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$545,000
4 Beds 3 Baths Winfield SubDv. 32751 Zip Code
This 4-bedroom, 3-bathroom home is packed with smart updates and sits in a prime Maitland location, close to shopping, dining, and quick access to the interstate for an easy commute to Orlando and beyond. Inside, you'll love the vaulted ceilings, new luxury vinyl flooring, and a clean, modern aesthetic throughout. The home has been freshly painted and features all-new lighting and fixtures, and a newer HVAC system, offering both comfort and peace of mind. The open kitchen flows seamlessly into the main living space, creating an ideal setup for entertaining or everyday living. A downstairs guest wing offers privacy and flexibility, while upstairs you'll find three bedrooms, including a spacious primary suite with two closets and a large ensuite bathroom. Step outside to enjoy the screened back porch and private pool—perfect for relaxing weekends or hosting friends and family. With its updated condition, great layout, and convenient location, this home is ready to welcome its next owner—no updates needed, just unpack and enjoy. Don't hesitate. Schedule a showing today!

1758 Bobtail Drive, Maitland

$380,000
3 Beds 3 Baths N/A SubDv. 32751 Zip Code
Welcome to your NEW CONSTRUCTION HOME! NO HOA, no CDD! This brand-new 3-bedroom, 2.5-bathroom home unfolds its modern elegance and spacious charm as you step inside. Three inviting bedrooms await, offering comfort and room to retreat. The master bathroom is a sanctuary with double sinks, a separate shower, and a luxurious bathtub for relaxation. In the kitchen, discover a gourmet haven with brand new stainless steel appliances - perfect for culinary adventures. On the main level, relish in the absence of carpet, replaced by beautiful, low-maintenance flooring. The open layout seamlessly connects the kitchen, dining area, and living room - an entertainer's dream. Park with ease on the expansive driveway, a welcome convenience for multiple vehicles or guests. Embrace the potential of a spacious backyard for gardening, grilling, or simply enjoying the Florida sunshine. This property is in close proximity to Downtown Winter Park, restaurants and convenience stores. Don't miss the opportunity to make this stunning new construction home yours. Contact us today for a viewing and experience the beauty and comfort of this exceptional property!

2041 Warrens Avenue, Maitland

$538,000
4 Beds 3 Baths English Woods SubDv. 32751 Zip Code
Perfectly positioned on a sprawling, nearly 1/3-acre corner lot in the heart of Maitland. Inside, the home unfolds into expansive, light-filled living areas where the great room, kitchen, and dining spaces connect effortlessly—designed for both stylish entertaining and relaxed family life. The kitchen is a true centerpiece, featuring solid wood white cabinetry, premium quartz countertops, a stainless steel appliance package with hood vent and microwave drawer oven, beautiful accent shelving, and a large island with eat-in counter seating—crafted for both function and beauty. This home strikes the perfect balance between expansive living spaces and tasteful, high-quality updates, creating a move-in-ready experience that's rare to find. A spacious two-car garage adds everyday convenience and storage. Step outside to a private, screen-enclosed lanai and patio, surrounded by mature landscaping and the peaceful privacy only a corner lot can provide — perfect for relaxing or entertaining year-round. Embracing the best of Maitland’s lifestyle- Publix Super Market at Maitland Place is just 1.5 miles away for everyday convenience. Lake Lily Park and the charming Maitland Farmers Market are only minutes from your doorstep. Downtown Winter Park’s award-winning Park Avenue is less than 10 minutes away, offering an unmatched mix of boutique shopping, acclaimed restaurants, art galleries, and year-round festivals. Quick access to I-4 makes commuting into Downtown Orlando a breeze. With top-rated schools, lush parks, and the very best of Central Florida at your fingertips, this location checks every box. Schedule your tour today.

2327 Fieldingwood Road, Maitland

$399,000
3 Beds 2 Baths Poors 2nd Add SubDv. 32751 Zip Code
REDUCED BELOW APPRAISED VALUE FOR QUICK SALE! LOCATION LOCATION LOCATION and NO HOA! Incredible opportunity to live in this highly desired neighborhood of Maitland that is walking distance to everything! Best Farmers Market, shops restaurants and social activities. This home is located on a quiet dead-end street in a location that is hard to find surrounded by million-dollar homes. Newly remodeled and move in ready!! 3-bedroom 2 bath, perfect for anyone looking to be in Maitland! Wood burning fireplace and huge screened in patio for your enjoyment! Multiple living spaces and a large fenced in yard with a huge screened in patio! Houses don't come on the market in this area often! Don't miss out!

421 Hope Terrace, Maitland

$3,385,000
4 Beds 5 Baths Ravndals Rep SubDv. 32751 Zip Code
Tucked away at the end of a quiet cul-de-sac, this serene lakefront retreat is sited on a lush 1.21-acre lot w/ 187 feet of shoreline on tranquil Lake Nina—part of the Winter Park Chain of Lakes—this 4-bedroom, 4.5-bathroom, 4,997-square-foot estate blends Santa Barbara-style charm w/ modern sophistication in one of Central Florida’s most desirable settings. A meandering drive leads you to a semi-circular paver driveway that welcomes you home. A deep, covered front porch provides a gracious entry, setting the tone for the calm, understated elegance found throughout. Once inside, nearly floor-to-ceiling windows span the entire rear elevation, offering breathtaking lake views from every angle & filling the home w/ natural light. To the right of the foyer, a cozy formal living room w/ a wood-burning fireplace invites quiet conversations or evening relaxation. To the left, the spacious dining room features a built-in buffet designed to preserve unobstructed views of the water. Just beyond, the newly renovated kitchen is a standout including a La Cornue French gas range, Monogram appliances, a concrete farmhouse sink, wide-plank oak flooring, luxury lighting & striking marble counters. A hidden scullery/laundry area offers practical overflow, connecting the kitchen to the oversized, air-conditioned 2-car, side-facing garage w/ built-in storage & a dedicated gym or flex room. Moving through the heart of the home, a large family room awaits—framed by soaring ceilings with cedar beam accents & outfitted w/ automated shades for comfort & privacy. The primary suite occupies its own wing & features a gas fireplace, dual walk-in closets, a spa-style bath, & 2 separate flex rooms currently used as an office & art studio. On the opposite side of the home, a tucked-away powder bath conveniently serves both guests & the pool area, while an additional en-suite bedroom downstairs offers privacy for guests or multi-generational living. Upstairs, two more bedrooms w/ en suite baths flank a generous loft w/ amazing lake views. Step outside & the setting is nothing short of spectacular. The resort-style backyard was designed for entertaining & unwinding alike, w/ multiple fire pits, a sparkling pool & raised spa & an outdoor kitchen complete with grill, pizza oven, built-in space for Green Egg, sink & refrigerator. The expansive lawn gently slopes toward the lake, leading to a rare, fully outfitted dock w/ a covered boathouse, lift, dual jet ski slips & utilities for water & electric—perfect for sunset cocktails or launching into the larger chain of lakes. Architectural details throughout the home include Mexican tile, natural wood & stone finishes, vaulted ceilings, metal accents, & custom lighting—thoughtfully layered to create a warm & inviting atmosphere. Major improvements include a home repipe (2020), updated electrical (2019), 3 new HVAC systems (2022), new garage doors (2021), & recently installed paver hardscape designed to accommodate ample parking for family & guests. In a sought-after Maitland lakefront enclave, this home pairs top schools w/ rare privacy & convenience. Lake Nina provides a quiet, scenic backdrop, yet a short, easily navigable canal offers direct access to the expansive waters of Lake Maitland & the greater Winter Park Chain—making it as ideal for tranquil mornings as it is for adventurous afternoons on the water. More than a home, this property is a lifestyle, a legacy & a front-row seat to the best of lakefront living.

645 Manor Road, Maitland

$1,200,000
4 Beds 4 Baths Stonehill SubDv. 32751 Zip Code
One or more photo(s) has been virtually staged. This meticulously maintained home in the desirable Stonehill community offers an exceptional layout with thoughtful upgrades throughout. The freshly painted exterior and recently replaced tile roof give it standout curb appeal. Inside, the grand foyer, with soaring ceilings, leads into a formal living room with French doors overlooking the sparkling screened-in pool and covered patio. To the left, the formal dining room showcases elegant coffered ceilings, while the adjacent kitchen is a chef’s dream—featuring custom-built cabinetry, stunning granite countertops, a Viking double oven, built-in Sub-Zero refrigerator with a cabinet-matching front, Miele built-in coffee maker, built-in microwave, cooktop with a pot filler, and even two additional refrigerator drawers for extra storage. The kitchen opens to a spacious dinette and family room with a wood-burning fireplace and additional French doors leading outside. On the main floor, the primary suite offers high ceilings, French doors opening to the back patio, and a spa-like bath with dual walk-in closets, two vanities, a large walk-in shower with dual showerheads, and ample storage. A versatile additional room on this level, complete with a closet, is located across from a fully renovated pool bath, making it perfect for a home office or guest space. The large laundry room, featuring built-in cabinets and a sink, sits just off the kitchen near the entrance to the two-car garage. Upstairs, a spacious bonus room with a huge storage closet provides extra living space. Two generously sized bedrooms share a Jack-and-Jill bathroom with double vanities and a tub/shower combo, while another well-sized bedroom and an additional full bath complete the upper level. Beautiful wood floors run throughout the home, complemented by high baseboards and crown molding for a polished look. Outside, the screened-in patio and sparkling pool with a water feature offer a private retreat, while the fenced backyard adds both security and privacy. Located between Maitland Ave and 17-92, this home provides easy access to top dining, shopping, and entertainment in Maitland and Winter Park. Major roads including I-4, 17-92, and SR 436 are just minutes away, and the nearby SunRail station makes commuting downtown a breeze. Call today for a private showing!

142 Stone Hill Drive, Maitland

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

571 N Lake Sybelia Drive, Maitland

$468,000
3 Beds 2 Baths Greenwood Gardens Sec 01 SubDv. 32751 Zip Code
Tucked away in one of Maitland's hidden gem neighborhoods, this charming home blends convenience and comfort effortlessly. Just a short stroll away, you'll find favorites like Publix, Kappy's Subs, and the Brightline station, while Luke’s Kitchen, Lake Lilly Farmer’s Market, and vibrant Winter Park are mere minutes from your doorstep. Easy access to I-4 ensures your daily commute or weekend adventures are hassle-free. Inside, the home boasts an inviting open floor plan highlighted by a spacious kitchen complete with a cozy eating area, ideal for casual breakfasts or entertaining friends. The large family room is bathed in natural light, creating a warm and welcoming atmosphere for everyday living. Relax or host gatherings on the screened patio overlooking a generously sized, fully fenced backyard, perfect for outdoor enjoyment or play. A spacious master suite offers a peaceful retreat to unwind at day's end. This home truly offers the ideal balance of privacy, convenience, and comfort in the heart of Maitland. The home has a brand new HVAC and new roof in 2017!

651 Robinhood Drive, Maitland

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

640 Old Horatio Avenue, Maitland

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

1665 Cheyenne Trail, Maitland

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

311 W Lake Faith Drive, Maitland

$570,000
3 Beds 2 Baths Dommerich Hills SubDv. 32751 Zip Code
Mid-Century Charm with Modern Comforts in Dommerich Hills! This classic 1961 single-family home in Dommerich Hills, Maitland, showcases mid-century architectural appeal with a spacious single-story layout spanning 1,736 sq. ft. The block construction ensures durability, while the gabled composition shingle roof (replaced in 2017) enhances the home’s timeless aesthetic. Designed for both functionality and comfort, the home features three bedrooms and two bathrooms, with an inviting plaster interior and BRAND NEW tile flooring. A fireplace in the main living area adds warmth and character, while large windows (installed in 2024) allow for ample natural light. Outdoor spaces include a finished open porch, a screened-in porch, and a patio, providing multiple options for relaxation and entertaining. The attached 525 sq. ft. garage offers ample storage and parking. Additionally, a private pool enhances the backyard, creating a tranquil retreat. The home includes a 2022 AC system and a 2023 hot water heater for added efficiency and comfort. The city is currently in the process of installing a sewer system. Seller has already paid sewer connection fee and will pay the municipality fees with acceptable offer. With central cooling and forced-air electric heating, this home balances mid-century charm with modern convenience, making it an ideal choice for those seeking classic design and comfortable living.

2251 Chippewa Trail, Maitland

$1,575,000
5 Beds 5 Baths Maddon Cove 47/24 SubDv. 32751 Zip Code
ACTIVE on the Market – Enhanced and Priced to Sell! Custom built in 2003 and secluded in an exclusive enclave of only six exquisite luxury homes, this 5-bedroom, 4.5-bath Mediterranean-style residence offers privacy, elegance, and an exceptional indoor-outdoor lifestyle. Designed around a stunning courtyard with sparkling pool, tropical landscaping, and outdoor lighting, almost every room on the main level has a door opening directly to this stunning outdoor space. The home delivers resort-style living every day. The main level features the primary suite with an extraordinary custom-built walk-thru closet, a separate nanny/in-law bedroom, a dedicated library/office with custom built-in bookcase, & an expansive laundry and storage room. Upstairs, you’ll find two more bedrooms connected by a jack-and-jill bath, and a separate bath ensuite bedroom, plus a versatile loft/flex space perfect for games, study hub, or media. Rich wood floors, a tile roof, owned solar panels, whole-house generator, irrigation well, and privacy fencing add comfort and efficiency to this remarkable home. The open gourmet kitchen and family room living spaces flow effortlessly to the pool and patio, ideal for both relaxed evenings and festive gatherings. Located on a quiet cul-de-sac with no through traffic, this home offers seclusion yet remains close to premier shopping, dining, and top-rated schools. Don't miss the chance to own this distinctive Central Florida retreat! Call today for your private showing.

135 James Place, Maitland

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

1002 Versailles Court, Maitland

$335,000
3 Beds 2 Baths Druid Hills Park SubDv. 32751 Zip Code
Three bedroom, two bath home with lots of potential in fantastic centralized Orlando/Maitland location. Easy access to I-4, minutes from 17-92, 436, 434, Altamonte Mall, Altamonte Hospital, downtown Orlando, restaurants, services, and schools. Built in 1971, this home features large living areas with lovely green views. The living room/dining room opens out onto a spacious screen patio with updated tile. Oversized kitchen has plenty of room for an eating area and small family room. New roof in 2020, new Carrier a/c in 2022, newer electric panels and water heater. Large 2-car garage with opener includes laundry area and plenty of space for a workbench and storage. The good bones are here - you just need to make it your own!

380 Banyan Drive, Maitland

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

470 Manor Road, Maitland

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

641 Lake Catherine Drive, Maitland

$215,000
3 Beds 3 Baths Visconti East SubDv. 32751 Zip Code
One or more photo(s) has been virtually staged. LARGE PRICE ADJUSTMENT!!! MOTIVATED SELLER!! Discover luxurious resort-style living in this beautifully maintained 3-bedroom, 2.5-bath condo in the prestigious gated community of Visconti East. This elegant home showcases premium finishes throughout, featuring rich hardwood floors in the main living areas and fresh neutral carpeting in the bedrooms. The thoughtfully designed open-concept layout creates an ideal flow between the updated kitchen, dining area, and living room, perfect for both everyday living and entertaining. The well-appointed kitchen offers cream-colored cabinetry, modern appliances, and ample counter space, while large windows flood the space with natural light. Upstairs, the primary suite provides a peaceful retreat with dual closets and an ensuite bathroom featuring double vanities and designer tile work. Two additional bedrooms, a full bath, and convenient laundry area complete the upper level. Visconti East offers resort-caliber amenities including a spectacular pool complex with palm-lined sundeck, professional fitness center, resident clubhouse, children's playground, and gated security. This particular unit enjoys serene views of the community's decorative pond and mature landscaping. The attached two-car garage provides abundant storage and covered parking. Located just 15 minutes from downtown Orlando's dining and entertainment, 30 minutes from theme parks and Orlando International Airport, this move-in ready home delivers the perfect blend of luxury, convenience and lifestyle amenities.

2425 Legacy Lake Drive Unit 2425, Maitland

$1,920,000
5 Beds 4 Baths Maitland Club SubDv. 32751 Zip Code
Lake Sybelia is calling. This gracious home is on a private spring-fed skiable lake and tucked away on a tree-lined brick street, offering a lifestyle that is unparalleled. On about three quarters of an acre and almost 120 feet of linear lake frontage, it is a wide view of this pristine waterway. A covered boat dock is updated with an electronic lift and new cradle cabling. An open deck with all-weather planks runs along the waterfront and sandy shore to capture all the lake offers. Abundant lakeside green space makes entertaining simple. This one-story home features five bedrooms and four baths with an additional guest house and has been completely reimagined while keeping the charm of vintage Maitland. The main house includes a split four-bedroom plan for privacy with open living spaces that seamlessly blend into one another. Gorgeous warm European white oak wood floors that ground the spaces and walls are crisp and clean with level five drywall finish. Handcrafted European white oak custom built-ins in dining and living spaces add to the style of this comfortable California-inspired ranch. Dining room custom bar adds function and flair with reflecting mirror back that elegantly finishes this appointment. Tumbled limestone floors in the kitchen, front entry and dining area are neutral toned and add character to the timeless finishes. Custom kitchen is renovated with 42-inch cabinetry, Bosch appliances, Rohl faucets, RH hardware, two porcelain farmhouse sinks with European white oak center island all adorned with imported Dolomite counters and backsplash. The kitchen window above the farmhouse sink brings in the lush greenery of the back courtyard. Loads of storage in the utility, pantry and laundry combination, finished with imported handmade Italian tiles, all designed to make daily functions a breeze and beautiful! An independent guest house completes the home with vaulted ceilings with wood beams, original wood floors, spacious living, efficiency kitchen, full bath and bedroom nook. This multi-functional space is versatile and includes an office area but certainly can be used for what fits your lifestyle. Other enhancements include fully renovated baths consistent with the elevated finishes and selections of overall home, and features European white oak built-in cabinets, imported Spanish and Moroccan tile, in common with architectural lighting. Also, all trim, doors, hardware and moldings were replaced, new roofs on all three structures in 2025, RH linen drapes in living and primary, serviced and operational fireplaces and fresh landscaping. Every detail is accounted for and in pristine location. Visit downtown Maitland, enjoy Lake Lily, community events and weekly farmers market, award-winning restaurants and great community parks. Don’t miss the opportunity of a lifetime to own a lakefront in Florida which continues to be a growing investment.

1100 S Lake Sybelia Drive, Maitland

$410,000
4 Beds 4 Baths 32751 Zip Code
MAJOR PRICE IMPROVEMENT!! Newly Renovated Home with Private In-Law attached 2/2 Apartment, quite a versatile space .Located just off Interstate 4, this renovated single-family home offers the perfect blend of modern comfort and unbeatable convenience. With downtown Orlando just minutes away and easy access to Florida’s stunning east coast beaches, this home is ideal for families, professionals, or those seeking multi-generational living. The main house features 2 spacious bedrooms and 2 updated bathrooms, an open-concept living area with gleaming ceramic tile, a stylish kitchen. The attached in-law apartment is a private, self-contained space with its own entrance, kitchenette, a dinette area, 2 spacious bedroom, and 2 full bathrooms—perfect for extended family, guests, or even as a potential rental. This home offers the best of Orlando living with easy access to everything you need! ALSO AVAILABLE FOR LEASE, MLS ID G5100421

301 Clark Street, Maitland

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

2460 Worthington Rd, Maitland

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

1000 Winderley Place Unit 143, Maitland

$378,000
3 Beds 2 Baths English Estates Unit 1 SubDv. 32751 Zip Code
Multiple offers are in. Welcome to your new home in the English Estates. A neighborhood in one of Maitland’s coveted areas, where the HOA is optional. This spacious 3 bedroom, 2 bath POOL residence sits on just over ¼ acre of maturely landscaped & fenced corner lot ready for you to enjoy. This mid-century home has some modern updates that compliments the original charm featuring a brick wall fireplace in the kitchen/dinette area and a second fireplace with traditional mantle in the formal living room. The dining room can be private and formal, but open with sliding doors to the screen porch exit out to the pool. Enjoy cooking on the center island & entertaining within the large kitchen & dinette area open to the family room, which flows nicely through to the dining and living rooms or cozy by the fireplace in the dinette. There is ample counter space & solid wood cabinets. The master bedroom also has sliding doors to access the pool. The spacious screen porch offers additional space for gatherings and outdoor fun. Discover the potential of this mid-century modern gem that has beautiful terrazzo flooring under the existing flooring to restore. Don’t miss this opportunity to make this uniquely yours! Roof new 3/2023, electric breaker panel 2012 and AC 2008. The city is in the process of completing new water supply lines throughout the area, please excuse any inconvenience.

2201 Sunderland Road, Maitland

$410,000
3 Beds 2 Baths Oakland Shores SubDv. 32751 Zip Code
Charming Maitland Gem with Lake View and Unlimited Renovation Potential - Don’t miss this opportunity to make this mid-century Florida ranch-style home your own! Located in a peaceful, tree-lined neighborhood, this home exudes timeless character and offers the perfect canvas to create your dream living space. Renovate, Renovate, Renovate... Lovingly owned by the same family for 42 years, it’s ready to begin its next chapter—yours! Key Features: * 3 Bedrooms, 2 Bathrooms + Bonus Room: Flexible spaces filled with natural light and a welcoming ambiance, ideal for your lifestyle needs. * Lake View: Enjoy tranquil view of Lake Faith right from your living room. Situated on a spacious lot across the street from the lake, this home provides a serene setting with year-round breezes. * Open Interior Layout: The living room features new flooring (2024) that creates a warm and airy atmosphere, perfect for relaxing or entertaining. The kitchen offers generous counter space and flows seamlessly into the Florida room, which connects beautifully to the outdoor area. * Outdoor Living Potential: The lot invites endless possibilities—envision a custom outdoor kitchen, dining area, or a lush garden retreat. This home is an entertainer’s dream! Recent Updates: * Living Room Flooring (2024) * AC System (2024) * Roof (2022) * Water Heater (2022) * Garage Door (2022) * Plumbing (2020) * Electrical upgrades over the years This home has received many updates and is primed for a buyer with the vision and creativity to elevate it to its full potential. Prime Location:?Conveniently situated near Maitland’s vibrant new downtown, you’ll enjoy easy access to parks, popular restaurants, and shopping. This property perfectly blends tranquil suburban living with urban convenience. Whether you’re ready to move in or eager to add your personal renovation touches, this Maitland gem offers unmatched potential. Act quickly—homes like this don’t last long! Schedule your private showing today and take the first step toward your next chapter in this charming home. All measurements must be independently verified by the buyer and buyer's agent.

505 Lake Shore Drive, Maitland

$425,000
3 Beds 2 Baths Magerstadt Sub SubDv. 32751 Zip Code
This stunning 3-bedroom, 2-bathroom home, built in 2019, is a modern gem ready for you to call home! This home has an open-concept design featuring gray-tone tile floors, a gorgeous kitchen with shaker-style cabinets, upgraded stainless steel appliances, a large center island, and a closet pantry. The split-bedroom layout offers a serene primary suite with crown molding, a walk-in closet, and an en-suite bath boasting dual sinks and a custom-tiled shower with dual showerheads. Two additional spacious bedrooms share a modern full bath. All bedrooms have brand new carpets installed. The covered lanai and fully fenced backyard with two gates and mature trees provide the perfect space for relaxation or entertaining. Conveniently situated minutes from I-4 and 17/92, this home is zoned for great schools, including Maitland Middle and Edgewater High, and is close to the community events in Maitland and Eatonville.

1910 Rogers Avenue, Maitland

$485,000
4 Beds 2 Baths English Woods SubDv. 32751 Zip Code
ROOF|2017| HVAC |2021| Re-Piped 2021| This fully renovated 4-bedroom, 2-bathroom home in the heart of Maitland showcases modern design and thoughtful upgrades, offering a perfect blend of style, comfort, and functionality. The open-concept floor plan allows for an abundance of natural light, highlighting a chef’s kitchen that features a large farmhouse sink, panel matched dishwasher, a massive island with ample storage, hidden trash and microwave compartments, built-in outlets, and a seating area, making it an entertainer’s dream. Custom-built cabinets and shelving, along with French doors, add a touch of elegance, while a pocket door creates a private retreat for the secondary bedrooms and bathroom—ideal for multigenerational living or older children. The dining room is thoughtfully positioned near large picture windows and includes a built-in buffet, making hosting holidays or parties a breeze. Recent 2024 upgrades include fresh interior and exterior paint, a Mossy Oak vinyl privacy fence with irrigated privacy landscaping in the front and back that will grow into a lush natural barrier - your Maitland oasis. Breath easy with recently cleaned AC ducts plus a NEW UV filtration system to ensure superior air quality. The bathrooms have been updated with new toilets, and the home has been fully repiped with durable PEX piping for added peace of mind. The roof, re-roofed with a permitted project in 2017, has ample remaining life, and the HVAC system was permitted and installed in 2021. Avoid insurance hassles and high premiums by purchasing this upgraded, turn-key property. The outdoor space is equally impressive, featuring a spacious covered patio with a pergola that invites you to relax or entertain year-round. The expansive backyard offers endless possibilities, from gardening to play, and includes a convenient storage shed and a large playset, if desired. At nearly 1/4 acre, this oversized lot offers ample space for potential additions, a pool, or even the possibility of an accessory dwelling unit (ADU), subject to buyer verification and local zoning regulations. A two-car garage provides ample room for vehicles and storage, while the neighborhood’s sidewalks, scheduled for enhancement and additional installation in Spring 2025, further accentuate the community’s charm and walkability. Located just minutes from Central Florida’s top private schools, including Trinity Preparatory School, St. Mary Magdalen Catholic School, and Park Maitland School, this home is perfectly positioned for families seeking quality public or private education options. The English Estates community is renowned for its charming character and well-maintained homes, which retain their timeless appeal and offer architectural diversity. Residents enjoy a prime location close to shopping centers, restaurants, and major highways, making commutes to downtown Orlando or nearby Winter Park effortless. Outdoor enthusiasts will love the proximity to Kewannee Park, which offers walking and biking trails, playgrounds, a basketball court, and picnic areas. The quiet streets and friendly neighbors create an inviting environment for households of all types. This home presents a rare opportunity to enjoy a lifestyle of comfort and convenience without the hassle of costly, messy, or time-consuming renovations. Schedule your private showing today!

1509 Oxford Road, Maitland

$490,000
3 Beds 2 Baths Druid Hills Park SubDv. 32751 Zip Code
PRICE REDUCED!! Welcome to this beautifully maintained 3-bedroom, 2-bathroom pool home offering the perfect combination of comfort, convenience and charm. This home is just minutes from the Altamonte Mall, Cranes Roost Park, dining, schools, and major highways-close to everything you need! Cozy up by the wood burning fireplace on chilly evening or enjoy gathering in the open-concept living and dining areas. Beat the heat of the warm Florida summers with your fully enclosed sparkling pool and hot tub, perfect for entertaining or just relaxing. The oversized lot gives you ample space for gardening, space for pets or other outdoor activities, as well as a versatile bonus metal building, separate from the main house, that would be perfect for a workshop, extra storage, art studio or hobby space. The house has a brand new roof, new A/C, new kitchen appliances and new attic insulation. Don't miss this incredible opportunity to own a home that checks all the boxes. Whether you're entertaining by the pool or working on a project in the shop, this property offers great possibilities. Schedule your showing today and make this home yours! Motivated seller is willing to include $10,000 towards closing costs or rate buydown when using sellers preferred lender.

349 Hickory Drive, Maitland