Maitland Single Family Homes For Sale - 101 homes

Remarks: Under contract-accepting backup offers. Cherished by the original family and lovingly maintained for decades, this charming ranch home in the heart of Maitland presents a rare and exciting opportunity. Tucked quietly away on a dead end street behind Park Maitland, the home enjoys a peaceful, private setting while remaining just minutes from the vibrant energy of Park Avenue, the beauty of Lake Lily, and an abundance of shops and restaurants. Zoned for some of Orange County's most sought-after A-rated public schools, including Dommerich Elementary, Maitland Middle, and Winter Park High, this location is truly second to none. Situated on an oversized 85 by 125 foot lot totaling 0.26 acres, the property offers exceptional space inside and out. The thoughtfully designed floor plan features a formal living room with parquet flooring and a wood-burning fireplace, a formal dining room, and a generous family room with built-ins, all with classic hardwood or parquet floors throughout. The quaint kitchen is equipped with stainless steel appliances and opens to the heart of the home. A convenient half bath with original terrazzo flooring adds a charming vintage touch. All bedrooms are situated along a single hallway, creating a comfortable and cohesive layout. Three guest bedrooms, each with hardwood or parquet flooring and thoughtful closet solutions including built-ins and a walk-in, share a well-appointed hall bath with a tub and shower combination. A double linen closet in the hall adds practical storage. The oversized primary suite is a true retreat, featuring hardwood floors, multiple closets including a walk-in, and a private en suite bath. Step outside to a beautiful backyard oasis complete with a brick patio, paver pool deck, sparkling pool, and an outdoor shower, perfect for enjoying Florida living at its finest. The home also boasts a rare three-car garage with a dedicated laundry room, plantation shutters, and chair molding throughout. Mechanical highlights include a Generac generator, natural gas service, and a Noritz tankless water heater for added efficiency and peace of mind. Whether you choose to renovate and restore this gem to its full glory or build new on this outstanding lot, the possibilities are as impressive as the location itself. Opportunities like this in Maitland do not come along often.

Listing is courtesy of: KELLY PRICE & COMPANY LLC (407-645-4321)

Listing Agent: Kelly Price (407-645-4321)

Remarks: Welcome to a rare opportunity on the shores of Lake Sybelia, one of Maitland’s most desirable recreational lakes. This custom, one-owner home offers 3,754 square feet of thoughtfully designed living space that has been well-maintained with potential for cosmetic enhancements. A brick-paved horseshoe driveway and inviting front porch set the tone. Inside, rich wood floors, vaulted wood ceilings in the living and family rooms, two fireplaces, and custom built-ins showcase quality rarely found today. The spacious layout features four bedrooms and 3.5 baths, including two primary suites ideal for multi-generational living. Generous walk-in closets and a blend of wood, tile, and carpet add comfort and function. A new A/C (Oct 2025) and a 6.5-year-old roof provide peace of mind. Living areas open to a bright rear sunroom with tranquil lake views. Whether you’re entertaining by the fire, enjoying coffee on the porch, or heading out onto the lake, this property delivers the Florida lifestyle at its finest.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)

Listing Agent: Melissa Shipp (407-748-7163)

Remarks: Welcome to a rare opportunity in the beautiful neighborhood of Druid Hills in Maitland—this charming single-family home is on the market for the first time in 45 years. Built with solid block construction, this home offers exceptional durability, structural soundness, and reliable weather resistance, giving peace of mind for years to come. Situated on an expansive and highly desirable corner lot, the property provides a unique blend of privacy, space, and long-term potential. With .41 acres of land, this double lot offers endless possibilities, whether you’re looking to enjoy the generous yard or explore the option to split it into two separate parcels. Inside, the home features 3 bedrooms and 2 bathrooms across 1,623 square feet of thoughtfully designed living space. A spacious layout provides comfort and functionality, while large windows invite in natural light, creating a warm and welcoming atmosphere throughout. The 2-car garage offers ample storage and convenience, complementing the home’s practical appeal for everyday living. Outside, the oversized lot is truly the standout feature—lush, open, and full of potential for outdoor living, expansion, or future development. With its prime location, generous lot size, and first-time availability in decades, this is a one-of-a-kind opportunity you won’t want to miss.

Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)

Listing Agent: Joseph Sipp (407-820-7016)

Remarks: Under contract-accepting backup offers. Welcome to a home that doesn’t just check boxes — it supports your lifestyle. Tucked into one of Maitland’s beloved neighborhoods, Forest Brook, this delightful property blends comfort, practicality, and a little everyday serenity. *Lots of new since 2023: Whole house generator, 20’x12’ shed, front and back sod (just completed 4/2026), renovated driveway, gutters, vinyl fence in backyard & so much more!!* Home oozes charm showcasing a sunny yellow exterior with shutter details, white columns on covered front porch, fresh Florida style landscaping, finished concrete driveway, all leading you to covered front entry with pretty leaded glass front door. Step inside to tiled foyer entry and you’ll find a split floor plan offering privacy, flow, and room to spread out — whether you’re hosting, working from home, or simply enjoying a quiet morning. Separate formal dining room complete with sparkling chandelier and French door to patio has yard views. Generous living room has wood floors, new ceiling fan and wall of windows with double French doors to patio plus Plantation shutters. Inviting kitchen is a true gathering spot with a large island with seating on both sides, not to mention all the counter space, white cabinetry, complete stainless steel appliance package and new window above sink. Dedicated office/bonus space has ceiling fan and French door to patio with Plantation shutters. Spacious primary suite flaunts Plantation shutters, new ceiling fan, a walk-in closet plus an en-suite bath with adult height dual vanities, private commode and tiled shower stall. Two guest bedrooms on the other side of the home share updated bath with stylish modern vanity, dual sinks, decorative framed mirrors, chic light and a tub/shower combo. Unwind out back on the oversized covered and screened patio with dual ceiling fans offering lots of gathering space. Every room on the backside of the home contains a French door making it the perfect opportunity for that indoor-outdoor feel. Oversized backyard is fully fenced, freshly sodded and creates the perfect lush, green space ready for play, pets, gardening or gatherings. 20’x12’ shed is a dream for storage lovers or anyone who needs extra space – double doors, tons of room and endless possibilities. No power outages here! A whole house generator keeps life running smoothly no matter the weather. No scrambling, no stress — just uninterrupted comfort and security. Tree lined streets and quick access to parks, major connectors like 436, 414, N Orlando Avenue, Howell Branch Rd/Horatio, Red Bug Rd plus the YMCA, Advent Health and endless dining and shopping options like the Maitland City Center, Downtown Winter Park and so much more— it’s the kind of place where life feels a little easier and a lot more enjoyable!

Listing is courtesy of: FLORIDA HOME TEAM REALTY LLC (407-774-8100)

Listing Agent: Stacy Wayne (407-415-9484)

Remarks: Welcome to 502 Oak Lane in Maitland, a beautifully updated pool home that blends comfort, character, and peace of mind. This fully improved 3 bedroom, 3.5 bathroom home has been thoughtfully updated throughout, including the replacement of the cast iron plumbing, offering both charm and important system improvements. Inside, you will find a well designed layout with spacious living areas, updated finishes, and plenty of natural light. Each bedroom offers its own bathroom, creating privacy and flexibility for guests or family. The home has been meticulously maintained and improved, making it truly move in ready. Step outside to your private backyard oasis featuring a pool, perfect for relaxing afternoons or entertaining friends and family. Located on a quiet street in Maitland, this home offers a great combination of location, updates, and lifestyle. This is a rare opportunity to own a fully improved pool home in one of Maitland’s most desirable areas.

Listing is courtesy of: KRESSLER REAL ESTATE (407-864-2184)

Listing Agent: Andre Kressler (407-864-2184)

Remarks: Welcome to this updated 3 bedroom, 2 bath, plus office home located in sought-after Hollieanna Shores.

Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)

Listing Agent: Wendy Williams Crumit (321-356-8590)

Remarks: Under contract-accepting backup offers. Completely Remodeled 2026 | Single-Story | Split Floorplan | The redesigned kitchen features 42" shaker cabinetry, Calcutta quartz countertops, a marble backsplash, and new stainless steel Fisher & Paykel appliances. Bathrooms have been completely remodeled with updated finishes. Luxury vinyl flooring extends through all common areas, complemented by LED recessed lighting and updated fixtures throughout. The open layout provides clear sight-lines between the kitchen and family room, creating a connected main living area. The pavers meet manicured lawns and fresh landscaping for a clean, contemporary finish that is 100% move-in ready. Additional features include an interior laundry room and a fully fenced backyard with a pool. Enjoy being 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.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Farhad Haniff (516-587-2799)

Remarks: One or more photo(s) has been virtually staged. Nestled within the quiet, established community of Versailles, this exceptional residence invites you to slow down and savor the good life. Offering over 3,600 sq. ft., this home features 4 spacious bedrooms and 3 full baths, with a layout that is both functional and flexible. The PRIMARY SUITE is conveniently located on the MAIN FLOOR and features an EXPANSIVE ATTACHED OFFICE, CRAFT ROOM OR SITTING ROOM—perfect for today’s lifestyle. This generous space also presents a unique opportunity for reconfiguration, allowing you to expand the primary bedroom and/or create a truly luxurious bath retreat tailored to your vision. Upstairs, three additional BEDROOMS ARE IMPRESSIVELY SIZED, offering plenty of room for family or guests. A STANDOUT FEATURE of the home is the BONUS ROOM with its own private entrance, located just off the rear garage—ideal for a game room, media lounge, or entertainment hub complete with space for a pool table, ping pong table, and a large-screen TV. At the heart of the home, the EXPANSIVE 23 x14 kitchen is filled with potential and already equipped with premium appliances, including a SubZero refrigerator, separate SubZero freezer, and a Viking cooktop. Built-in desk space and charming banquet seating create a welcoming spot for casual dining and everyday moments. The inviting family room is designed for cozy evenings, featuring a wood-burning fireplace, beverage fridge, ice maker, and sink—perfect for entertaining or unwinding. For larger gatherings, the expansive living room and adjacent dining area provide an elegant backdrop, whether hosting dinner parties, game nights, or enjoying music by a grand piano. Step outside to your private oasis, set on NEARLY HALF OF AN ACRE of beautifully landscaped grounds. The generous deck surrounds a stunning 10-foot-deep SWIMMING POOL offering endless possibilities for outdoor entertaining, relaxation, and recreation. Life in Versailles extends beyond your front door. HOA Residents can enjoy PRIVATE ACCESS TO LAKE Minnehaha, complete with a dock—perfect for paddleboarding, kayaking, or soaking in breathtaking sunset views. Just beyond the back gate, Maitland Community Park offers an array of AMENITIES including playgrounds, tennis courts, basketball, racquetball, and scenic fitness trails. A convenient paved path even connects you to nearby shopping and dining, including Publix. Ideally located with easy access to Maitland Boulevard, SR 414, I-4, and 436, SUNRAIL station is close and ZONED IN TOP RATED SCHOOLS, this home offers both tranquility and convenience. With an optional HOA, you have the freedom to enjoy the community on your terms. This is more than a home—it’s a lifestyle waiting to be embraced. Make your appointment today to view this lovely home!

Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)

Listing Agent: Heather Frazee (321-689-9465)

Remarks: Welcome to this two-owner concrete block home offering the perfect blend of comfort, character, and Florida outdoor living — all with no HOA and an ideal Central Florida location. A majestic Kapok tree gracefully anchors the front yard, while a lush, foliaged trellis guides you to the inviting front entrance, setting the tone for the unique charm found throughout. Inside, you’ll discover an open floorplan designed for both everyday living and effortless entertaining. The kitchen is a true showstopper, featuring a gorgeous tongue-in-groove ceiling, stylish pendant lighting, and a chef-inspired gas range that will delight any home cook. The living spaces flow seamlessly, creating a bright and welcoming atmosphere. The generous primary bedroom offers a relaxing retreat, while three additional bedrooms and two full baths provide flexibility for family, guests, or a home office. An oversized double garage adds convenience and plenty of storage. Step outside to your private backyard oasis. A screened patio and rear yard pergola invite year-round outdoor enjoyment, while the terraced backyard leads down to a serene pondfront, inground pool — perfect for relaxing, entertaining, or simply taking in the peaceful water views. Ideally located just minutes from Full Sail University, along with Winter Park, Casselberry, Winter Springs, and Altamonte Springs, this home offers both tranquility and easy access to shopping, dining, and major commuter routes. This is Florida living at its finest — schedule your private showing today! ROOF/HVAC/Water Heater 2021

Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)

Listing Agent: John Muccigrosso, Pa (407-234-6330)

Remarks: Under contract-accepting backup offers. HARD TO FIND SKI LAKEFRONT! Classic traditional beauty – ready for a lucky buyer to make home. Stunning water & sunset views over Lake of the Woods from most living areas. Enter into the impressive foyer with curved stairway; light & bright large formal rooms with French doors to wrap around covered porch; Large open kitchen, wood cabinets, granite tops, stainless appliances and breakfast nook to sip coffee and bird watch! Inviting family room with fireplace and custom built in surrounds. First level guest suite and full bath; elevator serves to 2nd level huge Master suite, with open deck and lake views; Master bath, dual vanities, Jacuzzi tub and shower, walk in closet. 2 additional large sunny bedrooms share Jack & Jill bath, 3rd upstairs bedroom is ensuite with a large walk in closet. Lovely landscape provides privacy and beauty. New boathouse and dock are ready for action! Super side entry 3 car garage, storage, huge utility room. Survey, pool plan available. Seminole County Schools PLUS excellent Private Schools within a few miles. Neutral colors, tile roof. Bring your water skis, knee boards, fishing poles & kayaks! Sold As-is; seller may consider decor credit with acceptable offer!

Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)

Listing Agent: Lisa Gould (407-721-7612)

Remarks: A tropical retreat in Minnehaha Shores with deeded lake access to the Winter Park Chain of Lakes. Tree-lined streets welcome you to this beautifully reimagined four-bedroom, two-bath split-plan home with coastal influences throughout. Formal living, dining and family spaces blend seamlessly together, creating great flexibility in layout. French doors line the back of the home and open to the covered lanai, offering effortless indoor-outdoor entertaining. This home offers an outdoor living experience that feels exceptional. Carefully curated with Florida native plants, tropical palms and ambient landscape lighting, the private backyard surrounds a beautiful pool, fountain feature, fire pit lounge and hot tub, a property that has it all. The kitchen features solid 42-inch cabinetry, stainless steel appliances, exotic granite countertops and counter seating. A beautiful porcelain sink overlooks the outdoor oasis, bringing the beauty of the outdoors inside. The primary suite is privately situated on one side of the home, while the remaining bedrooms are grouped together on the opposite side. The renovated primary bath showcases a spacious walk-in shower, designer finishes and ambient lighting. Additional improvements include a 2022 roof, updated plumbing and electrical panels, designer wallpaper throughout, engineered wood flooring in select spaces, recessed lighting, upgraded rear windows, a pool pump (2024), a repoured driveway with an additional parking pad and room for a boat or RV with 30 amp electrical, a wood-burning fireplace and much more. This neighborhood is special. Minnehaha Park sits at the entrance to the community and features tennis courts, new pickleball courts, a playground and expansive green space. Enjoy easy access to downtown Maitland and Maitland Social, which host many planned community events throughout the year. Maitland is home to renowned restaurants, The Enzian Independent Theater with Annual Film Festival and Lake Lily Park with weekly farmer’s market. Maitland offers a quintessential Florida lifestyle. Minnehaha Shores is a quiet neighborhood with no cut-through streets and enjoys access to a shared lakefront lot with a boat ramp and green space for entertaining or simply enjoying a Florida sunset. Zoned for highly regarded Orange County Public Schools, including Lake Sybelia Elementary School, Maitland Middle School and Winter Park High School, home to the globally recognized International Baccalaureate Program.

Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)

Listing Agent: Alison Mosley (407-304-6458)

Remarks: Under contract-accepting backup offers. Under Construction. A masterpiece of luxury design by LUIH Luxury Homes, perfectly positioned in the prestigious neighborhood of Hollieanna Shores. As you arrive, a striking façade with an elegant arched entryway sets an unforgettable tone. Beyond the front door, soaring ceilings and designer finishes frame an expansive living room where glass sliders dissolve the boundary between indoor and outdoor living, creating a seamless transition to the lanai and resort-style backyard. At the heart of the home, a chef’s kitchen designed for both performance and beauty exceeds every expectation. Sleek quartz countertops, a full Thermador appliance suite, custom cabinetry, and an oversized walk-in pantry elevate culinary experiences to a professional standard. The primary suite is a private sanctuary intentionally crafted to evoke a spa-like retreat. A stunning bathroom showcases a freestanding tub, an expansive walk-in shower, dual vanities, and exquisite finishes, while a large boutique-style closet with custom built-ins ensures every piece has its place. The upstairs level offers a generous loft and beautifully appointed secondary bedrooms, creating the ideal separation of space for family or guests. Outdoor living is nothing short of extraordinary, featuring a huge covered lanai with a full summer kitchen overlooking a shimmering pool and expansive, fully fenced backyard. Situated in the sought-after Hollieanna Shores neighborhood, this residence places you moments from Maitland City Centre, local parks, the iconic Enzian Theatre, and Park Ave. shopping and dining. If you’re seeking a home that feels both artful and effortless, this is where elevated living becomes reality.

Listing is courtesy of: ONE LUXURY INTERNATIONAL LLC (407-312-8003)

Listing Agent: Christopher Christensen (407-312-8003)

Remarks: Under contract-accepting backup offers. Beautifully updated four-bedroom, 2.5-bath home in the heart of Dommerich Estates, one of Maitland’s loved neighborhoods known for its top-rated schools, tree-lined streets and access to the Winter Park Chain of Lakes. Just steps from the neighborhood lake lot and nearby Maitland Community Park, this home offers over 2,300 square feet with warm wood flooring, crisp light walls and thoughtful designer updates throughout. Formal living and dining spaces flow into an open kitchen and gathering area, with large sliding doors leading to the backyard for effortless indoor-outdoor entertaining. The kitchen features custom 42-inch cabinetry, quartz countertops, stainless steel appliances, peninsula seating and generous pantry and laundry space. The living room centers around a charming brick, wood-burning fireplace with expansive backyard views. Outside, enjoy a screened porch, a PebbleTec pool, a paver deck and additional green space perfect for relaxing or entertaining. The spacious primary suite includes double vanities, a walk-in shower and ample closet space. Major updates include a roof (2022), Trane XV19 variable-speed HVAC (2024), updated kitchen finishes (2022), a Pentair pool heater, a new pool pump, a Jandy iAquaLink automation system, recessed lighting, a Google Nest doorbell and Lutron Caseta smart home controls. Enjoy close proximity to Dommerich Elementary and Maitland Middle, zoned for Winter Park High, plus easy access to parks, Lake Lily, the Enzian Theater, restaurants and more.

Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)

Listing Agent: Alison Mosley (407-304-6458)

Remarks: Move-in ready 5-bedroom pool home in sought-after Minnehaha Shores with private lake access to Lake Minnehaha and the Winter Park Chain of Lakes. This beautifully updated Maitland home features a NEW Roof (2022), all NEW flooring throughout, beautiful plantation shutters, updated modern fixtures, updated electrical panel & wiring, and plumbing already completed for added peace of mind. Located within one of Maitland’s most desirable residential communities, Minnehaha Shores is comprised of only 42 homes and offers residents private lake access and community dock, park, playground and tennis courts. Inside, the flexible 5-bedroom layout includes TWO primary suites and a desirable 3-way split floor plan that provides exceptional privacy and versatility for multigenerational living, guests, or work-from-home needs. The spacious living room welcomes you with a beautiful stacked-stone fireplace, while the formal dining room connects naturally to the kitchen and family room, creating an ideal flow for both everyday living and entertaining. The remodeled kitchen features shaker-style cabinetry, granite countertops, stainless steel appliances, oversized pantry , and an adjoining breakfast area with additional storage options and built-in desk. Multiple living spaces, spacious laundry room, great natural light, and thoughtful design details throughout make the home feel both comfortable and functional. The main primary suite is positioned privately toward the back of the home and includes an attached flex space perfect for an office, nursery, sitting room, or workout area. A secondary primary suite is located off the main living area that creates an ideal guest or in-law setup. Outside, enjoy Florida living year-round with a screen-enclosed pool & patio, and easy-maintenance landscaping that enhance the home’s overall privacy and curb appeal. Additional upgrades include dual-pane energy-efficient windows and French doors, fiberglass exterior doors, modern lighting, gorgeous large porcelain tile & ceramic wood-look tile throughout, decorative baseboards & trim, plantation shutters, and extensive storage throughout. If you’ve been searching for an updated Maitland pool home that offers private access to the Winter Park Chain of Lakes, a flexible living space, modern upgrades, and a prime location close to the area's top dining, shopping, and entertainment... this home offers a rare combination of lifestyle, functionality, and convenience.

Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)

Listing Agent: Allison Day (407-617-2881)

Remarks: A lovely well designed 4bdr. 2 bath home with an eat in kitchen open to a spacious family rm. A formal din.rm. and formal lvg.rm. are ready for any occasion. The long 2 lane brick driveway can accommodate multiple vehicles. Nearby schools for all levels and the amenities for recreation and entertainment are too numerous to list. This house should be added to your list when searching for your new home.

Listing is courtesy of: REALTY OF RIVERVIEW LLC (813-863-3948)

Listing Agent: Stephen Hachey (813-863-3948)

Remarks: One or more photo(s) has been virtually staged. Price Improvement! A must See rare opportunity to own a private 0.66-acre Estate Homesite in Maitland with deeded Private Lake Sybelia access. Renovate, expand or build new! 790 S Lake Sybelia Drive offers a unique combination of land, privacy, and lake rights in one of Maitland’s most desirable communities. Set on a secluded, no-HOA .66 acre's of land, the property includes 12 feet of lake frontage extending approximately 268 feet into Lake Sybelia, providing true and usable access. Private lake access you can actually use — without the $2M price tag. The updated home features 3 bedrooms and 2.5 bathrooms, a warm living room with a wood-burning fireplace, a panoramic window seat, and a spacious Florida room. Move in and enjoy as-is, or take advantage of the property’s full potential. This property is ideal for expansion, a second-story addition, pool, guest house, or a custom new build, offering flexibility rarely found in Maitland. The 0.66-acre lot is fully fenced with mature landscaping and provides ample space for outdoor living, entertaining, storing your RV or Boat. Opportunities combining large land for privacy and Lake Sybelia access are increasingly rare. Recent updates include: Roof (2019), AC (2023), insulation (2025), and updated electrical and plumbing. Ideally located near Lake Sybelia Park, the Iconic Enzian Theater, Maitland Art & History Center, Lake Lily Park, and just minutes to Winter Park and Downtown Orlando. Enjoy paddleboarding at sunrise or relaxing in your private backyard retreat — this property delivers a rare blend of space, privacy, and lake access in the heart of Maitland.

Listing is courtesy of: LISA REALTY PARTNERS (407-500-5472)

Listing Agent: Lisa Pownall (407-927-1698)

Remarks: One or more photo(s) has been virtually staged. FRESHLY UPDATED CABINETRY, FOURTH BEDROOM OPTION ADDED! Welcome to this beautifully maintained home in the heart of Maitland, offering the perfect blend of comfort, functionality, and Florida lifestyle living. This thoughtfully designed residence features a bright and open layout with spacious living areas, soaring ceilings, and an abundance of natural light throughout. The kitchen serves as the heart of the home, complete with ample cabinetry, generous counter space, and a convenient breakfast bar that opens seamlessly to the main living and dining areas, ideal for both everyday living and entertaining. Sliding glass doors lead to a private backyard with a paver patio, creating the perfect space to relax or host gatherings. The primary suite offers a peaceful retreat with plenty of space, natural light, and an en-suite bathroom for added convenience. Additional bedrooms are well-sized and versatile, perfect for guests, a home office, or growing households. Situated on a quiet street, this home features a fully fenced yard, mature landscaping, and a two-car garage. Conveniently located near shopping, dining, major roadways, and top-rated schools, this property combines tranquility with accessibility. Don’t miss the opportunity to make this move-in ready Maitland gem your own, schedule your private showing today.

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

Listing Agent: Claire Sims Llc (203-767-8109)

Remarks: This AMAZING!, spacious 5-bedroom, 3-bath split-level home is located in a fantastic neighborhood and is packed with standout features. Upstairs, you’ll find beautiful engineered hardwood flooring throughout the main living areas, with carpet in the bedrooms and tile in the baths. A stunning screened-in porch overlooks the backyard and pool, offering a perfect spot to relax or entertain. The bright and airy formal living room provides plenty of space, while the dining room includes sliding doors that lead out to the porch. The large eat-in kitchen offers ample cabinet storage and even features a convenient pass-through window to the porch/outside bar—ideal for hosting. The upper level includes three bedrooms two bathrooms. Just a few steps down, the lower level opens to a massive family room with tile floors set to entertain family and friends with two additional bedrooms with carpet and a full bath. Tile flooring runs throughout this level. Additional highlights include outdoor spa , updated windows, a re-piped plumbing system, updated Electrical, and a well-maintained interior full of character. The home comes with paid in full solar panels and a Terminix termite bond and Well Maintained sprinkler system on well. Washer/Dryer are located in the garage. The garage include cabinets for additional storage. The yard features mature Citrus trees and Magnolia trees adding to the home’s charm. With its flexible layout, inviting screened porch, and beautiful salt water pool area, this home truly has it all.

Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)

Listing Agent: Maydelin Munoz (407-485-4990)

Remarks: Cute home alert! Finally — an updated, move-in ready home in an amazing Maitland location priced under $400K! Imagine hosting friends and family in the spacious separate dining room, gathering around the oversized kitchen island while dinner cooks, and spending evenings relaxing on the screened patio and playing safely in the fully fenced backyard. Tucked inside the quiet Winfield community with a low HOA, this beautifully maintained 3-bedroom, 2-bath home with split floor plan is an excellent balance of modern style and everyday functionality. Step inside to discover a bright, open-concept layout featuring vaulted ceilings, recessed lighting, and consistent hard-surface flooring throughout. The spacious living area flows seamlessly into the fully updated gourmet kitchen, complete with beautiful countertops, 42” solid wood soft-close cabinetry, and high-end stainless steel appliances — creating a welcoming space in the heart of your home. This split floor plan offers both privacy and flexibility, with an expansive primary suite featuring a walk-in closet with custom built-ins and a beautifully updated bathroom with dual vanities, a relaxing garden tub, and separate shower. On the opposite side of the home, two additional bedrooms are ideal for a nursery, guest room, playroom, or home office. The living space flows to a covered and screened patio, creating a perfect space for year-round indoor-outdoor living. Whether you’re enjoying slow mornings with coffee, hosting weekend get-togethers, or relaxing after work, the fully fenced backyard offers both comfort and privacy. Fresh landscaping, mature shade trees, and the perfect mix of filtered sunlight and greenery give the outdoor space a calm, inviting feel, while the tiled flooring adds a clean, polished touch that’s both stylish and low maintenance. ROOF: 2018

Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)

Listing Agent: Michael Wathen (407-205-7660)

Remarks: All highest and best offers due by 10:00 AM EST on 5/21/26. Welcome home! This inviting three-bedroom, two-bathroom residence in the heart of Maitland combines everyday convenience with a comfortable living environment ready for years of memories. As you step inside, vaulted ceilings draw the eye upward, creating a sense of openness throughout the interior, while its functional design delivers multiple living areas, a spacious primary suite, and flexible secondary bedrooms, perfect for life’s ever-changing needs. The thoughtful floor plan boasts a natural flow between living areas, bedrooms, and the screened patio, creating a residence that feels both spacious and intimate; ideal for day-to-day life and entertaining guests. The new HVAC System, new Water Heater, and fresh exterior paint add to the list of positives, allowing for peace of mind for years to come. Beyond the interior, a partially covered screened lanai extends the living space, offering a sheltered retreat, with a fenced backyard to maximize privacy. Location-wise, this property places you in the heart of the action near vibrant shopping, dining, and entertainment options. Within one mile, you will find multiple restaurants, shopping plazas, and the Orlando Sportsplex/Ice Den, providing everyday needs at your doorstep. For days when you want to venture further, you are less than five miles from the Winter Park Village, Altamonte Mall, College Park, medical services, multiple golf courses and sports fields, various parks and nature trails, and immediate highway access, which allows for a straightforward journey to anywhere in Central Florida and beyond. Schedule your private showing today and experience the convenience of this move-in-ready property firsthand.

Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY (407-203-0007)

Listing Agent: Joseph Doher (407-203-0007)