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$560,000
4 Beds ⋅ 2 Baths ⋅ Dommerich Hills SubDv. ⋅ 32751 Zip Code
Nestled under majestic oaks you'll find this wonderful 4 bed 2 bth Pool home just waiting for your personal touches in this popular Dommerich community. This home features a great layout with recent upgrades to include interior and exterior paint, new electrical panel, new water heater and new vinyl fence. Roof was replaced in 2020, over-sized side entry garage and a garden center for your herbs, vegetables or orchids! Terrific location with easy access to area shopping, restaurants and some of the areas BEST schools. Give me a call and let's plan your July 4th pool here!

2609 Chinook Trail, Maitland
$236,000
3 Beds ⋅ 2 Baths ⋅ First Add To Calhouns Sub SubDv. ⋅ 32751 Zip Code
Great property to add to your investment portfolio. This 3 bed 1 1/2 bath with family room and inside laundry is tenant occupied.Exterior newly painted. Lease amount $1,440. (Lease expires 12/31/25). The roof was replaced in 2024. 4-point inspection was performed and all needed repairs were done. Property is on a dead end street. Making traffic light. Convenient to playground, community pool, shopping , restaurants, I-4, Lee Rd., Orlando, Winter Park with all it offers. Please also see 520 Ruffel (next door) and 385 Lime St. (duplex 4/2)

530 Ruffel Street, Maitland
$820,000
3 Beds ⋅ 3 Baths ⋅ Packwood SubDv. ⋅ 32751 Zip Code
Charming 3-Bedroom Pool Home in the Heart of Downtown Maitland Welcome to this wonderful one-story home, built in 2002 and nestled on one of Maitland’s premier streets. With over 2,500 square feet of living space, this spacious residence features 3 bedrooms, 2.5 bathrooms, wide open living areas, and an oversized two-car garage—perfect for storage, hobbies, or extra space. Enjoy the ultimate in walkability—just steps from Maitland Social, Maitland City Center, Publix, local parks, and popular weekend events. Step outside to your private backyard oasis with a sparkling pool, ready for your personal touch. Don’t miss the opportunity to make this prime Maitland address your own!

220 Minnehaha Road, Maitland
$250,000
3 Beds ⋅ 2 Baths ⋅ First Add To Calhouns Sub SubDv. ⋅ 32751 Zip Code
Great investment opportunity or live in it. Ruffer is a dead end street with very light traffic. This 3 bedroom 1 1/2 bath home has a new roof , exterior paint. A 4-point inspection was done and all repairs found were done. Exterior newly painted. Home is currently tenant occupied. Lease expires 4/30/25. Current lease is $1,415. Property is well kept. Tenant wants to stay. Easy access to shopping, restaruants, Playground and community pool, I-4, Lee Road, Orlando and Winter Park with all it has to offer. Please also see 530 Ruffel (next door) and duplex 385 Lime St. (4/2).

520 Ruffel Street, 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
$150,000
3 Beds ⋅ 1 Baths ⋅ Eatonville Lawrence SubDv. ⋅ 32751 Zip Code
Cozy bungalow located in Historic Eatonville Florida. Featuring front and rear patios as well as a separate storage space. Split bedroom floor plan with wood flooring. Property has central heat and air. Propane gas for cooking and hot water heater.

539 Clark Street, Maitland
$480,000
4 Beds ⋅ 3 Baths ⋅ Winfield SubDv. ⋅ 32751 Zip Code
This charming home features 4 bedrooms, 2 1/2 bathrooms, and a spacious garage that accommodates two vehicles. It offers a comfortable and stylish living space, perfect for families or those seeking additional space. The well-designed layout ensures both functionality and comfort, with ample storage and modern finishes throughout. This amazing property is located in the highly desirable Maitland area, a tranquil and family-friendly community known for its beautiful tree-lined streets and excellent schools. Maitland is a prime location offering easy access to major highways, shopping centers, and dining options. With nearby parks and recreational areas, residents can enjoy outdoor activities and a peaceful suburban lifestyle. The proximity to downtown Orlando provides added convenience for those who enjoy the vibrant city atmosphere while retreating to a quiet neighborhood at the end of the day. The area offers a perfect balance of suburban charm and urban convenience, making it an ideal place to call home.

2110 Korat Lane, Maitland
$106,000
1 Beds ⋅ 1 Baths ⋅ Carrington Park A Condo SubDv. ⋅ 32751 Zip Code
Spacious 1-bedroom, 1-bath condo in the desirable Carrington Park community, ideally located in the highly sought-after Maitland/Winter Park area. This well-maintained unit features updated flooring, a new A/C system, and a functional layout. Residents enjoy excellent amenities, including multiple pools, a fitness center, and a clubhouse. An outstanding investment opportunity in one of Central Florida's most desirable rental markets, with convenient access to I-4, SunRail, Downtown Orlando, Winter Park, shopping, dining, major employers, and top educational institutions. The property is currently leased through February 28, 2027, providing immediate, stable rental income from day one.

480 Banyon Tree Circle Unit 100, Maitland
$525,000
3 Beds ⋅ 2 Baths ⋅ Oakland Shores SubDv. ⋅ 32751 Zip Code
Welcome home to this inviting three bedroom, two bathroom pool home in Maitland. The open-concept layout creates a seamless flow throughout the home, providing a welcoming ambiance. As you walk through the front door, you are greeted by a spacious family room equipped with custom built-ins. Escape to the right wing of the home to find the primary suite and two other bedrooms. The family room seamlessly opens up to a generous kitchen equipped with ample counter space, freshly painted cabinets and stainless steel appliances. Cozy up by the wood burning fireplace in the dining room while you enjoy the beautiful view of the luscious backyard. Through the sliding doors, step outside and experience the best of Florida living. The backyard is a true retreat featuring a sparkling heated pool, spacious yard and fire pit area perfect for your entertainment desires. The covered patio area provides the perfect spot for outdoor dining and lounging. Enjoy energy efficiency and low cost utility with the assumable leased Sunnova solar panels. Convenience is at your fingertips, with the property being located in close proximity to downtown Maitland, Winter Park, and Altamonte Springs. Don't miss the opportunity to make this newly updated, charming house your home!

510 W Faith Terrace, Maitland
$422,000
3 Beds ⋅ 2 Baths ⋅ Poors 2nd Add SubDv. ⋅ 32751 Zip Code
The seller is ready to move quickly – this is a great opportunity for buyers! LOCATION! LOCATION! LOCATION! Nestled on a generous lot with beautiful mature landscaping, this charming Maitland home offers endless potential to create the modern living space you are looking for. Homes in this area move FAST, and with this unbeatable combination of location, convenience, and potential—this one won’t last long. Relax in the shaded backyard or take a leisurely walk to the lively weekend farmers market in downtown Maitland—just minutes away! Conveniently located near schools, parks, shopping, easy access to major highways, and a short walk to the Sunrail Station, it’s easy to see why this property is so desirable and sure to sell fast! Whether you’re craving a night out in Downtown Winter Park or catching a weekday game in Downtown Orlando, convenience is at your doorstep. The home also boasts a recently replaced roof (2018), and a standout feature you won’t find just anywhere—a 200 sq ft, air-conditioned, sound proof insulated office/studio space. So don't miss out—Schedule your private tour today before it’s gone!

410 Sandspur Road N, Maitland
$979,000
4 Beds ⋅ 3 Baths ⋅ Dommerich Woods SubDv. ⋅ 32751 Zip Code
Welcome to this stunning move-in ready pool home in the highly sought after Dommerich neighborhood, known for its top-rated schools and wonderful community. Nestled on an over-sized corner lot in a quiet cul-de-sac, this beautifully maintained home boasts 4 bedrooms, 2 full bathrooms, plus a convenient half bath. The lush landscaping professionally designed by a certified Landscape Designer, exudes gorgeous curb appeal and surrounds the backyard pool and heated spa, creating a private oasis. A separate screened-in porch is connected by pavers providing another quiet retreat. Step inside to find a light-filled interior with elegant finishes and plenty of room to entertain. The heart of the home is the expansive chef's kitchen with modern appliances featuring a double oven, 2 gorgeous islands with plenty of barstool seating, room for a full dining table, plus an abundance of storage and pantry space. There are 2 large separate living rooms with gorgeous wood flooring and a full bedroom on the first floor, which also makes a perfect office. Upstairs is the huge Primary bedroom and walk-in closet with its completely renovated (2023) en-suite bathroom with quartz countertops, a lovely step-in shower and another closet for additional storage. There are 2 more beautiful bedrooms with good sized closets, another full bright bathroom with double sinks, and a huge laundry room. This worry free home makes getting insurance a breeze with a brand new A/C (2024) complete new roof installation, Hardie Board siding, and an in-ground pool and spa (all in 2015), plus a full home security system with pool security alarms on all of the downstairs doors. This perfectly located home allows for walking to Maitland Community Park, riding bikes to the A-rated public schools, and driving minutes to downtown Maitland with its restaurants, shops and grocery stores. Don't miss your chance to live in this fabulous home and join this welcoming community. Schedule your private showing today!

1621 Chippewa Trail, Maitland
$945,000
4 Beds ⋅ 3 Baths ⋅ Dommerich Hills Second Add SubDv. ⋅ 32751 Zip Code
Welcome to this gorgeous renovated and extended 4 bedroom pool home in the prestigious Dommerich neighborhood. As you enter, you will be greeted by an open floor plan with 10 feet ceilings. The newer kitchen boasts a gas stainless steel cooktop with beautiful new quartzite countertops, new tile backsplash and a large quartz island, perfect for preparing meals and entertaining. The open area opens up to a lovely salt water pool with a new pergola and newly repainted pool deck (2/25). More than 500 sq feet were added to the home in 2017, adding 2 bedrooms and a bathroom. The large master bedroom has a walk in closet, a wonderful adjoining master bathroom with granite counters and double sinks. Newer porcelain tile floors throughout the home. Roof replaced in 2021. Completely renovated back in 2012 by Stonebridge Homes. Paved driveway and 2,5 car garage with plenty of storage. Dommerich neighborhood with highly rated schools, a new City Centre and close to all major highways. Come see this amazing home today! It won't last.

2527 Mohawk Trail, 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
$390,000
2 Beds ⋅ 2 Baths ⋅ Maitland Harbour Apts SubDv. ⋅ 32751 Zip Code
This charming move in ready furnished (furniture valued at approx. $7,500) first-floor unit is situated in the highly desirable Maitland Harbour condominium complex, nestled in the heart of Maitland. This intimate and picturesque community is ideally located on Lake Maitland and offers access to the entire Winter Park Chain of Lakes. Recently fully remodeled, the unit features stylish décor, abundant natural light, and stunning views of the community pool and Lake Maitland. Every detail, from the fixtures to the window treatments, has been thoughtfully chosen to make this a truly move-in-ready home. The complex is beautifully landscaped with lush tropical foliage and oak trees, complemented by a refreshing lake breeze. Enjoy afternoons on the lake, where you can indulge in water skiing, fishing, kayaking. The unit also benefits from a new roof, a completed milestone inspection, and an up-to-date reserve study. Conveniently located, this property is adjacent to Fort Maitland Park, across from Lake Lily, and just a short distance from downtown Maitland, where you can enjoy the weekend farmers market. It is also minutes from Rollins College, the University of Central Florida, Full Sail University, and the vibrant historic district of Winter Park, known for its fine dining and boutique shopping along Park Avenue.

1000 S Orlando Avenue Unit 4, 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
$235,000
2 Beds ⋅ 2 Baths ⋅ Lake Eulalia Heights SubDv. ⋅ 32751 Zip Code
Investor or Rehab Special! Lots of potential with this mid-century gem. Great location on a dead-end street just a short distance to 17/92 and all of the action that Maitland has to offer including the Maitland Farmer's Market, Community Park, Maitland Art Center, Enzian Theater, and the Maitland Art Festival at Lake Lily. Plenty of restaurant and grocery options in close proximity as well as easy access to I-4, Winter Park, and downtown Orlando. Schedule your showing today!

6 Barnard Court, Maitland
$625,000
4 Beds ⋅ 3 Baths ⋅ Dommerich Hills 6th Add SubDv. ⋅ 32751 Zip Code
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2555 Sweetwater Trail, 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
$130,000
3 Beds ⋅ 2 Baths ⋅ Carrington Park A Condo SubDv. ⋅ 32751 Zip Code
Discover your dream condo in the tranquil Carrington Park neighborhood of Maitland! This charming 3-bedroom, 2-bathroom residence is beautifully maintained and perfect as your smart investment. Enjoy an open living area, a spacious Owner's Suite with an ensuite bathroom, and a generous closet. The community offers fantastic amenities, including a lovely pool, gym, and playground, providing endless opportunities for relaxation and recreation. Conveniently located near 436 and I-4, you’ll be just minutes away from shopping, dining, entertainment, hospitals, and the Altamonte Mall. Don't miss out on this incredible opportunity! Schedule your viewing today and start picturing a life of comfort and serenity in your new condo.

404 Banyon Tree Circle Unit 202, Maitland
$650,000
4 Beds ⋅ 2 Baths ⋅ Dommerich Hills First Add SubDv. ⋅ 32751 Zip Code
Pride of home ownership shines through in this fabulous 4-bedroom 2 bath pool home. This Maitland home is in Orange County, so you have the best Winter Park Schools. No Homeowners Association. Recent enhancements to this home are an updated kitchen, 2022 Trane HVAC, a 16x20 addition (Mancave), Windows replaced in 2017 and 2020, Appliances in 2017. (Washer and Dryer stay too) and a solar Hot Water Heater in 2013. The oversized (525 Sq Ft) comfortably fits 2 cars with plenty of storage space. In addition to the mancave, there is a family room, formal living room, dining room and an eat in space in kitchen. Maitland is a suburb of Orlando with a Sunrail station on 17-92. The area's rich history is exhibited at the Maitland Historical Museum. The city also hosts the Maitland Art Center, Maitland Telephone Museum and William H Waterhouse Museum. Just a short trip to the Happiest Place on Earth (Disney) or 40 minutes to the Beach. Make this your new address and enjoy life

901 Ponca Trail, 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
$550,000
4 Beds ⋅ 2 Baths ⋅ Indian Hills Unit 9 SubDv. ⋅ 32751 Zip Code
Seller moving! Priced to sell! Nestled in the heart of Maitland, this 4 bedroom, 2 bath home is a sanctuary for those who demand the finest in life. Step into this stunning home, lovingly restored with attention to detail by the current owner, where modern comfort meets timeless charm. Inside discover meticulously updated spaces, where you will find a Zen-like screened porch and a serene back yard lushly landscaped with mature fruit trees and an expansive vegetable garden. This is more than a home; it is a sanctuary. Enjoy the benefits of a recently installed solar roof and upgraded insulation, providing energy efficiency and cost savings. The heart of the home is a stunning kitchen featuring elegant granite countertops and backsplash with dove slim shaker cabinets with soft-close features. This space is perfect for everyday living and entertaining. Retreat to the primary suite, a haven of serenity, with a large walk-in closet and ensuite bath boasting a granite countertop dual sink vanity, marble shower and glass enclosure. This home offers the perfect blend of value and comfort. Situated minutes from downtown Winter Park, Kewanee Park is walking distance. You’ll enjoy proximity to upscale boutiques, cafés and fine dining, making this home as convenient as it is exquisite. This Is a rare opportunity to own a meticulously maintained and beautifully updated property. It Is ready for you to move in and enjoy.

2654 Derbyshire Road, 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
$465,000
2 Beds ⋅ 2 Baths ⋅ West Cove SubDv. ⋅ 32751 Zip Code
Luxury Corner Unit with Stunning Lake Views – Fully Remodeled Experience breathtaking lake views from this fully remodeled, 2-bedroom, 2-bathroom luxury corner unit in the heart of Maitland. With 1,248 sq. ft. of beautifully designed space, this home is flooded with natural light from multiple exposures, setting it apart from other units in the building. Property Features: - Exclusive Corner Unit: Enjoy more privacy and an abundance of natural light from extra windows. - Complete Luxury Renovation: Every detail has been upgraded with high-end materials, from designer flooring to custom cabinetry and quartz countertops. - Stunning Lake Views: Take in expansive waterfront views from your private balcony and living room. - Spacious Open Layout: Floor-to-ceiling windows create an airy, inviting atmosphere with tons of natural light. - Gourmet Kitchen: Features top-of-the-line stainless steel appliances, a stylish backsplash, and a modern waterfall island, perfect for entertaining. - Spa-Inspired Bathrooms: High-end vanities, marble finishes, and a glass-enclosed rain shower create a retreat-like feel. - Large Primary Closet: The primary bedroom features a spacious closet, providing ample storage without compromising space. - Peaceful Retreat: While the primary bedroom does not have a lake view, it offers a quiet and private atmosphere for ultimate relaxation. Thriving Community & Growing Investment Potential: - Booming Development: Maitland is experiencing rapid growth with new construction, shopping centers, and supermarkets, making it an ideal place to invest. - Increasing Property Values: As the area continues to develop, property values are steadily rising, offering a great long-term investment opportunity. - Resort-Style Amenities: Enjoy access to a pool, fitness center, clubhouse, and beautifully maintained landscaping. - Prime Location: Just minutes from Park Avenue in Winter Park, offering world-class dining, shopping, and entertainment. - Top-Rated Schools: Zoned for Dommerich Elementary (9/10) and Winter Park High (7/10). Convenient & Connected: Close to major highways, downtown Orlando, and Orlando International Airport. **Updates & Maintenance:** - Brand-New Water Heater and newer AC in the unit. - The roof of the community has just been replaced, and the entire building has been fully painted, adding to the appeal of this well-maintained property. This rare corner unit offers unmatched lakefront views, natural light, and is located in a high-growth area with rising value. Schedule your private showing today!

1100 S Orlando Avenue Unit 301, 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
$750,000
4 Beds ⋅ 3 Baths ⋅ English Estates Unit 3 SubDv. ⋅ 32751 Zip Code
A rare opportunity to own a private compound spanning nearly half an acre across an oversized double lot in one of Maitland’s most coveted locations. This is an estate of distinction—rare, refined, and without equal. Located just minutes from both Downtown Winter Park and Downtown Orlando, this is a rare opportunity. There is nothing else like this on the market.

2337 Worthington 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
$188,700
2 Beds ⋅ 1 Baths ⋅ Robinhood Villas Condo 02 SubDv. ⋅ 32751 Zip Code
One or more photo(s) has been virtually staged. Located in the heart of Maitland, this updated 2 bedroom, 1 bathroom condominium is the perfect place to call home! TOUR THE HOUSE WITH THE VIRTUAL TOUR and VIDEO WALK THRU LINKS. As you step in to the spacious living room, you’ll find luxury vinyl flooring with elegant crown molding, new baseboards, and no popcorn ceilings! The oversized kitchen has been updated with lovely cabinetry and custom backsplash, and has space for a breakfast nook, giving you ample room for family meals and entertaining. It also steps out to a screened-in patio where you can enjoy your morning coffee while overlooking the fenced backyard. Both bedrooms have plenty of closet space, and the bathroom features a new vanity, faucet and lighting fixtures, and an elegant tiled tub/shower combo. Plus, your unit has its own washer and dryer! In addition, a new air conditioner was installed in 2019, and water heater in 2016. The sensible monthly HOA fee includes trash, water, irrigation, and grounds maintenance. With your own reserved parking spaces right outside your ground-floor unit, convenience is key! Robinhood Villas is located in a residential neighborhood of single-family homes, and just a 4 minute walk to the Maitland SunRail station, and is close to a Publix-anchored shopping center, and plenty of nearby retail and restaurants.

640 Robinhood Drive Unit B, Maitland
$505,000
4 Beds ⋅ 2 Baths ⋅ Roosevelt Place SubDv. ⋅ 32751 Zip Code
BOAT OR RV PARKING NO HOA! Welcome to this exceptional 4-bedroom, 2-bathroom split plan POOL home in the heart of Maitland! Nestled on a quiet cul-de-sac with an expansive lot, this move-in-ready home boasts an open floor plan flooded with natural light. The layout features a formal living and dining room with hardwood floors, crown moldings, spacious kitchen w/ new appliances that overlook the family room, pool, and lanai. Cozy up on chilly winter nights with the electric fireplace, or host unforgettable gatherings in the oversized screened-in pool and large yard. Other features include inside laundry room, spacious 2 car garage , additional gravel parking for RV or boat and fully fenced yard. No HOA This home is packed with upgrades, including a brand new HVAC system (2024), New POOL tile/ surface 2024 a fully renovated master bath (2022), new French doors, a new electrical panel, a new roof (2018), and energy-efficient double pane windows. Homeowners in this charming neighborhood also enjoy exclusive access to the private, spring-fed Lake Seminary with a private boat ramp for water activities. Conveniently located just minutes from I-4, 429, 17-92, Winter Park and Altamonte Springs Mall, Restaurants and Shopping, this home is truly all about location, location, location!

145 Roosevelt Place, Maitland