile outdoor space ready for relaxation, entertaining, or personalization. The property includes a 2-car garage and is located in a community with NO HOA and NO CDD, offering flexibility and lower ownership costs. Conveniently situated near major roads, shopping, dining, and everyday amenities, this home presents an excellent opportunity for buyers seeking style, reliability, and location in one complete package.

2065 Derbyshire Road, Maitland

$1,025,000
4 Beds 4 Baths Dommerich Woods SubDv. 32751 Zip Code
On a quiet street in one of Maitland's desirable neighborhoods, this home blends timeless elegance with modern comfort. This stunning residence offers a combination of sophistication and functionality, making it the ideal place to call home. Boasting four bedrooms, 3.5 baths and plenty of flex space, this residence spans over 2,600 square feet and sits on a generous .33-acre lot. Natural light draws you into the entry with views of the backyard oasis. The abundance of outdoor living that includes a covered porch with vaulted ceilings, private pool, two separate sitting areas with composite decking and garden areas, provide the backdrop for hosting family and friends. The kitchen is outfitted with stainless appliances (2025), ample cabinetry, a large walk-in pantry and granite/butcher block countertops. This split plan offers three bedrooms and two baths on the second level, one bedroom is complete with an en-suite bath. The peaceful owner's retreat is on the lower ground floor and is completely private from the rest of the living areas. It features a flex space/office as you enter the primary bedroom with a set of solid double doors. Once inside, you will notice two walk-in closets, an en-suite bath with a jacuzzi tub and separate shower, along with a walkout to a private courtyard area. Updates include roof in 2025, exterior paint in 2025, new wood fence in 2024, one HVAC in 2024 and solid wood doors with Baldwin hardware. Other features of the home include optional access to the Lake Minnehaha boat ramp, which leads to the exclusive Chain of Lakes. With easy access to downtown Maitland, Interstate 4, Maitland Community Park, Dommerich Elementary and Maitland Middle Schools, this home is a must-see!

798 Sequoia Trail, Maitland

$525,000
4 Beds 2 Baths English Estates Unit 2 SubDv. 32751 Zip Code
Welcome to this completely reimagined 4 bedroom, 2 bath, single story home in Maitland's English Estates. 1220 Winston Road features a completely open kitchen with beautiful granite counter tops, 42" cabinets, marble backsplash, newer kitchen appliances, and a breakfast bar. From here you have views to the living room and the gorgeous custom accent wall with built-in lighting. Two generous sized bedrooms to the right share a jack-n-jill bathroom, and have fantastic storage and natural light. The master bedroom is a suite of its own and hosts TWO walk-in closets and an oversized primary bathroom with dual sinks. The 4th bedroom is across the primary bedroom and would make a great den, office, nursery, or guest room. Just off the kitchen, you’ll find an adorable mudroom with newer washer and dryer, pantry storage, and a built-in wooden bench—because real life deserves smart design. Outside, the fully fenced backyard provides plenty of room to relax or entertain, while a separate paved parking pad offers space for an additional vehicle, boat, or future shed. English Estates is known for its strong sense of community and low turnover, with an optional HOA that hosts neighborhood events like the annual fall festival. The location is hard to beat: quick access to 436, 17-92, Red Bug Lake Road, and the I-4 Express Lanes via the Maitland Boulevard exit makes commuting to Downtown Orlando smooth, even during rush hour. Bottom line: this is one of those homes that checks the boxes and feels good the moment you walk in.

1220 Winston Road, Maitland

$254,000
3 Beds 3 Baths Visconti East SubDv. 32751 Zip Code
VISCONTI - It doesn't feel like a "home" - you'll feel like you're checking into a RESORT! This gated, spacious three-story condominium offers an oversized double car garage. Venture upstairs to an open concept layout for living-kitchen-dining area. This home has been updated with all NEW wood floors, freshly painted with lovely crown and base molding and ALL new fans. The kitchen has ALL new stainless steel appliances and a Moen Farmhouse sink. Small side pantry for your storage needs. All bedrooms feature huge walk-in closets. The updated bathrooms include new toilets, sinks and lighting adorned with gold toned fixtures. Windows above the staircase envelope natural lighting and nook style storage to showcase your artwork. Laundry area is upstairs for your convenience. Primary BR offers dual closets with naturally light in the bathroom with a privacy window. Second BR is also ensuite. Visconti offers lakeside dual swimming pools; Fitness Center, Tennis, Basketball and pickleball courts; Clubhouse and a fenced playground - all surrounded with beautifully maintained landscaped grounds. HOA fee covers water, sewer, pest control and valet trash service. Trash receptacle cleverly disguised by the front door as a bench. Conveniently located to I-4, Rollins College, UCF, Full Sail University and Downtown Orlando. 30 minutes to all major theme parks, Orlando International Airport and Sanford International Airport. MOVE in ready with new updates - just unload your furnishings and hang your "Home Sweet Home" banner! Call today for your private showing.

2824 Shadow View Circle Unit 2824, Maitland

$595,000
3 Beds 3 Baths Enclave/Maitland A-F SubDv. 32751 Zip Code
Beautiful move-in ready home in the highly sought-after gated community of Montacino, located in the heart of Maitland. This single-story Mediterranean inspired home boasts three spacious bedrooms, including the grand Primary bedroom suite with its private spa-inspired bathroom with a jacuzzi tub, another inviting full bathroom, a convenient half bath, and a separate office or den great for remote work or hobbies. The split plan allows for plenty of privacy and includes a formal dining room, a chef's kitchen with a spacious eat-in area overlooking the gorgeous family room with a gas-ready fireplace, which leads to the peaceful screened-in back porch. Elegant Tray ceilings, eight-foot doors, charming archways and recessed lighting add to the allure of this home. With an oversized two-car garage and a nicely appointed interior laundry room, this low-maintenance home offers plenty of storage, and carefree living. The affordable HOA fee provides privacy and security with the gated entrance, access to the sparkling community pool, professional maintenance of all the lush landscaping, and scenic paved paths overlooking tranquil Lake Charity. Don't miss your chance to live in this elegant community, which is zoned for top-rated schools, and is perfectly located near Interstate 4, the Maitland Town Center and popular downtown Winter Park. Schedule your private showing today!

1447 Caring Court, Maitland

$130,000
2 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 2-bedroom, 2-bathroom residence is 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.

420 Banyon Tree Circle Unit 102, Maitland

$1,798,999
5 Beds 5 Baths Hollieanna Shores SubDv. 32751 Zip Code
Under contract-accepting backup offers. Under Construction. A masterpiece of luxury design by LUIH Luxury Homes, perfectly positioned in the prestigious neighborhood of Hollieanna Shores. As you arrive, a striking façade with an elegant arched entryway sets an unforgettable tone. Beyond the front door, soaring ceilings and designer finishes frame an expansive living room where glass sliders dissolve the boundary between indoor and outdoor living, creating a seamless transition to the lanai and resort-style backyard. At the heart of the home, a chef’s kitchen designed for both performance and beauty exceeds every expectation. Sleek quartz countertops, a full Thermador appliance suite, custom cabinetry, and an oversized walk-in pantry elevate culinary experiences to a professional standard. The primary suite is a private sanctuary intentionally crafted to evoke a spa-like retreat. A stunning bathroom showcases a freestanding tub, an expansive walk-in shower, dual vanities, and exquisite finishes, while a large boutique-style closet with custom built-ins ensures every piece has its place. The upstairs level offers a generous loft and beautifully appointed secondary bedrooms, creating the ideal separation of space for family or guests. Outdoor living is nothing short of extraordinary, featuring a huge covered lanai with a full summer kitchen overlooking a shimmering pool and expansive, fully fenced backyard. Situated in the sought-after Hollieanna Shores neighborhood, this residence places you moments from Maitland City Centre, local parks, the iconic Enzian Theatre, and Park Ave. shopping and dining. If you’re seeking a home that feels both artful and effortless, this is where elevated living becomes reality.

105 Tangelo Court, Maitland

$820,000
4 Beds 2 Baths Highland Park Estates First Add SubDv. 32751 Zip Code
This beautifully updated 4-bedroom, 2-bath pool home offers 2,000 square feet of inviting living space on a spacious corner lot in highly desirable Maitland. The open living, kitchen, and dining area features a striking limestone fireplace, crown molding, custom built-ins, laminate wood flooring, and abundant natural light through French doors and skylights. The designer kitchen includes white and espresso cabinetry, white café appliances with antique brass accents, quartz countertops, a Venetian plaster–wrapped hood, a pot filler, a generous island with seating for four, and charming antique pantry doors. The primary suite offers a private retreat with direct access to the pool and a recently renovated ensuite bathroom with a quartz and wood vanity, a beautifully tiled shower with frameless glass doors, and dual shower heads. Additional interior highlights include a renovated hall bathroom, blinds and ceiling fans throughout, and a well-appointed laundry/mud room with floor-to-ceiling cabinetry offering tons of storage, a stainless sink, and included washer and dryer. The outdoor living space is exceptional! Start your day with a cup of coffee within the sanctuary of your ivy-lined courtyard with the serene sounds of the custom water feature. Finish the day with friends and family in your screened-in pool. Many other thoughtful outdoor details such as low-maintenance turf, paver walkway areas and front porch - perfect for relaxing, entertaining and enjoying year-round outdoor living. A side-entry two-car garage provides both convenience and curb appeal. Located within minutes of shopping, dining, and local parks, this home is zoned for top-rated schools including Dommerich Elementary, Maitland Middle, and Winter Park High School, and offers quick access to I-4, Maitland Community Park, and Lake Lily Park. This is the perfect blend of style, comfort, and unbeatable location. ROOF - 2025 HVAC - 2020 WATER HEATER - 2021 POOL HEATER & PUMP - 2023

2270 Deloraine Trail, Maitland