Maitland Homes for Sale and Rent by Zip Code

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Newest Maitland Homes by Zip Code

  • 1244 E LAKE COLONY DR, MAITLAND, FL - MLS# O6402702

    32751 - O6402702 - 1244 E LAKE COLONY DR, MAITLAND, FL 32751
    Just Added on 04/30/2026 3:19PM

    $1,895,000 | Single Family Home | 4 beds | 5.5 baths | 3 gar

    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.

    Contact Yellowkey Agent

    Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
    Listing Agent: Jennifer Sloan (407-810-8333)

  • 636 HILLCREST AVE, MAITLAND, FL - MLS# O6403352

    32751 - O6403352 - 636 HILLCREST AVE, MAITLAND, FL 32751
    Just Added on 04/30/2026 2:53PM

    $549,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to this beautifully updated 3 bedroom, 2 bathroom home offering nearly 1,600 square feet of comfortable living space in the heart of Maitland. Featuring a modern look throughout, this well maintained property showcases luxury vinyl flooring that flows seamlessly through the main living areas, creating both style and durability. The spacious layout includes generous living and dining areas, perfect for relaxing or entertaining, along with a functional kitchen that offers ample storage and workspace. A brand new roof installed in 2025 adds peace of mind and long term value. Step outside to enjoy a fully fenced backyard, ideal for privacy, pets, or outdoor gatherings. A wooden deck provides the perfect space for weekend barbecues or quiet evenings at home. Situated in a quiet, established neighborhood, this home offers a highly convenient location. You are just minutes from major roadways including I-4 and Maitland Boulevard, making commuting throughout Central Florida simple. Nearby shopping and dining options include Maitland Center, Altamonte Mall, and a variety of local plazas along Orlando Avenue. Parks, schools, and everyday essentials are all within easy reach, adding to the home’s overall appeal. This property combines modern updates, functional outdoor space, and a prime location, making it an excellent opportunity for a wide range of buyers.

    Contact Yellowkey Agent

    Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
    Listing Agent: Thomas Nickley, Jr (407-629-4420)

  • 370 SULTANA LN, MAITLAND, FL - MLS# O6401047

    32751 - O6401047 - 370 SULTANA LN, MAITLAND, FL 32751
    Just Added on 04/30/2026 2:48PM

    $509,900 | Single Family Home | 3 beds | 2.5 baths | 2 gar

    Welcome to 370 Sultana Lane, a beautifully renovated 3-bedroom, 2-bathroom home located in the highly desirable Druid Hills community of Maitland. With over $60,000 in thoughtful upgrades, this move-in-ready residence offers modern comfort without the hassle of future projects. Step inside to a fully reimagined open floor plan designed for both everyday living and entertaining. A redesigned foyer creates a warm and inviting entry, leading into a bright living space filled with natural light from surrounding windows. The home features brand-new flooring, fresh interior paint, updated lighting, and new blinds throughout, creating a clean, cohesive look. The kitchen has been completely transformed with new cabinetry, modern appliances, and a large contemporary sink—blending style and functionality. The guest bathroom has been fully renovated, while the primary suite offers tasteful upgrades, including a walk-in shower with subway tile and elegant grey-and-white hex flooring. Dual closets provide added convenience and storage. At the heart of the home, the spacious living area features a charming brick wood-burning fireplace, perfect for cozy evenings. A versatile bonus room at the front of the home offers flexibility for a home office, playroom, or additional living space. Crown molding throughout adds a refined touch. Major system updates provide peace of mind, including a 2020 roof, newer AC, newer water heater, upgraded electrical panel, PEX plumbing, and energy-efficient double-pane vinyl windows. The home also includes a water softener and fully paid-off solar panels for long-term savings. The two-car garage offers ample space, plus an additional refrigerator for extra convenience. Outside, enjoy fresh exterior paint, newly installed sod, and refreshed landscaping—ready for your personal touch. Situated in a quiet, friendly neighborhood with no HOA, this property offers flexibility and freedom. It is zoned for top-rated schools in Seminole County Public Schools and is just minutes from parks, dining, and major roadways, providing easy access throughout Central Florida. Whether you're searching for a primary residence or a smart investment opportunity, this home delivers exceptional value in a prime location.

    Contact Yellowkey Agent

    Listing is courtesy of: EQUITYPRO LLC (407-203-6860)
    Listing Agent: Melissa Osborne (407-747-0885)

  • 2642 BROOKSIDE CT, MAITLAND, FL - MLS# O6403669

    32751 - O6403669 - 2642 BROOKSIDE CT, MAITLAND, FL 32751
    Just Added on 04/30/2026 12:22PM

    $629,000 | Single Family Home | 5 beds | 2.0 baths | 2 gar

    Indulge in the epitome of modern living with this fully renovated masterpiece! Boasting a thoughtfully designed split floor plan, 5 bedrooms, and 2 bathrooms, this home offers the perfect blend of space, style, and versatility. The heart of the home, the sleek kitchen, is a culinary haven equipped with stainless steel appliances, and ample counter space with upscale quartz countertops and storage. It's a canvas for your culinary creations. Whether you're a passionate collector or a lover of occasional indulgence, the built-in wine cooler transforms ordinary moments into extraordinary ones. Beyond elegant glass doors, unveil an expansive living room that is sure to captivate. Bathed in natural light, this grand space invites relaxation, entertainment, and cherished family moments. With 5 well-appointed bedrooms, there's ample space for everyone. The split floor plan ensures privacy and convenience for all members of the household. The master bedroom is a sanctuary of sophistication and comfort. With its spacious design and thoughtful layout, it provides an inviting escape from the world outside. The en-suite bathroom complements the master suite with its lavish features, double vanities, and a spa-like shower - experience the touch of rainfall from above and immerse yourself in the lap of luxury with the ceiling-mounted shower head. A dedicated bonus room adds an extra layer of versatility, it's ideal for a home office, playroom, or creative studio, the space adapts to your unique needs. Don't miss the chance to call this fully renovated gem your own. With its spacious layout, and modern finishes.

    Contact Yellowkey Agent

    Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
    Listing Agent: Giancarlo Chavez (312-869-1888)

  • 1100 LAKE SHADOW CIR #2107, MAITLAND, FL - MLS# TB8501401

    32751 - TB8501401 - 1100 LAKE SHADOW CIR #2107, MAITLAND, FL 32751
    1 Day on yellowkey

    $1,595 | Condo | 2 beds | 2.0 baths

    BEST PRICED 2/2 IN VISCONTI Welcome to this super clean 2-bedroom, 2-bath condo in the highly sought-after Visconti community! This move-in ready unit features a bright, open layout with a clean, modern feel and granite countertops in the kitchen and bathrooms, offering both style and functionality. Enjoy the convenience of a prime location within the community—just steps from the pool, fitness center, and clubhouse, making everyday living easy and enjoyable. Spacious and functional 2/2 layout Well-maintained and truly move-in ready Prime location near resort-style amenities Gated community with beautifully maintained grounds Conveniently located near major highways, shopping, dining, and just minutes from Downtown Orlando and Winter Park. WATER, SEWER, TRASH, GROUNDS MAINTENANCE, POOL ACCESS, AND SECURITY INCLUDED Minimum credit score of 625 and income must be at least 3x the monthly rent. HOA approval required. No pets permitted. Schedule your showing today—this one won’t last!

    Contact Yellowkey Agent

    Listing is courtesy of: TAMPA HOME REALTY LLC (813-629-9049)
    Listing Agent: Yurisleydi Concepcion (813-454-1016)

  • 755 WOODSIDE RD, MAITLAND, FL - MLS# O6402797

    32751 - O6402797 - 755 WOODSIDE RD, MAITLAND, FL 32751
    1 Day on yellowkey

    $999,999 | Single Family Home | 3 beds | 3.0 baths | 2 gar

    This is the one you've been waiting for- a SLEEK MODERN HOME, where EVERY MAJOR SYSTEM AND FINISH has been REPLACED, REFRESHED and ELEVATED to perfection! Located at 755 Woodside Road in the community of Forest Brook in Maitland with 3,054 Sq Ft. of living space, in a quiet CUL-DE- SAC, this 3 BEDROOM 3 FULL BATHROOM POOL home with 2 Car garage on a .31 ACRE LOT is effortless Florida living. From the moment you arrive you will be impressed with the mature, manicured landscaping and architectural features that sets the tone for the quality you will find inside. From the moment you enter, the EXPANSIVE OPEN FLOOR PLAN draws you in with an effortless flow between living, dining, and entertaining spaces. SLEEK MODERN CABINETRY, MARBLE FLOORING and DESIGNER FIXTURES elevate every room. The chef-inspired kitchen features a LARGE CENTER ISLAND perfect for casual dining, meal prep or gathering with guests. A stylish PASS THROUG BAR connects seamlessly to the Florida Room making entertaining a breeze. The OVERSIZED PRIMARY SUITE is a true retreat with MARBLE FLOORING, an abundance of natural light and CUSTOM SLIDING GLASS DOORS leading to the expansive pool deck. The en-suite bathroom features FLOATING VANITIES, MARBLE FLOORING and a SEAMLESS GLASS ENCLOSED SHOWER and STAND ALONE TUB that continues the modern aesthetic that feels like a five star hotel everyday. Laundry with sink and overhead cabinets is centrally located near the kitchen and primary suite. The focal point of the family room is the stunning MARBLE FACED FIREPLACE. Two generously sized secondary bedrooms are located off the family room, sharing a beautiful bathroom featuring marble floors, floating dual sink vanity and walk-in shower-consistent with the finishes throughout. The Florida Room is where the fun truly begins. Currently set up as the ultimate entertainment space, this incredible space offers endless possibilities- playroom, game room, movie room or the perfect indoor/outdoor lounge for hosting family and friends.NEW OVERSIZED WINDOWS frame spectacular views of the pool, floods the space with natural light and seamlessly connect the indoors to the out. The THIRD FULL BATH located off the Florida Room serves as the POOL BATH with walk-in shower, Jacuzzi, floating vanity and premium finishes. This homes outdoor spaces provide something for everyone. The large, screened-in pool deck features a Tiki Bar and dedicated PROJECTOR SCREEN AREA (Screen & Tiki Bar CONVEY IN THE SALE) perfect for entertaining pool side.The side yard with artificial turf is clean, low maintenance, and pet friendly. A charming brick paver seating area creates as cozy spot to relax, unwind or let the pets roam freely. Enjoy the tranquility of the sound of water flowing from the stone wall fountain feature in the backyard and bring your garden dreams to life planting your favorites in the large stone faced planter box. ADDITIONAL LIST OF UPGRADES: 2020 HARDSCAPE & LANDSCAPING, 2021 NEW WATER HEATER & POOL PUMP, 2024/2025 REPLACED LARGE AC AND DUCTWORK, AC PRIMARY SIDE UNIT, 2025 NEW FLORIDA ROOM WINDOWS, ADDED RID-O-RUST SYSTEM TO WELL FOR IRRIGATION, SCREENED IN POOL/DECK, ADDED DRY BAR WITH UPPER AND LOWER CABINETS IN DINING AREA. Conveniently located minutes away from boutique shopping, acclaimed dining and vibrant entertainment of the beautiful city of Winter Park with easy access to Orlando and surrounding communities. This home won't last long. Call your Agent to schedule a showing today!

    Contact Yellowkey Agent

    Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
    Listing Agent: Diane Heiken (407-920-4491)

  • 1000 WINDERLEY PL #226, MAITLAND, FL - MLS# O6402450

    32751 - O6402450 - 1000 WINDERLEY PL #226, MAITLAND, FL 32751
    2 Days on yellowkey

    $325,000 | Condo | 3 beds | 2.0 baths

    Welcome to this beautifully maintained 3-bedroom, 2-bath condo located in the highly desirable Sun Bay Club in Maitland. Offering 1,538 square feet of living space, this second-floor unit combines comfort, style, and convenience in a serene, gated community setting. Step inside to an impressive open floor plan featuring soaring 20-foot ceilings that create a bright and airy atmosphere, seamlessly connecting the living and dining areas—perfect for both everyday living and entertaining. The cozy fireplace adds warmth and charm, making this space feel like home from the moment you walk in. The newly remodeled kitchen is a standout, offering modern finishes and functionality for any home chef. Just beyond, enjoy your private sunroom with peaceful views of the community’s water fountain—an ideal spot for morning coffee or unwinding at the end of the day. Residents of Sun Bay Club enjoy access to exceptional amenities, including a clubhouse, pool, tennis courts, and scenic walking paths around the expansive lake. The location is unbeatable—just a short walk to the RDV Sportsplex and conveniently close to shopping, major highways, and everyday essentials. Plus, you’re only a short drive to downtown Orlando, world-famous theme parks, and Orlando International Airport. Additional highlights include a roof that is only 2 years old, offering added peace of mind. This is a fantastic opportunity to own a spacious, updated condo in a prime location—schedule your private showing today!

    Contact Yellowkey Agent

    Listing is courtesy of: INVESTOR'S REAL ESTATE LLC (407-688-4355)
    Listing Agent: Cece Mercado (407-300-8823)

  • 190 W VENTRIS AVE, MAITLAND, FL - MLS# O6402959

    32751 - O6402959 - 190 W VENTRIS AVE, MAITLAND, FL 32751
    2 Days on yellowkey

    $1,695 | Half Duplex | 2 beds | 1.0 baths

    One or more photo(s) has been virtually staged. This beautiful home is a completely renovated and updated 2-bedroom, 1-bath duplex in Maitland, FL, offering modern finishes throughout! Enjoy a large backyard, private parking and an exterior laundry room for added convenience. This home has spacious and bright bedrooms and a beautifully updated kitchen! Freshly painted, brand-new flooring and a brand-new AC system! Enjoy a quiet sit out back or walk and jog right across the street to beautiful Quinn Strong Park! This home is also within walking distance to Lake Lily Park and the Maitland Civic Center. There are plenty of shops and dining options to enjoy along 17-92! Highway access is nearby also for easy commuting. Landscaping is included, and one pet is allowed with a fee. Contact us today for a tour of this great home! It will not last long! Disclaimer: Images are virtually staged for marketing purposes only. Furniture and decor are not included

    Contact Yellowkey Agent

    Listing is courtesy of: DON ASHER & ASSOCIATES, INC. (407-425-4561)
    Listing Agent: Linda Baez (321-227-6265)

  • 1375 LAKE SHADOW CIR #11203, MAITLAND, FL - MLS# O6402311

    32751 - O6402311 - 1375 LAKE SHADOW CIR #11203, MAITLAND, FL 32751
    5 Days on yellowkey

    $174,900 | Condo | 2 beds | 1.0 baths | 2 gar

    Amazing upgraded two-bedroom, one bath Condo in the gated waterfront community at Visconti in Maitland with features of spacious living and comfortability. This stunning Condo Unit features with large windows letting in plenty of natural light and giving the common living area a fresh air feel. The dining/living combo opens to a big, screened patio through sliding glass doors. The kitchen overlooks the living and dining room and contains a full suite, including the refrigerator, range, dishwasher, disposal and plenty of cabinet and countertop. The bedroom is also including a large walk-in closet. This unit has oversized laundry room that includes full-size washer and dryer.Visconti community comes with professional maintenance of Ponds, professionally landscaped and well-maintained common areas as well as a BEAUTIFUL Resort Style Pool and Club House along with tennis court, fitness, basketball court, car washing area ext. Primely located close to all shopping, entertainment areas and just minutes to major highways, I4. You don't need to look any further for your Dream Home! Schedule your viewing today! Note: Some of the pictures are showing the virtual staging of the unit and the furnitures are not included to the listing

    Contact Yellowkey Agent

    Listing is courtesy of: USCO CAPITAL GROUP (407-666-7686)
    Listing Agent: Simon Colak (407-666-7686)

  • 1001 VERSAILLES CT, MAITLAND, FL - MLS# O6401795

    32751 - O6401795 - 1001 VERSAILLES CT, MAITLAND, FL 32751
    5 Days on yellowkey

    $1,050,000 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    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!

    Contact Yellowkey Agent

    Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
    Listing Agent: Heather Frazee (321-689-9465)

  • 987 BRIGHTWATER CIR, MAITLAND, FL - MLS# O6401747

    32751 - O6401747 - 987 BRIGHTWATER CIR, MAITLAND, FL 32751
    6 Days on yellowkey

    $1,100,000 | Single Family Home | 5 beds | 4.0 baths | 3 gar

    Your dream home awaits. Welcome to this exquisitely Renovated 4/4 PLUS OFFICE PLUS BONUS ROOM POOL HOME. Located in the gorgeous guard gated enclave of Maitland Club. From the moment you enter, soaring ceilings and an elegant 3-way split floor plan create a sense of openness and refined comfort. At the heart of the home lies a beautiful updated kitchen, complete with a spacious center island, induction cooktop, and newer appliances - seamlessly flowing in to the sunlit breakfast nook and invitation family room, where a gas fireplace adds warmth and charm. All of these living spaces overlook a breathtaking outdoor retreat featuring a sparkling oversized swimming pool, perfect for both quiet relaxation and lively entertaining. Designed with versatility in mind this 3 way split plan has an upstairs bonus room with a full bath, - ideal as a playroom, home theater, exercise room or even a combination of spaces due to it's large size. Set on a generous one-third acre lot, the property offers ample room for outdoor enjoyment, from a potential playground to a thoughtfully designed lanai with dedicated areas for dining and lounging. Every corner of this home invites you to linger and enjoy. Ideally located near everything you love, this home offers easy access to premier grocery destinations, vibrant shopping and dining, major roadways, perfectly blending luxury with everyday convenience. Just minutes from Whole Foods, Trader Joe’s, Altamonte Mall, and the renowned shops and restaurants along Park Avenue in Winter Park, you’ll enjoy the best of Central Florida living right at your doorstep. Well-maintained home with A/C replaced in 2017. Interior upgrades completed in 2020, including a updated kitchen, newer appliances, new flooring, and three beautifully renovated bathrooms. No pool heater. Homes of this caliber do not last long.... come experience it for yourself.

    Contact Yellowkey Agent

    Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
    Listing Agent: Gale Milgrim (407-443-9832)

  • 245 QUAYSIDE CIR, MAITLAND, FL - MLS# O6401831

    32751 - O6401831 - 245 QUAYSIDE CIR, MAITLAND, FL 32751
    6 Days on yellowkey

    $485,000 | Townhouse | 3 beds | 2.5 baths | 1 gar

    Welcome to The Moorings on Lake Maitland, one of the most in-demand communities in the area. Consider this unit, 3-bedrooms and 2-1/2 baths, approximately 1700 square feet of living space with a 1-car garage, and overlooking the beautiful peaceful courtyard, to be your blank slate. Gleaming wood floors and fresh painted throughout, it is just waiting for you to make it your own. You'll love this comfortable living space, and there is so much to work with! From the entry foyer you'll find the eat-in kitchen immediately on your right. Head through the kitchen to the spacious dining room, and into the living room with vaulted ceiling and zen garden view. Half-bath and inviting screened lanai complete the ground floor living space. Upstairs you'll find the large primary suite, also overlooking the courtyard, and two more bedrooms, both front-facing, and a full bath in the hallway. The laundry room with washer, dryer and utility sink is in the garage. The grounds, pool and club house are maintained by the community, so all you have to so is enjoy the ambiance of the beautiful grounds and the lakefront. The many advantages to this convenient location include being on Lake Maitland, and, easy access to necessities like grocery and drug stores, and restaurants within walking distance. This one is priced to sell, so don't miss this opportunity!

    Contact Yellowkey Agent

    Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
    Listing Agent: Sue Gilman (407-405-0108)

  • 2150 TORTOISE SHELL DR, MAITLAND, FL - MLS# O6392895

    32751 - O6392895 - 2150 TORTOISE SHELL DR, MAITLAND, FL 32751
    7 Days on yellowkey

    $429,900 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    One or more photo(s) has been virtually staged. 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.

    Contact Yellowkey Agent

    Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
    Listing Agent: Claire Sims Llc (203-767-8109)

  • 140 WIGWAM PL, MAITLAND, FL - MLS# O6401560

    32751 - O6401560 - 140 WIGWAM PL, MAITLAND, FL 32751
    8 Days on yellowkey

    $649,900 | Single Family Home | 3 beds | 3.0 baths | 2 gar

    One or more photo(s) has been virtually staged. Tucked away on a cul-de-sac in beautiful Maitland, this 3-bedroom, 3-bath home with a bonus room offers space, comfort, and privacy on a generous 1/3-acre lot. With 2,236 square feet of living space and a 2-car garage, the home features an updated kitchen and upgraded bathrooms, blending modern touches with everyday functionality. Enjoy cozy evenings by the fireplace or relax in the bright sunroom overlooking the fully fenced backyard with a concrete wall for added privacy. A screened-in porch provides the perfect spot to enjoy Florida living year-round. This home’s prime location in Maitland provides easy access to top-rated schools, parks, shopping, dining, and major highways, making it both a peaceful retreat and a convenient base for daily living!

    Contact Yellowkey Agent

    Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
    Listing Agent: Blake Bolton (407-318-0361)

  • 612 GREEN MEADOW AVE, MAITLAND, FL - MLS# O6401412

    32751 - O6401412 - 612 GREEN MEADOW AVE, MAITLAND, FL 32751
    8 Days on yellowkey

    $500,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    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!

    Contact Yellowkey Agent

    Listing is courtesy of: FLORIDA HOME TEAM REALTY LLC (407-774-8100)
    Listing Agent: Stacy Wayne (407-415-9484)

  • 1100 LAKE SHADOW CIR #2307, MAITLAND, FL - MLS# S5148098

    32751 - S5148098 - 1100 LAKE SHADOW CIR #2307, MAITLAND, FL 32751
    9 Days on yellowkey

    $200,000 | Condo | 2 beds | 2.0 baths

    One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 2-bedroom, 2-bathroom condo in the sought-after Visconti community, where comfort, convenience, and lifestyle come together. Located on the third floor, this light-filled residence features soaring vaulted ceilings that create an open, airy feel, complemented by abundant natural light throughout. Ideally positioned just steps from the clubhouse, you’ll enjoy effortless access to resort-style amenities, including a sparkling pool and fully equipped fitness center—perfect for both relaxation and an active lifestyle. This move-in ready condo is an excellent opportunity for both homeowners and investors alike. With quick access to I-4, commuting to Downtown Orlando is easy, while the shopping, dining, and entertainment of Altamonte Springs are just minutes away. Opportunities like this in Visconti don’t last—schedule your private showing today.

    Contact Yellowkey Agent

    Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
    Listing Agent: Jodi Lambiase (407-848-0847)

  • 1511 E HORATIO AVE, MAITLAND, FL - MLS# O6401235

    32751 - O6401235 - 1511 E HORATIO AVE, MAITLAND, FL 32751
    9 Days on yellowkey

    $719,000 | Single Family Home | 4 beds | 3.0 baths

    Welcome to your dream home located in the heart of Maitland, FL. This stunning 4-bedroom, 3-bathroom residence is a perfect blend of modern comfort and timeless elegance. Lease Purchase available with a downpayment. Total Living Area 2760 Sq Ft. As you step inside, you'll be greeted by an inviting foyer that leads to a spacious open-concept living area, featuring high ceilings and abundant natural light. The gourmet kitchen boasts quartz countertops, new appliances, and ample cabinet space, ideal for culinary enthusiasts. The adjoining dining area is perfect for entertaining guests or enjoying family meals. The master suite is a true retreat with a walk-in closet and an en-suite bathroom featuring a luxurious soaking tub, dual vanities, and a separate shower. Three additional bedrooms provide plenty of space for family or guests, while the three full bathrooms ensure convenience and privacy for all. Outside, the large backyard offers a serene setting with a covered fenced-in yard, perfect for outdoor dining or relaxing in the Florida sunshine. The newly meticulously landscaped yard is designed for low maintenance, allowing you to enjoy the beautiful surroundings without the hassle. This property is located in a prime location, just minutes away from top-rated schools such as Maitland Middle School and Winter Park High School. Enjoy easy access to local landmarks and attractions including the Maitland Art Center, Lake Lily Park, and the Enzian Theater. For your shopping and dining needs, the Maitland City Centre and Winter Park Village are just a short drive away, offering a variety of upscale boutiques, restaurants, and entertainment options. Don't miss this incredible opportunity to own a piece of Maitland's finest real estate. Schedule your private tour today and experience the elegance and convenience of 1511 East Horatio Avenue. This home won't last long!

    Contact Yellowkey Agent

    Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
    Listing Agent: Gustavo Vargas (407-854-2161)

  • 2652 QUEEN MARY PL, MAITLAND, FL - MLS# O6398390

    32751 - O6398390 - 2652 QUEEN MARY PL, MAITLAND, FL 32751
    9 Days on yellowkey

    $3,750 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    One or more photo(s) has been virtually staged. This meticulously maintained, single story residence in Maitland is detailed with quality finishes throughout. The outdoor area has just undergone a complete renovation with a new screened porch, fence, landscaping, sprinkler system and paver accents. A split floor plan offering three bedrooms, two bathrooms, foyer, formal dining room, living room, open kitchen and screened porch. The fully appointed kitchen features High End Stainless Steel Gas Appliances, 42 inch wood cabinets with crown accents, upgraded hardware and fixtures, granite counter-tops, island, stone back splash, snack bar and ample counter space. Inviting Open Living Room with Gas Fireplace accented with Tile and Mill-work as well and sliders that open to a charming screened porch. Impressive Master Retreat with Walk-In Closet, Dual Sinks, Garden Tub and Separate Shower. Planked Tile Flooring, Plantation Shutters, New Front Door, Ceiling Fans, Arched Niches and Architectural Details can be found throughout the home. For those of you who have distinguished tastes, welcome home. No multiple tenants, No smoking inside the property, Pets are at the owner's sole discretion. Lawn Care and Pest Control are included in the rental, Washer and Dryer are included, No Short Term Rentals, Minimum of 12 months lease. Application Fees are non refundable. Please note this property will not be coming up for sale and the owner is not interested in a lease purchase.

    Contact Yellowkey Agent

    Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
    Listing Agent: Erin Tompkins (321-231-2262)

  • 1281 WELLINGTON TER, MAITLAND, FL - MLS# TB8499961

    32751 - TB8499961 - 1281 WELLINGTON TER, MAITLAND, FL 32751
    10 Days on yellowkey

    $979,000 | Single Family Home | 4 beds | 3.5 baths | 2 gar

    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.

    Contact Yellowkey Agent

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

  • 921 N THISTLE LN, MAITLAND, FL - MLS# R4911080

    32751 - R4911080 - 921 N THISTLE LN, MAITLAND, FL 32751
    13 Days on yellowkey

    $1,049,000 Reduced | Single Family Home | 4 beds | 3.0 baths | 2 gar

    Central location, fully renovated, A-rated schools, a resort-style pool - this Dommerich home checks every box - and it is move-in ready, turnkey for your lifestyle. Situated in one of Central Florida’s most sought-after neighborhoods for over 60 years, Dommerich is known for its top-rated schools, tree-lined streets, parks, and unmatched convenience. This home sits right in the heart of it all. Originally built in 1967 and thoughtfully reimagined in a top-to-bottom renovation completed in 2019, the property blends classic charm with modern design and systems. Major updates include roof, HVAC, plumbing, electrical, windows, doors, insulation, appliances, kitchen, primary wing addition, natural gas connection, and a Rinnai tankless water heater. Inside, the open-concept living and dining spaces flow seamlessly to a designer pool and screened patio, creating an ideal indoor-outdoor lifestyle. The modern kitchen features extensive cabinetry with drawer-based storage, a coffee bar, and easy access to the garage and main living areas. A standout feature is the 2019-built primary suite addition, offering vaulted ceilings, a custom walk-in closet, en-suite bath, laundry, utility closet, and direct access to the pool area. The home also includes a second primary bedroom with its own en-suite bath that doubles as a pool bath, plus two additional bedrooms and a shared hall bath. The curb appeal is anchored by a mature, storybook-style shade tree, setting the tone for the character found throughout the property. Enjoy a short walk to the schools on a secluded sidewalk or take in the open sports fields across the street and Maitland Community park a few streets over.

    Contact Yellowkey Agent

    Listing is courtesy of: VISTA NATIONAL MANAGEMENT INC (407-252-5052)
    Listing Agent: Garrett Mcginnis (321-278-9511)

  • 1400 LAKE SHADOW CIR #10103, MAITLAND, FL - MLS# S5147962

    32751 - S5147962 - 1400 LAKE SHADOW CIR #10103, MAITLAND, FL 32751
    13 Days on yellowkey

    $155,000 | Condo | 1 beds | 1.0 baths

    Nice one-bedroom unit on the ground floor featuring brand-new laminate countertops in both the kitchen and bathroom, along with stainless steel appliances. Located in a gated, resort-style community offering top amenities including a pool, fitness center, tennis and basketball courts, playground, clubroom, and car wash. All in an excellent Maitland location!

    Contact Yellowkey Agent

    Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
    Listing Agent: Gilgra Valduz Sandoval (321-310-3259)

  • 204 QUAYSIDE CIR #201, MAITLAND, FL - MLS# O6394791

    32751 - O6394791 - 204 QUAYSIDE CIR #201, MAITLAND, FL 32751
    13 Days on yellowkey

    $482,000 | Condo | 2 beds | 2.0 baths | 1 car

    Updated 2 bedroom 2 bathroom located on the second floor of sought after Moorings Lakefront Community with spectacular views of Lake Maitland of the Winter Park Chain of Lakes. The condo offers a large screened-in balcony overlooking Lake Maitland. The open floorpan offers a split plan with a generous size master retreat with a private door to the balcony and a secondary ensuite. The updated spacious kitchen features stainless steel appliances and a breakfast nook situated in a bay window. The dining living room combo is very spacious making it perfect for relaxing or entertaining. The condo offers washer and dryer in the unit as well as a private storage closet on the same floor just across the hall. The Moorings Lakefront community offers an amazing recently updated pool and spa area along a large clubhouse. Whether you're looking for a primary residence or a low-maintenance lakefront retreat, this condo and community offers an amazing combination of comfort and convenience.

    Contact Yellowkey Agent

    Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
    Listing Agent: Angel Reyes (407-697-3313)

  • 2809 WAUMPI TRL, MAITLAND, FL - MLS# O6399820

    32751 - O6399820 - 2809 WAUMPI TRL, MAITLAND, FL 32751
    14 Days on yellowkey

    $745,000 | Single Family Home | 5 beds | 3.0 baths | 2 gar

    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.

    Contact Yellowkey Agent

    Listing is courtesy of: EXP REALTY LLC (888-883-8509)
    Listing Agent: Farhad Haniff (516-587-2799)

  • 2113 FALKNER RD, MAITLAND, FL - MLS# V4948473

    32751 - V4948473 - 2113 FALKNER RD, MAITLAND, FL 32751
    14 Days on yellowkey

    $399,900 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Under contract-accepting backup offers. Welcome to this beautifully maintained 3-bedroom, 2-bathroom home with a 2-car garage, nestled in the desirable community of Maitland. Recently installed laminate flooring and a freshly painted interior enhance the home’s comfort and style—perfect for Central Florida living. Step inside to a bright, open-concept layout where the kitchen and living areas flow seamlessly together—ideal for both everyday living and entertaining. The kitchen is a true highlight, showcasing granite countertops, stainless steel appliances, ample workspace, and generous cabinet storage, all overlooking the main living area. Natural light fills the home through sliding glass doors that open to a spacious, fully fenced backyard—perfect for entertaining, relaxing, or enjoying Florida’s year-round sunshine. The primary suite welcomes you with an elegant double-door entry and features a well-appointed en-suite bathroom with generous counter space, a separate shower and soaking tub, and a large walk-in closet. Ideally located just minutes from RDV Sportsplex and its popular Ice Den, with shopping, dining, and everyday conveniences just 10 minutes away. Outdoor enthusiasts will appreciate the close proximity to Wekiwa Springs State Park, known for its crystal-clear springs, kayaking, swimming, and scenic trails. Don’t miss your opportunity to own this move-in ready home in desirable Maitland—schedule your private showing today! **Please allow 2 business days for a response from the seller. Seller’s preferred title company is BCHH, Inc.**

    Contact Yellowkey Agent

    Listing is courtesy of: LOCAL LIVING REALTY GROUP (386-314-5458)
    Listing Agent: Heather Travis (770-265-7192)

  • 1393 BENEVOLENT ST, MAITLAND, FL - MLS# O6399560

    32751 - O6399560 - 1393 BENEVOLENT ST, MAITLAND, FL 32751
    14 Days on yellowkey

    $379,000 | Townhouse | 3 beds | 2.5 baths | 1 gar

    This beautiful Maitland Florida town home feels like living in a gated resort! 3 bedrooms, 2 1/2 baths, plus garage and loaded with upgrades including hardwood floors on both levels, crown molding, tall wood cabinets, stone counters and so much more. Welcoming entry foyer with half bath, kitchen with island sink, large breakfast bar, stainless appliances, granite counters and custom backsplash. Inviting living room and dining area offer plenty of space for entertaining, french door opens to private covered porch which overlooks the rear yard. Upstairs the ensuite primary bedroom has a walk-in closet, great covered balcony area and a dual sink bathroom with glass enclosed shower. Additional 2 bedrooms in the front of the upstairs share a hall bath and laundry closet with washer and dryer included. Montacino is a gated European feeling award winning community with amazing pool area, lake frontage and a convenient location to shopping and i4. This townhouse has a quiet location within the community offering privacy in the back area. All exterior maintenance is included (roof and paint too)! HOA dues include new fiber with internet and channel package and all Montacino amenities.

    Contact Yellowkey Agent

    Listing is courtesy of: RENCHER REALTY GROUP (321-325-2040)
    Listing Agent: Daniel Rencher (407-279-1946)

  • 1665 KING ARTHUR CIR, MAITLAND, FL - MLS# O6399064

    32751 - O6399064 - 1665 KING ARTHUR CIR, MAITLAND, FL 32751
    15 Days on yellowkey

    $1,100,000 | Single Family Home | 4 beds | 2.5 baths | 2 gar

    Under contract-accepting backup offers. 1665 King Arthur Circle

    Contact Yellowkey Agent

    Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
    Listing Agent: Amy Turner (407-803-3885)

  • 51 OAKLEIGH LN, MAITLAND, FL - MLS# O6399404

    32751 - O6399404 - 51 OAKLEIGH LN, MAITLAND, FL 32751
    15 Days on yellowkey

    $1,240,000 | Single Family Home | 4 beds | 4.0 baths | 2 gar

    Come see 51 Oakleigh Ln, a functional residence arranged for everyday practicality. A comfortable living space features a fireplace. The kitchen includes an accent backsplash and all stainless steel appliances. The primary bedroom has a walk in closet, and its bathroom features double sinks and a separate tub and shower. Outside, a patio connects to an in ground pool within a fenced in backyard. This property is a must-see for comfort and outdoor living. Included 100-Day Home Warranty with buyer activation

    Contact Yellowkey Agent

    Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
    Listing Agent: Karen Albright (480-462-5392)

  • 1440 LAKE SHADOW CIR #8305, MAITLAND, FL - MLS# O6397395

    32751 - O6397395 - 1440 LAKE SHADOW CIR #8305, MAITLAND, FL 32751
    16 Days on yellowkey

    $197,500 | Condo | 2 beds | 2.0 baths

    Welcome to Visconti! A Gated Waterfront Community in the Heart of Maitland. Step into an easy, low-maintenance living with this move-in ready 2-bedroom, 2-bath condo located on the third floor, offering added privacy and a peaceful, elevated feel. With all new flooring and fresh interior paint, this home is completely refreshed and ready for its next owner. The split floor plan layout offers a comfortable and functional flow, ideal for both everyday living and entertaining. Natural light fills the space, creating a bright and inviting atmosphere throughout. Whether you’re starting your day or winding down in the evening, this home delivers a relaxed, low-stress environment that truly feels like home. Located within the highly desirable Visconti community, residents enjoy resort-style amenities including a sparkling pool, fitness center, clubhouse, tennis and basketball courts, playground, and scenic walking paths with a waterfront gazebo. The gated entry and beautifully maintained grounds enhance both privacy and curb appeal. The HOA includes water service and valet trash, helping simplify your monthly expenses and making condo living even more convenient. Positioned in one of Maitland’s most central locations, you’ll have quick access to I-4, 414, and 434, with nearby shopping, dining, and entertainment options including Maitland Promenade, Winter Park Village, Cranes Roost Park, and Uptown Altamonte. Downtown Orlando is just a short drive away. If you’re looking for a fully updated, move-in ready condo in a gated community with strong amenities and an unbeatable location, this one checks all the boxes.

    Contact Yellowkey Agent

    Listing is courtesy of: INNOVATIVE REALTY, LLC (407-772-5555)
    Listing Agent: Michael Rogers (407-782-3200)

  • 354 HICKORY DR, MAITLAND, FL - MLS# O6398112

    32751 - O6398112 - 354 HICKORY DR, MAITLAND, FL 32751
    16 Days on yellowkey

    $375,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Under contract-accepting backup offers. Multiple offers received, asking for highest and best before Sunday, April 19th at 5pm! Welcome Home to 354 Hickory Drive — Where Your Next Chapter Begins! Nestled in the friendly Druid Hills community of Maitland, FL, this beautifully renovated 3-bedroom, 2-bathroom home is the perfect place to plant roots and make lasting memories. Whether you're buying your first home or looking for the ideal space to grow your family, this one was made for you. The open-concept floor plan makes everyday life easy and fun — from homework at the kitchen table to hosting friends and family on the weekends. The fully updated kitchen, renovated bathrooms, and new flooring throughout mean you can move right in and start living without the stress of costly upgrades. When it's time to unwind or play, the huge enclosed screen porch and deck deliver the outdoor lifestyle Florida is known for — shaded space to play or a relaxed spot to decompress after a long day. The .20-acre lot gives the whole family room to run, garden, or just enjoy the Florida sunshine. Big-ticket items are already taken care of, so you can focus on building your future rather than your repair list — featuring a 2025 AC, 2024 tankless water heater, 2023 water softener, whole house water filtration system, 2018 roof, and propane tank that feeds the water heater. For added convenience a stub out is readily available for future appliances. Located in the heart of Maitland with easy access to top-rated schools, family-friendly parks, local shopping and dining, major commuter routes — everything you need is right at your doorstep. Schedule your showing today!

    Contact Yellowkey Agent

    Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
    Listing Agent: Jennifer Suarez (203-837-7830)

  • 2422 BRANCH WAY #100, MAITLAND, FL - MLS# O6398992

    32751 - O6398992 - 2422 BRANCH WAY #100, MAITLAND, FL 32751
    16 Days on yellowkey

    $115,000 | Condo | 1 beds | 1.0 baths

    Great opportunity to own this 1-bedroom, 1-bathroom first-floor unit in a desirable and well-maintained community! This property offers a comfortable and functional layout with easy first-floor access, perfect for both homeowners and investors alike. Currently tenant-occupied with a lease in place through June 30, 2026, providing immediate rental income with future flexibility for personal use. Residents enjoy access to excellent community amenities, including a sparkling pool, fitness center, and playground, all within a lovely and welcoming environment. Conveniently located near major highways, shopping, dining, and entertainment, this property offers both lifestyle and investment potential. Don’t miss this versatile opportunity!

    Contact Yellowkey Agent

    Listing is courtesy of: MIAMI TANGO INVESTMENTS REALTY (786-464-8803)
    Listing Agent: Moses Nae (407-499-0240)

  • 2443 LEGACY LAKE DR #2443, MAITLAND, FL - MLS# O6398579

    32751 - O6398579 - 2443 LEGACY LAKE DR #2443, MAITLAND, FL 32751
    17 Days on yellowkey

    $1,995 | Condo | 3 beds | 2.5 baths | 2 gar

    Stunning 3 story - 3 bed 2.5 bath condo/townhome in resort style community of Visconti. This recently updated unit features designer paint, industrial high end vinyl plank flooring & ceramic tile throughout, a gourmet kitchen overlooking the dining-/ living room combo and a 2 car garage. Community offers its residents 2 tropical swimming pools, tennis - and basket ball court, playground and car wash area. Located within minutes to the RDV, entailing, shopping and Interstate 4. Call today and schedule your private viewing !

    Contact Yellowkey Agent

    Listing is courtesy of: KUNERT REALTY INC (407-745-0949)
    Listing Agent: Andreas Kunert (407-467-1830)

  • 2011 MICHAEL TIAGO CIR, MAITLAND, FL - MLS# O6397660

    32751 - O6397660 - 2011 MICHAEL TIAGO CIR, MAITLAND, FL 32751
    18 Days on yellowkey

    $525,000 | Townhouse | 3 beds | 2.5 baths | 2 gar

    You've been searching for a single-family home — the space, the privacy, the pride of ownership. What if you could have all of that and never mow the lawn, pay a cable bill, or worry about the water bill again? Welcome to 2011 Michael Tiago Circle, where the spaciousness and elegance of single-family home living meets the effortless ease of a low-maintenance lifestyle — truly the best of both worlds! This stunning, move-in ready, Mediterranean-style end-unit townhome is located in the gated enclave of Maitland Village. Step inside and you'll immediately notice the soaring ceilings, extra windows of an end-unit, added natural light and elevated craftsmanship that sets this home apart: decorative chair-rail and wainscoting grace the first floor and crown molding flows throughout every level, lending an air of elegance and sophistication. The open-concept kitchen is a true showstopper, featuring granite countertops, Samsung stainless steel appliances, and 42" custom cabinetry thoughtfully designed for real life — including a pantry cabinet with pull-out drawers, a corner Lazy Susan that maximizes every inch of storage, and a dedicated pull-out trash and recycling cabinet to keep things tidy and tucked away. Whether you're hosting a dinner party or meal-prepping for the week, this kitchen is ready for it all. Sliding glass doors open to your private covered porch overlooking a serene pond— the perfect backdrop for morning coffee or evening unwinding. Upstairs, a versatile loft provides the perfect flex space for a home office, exercise space or playroom. The large primary suite features a walk-in closet and a luxurious bath with dual vanities, soaking tub, glass enclosed shower and private water closet. The other two sizeable bedrooms are down the hall for privacy and share a full bathroom. The Maitland Village HOA fee includes community gated access, swimming pool and clubhouse, lawn/shrub care, irrigation, cable/high-speed internet, water/sewer, trash/recycle pick-up and pest inspections. Conveniently located with easy access to I-4, SR 414/429 and just minutes to local parks, the Orlando Sportsplex, Maitland City Center, Winter Park and Altamonte Springs for a variety of shopping, dining and entertainment options. Make your appointment to see this beautiful home today!

    Contact Yellowkey Agent

    Listing is courtesy of: WATSON REALTY CORP (407-323-3200)
    Listing Agent: Heather Ward (321-503-2746)

  • 344 BANYAN DR, MAITLAND, FL - MLS# O6397900

    32751 - O6397900 - 344 BANYAN DR, MAITLAND, FL 32751
    20 Days on yellowkey

    $398,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    STUNNING MODERN REVIVAL IN THE HEART OF MAITLAND. Welcome to 344 Banyan Drive, where classic Maitland charm meets contemporary elegance. Experience the pinnacle of move-in-ready luxury at 344 Banyan Dr. This impeccably renovated residence has been transformed from top to bottom with sophisticated finishes and meticulous attention to detail. The open-concept interior shines with all-new flooring, contemporary baseboards, and a fresh, designer paint palette. The newly renovated kitchen is a true showstopper, boasting new custom cabinetry, sleek stone countertops, a stylish tile backsplash, and a premium stainless steel appliance package. Both the living spaces and the fully renovated bathrooms feature all-new designer lighting that creates a warm, inviting ambiance throughout. Every inch of this home feels brand new. Don't miss your chance to own a masterpiece in 32751!

    Contact Yellowkey Agent

    Listing is courtesy of: REMAX SUNSTATE REALTY (416-450-7436)
    Listing Agent: Ketan Patel (416-508-9037)

  • 2466 FIELDINGWOOD RD, MAITLAND, FL - MLS# O6396883

    32751 - O6396883 - 2466 FIELDINGWOOD RD, MAITLAND, FL 32751
    20 Days on yellowkey

    $599,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Welcome to 2466 Fieldingwood Rd, a fully re-imagined pool home in Maitland, FL. This 4 bedroom, 2 bathroom home has been completely renovated from top to bottom with a fresh, modern feel that is move-in ready and designed for today’s lifestyle. From the moment you arrive, you will notice the clean exterior, updated landscaping, and quiet street that sets the tone for the rest of the home. ALL major systems have been updates: Roof 2022, Plumbing 2024, Hot Water Heater 2024, AC 2016, and newer pool equiptment. Inside, the layout flows effortlessly with light-filled living spaces, updated flooring, and a bright, open feel throughout. The kitchen and main living areas connect seamlessly, making it perfect for both everyday living and entertaining. Step outside to your private backyard retreat featuring a newly refreshed pool and spacious deck area. This is the kind of space that feels like Florida living should. Whether you are hosting friends or enjoying a quiet evening at home, this backyard delivers. The bedrooms offer comfortable, flexible space for families, guests, or a home office, while the primary suite provides a clean and calming place to unwind. Located in English Estates, you are just minutes from Winter Park with easy access to 17-92, 436, and Red Bug Lake Road. Commuting is simple with quick access to I-4 and the express lane entrance, getting you to downtown Orlando efficiently. If you are looking for a fully updated home with a pool in a central location that actually makes your day-to-day life easier, this is one you need to see in person.

    Contact Yellowkey Agent

    Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
    Listing Agent: Kristine Mckinley (407-415-2412)

  • 1776 BOBTAIL DR, MAITLAND, FL - MLS# G5110747

    32751 - G5110747 - 1776 BOBTAIL DR, MAITLAND, FL 32751
    21 Days on yellowkey

    $524,999 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    Welcome to 1776 Bobtail Drive — the kind of home that doesn’t just check boxes… it creates emotion, urgency, and that unmistakable “we need this one” reaction the moment your buyers walk through the door. From the very first glance, the curb appeal sets the stage with a warm, polished presence that immediately stands out from the competition. Inside, you’re welcomed by a light-filled, open-concept layout that feels expansive yet comfortable — the perfect balance of elegance and livability. Every space has been thoughtfully designed to flow effortlessly, creating an atmosphere that feels both elevated and inviting. The heart of the home is a beautifully positioned kitchen that seamlessly connects to the main living areas, making it ideal for entertaining, gathering, and everyday life. Whether hosting friends or enjoying a quiet night in, this home delivers the versatility today’s buyers demand. Generously sized living spaces and bedrooms provide comfort, privacy, and flexibility, while the overall layout offers a sense of ease and functionality that appeals to a broad range of buyers — from families to professionals to those simply looking to upgrade their lifestyle. Step outside and experience your own private Florida escape — a backyard setting that invites relaxation, weekend gatherings, and year-round enjoyment. It’s the kind of outdoor space that sells the lifestyle just as much as the home itself. Perfectly positioned in a highly desirable Maitland location, this property offers unbeatable convenience to top-rated dining, shopping, entertainment, and major highways — putting everything Central Florida has to offer right at your fingertips. This is not just another listing — it’s a high-impact, high-demand opportunity that shows beautifully, lives effortlessly, and is primed to sell quickly. Homes with this combination of appeal, location, and lifestyle don’t sit… they move. Bring your buyers with confidence — this is the one they’ve been waiting for.

    Contact Yellowkey Agent

    Listing is courtesy of: THE FLORIDA PROPERTY SHOP SALE (352-346-7857)
    Listing Agent: Anthony Scaraggi (516-749-6675)

  • 101 MARINER WAY, MAITLAND, FL - MLS# O6396663

    32751 - O6396663 - 101 MARINER WAY, MAITLAND, FL 32751
    21 Days on yellowkey

    $769,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Under contract-accepting backup offers. Welcome to an exceptional residence in the Maitland Isle subdivision, where timeless elegance meets modern comfort. This beautifully updated four-bedroom, two-bath home spans 2,413 square feet and offers exclusive private lake access to Lake Maitland on the prestigious Winter Park Chain of Lakes. Designed for refined living and effortless entertaining, the home features a thoughtfully curated interior with upgraded finishes, including laminate flooring, enhanced baseboards, wet bar in family room and a seamless, light-filled layout. The kitchen, enhanced with quality wood cabinetry, flows seamlessly into the main living areas, while generously sized split bedroom plan provides flexibility for family, guests or a home office. A comprehensive list of upgrades reflects pride of ownership such as a newer roof (2020), resurfaced pool (2020), advanced air-conditioning system with Enviracare Elite air purification (2019), updated electrical panels (2012), replumbing (2006) and a water heater (2022). More recent enhancements include full interior and exterior painting (2025), a newly installed wooden fence and a serviced sprinkler system with a new impeller (2026). Outdoors, enjoy a private retreat with a sparkling pool and covered deck with an outdoor entertainment area, ideal for year-round Florida living. Residents of Maitland Isle benefit from exclusive access to Lake Maitland, offering a rare opportunity for boating and waterfront recreation within one of Central Florida’s desirable communities. Ideally in a top-rated school district and just a short distance to the charm of downtown Maitland, this home delivers a lifestyle of convenience, prestige and tranquility. A rare offering where location, quality and lifestyle converge.

    Contact Yellowkey Agent

    Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
    Listing Agent: Maryanne Branner (321-377-3909)

  • 1170 WILLOWBROOK TRL, MAITLAND, FL - MLS# O6396754

    32751 - O6396754 - 1170 WILLOWBROOK TRL, MAITLAND, FL 32751
    22 Days on yellowkey

    $759,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Towering oaks and Spanish moss flowing in the breeze set the stage for this oasis in the heart of Maitland. This charming 4 bedroom, 2 bath abode with a tropical courtyard pool has been lovingly updated with luxe finishes and features. Step inside the covered airy breezeway where travertine pavers surround the screen enclosed pool deck and the true front door entrance. Beautiful crown moulding and wood-look ceramic tile flooring runs throughout the house (no carpeting). Double pane windows and sliders with build-in blinds accent the courtyard views. Arched doorways open to the poolside family room with wood-burning marble-surround fireplace and custom built-ins. Large enough for all your family and friends, the spacious living and dining rooms with custom window shutters and recessed lighting is sure to impress. Total kitchen remodel features handmade subway tile backsplash, quartz countertops, stainless steel appliances, and the most charming in-kitchen dining area with views out to the pool. A renovated full hall bathroom with double sink quartz vanity and tub/shower combo opens to the pool and is close to the 3 guest bedrooms (one bedroom also has sliders to the pool). Your large primary suite is tucked away at the back of the house with dressing area, walk-in closet, and separate toilet/shower room. And the views to the pool through the double sliders are inspiring. Indoor/outdoor living is a breeze in this unique Maitland courtyard style pool home. Plus, a fully fenced backyard is still big enough for children and pets to play. You’ll love the location with easy access to I-4, the shops and restaurants of Downtown Maitland and Lake Lily (home of a weekly farmer’s market), and walking distance to Lake Sybelia and lakefront Homer Hough Park. Improvements include NEW hot water heater 2026; NEW solar pool heater 2022; NEW paver driveway and motor court 2022; NEW roof 2021; NEW travertine pool deck 2021; NEW HVAC 2020; NEW Gernerac house generator; and Replumb CPVC 2015.

    Contact Yellowkey Agent

    Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
    Listing Agent: Steven Ritz (321-277-8271)

  • 2130 DELORAINE TRL, MAITLAND, FL - MLS# O6397018

    32751 - O6397018 - 2130 DELORAINE TRL, MAITLAND, FL 32751
    23 Days on yellowkey

    $829,000 Reduced | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Welcome to this beautifully renovated pool home in the highly sought-after Dommerich neighborhood of Maitland. Offering over 2,000 square feet of living space, this 3-bedroom, 2-bath residence perfectly blends modern upgrades with comfortable, functional living. Inside the home is designed for both everyday living and entertaining. The spacious living room serves as the heart of the home, featuring a stunning marble fireplace and seamless flow into multiple gathering areas, including a dedicated dining space just off the kitchen, a family room that leads to the outside and access to the bedrooms. The fully renovated chef’s kitchen is a true standout, showcasing soft-gray shaker cabinetry, quartz countertops, a Carrera marble backsplash, and stainless steel appliances. With ample counter space and a built-in water filtration system, this kitchen is as functional as it is beautiful. Throughout the home, you’ll find upgraded Italian wood-plank porcelain tile flooring, offering both durability and elegance. The primary suite provides a peaceful retreat with a walk-in closet and a fully updated ensuite bathroom featuring a double-sink vanity, granite countertops, and a spacious walk-in shower with marble and porcelain finishes. Step outside into your private backyard oasis. Designed for true Florida living, this space features a Pebble Tec pool, paver deck, covered gazebo with ceiling fan, a 65” outdoor TV, and a premium sound system perfect for entertaining or relaxing year-round. The lush landscaping, grassy area, and additional storage shed complete the outdoor experience. Additional highlights include a new roof (2019), A/C system (2021), WiFi-enabled irrigation system, fresh interior paint, and new LG washer, dryer, and dishwasher. Located in the desirable Dommerich area, just minutes from top-rated schools, dining, shopping, and major roadways, this home offers the perfect combination of location, upgrades, and lifestyle. This is the one you’ve been waiting for.

    Contact Yellowkey Agent

    Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
    Listing Agent: Mario Zendeli (407-325-3893)

  • 1662 BOBTAIL DR, MAITLAND, FL - MLS# O6395347

    32751 - O6395347 - 1662 BOBTAIL DR, MAITLAND, FL 32751
    23 Days on yellowkey

    $525,000 | Single Family Home | 5 beds | 2.5 baths | 2 gar

    Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to your new home in the vibrant Winfield neighborhood. With close to $70,000 in recent upgrades, this spacious 5-bedroom, 2.5-bathroom home offers 2,330 square feet, ideal for those needing extra space. Enjoy cooking in the brand new remodeled kitchen, featuring soft close cabinetry, upgraded fixtures and lighting. You'll love the three renovated bathrooms too, especially the primary suite which has an extra large soaking tub, dual vanities and high end counters and fixtures. The open floor plan allows natural light to fill the home, showcasing the beautiful wide plank luxury flooring throughout the main living spaces. Step outside to an inviting screened patio, perfect for relaxing or entertaining. Plus the fully fenced backyard is perfect for letting your dogs run free or for a quick game of soccer or tag football. The home is freshly paint inside and out and has new landscaping and fresh sod. Situated near the Maitland Business District and Orlando Sportsplex, you will have quick access to shopping, dining, and entertainment. The Maitland Art Center is also close by. This home suits those wanting a beautiful and serene neighborhood, situated just outside the city bustle, while still being near expressways and top restaurants in Winter Park and Maitland. Make an appointment today!

    Contact Yellowkey Agent

    Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
    Listing Agent: Anne-Marie Wurzel (407-702-3610)

  • 361 HICKORY DR, MAITLAND, FL - MLS# O6395765

    32751 - O6395765 - 361 HICKORY DR, MAITLAND, FL 32751
    28 Days on yellowkey

    $349,000 Reduced | Single Family Home | 3 beds | 2.0 baths | 2 gar

    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!

    Contact Yellowkey Agent

    Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
    Listing Agent: Emma Nelson (224-703-9190)

  • 540 CENTRAL AVE, MAITLAND, FL - MLS# O6395778

    32751 - O6395778 - 540 CENTRAL AVE, MAITLAND, FL 32751
    28 Days on yellowkey

    $2,500 | Single Family Home | 1 beds | 2.0 baths | 1 gar

    Amazing Home for Rent in the Heart of Downtown Maitland! This beautifully updated home offers everything you need for comfortable and convenient living. With TWO full bedrooms & bathrooms, LAUNDRY ROOM, and a FULLY FENCED backyard, this property is perfect for those seeking a cozy retreat in a prime location. Rent includes weekly landscaping, so you can enjoy a pristine yard without the hassle. Home includes TV, couch, barstools, & BBQ grill for your enjoyment! This property is also fully secured with an ADT security system. Situated near Maitland City Centre, Maitland Art Center, the Maitland Public Library, Lake Lily, and the Maitland Farmer’s Market, this home combines luxury and convenience. Easy access to I-4 makes commuting effortless. Available now! Don’t miss your chance to rent this gorgeous, move-in-ready home in a highly sought-after area. Schedule your showing today!

    Contact Yellowkey Agent

    Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
    Listing Agent: Jason Asa (407-337-7702)

  • 410 POPLAR CT, MAITLAND, FL - MLS# O6395891

    32751 - O6395891 - 410 POPLAR CT, MAITLAND, FL 32751
    28 Days on yellowkey

    $345,000 | Half Duplex | 3 beds | 2.0 baths | 1 gar

    Charming three bedroom, two bath home in the heart of Maitland! Roof and AC both updated in 2021. This home features an open layout with great natural light and an easy, flowing floor plan. All new kitchen appliances and cabinets installed 2022. The living spaces feel airy and inviting, with newly refinished wood flooring, vaulted ceilings and a split floor plan. Outside, enjoy a fully fenced backyard, ideal for pets, play, or creating your own outdoor oasis. The screened-in covered porch is a total vibe, perfect for morning coffee, relaxing evenings, or hosting friends year-round Florida style. Whether you're a first-time buyer, downsizing, or looking for a smart investment, this home checks all the boxes with comfort, style, and location. Conveniently located near shopping, dining, and major roadways, you’ll love the accessibility and laid-back Maitland lifestyle.

    Contact Yellowkey Agent

    Listing is courtesy of: PALMANO GROUP RE BROKERAGE LLC (321-214-1211)
    Listing Agent: Heather Kolin (407-982-0305)

  • 2112 CHIPPEWA TRL, MAITLAND, FL - MLS# O6394702

    32751 - O6394702 - 2112 CHIPPEWA TRL, MAITLAND, FL 32751
    28 Days on yellowkey

    $965,000 | Single Family Home | 4 beds | 3.5 baths | 2 gar

    LONG AWAITED ARRIVAL IN DESIRABLE MAITLAND SUBDIVISION This beautiful, impeccably maintained and updated four bedroom three and a half bath pool home absolutely has it all! Perfectly located in Maitland’s much sought after Dommerich neighborhood and walking distance to top rated elementary and middle schools. This attractive split-floor plan offers four spacious bedrooms and three full baths on the first level and a bonus room/5th bedroom with half bath on the second level. The gorgeous kitchen boasts handsome, solid wood cabinets, granite countertops and stainless steel appliances with double ovens. The first floor open layout includes a large dining area with double fireplace leading into a wonderfully sized family room with fireplace and custom built-ins. Newly installed double pane, hurricane proof French doors brings in tons of natural light and leads out to your private oasis including newly resurfaced pool and brick paver deck, open patio and super fun gazebo with gas grill and nighttime lighting for entertaining! This home is fully supported by a full Generac system, never to be without power. Entire interior just freshly painted and new carpets installed in bedrooms and bonus room. Newer Roof (2021), HVAC (2020) and Tankless water heater. Samsung washer and dryer also included. Beautiful landscape and outdoor lighting add to its charm and warmth. THIS opportunity does not come along often. Look forward to meeting you there!

    Contact Yellowkey Agent

    Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
    Listing Agent: Laura Lane Heidrich (321-662-7491)

  • 1161 CHARMING ST, MAITLAND, FL - MLS# O6395711

    32751 - O6395711 - 1161 CHARMING ST, MAITLAND, FL 32751
    28 Days on yellowkey

    $599,000 Reduced | Townhouse | 4 beds | 3.5 baths | 2 gar

    Sunrises over Lake Charity, two primary suites, and a kitchen made for serious cooking — this Montacino townhouse isn’t like anything else on the market. With 4 bedrooms, 3.5 baths, and new luxury vinyl flooring throughout, it’s effortlessly modern and move-in ready. The first-floor primary suite offers single-level living with a spa-inspired bathroom with two vanities, a tub and shower and generous closet space. The second-floor primary provides a private retreat for guests or family — a rare and highly sought-after layout. The brand new LG induction oven with air fryer and Café double dishwasher make cooking and cleaning a breeze, and the private back patio is perfect for morning coffee, entertaining or evening relaxation. An extra-large two-car garage adds plenty of storage for bikes, tools, or hobbies. Nestled in a gated community with a pool, this home blends comfort, security, and lifestyle convenience. With minutes to I-4, Winter Park, Downtown Orlando, and all of Maitland’s best dining and shopping are within easy reach. A rare floor plan, thoughtful updates, and flexible living spaces — this Montacino gem truly stands apart.

    Contact Yellowkey Agent

    Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
    Listing Agent: Allie George (407-457-4815)

  • 551 RUFFEL ST, MAITLAND, FL - MLS# S5146986

    32751 - S5146986 - 551 RUFFEL ST, MAITLAND, FL 32751
    29 Days on yellowkey

    $299,900 Reduced | Single Family Home | 3 beds | 1.5 baths | 1 car

    Situated at the end of a cul-de-sac in the Eatonville/Maitland area, this home offers a great opportunity for a first-time buyer or someone looking to downsize. According to the owner, the property was rehabilitated by the county in 2017, with updates that included the HVAC, plumbing, and electrical systems, and the roof was replaced approximately 10 years ago. Conveniently located near I-4 and Winter Park, this home is just minutes from local eateries, the library, and public transportation.

    Contact Yellowkey Agent

    Listing is courtesy of: RESIDENTIAL MATCHMAKERS LLC (407-286-1698)
    Listing Agent: Buffy Barrott (321-332-4503)

  • 1000 WINDERLEY PL #239, MAITLAND, FL - MLS# O6395472

    32751 - O6395472 - 1000 WINDERLEY PL #239, MAITLAND, FL 32751
    29 Days on yellowkey

    $299,000 | Condo | 2 beds | 2.0 baths

    Elegantly renovated two-bedroom, two-bath second-floor condo in the gated community of Sun Bay Club on Lake Destiny in Maitland. Vaulted ceilings and abundant windows create a bright, airy atmosphere throughout. The gourmet kitchen has been fully updated with 42-inch custom hardwood cabinets, Zodiaq (Cambrian) quartz countertops, a Kohler farmhouse sink, stainless steel appliances, and porcelain wood-plank floors. The kitchen opens to the dining and living areas, featuring a built-in desk, wood-burning fireplace, custom built-ins, clerestory windows, and triple sliding doors leading to a private balcony with a storage closet. The split floorplan includes the primary suite with a walk-in closet and a renovated bath with dual vanities, hardwood cabinets, designer fixtures, a glass-block shower, and natural light from a private skylight. The secondary bedroom has two wall closets and an upgraded bathroom with custom cabinets, a tub, and a skylight. Meticulously maintained with pride of ownership reflected throughout. Features include double-door entry, knockdown ceilings, designer finishes, ample storage, and an interior laundry closet. Additional updates include a new Carrier AC (2023), a new hot water heater (2025), and a new tile roof with gutters, downspouts, and skylights (2024). Sun Bay Club offers a beautiful lakefront pool, lake access with a boat ramp, a tennis court, a dog park, a community meeting room, and a car wash area for residents. Its central location is just minutes from I-4, RDV Sportsplex, Publix, shopping, and dining. Downtown Maitland, Winter Park, and Orlando are only a short drive away.

    Contact Yellowkey Agent

    Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
    Listing Agent: Nancy Bagby (407-620-8868)

  • 1125 LAKE SHADOW CIR #5106, MAITLAND, FL - MLS# O6395545

    32751 - O6395545 - 1125 LAKE SHADOW CIR #5106, MAITLAND, FL 32751
    29 Days on yellowkey

    $1,400 | Condo | 1 beds | 1.0 baths

    Beautiful 1 bedroom,1 bath condo of Visconti of approximately 672 square feet. The community offers, Two resort-style swimming pools and spa, State of the art fitness center Basketball, tennis, sand volleyball courts and Car wash center. Floring, New appliances. Vinyl floring in Ready. Don't miss this opportunity, Call today for more Details.

    Contact Yellowkey Agent

    Listing is courtesy of: MAGNUS REALTY GROUP LLC (407-286-6042)
    Listing Agent: Manuel Minier (407-340-0966)

  • 1241 MANCHESTER RD, MAITLAND, FL - MLS# S5146896

    32751 - S5146896 - 1241 MANCHESTER RD, MAITLAND, FL 32751
    30 Days on yellowkey

    $625,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Step into this beautifully renovated 4-bedroom, 2-bathroom home located in the heart of Maitland, where space, comfort, and modern design come together effortlessly. From the moment you walk in, you’ll notice the bright open-concept layout that creates a warm and inviting atmosphere, perfect for both everyday living and unforgettable family moments. The seamless flow between the living, dining, and kitchen areas makes this home ideal for gatherings, entertaining, or simply enjoying time at home. Natural light fills the space, enhancing every detail and making each room feel open, airy, and welcoming. Each bedroom offers comfort and versatility, whether you need space for a growing family, a home office, or guest accommodations. The thoughtful updates throughout the home provide a true move-in ready experience. As part of the renovations, the seller has a new roof scheduled, adding even more value for the future owner. Enjoy the charm and convenience of living in Maitland, with easy access to shopping, dining, parks, and major roadways. This is more than just a house—it’s a place where everyday life feels a little more special.

    Contact Yellowkey Agent

    Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
    Listing Agent: Ricardo Araque (305-922-3413)

  • 2600 MOHAWK TRL, MAITLAND, FL - MLS# O6392479

    32751 - O6392479 - 2600 MOHAWK TRL, MAITLAND, FL 32751
    30 Days on yellowkey

    $669,000 | Single Family Home | 4 beds | 2.5 baths | 3 gar

    Dommerich Hills – Maitland Positioned in the heart of Maitland, this inviting single-story home in the highly desirable Dommerich Hills community combines comfort, character, and location. Offered for the first time in 60 years, this property reflects true pride of ownership and long-term care. Set on a spacious .24-acre lot, the home offers 4 bedrooms, 2.5 baths, and 2,265 sq. ft. of living space. A timeless brick exterior and side-entry two-car garage create strong curb appeal, while the single-level floor plan provides effortless everyday living. The kitchen flows naturally into the connected living and dining areas, promoting an open, comfortable layout perfect for gatherings or flexible work-from-home use. Enjoy a fully fenced backyard great for pets, gardening, play, or weekend entertaining in your own outdoor retreat. Recent updates include: roof (Nov 2021), HVAC (May 2023), garage door (Apr 2022), and now connected to the city sewer (Nov 2025). Dommerich Hills is a well-established, tree-lined neighborhood known for its spacious lots, mid-century architecture, and strong sense of community. Zoned for Dommerich Elementary, Maitland Middle, and Winter Park High, with the convenience of walking or biking to nearby schools. Minutes from Downtown Winter Park dining, boutique shopping, and easy access to major roadways and everyday conveniences. A rare opportunity to own a meticulously maintained home in one of Maitland’s most established and sought-after communities—offering the perfect blend of location, lifestyle, and long-term value.

    Contact Yellowkey Agent

    Listing is courtesy of: FLORIDA ONE REAL ESTATE LLC (407-599-7070)
    Listing Agent: Anthony Consalvo (407-599-7070)

  • 210 ALPINE DR, MAITLAND, FL - MLS# O6395056

    32751 - O6395056 - 210 ALPINE DR, MAITLAND, FL 32751
    30 Days on yellowkey

    $550,000 | Single Family Home | 2 beds | 2.0 baths | 1 gar

    Don't miss this Great opportunity in the Maitland-Winter Park area! There's Potential for Renovation, Expansion or Development with this property. Imagine the Improvements that can be made for the Future. This is a One Owner Home held be the same family since the 1960s. New roof in 2022. The adjacent property at 220 Alpine is also available for purchase.

    Contact Yellowkey Agent

    Listing is courtesy of: PREMIUM PROPERTIES R.E SERVICE (407-380-2800)
    Listing Agent: Beth Hathaway (407-314-1300)



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