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32751 - O6412355 - 610 BROOKSIDE RD, MAITLAND, FL 32751 Just Added on 05/31/2026 5:32PM
$579,900 | Single Family Home | 5 beds | 2.0 baths | 2 gar
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)
32751 - O6409154 - 245 ORANGE PL, MAITLAND, FL 32751 3 Days on yellowkey
$675,000 | Apartment | 3 beds
Location, location!! Discover a rare opportunity to own an income-producing triplex in the heart of Maitland, just steps from the iconic Enzian Theater and vibrant Downtown Maitland. With all exterior siding replaced in 2026 on all three units, newer roofs installed in 2026 and 2021, and updated kitchens already completed, this property offers an exceptional turnkey investment with major improvements already in place for long-term peace of mind. This triplex features three separately units, each with its own separate electric meter and IN-UNIT washer and dryer - a highly sought-after feature for both tenants and owner-occupants alike. This property also has ample parking and an oversized storage shed. Unit 1 is a 2 Bed/1 Bath unit rented for $1,950/month, Unit 2 is a 1 Bed/1 Bath rented for $1,500/month, and Unit 3 is a studio rented for $1,100/month. Current rents are currently below market value and all three units are occupied by long-standing tenants who provide dependable income and minimal turnover. All three leases are set to expire in July and August of 2026, providing future flexibility for an investor or owner-occupant, and two of the tenants have already indicated interest in extending their leases, offering continued income stability from day one. Whether you’re looking to expand your investment portfolio, take advantage of a house-hacking opportunity, or explore the potential for short-term rental income, this property offers exceptional versatility in one of Central Florida’s most sought-after locations. Live in one unit while generating income from the others, or maximize returns through a strategic blend of long-term and short-term rental options. Location truly sets this property apart. Enjoy being just minutes from Winter Park Village, offering endless shopping, dining, entertainment, and a movie theater, while also being a short drive from the charm and excitement of Park Avenue and everything Winter Park has to offer. Residents will love easy access to weekend farmers markets in both Maitland and Winter Park, nearby grocery stores, top-rated restaurants, local boutiques, and convenient commuter routes. The property is also located near Rollins College, adding even more appeal to the location. Opportunities to own a triplex in such an unbeatable location rarely come to market.
Listing is courtesy of: ONE LUXURY INTERNATIONAL LLC (407-312-8003)Listing Agent: Jessica Lee (773-313-5099)
32751 - O6411637 - 2697 QUEEN MARY PL, MAITLAND, FL 32751 3 Days on yellowkey
$3,500 | Single Family Home | 3 beds | 2.5 baths | 2 gar
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! Land, Site, and Tax Informatio
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)Listing Agent: Beth Logullo (772-633-0670)
32751 - O6411521 - 2697 QUEEN MARY PL, MAITLAND, FL 32751 3 Days on yellowkey
$520,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
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!
32751 - O6411525 - 1166 N LAKE SYBELIA, MAITLAND, FL 32751 4 Days on yellowkey
$3,100,000 | Single Family Home | 6 beds | 4.5 baths | 2 gar
Welcome to luxury lakefront living at its absolute finest in the heart of Maitland, Florida. Nestled along the pristine shores of Lake Sybelia, this extraordinary three-story estate offers an unparalleled combination of elegance, comfort, and breathtaking waterfront views. Boasting 5,355 square feet of thoughtfully designed living space, this stunning residence features six spacious bedrooms, four and a half bathrooms, and an open-concept floor plan perfectly crafted for both entertaining and everyday living. Expansive walls of glass fill the home with natural light while showcasing panoramic lake views from nearly every room. The main living area seamlessly connects the gourmet kitchen, dining room, living room, and family room, all overlooking the sparkling waters of skiable Lake Sybelia. Designed with indoor-outdoor living in mind, each floor features a balcony spanning the entire width of the rear of the home, creating multiple spaces to relax and enjoy Florida’s spectacular sunsets. Step outside to your private resort-style oasis complete with a gorgeous pool, lush landscaping, and direct lake access with your own private boat dock and lift, perfect for boating, skiing, and waterfront recreation year-round. The upstairs retreat is anchored by an impressive primary suite featuring serene lake views and private balcony access. The upper level also includes a dedicated private office, ideal for working from home while enjoying stunning lakefront views. Two additional bedrooms share a beautifully designed Jack-and-Jill bathroom, while another flexible bedroom space can easily serve as a nursery, fitness room, or additional guest bedroom. Every level of the home has been carefully designed to maximize comfort, privacy, and functionality while maintaining a sophisticated and timeless aesthetic throughout. The lower level offers endless entertainment possibilities with a spacious game room, a full movie theatre, an additional guest bedroom, and a full bathroom ideal for visitors or multi-generational living. Completing this exceptional property is a beautiful temperature controlled wine cellar holding almost 2,000 wine bottles, a two-car garage with additional storage space, a large home generator, and countless luxury details throughout. This one-of-a-kind Lake Sybelia estate delivers the perfect balance of upscale living, modern convenience, and the ultimate waterfront lifestyle in one of Central Florida’s most desirable locations.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)Listing Agent: Joseph Sipp (407-820-7016)
32751 - O6410813 - 1191 WILLOWBROOK TRL, MAITLAND, FL 32751 4 Days on yellowkey
$765,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar
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)
32751 - O6411336 - 1065 GREGORY DR, MAITLAND, FL 32751 4 Days on yellowkey
$519,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar
VIDEO/VIRTUAL TOUR AVAILABLE! This Maitland pool home features 3 bed/2 bath in the main house with a 4th room addition on the other side of the garage. The 4th room has it's own separate entrance and it's own rear door access to the pool! Use it as a home office, creative studio, home gym, or income-producing suite — with no HOA to answer to. The cozy fireplace, hardwood floors, and split bedroom floor plan makes it feel like home. The oversized rectangular pool and deck were recently resurfaced and a screen enclosure was added to make maintenance a breeze. There’s still plenty of backyard space to enjoy on the huge 0.28 acre lot equipped with a white vinyl fence and storage shed. Minutes from excellent Maitland private schools and the Winter Park private school corridor, you’ll love the area! It’s close to Trader Joe’s, Winter Park Shopping & Dining, Audubon Center for Birds of Prey, Maitland Art Center, Lake Lily Park, and Enzian Theater. The RDV Sportsplex Athletic Club — with 400+ monthly classes — is an incredible convenience as well! Highway I-4 is close by and the SunRail Maitland Station is only 1 mile away, making downtown Orlando just 24 min commute on the Sunrail. Downtown Maitland is walkable with acclaimed restaurants anchored by a weekly Farmers' Market and the annual Jazz & Blues Festival. Roof is 2020, and water heater is brand new 2026. To see more of the house, WATCH THE VIDEO/VIRTUAL TOUR!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)Listing Agent: Cece Wong (407-809-1440)
32751 - O6411069 - 341 CHERRYWOOD GARDENS DR #2, MAITLAND, FL 32751 4 Days on yellowkey
$185,000 | Condo | 2 beds | 2.0 baths
Under contract-accepting backup offers. Looking for an investment with passive income? This may be the answer to your goal! A 2-Bedroom, 2-Full Bath with tenants in place is ready for steal at Cherrywood Gardens! A quiet, small, and well- maintained community tucked in the heart of Maitland where most tenants stay long-term due to its strategic location and great features. Unit 341 has its own 2 reserved parking space right in front, plus available guests parking. This cozy unit with a covered front porch has its own closet laundry, a sliding door at the back end allowing natural lights indoor and overviewing the courtyard. The unit is beautifully maintained with updates: cabinets, countertops, lights and tile floorings. The community is also surrounded with mature trees and pathways on the sides of units with a small pool the occupants can enjoy. And, of course guests parking slots are also available.This is truly an investor’s dream. Tenants renewed for another year until January 31, 2027. The occupancy rate is very high at Cherrywood Gardens according to the Property Manager. Come and view the property before it’s gone in the market!
Listing is courtesy of: SPHERA REALTY LLC (951-454-6812)Listing Agent: Aurora Millado (951-454-6812)
32751 - O6411422 - 1010 GREGORY DR, MAITLAND, FL 32751 5 Days on yellowkey
$520,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar
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)
32751 - O6403054 - 104 TANGELO CT, MAITLAND, FL 32751 6 Days on yellowkey
$675,000 | Single Family Home | 3 beds | 2.0 baths
Welcome to this updated 3 bedroom, 2 bath, plus office home located in sought-after Hollieanna Shores.
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)Listing Agent: Wendy Williams Crumit (321-356-8590)
32751 - O6410671 - 1771 TIPPICANOE TRL, MAITLAND, FL 32751 7 Days on yellowkey
$4,295 | Single Family Home | 4 beds | 2.0 baths | 2 gar
Renovated, open concept 4 bed, 2 bath home *** Beautiful quite neighborhood *** Granite and marble countertops *** Wood cabinets and soft close drawers *** Lots of windows and light in the home *** Primary Bedroom on opposite side of home from other Bedrooms *** Interior Laundry Room and Pantry *** Lots of storage space *** Double vanity in Primary Bath *** Large walk in closet in Primary Bedroom*** Large fenced back yard *** Lovely paver patio
Listing is courtesy of: VIA PROPERTIES LLC (321-229-6085)Listing Agent: Donna Peebles (321-229-6085)
32751 - O6410595 - 1140 S ORLANDO AVE #I14, MAITLAND, FL 32751 8 Days on yellowkey
$325,000 | Condo | 2 beds | 1.5 baths
One or more photo(s) has been virtually staged. Where Maitland's pristine waters meet a modern lifestyle! This luxury condominium in the coveted Lake Maitland Terrace community offers a rare blend of elegance and convenience on the shores of Lake Maitland within the famed Winter Park Chain of Lakes. Nestled among lush green spaces, this impeccably maintained mid-century modern complex boasts easy access to boutique shops, upscale dining, and vibrant entertainment. This unit stands out with its unique two-bedroom, one-and-a-half-bath layout—a rare find in the community, where most units are built with just one bath. Sunlight floods in through large windows, and warm wood floors flow throughout. This charming efficiently designed kitchen, with light cabinetry with contrasting hardware, quartz counters, and stainless steel appliances, is perfect for entertaining. Beyond the comforts of the home, enjoy the exclusive opportunity to secure a boat slip—a prized amenity in this tranquil lakeside retreat. Complex is amenity-rich with sidewalks, community pool, generous dock, shuffleboards and more. Walk to Lake Lily Park’s events, the Enzian Theater, and be just minutes from Winter Park Village and Park Avenue. Zoned for top-rated schools—Dommerich Elementary, Maitland Middle, and Winter Park High—this is a chance to embrace the best of Maitland living. Don’t miss your chance to claim this exceptional retreat as your own.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)Listing Agent: Michele Ostrander (407-435-3863)
32751 - O6410011 - 16 EATON ST, MAITLAND, FL 32751 8 Days on yellowkey
$2,400 | Single Family Home | 3 beds | 2.0 baths
Bright and airy 3-bedroom, 2-bath home with laminate flooring throughout. The spacious kitchen offers ample counter space and opens to the living area. Enjoy a large, low-maintenance backyard with turf. Convenient to everything Maitland and Winter Park have to offer. Washer and dryer included.
Listing is courtesy of: DALTON WADE INC (888-668-8283)Listing Agent: Franki Gonzalez (954-918-4665)
32751 - O6410478 - 616 VILLA CIR #536, MAITLAND, FL 32751 9 Days on yellowkey
$252,000 | Condo | 2 beds | 2.0 baths
Welcome home to this beautifully updated 2-bedroom, 2-bath condo offering 1,256 square feet of comfortable living in a quiet and well-maintained Central Florida community. With major upgrades already completed, this move-in-ready home combines modern style, energy efficiency, and low-maintenance living. Step inside, from your dedicated parking spot directly in front of the unit, to discover a stunning fully remodeled kitchen. Completed in 2025 and featuring granite countertops, soft-close cabinetry and drawers, recessed lighting, and an oversized island perfect for entertaining, meal prep, or casual dining. The open living space with upgraded bamboo flooring flows seamlessly through elegant French doors to a private fenced back patio and screened-in porch, creating the perfect indoor-outdoor retreat for relaxing year-round. The spacious primary suite includes a beautifully remodeled bathroom with updated shower tile and new ceramic tile flooring, completed in 2025. Additional recent upgrades provide peace of mind and long-term value, including upgraded energy-efficient windows, added insulation, a new electric panel, and a tankless hot water heater — all completed in 2025. The AC was replaced in 2020, the roof was replaced in 2024, and the exterior was freshly repainted in 2026. Enjoy the convenience of community amenities including a pool, just steps away from your front door, and exterior maintenance handled by the property management company, allowing for truly easy Florida living. Ideally located near restaurants, shopping, and major interstates, this home offers quick and convenient access throughout Central Florida while still being tucked away in a peaceful community setting. Schedule your private showing today and experience all this upgraded condo has to provide!
Listing is courtesy of: NESTA REAL ESTATE CONSULTANTS (407-442-0299)Listing Agent: Jessica Loomis (407-953-9893)
32751 - O6410494 - 1295 BLESSING ST, MAITLAND, FL 32751 9 Days on yellowkey
$415,000 | Townhouse | 3 beds | 2.5 baths | 1 gar
Nestled within the exclusive gated lakeside community of Montacino, this impeccably maintained Spanish/Mediterranean-inspired townhome offers refined living surrounded by serene natural beauty. The sought-after two-story Barclay model features an elegant open-concept design, seamlessly blending the spacious great room, dining area, and well-appointed kitchen—thoughtfully designed for both everyday comfort and effortless entertaining. The chef-inspired kitchen showcases rich wood cabinetry, stainless steel appliances with upgraded microwave and dishwasher. The refrigerator and oven to be replaced with Stainless steel appliances by the sellers prior to closing. Expansive windows invite in abundant natural light while framing picturesque views of the lush green space beyond. Step outside to the covered rear patio and enjoy the rare privacy and tranquility of the only Barclay unit in the community backing directly onto this beautiful preserve-like setting, enhanced by custom patio pavers added in 2024. Thoughtful updates throughout the home create a move-in-ready experience. The interior was refreshed with modern gray paint, kitchen and bathroom cabinetry were updated. The Stone countertops were updated with a beautiful Carrera style epoxy in the kitchen and baths, and the primary shower frame was refinished. Smart-home enhancements include Alexa-compatible light switches in the kitchen and primary bedroom, an upgraded alarm system, and a Ring doorbell. All three toilets have been upgraded, along with updated bathroom fixtures including shower rods and accessories. Enhancing the home’s elevated design, the entire first floor features stunning premium oversized luxury vinyl plank flooring, offering both timeless style and durability. Upstairs, the expansive primary suite serves as a peaceful retreat, complete with a generous walk-in closet and a charming private balcony overlooking the greenery beyond. The luxurious en-suite bath features dual vanities and ample room to unwind. Two additional bedrooms, a full secondary bath, and a conveniently located laundry closet complete the second level. Additional highlights include a newer HVAC system, crown molding throughout, engineered hardwood flooring across the second floor, and a one-car garage. Residents of Montacino enjoy access to a sparkling resort-style pool and the scenic beauty of Lake Charity, all while being ideally located just minutes from I-4, premier dining, shopping, and the very best of Orlando living.
Listing is courtesy of: MARKET CONNECT REALTY LLC (407-250-4708)Listing Agent: Adrian Jiminez (407-334-4996)
32751 - O6410033 - 109 KYLE DR, MAITLAND, FL 32751 10 Days on yellowkey
$850,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar
A tropical retreat in Minnehaha Shores with deeded lake access to the Winter Park Chain of Lakes. Tree-lined streets welcome you to this beautifully reimagined four-bedroom, two-bath split-plan home with coastal influences throughout. Formal living, dining and family spaces blend seamlessly together, creating great flexibility in layout. French doors line the back of the home and open to the covered lanai, offering effortless indoor-outdoor entertaining. This home offers an outdoor living experience that feels exceptional. Carefully curated with Florida native plants, tropical palms and ambient landscape lighting, the private backyard surrounds a beautiful pool, fountain feature, fire pit lounge and hot tub, a property that has it all. The kitchen features solid 42-inch cabinetry, stainless steel appliances, exotic granite countertops and counter seating. A beautiful porcelain sink overlooks the outdoor oasis, bringing the beauty of the outdoors inside. The primary suite is privately situated on one side of the home, while the remaining bedrooms are grouped together on the opposite side. The renovated primary bath showcases a spacious walk-in shower, designer finishes and ambient lighting. Additional improvements include a 2022 roof, updated plumbing and electrical panels, designer wallpaper throughout, engineered wood flooring in select spaces, recessed lighting, upgraded rear windows, a pool pump (2024), a repoured driveway with an additional parking pad and room for a boat or RV with 30 amp electrical, a wood-burning fireplace and much more. This neighborhood is special. Minnehaha Park sits at the entrance to the community and features tennis courts, new pickleball courts, a playground and expansive green space. Enjoy easy access to downtown Maitland and Maitland Social, which host many planned community events throughout the year. Maitland is home to renowned restaurants, The Enzian Independent Theater with Annual Film Festival and Lake Lily Park with weekly farmer’s market. Maitland offers a quintessential Florida lifestyle. Minnehaha Shores is a quiet neighborhood with no cut-through streets and enjoys access to a shared lakefront lot with a boat ramp and green space for entertaining or simply enjoying a Florida sunset. Zoned for highly regarded Orange County Public Schools, including Lake Sybelia Elementary School, Maitland Middle School and Winter Park High School, home to the globally recognized International Baccalaureate Program.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)Listing Agent: Alison Mosley (407-304-6458)
32751 - O6406458 - 541 MANOR RD, MAITLAND, FL 32751 11 Days on yellowkey
$1,650,000 | Single Family Home | 5 beds | 2.5 baths | 2 car
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)
32751 - O6409383 - 457 FORESTWOOD LN, MAITLAND, FL 32751 12 Days on yellowkey
$849,000 | Single Family Home | 4 beds | 3.0 baths | 2 gar
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)
32751 - O6409572 - 2430 DELORAINE TRL, MAITLAND, FL 32751 12 Days on yellowkey
$3,995 | Single Family Home | 4 beds | 2.0 baths | 2 gar
Live in this beautiful 4/2 pool home in the Dommerich area! Pool and lawn care are included! Enjoy the formal living and dining room with all appliances and washer/dryer. This home has wood floors and tile throughout! Great Location next to top rated schools, Dommerich Elementary, Maitland Middle, and Winter Park High! Also close to Maitland Community Parks! *Bonus Amenity Included* -All residents are enrolled in the Resident Benefits Package (RBP) for $49.95/month which includes liability insurance, credit building to help boost the resident’s credit score with timely rent payments, up to $1M Identity Theft Protection, HVAC air filter delivery (for applicable properties), move-in concierge service making utility connection and home service setup a breeze during your move-in, our best-in-class resident rewards program, on-demand pest control, and much more! More details upon application. Pet friendly home (possible with approval and non refundable pet fee).
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)Listing Agent: Shawn Beard (407-739-7722)
32751 - O6408335 - 703 NICOMA TRAIL, MAITLAND, FL 32751 12 Days on yellowkey
$750,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
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)
32751 - O6409051 - 1927 LEGACY COVE DR #1927, MAITLAND, FL 32751 12 Days on yellowkey
$215,000 | Condo | 2 beds | 2.0 baths | 2 gar
Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Resort-style amenities, low-maintenance living at a reasonable price, and a move-in ready home come together at 1927 Legacy Cove in beautiful Maitland. As you approach this GATED COMMUNITY, you will feel at ease with the added layer of security. Parking at the condo, you will see an extremely rare feature - an ATTACHED 2 CAR GARAGE! Inside, your eyes will be immediately drawn to the kitchen features: NEW STONE COUNTERTOPS, updated cabinets, STAINLESS STEEL APPLIANCES, pantry, tile backsplash, and breakfast bar. FRESH INTERIOR PAINT and tall ceilings throughout the home give it a clean, bright feel. Laminate floors and crown molding give the main living spaces a special touch. Upstairs, you will find NEW CARPET and a walk-in closet in both bedrooms. The conveniently-located 2nd floor laundry area is situated near the main bedrooms for everyday ease. The HOA provides exceptional value with a comparatively low monthly fee that includes: water/sewer, concierge trash pickup, and exterior maintenance, and resort-style amenities including a gorgeous COMMUNITY POOL, fitness center, clubhouse, playground, a basketball court, fishing pier, and tennis courts. They also just replaced the roof on this building within the last year or so. Conveniently located less than 1.5 miles from I-4 and approx 1 mile from SR-414, this home offers easy access throughout Greater Orlando. Historic Park Avenue in Winter Park is just 5 miles away, and Lake Eola in Downtown Orlando is approx 8 miles away. Altamonte Mall, multiple hospitals, Seminole State College, Rollins College, and even Orlando’s famed theme parks are all within easy reach.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)Listing Agent: Kristin Duncan (407-274-5911)
32751 - O6408882 - 1501 LYNDALE BLVD, MAITLAND, FL 32751 12 Days on yellowkey
$925,000 | Single Family Home | 4 beds | 2.5 baths | 3 gar
Under contract-accepting backup offers. Cherished by the original family and lovingly maintained for decades, this charming ranch home in the heart of Maitland presents a rare and exciting opportunity. Tucked quietly away on a dead end street behind Park Maitland, the home enjoys a peaceful, private setting while remaining just minutes from the vibrant energy of Park Avenue, the beauty of Lake Lily, and an abundance of shops and restaurants. Zoned for some of Orange County's most sought-after A-rated public schools, including Dommerich Elementary, Maitland Middle, and Winter Park High, this location is truly second to none. Situated on an oversized 85 by 125 foot lot totaling 0.26 acres, the property offers exceptional space inside and out. The thoughtfully designed floor plan features a formal living room with parquet flooring and a wood-burning fireplace, a formal dining room, and a generous family room with built-ins, all with classic hardwood or parquet floors throughout. The quaint kitchen is equipped with stainless steel appliances and opens to the heart of the home. A convenient half bath with original terrazzo flooring adds a charming vintage touch. All bedrooms are situated along a single hallway, creating a comfortable and cohesive layout. Three guest bedrooms, each with hardwood or parquet flooring and thoughtful closet solutions including built-ins and a walk-in, share a well-appointed hall bath with a tub and shower combination. A double linen closet in the hall adds practical storage. The oversized primary suite is a true retreat, featuring hardwood floors, multiple closets including a walk-in, and a private en suite bath. Step outside to a beautiful backyard oasis complete with a brick patio, paver pool deck, sparkling pool, and an outdoor shower, perfect for enjoying Florida living at its finest. The home also boasts a rare three-car garage with a dedicated laundry room, plantation shutters, and chair molding throughout. Mechanical highlights include a Generac generator, natural gas service, and a Noritz tankless water heater for added efficiency and peace of mind. Whether you choose to renovate and restore this gem to its full glory or build new on this outstanding lot, the possibilities are as impressive as the location itself. Opportunities like this in Maitland do not come along often.
Listing is courtesy of: KELLY PRICE & COMPANY LLC (407-645-4321)Listing Agent: Kelly Price (407-645-4321)
32751 - O6408925 - 1325 LAKE SHADOW CIR #12108, MAITLAND, FL 32751 12 Days on yellowkey
$1,850 | Condo | 2 beds | 2.0 baths | 1 gar
Luxury Maitland condo in Gated Visconti Community. This ground level 2 bedroom, 2 bathroom condo is move-in ready. Hardwood and tile flooring throughout and all appliances included. Screened patio overlooking fountain pond and includes a storage space. This condo also includes a 1 car private garage. Amenities include, pool, tennis and basketball courts, clubhouse, gym and gated access.
Listing is courtesy of: ALL ACCESS REALTY, INC (407-325-0777)Listing Agent: Nabil Ghandour (407-325-0777)
32751 - O6409389 - 1770 ALGONQUIN TRL, MAITLAND, FL 32751 13 Days on yellowkey
$700,000 Reduced | Single Family Home | 4 beds | 2.0 baths | 2 gar
Welcome to 1770 Algonquin Trail — where modern upgrades, thoughtful renovations, and Florida lifestyle come together in one move-in ready package. Situated on a beautiful lot with lake access, this completely updated 4-bedroom, 2-bathroom home delivers the kind of upgrades buyers don’t want to spend years tackling themselves. Inside, the home has been transformed with a stunning renovated kitchen featuring solid wood cabinetry with dovetail joints, quartz countertops, a custom backsplash, and sleek stainless steel appliances. The open feel, combined with abundant natural light, creates a space that feels both stylish and functional for everyday living and entertaining. Throughout the home, brand new waterproof laminate flooring adds durability and a clean, modern look. Both bathrooms have been fully renovated with updated finishes that give the home a fresh, contemporary feel from top to bottom. What truly separates this property from the competition is the extensive list of major system upgrades completed in 2025 for the next owner, including a new roof, new AC system with all new ductwork, complete re-plumb, full electrical re-wire, energy-efficient dual-pane windows, and fresh interior and exterior paint. Even the exterior has been elevated with a new paver driveway that immediately enhances curb appeal. Located in a desirable neighborhood with optional HOA, this home offers flexibility, comfort, and access to the Florida lifestyle buyers are searching for. Homes with this level of renovation, lake access, and major infrastructure updates rarely hit the market in this condition. Move-in ready and packed with value — this is one buyers will not want to miss.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)Listing Agent: Ashley Fulford (407-580-9342)
32751 - O6409021 - 2464 DERBYSHIRE RD, MAITLAND, FL 32751 13 Days on yellowkey
$550,000 | Single Family Home | 3 beds | 2.5 baths | 2 gar
Under contract-accepting backup offers. Fully renovated pool home on a desirable corner lot in the highly sought-after English Estates with NO HOA! This move-in-ready 3-bedroom, 2 and 1/2 bath residence showcases extensive recent upgrades and modern finishes throughout, offering the perfect blend of style, comfort, and functionality. Brand-new roof, new fence, new flooring throughout, fresh interior and exterior paint, updated electrical, updated windows and doors, modernized kitchen and bathrooms, upgraded lighting and fixtures, updated cabinets and countertops, and new appliances. Additional enhancements include new baseboards, plumbing updates for an added half bath, professional landscaping with new mulch and plants, and pool equipment upgrades including a new motor and pool pump. The inviting open floor plan features spacious living areas filled with natural light, a beautifully updated eat-in kitchen, and thoughtfully renovated bathrooms designed for modern living. The garage laundry area adds convenience, while the expansive corner lot provides excellent curb appeal and additional outdoor space for entertaining, relaxing, or future enhancements. Ideally located just minutes from Highway 436, shopping, dining, schools, parks, and everyday conveniences, this property offers both exceptional lifestyle appeal and strong long-term value. Whether you are searching for a primary residence, seasonal home, or investment opportunity, this extensively upgraded property is truly move-in ready. Schedule your private showing today and experience the quality, upgrades, and convenience this exceptional English Estates home has to offer!
Listing is courtesy of: DALTON WADE INC (888-668-8283)Listing Agent: Angela Worachek Pllc (503-381-1575)
32751 - O6408698 - 2040 BOBTAIL DR, MAITLAND, FL 32751 13 Days on yellowkey
$370,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Cute home alert! Finally — an updated, move-in ready home in an amazing Maitland location priced under $400K! Imagine hosting friends and family in the spacious separate dining room, gathering around the oversized kitchen island while dinner cooks, and spending evenings relaxing on the screened patio and playing safely in the fully fenced backyard. Tucked inside the quiet Winfield community with a low HOA, this beautifully maintained 3-bedroom, 2-bath home with split floor plan is an excellent balance of modern style and everyday functionality. Step inside to discover a bright, open-concept layout featuring vaulted ceilings, recessed lighting, and consistent hard-surface flooring throughout. The spacious living area flows seamlessly into the fully updated gourmet kitchen, complete with beautiful countertops, 42” solid wood soft-close cabinetry, and high-end stainless steel appliances — creating a welcoming space in the heart of your home. This split floor plan offers both privacy and flexibility, with an expansive primary suite featuring a walk-in closet with custom built-ins and a beautifully updated bathroom with dual vanities, a relaxing garden tub, and separate shower. On the opposite side of the home, two additional bedrooms are ideal for a nursery, guest room, playroom, or home office. The living space flows to a covered and screened patio, creating a perfect space for year-round indoor-outdoor living. Whether you’re enjoying slow mornings with coffee, hosting weekend get-togethers, or relaxing after work, the fully fenced backyard offers both comfort and privacy. Fresh landscaping, mature shade trees, and the perfect mix of filtered sunlight and greenery give the outdoor space a calm, inviting feel, while the tiled flooring adds a clean, polished touch that’s both stylish and low maintenance. ROOF: 2018
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)Listing Agent: Michael Wathen (407-205-7660)
32751 - O6408700 - 631 LAKE CATHERINE DR, MAITLAND, FL 32751 14 Days on yellowkey
$1,795,000 | Single Family Home | 3 beds | 3.0 baths | 2 gar
Welcome to an extraordinary lakefront sanctuary at 631 Lake Catherine Drive, where sophisticated luxury meets serene waterfront living in one of Maitland's most coveted locations. This meticulously renovated residence, rebuilt down to the studs, represents the pinnacle of modern Florida elegance and is offered at $1,795,000. Positioned on an elevated lot overlooking the sparkling waters of Lake Catherine, this stunning home captures breathtaking lake views from nearly every room while offering the privacy and tranquility of a gated rear driveway accessible from a peaceful cul-de-sac. The heart of this home is the chef's kitchen, appointed with premium Cafe appliances, a Miele dishwasher, gleaming quartz countertops, and the convenience of a pot filler faucet. Expansive glass sliders seamlessly connect the kitchen to an inviting deck, creating the perfect setting for alfresco dining while drinking in panoramic lake vistas. The adjacent laundry room elevates everyday living with a built-in coffee bar and sink, transforming a functional space into a stylish amenity. Throughout the home, rich wood flooring flows beneath soaring vaulted ceilings accented by architectural beams, while recessed lighting and all-new windows bathe every corner in natural light. The luxurious primary suite offers a private retreat with its own mini-split system for personalized climate control, a spacious dressing room within the walk-in closet, and a spa-inspired ensuite bathroom featuring double vanities and a generous walk-in shower. Two additional well-appointed bedrooms provide flexibility, with the second bedroom boasting its own private ensuite with walk-in shower, while the third bedroom offers versatility as either a guest room or sophisticated home office. A third full bathroom in the hallway ensures comfort and convenience for family and guests alike. The attached garage has been thoughtfully enhanced with a dedicated gym area, while the exterior showcases fresh landscaping and a newer roof. Beyond the walls of this exceptional residence lies an equally impressive lifestyle. Zoned for the highly regarded Lake Sybelia Elementary and Maitland Middle Schools, this walkable community places you in close proximity to neighboring lakes and the charming ambiance of Lake Lily. Just ten minutes from Winter Park's iconic Park Avenue, residents enjoy effortless access to world-class shopping, dining, and cultural experiences. This is more than a home; it is a lifestyle of refined waterfront living where every detail has been carefully considered to create an absolutely stunning residence that must be experienced to be truly appreciated.
32751 - O6401286 - 2134 KORAT LN, MAITLAND, FL 32751 15 Days on yellowkey
$364,500 | Single Family Home | 3 beds | 2.0 baths | 2 gar
All highest and best offers due by 10:00 AM EST on 5/21/26. Welcome home! This inviting three-bedroom, two-bathroom residence in the heart of Maitland combines everyday convenience with a comfortable living environment ready for years of memories. As you step inside, vaulted ceilings draw the eye upward, creating a sense of openness throughout the interior, while its functional design delivers multiple living areas, a spacious primary suite, and flexible secondary bedrooms, perfect for life’s ever-changing needs. The thoughtful floor plan boasts a natural flow between living areas, bedrooms, and the screened patio, creating a residence that feels both spacious and intimate; ideal for day-to-day life and entertaining guests. The new HVAC System, new Water Heater, and fresh exterior paint add to the list of positives, allowing for peace of mind for years to come. Beyond the interior, a partially covered screened lanai extends the living space, offering a sheltered retreat, with a fenced backyard to maximize privacy. Location-wise, this property places you in the heart of the action near vibrant shopping, dining, and entertainment options. Within one mile, you will find multiple restaurants, shopping plazas, and the Orlando Sportsplex/Ice Den, providing everyday needs at your doorstep. For days when you want to venture further, you are less than five miles from the Winter Park Village, Altamonte Mall, College Park, medical services, multiple golf courses and sports fields, various parks and nature trails, and immediate highway access, which allows for a straightforward journey to anywhere in Central Florida and beyond. Schedule your private showing today and experience the convenience of this move-in-ready property firsthand.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY (407-203-0007)Listing Agent: Joseph Doher (407-203-0007)
32751 - O6408583 - 499 JULIAN LN, MAITLAND, FL 32751 15 Days on yellowkey
$465,000 Reduced | Single Family Home | 3 beds | 2.5 baths | 2 gar
Location, Location, Location. Welcome to your new home in Maitland! This conviently located gated community home is a charming dwelling place featuring a cozy fireplace to uplift the ambiance of your living space. The home benefits from a tasteful neutral color paint scheme throughout, providing a welcoming canvas for your interior design aspirations. The kitchen is a cook's paradise, complete with a natural gas range, a stunning accent backsplash that truly makes the room pop and new applicances. Enjoy the luxury of a generous walk-in closet in the primary bedroom, perfect for all your storage needs. The primary bathroom offers the convenience of double sinks, making morning routines smooth and efficient. The shower in the primary bathroom add an opulent touch to your personal spa-like retreat. Relax or entertain with ease with a patio for outdoor gatherings. The fenced-in backyard promises privacy for all your outdoor activities. The home benefits from a newer roof, new AC, new hot water tank, ensuring peace of mind for years to come. The appeal of the property is enhanced by fresh interior paint and fresh exterior paint to the entire home. The comfort features continue with new flooring throughout, ensuring all areas of the home are updated. Take advantage of this home's remarkable attributes and turn this dwelling place into your personal sanctuary. Some pictures virtually staged.
Listing is courtesy of: SAND DOLLAR REALTY GROUP INC (407-389-7318)Listing Agent: Charles Munk (407-417-7709)
32751 - O6404875 - 1140 S ORLANDO AVE #E2, MAITLAND, FL 32751 16 Days on yellowkey
$235,000 | Condo | 1 beds | 1.0 baths
Live the lake lifestyle in this beautifully updated 1-bedroom condo located in the iconic mid-century modern community of Lake Maitland Terrace. Completely refreshed in 2025, this first-floor residence features a brand-new HVAC system, new appliances including washer, dryer, and kitchen disposal, updated kitchen countertops, and new flooring throughout the living areas. Freshly painted and thoughtfully enhanced, the home blends timeless mid-century character with modern comfort and style. The spacious bedroom showcases sleek modern concrete flooring, adding to the authentic architectural aesthetic and contemporary feel. Perfectly positioned within a charming two-story mid-rise building, this residence offers effortless access to the community’s exceptional waterfront amenities and relaxed lakefront atmosphere. Set on Lake Maitland—the largest lake on the Winter Park Chain of Lakes—residents enjoy direct lake access for boating, kayaking, canoeing, fishing, and water-skiing. A private community dock is located on-site, while the City of Maitland public boat ramp sits conveniently next door. Boat slips may also be available upon request. The location is truly unbeatable. Just one block from Lake Lily and Fort Maitland Park, and only minutes from Park Avenue, residents can walk to the Maitland Farmers Market, local restaurants, coffee shops, gym, dry cleaning, barber shop, boba tea, and more—all directly across the street. Enjoy easy biking access to Park Avenue for premier shopping, dining, and entertainment. Residents of Lake Maitland Terrace enjoy outstanding amenities including a newer community pool, lakefront clubhouse with breathtaking views available for private events, on-site laundry facilities, free unlimited water, and twice-weekly valet trash service. Experience maintenance-free living where iconic mid-century modern design meets modern updates and an unmatched Central Florida lakefront lifestyle.
Listing is courtesy of: METRO CITY REALTY (407-237-3331)Listing Agent: Beatrice Miranda (407-592-4448)
32751 - O6408118 - 400 W TROTTERS DR, MAITLAND, FL 32751 16 Days on yellowkey
$995,000 | Single Family Home | 4 beds | 4.0 baths | 2 gar
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)
32751 - O6408295 - 614 BROOKWOOD LN, MAITLAND, FL 32751 17 Days on yellowkey
$959,000 | Single Family Home | 5 beds | 3.5 baths
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)
32751 - O6406760 - 221 MINNEHAHA RD, MAITLAND, FL 32751 17 Days on yellowkey
$1,489,000 | Single Family Home | 4 beds | 3.0 baths | 2 gar
Under contract-accepting backup offers. A rare opportunity on one of Maitland’s most coveted cul-de-sac streets, where custom estates line a quiet neighborhood bordering the Winter Park Chain of Lakes, this stunning Mediterranean estate offers the privacy of a secluded retreat while placing you just moments from Maitland City Centre, Publix & the area’s vibrant dining and shopping scene. Completely reimagined in 2007 w/ a 2,000+ SF addition, including a new façade, expansive covered front porch & 2-car garage, this 4-bedroom, 3-bath home offers 3,797 SF of beautifully renovated living space on a fully fenced 0.35-acre lot. A paver circular drive welcomes guests, while the arched covered entry sets the tone for the character found throughout. Inside, the foyer offers a gracious arrival w/ a custom built-in library, wood floors & a wood-burning fireplace w/ brick surround. The dining room flows seamlessly to a well-appointed butler’s pantry & wet bar with second dishwasher, beverage refrigerator & sink. Both the dining room and kitchen open to the spacious and comfortable family room, creating exceptional flow for everyday living & entertaining. The kitchen features a Dacor 6-burner professional gas cooktop, GE Monogram double wall ovens with warming drawer, honed oversized black granite countertops, 42” wood cabinetry, travertine floors, designer lighting & an oversized island with seating for four or more. A generously sized eat-in area provides comfortable casual dining, while the adjacent family room features tall ceilings, extensive millwork, decorative wood beams & French doors overlooking the backyard oasis. Privately positioned on the opposite side of the home, the primary suite is a true sanctuary w/ two organized walk-in closets, back porch access & a renovated spa bath featuring a freestanding soaking tub, frameless glass shower & beautifully appointed vanity. Located near the primary suite on the main level, a versatile second bedroom sits across the hall from a full bath and works well as a guest suite, office, nursery or fitness room. The first floor is further enhanced by an exceptional media room with platform theater-style seating & surround sound set up, along w/ a large laundry room featuring exceptional storage & a second-floor laundry chute. Upstairs, two generous bedrooms w/ decorative beamed ceilings & ample closets share a Jack-and-Jill bath w/ jetted tub, while the rear bedroom opens to a deep balcony overlooking the grounds. Outside, the fully fenced lot delivers a resort-like setting with sparkling pool, covered porch w/ a tongue and groove ceiling, open entertaining deck & mature landscaping designed for both privacy and enjoyment. A rear gate offers direct access to Maitland City Centre, the farmers market, restaurants, retail & grocery just three blocks away. New roof w/ skylight 2021. Three upgraded HVAC systems 2021–2023. Twenty-five new double-pane, Low-E, argon-filled window, double-strength glass currently in progress & expected to be completed by the end of May. Satisfactory 4-Point Inspection and professional measurement completed May 2026. Offering exceptional privacy, generous living spaces & a remarkably walkable location, this is your opportunity to own a beautifully updated home in one of Maitland’s most desirable neighborhoods, zoned for highly regarded Winter Park High School & convenient to Orlando Avenue, Minnehaha Park, Lake Lily, Fort Maitland, and less than ten minutes from the shops and restaurants of Winter Park's Park Avenue.
Listing is courtesy of: KELLY PRICE & COMPANY LLC (407-645-4321)Listing Agent: Padgett Mccormick (407-645-4321)
32751 - S5149479 - 1135 GROVE ST #146, MAITLAND, FL 32751 17 Days on yellowkey
$2,050 | Townhouse | 3 beds | 2.5 baths | 1 gar
Welcome home to this two-story corner-unit townhome, offering both privacy and convenience just minutes from I-4. This residence features 3 bedrooms and 2.5 bathrooms with a comfortable and functional layout designed. The main level includes open living and dining areas and kitchen. A conveniently located first-floor laundry room. Upstairs, primary suite stands out with its own private balcony overlooking the community pool. Additional 2 bedrooms provide flexibility for guests, family, or a home office. Outside, a fenced patio area next to the garage offers the perfect setting for grilling or outdoor gatherings. Residents also enjoy access to community amenities, including a refreshing pool.
Listing is courtesy of: AVID REALTY LLC (689-241-5233)Listing Agent: Johany Utrera (407-749-8680)
32751 - O6407597 - 24 MINNEHAHA CIR, MAITLAND, FL 32751 17 Days on yellowkey
$849,900 | Single Family Home | 5 beds | 3.5 baths | 2 gar
Move-in ready 5-bedroom pool home in sought-after Minnehaha Shores with private lake access to Lake Minnehaha and the Winter Park Chain of Lakes. This beautifully updated Maitland home features a NEW Roof (2022), all NEW flooring throughout, beautiful plantation shutters, updated modern fixtures, updated electrical panel & wiring, and plumbing already completed for added peace of mind. Located within one of Maitland’s most desirable residential communities, Minnehaha Shores is comprised of only 42 homes and offers residents private lake access and community dock, park, playground and tennis courts. Inside, the flexible 5-bedroom layout includes TWO primary suites and a desirable 3-way split floor plan that provides exceptional privacy and versatility for multigenerational living, guests, or work-from-home needs. The spacious living room welcomes you with a beautiful stacked-stone fireplace, while the formal dining room connects naturally to the kitchen and family room, creating an ideal flow for both everyday living and entertaining. The remodeled kitchen features shaker-style cabinetry, granite countertops, stainless steel appliances, oversized pantry , and an adjoining breakfast area with additional storage options and built-in desk. Multiple living spaces, spacious laundry room, great natural light, and thoughtful design details throughout make the home feel both comfortable and functional. The main primary suite is positioned privately toward the back of the home and includes an attached flex space perfect for an office, nursery, sitting room, or workout area. A secondary primary suite is located off the main living area that creates an ideal guest or in-law setup. Outside, enjoy Florida living year-round with a screen-enclosed pool & patio, and easy-maintenance landscaping that enhance the home’s overall privacy and curb appeal. Additional upgrades include dual-pane energy-efficient windows and French doors, fiberglass exterior doors, modern lighting, gorgeous large porcelain tile & ceramic wood-look tile throughout, decorative baseboards & trim, plantation shutters, and extensive storage throughout. If you’ve been searching for an updated Maitland pool home that offers private access to the Winter Park Chain of Lakes, a flexible living space, modern upgrades, and a prime location close to the area's top dining, shopping, and entertainment... this home offers a rare combination of lifestyle, functionality, and convenience.
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)Listing Agent: Allison Day (407-617-2881)
32751 - O6406744 - 249 W LAKE FAITH DR #205, MAITLAND, FL 32751 17 Days on yellowkey
$345,000 | Condo | 3 beds | 2.0 baths | 1 car
Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Tucked away in this delightful lakefront community this beautifully renovated condo offers so much! Situated on the first floor, the condo overlooks the charming grounds and a peek of Lake Faith from the living areas and porch. Inside is a treat for sure with a large open living and dining room layout that is light and bright. The unit has a luxury vinyl plank flooring throughout most of the unit and tile flooring in the kitchen and baths. The kitchen is updated with granite countertops and plenty of cabinetry. Off the living room is an expansive back porch that has tile flooring and was recently updated with newer windows and door (2024) .... And off the dining area is a charming, covered porch. So, lots of areas to enjoy day to day or if you like to entertain. The master bedroom is a spacious size and also opens to the back porch… You will love the master bath - completely redone with a large shower, a stylish vanity with ample storage as well as a make-up vanity and a generous walk-in closet. The 2 additional bedrooms are both a good size with great closet storage. Other notable features are the inside laundry closet with open shelving and newer LG washer and dryer (2024) and the custom shades installed in the living areas and bedrooms (2023). This unit has an open dedicated parking space...plus a DEEDED CARPORT! And it also has an exterior dedicated STORAGE CLOSET. This complex offers a private, tranquil atmosphere and has terrific amenities including a gated entrance, clubhouse, and pool. And the location couldn’t be more convenient, with easy access to I-4 as well as a new retail and restaurant development within a short stroll. This is one not to miss!
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)Listing Agent: Dawn Romance (407-929-2826)
32751 - O6407236 - 1851 HURON TRL, MAITLAND, FL 32751 17 Days on yellowkey
$949,900 | Single Family Home | 4 beds | 2.5 baths | 2 gar
Under contract-accepting backup offers. Beautifully updated four-bedroom, 2.5-bath home in the heart of Dommerich Estates, one of Maitland’s loved neighborhoods known for its top-rated schools, tree-lined streets and access to the Winter Park Chain of Lakes. Just steps from the neighborhood lake lot and nearby Maitland Community Park, this home offers over 2,300 square feet with warm wood flooring, crisp light walls and thoughtful designer updates throughout. Formal living and dining spaces flow into an open kitchen and gathering area, with large sliding doors leading to the backyard for effortless indoor-outdoor entertaining. The kitchen features custom 42-inch cabinetry, quartz countertops, stainless steel appliances, peninsula seating and generous pantry and laundry space. The living room centers around a charming brick, wood-burning fireplace with expansive backyard views. Outside, enjoy a screened porch, a PebbleTec pool, a paver deck and additional green space perfect for relaxing or entertaining. The spacious primary suite includes double vanities, a walk-in shower and ample closet space. Major updates include a roof (2022), Trane XV19 variable-speed HVAC (2024), updated kitchen finishes (2022), a Pentair pool heater, a new pool pump, a Jandy iAquaLink automation system, recessed lighting, a Google Nest doorbell and Lutron Caseta smart home controls. Enjoy close proximity to Dommerich Elementary and Maitland Middle, zoned for Winter Park High, plus easy access to parks, Lake Lily, the Enzian Theater, restaurants and more.
32751 - O6407901 - 250 CEDARWOOD DR, MAITLAND, FL 32751 18 Days on yellowkey
$1,850 | Half Duplex | 2 beds | 2.0 baths | 1 car
Spacious one-story DUPLEX - 2 bedroom, 2 bath - located on a quiet cul-de-sac in Maitland. Exterior painted last year, but all photo's do not reflect the new blue/grey paint color. This clean and well-maintained unit features tile flooring throughout the main living areas, carpet in the bedrooms, a separate dining room, inside laundry room, and an additional bonus room or enclosed porch that offers flexible living space. The home includes a range, dishwasher, disposal, plenty of closet space, a fully fenced yard area, and a one-car carport with additional parking. Conveniently located near lake access and Maitland Community Park, with highly rated schools nearby.
Listing is courtesy of: SANDRONI HOLDINGS REAL ESTATE LLC (407-509-2911)Listing Agent: Debra Lombardi Lemay (407-509-2911)
32751 - O6407991 - 2450 DERBYSHIRE RD, MAITLAND, FL 32751 18 Days on yellowkey
$715,000 | Single Family Home | 4 beds | 2.5 baths | 2 gar
Located in the highly desirable English Estates community, this beautifully renovated home blends modern updates with comfortable Florida living. Thoughtfully redesigned throughout, the home offers four spacious bedrooms and updated bathrooms, including a private primary suite featuring a spa-inspired bath and a custom walk-in closet with built-in shelving and organization. The open-concept kitchen flows seamlessly into the main living and dining areas and features quartz countertops, custom shaker cabinetry, stainless steel appliances, and an oversized peninsula ideal for everyday living and entertaining. Additional upgrades throughout the home include marble accents, upgraded recessed lighting, and a double-sided fireplace that adds warmth and character to the main living spaces. Large windows, including a custom back door slider, oversized aquarium-style window, and expansive kitchen window, bring in abundant natural light and overlook the backyard and pool area. Outside, the private backyard retreat is designed for both relaxing and entertaining, complete with a resort-style pool, updated coping, a new energy-efficient pool pump, custom fencing, and a brand-new paver pool deck. Situated on nearly half an acre and just minutes from the shops, restaurants, and parks of Winter Park, this home offers a great combination of style, privacy, and location.
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)Listing Agent: Kyle Grafton (203-246-8512)
32751 - O6406585 - 2154 FENNELL ST, MAITLAND, FL 32751 18 Days on yellowkey
$420,000 Reduced | Single Family Home | 3 beds | 2.0 baths | 2 gar
Welcome to this meticulously maintained, one-owner home on a quiet corner lot bordering Fennell Park in Winfield. This 3-bedroom, 2-bath split floor plan features a freshly painted interior and new luxury vinyl plank flooring throughout the main areas. Recent upgrades include a 2021 HVAC for peace of mind going into summer. Relax in the oversized family room or retreat to the private primary suite with access to the back patio. Step through sliding glass doors to a fully fenced backyard oasis, complete with mature landscaping and a custom outdoor kitchen featuring granite counters and a built-in grill—perfect for hosting. Located in a family-friendly community with a low HOA, you'll enjoy top-rated schools and a prime location near the Maitland Business Center and Downtown Orlando. This home is situated near shopping, dining, entertainment, and key Central Florida roadways. Tranquility meets total convenience; schedule your private showing today!
Listing is courtesy of: PARK PLACE REALTY ASSOCIATES (407-878-0607)Listing Agent: Barrett Espinola (407-617-3189)
32751 - A4693485 - 1150 LAKE SHADOW CIR #3304, MAITLAND, FL 32751 19 Days on yellowkey
$139,900 Reduced | Condo | 2 beds | 2.0 baths
Sought-after Visconti community of Maitland. The lowest 2-2 entry point currently available. This third-floor, 2-bed, 2-bath, 1,048 sqft condo features updated flooring, designer paint, LED lighting, new ceiling fans, updated faucets, and a screened patio with exterior storage. Community amenities include two pools overlooking Lake Shadow, tennis courts, lakeside walking paths, dog stations, and car wash stations, minutes to I-4, 429, downtown Orlando. Sold as-is, priced to sell.
Listing is courtesy of: JOSEPH WALTER REALTY LLC (248-294-7850)Listing Agent: Scott Fader (248-294-7850)
32751 - O6406991 - 1325 LAKE SHADOW CIR #12104, MAITLAND, FL 32751 19 Days on yellowkey
$1,550 | Condo | 2 beds | 2.0 baths
AVAILABLE NOW! Welcome to this beautiful first-floor 2-bedroom, 2-bath condo located in the highly sought-after gated community of Visconti in Maitland. Featuring no carpet throughout and located on the first floor The bright and open floor plan is filled with natural light, creating the perfect space for relaxing, entertaining, or working from home. The spacious primary suite features a large walk-in closet and private en-suite bathroom, while the secondary bedroom also includes a walk-in closet with easy access to the guest bath. Additional highlights include an in-unit laundry room with full-size washer and dryer, private screened patio. Residents of Visconti enjoy resort-style amenities including a lakeside pool and spa overlooking Lake Shadow, fitness center, clubhouse, tennis courts, playground, car wash area, concierge services, and gated entry. Conveniently located just minutes from I-4, SR-408, Downtown Orlando, Winter Park, Altamonte Springs, Maitland Center, RDV Sportsplex, shopping, dining, and entertainment. Don’t miss the opportunity to live in one of Central Florida’s most desirable communities! $100 HOA application required. An admin fee of $195.00 will be due at move-in. Please note, this property will be managed directly by the property owner after move-in. Call today to schedule your private showing.
Listing is courtesy of: AGG REALTY & MANAGEMENT LLC (407-267-7926)Listing Agent: Amar Guemraoui (407-267-7926)
32751 - O6406934 - 1905 POINSETTA LN, MAITLAND, FL 32751 20 Days on yellowkey
$510,900 Reduced | Single Family Home | 4 beds | 2.0 baths | 2 gar
Big vibes and even bigger possibilities! Say Hello to easy Florida living! This stylish 4-bedroom, 2-bath Maitland home delivers bright natural light, functional living spaces, and room for everyone to spread out. Whether you’re hosting game nights, working from home, or enjoying quiet mornings with coffee on the patio, this home checks all the boxes. A backyard perfect for entertaining and soaking up the sunshine! Prime location close to everything Central Florida has to offer! This one is ready to impress!
Listing is courtesy of: SYNCHRONICITY REAL ESTATE SOLUTIONS (407-617-2378)Listing Agent: Michelle Terry (407-617-2378)
32751 - O6400821 - 751 SEQUOIA TRL, MAITLAND, FL 32751 20 Days on yellowkey
$899,000 | Single Family Home | 5 beds | 3.5 baths
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)
32751 - O6406879 - 747 N LAKE SYBELIA DR, MAITLAND, FL 32751 20 Days on yellowkey
$3,895,000 | Single Family Home | 4 beds | 4.5 baths | 4 gar
Welcome to 747 N Lake Sybelia Drive, an extraordinary lakefront estate gracefully positioned along the desired northern shoreline of beautiful Lake Sybelia. Completed in late 2023, this breathtaking California Coastal-inspired residence spans 4,755 square feet on an expansive 0.76-acre homesite, blending timeless architecture with refined finishes to create a lifestyle defined by elegance, comfort and effortless lakefront living. Ideally situated on a gently sloping lot, the home captures stunning elevated views of the water, offering a rare sense of privacy, tranquility and perspective. Thoughtfully designed interiors are filled with natural light and crafted for everyday living and exceptional entertaining. The main level showcases a beautifully appointed chef’s kitchen anchored by an oversized island and complemented by a spacious walk-in butler’s pantry. Open-concept dining and living spaces are framed by picturesque lake views, while the expansive great room seamlessly connects indoor and outdoor living. A private office, guest suite and dedicated pool bath complete the first floor. Upstairs, a versatile loft and homework nook provide flexible living space, while two en-suite bedrooms and a serene primary retreat offer exceptional comfort and privacy. The luxurious primary suite and one secondary bedroom open to a spacious lakeside balcony, an idyllic place to enjoy morning coffee, evening sunsets and sweeping water views. Exceptional outdoor living spaces surround the home. A welcoming covered front porch offers the perfect vantage point to enjoy lake views and watch boating activity, while the expansive rear covered lanai is designed for year-round entertaining with a summer kitchen and generous space for lounging and dining. Overlooking the beautifully landscaped backyard, complete with bamboo-lined fencing for privacy, is a sparkling saltwater pool and spa by Titan Pools, thoughtfully designed for resort-style enjoyment and capable of both gas and electric heating. Uniquely embraced by water and recreation, the home enjoys tranquil lake vistas to the south and the stunning pool retreat to the north. The waterfront experience is elevated by a newly constructed composite dock with a heavy-duty dual-motor lift, while a thoughtfully designed shell-base boat ramp provides seamless, eco-conscious access for launching watercraft directly from your property. Adding even more versatility, a 500+ square-foot unfinished bonus room above the garage offers incredible potential for customization, ideal for a media room, guest retreat, fitness studio or creative space. Plumbing has been extended for a future bath or bar, and the space is currently enjoyed as a golf simulator. Car enthusiasts will appreciate the impressive four-car tandem garage featuring soaring 15-foot ceilings designed to accommodate vehicle lifts, premium wall-mounted jackshaft openers for maximum overhead clearance and a separate side-access bay ideal for golf cart storage. Engineered for longevity as much as luxury, the home features an extensive stormwater drainage system with hard-piped gutters designed to protect the land and prevent erosion. Ideally located, enjoy a short visit or golf cart ride to Maitland City Centre and Homer Hough Park at Sybelia Point, while the shopping and dining of Park Avenue are just minutes away. Convenient access to Interstate 4 and express lanes ensures effortless travel throughout the greater Orlando area.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)Listing Agent: Mick Night (407-629-4446)
32751 - O6406219 - 520 SENECA TRL, MAITLAND, FL 32751 21 Days on yellowkey
$2,450 | Single Family Home | 3 beds | 2.0 baths | 2 car
Spacious Maitland Rental Home located in the Community of Dommerich Estates. Conveniently located Minutes from Dommerich Elementary School, Howell Branch Park, Lake Minnehaha, Downtown Winter Park, and Downtown Orlando. Home offers Newly Renovated Kitchen & Bathroom, 3 Bedroom 2 Bath home features a 2 Car Carport, Ceiling Fans, Terrazzo Floors throughout, Laundry Room, Fenced Back Yard, and Florida Room. Appliances included: Range, Microwave, Refrigerator, Dishwasher, and Disposal. Deeded Lake Access - Community Boat Ramp for Lake Minnehaha. MOVE IN REQUIREMENTS: Credit Score 675+. Complete online Application, $60/adult, Non-Refundable. All adults must apply. Funds due for move-in: First Month's Rent, Security Deposit applicable with full approval. Income Verification Completed. Supporting documents required: Last 2 Month's Bank Statements, Pay Stubs, W2. Single Family Only. 12 Month lease Required. No Lawn Service Included. No Pets
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)Listing Agent: Rick Protheroe (407-620-0550)
32751 - O6406031 - 868 TOWN CIR #123, MAITLAND, FL 32751 24 Days on yellowkey
$260,000 | Condo | 3 beds | 2.5 baths | 1 gar
This is the kind of first home that makes life easier. With over 1,500 SqFt, 3 bedrooms, 2.5 baths, and thoughtful updates throughout, this Maitland condo gives you room to grow without the heavy upkeep of a single family home. The remodeled kitchen features quartz counters, stainless steel appliances, and updated cabinetry, while downstairs tile flooring keeps maintenance simple. Enjoy a large dining area, separate living room, laundry room, enclosed patio, and attached garage. Upstairs, the spacious primary suite opens to a balcony overlooking the courtyard. The community pool, lake access, and HOA covered exterior maintenance add even more value, all in a location close to Maitland favorites, Winter Park, and downtown Orlando.
Listing is courtesy of: EPIQUE REALTY, INC. (888-893-3537)Listing Agent: Myriam Balthazar (941-445-1019)
32751 - O6405841 - 1761 TIPPICANOE TRL, MAITLAND, FL 32751 24 Days on yellowkey
$729,000 Reduced | Single Family Home | 3 beds | 2.5 baths | 2 gar
Welcome to 1761 Tippicanoe Trail, a beautifully maintained home nestled on a quiet, tree-lined street in one of Maitland’s most desirable neighborhoods. This inviting residence blends timeless charm with thoughtful updates, offering comfort, style, and an exceptional location. Step inside to find warm and welcoming living spaces filled with natural light, spacious gathering areas, and a functional layout ideal for both everyday living and entertaining. The well-appointed kitchen flows seamlessly into the dining and family areas, creating an easy and comfortable lifestyle. The home features comfortable bedrooms, including a peaceful primary suite with a newly remodeled primary bathroom designed with modern style and convenience in mind. Additional updates include a newer AC system that is only one year old, providing peace of mind and energy efficiency. Enjoy Florida living year-round with a private backyard perfect for relaxing or hosting guests. Residents also enjoy deeded lake access, adding even more appeal to this special Maitland property. Don't miss the virtual walk through and floor plan sketch. Located in a great school district and just minutes from Park Avenue, beautiful parks, shopping, dining, and major roadways, this home offers the perfect combination of location, lifestyle, and value. Don’t miss the opportunity to make 1761 Tippicanoe your next home.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)Listing Agent: Jeff Clark (407-733-0773)
32751 - O6405379 - 530 LAKE CATHERINE DR, MAITLAND, FL 32751 24 Days on yellowkey
$2,395,000 | Single Family Home | 5 beds | 3.0 baths | 3 gar
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.
32751 - O6404438 - 910 GAMEWELL AVE, MAITLAND, FL 32751 24 Days on yellowkey
$670,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
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.