Maitland Homes with Two Story Property Description

Maitland Homes with Two Story Property Description

Welcome to Maitland, Florida—a picturesque city that beautifully blends suburban charm with urban convenience. Nestled just north of Orlando, Maitland is renowned for its lush landscapes, serene lakes, and vibrant arts scene. With a rich history dating back to the 19th century, this charming community offers a unique blend of old-world charm and modern amenities, making it an ideal place to call home.

Maitland is celebrated for its excellent schools, making it a perfect choice for families. The city boasts a variety of parks, including the stunning Lake Lily Park, where residents can enjoy leisurely strolls, picnics, and outdoor activities year-round. The Maitland Art Center and the nearby Enzian Theater provide cultural enrichment, showcasing local talent and independent films.

When it comes to real estate, Maitland offers a diverse selection of homes, including stunning two-story properties that are perfect for those seeking spacious living. These homes often feature open floor plans, ample natural light, and modern finishes, providing an inviting atmosphere for families and entertaining guests. With multiple bedrooms and bathrooms, two-story homes in Maitland are designed to accommodate growing families while offering the privacy and comfort everyone desires.

Imagine sipping your morning coffee on a balcony overlooking a beautifully landscaped yard or hosting weekend barbecues in your expansive backyard. The two-story properties in Maitland not only provide ample space but also allow for a lifestyle filled with joy and connection. Discover the charm of Maitland and explore the perfect two-story home that suits your unique lifestyle today!

Newest Maitland Homes with Two Story Property Description

1233 Wellington Terrace, Maitland
$1,139,500
4 Beds ⋅ 4 Baths ⋅ Wellington SubDv. ⋅ 32751 Zip Code
Nestled beneath a canopy of majestic oak trees in Maitland’s sought-after Wellington community, this beautifully maintained 4-bedroom, 3.5-bath residence offers 2,988 square feet of timeless architectural character, inviting living spaces, and glimpses of spring fed Lake of the Woods from both inside and outside the home. A sweeping circular driveway, manicured landscaping, and striking arched windows create an unforgettable first impression. Inside, a grand two-story foyer welcomes you with an elegant staircase and rich hardwood flooring, leading into thoughtfully designed spaces filled with natural light. The stunning living room is the architectural centerpiece of the home, featuring soaring vaulted ceilings with exposed wood detailing, a dramatic stone fireplace, custom built-ins, and an expansive arched window overlooking the beautifully landscaped grounds. A formal dining room with elegant millwork and built-in cabinetry provides a lovely setting for entertaining, while an adjoining open workspace offers flexibility for a home office or creative retreat. The spacious kitchen features white cabinetry, exotic natural stone countertops, generous preparation space, and a charming breakfast nook surrounded by windows. An additional living area opens directly to the pool and backyard, creating a natural extension of the home's gathering spaces. Currently enjoyed as a playroom, this versatile space can easily evolve with your family's changing needs, from a children's retreat to a game room, media lounge, or relaxed gathering space for years to come. Conveniently located on the main floor, the primary suite offers a peaceful retreat with abundant natural light, warm hardwood flooring, and an ensuite bathroom featuring dual vanities and a spacious walk-in shower. Three additional bedrooms upstairs provide comfortable accommodations and flexibility for family and guests. Step outside to discover a private backyard oasis featuring a sparkling pool, expansive lawn, mature landscaping, and multiple areas for outdoor dining, entertaining, or simply enjoying the Florida sunshine. A fully fenced backyard and two-car garage add everyday convenience, while the generous indoor and outdoor spaces create an inviting setting for everything from quiet afternoons to lively family gatherings. Residents of Wellington enjoy deeded access to Lake of the Woods, along with an exceptional location near highly regarded Seminole County schools, Winter Park’s charming Park Avenue, boutique shopping, and renowned restaurants. From peaceful mornings beneath the majestic oaks to beautiful sunsets over the neighborhood lake, this distinctive Maitland residence offers a wonderful balance of architectural charm, everyday comfort, and a place to grow and make memories for years to come.

1233 Wellington Terrace, Maitland
1140 S Orlando Avenue Unit J12, Maitland
$225,000
2 Beds ⋅ 1 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code
Welcome to this amazing opportunity to own inside the highly coveted Lake Maitland Terrace community. This second floor condo is two bedrooms and one bathroom and ready to be renovated & updated. It’s time to enjoy a low-maintenance turnkey lifestyle in the perfect walkable location…just steps away from dining, famed Enzian Theater, Fort Maitland Park, Lake Lily Park and a moments drive to all other conveniences of Maitland, Winter Park and all surrounding areas. Lake Maitland Terrace amenities include a large community pool, grill area, shuffleboard, fishing dock & pier, kayak storage and direct access to Lake Maitland and the beautiful chain of lakes. Enjoy peaceful lakefront sitting & views EVERY DAY. BRAND NEW HVAC - September 2026. Water & trash is included in your monthly fees. Private small storage unit located near the condo. Multiple laundry centers onsite in the community plus an option to plumb inside the condo for private laundry (project completed by multiple condo owners). One (1) assigned parking space and multiple open spaces. Zoned for TOP schools. WELCOME HOME!

1140 S Orlando Avenue Unit J12, Maitland
140 Windglow Trail, Maitland
$910,000
4 Beds ⋅ 3 Baths ⋅ Windgrove SubDv. ⋅ 32751 Zip Code
Virtually Staged. New to the market, this amazing 2 story 4 bedroom and 3 bath Maitland home has just finished a full remodel! This home has an open floor plan which features classic elegant design style synonymous with Quarter Circle TO designs. Walking into the home, you will immediately notice the elegance. The whole home features luxurious wood style flooring, custom brick, and accent walls. All bathrooms feature waterfall showerheads and glass doors with gold finishes. The spacious and decked out kitchen features: White shaker cabinets, Quartz countertops, an island with a waterfall quartz counter top, double oven, modern cook top with stylish custom designed hood, farmhouse sink, touch screen WIFI refrigerator, wine rack, and gold hardware throughout. The spacious living room/dining room is great for hosting formal dinner parties or informal movie nights. The second living room is perfect for entertaining with a sliding glass door to the back yard and the bistro with 2 wine coolers nearby. The back yard boasts an oversized patio and a fire pit, which is fully fenced for privacy. There is an additional living room and space for an office on the second floor. This home showcases a beautiful staircase with tempered glass railings, motion sensor LED lighting up the stairs, and a 6 tier crystal chandelier. The Primary Suite features a walk-in closet and spa-like bathroom, highlights a modern bath tub, luxury shower containing waterfall and body shower heads. The fourth bedroom has French doors and its own entry to the incredible backyard. Easy access to lakes, restaurants, and shopping nearby. This home contains features of a million dollar home at this amazing price. This is a must see!

140 Windglow Trail, Maitland
2141 Falkner Road, Maitland
$515,000
4 Beds ⋅ 3 Baths ⋅ Winfield SubDv. ⋅ 32751 Zip Code
Discover the charm and convenience of Maitland living in this four-bedroom home featuring two full bathrooms and one half bathroom. A large, beautiful patio creates an inviting setting for outdoor dining, entertaining, or simply relaxing, while the fenced yard adds privacy and space to enjoy the outdoors. Newer roof, brand new flooring throughout. New Bathroom cabinetry. Interior and exterior new paint. Located at 2141 Falkner Road, this home offers the added convenience of I-4 just around the corner, making travel throughout Central Florida easy. Everyday essentials and local attractions are within approximately a seven-mile radius, including Publix at Gateway Crossing, nearby gas stations, and the restaurants and cafés of downtown Maitland’s Independence Lane and City Centre. Enjoy nearby Fennell Park, scenic Lake Lily Park, fitness and recreation at Genesis Orlando Sportsplex, and movies and dining at Enzian Theater and Eden Bar. AdventHealth Altamonte Springs also provides nearby access to hospital care. Sent from my iPhone

2141 Falkner Road, Maitland
219 Quayside Circle Unit B9, Maitland
$799,000
2 Beds ⋅ 3 Baths ⋅ Moorings On Lake Maitland Condo Bldg 05 SubDv. ⋅ 32751 Zip Code
Tucked inside The Moorings, one of Maitland's most charming lakeside enclaves, 219 Quayside Circle sets a new standard for the community, and it comes with its own DEEDED BOAT SLIP on Lake Maitland, your gateway to the Winter Park Chain of Lakes. This two-story townhome-style condo has been completely reworked around an open, light-filled floor plan. The kitchen takes center stage with a 13-foot island wrapped in waterfall quartz. The same quartz runs across the counters and climbs the walls as a dramatic full-height backsplash, paired with GE Monogram and Café appliances and solid wood soft-close cabinetry. In the living room, soaring ceilings frame a wood-burning fireplace, and a sunroom/den just off the dining area makes an easy spot for morning coffee, a home office or a reading nook. Upstairs, two en-suite bedrooms each offer their own private retreat. The primary features a vertical wood-slat accent wall with sconce lighting, a generous walk-in closet, and a spa-inspired bath with an oversized walk-in shower that encloses a soaking tub. Throughout the home you'll find exquisite tile work, new PGT insulated windows and Andersen French doors that pour in natural light, recessed lighting, iron stair railings, and all-new baseboards and trim. A 2023 HVAC system and water heater add peace of mind, and the attached one-car garage includes a laundry room. Residents enjoy a community pool, recreation hall and dock, with Lake Lily Park and its year-round events right nearby. Park Avenue's boutiques and restaurants are about five minutes away. Move-in ready with true lock-and-leave convenience, this is lake living without the upkeep.

219 Quayside Circle Unit B9, Maitland
223 Quayside Circle Unit C11, Maitland
$537,000
3 Beds ⋅ 3 Baths ⋅ Moorings On Lake Maitland Condo Bldg 05 SubDv. ⋅ 32751 Zip Code
Enjoy the charm of The Moorings on Lake Maitland in this inviting three-bedroom, two-and-a-half-bath townhome with an attached one-car garage. High ceilings, natural light, and warm wood flooring complement the living spaces, while a wood-burning fireplace gives the living room a welcoming focal point. The kitchen features white cabinetry with glass-front accents, stainless steel appliances, and a breakfast nook framed by a bay window. A separate dining area provides space for gathering, and French doors open to a screened porch overlooking the community’s green space and mature trees. All three bedrooms are upstairs, including the primary suite with a walk-in closet and an updated bathroom featuring a double vanity and walk-in shower. Two additional bedrooms share a full bathroom, with a convenient half bath downstairs. Plantation shutters in most rooms add character and privacy. Residents enjoy a community pool, clubhouse, and community dock on Lake Maitland. Walk over to Lake Lily Park for the Sunday morning farmers’ market or enjoy Luke’s Kitchen + Bar and Antonio’s restaurant + Italian market just across the street! Nearby Maitland Plaza and Maitland Social offer additional shopping and dining, with pharmacies, medical offices, and fitness studios also close by. Publix, Whole Foods, Nordstrom Rack, and Sephora are within a few blocks, while the hopping Winter Park Village and Park Avenue’s boutiques, restaurants, and cultural attractions are just minutes away. Convenient access to I-4 and excellent nearby public and private schools further enhance this central Maitland location.

223 Quayside Circle Unit C11, Maitland
1010 Winderley Place Unit 100, Maitland
$349,000
2 Beds ⋅ 3 Baths ⋅ Villas Lake Destiny SubDv. ⋅ 32751 Zip Code
Discover the best of Maitland living in this light and bright end-unit townhome in the gated, lakefront community of Lake Destiny. Offering 2 bedrooms, 2.5 bathrooms, and 1,640 square feet, this inviting home features vaulted ceilings, a versatile loft perfect for a home office, media room, or additional living space, and plenty of valuable upgrades. The updated kitchen showcases crisp white cabinetry and contemporary quartz countertops as well as a dining area for special gatherings. Low-maintenance ceramic tile and laminate flooring flow throughout the first floor, drawing you into the two-story living room. This space is enhanced with transom windows, adding even more natural light creating an airy feel. Upstairs, the loft and two spacious bedrooms offer comfortable retreats, with brand-new carpet adding a fresh touch. The primary features a walk-in closet and plenty of storage in the ensuite bathroom. You also have a beautiful water view further adding to the tranquilty of the space. For added convenience, there’s an interior laundry room and a one-car garage. Step outside and take in the serene water feature view from your private patio or walk over to the community pool for a relaxing afternoon soaking up the sunshine. When you’re heading off to work or play, I-4 and 414 are just minutes away and one of Orlando’s most popular fitness facilities, Genesis Health Club, is just 1.5 miles away. Costco, Target, Home Depot, along with a variety of shopping and dining options are a short 10 minute drive and Winter Park and downtown Orlando are less than 20 minutes from the home as well. Recent improvements include new upstairs carpeting, a Kinetico whole-home water softener and filtration system with reverse osmosis filtration at the kitchen sink, a roof replaced in 2023, a 2020 water heater, and an AC system updated in 2018/2019. **The home is available to be sold unfurnished or fully furnished for a complete turnkey experience!**

1010 Winderley Place Unit 100, Maitland
1931 Michael Tiago Circle, Maitland
$440,000
3 Beds ⋅ 3 Baths ⋅ Maitland Village SubDv. ⋅ 32751 Zip Code
Welcome to this beautiful 3-bedroom, 2.5-bath townhome offering approximately 2,100 square feet of comfortable living space in the gated community of Maitland Village. The open floor plan features spacious living and dining areas with abundant natural light, creating an inviting setting for everyday living and entertaining. The kitchen flows seamlessly into the main living areas, while all three bedrooms are located upstairs for added privacy. The generous primary suite provides a relaxing retreat with an en-suite bathroom and ample closet space. Additional features include an interior laundry area, a private outdoor patio, and an attached two-car garage. Maitland Village offers gated access, a community pool, clubhouse, sidewalks, and beautifully maintained surroundings, also includes water, Cable & internet . Conveniently located near I-4, Maitland Center, Winter Park, Downtown Orlando, shopping, dining, and entertainment. Schedule your private showing and discover the space, convenience, and lifestyle this Maitland townhome has to offer!

1931 Michael Tiago Circle, Maitland
120 Minnehaha Road, Maitland
$1,249,000
3 Beds ⋅ 3 Baths ⋅ Packwood Sub SubDv. ⋅ 32751 Zip Code
Virtually Staged. CAR ENTHUSIAST’S DREAM! Welcome to 120 Minnehaha Road, a truly unique Maitland property offering beautiful interior finishes, exceptional energy efficiency, incredible versatility, and plenty of room to spread out on nearly half an acre. Even better, you’re just one block from shopping, offering incredible convenience while still enjoying the space and flexibility of this impressive property. Step inside to a bright and inviting interior filled with thoughtful architectural details. The gorgeous kitchen serves as the heart of the home, featuring generous cabinetry and counter space with an open layout perfect for everyday living and entertaining. Beautiful, coffered ceilings add character and dimension to the living spaces and give the home an elevated, custom feel. The spacious primary suite is a retreat of its own, featuring an impressively large walk-in closet and a stunning primary bathroom designed with both style and function in mind. Generously sized secondary bedrooms and flexible living areas provide plenty of room for family, guests, or working from home. The home was also designed with energy efficiency in mind, helping create a comfortable and efficient living environment. The property features an approximately 10-year-old metal roof, along with a lightning avoidance/protection system. Another major benefit for car enthusiasts and EV owners is the 400-amp electrical service, which, per the seller, provides capacity to support multiple EV chargers or other similar high-demand electrical uses. And then there’s the detached workshop/guest house—a standout feature with incredible possibilities. Per the seller, the City of Maitland has designated the outbuilding as a “Guest House” for zoning purposes, adding even more potential for its future use. The sellers have also brought a sewer line to the building in preparation for future plumbing. Imagine the possibilities for a future in-law apartment, guest house, detached home office, studio, or multigenerational living space, or continue using it as an incredible workshop for your cars, projects, and hobbies. The existing guest-house designation may be advantageous for a future kitchen/bath addition or ADU-style use; buyers should independently verify permitted uses, zoning, and requirements with the City of Maitland. Enjoy a fantastic Maitland location just one block from shopping and convenient to Winter Park, Downtown Orlando, dining, entertainment, and major roadways. With its gorgeous interior, energy-efficient design, 400-amp electrical service, spacious primary suite, nearly half-acre setting, impressive detached workshop/guest house, and incredible future possibilities, 120 Minnehaha Road is anything but ordinary. Schedule your private showing and come experience everything this special property has to offer!

120 Minnehaha Road, Maitland
856 Park Lake Circle Unit 51, Maitland
$228,000
2 Beds ⋅ 2 Baths ⋅ Park Lake Twnhs SubDv. ⋅ 32751 Zip Code
FIRST 6 MONTHS OF HOA PAYMENTS COVERED BY SELLER! The Park Lake Townhome Community is Maitland's hidden treasure! Offering for sale this extremely well-maintained townhome with 2 levels of comfortable living, a one-car garage, a generously sized laundry room under air, along with a lovely private screened back patio. As you step inside, look over your shoulder at the community pool that is literally steps from your front door! Once inside you will immediately fall in love with the wood-look easy care tile throughout the first floor. The large living room has the cutest window seat, streaming in tons of natural sunlight, with room for many different seating configurations. A convenient half bath to your left leads you into the kitchen and dining areas of the home. The large open concept kitchen features new appliances and shiny granite countertops with plenty of counterspace for the chef in the family. Off the dining area you'll find a set of sliding glass doors leading out to a private screened-in patio, perfect for morning coffees, grilling or entertaining friends and family. The patio also provides access to the attached one-car garage with garage door opener. This garage leads into the oversized indoor laundry room complete with a washer and dryer and a large storage area. As we head up the stairs, you'll notice the brand-new carpet in a lovely neutral color running on the stair treads and into the first bedroom for comfort and style. The 2nd bedroom features the wood-look flooring for added convenience. Both bedrooms share a well-appointed en-suite bathroom with a newly reglazed tub and shower. Freshly painted inside makes this home truly turn-key, either as a residence or as an investment. Residents of the Park Lake Townhome Community not only enjoy the sparkling community pool, but your HOA also covers trash collection, exterior maintenance (including the roof!) and lawn care! BONUS, there is a dock on the lake accessible by the community (think about walks to the lake in the mornings to watch the sunrise with your coffee or in the evenings to watch the sunset with your glass of wine!). Low Maintenance Living at its Best! And have I mentioned this AMAZING LOCATION? This lovely townhome community is less than 1 mile from N Park Avenue and less than 1/2 mile to 17/92 (Orlando Avenue)! The convenience to Maitland City Center, Rollins College, shops, restaurants, and the ease of commuting to work is 2nd to none. Make an appt to see this home, it is a gem! Note, some photos have been virtually staged for furniture placement.

856 Park Lake Circle Unit 51, Maitland
895 Park Lake Circle Unit 75, Maitland
$174,900
2 Beds ⋅ 2 Baths ⋅ Park Lake Twnhs SubDv. ⋅ 32751 Zip Code
Look at that NEW Price! You decide to move in Now and upgrade as you go, benefitting from this below market price point, or Fix it up as little or as much as you want and keep the added Equity. 2 Bedroom, 1.5 Bath Townhouse with Living and Dining Rooms, Single Car Garage, Inside Laundry Room, and Oversized Fenced Patio. Located between 17-92 & I-4 with short commute to Winter Park, Downtown Orlando, or Maitland Center. Community Features include Swimming Pool less than 50 yards from Unit as well as Dock on Lake in Community. All Appliances in Unit. All Electrical Panels replaced July 2026, Alumicons to satisfy insurance for aluminum wiring added July 2026, Air Conditioning Replaced in 2016, Hot Water Heater in 2018, Garage Door in 2021. Sold As Is, Priced based on current condition.

895 Park Lake Circle Unit 75, Maitland
313 Macarthur Place, Maitland
$919,000
4 Beds ⋅ 4 Baths ⋅ Sybelia Place SubDv. ⋅ 32751 Zip Code
Beautiful two-story home nestled on a quiet cul-de-sac in desirable Maitland, FL right off of Lake Sybelia. Featuring a private pool, spacious layout, luxury kitchen, high ceilings and an ideal location. Sub-Zero Pro refrigerator, Wolf duel-fuel range, quartzite counter tops, custom cabinetry, gas tankless water heater. Walking distance from Lake Sybelia, Maitland farmer's market, library and restaurants. This 4 bedroom, 3 1/2 bathroom home offers the perfect blend of comfort and privacy in this perfect neighborhood!

313 Macarthur Place, Maitland
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