A Homes for Sale in Maitland - 10 homes

Remarks: Sunrises over Lake Charity, two primary suites, and a kitchen made for serious cooking — this Montacino townhouse isn’t like anything else on the market. With 4 bedrooms, 3.5 baths, and new luxury vinyl flooring throughout, it’s effortlessly modern and move-in ready. The first-floor primary suite offers single-level living with a spa-inspired bathroom with two vanities, a tub and shower and generous closet space. The second-floor primary provides a private retreat for guests or family — a rare and highly sought-after layout. The brand new LG induction oven with air fryer and Café double dishwasher make cooking and cleaning a breeze, and the private back patio is perfect for morning coffee, entertaining or evening relaxation. An extra-large two-car garage adds plenty of storage for bikes, tools, or hobbies. Nestled in a gated community with a pool, this home blends comfort, security, and lifestyle convenience. With minutes to I-4, Winter Park, Downtown Orlando, and all of Maitland’s best dining and shopping are within easy reach. A rare floor plan, thoughtful updates, and flexible living spaces — this Montacino gem truly stands apart.

Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)

Listing Agent: Allie George (407-457-4815)

Remarks: One or more photo(s) has been virtually staged. MAJOR PRICE IMPROVEMENT Fully reimagined designer pool home with deeded access to skiable Lake Seminary, offering a rare blend of modern luxury, privacy, and prime Maitland location. Tucked away in a peaceful setting, this home lives like a private retreat while remaining just minutes from everything Maitland and Winter Park have to enjoy. At the heart of the home is a true showpiece kitchen, thoughtfully designed with a striking waterfall-edge island, full-height quartz backsplash, beverage fridge, and a clean, modern aesthetic reminiscent of a custom build. The open-concept layout is filled with natural light and flows effortlessly into the main living spaces—perfect for both elevated entertaining and everyday living. The primary suite delivers a spa-inspired retreat, featuring a freestanding soaking tub, oversized walk-in shower with dual heads, and carefully curated designer finishes that create a true sense of escape. Step outside to your own private backyard oasis, complete with a sparkling pool, expansive paver patio, and newly fenced yard—designed for both relaxation and hosting. The oversized lot offers exceptional flexibility, with ample space to add a garage, guest house, or additional storage to suit your needs. This home has been fully renovated with a strong emphasis on quality craftsmanship and high-end finishes throughout, including a new roof, HVAC, windows, flooring, and more—offering true move-in-ready peace of mind. Enjoy deeded access to skiable Lake Seminary via recorded easement—an exceptional and increasingly rare feature in this area. Buyer to verify access and use. Conveniently located near Maitland and Winter Park, with easy access to shopping, dining, and major roadways—giving you the perfect balance of privacy and accessibility.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Kikzeny Cartagena (215-359-6910)

Remarks: This beautiful Maitland Florida town home feels like living in a gated resort! 3 bedrooms, 2 1/2 baths, plus garage and loaded with upgrades including hardwood floors on both levels, crown molding, tall wood cabinets, stone counters and so much more. Welcoming entry foyer with half bath, kitchen with island sink, large breakfast bar, stainless appliances, granite counters and custom backsplash. Inviting living room and dining area offer plenty of space for entertaining, french door opens to private covered porch which overlooks the rear yard. Upstairs the ensuite primary bedroom has a walk-in closet, great covered balcony area and a dual sink bathroom with glass enclosed shower. Additional 2 bedrooms in the front of the upstairs share a hall bath and laundry closet with washer and dryer included. Montacino is a gated European feeling award winning community with amazing pool area, lake frontage and a convenient location to shopping and i4. This townhouse has a quiet location within the community offering privacy in the back area. All exterior maintenance is included (roof and paint too)! HOA dues include new fiber with internet and channel package and all Montacino amenities.

Listing is courtesy of: RENCHER REALTY GROUP (321-325-2040)

Listing Agent: Daniel Rencher (407-279-1946)

Remarks: Seller is willing to contribute towards buyer's rate buydown with acceptable offer. RECLAIM YOUR TIME: Stop sacrificing your sleep and evenings to the I-4 commute. Located in the gated community of Montacino, this 3-bedroom, 2.5-bath (one owner) townhome sits at a convenient midpoint between Downtown Orlando and Sanford—approximately 15 minutes to each—offering everyday convenience for work and play. Snowbirds will appreciate the lock-and-leave ease and proximity to Orlando’s world-class amusement parks and beaches. MECHANICAL PEACE OF MIND: Meaningful updates include a new HVAC system (January 2025) and an appliance suite featuring a whisper-quiet Bosch dishwasher (2023) plus a new refrigerator and microwave (2026). This unit is truly move-in ready. DESIGNER INTERIORS: Engineered hardwood flooring flows through the living and dining areas, up the stairwell, and upper hallway. Fresh interior paint and updated designer lighting throughout create a bright, airy, and modern feel. THOUGHTFUL FLOORPLAN: The main level offers open-concept living with seamless flow from the kitchen to living and dining areas, plus a shaded, treed green space just off the rear porch. Upstairs, the generously sized primary suite provides room for a desk, reading nook, or even exercise equipment—a true retreat with flexible space to suit your lifestyle. Two additional bedrooms and a convenient second-floor laundry add to the home’s smart design. EXCEPTIONAL HOA VALUE: The community’s five-year bulk service contract includes high-speed internet, WiFi equipment, and an expanded television and streaming package, simplifying monthly bills and reducing out-of-pocket utility costs. COMMUNITY: Enjoy maintenance-free living with access to a resort-style pool, scenic walks along Lake Charity, and gated entry. Convenient to Winter Park, Downtown Orlando, and the North Orlando business corridor. A well-priced opportunity for a unit of this caliber in Montacino. LESS TIME COMMUTING, MORE TIME LIVING - MAKE CONTACT TODAY TO EXPERIENCE THIS HOME IN PERSON.

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

Listing Agent: Shirley Jones (407-719-9180)

Remarks: Great opportunity to own this 1-bedroom, 1-bathroom first-floor unit in a desirable and well-maintained community! This property offers a comfortable and functional layout with easy first-floor access, perfect for both homeowners and investors alike. Currently tenant-occupied with a lease in place through June 30, 2026, providing immediate rental income with future flexibility for personal use. Residents enjoy access to excellent community amenities, including a sparkling pool, fitness center, and playground, all within a lovely and welcoming environment. Conveniently located near major highways, shopping, dining, and entertainment, this property offers both lifestyle and investment potential. Don’t miss this versatile opportunity!

Listing is courtesy of: MIAMI TANGO INVESTMENTS REALTY (786-464-8803)

Listing Agent: Moses Nae (407-499-0240)

Remarks: Under contract-accepting backup offers. Welcome to this spacious 3-bedroom, 2 bath main floor condo in Carrington Park, offering comfort, convenience and strong investment potential. This unit features numerous updates including a new HVAC system, new front door, new tub/shower combo and new updated bathroom vanities. The kitchen has been refreshed with new cabinets, updated countertops and newer appliances, along with some new flooring throughout. The open layout provides generous living and dining space, while the screened in porch offers a relaxing outdoor retreat. With three well-sized bedrooms and easy ground floor access, this condo is ideal for anyone seeking low maintenance living in a desirable community. Carrington Park offers inground pool, playgrounds, green space, security guard, fitness center and is in the heart of Maitland.

Listing is courtesy of: ERA AMERICAN REAL ESTATE (850-651-2454)

Listing Agent: Marcella Stefani (850-333-4162)

Remarks: Welcome to this beautiful Mediterranean-style townhome in the exclusive, gated community of Montacino in Maitland, Florida. Updated 3 bedroom, 2.5 bath home overlooking Lake Charity. Expansive views of the lake are seen from the front porch, two bedrooms and the dining room. Separate dining room with tons of natural light. Open concept kitchen with updated cabinets and stainless steel appliances. The large family room is open to the kitchen for ease of entertaining. Situated between the garage and your back door is an open air, private courtyard. Enjoy a two and a half car garage with full attic for additional storage. The second floor includes three bedrooms, finished laundry with closets that have been professionally customized. Secondary bedroom boasts a Murphy bed for guests with build-in storage. You will enjoy resort style living with the sparkling community pool and tranquil walks along the shores of Lake Charity. Extra guest parking is located just outside the garage. Internet/TV package and lawn care included. Located just 1/4 mile from I-4 and the Maitland Boulevard exchange with easy access to Winter Park, downtown Orlando and Altamonte Springs. Close by is Trelago Market where the new Trader Joes is being built. A must see property.

Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)

Listing Agent: Stephen Hachey (813-642-6030)

Remarks: Ready for a weekend project with big upside? With a little love and light renovations, 2031 Warrens Avenue can shine as Maitland’s next tiny-home success story. This 2-bed, 1-bath cottage (approx. 560 sq ft) already boasts a bright, open living-kitchen core and fresh interior paint; add new flooring, modern fixtures, and your own style to unlock instant equity. The ~0.10-acre lot—rare at this price—gives you room to expand, garden, or simply enjoy the outdoors, all without monthly HOA fees. Whether you’re a first-time buyer looking to build sweat-equity, a downsizer eager to customize a manageable space, or an investor hunting for a high-demand rental, this property delivers. Commuting is effortless: five minutes to I-4 and Maitland Blvd, about 15 minutes to downtown Orlando, or hop the SunRail just two miles away. Walk or bike to Lake Lily Park’s Sunday market, the Enzian Theater, and dozens of cafés, groceries, and boutiques along 17-92. Zoned for respected Orange County schools, this affordable gem offers the perfect canvas—bring your toolbox, your imagination, and start crafting your future in one of Central Florida’s most sought-after suburbs.

Listing is courtesy of: NEXTHOME NEIGHBORHOOD REALTY (407-377-7735)

Listing Agent: Brenden Rendo (407-710-8720)

Remarks: This bright and inviting second floor condo offers an abundance of natural light throughout. The unit features a full size kitchen, a spacious bathroom with a bathtub and shower combination, and a large walk-in closet for ample storage. Located in the well-established Carrington Park community, residents enjoy access to three swimming pools, a fitness center, and convenient on-site laundry facilities. One of the community pools is ideally situated just steps from the unit. The property is in a prime location within short walking distance to Publix, as well as a variety of restaurants, shops, and public transportation options.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: David Lozano, Llc (407-257-3533)

Remarks: Welcome to this well-located condominium in Maitland, featuring fresh interior paint, brand-new carpet, a new air conditioning system, and a new refrigerator. This comfortable unit offers a functional layout and is conveniently located near shopping, dining, and major roadways, providing easy access throughout the Orlando metropolitan area. The property is also ideally situated near several well-known educational institutions, including Rollins College (founded in 1885), Full Sail University, and Valencia College, making it an attractive option for students, faculty, and investors seeking rental potential. A great opportunity for homeowners or investors looking for value in a desirable and centrally located area.

Listing is courtesy of: DOUGLAS EDMUND REAL ESTATE LLC (407-853-4402)

Listing Agent: Yuly Rodriguez (407-879-0720)