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$269,500
2 Beds ⋅ 2 Baths ⋅ Sun Bay Club Condo SubDv. ⋅ 32751 Zip Code
MOVE-IN READY FIRST-FLOOR OASIS AT SUN BAY CLUB! Discover luxury living in this beautifully remodeled 2-bedroom, 2-bath condo featuring a charming front courtyard and semi-private entrance. Step into an open, light-filled living space anchored by a cozy wood-burning fireplace and elegant dry bar - perfect for entertaining. The spacious dining room showcases a stunning new chandelier, while the completely updated kitchen boasts custom European cabinetry pulls and gleaming stainless steel appliances. The primary suite is your personal retreat with a walk-in closet, dual-sink en suite bathroom, and sliding doors opening to a screened patio overlooking a tranquil pond. The second bedroom offers generous space with built-in double closets, while new ceiling fans and lighting throughout create the perfect ambiance. Located in the resort-style Sun Bay Club gated community, you'll enjoy exclusive access to the pool, tennis courts, lake, and clubhouse. The HOA covers cable, internet, trash, and community amenities, while the pet-friendly policy welcomes furry friends up to 100 lbs. Investment opportunity available with 8-month minimum rental terms. Nestled in desirable Maitland, you're minutes from Winter Park's shopping and dining, major highways, and Orlando's attractions. This rare first-floor gem with courtyard entry won't last long at $279,000.

1000 Winderley Place Unit 122, Maitland
$395,000
3 Beds ⋅ 2 Baths ⋅ Oakland Shores SubDv. ⋅ 32751 Zip Code
One or more photos was virtually staged. Welcome to this generously sized home offering a rare opportunity to create the space you’ve always dreamed of. Situated in a desirable Maitland neighborhood, this property features 3 bedrooms, 2 bathrooms, a 2-car garage, and a private pool — all on a fully fenced lot with NO HOA. Inside, you’ll find a traditional layout with a formal living and dining room, a cozy family room, and an oversized bonus room perfect for a home office, game room, or guest space. The guest bathroom has already been beautifully updated, and the windows have been replaced for added efficiency and comfort. While the home does need updating — the solid bones, spacious layout, and prime location make this a great opportunity for buyers with vision. Whether you're looking to renovate and make it your own or invest in a property with strong potential, this Maitland pool home is a must-see.

637 Magnolia Drive, Maitland
$555,000
2 Beds ⋅ 2 Baths ⋅ Dommerich Estates SubDv. ⋅ 32751 Zip Code
Charming home in sought-after Dommerich neighborhood of Maitland! On the market for the first time since 1960s!! This well-loved home is ready for your personal touch. Located in one of Maitland's most desirable low-density area, this 2-bedroom, 2-bath residence offers a rare opportunity - with no pool. It makes the perfect canvas for your creativity, whether you envision expanding the living space, adding a pool, or simply updating with your style. Enjoy beautiful terrazzo flooring throughout, an open floor plan, and abundant natural light streaming through large windows. The cozy living room fireplace adds warmth and character, while plantation shutters on the front windows create classic curb appeal. Important updates include: electrical panel; air-conditioning (2017); roof (2018); plumbing; windows; gutters; crown-molding kitchen cabinets plus matching backsplash; and an unique side-entry 2-car garage with both washer and dryer included. The master suite features a spacious sitting area - formerly a third bedroom - which offers great flexibility for a home office, nursery, or reading/drawing nook. The large fenced backyard is ideal for entertaining, playing, or adding a custom pool. Relax on the charming front porch, perfect for evening chats with neighbors. Just a short walk to Dommerich Elementary and Maitland Middle, and zoned for top-rated Winter Park High School. Residents also enjoy Maitland Community Park with walking trails, a playground, and private access to the Chain of Lakes. Don't miss this special opportunity to own in one of Central Florida's most beloved communities!

1771 Chinook Trail, Maitland
$580,000
4 Beds ⋅ 3 Baths ⋅ English Woods SubDv. ⋅ 32751 Zip Code
One or more photo(s) has been virtually staged. You know it is your house as you walk on your brick pavers to your front porch. As you enter the wide double doors they beckon you inside. This is your Rutenberg style floorplan home which is designed for both comfort and style. Heart of the Home: The Kitchen is at the center of the home and has been thoughtfully updated with solid wood cabinets, a functional working island, ample drawer space, and a spacious pantry. The cozy eat-in nook overlooks your brick paver-surrounded, screened-in pool, creating a perfect spot for morning coffee or casual meals. Living Spaces: The family room opens easily, featuring a charming brick fireplace with an electric crackle for ambiance. Three additional bedrooms are thoughtfully arranged, including a pool-planned bathroom and a secondary ensuite bath for guests or family. Formal Living & Dining An L-shaped formal living and dining room divides the home, offering elegant spaces for entertaining or relaxing. Primary Suite Retreat The updated primary suite is a true retreat, featuring a private water closet, step-in shower, double sinks, and double closets. Wide doors throughout make movement easy and accessible. Convenience & Extras Laundry facilities are conveniently located on the way to the two-car garage, where you’ll also find a carbonated water filter just outside the door for fresh, sparkling water. Outdoor Living For those who love the outdoors, the large cobblestone deck wraps around the screened-in pool, providing plenty of space for entertaining year-round. There’s a fire pit in the backyard to enjoy. We are proud to offer reality staging and reality renovations with stage, style & design by dakini.

2318 Castlewood Road, Maitland
$200,000
3 Beds ⋅ 2 Baths ⋅ Calhouns Sub SubDv. ⋅ 32751 Zip Code
SOLD

350 Lime Street, Maitland
$525,000
4 Beds ⋅ 3 Baths ⋅ Dommerich Hills 3rd Add SubDv. ⋅ 32751 Zip Code
One or more photo(s) has been virtually staged. Welcome home to this well outfitted 4 Bed 2.5 Bath home in sought after Maitland. Tastefully upgraded home on a generous lot, with in ground pool. Great upgraded kitchen with custom cabinets for extra storage complemented with upgraded Stainless Appliances and granite counters. Thoughtful upgrades at every turn. Currently zoned for Winter Park HS. Close to everything that Maitland and Winter Park known for, shopping dining and more. Don’t wait, come see today.

1024 Kewannee Trail, Maitland
$524,900
3 Beds ⋅ 2 Baths ⋅ Brittany Gardens SubDv. ⋅ 32751 Zip Code
Welcome to 2621 Queen Mary Place where charm, comfort, and location come together in one perfect Maitland home. Tucked at the end of a quiet cul-de-sac in the gated Brittany Gardens community, this beautifully maintained 3-bedroom, 2-bath home offers over 2,100 sq ft of thoughtfully designed living space. Freshly updated and move-in ready, the home features brand-new flooring, abundant natural light, and elegant touches throughout from crown molding and recessed lighting to custom built-ins. The kitchen is a true standout, with Silestone countertops, modern appliances, generous cabinetry, a functional island, and a sunny bay window breakfast nook. The private primary suite includes a walk-in closet, dual sinks, and a spacious walk-in shower. A smart split-bedroom layout ensures added privacy, with two guest bedrooms and a full bath on the opposite side of the home. Additional highlights include: Laundry room conveniently located off the primary bath 2-car garage with 20 ft ceilings and extra storage. Manicured neighborhood with mature trees and gated access Community access to Howell Creek, Lake Waumpi, and scenic green spaces All just minutes from Park Avenue, Lake Lily, and Maitland City Centre where you'll find farmers markets, local dining, and boutique shopping. With easy access to I-4, 417, and the Maitland Exchange, you're well connected to everything Central Florida has to offer. This is more than a home, it’s a lifestyle. Come see it in person to truly appreciate what makes it special.

2621 Queen Mary Place, Maitland
$224,500
2 Beds ⋅ 3 Baths ⋅ Park Lake Woods Condo SubDv. ⋅ 32751 Zip Code
HUGE SAVINGS: Seller will pay ONE YEAR of HOA dues for new owner!! One or more photos have been virtually staged. Talk about an incredible deal... this 2-story townhouse offers the perfect blend of low-maintenance living and urban convenience! With all major updates already taken care of, you can simply move in and start enjoying your new home. Inside, you’ll find a spacious 2-bedroom, 2.5-bath layout featuring an updated kitchen, recently remodeled bathrooms, and fresh interior paint. There’s not a stitch of carpet either... just beautiful ceramic tile and luxury vinyl plank flooring - including the stairs! Decorative lighting, updated fixtures, recently replaced HVAC (2019) and a new privacy fence add peace of mind and modern touches throughout. The open-concept living and dining space flows seamlessly to a private patio and fenced backyard, perfect for relaxing, entertaining, or working from home with a view. Upstairs, both bedrooms are generously sized with two full baths, while the oversized one-car garage offers a FULL SIZE washer/dryer, attic access, and extra storage. What truly sets this property apart is the proactive, well-managed HOA that takes care of ALL the big stuff like: roof maintenance, repairs, and full replacement (replaced in 2018), property fence, exterior pest control, and all common areas. This resident-focused, well-funded community makes ownership easy and stress-free. Tucked away on a quiet dead-end street, yet just minutes from Maitland’s shopping, dining, and parks-and only a short drive to Winter Park and Downtown Orlando-this home delivers the ideal balance of comfort, convenience, and long-term value.

832 Park Lake Pl Unit 6A, Maitland
$410,000
4 Beds ⋅ 2 Baths ⋅ Winfield SubDv. ⋅ 32751 Zip Code
Welcome to this beautifully maintained 4-bedroom, 2-bath gem nestled in the heart of Maitland! Thoughtfully designed with both style and functionality in mind, this home offers a versatile floor plan featuring vaulted high ceilings, split bedrooms, both formal living and family rooms, perfect for entertaining or quiet evenings at home. The fourth bedroom, adorned with elegant French doors, makes an ideal home office or creative studio space. Step inside to discover warm engineered wood floors in the main living spaces, creating a cozy and inviting ambiance. The kitchen overlooks the family room, with it's own eating area, making it the true heart of the home . Enjoy year-round comfort with a 2021 A/C system, a new roof 2017, new water heater 2025 and the peace of mind that comes with new windows and sliding door to large lanai. The brick paver driveway adds charm and curb appeal to this well-maintained property. The backyard is fully fenced, ideal for pets, play, or weekend gatherings. As a bonus, the garage refrigerator conveys with the home! Conveniently located near RDV Sportsplex/Genesis Health Club, I-4, Winter Park, Trader Joes, Whole Foods and a variety of great shopping and dining options.

2132 Tortoise Shell Drive, Maitland
$150,000
2 Beds ⋅ 1 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code
Be the first to explore this brand new to the market, first time available in years. Discover the perfect blend of comfort, convenience and charm in this unit waiting for your personal touches. With some tlc you will enjoy a great first floor unit in a desirable location. Whether you are a first time buyer or looking to downsize, unit I5 offers an exceptional opportunity to your own space in a sought-after community. Enjoy the close proximity to shopping, dining and scenic outdoor.

1140 S Orlando Avenue Unit I-5, Maitland
$275,000
3 Beds ⋅ 3 Baths ⋅ Park Lake Grove Condo Ph B SubDv. ⋅ 32751 Zip Code
One or more photo(s) has been virtually staged. Welcome to this exquisitely renovated home offering the best value in the maintenance-free community of Park Lake Grove! This stunning 3-bedroom, 3-bathroom property features 1,328 square feet of beautifully updated living space and a rear-facing, fully enclosed one-car garage. Every inch of this home has been thoughtfully renovated with quality and style in mind. Step into the gorgeous NEW kitchen featuring custom NEW cabinetry, sleek granite countertops, and a full set of brand-NEW stainless steel appliances, making it as functional as it is beautiful. The kitchen flows seamlessly into the living space, where premium luxury laminate flooring offers a sophisticated look with superior durability and comfort. The main level includes a convenient guest room with sliding doors that opens to a private, tiled courtyard with a quaint garden area—perfect for relaxing or entertaining and a fully renovated bathroom . No front-facing neighbors provide enhanced privacy while enjoying the serene front patio and upstairs balcony, offering peaceful wooded views. Upstairs, you’ll find TWO oversized PRIMARY SUITES EACH WITH IT'S PRIVATE BATHROOM, each designed as a personal retreat. The front-facing suite features a private balcony, ideal for morning coffee or unwinding in the evenings. Additional highlights include: Brand New tankless water heater, New AC system, New washer and dryer included in a spacious laundry room with ample storage, Fresh interior paint, fully renovated kitchen and bathrooms! Located in the highly desirable Park Lake Grove community in Maitland, close to Winter Park's best dining, shopping, and cultural attractions. The HOA includes exterior building maintenance, landscaping, a community pool, and access to a private dock on Park Lake—perfect for relaxing by the water. This is truly a move-in-ready home offering worry-free homeownership and luxury living in one of Central Florida’s most sought-after areas. Don’t miss out—schedule your private showing today!

1618 Gulfview Drive Unit 417, Maitland
$500,000
3 Beds ⋅ 2 Baths ⋅ Oakland Shores 1st Add SubDv. ⋅ 32751 Zip Code
Step into this meticulously maintained, move-in ready mid-century modern beauty, nestled in the heart of the higly sought-after Oakland Shores neighborhood in Maitland, Florida. Situated on an elevated lot, this home boasts all new landscaping, a newly painted exterior, and exceptional curb appeal. The solid block construction offers both durability and timeless style, with three spacious bedrooms and two full bathrooms Enjoy vaulted ceilings and a cozy brick wood-burning fireplace in the spacious living room, with elevated windows that flood the space with natural light. The seamless flow from living to dining creates a perfect setting for both everyday living and entertaining. The kitchen featuring sleek granite countertops, stainless steel appliances, and pull-out storage in the cabinets and pantry. A large window above the sink offers a view of the lush backyard, while the adjacent eat-in nook provides a charming spot for casual meals. Newer laminate flooring flows throughout the home, with tile accents in the kitchen, dining room, nook, and bathrooms. Both bathrooms have been thoughtfully updated, with the primary bath receiving a luxurious remodel in 2022—complete with a thermostat-controlled floor warming system for extra comfort. The primary bedroom is a true retreat, filled with natural light and featuring a custom walk-in closet. The secondary bedrooms are generously sized, with one offering two large closets, providing ample storage space. Recent Upgrades: This home has received over $30K in all new landscaping both in the front as well as the backyard. New walkways have been added, all new irrigation, and PVC fencing in the backyard. Other updates include a new garage door, exterior paint, shutters, and fresh hardware on interior doors. HVAC air handler (2022), and a new septic tank and drain field (2022). Home has double pained windows and Aug 2025 new tankless water heater. Relax and unwind on the large 33’ screened porch, perfect for enjoying the Florida weather at any time of day. The beautifully landscaped backyard is complete with a fire pit, ideal for cozy evenings with family and friends. This home’s location couldn’t be better—close to shopping, restaurants, grocery stores, and with easy access to I-4. Plus, there’s no HOA to worry about! Whether you’re commuting or enjoying local amenities, this property offers the best of both worlds. This is a rare opportunity to own a beautifully updated mid-century home in one of Maitland's most desirable neighborhoods. Schedule your showing today and start imagining your new life here!

632 Magnolia Drive, Maitland
$369,000
3 Beds ⋅ 2 Baths ⋅ Brittany Gardens SubDv. ⋅ 32751 Zip Code
Auction Property. Located in desirable Brittany Gardens, this home offers spacious living areas and a smart, open floorplan — perfect for customization and renovation. Step inside to find a large great room, ideal for entertaining. The generously sized master suite features a luxurious bathroom with a soaking tub, separate shower enclosure, and dual vanities. Additional bedrooms are well-proportioned and offer flexible space for guests or a home office. Incredible potential for a primary residence, second home, or investment property! Situated just minutes from Winter Park, schools, shopping, dining, and beautiful local parks, this location can’t be beat. Enjoy the peace of a gated community with the convenience of everything Central Florida has to offer right nearby. All information recorded in the MLS is intended to be accurate but cannot be guaranteed, buyer advised to verify.

2625 Queen Mary Place, Maitland
$230,000
3 Beds ⋅ 3 Baths ⋅ Visconti East SubDv. ⋅ 32751 Zip Code
Welcome to your resort-style retreat in the highly sought-after Visconti East community of Maitland, Florida! This spacious three-story condominium perfectly blends comfort, convenience, and resort-style living. Step inside to discover a thoughtfully designed layout ideal for modern living. The main level features a kitchen ready for all your culinary adventures, offering ample counter space and a layout that opens to the dining and living areas—perfect for entertaining while staying connected with your guests. The open-concept living and dining rooms are filled with natural light, enhanced by a neutral color palette that creates a warm and inviting atmosphere. Upstairs, the expansive primary suite serves as a private sanctuary, complete with a well-appointed en-suite bathroom featuring a shower/tub combination and dual-sink vanity. A second bedroom and another full bathroom with a tub/shower combo provide comfort and flexibility. For added convenience, an interior laundry area is located in the hallway, and the washer and dryer are included! You'll also find a versatile office/den—or potential third bedroom—perfect for remote work, hobbies, or hosting overnight guests. The two-car garage offers both convenience and security, with additional storage space to keep your home organized. Enjoy a wealth of resort-style amenities just steps from your door, including: • Two sparkling swimming pools • 24-hour fitness center • Tennis, basketball, and pickleball courts • Clubhouse • Beautifully maintained, landscaped grounds Water, sewer, pest control, and valet trash service are included in the HOA dues. A secure trash receptacle is conveniently located by your front door. Whether you're searching for your next home or a strong investment opportunity with excellent rental potential (minimum one-year lease), this property has it all. Visconti East offers gated security and is centrally located near top shopping, dining, and entertainment. With easy access to major highways, downtown Orlando, Winter Park, and the area's world-famous attractions are all within reach. Don’t miss your chance to own a piece of paradise in one of Maitland’s most desirable communities. Schedule your private showing today and envision yourself living the resort lifestyle you deserve!

1825 Shadow View Circle Unit 1825, Maitland
$319,900
3 Beds ⋅ 3 Baths ⋅ Branch Tree SubDv. ⋅ 32751 Zip Code
Welcome to 479 Citrus Lane in beautiful Maitland, Florida—a rare find at an incredible price! This spacious half-duplex offers just under 1,500 square feet of comfortable living with 3 bedrooms and 2 bathrooms, including a convenient first-floor master bedroom. Enjoy the peace of mind that comes with a recently installed HVAC system and the bonus of a 2-car garage. Step outside to a screened-in patio overlooking a fully fenced backyard—perfect for relaxing or entertaining. Located in a well-maintained community just minutes from downtown Winter Park, this home combines unbeatable location with SUPER LOW HOA fees. It’s clean, move-in ready, and waiting for its new owners to make it their own!

479 Citrus Lane, Maitland
$170,000
3 Beds ⋅ 3 Baths ⋅ Park Lake Twnhs SubDv. ⋅ 32751 Zip Code
PRICE REDUCTION! LOCATION! LOCATION! LOCATION! INVESTOR SPECIAL! This 3-bedroom, 2.5-bath condo in the heart of Maitland offers unbeatable convenience, just minutes from shopping, dining, and easy access to I-4. BRAND NEW AC! All bedrooms are located upstairs, with spacious layouts. The garage has been converted into a bonus room with A/C, perfect for a home office, gym, or additional living space. Enjoy your own private, fenced patio, and take advantage of the community amenities including a sparkling pool, a dock on Lake Gem, and beautifully maintained landscaping with mature trees. Zoned for top-rated schools. This is a prime opportunity for investors or anyone ready to unlock this home’s full potential. Don’t miss it! Call today for your private showing.

860 Park Lake Circle Unit 53, Maitland
$385,900
3 Beds ⋅ 2 Baths ⋅ Oakland Shores 3rd Add Rep SubDv. ⋅ 32751 Zip Code
Back on the market with renewed momentum. Nestled in one of Maitland's most sought-after neighborhoods, this fully renovated 3-bedroom, 2-bathroom home offers the perfect blend of modern comfort and timeless charm, ideal for families ready to make new memories. From the moment you step inside, you're greeted by an abundance of natural light and an open, airy layout that instantly feels like home. The heart of the house, the newly renovated kitchen features sleek stone countertops and new appliances, making it perfect for family meals and holiday gatherings. Step outside to the screened-in patio and picture slow mornings with coffee in hand, or peaceful evenings unwinding from a long day in the spacious backyard. Whether hosting a barbecue or enjoying a quiet night under the stars, this outdoor space is made for relaxation! Located just minutes from top-rated schools, grocery stores, dining, and major highways and less than 10 miles from the natural beauty of Wekiwa Springs State Park. This home offers the convenience you need and the lifestyle you've been dreaming of. Don't miss this opportunity to plant roots and grow in a home that has it all. Schedule your private tour today and discover the warmth, space, and charm waiting for your family.

601 Oranole Road, Maitland
$447,000
4 Beds ⋅ 2 Baths ⋅ Northgate SubDv. ⋅ 32751 Zip Code
Discover your ideal residence at 1941 South St. in charming Maitland! This meticulously maintained four-bedroom, two-bathroom pool home is ready for you to move in and enjoy. Upon entry, you'll be greeted by a spacious split floor plan that balances privacy with openness. The kitchen stands out, boasting modern granite countertops, recessed lighting, an elegant backsplash, and sleek stainless steel appliances. Its design flows effortlessly into the family room, making it an excellent space for hosting gatherings. Each of the 3 bedrooms features fresh new carpeting, contributing to a warm and inviting ambiance throughout the home. Master bedroom includes hardwood flooring. Both the interior and exterior have been recently refreshed with new paint, enhancing its visual appeal. Step out to the back screened in patio, where new carpeting awaits, along with a sparkling pool that was resurfaced in 2025—ideal for relaxing on warm days. The patio roof was replaced in 2024, adding to the home's charm. The backyard is surrounded by vinyl fencing, providing a secluded area for kids and pets to play safely. Additionally, the air conditioning unit and roof were installed in 2016, ensuring durability and comfort for years ahead. Located in a desirable neighborhood, this home not only offers a wonderful living space but also a vibrant community. Don't let this opportunity pass you by—book your viewing today and explore everything this remarkable property has to offer!

1941 South Boulevard, Maitland
$650,000
4 Beds ⋅ 3 Baths ⋅ Dommerich Hills Fifth Add SubDv. ⋅ 32751 Zip Code
sold data entry

1055 Thunder Trail, Maitland
$338,000
4 Beds ⋅ 2 Baths ⋅ Eaton Estates SubDv. ⋅ 32751 Zip Code
Beautiful corner lot home in the growing Maitland community - sitting on an over 9000 square-foot lot!! This home has been elegantly designed, with modern finishes! Upon arrival, you will find an ample corner lot with plenty of space, and a 2 car garage off to the side. Upon entry, you will see a truly spacious open floor plan, with the view of the new kitchen, separate dining area, and ample sized living room. The kitchen features new cabinets, stainless steel appliances, new quartz, and a spacious bar, perfect for a quick meal or a work from home space. Past the kitchen is the laundry room and pantry area. Back out past the kitchen is the separate dining room, huge living, perfect for entertaining, featuring a fireplace, and an additional office space/flex space with its own entry to the backyard. Past the living room to your left is the newly done hallway bath, featuring beautiful vanities, double sinks, newly tiled shower, commode, and fixtures throughout. On the right of this hallway are three perfectly sized bedrooms, and towards the end of the hallway is the truly massive ensuite master bedroom. The ensuite master bedroom is large enough to put a cozy loveseat, as well as a king sized bed, and features a beautiful ensuite master bath. The master bath features a new vanity, tile throughout, commode, and fixtures. This home features updated light fixtures and fans throughout. Heading to the backyard, you will find plenty of space for those summer nights to have friends and family for a BBQ and a great time. Come see this one-of-a-kind spacious corner home today which is minutes from Winter Park Village and Maitland Farmers Market! (ROOF PERMIT PENDING, NEW ROOF TO BE INSTALLED UPON CLOSING)

500 Vereen Drive, Maitland
$343,500
3 Beds ⋅ 2 Baths ⋅ Branch Tree SubDv. ⋅ 32751 Zip Code
Beautifully renovated and ideally located on the Maitland/Winter Park border, this 3-bedroom, 2-bath oasis is ready to welcome you home. Spacious rooms meet modern styling throughout the nearly 1,300-square-foot space, which boasts a desirable split layout, luxury vinyl plank flooring, and a host of upgrades, including a new roof, water heater, garbage disposal, and AC. The expansive living area features vaulted ceilings with artfully designed skylights and a white-brick fireplace, while a fully remodeled kitchen beckons home chefs and entertainers alike with all new stainless-steel appliances, ample countertop space, and generous cabinetry. Featuring two large custom-designed closets, the primary suite opens into an ensuite bath and walk-in shower. Two more bedrooms—one of which is perfectly suited as an office—plus a modern guest bath with classic subway tile round out the inviting home. A new washer and dryer are located inside the spacious one-car garage. Enclosed with new fencing, the backyard is your blank canvas—a swath of land just awaiting the right touch. Put in that pool you’ve always dreamed of or design a sprawling garden to rival Martha Stewart’s—whatever your vision, this sprawling space can bring it to life. Whether you’re relaxing in the spacious living area, whipping up your favorite dinner in the new kitchen, or retreating for a quiet night in the primary suite, your new home offers a living experience that maximizes comfort and exudes style.

1980 Water Lane, Maitland
$599,000
3 Beds ⋅ 2 Baths ⋅ Dommerich Estates 2nd Add SubDv. ⋅ 32751 Zip Code
Welcome to this beautifully renovated 3 bedroom, 2 bathroom pool home, nestled in the prestigious Dommerich Estates neighborhood in Maitland. This home combines classic midcentury charm with modern updates, offering the perfect balance of comfort and easy living. As you enter the home, you will find an updated kitchen with quartz counters, wood cabinets, stainless steel appliances. stone flooring and an in room dining area. The bright and open living room, dining room, and adjacent bonus room/office are a perfect space for entertaining and have exquisite, recently refinished wood floors. The large primary bedroom has a beautifully refinished wood floor, a walk in closet and it's own adjoining bath room with pedestal sink and shower. The 2 additional bedrooms share an updated bathroom with 2 sinks, bath/ shower combo and ample storage in the updated cabinetry. Plantation shutters are installed on all bedroom windows. The property is beautifully landscaped, and the backyard is a personal oasis, complete with oversized screened in porch covering a gorgeous saltwater pool, hot tub and outdoor dining/lounging area surrounded by beautiful brick pavers. Meticulously maintained and renovated over the years, this home has thoughtful updates throughout, including a newer roof, modern finishes, and updated hvac system. Located within the fantastic Dommerich Estates community, the home is benefitted by deeded lake access to Lake Minnehaha and the community's lake lot and boat ramp. Located within the highly rated Dommerich Elementary, Maitland Middle, and Winter Park High School zones, the home is just a short walk to the Maitland Community Park and the many other amenities this wonderful community offers. Bring your own boat or your kayak and enjoy the best that Dommerich Estates living has to offer.

1639 Choctaw Trail, Maitland
$425,000
2 Beds ⋅ 2 Baths ⋅ West Cove SubDv. ⋅ 32751 Zip Code
Wake up to every sunrise from your bedroom window looking straight down the long view of Lake Maitland, the largest lake of the desirable Winter Park & Maitland Chain of Lakes. This 2-bedroom, 2-bath condo within West Cove Condos is centrally located in close proximity to a variety of restaurants, Lake Lily Park, Enzian Theater and easy access to Interstate-4 from Lee Road or Maitland Blvd. The primary bedroom looks out to the lake, has a spacious walk-in closet and offers an ensuite bath complete with tub and shower combo. The guest bedroom has built-ins within the closet, a shelf above the bed, and an adjacent bath with shower. In the hallway is a ventless washer & dryer. The kitchen is fully equipped with GE appliances (fridge, microwave, range, dishwasher), solid wood cabinets with both doors and drawers, and a pass-through to the dining area for entertaining. The dining and living areas create an open great room with views of the lake through the 8’ slider doors. This unit is being sold As-Is and is move-in ready except for replacing the carpet, but it is priced to give you the opportunity to renovate as you wish as this is the most sought after lakefront condominium complexes in the area. Note that the schools are Dommerich Elementary, Maitland Middle and Winter Park High. The monthly association fee (lower than most lakefront complexes) includes access to the lakefront docks (boat slips assigned based on availability), work out room, lobby area for entertaining, heated swimming pool and spa, grilling area with sitting space, storage racks for canoes, kayaks and paddleboards, laundry room on each floor, cable and internet through Spectrum, assigned and guest parking, secured elevator access, dog walking path, plus water, sewer and trash. Best of all are the views off your spacious lakeview balcony of the Space Coast rocket launches, fireworks and sunrises. This complex is financially sound with the SIRS completed and reserves fully funded, the roof was replaced in 2024, the Milestone Inspection and all repairs were completed in 2025, and the renovation of the pool & spa will be completed in July.

1100 S Orlando Avenue Unit 206, Maitland
$689,000
3 Beds ⋅ 2 Baths ⋅ Dommerich Estates 4th Add SubDv. ⋅ 32751 Zip Code
Welcome to 1850 Geronimo Trail, a well-maintained, mid-century gem on one of the best and quietest streets of Maitland’s coveted Dommerich Estates. This updated 3-bedroom, 2-bath home blends timeless style with contemporary comforts, all nestled in a quiet and safe community served by top-rated schools. Inside, you’ll find wood-look tile flooring throughout the main living areas, a classic brick fireplace, large bright windows, and a modern kitchen with a massive island that flows effortlessly into the dining room—perfect for entertaining or everyday living. The spacious primary suite features an ensuite bath, and the layout offers an easy indoor-outdoor lifestyle. Step outside to enjoy the private screened-in pool, a large insulated covered porch added in 2023, and custom-designed landscaping framed by a vinyl fence. Additional updates include a new shingle roof (2023), light and bright stucco finish and exterior paint (2023), and a new A/C system (2025). The side-entry two-car garage provides plenty of parking and curb appeal. As a bonus, homeowners enjoy optional access to Lake Minnehaha and the Winter Park Chain of Lakes via the neighborhood boat ramp and private park. Dommerich Estates is a beloved waterfront neighborhood just 6 miles north of downtown Orlando, with walkable access to Maitland Community Park’s tennis courts, boardwalk, playground, bike trails and more. Seller is ready to start their next chapter they are motivated! Don’t miss your opportunity to live in one of Central Florida’s most established and desirable communities!

1850 Geronimo Trail, Maitland
$186,000
2 Beds ⋅ 2 Baths ⋅ Visconti Est SubDv. ⋅ 32751 Zip Code
Spacious two bed two bath and office in a 3 story townhome with attached 2 car garage in popular Visconti East. Rare availability in this popular community. New roof has just been installed. Carpet in good condition throughout and unit is in move in condition. All offers must be submitted by the buyers agent using the online offer management system. Access to the system via the link in the Realtors remarks below. A technology fee will apply to the buyers agent upon consummation of a sale. The property is under Highest and & Best with a current due date of 9/29/2025 11:59:00 PM Mountain Time.

1960 Legacy Cove Drive Unit 1960, Maitland
$590,000
4 Beds ⋅ 2 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code
There’s a quiet confidence to this one. The kind of home that feels like it was meant to last. This isn’t a teardown. It’s something better — a full reinvention that preserves what made Maitland homes timeless: solid block construction, a low-pitched roofline, a footprint that flows. The painted white brick, black shutters, and wide front porch hold onto that mid-century integrity without feeling frozen in time. Inside, the renovation doesn’t overreach. Instead, it refines. The living areas are open, but grounded. Spaces connect, not collide. Craftsman-style baseboards, framed openings, and wide-plank flooring bring a clean, structured look to every room. Crisp white walls and soft natural light give the space quiet presence. The kitchen walks the line between classic and current: professional-grade appliances, navy and white cabinetry, quartz counters, matte gold hardware. It’s thoughtful and modern without shouting. The oversized island isn’t just for prep — it’s where everything happens: gathering, eating, homework — all flowing into the living room with its brick fireplace and big, bright windows. Bedrooms run along one wing, separated just enough from the living spaces. The primary suite is generously sized, with space for a full sitting area and transom-style windows that let in filtered light while keeping privacy intact. Both bathrooms strike the right balance: vintage-inspired tile, modern fixtures, and a palette that feels calm, clean, and considered. Oversized sliders open onto a wide pool deck, where the lines between inside and out disappear. True to its Maitland roots, the backyard is anchored by a full-size pool—an honest nod to an era when outdoor living wasn’t an afterthought, but a priority. It's the kind of space made for slow mornings, unhurried weekends, and summer evenings that last a little longer than planned. Just a few blocks away, a shaded boardwalk leads into Maitland Community Park—tennis courts, trails, and playgrounds tucked beneath the trees. This pocket of Maitland stays quiet but connected, close to local favorites and major roads, with an optional HOA and a pace that feels just right. This home doesn’t try too hard. It honors its roots—and lives like it’s ready for what’s next. In a city built on mid-century pride, this one simply does it better.

2350 Derbyshire Road, Maitland
$290,000
3 Beds ⋅ 2 Baths ⋅ Lake Faith Villas Condo SubDv. ⋅ 32751 Zip Code
This impeccable first-floor corner unit features an abundance of natural lighting that creates a warm and inviting atmosphere throughout. Upon entry, you are welcomed by a spacious living room that offers picturesque views of a beautiful courtyard, perfect for relaxing evenings. The adjacent dining room, situated conveniently next to the kitchen, boasts elegance and comfort. This meticulously maintained property showcases numerous upscale amenities, including a ***NEW AC UNIT INSTALLED June 10, 2025***, granite countertops in the kitchen, a large volume single-basin kitchen sink, modern appliances, as well as recessed lighting in the kitchen, dining, living areas, and owner suite. The interior is adorned with contemporary light fixtures and modern color palettes, creating a stylish and serene ambiance. Step outside to enjoy the serene surroundings from the screen-enclosed front patio or the rear lanai overlooking a peaceful garden courtyard. Residents also have access to a range of community amenities, including a swimming pool, clubhouse, and a scenic lake to enhance the overall living experience. Conveniently situated in the desirable West Lake Faith community near the intersection of Maitland Boulevard and Maitland Avenue, with easy access to I-4 and 1792, this property provides a prime location near various shops, restaurants, and hospitals. This beautifully maintained condo is perfectly suited for a range of lifestyles. Don't miss the opportunity to make this exceptional property your own!

305 West Lake Faith Drive Unit 139, Maitland
$425,000
Bel Air Estates SubDv. ⋅ 32751 Zip Code
Don't miss this opportunity to purchase a 6-bedroom, 2 and a half bath duplex right next to downtown Maitland, FL. This home was converted into a duplex, making it a great investment property. The rooms are large with an open layout, and several updates have been made to the property. Enjoy having a low energy bill with newly installed solar panels that sit on a two-year-old roof, making insurance easy to obtain and affordable. Call to schedule a showing or for more information.

14 Bel Air Street, Maitland
$632,000
3 Beds ⋅ 2 Baths ⋅ Brittany Gardens SubDv. ⋅ 32751 Zip Code
Presenting 489 Penny Lane located in the sought after Gated Community known as Brittany Gardens. Upon arrival you will be impressed with the front yard garden featuring landscape lighting, flagstone accents, lush landscaping and a paver driveway. The inviting front porch offers a welcoming and visually appealing space where you will transition from outdoors into modern luxury in this beautifully renovated home. This unique single story residence offers a split floor plan with 3 Bedrooms, 2 Full Bathrooms, Foyer, Office / Den/ Flex Room, Formal Dining Room, Open Concept Kitchen, Family Room, Laundry Room and Two Car Garage. Tiled Flooring throughout the home creates a seamless flow, Natural Light and Colors create a tranquil atmosphere. Private Backyard with No rear neighbors and a Vinyl Fence. The design flow continues with a tiled and screened Lanai, In-ground spa, paver deck, outdoor lighting, gorgeous landscaping with flagstone accents. Also included in the sale is a Kohler whole home natural gas generator. Tree-Lined Streets and Neighborly Residents make Brittany Gardens an optimal environment to grow and thrive. Just minutes to Park Avenue in Winter Park, Maitland Social featuring Brunos Pizza, The Wave, Foxtail an Packwoods, Maitland City Centre and Lake Lily where you can enjoy Local Dining, Boutique Shopping, Farmer's Markets and Parks. Interlachen Country Club, The Racquet Club, WP9 are easily accessible. I-4, 417, Maitland Exchange and all the daily living needs such as Publix, Walgreens and CVS are within reach. Brittany Gardens Residents enjoy beautiful Common Areas that include Access to Howell Creek from the shore for fishing or non motor boat adventures and Brittany Park.

489 Penny Lane, Maitland
$550,000
3 Beds ⋅ 2 Baths ⋅ Orangedale Park Rep SubDv. ⋅ 32751 Zip Code
This beautiful 3/2 Maitland home has been meticulously cared for. It boast original hardwood floors in the living room and bedrooms, and travertine in kitchen and dining room. Bathrooms have been renovated, windows replaced 2021, roof 2018 and A/C in 2018. Big fenced in yard. The home is in a great location close to Park Avenue, downtown Maitland, lots of great restaurants and shopping. Zoned for Dommerich elementary and Maitland middle school.

162 Orange Place, Maitland