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$971,000
5 Beds ⋅ 4 Baths ⋅ Woodstream SubDv. ⋅ 32751 Zip Code
Welcome to 111 Woodstream Court, an impeccably maintained 5-bedroom, 4-bathroom pool home tucked away on a quiet cul-de-sac in the heart of Maitland. This spacious single-story residence offers nearly 3,000 square feet of thoughtfully designed living space and is situated on a beautifully landscaped 0.29-acre lot. The newly upgraded kitchen features a large center island, walk in pantry, and premium appliances including a built-in double oven, electric cooktop, wine refrigerator, and remote activated cabinet lighting. The expansive primary bedroom offers over 500 square feet of space, complete with two walk-in closets and a luxurious ensuite bath featuring dual vanities, a hydro massage tub, separate shower, and a private toilet room with a lockable door. Four additional bedrooms are generously sized, making them ideal for family, guests, or home office use. The elegant joint dining and living room serves as a great entertaining space, highlighted by dimmable lighting fixtures and a cozy fireplace. The fireplace connects to the impressive family room, which boasts vaulted wood ceilings, skylights, and ample space for relaxation and gatherings. Step outside to your private backyard sanctuary, where a 37,000-gallon saltwater pool awaits. This outdoor oasis also features a removable child safety fence, extra-large ceiling fans, an outdoor kitchen, and a covered screened patio—perfect for Florida living. Additional exterior highlights include French doors, a brick façade, rain gutters, and a vinyl fenced backyard. The home also offers a two-car garage, ample driveway parking, and no HOA. Zoned for top rated Orange County schools and conveniently located just minutes from downtown Maitland, Winter Park, and major highways, this home is the perfect combination of comfort, style, and location.

111 Woodstream Ct Court, Maitland
$800,000
4 Beds ⋅ 2 Baths ⋅ Maitland Highlands SubDv. ⋅ 32751 Zip Code
SDEO - May 2025 (FSBO)

2031 Dyan Way, Maitland
$765,000
4 Beds ⋅ 2 Baths ⋅ Dommerich Estates 3rd Add SubDv. ⋅ 32751 Zip Code
Welcome to your serene sanctuary nestled in the highly sought-after Dommerich neighborhood! This stunning house offers the perfect blend of comfort and elegance, boasting a large open-air plan that is ideal for both relaxation and entertainment. As you step inside, you will be greeted by an abundance of natural light that flows effortlessly through the spacious living areas, creating a warm and inviting atmosphere. The heart of this home is the gourmet kitchen, complete with modern appliances and ample counter space, perfect for culinary enthusiasts and family gatherings alike. Step outside to your own private paradise! The expansive backyard is a true highlight, featuring a beautifully landscaped space that is perfect for summer barbecues, family gatherings, or simply enjoying the tranquility of nature. Imagine sipping your morning coffee on the charming porch while taking in the scenic views. For those who love the outdoors, this property offers exclusive lake access, allowing you to enjoy fishing, kayaking, and water skiing. Embrace the lifestyle of lakeside living while being just a stone's throw away from the vibrant community activities that is Dommerich

1770 Chinook Trail, Maitland
$3,950,000
5 Beds ⋅ 5 Baths ⋅ Maitland Shores SubDv. ⋅ 32751 Zip Code
Exquisite contemporary waterfront retreat in Maitland. Experience modern luxury and serene waterfront living in this breathtaking five-bedroom, 5.5-bath canal-front home, newly built in 2024. Positioned on a quiet dead-end street in Maitland, this architectural masterpiece offers an unparalleled lifestyle on the Winter Park Chain of Lakes. Enter through the stunning 10-foot glass pivot door into a soaring foyer where a floating wood and glass staircase sets a dramatic tone. The expansive great room boasts a two-story ceiling and a wall of glass doors that seamlessly blend indoor and outdoor living. Go outside to your private oasis featuring a covered lanai with remote-controlled screens, a summer kitchen, gas fireplace, resort-style pool and spa, putting green, and a covered boat dock with a lift and jet ski platform, all overlooking tranquil Howell Branch Creek with direct access to Lake Maitland. The heart of the home is the chef-inspired kitchen, complete with dual oversized islands, sleek high-gloss custom cabinetry, integrated refrigerator and freezer columns, a wine refrigerator, built-in coffee maker, and a striking hood vent above a six-burner gas range. Adjacent is a stylish dining room framed by a floor-to-ceiling glass wall offering captivating water views. The main-level primary suite is a sanctuary with a private sitting area, dual walk-in closets, and a spa-style marble wet room with combined soaking tub and rainfall shower. A home office with lush front yard views, an elegant guest suite, a full bath, and the first of two laundry rooms complete the first floor. Take the elevator or statement staircase to the second level, where you'll find two additional bedrooms with en suites and walk-in closets, a fifth bedroom, a full bath, a second laundry room, and a 24-by-14-foot game room with wet bar, ideal for entertaining. Additional highlights include a three-car side-entry garage, an outdoor shower, a storage room, and verdant landscaping adorned with majestic cypress and oak trees draped in Spanish moss. Just minutes from the boutiques and fine dining of Winter Park’s Park Avenue, with easy access to major highways, hospitals, and both international and executive airports. This is Florida luxury redefined, private, peaceful and perfectly appointed.

33 Eastwind Lane, Maitland
$320,000
3 Beds ⋅ 2 Baths ⋅ Winfield SubDv. ⋅ 32751 Zip Code
Back to Market -This is a three-bedroom two-bathroom pool house well located that needs some tender love and care (TLC). This is an opportunity to exert the buyer’s creativity to update it. Great neighborhood, low HOA, close to Geminis sport and health facilities, Seminole Community College, the I-4, 15 minutes away from downtown Orlando, main grocery chains in less than two miles. Make your appointment now.

2155 Fennell Street, Maitland
$390,000
3 Beds ⋅ 3 Baths ⋅ Enclave/Maitland A-F SubDv. ⋅ 32751 Zip Code
This is a well-located townhome in the gated community of Montacino. The unit has been refreshed with new paint throughout, along with new luxury vinyl on the second floor. The downstairs works well for entertaining with an open floor plan featuring Living, Kitchen & Dining areas. There is a nice-size covered rear porch just off the kitchen that faces a shady and treed green space to be enjoyed. There is also an upstairs rear balcony off of the primary bedroom that is sure to impress. The laundry is smartly located upstairs, along with a second bathroom, as well as the second and third bedrooms. This unit offers a short walk to the nicely planned pool area as well as enjoyable strolls on the sidewalk along Lake Charity.

1277 Blessing Street, Maitland
$110,000
1 Beds ⋅ 1 Baths ⋅ Carrington Park A Condo SubDv. ⋅ 32751 Zip Code
Charming 1 bed, 1 bath condo in Carrington Park! Located on the 2nd floor, this unit features vinyl floor recently upgraded from carpet, a private balcony with north-facing exposure, open parking, and access to on-site laundry. Enjoy community amenities including a pool, fitness center, and playground. Low $235/month HOA covers water, trash, exterior maintenance, and more. Please note: the updated photos are shown last in the MLS gallery. Prime Maitland location near shopping, dining, and highways. Great for first-time buyers or investors!

2520 Caper Lane Unit 206, Maitland
$435,000
4 Beds ⋅ 2 Baths ⋅ English Estates Unit 3 SubDv. ⋅ 32751 Zip Code
One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer ~ Opportunity is knocking in the heart of Maitland’s sought-after English Estates community! This 4-bedroom, 2-bath POOL HOME sits on a spacious .24 ACRE LOT and offers the perfect combination of space, convenience and potential. With an OPEN FLOOR PLAN and two versatile living areas that flow seamlessly into the dining area and large kitchen, there is room for everyone to spread out and settle in. The comfortable kitchen features desirable STAINLESS STEEL APPLIANCES – GRANITE COUNTERTOPS – a LARGE ISLAND with wrap around breakfast bar seating and pantry storage – ready for everyday meals or entertaining friends and family. Step outside to the expansive SCREENED LANAI and enjoy indoor/outdoor Florida living year round by your open air pool. The VINYL PRIVACY FENCE (new in 2024!) with DUAL ACCESS GATES surrounds the backyard, making it ideal for relaxing or hosting weekend cookouts. This BLOCK CONSTRUCTION home with a classic stone exterior also boasts a large covered front entry and with a little TLC the curb appeal will shine. Recent updates include a NEW POOL PUMP (2023), roof and A/C in 2016 and double pane windows, also 2016, offering added value and peace of mind. Located near major roadways—436, 414, I-4, and Red Bug Lake Road—you will enjoy easy access to neighboring Winter Park, Casselberry, and beyond. Shopping, dining, and daily conveniences are also just minutes away. With a low/optional HOA and situated in Seminole County, this home is a rare find! Whether you are looking to move right in or update and personalize, there is endless potential to make this home your own – call today to schedule a tour!

1470 Winston Road, Maitland
$830,000
4 Beds ⋅ 3 Baths ⋅ Dommerich Estates 3rd Add SubDv. ⋅ 32751 Zip Code
One or more photo(s) has been virtually staged. Step into this stunning, fully renovated 4-bed, 2.5-bath Dommerich Estates gem (2,431 sq ft) just steps from top-rated Dommerich Elementary and Maitland Middle—nearest home not on a main road and includes lake access. Everything is updated: roof, electrical, exterior/interior paint, lighting, fencing, irrigation, pool screening and pump, and a resealed pool deck and garage. Inside you are greeted with marble tile, refinished hardwood, polished terrazzo, designer lighting, sleek new hardware, and custom touches throughout. The chef’s kitchen wows with quartz counters, soft-close solid wood cabinetry, and brand-new Samsung appliances. Spa-worthy baths include a show-stopping marble primary suite with dual vanities and an oversized walk-in shower. Two expansive living areas feature built-ins, French doors, and a cozy brick fireplace. With indoor laundry, bonus storage, a 2-car garage, and walkability to schools, parks, and shops, this home blends luxury, location, and lifestyle—all in one unforgettable package.

1850 Shawnee Trail, Maitland
$678,500
4 Beds ⋅ 3 Baths ⋅ Windsor Park SubDv. ⋅ 32751 Zip Code
This beautifully maintained 4-bedroom, 3-bath home offers a timeless layout with a rare and convenient pool bath, perfect for indoor-outdoor living. Bright and airy throughout, the home boasts generously sized rooms, including a spacious 16x12 primary suite with a well-appointed ensuite bath. The thoughtfully designed kitchen opens seamlessly into an expansive 28x13 family room—ideal for both relaxed everyday living and effortless entertaining. Additional highlights include an indoor laundry room and a large screened-in porch that overlooks the deep 80x130 lot, offering plenty of room to enjoy the outdoors. Located on a quiet, low-traffic street and zoned for top-rated schools—Dommerich Elementary, Maitland Middle, and Winter Park High—this is a rare opportunity to own in one of Maitland’s most sought-after neighborhoods!

1921 Geronimo Trail, Maitland
$490,000
4 Beds ⋅ 2 Baths ⋅ Maitland Woods Second Add SubDv. ⋅ 32751 Zip Code
Well maintained 4 bedroom, 2 bath home is situated on a gorgeous lot with mature landscaping. Tucked away deep in the established highly sought after neighborhood of Maitland Woods on a tree-lined street. Separate living, dining and great room with wood-burning fireplace and large glass doors with lots of great light overlooking pool and patio area. This home makes outdoor living easy with covered lanai. Ideally located to downtown Maitland, nearby Winter Park, a 5-minute walk to stroll around the park or Lake Sybelia, and minutes to the Farmer's Market, Lake Lily, shops, and restaurants. Close to Maitland amenities and easy access to major roads.

1171 Covewood Trail, Maitland
$191,000
3 Beds ⋅ 2 Baths ⋅ Calhouns Sub SubDv. ⋅ 32751 Zip Code
Imagine stepping into a piece of Eatonville’s history and making it your own. 39 S College Ave is a fixer-upper listed at $219,900, offering a rare blend of vintage charm and untapped potential. As a potential homebuyer, you can envision transforming this humble 1960s bungalow into the home of your dreams. Nestled on a quiet street in one of Florida’s most culturally rich towns, this property invites you to bring your vision, tools, and TLC. While it does need work, the upside is undeniable – from the cozy layout to the great location, this house could become a personalized gem. Let’s walk through the details of this opportunity in a friendly, conversational way, highlighting all the reasons you might fall in love with the prospect of making 39 S College Ave your own.

39 S College Avenue, Maitland
$950,000
4 Beds ⋅ 3 Baths ⋅ Druid Hills Estates SubDv. ⋅ 32751 Zip Code
Sold Data Only

9021 Lake Hope Drive, Maitland
$609,900
3 Beds ⋅ 3 Baths ⋅ Highland Park Estates SubDv. ⋅ 32751 Zip Code
One or more photo(s) has been virtually staged. NEWLY sanded and stained Hardwood flooring, New Kitchen Flooring, freshly painted and ready to Welcome you to 2020 Geronimo Trail—an inviting 3-bedroom, 2.5-bath mid-century ranch-style pool home nestled in one of Maitland’s most beloved neighborhoods. Built in 1961, this home has been lovingly cared for by just three owners in its entire lifetime—a true testament to pride of ownership. Set on a .22-acre lot with mature trees and a spacious backyard, the home is ideally located just blocks from A-rated Dommerich Elementary and Maitland Middle, and zoned for Winter Park High School. A covered front porch welcomes you with classic charm, perfect for morning coffee or evening conversations in rocking chairs. Inside, you’ll find original hardwood floors, a bright living room with wainscoting, a dining room with French doors that open to the backyard, and an eat-in kitchen featuring solid wood Amish cabinetry—handcrafted in Indiana with extra-deep storage. A spacious laundry room with a half bath and backyard access makes for an ideal pool bath setup. The oversized garage offers high ceilings and attic storage, adding everyday functionality. The primary suite includes dual closets and an ensuite bath, while two additional bedrooms and a full hallway bath complete the thoughtfully designed floor plan. Additional features include multiple storage closets, a sparkling swimming pool, and a host of recent upgrades: new electrical panel, new plumbing, upgraded AC duct insulation, and a newer HVAC system. Located just minutes from the shops, dining, and cultural scene of downtown Winter Park, this home blends timeless architecture with modern comforts in a location that continues to grow in value and desirability. Don’t miss this rare opportunity to own a piece of Maitland history on a great street. Schedule your showing today!

2020 Geronimo Trail, Maitland
$810,000
4 Beds ⋅ 2 Baths ⋅ Dommerich Hills Fifth Add SubDv. ⋅ 32751 Zip Code
Come look at this beautifully remodeled pool home in the highly sought-after Dommerich Hills neighborhood in Maitland. The kitchen is a chef's dream, with high-end appliances, plenty of cabinet space, a custom corner seating area, a massive 9 ft center island, and so much more. As you enter through your custom French front doors, you are welcomed by a pleasant seating/reading room that looks into your main living area. Enjoy your cool and quiet home with a newer air conditioner, updated double-pane windows, and sliding glass doors along with plantation shutters. This home offers four bedrooms and two bathrooms, a large in-ground pool with paver decking, and a nice grassy area for your little ones or your 4-legged friends to play. As you enter your backyard, you have a large enclosed screen patio with a stunning custom wood-burning BBQ area, perfect to unwind or for gatherings. The completely fenced backyard provides a lovely space for outdoor activities and plenty of privacy as well. You’ll be within the top-rated school district, which includes Dommerich Elementary, Maitland Middle, and Winter Park High. Schedule your private showing today.

2520 Chanute Trail, Maitland
$465,000
4 Beds ⋅ 3 Baths ⋅ Maitland Village SubDv. ⋅ 32751 Zip Code
Luxury Townhome located in Maitland within the gated community of Maitland Village Townhomes. This 4 Bedroom 2.5 Bath two story Townhome is original owner since built in 2012. This Townhome features Granite counters throughout to include the spacious kitchen and in all baths, Crown Molding throughout, inside laundry room and has a first floor Primary Bedroom with Primary bath and a private Lanai. For guests, the first floor also includes a half bath for convenience. The second floor includes 3 additional bedrooms, a full bath and a spacious loft. Off to the side of the loft is a small private office to maintain your personal bill paying and record keeping. Beautiful paver driveway and a 2 car garage. HOA Fee includes 250-channel cable television, 500 Mbps internet, water, sewer, trash, recycling, landscaping, streetlights, community pool, clubhouse, gate access and management services. Call today to and not miss this great opportunity to own a maintenance free living Townhome in a quiet area of Maitland!

1970 Michael Tiago Circle, Maitland
$630,000
3 Beds ⋅ 2 Baths ⋅ Dommerich Hills First Add SubDv. ⋅ 32751 Zip Code
Charming 3-Bedroom, 2-Bath Pool Home – Your Private Oasis Awaits! Welcome to this beautifully maintained home, offering the perfect blend of comfort and functionality. Nestled in a quiet, desirable neighborhood, this property boasts an updated kitchen with stainless steel appliances, white plantation shutters, lush landscaping, and spacious living areas filled with natural light. Step outside to your private backyard retreat featuring an expansive sparkling inground pool—ideal for relaxing or entertaining guests. The primary suite includes a walk-in closet, updated bath, and a private door leading to the pool area. Additional highlights include a connection to public sewer system, roof and water heater were replaced in 2020, 2-car garage, new luxury laminate flooring, beautiful French doors, and a fully fenced yard. Conveniently located near top-rated schools- zoned for Winter Park Highschool! Walk to Kewannee park to enjoy fishing, the children’s playground, basketball courts, or a bike ride on the trail. If you are interested in high end shopping and dining, this home is 5 miles away from Park Ave or Winter Park Village. No HOA!

2318 Mohawk Trail, Maitland
$400,000
3 Beds ⋅ 2 Baths ⋅ Indian Hills Unit 9 SubDv. ⋅ 32751 Zip Code
Classic Indian Hills Florida ranch pool home now available for your personal touches! Handsome exterior with towering oaks and traditional foyer welcome you to formal LR/DR, with built in shelving. Split plan, primary suite with vanity plus private shower/toilet, dual closets. Kitchen at the heart of the home, wood cabinetry. 2 sunny bedrooms with ample closets and hall bath with tub/shower. Large enclosed Florida/bonus room overlooking sparking pool and large backyard. 2 car garage with workspace and utility area. Laminate floors, 2023 roof. Top location at the quiet east end of Derbyshire, centrally located for quick access to 436, Horatio, 17-92. Make this your forever home!

2666 Derbyshire Road, Maitland
$218,000
2 Beds ⋅ 2 Baths ⋅ Visconti East SubDv. ⋅ 32751 Zip Code
Price improvement - Location, Location, Location! Located in the heart of Maitland close to offices and everything. Gated community of Visconti East, beautiful Townhouse with 2 Bedroom, 2 Bathroom PLUS Office on main second floor with 2 Bedrooms on 3rd floor AND 2 CAR GARAGE. Outside AC unit installed new. Wood floors on main floor and carpet in both Bedrooms, with ceiling fans in each room, kitchen updated with Granite counter tops, stainless appliances. Spacious Master Bedroom, and Second Bedroom walk-in closet with garden tub and shower. Roof is being replaced by the HOA. Regularly maintained, ready to move-in, in Excellent Condition. Seller offering $4500 towards buyer's closing cost. Call now.

1810 Shadow View Circle Unit 1810, Maitland
$530,000
3 Beds ⋅ 2 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code
Completely transformed with intention and precision, 1201 Manchester Road is a rare offering where style meets substance in one of Maitland’s most desirable residential pockets. Set on an oversized corner lot .26 Acres, just minutes from Lake Lily Park, Park Avenue in Winter Park, and the Enzian Theater, the location blends quiet neighborhood living with prime access to the city’s best. Step inside and experience a layout that feels natural, open, and deeply considered. Oak-toned luxury plank flooring flows throughout, anchored by smooth-finished walls, modern three-panel doors, custom trim work, and warm LED recessed lighting. The spaces feel bright but grounded, open yet purposeful. At the center, the kitchen stuns with a bold 8-foot quartz island, solid wood soft-close cabinetry, a custom-crafted blue range hood, marble backsplash, brushed brass finishes, and premium stainless appliances including a microwave drawer. The primary suite is private and polished, with detailed wall molding, a generous walk-in closet, and a spa-like bath featuring a 72-inch dual-sink vanity, marble-tiled walk-in shower, and matte black fixtures. Two additional bedrooms—each with new ceiling fans and built-in closets—share a second designer bath finished with striking tilework and wood vanity. Step outside through the French doors and into a backyard designed for both calm and celebration. The grand-size lap pool has been fully resurfaced and retiled, powered by a brand-new pump, and flanked by a custom Bali-style outdoor shower—a standout detail that elevates the space. The grounds have been completely overhauled with new sod, irrigation, sculpted landscaping, privacy fencing, and custom wood accents that give the exterior both structure and softness. The garage door and opener are brand new, and the driveway has been resurfaced for a clean, cohesive finish. 1201 Manchester isn’t just renovated—it’s meticulously refined. Turn the key and live well—your new home awaits. Schedule your tour today.

1201 Manchester Road, Maitland
$1,200,000
4 Beds ⋅ 4 Baths ⋅ Maitland Club Rep SubDv. ⋅ 32751 Zip Code
Stunning Estate Home in Maitland Club! Welcome home to this renovated, 4-bedroom, 3.5 bath pool home with 2-car garage. Offering 3,870 Sf of luxurious living space including formal living and dining rooms, a home office, family room, & more. Sophisticated updates have been recently completed, including a BRAND-NEW ROOF (2024), hexagon tile in the office and living room, accent wall with fireplace, and a modern kitchen that showcases high-end black appliances, contrasting cabinets and bright white Quartz countertops, brass hardware, and a herringbone backsplash. French doors off the living, family, and primary bedroom open to the covered lanai and provide pool views from every angle within the home. The first-floor primary bedrooms is generously sized and has a gorgeous en suite that's been updated with a new double-sink vanity, new lighting, new soaking tub, and new walk-in shower with elevated subway tiling. Upstairs are 3 additional bedrooms each with ample closet space and a hall bath. You'll enjoy spending time underneath the covered lanai and taking advantage of the beautiful pool during Florida's summer months. This home offers a quiet backyard wtih a brick wall for extra privacy. Located in Maitland Club residents of this community enjoy 24-hour guard gate access, quiet streets with sidewalks for walkability, and community tennis courts. Zoned for Lake Sybelia Elementary, Maitland Middle, and Edgewater High and within minutes of highly-rated private schools there are plenty of A-rated schools just around the corner. Showings are by appointment only, schedule yours today.

960 Brightwater Circle, Maitland
$435,000
4 Beds ⋅ 2 Baths ⋅ Indian Hills Unit 1 Rep SubDv. ⋅ 32751 Zip Code
This your opportunity to move into the charming neighborhood of "Indian Hills" in Maitland. It is a 4 bedroom 2 bath home with a screened-in pool and is on a corner lot. The home has been freshly painted inside and out. New kitchen cabinets, countertops with a chef's sink. The roof was replaced in 2023, A/C unit replaced in 2022, Replumbed 10 yrs ago. This home is conveniently located near SR 436 and 17/92, close to restaurants and shopping in a verity of local businesses. The Altamonte Mall and Advent Health Hospital/Medical center is just minutes away. If you're not familiar with the neighborhood, this is your chance to discover this established, tranquil area.

2632 Derbyshire Road, Maitland
$960,000
4 Beds ⋅ 3 Baths ⋅ Dommerich Hills SubDv. ⋅ 32751 Zip Code
Welcome to your dream oasis in Dommerich Hills, one of Central Florida's most sought-after neighborhoods. This meticulously maintained 4-bedroom, 3-bathroom pool home sits on a generous 127' x 89' corner lot, embraced by lush landscaping that evokes a serene park-like setting. As you approach, you'll admire the impressive circular paver driveway and motor court, offering plenty of parking for friends and family. The oversized covered front entry, adorned with a beautiful tongue-and-groove wood ceiling, warmly invites you inside. Step through the door and be welcomed by a spacious open floor plan that effortlessly connects the kitchen, dinette, family room, and living room—perfect for comfortable living and entertaining. The updated kitchen is a chef's delight, featuring expansive granite countertops and custom cabinetry that combine style with functionality. A convenient window lets you serve guests in the vibrant outdoor lanai and pool area. Adjacent to the kitchen, the informal dining area, with its stylish lighting and contrasting cabinetry, creates an inviting atmosphere perfect for casual meals. The generously sized family room is designed for relaxation and entertainment, flowing seamlessly into the living room, where a cozy wood-burning brick fireplace adds a touch of warmth and charm. You'll fall in love with the luxurious primary suite—a spacious retreat that boasts stunning multicolored wood flooring, creating a comfortable ambiance. This suite includes dual closets—one cleverly designed to house a full-sized front-load washer and dryer, offering both convenience and ample storage. The spa-like primary bathroom serves as your personal sanctuary, featuring a double-sink vanity and a spacious walk-in shower complete with a built-in bench. In addition to the primary suite, the home includes two more bedrooms and a second primary suite—ideal for guests, home offices, or hobbies. A centrally located bathroom adds to the convenience for family and visitors alike. A highlight of this home is the expansive bonus room—a versatile space perfect for entertaining, gaming, or enjoying a leisurely bar night. With walls of glass overlooking the pool and yard, this area can easily be tailored to fit your lifestyle, whether you envision a media room or a lively gathering spot. Step outside to find a sparkling saltwater pool, perfect for cooling off on those warm summer days, along with a covered patio that sets the scene for alfresco dining and entertaining. This refined ranch-style home features a desirable single-story layout, a spacious outdoor area, and the benefit of a corner lot, blending comfort and practicality. Additional highlights include a 3-year-old roof, a newer water heater, and a 5-year-old HVAC system. Completing the appeal is an oversized 2-car garage with an epoxy-painted floor—truly adding to the charm of this property. Located in Maitland, you’ll relish easy access to a variety of dining options, unique shopping experiences, grocery stores, Lake Lilly Park, the Sunday Farmer's Market, Winter Park, and major roadways. Don't miss out on the chance to make this exceptional home yours, where elegance and a vibrant lifestyle come together beautifully.

2106 Tuscarora Trail, Maitland
$200,000
2 Beds ⋅ 2 Baths ⋅ Visconti West SubDv. ⋅ 32751 Zip Code
Welcome to carefree living in the sought-after Visconti community of Maitland! This beautifully updated 2-bedroom, 2-bathroom condo offers 1,048 square feet of stylish comfort and top-floor privacy—with no neighbors above you. Step inside to discover newer luxury vinyl plank flooring, kitchen appliances, and fixtures. Both bathrooms have been tastefully refreshed with new vanities, new toilets, and updated fixtures and additional upgrades include a 2022 water heater, 2021 HVAC system, newer bedroom windows, and newer lighting fixtures in the kitchen, dining area, entryway, bedrooms, and living room—creating a bright and inviting space throughout. There’s also a balcony to enjoy quiet evenings on! The community features tennis courts, dog walking stations, lakeside walking paths, car wash stations and two shimmering pools overlooking Lake Shadow. You ’re also minutes to I-4 and 429 connecting you to anywhere in Central Florida and less than 15 minutes to downtown Orlando, Target , Publix, Costco and the Orlando Sportsplex (Formerly RDV) which houses Genesis Health Club, an aquatics center, and multiple sports courts. Currently tenant-occupied, the Visconti community welcomes primary owners and long-term tenants.

1325 Lake Shadow Circle Unit 12303, Maitland
$2,250,000
6 Beds ⋅ 8 Baths ⋅ Terra Place SubDv. ⋅ 32751 Zip Code
Presenting a stunning new construction residence located on a quiet cul-de-sac offering a seamless blend of luxury, functionality and modern design. The main home features four spacious bedroom suites, a dedicated office and a bonus/flex area, 4 full baths and 2 half baths, while the property also includes a rare-to-find one-level detached 1,143 sf 2BE/2BA guest house that includes a kitchen and a living area... *** ideal for for multi-generational living, spacious home office, live-ins or long term guests… Beautiful wood floors extend throughout the main house living spaces, complemented by designer porcelain tile in all baths. The open floor plan showcases soaring 21-foot ceilings in the great room and dining area, anchored by a beautiful chef’s kitchen complete with a dual-fuel range, quartz waterfall island, custom blended cabinetry and an adjacent walk-in pantry. A wall of sliding glass doors in the great room opens to the expansive covered lanai and new Pebble Tec pool with autofill and auto-drain features, all surrounded by travertine decking and a masonry and aluminum privacy fence. The first-floor primary suite offers a serene retreat with private pool courtyard views, a custom walk-in closet and a spa-inspired bath with marble floors, a spacious walk-in shower and a separate soaking tub. Upstairs, there are three additional bedroom suites and a versatile loft to provide ideal space for relaxation lounge area. The side-entry two-car garage includes epoxy floors, EV charging readiness and direct access to the mudroom, laundry, pantry and kitchen for everyday convenience. Designed for year-round entertainment, the covered lanai is stubbed and ready for a summer kitchen, with additional outdoor space available for expanded amenities. Both main and guest houses are bathed in natural light thanks to generous architecturally enhancing windows and glass doors. Modern comforts include smart lighting, exterior security cameras and a built-in audio system. On a quiet cul-de-sac, this property is within visiting or biking distance to Maitland Community Park, a 25-acre wooded park with tennis courts, basketball, playgrounds, trails and pavilions! Enjoy easy access to other downtown Maitland amenities, 7-10 minute drive to Park Avenue in downtown Winter Park, quick access to major roadways & I-4, downtown Orlando, area hospitals, and both executive and international airports... Zoned for regarded Lake Sybelia Elementary, Maitland Middle and Winter Park High School, this exceptional home is a rare offering in a secluded, wonderful neighborhood.

734 Terra Place, Maitland
$935,000
4 Beds ⋅ 4 Baths ⋅ Dommerich/Cove Colony SubDv. ⋅ 32751 Zip Code
Nestled on a quiet, tree-lined cul-de-sac and a short walk to A rated Dommerich Elementary school, this well-maintained 4 bedroom, 3.5 bath pool home in the desired neighborhood of Cove Colony offers 3,115 sq ft of well-designed living space on a spacious .41-acre lot. From the moment you arrive, you are greeted by a vaulted entrance and sparkling fountain that sets a tone of elegance and tranquility. Ideal for entertaining, the backyard features a summer kitchen with sink and refrigerator, a covered patio and lighted pergola - all overlooking the expansive resurfaced 20x60 pool. Inside, the kitchen boasts granite counters, stainless appliances and opens to a versatile bonus room perfect for a children's play area or family gathering space. A breakfast bar and dinette provide additional dining seating options. The main level also includes formal living and dining rooms, a family room with fireplace, and a private in-law suite complete with its own bedroom bathroom and office, perfect for a multi-generational living. Upstairs, the spacious primary suite includes a sitting area and a newly renovated (2025) bath with dual sinks, a soaking tub and large walk-in shower. Two additional bedrooms share a generous hall bath with dual sinks and a tub/shower combo. Additional features include a two-car garage, extensive professional landscaping highlighted by front and back landscape lighting, a custom-crafted wooden privacy fence and an enclosed concrete pad-perfect for storage or an extra play space. Conveniently located close to I-4, 436, downtown Winter Park, restaurants and parks. Tremendous upward potential with this property. Waiting for the next owner to put their personal touch. Welcome home!

1905 Old Club Point, Maitland
$977,500
5 Beds ⋅ 3 Baths ⋅ Highland Park Estates SubDv. ⋅ 32751 Zip Code
One or more photo(s) has been virtually staged. Situated on one of the most desirable streets in Dommerich is this magnificent 5 Bed|3 Bath estate updated to offer the perfect blend of space & style! A gracious front porch accented with soft blue shutters against fresh paint provides a peek of what a treasure this home is. The foyer opens to 2 functional, yet distinct living areas. At the front is the living & dining combo that features handscraped hardwood floors, plantation shutters on new windows, recessed lighting, and best of all, an open flow into the kitchen featuring a renovated footprint. Connecting the entertaining & cooking spaces is a massive island with a bar sink, built-in seating, & additional meal prep areas! The kitchen flows seamlessly into the back family room that is anchored by a cozy fireplace flanked by built-in shelving. Because this home is a true 3-way split plan, each wing is genuinely private! The primary suite has an elegant feel with wood floors plus new plantation shutters that open to the meditation garden, but be prepared to be amazed at the luxuriousness. Enormous walk-in dual closets are the first surprise. At the rear of the primary suite, overlooking the tropical gardens of the backyard, is the renovated bathroom featuring a double vanity, walk-in shower, soaking tub, added storage with built-in cabinetry, & a private water closet. The beauty of this home continues in the front wing, which features 2 generously sized guest bedrooms plus a spacious bathroom and more storage in the hall closet. At the rear of the home is the final wing, again featuring 2 spacious bedrooms, storage closets, plus a large bathroom with dual sinks that cleverly serves as a pool bath. Even more living space is found in the Bonus Room! The most impressive area of this property is the magic the owner created through years of lovingly expanding the multiple garden areas of the backyard. In addition to the mediation garden, there are 4 separate gardens to be discovered. The focal point is the sparkling 20,000-gallon pool that has been resurfaced & updated with a new paver patio. Enjoy a dip in the cooling waters and then use the outdoor shower before grabbing a beverage at the new Tiki Bar! Just beyond the pool is a garden of native plants that create beauty with ease since they are drought-tolerant & low-maintenance. When fall arrives, this is the house to retreat to! Tucked behind the Florida garden is a newly constructed fire pit hideaway with seating encased by reclaimed wood & covered with a charming metal roof, plus electric hookup. This area must be experienced to be appreciated! Additional gardens include a pineapple grove & an enclosed garden with raised beds ready to produce crops of herbs, vegetables, or beautiful bouquets. The backyard is so spacious that a double gate was added off the driveway to provide additional parking for an RV or boat! This meticulous homeowner added peace of mind with New Windows & Doors in 2025; New Roof 2022; updated Plumbing and Electrical Systems; a new HVAC system in 2018; fresh paint; new landscaping, & more! Although you might never want to leave home, this retreat is walking distance to Dommerich Elementary & Maitland Middle via new sidewalks and minutes from exciting dining and entertainment venues at Maitland Social & Maitland City Centre. The zoned high school, WPHS, is easily accessible, as well as the celebrated shopping & dining of neighboring Winter Park. Don’t miss your chance to create your dream Maitland home!

2450 Mcintosh Way, Maitland
$740,000
4 Beds ⋅ 3 Baths ⋅ Stonewood SubDv. ⋅ 32751 Zip Code
Welcome Home to the sought-after Stonewood Community of Maitland, FL! This beautifully modernized 4-bedroom, 2.5-bathroom residence boasts 2,200 square feet of living space on a spacious 15,000 square foot lot. Recent upgrades include interior renovation in 2015. New Custom Salt Pool with oversized sun-shelf, deck jets and bubbler, and paver patio in 2016. Two System HVAC's 2015. New Roof in 2020. New aluminum screen porch 2023. New water heater 2025. Rest and relax in the tropical oasis backyard with mature palms and landscaping and patio/deck. Enjoy the comfort of modern features like high ceilings, recessed lighting, oversized bedrooms, interior laundry, and versatile floor plan. Conveniently located near Winter Park and Maitland's top-tier amenities, public parks, restaurants, and shops. Zoned for Seminole County Public Schools and close proximity to Orangewood Christian School and other top rated school options. Schedule your private viewing today!

986 Stonewood Lane, Maitland
$865,000
4 Beds ⋅ 4 Baths ⋅ Dommerich Estates SubDv. ⋅ 32751 Zip Code
(Price drop by $236,000) Welcome to Your New Home in Dommerich Estates, Maitland, FL Nestled in the sought-after, no-HOA community of Dommerich Estates, this beautifully custom-built 4-bedroom, 3.5-bath home offers an exceptional blend of comfort, style, and functionality. From the moment you arrive, the inviting curb appeal, side-entry garage, and 8-foot front and rear doors set the tone for the elegance found throughout. Step inside to discover a spacious open-concept living and dining area, enhanced by upgraded flooring, fresh paint, and plush new carpet. Plantation shutters throughout add a timeless touch, while the cozy fireplace in the family room creates a perfect gathering space. The chef’s kitchen features a large walk-in pantry, new appliances, and is ready for your dream summer kitchen—fully pre-wired and pre-plumbed. Retreat to the expansive master suite offering dual walk-in closets and a luxurious en-suite bath. Entertain with ease under the impressive 12x50 covered lanai overlooking the private backyard and sparkling pool—ideal for Florida living. The oversized 2.5-car garage and central vacuum system add everyday convenience. Located minutes from top-rated schools, scenic parks, walking trails, and just a short drive to Park Avenue, downtown Orlando, I-4, and Maitland’s vibrant dining, shopping, and cultural events including the Sunday farmers market and seasonal art festivals. This home offers the perfect blend of lifestyle and location—schedule your private tour today!

141 Dommerich Drive, Maitland
$221,000
2 Beds ⋅ 2 Baths ⋅ Park Lake Twnhs SubDv. ⋅ 32751 Zip Code
This beautifully updated 2 bedroom, 1.5 bath condo in Maitland is located minutes from shops, restaurants and offers easy access to I-4! Recent updates include a new AC (2025) , updated electrical panel, and a new tankless water heater, for energy efficiency. The stylish kitchen features granite countertops, stainless appliances and a striking glass mosaic backsplash. Both spacious bedrooms are located upstairs and share an updated bath with dual sinks and tiled shower. Beautiful tile and laminate flooring throughout! No carpet! Private fenced patio and one car garage! Zoned for sought-after schools, Dommerich Elementary, Maitland Middle, and Winter Park High. The neighborhood features a community pool, dock on Lake Gem and gorgeous landscaping and trees.

1020 Grove Street Unit 29, Maitland