Maitland Single Family Homes For Sale - 102 homes

Remarks: One or more photo(s) has been virtually staged. Beautifully remodeled Maitland home offering a fresh, modern feel throughout. This move-in ready property features an inviting front elevation with charming arched entryways, a spacious driveway, and a well-maintained lawn. Inside, you will find bright, open living areas with wood-look tile flooring, neutral paint, crown molding, updated lighting, and a clean contemporary design. The bedrooms are spacious and filled with natural light, with updated ceiling fans and generous closet space. The bathrooms have been tastefully renovated with modern finishes, including marble-look shower tile, pebble-style shower flooring, matte black fixtures, and updated vanities. Enjoy the convenience of a functional layout, a two-car garage, and a desirable Maitland location near shopping, dining, schools, major roadways, and area amenities. This home is ready for its next owner, schedule your showing today!

Listing is courtesy of: AIDA TERESA ORTIZ (407-963-3590)

Listing Agent: Aida Ortiz (407-963-3590)

Remarks: Nestled in the heart of highly desirable Maitland, this spacious 4-bedroom, 2-bath pool home offers the perfect blend of location, functionality, and outdoor living on an oversized .28-acre lot with more than 12,000 square feet of property. Surrounded by mature trees and established neighborhoods, this prime location places you just minutes from Downtown Maitland, Historic Winter Park, Downtown Orlando, world-class shopping, dining, entertainment, and Central Florida’s renowned attractions. Maitland is loved for its charming restaurants, weekend farmer’s market, beautiful lakes, and scenic tree-lined streets, all while bordering some of the most prestigious real estate in Central Florida.The backyard is truly the showstopper of this property, featuring a sparkling open pool, beautiful vinyl fencing, and an expansive yard that is far larger than many homes in the area. Recent landscaping enhancements include a hardscaped entertaining space and decorative stone half wall, creating the perfect setting for relaxing, hosting guests, or enjoying Florida outdoor living under the shade of the beautiful oak tree.Inside, the home features a desirable split-bedroom floor plan with formal living and dining rooms, plus a spacious family room offering plenty of flexibility for everyday living and entertaining. The galley-style kitchen is equipped with granite countertops and overlooks the living areas for easy functionality. Attractive laminate wood flooring and tile flow throughout the home, while all bedrooms have been updated with new ceiling fans. Additional improvements include electrical upgrades, new exterior doors, a new roof installed in 2020, and added attic insulation for enhanced energy efficiency. Built with sturdy concrete block construction, this home offers lasting durability and peace of mind. The indoor laundry room includes the washer and dryer for added convenience. This is a rare opportunity to own a pool home with a large backyard in one of Central Florida’s most established and desirable locations.

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

Listing Agent: Kelly Hildebrand (407-310-5035)

Remarks: Located in the sought-after Dommerich neighborhood, this pool home is just a short walk to top-rated Dommerich Elementary School and Maitland Middle School. Hardwood floors and an open floor plan create an easy flow for everyday living and entertaining, centered around a spacious kitchen with gas range, breakfast bar, and abundant gathering space. The home also features a wood-burning fireplace and indoor laundry room. Significant components have been updated and include the roof (4 years), HVAC (6 years), and water heater (less than 1 year), while the electrical and plumbing systems were updated in 2010 during the home’s cosmetic renovations. Outside, the large backyard is ready for summer with a pool, heated spa, and plenty of room to entertain. A welcoming covered front porch with pavers and tongue-and-groove ceiling adds to the home’s warmth and curb appeal.

Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)

Listing Agent: Jennifer King (407-595-3272)

Remarks: Under contract-accepting backup offers. A rare find in one of Maitland's most sought-after neighborhoods—this stunning mid-century modern residence has been thoughtfully and comprehensively REIMAGINED from the studs out, preserving its iconic architectural sensibility while delivering every modern luxury a discerning buyer could want. Step inside and you're immediately welcomed by a living room that commands attention: a dramatic stacked-stone feature wall anchors custom cabinetry, floating shelves, and a SPEAKEASY STYLE dry bar with a built-in cabinetry — all concealed by a Secret/Hidden Door. On the opposite side, you'll find a custom built, beautifully designed full wet bar with a wine/beverage refrigerator and glass display cabinetry. This fully REDESIGNED home features 4 bedrooms-including 2 primary suites (1 upstairs and 1 downstairs) along with 4 custom, beautifully designed full bathrooms, spaciously laid out under 3389 sq ft of living space. A dedicated office sits just off the front room, and a brand-new 6' × 20' laundry and mudroom, fully insulated and air-conditioned with custom cabinetry, connects seamlessly to the garage. You have to see all the custom features to truly appreciate this wonderful home. The kitchen is a true SHOWPIECE — quartz countertops, a designer tile backsplash, custom cabinetry, and matte black hardware set the tone, while a built-in under-counter microwave and single-drawer dishwasher keep things sleek and functional. The walk-in, butler style, pantry offers custom floating shelves and base cabinetry, along with a designer, custom coffee bar—featuring a quartz top, blue herringbone tile, six soft-close drawers, and undercabinet lighting—making every morning feel curated. The home's bones are just as impressive as its finishes. Whole-house high-performance foam insulation replaces the old loose-fill; both mini-split AC units are new; a tankless water heater serves the entire home; and a whole-house water filtration and conditioning system — plus reverse-osmosis drinking water at the kitchen sink — ensures exceptional water quality throughout. Electrical is equally thorough: most wiring is brand new, with two new panels fed by 200-amp service, EV charging in the garage, generator inlets on both panels, and a custom network closet with structured cabling to every room. Interior finishes have been meticulously REFRESHED — fresh paint throughout, hardwood floors professionally sanded and sealed, crown molding in all common areas and the kitchen, custom plantation shutters throughout, and motorized blinds in the sunroom. New ceiling fans grace every bedroom, the living room, office, and sunroom. Outside, the fully relandscaped backyard features new drainage run to the street, fresh sod, and all-new plantings — a SERENE private retreat to match the sophistication within. As a final gesture of goodwill, the seller has pre-paid for the upstairs ensuite bathroom vanity replacement, allowing the buyer to work directly with the cabinetry contractor and personalize the design to their taste. LOCATION- All of this is near many of Maitland's greatest HOTSPOTS, allowing you to walk to restaurants, grab coffee at Foxtail in the mornings, or go boating at Lake Maitland or Lake Minnehaha Park. Wind down the week at a local Restaurant like Luke's, Francesco's or Antonio's, or stroll and dine on nearby Park Ave in Winter Park. Everything is within 5-10 minutes of your front door!

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)

Listing Agent: Mark Adams (407-617-7808)

Remarks: An incredible opportunity in one of Maitland’s exclusive communities offers stunning lakefront views of Lake Catherine and Lake Eulalia. With one of only three private docks on Lake Catherine, this is a rare and special property. A charming brick street winds along the lake and leads to this timeless residence, uniquely positioned with frontage on two lakes. This elegant two-story home features five bedrooms and sits on nearly two acres, providing exceptional privacy. Surrounded by indigenous Florida plants and abundant wildlife, the natural setting becomes part of your everyday lifestyle, making you feel like you are living in the countryside. A gorgeous solid wood Dutch door welcomes you into a gracious foyer with soaring ceilings and expansive windows that fill the home with natural light. Authentic oak floors extend throughout most of the home, complemented by custom detailed millwork throughout. Substantial crown molding in every room of the home draws the eye upward, adding depth and a polished, high-end finish to the interior. The layout includes a formal living, dining and great room along with a downstairs office or optional fifth bedroom for guests. A bright Florida room spans the back of the home and opens to outdoor living spaces and a new fire pit, perfect for entertaining. Custom built-ins and cabinetry, thoughtfully designed and crafted by Busby Cabinetry, enhance both beauty and functionality throughout this exceptional home. The kitchen opens seamlessly to the great room and features 42-inch cabinetry, a center island, high-end Thermador stainless steel appliances and exotic granite countertops. A breakfast room and additional peninsula provide ample space for casual dining and entertaining. The great room overlooks Lake Eulalia, while the living room and bedrooms capture serene views of Lake Catherine, both offering picturesque sunsets. Upstairs, the spacious primary suite includes an en-suite bath with dual sinks, a vanity area, a soaking tub and a walk-in shower. Additional bedrooms are generously sized and feature large closets. The light-filled Florida room connects to a bricked, covered porch with stately columns, creating an inviting indoor-outdoor flow. The backyard is framed by mature landscaping and shaded by a canopy of trees, offering a peaceful, secluded lakeside retreat. Recent improvements include a new roof (2023), new siding (2021), an updated dock, new garage doors and New Orleans-style lanterns. Additional upgrades include a new front Dutch door, spray foam energy-efficient insulation, walk-in closets in all bedrooms and an indoor laundry room. The three-car garage includes an EV charger, with one bay currently converted into a climate-controlled gym featuring rubber flooring and mirrors. The home is also equipped with two Rinnai tankless water heaters, wood plantation shutters, custom millwork, crown molding, wainscoting and chair rails throughout. Enjoy a short walk to downtown Maitland’s events, Lake Lily, the popular Sunday Farmer’s Market, the Enzian Theater and a variety of excellent restaurants. The brand new Maitland Library is being built around the corner. Watch Lake Lily fireworks from your private dock and benefit from easy access to I-4, Winter Park Village, and Park Avenue, all just minutes away.

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

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

Remarks: Modern, mediterranean lakefront residence in one of Maitland’s most desirable GATED communities, positioned on a private cul-de-sac atop a natural rise. Set on over 1.3 acres with approximately 179 feet of frontage on Lake Jackson (ski lake), the property offers a rare combination of elevation, privacy and expansive water views in a central Maitland location with quick access to I-4, downtown Maitland and Park Avenue, Winter Park. Lake Colony Estates is conveniently located across the street from Orangewood School. The home was custom built by Keith Groninger, a 10-time Parade of Homes winner. A tree-lined drive leads to a paved driveway and a welcoming entry with imported hand-crafted 8-foot wood doors and tile roof. Inside, the foyer opens to a dramatic great room with 20-foot cathedral ceilings, clerestory windows and a floor-to-ceiling wood burning fireplace, butlers pantry and wet bar. The home has been refreshed with white interior paint, enhancing the natural light and giving the interiors a timeless backdrop. The gourmet kitchen is designed for both function and gathering, featuring 3cm granite countertops, a large island, 5-burner gas cooktop with custom stone and mortar arch detail, tumbled marble backsplash and vaulted ceilings with exposed wood beams sourced from Pennsylvania. Expansive lake-facing pocketing windows frame Lake Jackson and open the chef’s kitchen to the screened porch for effortless outdoor dining and entertaining The first-floor primary suite features engineered hardwood floors, direct access to the outdoor pool and a spacious bath finished in tumbled marble with a soaking tub, dual vanities and walk-in shower. A large custom walk-in closet provides generous storage. Upstairs, three oversized bedrooms each offer ensuite baths and a large bonus room overlooking the lake. Outdoor living is centered around the covered, screened porch, lakefront setting and gated pool. The private and expansive lawn -179 feet of shoreline, complemented by a private boathouse (newer lift) with direct access to Lake Jackson for boating, skiing, jet skis, canoes, paddleboards and more! Also, enjoy sunrise views over Lake Jackson! Additional features include two new ACs, oversized three-car garage, amazing storage and closet spaces, mature and new landscaping and carefully maintained architectural detailing throughout. American Home Shield home warranty offered with full price or higher offer for American Home Shield. Four point, roof certification and wind mitigation reports will be provided by the sellers.

Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)

Listing Agent: Jennifer Sloan (407-810-8333)

Remarks: Beautiful and spacious home at 1281 Wellington Terrace featuring high beam ceilings and elegant tile floors throughout. The open layout offers wonderful natural light and two master bedrooms, perfect for flexible living. New windows add comfort and efficiency. Enjoy a private, low-maintenance backyard ideal for relaxing or entertaining. Located in a beautiful neighborhood just minutes from Winter Park shopping and dining, with easy access to I-4 for convenient commuting.

Listing is courtesy of: LISTED SIMPLY (800-995-5879)

Listing Agent: Sinan Zakaria (800-995-5879)

Remarks: Welcome to 67 Cypress Lane, a stunning single-owner custom residence nestled among majestic Cypress and Oak trees across from Lake Maitland in one of the area's most coveted neighborhoods. This architectural gem, expertly crafted from Western Red Cedar, offers two stories of thoughtfully designed living space with 4 bedrooms and 3 full baths. Step inside to discover hardwood floors flowing throughout the first level, leading to a dramatic sunken living room and formal dining room perfect for entertaining. The heart of the home is the spectacular family room featuring soaring 17-foot ceilings, a wood-burning fireplace, and expansive windows that bathe the space in natural light. The well-appointed kitchen boasts granite countertops, a charming breakfast nook, and glass sliders opening to a covered side porch—ideal for morning coffee or evening relaxation. The main level also includes a convenient guest bedroom and full bath, separate living and dining rooms, plus an attached 2-car garage. Upstairs, retreat to the loft-style primary suite with private en suite bath, two additional guest bedrooms, a hall bath, and laundry facilities for ultimate convenience. Outdoor living shines here with a front deck off the family room and multiple porch spaces. The quiet, dead-end street ensures peace and privacy. For just $100/year, the optional HOA provides deeded park access to beautiful Lake Maitland directly across the street—feel the refreshing lake breeze from your front door! Just minutes from the Winter Park Racquet Club and all that downtown Winter Park and Maitland have to offer. Zoned for award-winning Dommerich Elementary, Maitland Middle, and Winter Park High School. Complete with Terminix termite bond for peace of mind. This tranquil neighborhood retreat offers a rare combination of custom quality, natural beauty, and an unbeatable location. Don't miss this exceptional opportunity!

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

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

Remarks: Priced below Appraised Value — and the seller is ready to move. This classic 4-bedroom, 2.5-bath Maitland pool home sits on a spacious quarter-to-half-acre lot with peaceful lake views and delivers 3,000 square feet of open, comfortable living. The updated kitchen and open floor plan make the interior as functional as it is inviting, but the real showstopper is outside — a sparkling pool and generous outdoor living area with a lake backdrop that makes every evening feel like a retreat. The big-ticket items are already handled: 7-year roof, 7-year AC, updated plumbing, and a fully paid-off solar system that virtually eliminates your monthly electric bill — and under Florida law, it won't raise your property taxes. Zoned for top-rated schools and just minutes to Winter Park's dining, shopping, and culture. This is a home with more value than the price tag suggests. Motivated seller. Bring your

Listing is courtesy of: NOELKE REALTY (407-607-7166)

Listing Agent: Tom Noelke (407-607-7166)

Remarks: Don't miss this rare opportunity to purchase your dream home in the established Maitland Woods neighborhood. This charming 4-bedroom, 2-bath home has been meticulously maintained and contains premium finishes throughout. The open floor plan includes a large family/great room, dining room, and an enclosed patio, perfect for entertaining. The updated kitchen features a handmade subway tile backsplash, quartzite countertops, stainless steel appliances, a coffee bar, and a versatile indoor laundry/ second office or crafting room. The primary bathroom has been completely renovated, with a double-sink marble vanity, large shower, and walk-in closet. The second full bathroom is centrally located, with additional access to the enclosed patio, making it also an optional (future) pool bath. This home includes a large (0.29-acre) fully fenced backyard, ideal for children and/or pets to play. Some notable exterior improvements include: a new front brick patio, a new firepit area for entertaining, a vegetable/flower garden and beautiful landscaping. Maitland Woods is conveniently located near I-4, making commuting to either downtown Orlando or Lake Mary a breeze. In addition, the home is within walking distance to Orangewood Christian School, Lake Sybelia Elementary, the shops and restaurants of downtown Maitland (home of a weekly farmer’s market), city events at Lake Lily, and Lake Sybelia’s very own Homer Hough Park. Homer Hough Park is the area’s best-kept secret, with a playground, fishing, and pavilions for family events. This home will not last, call to schedule your private showing today! Age of major components includes water heater 2022; NEW front patio 2026; roof 2016; HVAC 2024/2025; Replumb CPVC 2020; inside and outside electrical panels 2025; and double-pane windows 2016-2023 – with lifetime warranty.

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Marti Hornell (407-222-1443)

Remarks: Welcome to this meticulously updated, one-story masterpiece situated on a sprawling, professionally landscaped 1/3-acre lot. This 5-bedroom, 3.5-bath sanctuary plus bonus room seamlessly blends high-end design with modern efficiency. At the heart of the home lies an extra-large gourmet (Kosher) kitchen designed for the serious chef, featuring double ovens, dual microwaves, and two dishwashers. The culinary space flows effortlessly into an impressively large dining room, while the living room offers a cozy retreat centered around a classic wood-burning fireplace, perfect for crisp winter mornings. The interior has been refreshed with a brand-new neutral paint palette that complements the fully updated bathrooms and high-end finishes found throughout. Outside, the large fully fenced backyard serves as a private oasis, boasting a stunning pool and ample space for grand-scale entertaining. A massive storage shed, equivalent in size to a full garage bay, conveys with the property to provide incredible storage or workshop potential. This home offers ultimate peace of mind with significant mechanical upgrades, including a 2021 AC unit, 2019 water heater, 2013 roof, and a new pool pump, new interior doors throughout and new door hardware as well Also Plantation Shutters throughout. Sustainability meets savings with a solar panel system that slashes the electric bill to approximately $50 a month for this expansive home. Whether you are seeking a fabulous primary residence, vacation home or a high-performing investment property, that can also be rented as a short -term rental/Airbnb this is the home for you. Available furnished or unfurnished. Garage was converted to a bonus room and laundry with a ½ bath and a small second kitchen. It can easily be converted back to a garage. Well water used for in ground sprinklers, a huge savings on your water bill. This rare find delivers the space, privacy, and modern luxury today’s buyers demand. Near everything including Whole Foods, Trader Joes, Great Winter Park- Park Ave Shopping, Dining and galleries.

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

Listing Agent: Gale Milgrim (407-443-9832)

Remarks: One or more photo(s) has been virtually staged. NEW ROOF 2022 - NEW AC 2022 - NEW ELECTRICAL PANELS 2022 - REPLUMB 2022 - NEW SEPTIC 2023 - Seperate detached GUEST HOUSE offering built-in monthly income potential. Previously rented under market value at $900/month, the guesthouse is currently vacant and ready for a new tenant, a private space for adult children, or a comfortable in-law suite. Endless possibilities to maximize value and flexibility! The spacious single-level layout features 3 bedrooms, 2 bathrooms in the main house, plus an updated guest suite. Enjoy an open living and dining area with a stone fireplace, designer lighting, and luxury vinyl plank flooring. The upgraded kitchen includes wood cabinets, granite countertops, penny tile backsplash, and new stainless appliances. A bright family room leads to two outdoor seating areas, including a brick courtyard with a second fireplace. The oversized primary suite and additional bedrooms feature new plush carpet, while the bathrooms have been fully updated. The detached guest suite offers 1 bedroom, 1 bath, a sitting area, and a wet bar. Additional features include a washer and dryer, security cameras, and a Google/Nest doorbell, all conveying with the home. Double carport, oversized driveway, and a private lot on a quiet street. Conveniently located near downtown Maitland with easy access to I-4.

Listing is courtesy of: LPT REALTY LLC (386-388-7877)

Listing Agent: Greg Roberts, Llc (407-927-5303)

Remarks: Tucked between the shores of Lake Nina and Lake Maitland, this beautifully reimagined California ranch blends modern design with effortless everyday living in one of Maitland’s most desirable locations. Completely remodeled in 2022, the home showcases a fresh, sophisticated aesthetic with thoughtfully curated finishes throughout. The light-filled interior offers seamless flow between living spaces, combining clean modern lines with warm, inviting character. The renovated kitchen features a brand-new range, oven, and microwave, creating a stylish and functional centerpiece for both entertaining and daily life. Custom closets throughout the home provide elevated organization and exceptional storage. In addition to the main living areas, a spacious bonus room offers incredible flexibility and can easily function as a second family room, home office, fitness studio, playroom, or media space to fit your lifestyle needs. Step outside to a private backyard retreat designed for entertaining, complete with a sparkling pool, expansive outdoor living space, and plenty of room for gatherings, dining, and relaxing under the Florida sunshine. The indoor-outdoor flow perfectly captures the essence of California-inspired living. Ideally positioned in a picturesque pocket of Maitland between two beautiful lakes, this home also benefits from zoning for top-rated schools while offering convenient access to dining, shopping, parks, and major roadways. A rare opportunity to enjoy modern California-inspired living in an exceptional location.

Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)

Listing Agent: Sarah Tomlinson (407-721-7823)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to 361 Hickory Drive, a truly special opportunity in a quiet, well-established community in the heart of Maitland. This charming home offers the perfect blend of comfort, mid-century historic charm and an unbeatable location making it ideal for those seeking both tranquility and convenience. Set on an oversized lot, this property provides ample space to entertain or enjoy the peaceful surroundings. The neighborhood is known for its quiet atmosphere with NO HOA, giving you the freedom to truly make this home your own without added restrictions. Upon walking in, you are greeted with an open concept living room space with the dining room to the left. The kitchen features ample cabinet space and a separate cooktop. The 2nd and 3rd bedrooms are generously sized with the primary including an en-suite bathroom. A BRAND NEW ROOF will be installed prior to closing, offering peace of mind. Upgrades include a New Water Heater (2026) and A/C(2019) ensuring comfort and efficiency. This home is also zoned in Top Rated Seminole County School Districts. Whether you're looking to settle into a serene neighborhood or invest in a property with strong fundamentals, this one checks all the boxes. Don’t miss your chance to call this Maitland gem home today!

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)

Listing Agent: Emma Nelson (224-703-9190)

Remarks: Located in one of Maitland’s established and tree-lined communities, this distinctive Mid-Century Inspired Chalet residence offers exceptional space, dramatic design elements, and endless potential for modern transformation. Positioned within sought-after school district the home benefits from access to some of the area’s most well-regarded schools. The home’s impressive pavered approach sets the stage for its chalet-inspired architecture, where soaring A-frame rooflines, dramatic window walls, and natural stone detailing create an unforgettable presence beneath a canopy of mature trees — where “Colorado ski chalet meets Old Florida.” With 5 bedrooms and 3.5 bathrooms, the home is filled with high ceilings, expansive windows, and retro-inspired details that create character throughout. A striking open staircase with vintage styling showcases craftsmanship and design elements rarely found in today’s construction, while a massive paver courtyard welcomes guests and enhances the home’s unique indoor-outdoor lifestyle. Inside, the formal dining and sunken living room feature coffered ceilings and a dramatic circular brick fireplace centerpiece, while walls of windows flood the interiors with natural light. The spacious kitchen includes a cooking island, double wall ovens, closet pantry, breakfast nook, and an abundance of windows overlooking the private backyard area. Adding exceptional flexibility, the home also features a private in-law suite with its own separate entrance. The space includes a sleeping area, small seating/living space, private bathroom, kitchenette area with refrigerator and countertop workspace, and an eat-in area — ideal for multigenerational living, long-term guests, a private home office setup, or potential income-producing opportunities. The upstairs bedrooms open onto a rear balcony, creating a true retreat feel among the mature trees and landscaped surroundings. The primary bath features angular ceilings, oversized triangular windows, and a custom mosaic tile tub and double vanity that reflect the home’s original retro contemporary character. Outdoors, enjoy a sparkling swimming pool surrounded by shade trees, an expansive paver deck, and a fully fenced yard ideal for entertaining, gardening, or creating a private oasis. Recent updates include new roof 2024, along with a transferrable shingle warranty, both A/C HVAC units replaced 2019 and 2023, hot water heater was replaced in 2019, 2023 electrical work done, 2022 high end Samsung dishwasher installed, transferrable premium home appliance warranty expiring Feb 3 2027, gas-powered portable generator and underground utilities. This home presents an exciting opportunity for buyers seeking architectural character and the chance to personalize a spacious residence with cosmetic updates including flooring, wall finishes, and modern design enhancements. Conveniently located near top-rated dining, shopping, parks, and major commuter routes, Maitland remains one of Central Florida’s most desirable established communities, known for its timeless charm, mature landscapes, and exceptional location.

Listing is courtesy of: THOMAS LYNNE REALTY GROUP LLC (407-808-0899)

Listing Agent: Patrick Hancock (407-808-0899)

Remarks: One or more photo(s) has been virtually staged. Set on one of the most sought-after streets in Dommerich, this completely renovated home combines the solid construction of a 1963 block home with thoughtful modern updates throughout. From the moment you arrive, the circular driveway, classic brick accents, and welcoming front porch set the tone. Inside, a bright foyer opens to beautiful solid maple wood floors and a light, airy feel that carries throughout the home. To the right, the formal living room features built-in shelving and a striking brick wood-burning fireplace, while the adjoining formal dining room connects directly to the kitchen and can be closed off with pocket doors if you want a little separation. The eat-in kitchen is truly the heart of the home, showcasing rich solid cherry cabinetry, unique man-made glass countertops, a large farmhouse sink, and top-of-the-line stainless Bosch appliances including a built-in oven and gas cooktop. A generous peninsula overlooks the oversized family room, where French doors open to a stunning Florida room that fills the home with natural light. This space is a showstopper—large, lined with windows, and finished with soaring shiplap ceilings—creating the kind of room you’ll use year-round, with direct access to the backyard. The primary suite is spacious and refined with crown molding, a built-in closet plus a walk-in, and a beautifully renovated bath featuring matching glass countertops, a Kohler vanity, and a glass shower with both a large rain head and handheld fixture. Two additional bedrooms are generously sized and share an updated hall bath with a large vanity, classic subway tile, and a soaking tub. The interior also includes a well-equipped laundry room with cabinetry, a cedar storage closet, and access to the two-car garage. Out back, the fully fenced private yard offers plenty of room for entertainment, recently re-sodded with irrigation and enclosed with a brand new wood fence installed in 2025—leaving ample space for a future pool or patio if desired. Additional upgrades include smooth flat ceilings with recessed lighting throughout, new drywall, plantation shutters, updated windows and doors, and an energy-efficient hybrid water heater. Beyond the home itself, the location is hard to beat—just a short walk to Dommerich Elementary, Maitland Middle School, and Maitland Community Park offering tennis courts, indoor racquetball, and playgrounds. Zoned for highly regarded Winter Park High School. Call today to schedule your private showing!

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

Listing Agent: Maria Van Warner (407-256-8066)

Remarks: ENTERTAINING MAITLAND GROVE POOL HOME. Step inside to discover oversized rooms, including a spacious great room overlooking the covered lanai and swimming pool in a private setting perfect for gatherings. Back yard includes a vinyl privacy fence, Pool resurfaced with Pebble Tec. Patio and pool decking have pavers with plenty of room for extra lounging. Lots of Room for everyone, including lIving Room, Dining Room and 4 bedrooms. Kitchen features all new SS appliances and sink w/ faucet, a separate breakfast room and laundry room. Primary room features en suite updated bathroom with dual vanity, shower, w/ tub, walk in closet and large slider doors overlooking the serene pool. Home offers lots of closet and ample storage. Extra Long driveway with side entry oversized garage includes utility sink. Home has been lovingly cared for. Call to view today!

Listing is courtesy of: OVERSTREET REAL ESTATE INC (407-595-5546)

Listing Agent: Susan Filebark (407-595-5546)

Remarks: Tucked away in the heart of Maitland, this thoughtfully updated three-bedroom, two bath residence blends everyday comfort with meaningful, modern upgrades. A private spa pool creates a serene outdoor retreat—perfect for unwinding or entertaining year-round in true Florida style. Inside, the home offers both function and peace of mind with a dedicated laundry room featuring a brand-new washer (2026) and newer dryer (2024). Major system updates have already been taken care of, including a new water heater (2025) and a recently installed HVAC system (April 2026), providing efficiency, reliability, and confidence from day one. Ideally located with close proximity to I-4 for easy commuting, and just a short walk to Maitland Community Park and Lake Lily, this home offers the perfect balance of convenience and lifestyle. A move-in-ready opportunity where the essential upgrades are already done for you.

Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)

Listing Agent: Sarah Tomlinson (407-721-7823)

Remarks: From the moment you step inside, you’re welcomed by a stunning double-sided fireplace and a sought-after conversation pit — the perfect setting to unwind with your favorite vinyl record, a glass of wine, and great company. Beyond the fireplace, the home opens into an expansive open-concept living space designed for both everyday comfort and effortless entertaining. The chef-inspired kitchen is the centerpiece of the home, featuring premium Forno appliances, a massive 11-foot island with seating for six, and a 6-burner Forno gas range with electric oven. Vaulted ceilings enhance the sense of space, while thoughtful details like the pot filler, apron sink, designer backsplash, and elegant cabinet hardware elevate the entire experience. Adjacent to the kitchen, the butler’s pantry offers butcher block countertops, abundant cabinetry, and a wine fridge — ideal for hosting and extra prep space. A conveniently located full guest bathroom nearby provides privacy and easy access for visitors, separate from the primary and secondary bedrooms. Situated on beautiful Lake Ruby, the outdoor living is just as impressive along with beautiful sunsets. Spend evenings around the fire pit overlooking the water, relax in the screened-in patio, or host unforgettable gatherings in the spacious backyard. A dedicated grilling patio makes outdoor entertaining easy year-round and perfect for holidays, cookouts, and waterfront living at its finest.

Listing is courtesy of: UNITED REAL ESTATE PREFERRED (407-243-8840)

Listing Agent: Anthony Dinova, Jr (407-800-9110)

Remarks: One or more photo(s) has been virtually staged. This gem is situated in the Brittney Gardens gated neighborhood in desirable Maitland. When you enter the home you are greeted by beautiful, rich wood floors and loads of natural light. The dining room flows seamlessly into the kitchen for ease when entertaining. The kitchen boasts quartz countertops, stainless-steel appliances, ample cabinet and counter space, breakfast bar & closet pantry. The kitchen overlooks the living room, which provides glass doors, complete with retractable screens, leading to the screened-in patio. The primary bedroom is a true private retreat and is on the opposite side of the home from the secondary bedrooms. The primary retreat includes a walk-in closet with a closet system and a spa-like ensuite bathroom with a dual sink vanity. The secondary bedrooms are across the home and share a hallway bathroom. The screened-in patio overlooks a rear paver patio which provides the perfect outdoor space to enjoy the Florida lifestyle. Other amenities and updates include a whole house generator, recently repainted interior, LED lights, new carpet in all the bedrooms, and a new tankless water heater. HVAC was installed in 2024. This home is close to several restaurants and shops and is just a short distance from both the newer Maitland City Center and famed Park Avenue in Winter Park. Welcome Home!

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

Listing Agent: Beth Logullo (772-633-0670)