Maitland Homes For Sale & Real Estate - 133 homes

Remarks: Immediately available! This refreshed 1-bedroom, 1-bath ground-floor condominium with a deeded 1-car garage is the one you’ve been waiting for in the desirable gated community of Visconti West. Tucked away in the back of the community, this home offers a peaceful retreat with a private patio and tranquil surroundings. Step inside to a bright, airy interior featuring all-tile flooring and an open floor plan perfect for both relaxing and entertaining. The modern kitchen boasts stainless steel appliances and a breakfast bar, ideal for morning coffee or casual meals with friends. Just off the kitchen, you’ll find a convenient laundry closet with a full-size washer and dryer. Special note the windows feature plantation shutters to add to the modern feel. The spacious living room flows seamlessly into the open kitchen and the screened-in balcony, where you can unwind outdoors while enjoying the privacy of your quiet setting. A storage closet on the balcony provides extra space for seasonal items or outdoor gear. In addition to your deeded garage, ample open parking is available for guests. At Visconti West, you’ll enjoy resort-style amenities including a sparkling pool, fitness center, clubhouse, playground, and sports courts. Water service and valet trash are included in your HOA, allowing for low-maintenance living. All this luxury for a low reasonable monthly condo association fee. Ideally located near I-4 and SR-414, you’re minutes from Downtown Maitland, Winter Park Village, Cranes Roost Park, and the shops and dining of Uptown Altamonte. With Downtown Orlando only 15 minutes away, you’ll enjoy the best of both worlds—peaceful living in a vibrant, convenient location. This is a must see to appreciate.

Listing is courtesy of: REDFIN CORPORATION (407-708-9747)

Listing Agent: Juan Castro (407-808-5353)

Remarks: Discover a rare opportunity in Dommerich Woods, a distinguished and established Maitland neighborhood celebrated for its rich heritage. Situated on .33 acre of lushly landscaped grounds, this remarkable property welcomes with paver drive and enjoys a tranquil setting along a peaceful creek connecting Lake Minnehaha and Lake of the Woods - creating an atmosphere of natural elegance and privacy. Re-roofed in 2023, this expansive 5 bedroom, 3 1/2 bath residence offers 4,144 HSF, and WHOLE HOUSE WATER SOFTNER, showcases a versatile TWO-LEVEL design, perfectly suited for refined living and gracious entertaining. The main level opens with a foyer leading into a bright, open living and dining area, where CEILING FANS throughout the main level add comfort and elegance. From here, step out onto the COVERED UPPER DECK with sweeping views of the SCREENED POOL, TROPICAL GARDEN, and serene backyard retreat - an ideal setting for morning coffee or evening gatherings. At the heart of the home, the GOURMET KITCHEN blends style and functionality with SOLID WOOD CABINETRY, a built-in WINE REFRIGERATOR and WINE RACK, granite countertops, and a CENTER ISLAND with SEATING, and REVERSE OSMOSIS WATER SYSTEM under the DOUBLE SINK. The adjacent laundry room offers exceptional storage, keeping household essentials organized. For added convenience , a two-car garage with built-in cabinets and workshop area, adjoins the spacious laundry room that has granite counters and washer and dryer. Also on the main level , adjacent to the primary bedroom with en-suite bath, a bedroom has been thoughtfully converted into a large closet featuring a CUSTOM CLOSET system, providing abundant space for wardrobe organization. Both levels feature inviting WOOD-BURNING FIREPLACES that add ambiance to the living spaces. On the lower level, a spacious family room, kitchenette, study/library/office, two bedrooms, full bath and half bath provide the perfect complement to easy living. Along the hallway, built-in wood shelving creates a refined showcase for books, art, or personal collections. While one bedroom includes a custom built in desk- ideal for work or study, a second bedroom adds flexibility for creative projects. This level opens onto the screened pool and patio area, designed for seamless indoor-outdoor living. Outside, tropical plantings, METERED IRRIGATION, and a winding private walkway leads along the soft murmur of the BORDERING CREEK. An added bonus is the storage room located below the kitchen which is approximately 375 sq.ft. Whether hosting guests or enjoying a quiet evening, this private oasis offers the ultimate backdrop for relaxed Florida living. Enjoy the opportunity to join the Dommerich Beach Civic Association with membership options including access to a private picnic area, boat ramp, canoe and kayak storage, and unforgettable evening sunsets. With its rare combination of design, flexible spaces, and an idyllic setting , this residence presents a unique opportunity to experience the very best of Maitland and Central Florida living. All this is convenient to some of Central Florida's finest schools, shopping, restaurants, parks, entertainment, businesses and more!

Listing is courtesy of: VANWORMER REALTY & DEVELOPMENT (407-927-1304)

Listing Agent: David Vanwormer (407-927-1304)

Remarks: Under contract-accepting backup offers. 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.

Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)

Listing Agent: Odel Ximinies (407-256-8575)

Remarks: SELLER PAYING CONCESSIONS OF 6 MONTH HOA FEES. Something is very special about Lakefront Living! Come visit this beautiful Lakefront Condo located at The Moorings On Lake Maitland, part of the Winter Park chain of lakes. Enjoy the Florida lifestyle in a carefree home with lake front amenities. Imagine Entertaining Family & Friends at the Pool or Heated Spa and the Clubhouse of the Moorings on Lake Maitland. Enjoy relaxing on the Lake Front Dock or on your own Private Enclosed Patio! Step inside this spacious 2 bedroom 2 bath great room plan, perfect for relaxing or entertaining. The beautifully upgraded kitchen has stainless steel appliances and granite counters and a charming dining nook. The master suite features an updated ensuite bath with dual sinks and a walk in shower with a custom glass enclosure. There is a generous walk in closet with custom built ins. Imagine coffee in the morning with lake views from your living room or your spacious patio. Only 5 minute drive to Winter Park's shops & Sidewalk Dining along the famed Park Avenue. Stroll over to Maitland's lovely Lake Lilly Park for Seasonal Events, Art Festivals, Concerts and local Farmer's Market! Incredible Location & Lifestyle!!!!

Listing is courtesy of: GALLERY PROPERTIES INTERNATIONAL (407-340-8487)

Listing Agent: Beatrice Cohen-Palladino, Pa (407-312-1820)

Remarks: Wonderful investment opportunity in historic Eatonville. Large corner lot. Roof was replaced in 2023. HVAVs and water heaters were replaced in 2021. Updated kitchen and bathroom were updated in both bathrooms. The property is completely fenced. There are (2) parking spaces for each unit. Side (1) is currently leased at $1,315 each month. Side #2 is vacant. Side #2 was just updated.is also $1,315 each month Duplex is convenient to I-4 Lee Rd. and SR1792. Community pool, churches, shopping and restaraunts

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)

Listing Agent: Marian Coaxum (407-739-4625)

Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 4-bedroom, 3-bathroom pool home offering the perfect blend of space, style, and location! From the moment you walk in, you’ll love the open layout and rich hardwood floors that create a warm and inviting atmosphere throughout. Designed for both everyday living and entertaining, this home features a dedicated office plus separate living, dining, and family rooms—giving everyone their own space while still feeling connected. The updated fireplace serves as a stunning focal point in the main living area, enhanced by natural light pouring in through the skylights. Recent upgrades provide added peace of mind and value, including a paver driveway and new gutters installed in 2019, full home re-pipe in 2021, air ducts sealed and new insulation added in 2021, a new pool pump and new AC compressor (one unit) in 2022, and new bedroom flooring in 2023.The kitchen is a true standout with 42” cabinetry, granite countertops, and newer stainless steel appliances, all overlooking the main living areas for seamless entertaining. A built-in wet bar adds the perfect touch for hosting gatherings and holiday celebrations. Retreat to the spacious primary suite and enjoy large closets throughout the home, providing ample storage for every lifestyle. Step outside to your private backyard oasis featuring a sparkling pool and expansive deck—ideal for relaxing weekends, outdoor dining, and Florida sunshine year-round. Located with easy access to Uptown Altamonte, I-4, 436, and Maitland Boulevard, this home places you just minutes from Lake Lily, Winter Park Village, Downtown Winter Park, and Cranes Roost—offering endless options for dining, shopping, parks, and entertainment. This home truly checks every box—space, updates, location, and a pool to top it all off! ????

Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)

Listing Agent: Dominick Florio (321-377-4045)

Remarks: Under contract-accepting backup offers. Villa Serenata, a lakefront legacy on Lake Maitland. Behind private iron gates along the storied shores of Lake Maitland, Villa Serenata presents a rare opportunity to own a distinguished Mediterranean estate on the renowned Winter Park Chain of Lakes. On approximately two acres of meticulously curated grounds, this extraordinary residence feels less like a home and more like a private resort, crafted for those who appreciate timeless architecture, thoughtful design and elevated lakefront living. A sweeping circular driveway welcomes you beneath a canopy of soaring royal palms and majestic live oaks, immediately setting the tone for what lies beyond. As the automated gate opens, the property reveals itself as a serene sanctuary where elegance and privacy coexist in harmony. The 6,634-square-foot main residence showcases interiors by acclaimed designer Ted Maines, unfolding across two levels of refined sophistication. The Mizner-inspired living room commands attention with dramatic 24-foot wood-beamed ceilings and twin walls of arched French doors, one framing sweeping views of Lake Maitland’s shimmering waters, the other opening to a sun-dappled courtyard where mornings naturally begin with coffee and quiet reflection. The upper level is devoted entirely to the primary suite, creating a private retreat complete with a heatless gas fireplace, spa-caliber bath with soaking tub and steam shower, a bespoke dressing room with custom built-ins, and a rooftop terrace with glass railings offering remarkable lake views. Three additional bedroom suites, each with an en-suite bath and generous walk-in closet, provide comfort and privacy for family and guests alike. At the heart of the home, the chef’s kitchen is equipped with Sub-Zero and Wolf appliances, custom cabinetry, and an expansive prep island designed to transition seamlessly from intimate family meals to catered gatherings of 50. The formal dining room features a dramatic curved wall of windows, turning every meal into a lakefront experience, while the richly paneled library and office offer a quiet space for focused work or relaxed reading. Complementing the main residence is a thoughtfully designed guest compound totaling 1,540 square feet. A private media pavilion delivers a state-of-the-art theater and listening room for film enthusiasts and audiophiles, while the one-bedroom guest apartment above provides a fully appointed living space with kitchen, living area and private entry, ideal for extended family, visiting guests or live-in staff. Outdoor living is equally exceptional. Resort-style travertine surrounds the pool amid lush tropical landscaping, creating a tranquil setting for sun-filled afternoons. A covered lanai with full summer kitchen flows effortlessly from the family room, while an expansive open-air terrace extends from the great room, an inviting backdrop for sunset cocktails overlooking the lake. Villa Serenata is more than a residence, it is a legacy estate, offering privacy, architectural distinction, and a lifestyle centered on one of Winter Park’s treasured waterfront settings.

Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)

Listing Agent: Mick Night (407-629-4446)

Remarks: TURN KEY AND RENOVATED IN SOUGHT-AFTER WEST COVE!! Wake up to breathtaking sunrises with a stunning, unobstructed view stretching across Lake Maitland—the largest lake in the highly sought-after Winter Park Chain of Lakes—from this beautifully renovated, truly turnkey condominium. All flooring, bathrooms, fixtures, paint, AC, water heater, sliding door to balcony, kitchen/appliances, and closet systems have been painstakingly updated to the highest level, making for an unparalleled opportunity to simply move right in and begin enjoying immersive lake views. The primary suite has been reimagined and has its own ensuite bath and a new built-in closet with copious storage, complete with signature views of Lake Maitland. This spacious residence offers an ideal central location, just moments from an array of dining options, Lake Lily Park, Enzian Theater, and convenient access to Interstate 4 via Lee Road or Maitland Boulevard. The monthly association fee—lower than most lakefront communities—provides exceptional value and includes access to lakefront docks (with boat slips available on a first-come basis), a fitness center, an inviting lobby for entertaining, a heated pool and spa, a grilling area with seating, storage for canoes, kayaks, and paddleboards, assigned and guest parking, laundry facilities on every floor, Spectrum cable and internet, as well as water, sewer, and trash services. This property may be under audio/visual surveillance.

Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)

Listing Agent: Frank Benevento (407-492-5153)

Remarks: Charming Newly Renovated Bungalow in Prime Maitland Location – Move-In Ready with Endless Potential! Discover this beautifully updated 3-bedroom, 2-bath bungalow at 1741 Lyndale Blvd, Maitland, FL 32751 – perfectly positioned on the edge of Winter Park for an unbeatable blend of tranquility and convenience. Freshly renovated and move-in ready, this home offers immediate comfort while sitting in a sought-after neighborhood where many properties are being transformed into spacious, high-end residences. It's an ideal opportunity to enjoy modern luxury today and customize further tomorrow in one of Maitland's most desirable areas. Step into a bright, open floor plan where the family room integrates effortlessly with the dining area, anchored by a cozy fireplace – perfect for gatherings. The heart of the home is the fully renovated kitchen, featuring abundant cabinetry, sleek quartz countertops, and a large kitchen island with seating for four at the breakfast bar – ideal for casual meals or entertaining. Spacious primary suite with a custom walk-in closet and sliding doors opening to the back patio and fire pit area – your private oasis for relaxing in the backyard. The en-suite primary bathroom boasts dual sinks, quartz counters, and a walk-in shower with a nice rain showerhead. Two generously sized secondary bedrooms with ample closet space, sharing a beautifully updated hall bathroom with another walk-in shower and rain showerhead. Brand-new Jeld-Wen windows, updated water and electrical systems, new tankless water heater, and new efficient central A/C system. Luxury vinyl plank flooring flows seamlessly through the entire home, delivering durability and style. Nestled in a peaceful, family-friendly neighborhood, this home offers quick access to top-rated Orange County schools including nearby Dommerich Elementary and strong feeders to Maitland Middle and Winter Park High. Enjoy a short drive or easy stroll to Scenic Lake Lily Park, with walking trails, picnic spots, playgrounds, and charming events; Maitland's vibrant cultural scene; excellent dining options; Premier golf courses, boutique shopping, and the upscale charm of Park Avenue in Winter Park; and convenient proximity to major Orlando attractions, theme parks, airports, and employment hubs – all while enjoying Maitland's quiet, tree-lined streets. This move-in-ready gem combines modern finishes with tremendous upside in a location that's rapidly appreciating. Don't miss your chance to own in one of Central Florida's most desirable pockets!

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Matias Ugarte Palacios (689-253-4778)

Remarks: Under contract-accepting backup offers. Welcome to this stunning home in Maitland, located at 1817 Braeloch Ct. A welcoming foyer opens to elegant formal living and dining rooms featuring gorgeous fixtures, plantation shutters throughout, 5½-inch baseboards, and beautiful manufactured wood flooring. Vaulted ceilings and skylights fill the home with natural light, while a cozy wood-burning fireplace and stylish wet bar create the perfect setting for entertaining. The completely renovated kitchen by Braden Kitchens offers abundant cabinetry and storage, with even more storage available in the spacious laundry room. The luxurious primary suite has been fully updated and features a beautifully redone bathroom and a custom built-in closet system. Step outside to a private screened pool and an impressive redesigned porch with pavers, vaulted ceilings, and skylights—perfect for relaxing or hosting guests. The home also includes a convenient half bath, two additional bedrooms with walk-in closets, a second bathroom that serves as a pool bath with a shower and linen closet, and a third bedroom with French doors leading directly to the pool area. Additional highlights include a central vacuum system, an oversized two-car garage, a shingle roof installed in 2021, A/C (2018), and a newer water heater for peace of mind. Residents also enjoy HOA community access to a private boat ramp and dock on the lake, which features a private skiing and slalom course. Boat storage at the private dock may also be available for an additional $100 per year, offering even more convenience for enjoying the Florida waterfront lifestyle.

Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)

Listing Agent: Abby Nelson (407-571-1445)

Remarks: Welcome to this thoughtfully updated one-story home in the established community of English Estates, where timeless design and everyday comfort come together. A brick paver driveway leads to the front porch creating an inviting first impression. Inside, the light-filled living room opens effortlessly into the heart of the home. The updated kitchen features granite countertops, beautiful 42-inch cabinets, stainless steel appliances, and a convenient breakfast bar perfectly positioned to flow into the dining area. A separate family room offers additional living space and opens to a covered, screened porch which is an ideal setting for relaxed evenings or casual outdoor dining. Back inside, two secondary bedrooms share a beautifully updated full bath, while the primary bedroom offers a peaceful retreat complete with its own private en suite bathroom. Step outside to a spacious, fenced backyard with plenty of room for entertaining, gardening, or simply enjoying the Florida sunshine. Recent improvements that add both value and peace of mind, include a new roof (2024) with transferable five-year warranty, A/C (2021), whole house replumbed (2021), irrigation system (2022), septic drain field (2018) and updated double paned windows. You will love how close you will be to to Winter Park with their great farmers markets, Park Ave and so much more! Conveniently located with easy access to major roadways, shopping, and restaurants, this move in ready home offers a wonderful blend of comfort, updates, and location. A home that is easy to enjoy and well worth seeing in person. Schedule your showing today!

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)

Listing Agent: Barrett Spray (407-927-3650)

Remarks: Experience true resort-style living at its finest in this lovely 4-bedroom, 2-bath condominium in the beautiful, gated community Visconti West. As you enter the home, you are welcomed by an open and spacious floor plan filled with abundant natural light, vaulted ceilings and decorative cutouts. Enjoy a split-plan layout that offers comfort and privacy for family and guests. The kitchen features a breakfast bar, track lighting, kitchen appliances, pantry closet and a separate inside laundry space for convenience. Step out onto your private balcony from the main living space and take in the breathtaking water views, perfectly positioned for stunning sunsets – your own peaceful retreat at the end of the day. The primary bedroom offers stunning water views, a private bath and walk in closet. Guest bedrooms are spacious and are light and bright. This highly sought-after community offers exceptional amenities, including a resort-style lakefront pool, dock, walking trails with lake views, state-of-the-art fitness center, clubhouse, tennis & pickleball court, basketball court, and a recreational playground—providing something for everyone to enjoy. It is conveniently located in the heart of Maitland, close to Maitland Ballfield Complex, Genesis Sporting Complex and minutes from downtown Winter Park. Easy access to all major highways, restaurants, retail and shopping. This home is perfect for those who are seeking a low-maintenance lifestyle. Schedule your showing today.

Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)

Listing Agent: Julie Ruh (407-587-9654)

Remarks: This third-floor corner unit condo in Visconti West stands out with its tall ceilings throughout and vaulted ceilings in the living room, a feature only the top-floor units have. The elevated ceiling heights create an open, airy atmosphere that feels noticeably more spacious than first- or second-floor layouts. Each bedroom has walk-in closets and its own full bathroom, offering privacy and flexibility for residents or guests. The home has been owner-occupied and includes tile flooring in the foyer, kitchen, and baths, ceiling fans, and a screened balcony with a storage closet. New washer and dryer are in the utility closet and are included. There is an option to purchase this condo with the furniture. Visconti West offers two resort style swimming pools overlooking Lake Shadow, a fitness center, recreational areas for tennis & basketball, clubhouse with gathering space, business center, tennis and basketball courts, walking paths with gazebo, a car wash area and gated access with video monitoring. Water, sewer, and valet trash service are included in the HOA dues. The community’s Maitland location provides easy access to I-4 and the 408, making daily commuting and errands convenient. Nearby amenities include grocery and retail centers, dining and entertainment districts, and various medical and healthcare facilities. The newly rebranded Genesis Health Clubs – Orlando Sportsplex (formerly RDV) is just minutes away, offering extensive fitness and recreational options. Costco and major shopping destinations are also a short drive away, adding to the convenience of the area. This condo combines comfortable living with easy accessibility to everyday needs and regional amenities in the heart of Maitland.

Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)

Listing Agent: Tatyana Clark (407-758-4753)