Location: Maitland , 32751
Do Not Show Listings
631 LAKE CATHERINE DR, MAITLAND, FL 32751
$1,795,00052 Days on yellowkey MLS ID: O6408700
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2351 Built: 1970 Tax: $11,896 (2025)Community: Sheridan PlaceSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$11,896
Elementary School: Lake Sybelia Elem
High School: Edgewater High
Tax Year: 2025
Middle School: Maitland Middle
Remarks: 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.
Listing is courtesy of: KELLY PRICE & COMPANY LLC (407-645-4321)
Listing Agent: Kelly Price (407-645-4321)
2040 GERONIMO TRL, MAITLAND, FL 32751
$749,900119 Days on yellowkey MLS ID: O6390221
REDUCED by $49,100 (6.1%) on 05/11/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2375 Built: 1963 Tax: $3,301 (2025)Community: Highland Park EstsSingle Family
Taxes:$3,301
Elementary School: Dommerich Elem
High School: Winter Park High
Remarks: Virtually Staged. Set on one of the most sought-after streets in Dommerich, this completely renovated home combines the solid construction of a 1963 block home with thoughtful modern updates throughout. From the moment you arrive, the circular driveway, classic brick accents, and welcoming front porch set the tone. Inside, a bright foyer opens to beautiful solid maple wood floors and a light, airy feel that carries throughout the home. To the right, the formal living room features built-in shelving and a striking brick wood-burning fireplace, while the adjoining formal dining room connects directly to the kitchen and can be closed off with pocket doors if you want a little separation. The eat-in kitchen is truly the heart of the home, showcasing rich solid cherry cabinetry, unique man-made glass countertops, a large farmhouse sink, and top-of-the-line stainless Bosch appliances including a built-in oven and gas cooktop. A generous peninsula overlooks the oversized family room, where French doors open to a stunning Florida room that fills the home with natural light. This space is a showstopper—large, lined with windows, and finished with soaring shiplap ceilings—creating the kind of room you’ll use year-round, with direct access to the backyard. The primary suite is spacious and refined with crown molding, a built-in closet plus a walk-in, and a beautifully renovated bath featuring matching glass countertops, a Kohler vanity, and a glass shower with both a large rain head and handheld fixture. Two additional bedrooms are generously sized and share an updated hall bath with a large vanity, classic subway tile, and a soaking tub. The interior also includes a well-equipped laundry room with cabinetry, a cedar storage closet, and access to the two-car garage. Out back, the fully fenced private yard offers plenty of room for entertainment, recently re-sodded with irrigation and enclosed with a brand new wood fence installed in 2025—leaving ample space for a future pool or patio if desired. Additional upgrades include smooth flat ceilings with recessed lighting throughout, new drywall, plantation shutters, updated windows and doors, and an energy-efficient hybrid water heater. Beyond the home itself, the location is hard to beat—just a short walk to Dommerich Elementary, Maitland Middle School, and Maitland Community Park offering tennis courts, indoor racquetball, and playgrounds. Zoned for highly regarded Winter Park High School. Call today to schedule your private showing!
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Maria Van Warner (407-256-8066)
1615 KING ARTHUR CIR, MAITLAND, FL 32751
$1,386,00019 Days on yellowkey MLS ID: O6418693
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2473 Built: 1977 Tax: $8,522 (2025)Community: Kings RowSpa: NoSingle Family
Taxes:$8,522
Remarks: Beautifully updated pool home in the sought-after King's Row, Maitland community. This home blends timeless character with modern finishes. The corner lot residence features a three wide driveway, freshly updated landscaping and a commercial grade in ground basketball goal. Exterior paint (2026) creates warm curb appeal. Inside, new wood floors throughout lead to an open living space anchored by an updated kitchen and a classic painted brick wall. The renovated kitchen features quartz countertops, custom cabinetry, pendent lighting, stainless appliances and an updated Fisher Paykel refrigerator. A large island provides seating for four makes entertaining quick and simple. An updated hall pool bath provides easy access for guests both inside and out. Steps away the multi tasked laundry/utility drop/zone is conveniently located off the rear double garage entrance. A commercial grade Speed Queen washer in the laundry/utility room assures your clothes will be clean. Also, an adjacent wall of cabinetry increases the incredible storage in the home. Not only in the front but in the back the corner lot offers an ample spaced backyard retreat. Added is a screened and covered lanai perfect for outdoor parties and gatherings as does the oversized in-ground pool. Zoysia grass/lush landscaping and lighting continue the resort feel. A newer, horizontal stained wood fence adds privacy while maintaining charm. Back inside the living room, a rattan light fixture adds to the ambiance of this bright natural light space. Next to the living space, an office that features a set of French doors lends a place for quiet conversation. The generously sized family room with the afore mentioned painted brick wall is complete with large windows overlooking the sparkling pool and views of three whimsical palms. Down the hallway the newly installed designer wood flooring continues to all bedrooms. Every bedroom just received fresh paint, as well as the newly installed wood floors. All closets feature custom built-ins that add to the level of sophistication/quality in this home. The primary bedroom features another custom painted brick wall with updated sconce lighting. Still another set of French doors lead out to the pool and lanai. The owner's bath features a double vanity with stone counter-tops and updated lighting and faucets. A Mitered frameless glass shower is a great addition to the richness of the space. Zoned for Dommerich Elementary, Maitland Middle, Ninth Grade Center and Winter Park High the schools are highly desirable. A quick and easy close can be the start of your next chapter. This Move-in ready home awaits......
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Dan Haber (321-624-0966)
751 SEQUOIA TRL, MAITLAND, FL 32751
$875,00058 Days on yellowkey MLS ID: O6400821
REDUCED by $24,000 (2.7%) on 06/25/2026
Bed: 5 Bath: 3.5 Liv Area Sq Ft: 3138 Built: 1967 Tax: $4,080 (2025)Community: Dommerich WoodsSingle Family
Taxes:$4,080
Elementary School: None
High School: None
Middle School: None
Remarks: Virtually Staged. 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)
791 SEQUOIA TRL, MAITLAND, FL 32751
$939,000309 Days on yellowkey MLS ID: O6340919
REDUCED by $56,000 (5.6%) on 06/28/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4144 Built: 1961 Tax: $4,128 (2024)Community: Dommerich WoodsSpa: NoSingle Family
Taxes:$4,128
Tax Year: 2024
Remarks: Discover a rare opportunity in Dommerich Woods, a distinguished and established Maitland neighborhood celebrated for its rich heritage. Situated on .33 acre of lushly landscaped grounds, this remarkable property welcomes with paver drive and enjoys a tranquil setting along a peaceful creek connecting Lake Minnehaha and Lake of the Woods - creating an atmosphere of natural elegance and privacy. Re-roofed in 2023, this expansive 5 bedroom, 3 1/2 bath residence offers 4,144 HSF, and WHOLE HOUSE WATER SOFTNER, showcases a versatile TWO-LEVEL design, perfectly suited for refined living and gracious entertaining. The main level opens with a foyer leading into a bright, open living and dining area, where CEILING FANS throughout the main level add comfort and elegance. From here, step out onto the COVERED UPPER DECK with sweeping views of the SCREENED POOL, TROPICAL GARDEN, and serene backyard retreat - an ideal setting for morning coffee or evening gatherings. At the heart of the home, the GOURMET KITCHEN blends style and functionality with SOLID WOOD CABINETRY, a built-in WINE REFRIGERATOR and WINE RACK, granite countertops, and a CENTER ISLAND with SEATING, and REVERSE OSMOSIS WATER SYSTEM under the DOUBLE SINK. The adjacent laundry room offers exceptional storage, keeping household essentials organized. For added convenience , a two-car garage with built-in cabinets and workshop area, adjoins the spacious laundry room that has granite counters and washer and dryer. Also on the main level , adjacent to the primary bedroom with en-suite bath, a bedroom has been thoughtfully converted into a large closet featuring a CUSTOM CLOSET system, providing abundant space for wardrobe organization. Both levels feature inviting WOOD-BURNING FIREPLACES that add ambiance to the living spaces. On the lower level, a spacious family room, kitchenette, study/library/office, two bedrooms, full bath and half bath provide the perfect complement to easy living. Along the hallway, built-in wood shelving creates a refined showcase for books, art, or personal collections. While one bedroom includes a custom built in desk- ideal for work or study, a second bedroom adds flexibility for creative projects. This level opens onto the screened pool and patio area, designed for seamless indoor-outdoor living. Outside, tropical plantings, METERED IRRIGATION, and a winding private walkway leads along the soft murmur of the BORDERING CREEK. An added bonus is the storage room located below the kitchen which is approximately 375 sq.ft. Whether hosting guests or enjoying a quiet evening, this private oasis offers the ultimate backdrop for relaxed Florida living. Enjoy the opportunity to join the Dommerich Beach Civic Association with membership options including access to a private picnic area, boat ramp, canoe and kayak storage, and unforgettable evening sunsets. With its rare combination of design, flexible spaces, and an idyllic setting , this residence presents a unique opportunity to experience the very best of Maitland and Central Florida living. All this is convenient to some of Central Florida's finest schools, shopping, restaurants, parks, entertainment, businesses and more!
Listing is courtesy of: VANWORMER REALTY & DEVELOPMENT (407-927-1304)
Listing Agent: David Vanwormer (407-927-1304)
1507 GROVE ST, MAITLAND, FL 32751
$231,00037 Days on yellowkey MLS ID: O6412094
REDUCED by $4,000 (1.7%) on 06/10/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1256 Built: 1979Monthly Fee: $450 Tax: $1,550 (2025)Community: Park Lake Villas CondoCondo
Taxes:$1,550
Remarks: Welcome home to this beautifully maintained 3 bedroom, 2 bath, one-story condo offering 1,256 square feet of comfortable living space in one of Central Florida's most sought-after school districts, zoned for Dommerich Elementary and Maitland Middle School. This move-in-ready home features significant recent upgrades, including a brand-new roof (2024) , new HVAC system (2024), and new Electrical panel (2026), providing peace of mind and energy efficiency for years to come. Inside, you'll find a functional floor plan with spacious living and dining areas, generous bedrooms, and abundant natural light throughout. Step outside to your large, private, fully fenced back patio, ideal for entertaining, relaxing, or enjoying outdoor living. The patio offers direct access to the community pool, making it easy to enjoy Florida's year-round sunshine. Ideally located near shopping, dining, and major roadways, this home combines low-maintenance living with top-rated schools and outstanding community amenities.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Ingrid Livingston (407-595-5972)
1010 WINDERLEY PL #149, MAITLAND, FL 32751
$429,90020 Days on yellowkey MLS ID: O6417777
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1651 Built: 1999Monthly Fee: $375 Tax: $4,525 (2025)Community: Villas Lake DestinyTownhouse
Taxes:$4,525
Middle School: Lockhart Middle
Remarks: This beautifully positioned residence offers an open and inviting layout designed for easy living and entertaining. Enjoy peaceful water views of Lake Destiny with no rear neighbors, creating a private backdrop and a rare sense of space and tranquility. Whether relaxing indoors or stepping outside, the serene setting delivers a true sense of comfort and escape. The home also features a spacious 2-car garage, providing convenience and additional storage. Thoughtfully updated and move-in ready, this home offers valuable recent improvements including a new A/C unit (2022), water heater (2022), tile roof replacement (2022), updated paint and modern light fixtures (2023), and both bathrooms beautifully renovated in 2021. The kitchen is complemented by newer appliances, adding both style and functionality. Step outside and enjoy even more value with the outdoor deck currently being replaced, creating an enhanced outdoor living space to take in the beautiful lake setting. Residents enjoy access to exceptional community amenities including a pool, tennis courts, and access to Lake Destiny, all within a dog-friendly community designed to support an active and enjoyable lifestyle. Ideally located with quick access to major highways, dining, shopping, business centers, and everything Maitland and the greater Orlando area have to offer, this property delivers the perfect blend of lifestyle and accessibility. Whether enjoying your morning coffee overlooking Lake Destiny or coming home after a busy day, this residence offers the privacy, views, updates, and location today’s buyers are searching for.
Listing is courtesy of: GENSTONE REALTY (407-237-0905)
Listing Agent: Hafid Boujidi (407-729-3894)
2130 DELORAINE TRL, MAITLAND, FL 32751
$799,00093 Days on yellowkey MLS ID: O6397018
REDUCED by $20,000 (2.4%) on 06/02/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2175 Built: 1964 Tax: $10,394 (2025)Community: Highland Park Estates First AddSpa: NoSingle Family
Taxes:$10,394
Remarks: Welcome to this beautifully renovated pool home in the highly sought-after Dommerich neighborhood of Maitland. Offering over 2,000 square feet of living space, this 3-bedroom, 2-bath residence perfectly blends modern upgrades with comfortable, functional living. Inside the home is designed for both everyday living and entertaining. The spacious living room serves as the heart of the home, featuring a stunning marble fireplace and seamless flow into multiple gathering areas, including a dedicated dining space just off the kitchen, a family room that leads to the outside and access to the bedrooms. The fully renovated chef’s kitchen is a true standout, showcasing soft-gray shaker cabinetry, quartz countertops, a Carrera marble backsplash, and stainless steel appliances. With ample counter space and a built-in water filtration system, this kitchen is as functional as it is beautiful. Throughout the home, you’ll find upgraded Italian wood-plank porcelain tile flooring, offering both durability and elegance. The primary suite provides a peaceful retreat with a walk-in closet and a fully updated ensuite bathroom featuring a double-sink vanity, granite countertops, and a spacious walk-in shower with marble and porcelain finishes. Step outside into your private backyard oasis. Designed for true Florida living, this space features a Pebble Tec pool, paver deck, covered gazebo with ceiling fan, a 65” outdoor TV, and a premium sound system perfect for entertaining or relaxing year-round. The lush landscaping, grassy area, and additional storage shed complete the outdoor experience. Additional highlights include a new roof (2019), A/C system (2021), WiFi-enabled irrigation system, fresh interior paint, and new LG washer, dryer, and dishwasher. Located in the desirable Dommerich area, just minutes from top-rated schools, dining, shopping, and major roadways, this home offers the perfect combination of location, upgrades, and lifestyle. This is the one you’ve been waiting for.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Mario Zendeli (407-325-3893)
219 QUAYSIDE CIR, MAITLAND, FL 32751
$850,000267 Days on yellowkey MLS ID: O6352851
REDUCED by $45,000 (5.0%) on 06/19/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1459 Built: 1985 Tax: $6,212 (2024)Community: The MooringsCondo
Taxes:$6,212
Remarks: Every so often, a property comes along that redefines what lake living can be, and this is that home. Thoughtfully reimagined from top to bottom, this two-bedroom, two-and-a-half-bath residence blends refined design with the effortless lifestyle of the Winter Park Chain of Lakes. Go inside to discover a fully renovated interior anchored by a showstopping 14-foot Cambria quartz waterfall island, the heart of a kitchen designed for entertaining and everyday luxury. The GE Monogram and Café appliance suite, paired with custom solid wood, soft-close cabinetry, makes every detail feel bespoke. Natural light fills the living spaces through PGT double-pane insulated windows and Andersen French doors, framing tranquil garden views that create a sense of calm and privacy. Upstairs, two spacious bedroom suites offer comfort and style, each crafted with high-end finishes and thoughtful touches throughout. Beyond the walls, enjoy the rare privilege of a dedicated boat slip on Lake Maitland, Winter Park’s largest and sought-after body of water. Cruise the connected lakes, explore the historic canals or simply unwind at sunset, all just near home. Built in 1985 and completely transformed with modern systems, including a 2023 HVAC and water heater, this residence offers peace of mind to match its beauty. A one-car garage adds convenience, while every finish reflects care, quality and craftsmanship. Here, luxury isn’t just found inside, it’s a way of life, lived by the water.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Chad Isenhart (407-955-0033)
9001 LAKE CHARITY DR, MAITLAND, FL 32751
$575,00063 Days on yellowkey MLS ID: O6405361
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1623 Built: 1958 Tax: $1,937 (2025)Community: Druid Hills EstsSingle Family
Taxes:$1,937
Remarks: Welcome to a rare opportunity in the beautiful neighborhood of Druid Hills in Maitland—this charming single-family home is on the market for the first time in 45 years. Built with solid block construction, this home offers exceptional durability, structural soundness, and reliable weather resistance, giving peace of mind for years to come. Situated on an expansive and highly desirable corner lot, the property provides a unique blend of privacy, space, and long-term potential. With .41 acres of land, this double lot offers endless possibilities, whether you’re looking to enjoy the generous yard or explore the option to split it into two separate parcels. Inside, the home features 3 bedrooms and 2 bathrooms across 1,623 square feet of thoughtfully designed living space. A spacious layout provides comfort and functionality, while large windows invite in natural light, creating a warm and welcoming atmosphere throughout. The 2-car garage offers ample storage and convenience, complementing the home’s practical appeal for everyday living. Outside, the oversized lot is truly the standout feature—lush, open, and full of potential for outdoor living, expansion, or future development. With its prime location, generous lot size, and first-time availability in decades, this is a one-of-a-kind opportunity you won’t want to miss.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Joseph Sipp (407-820-7016)
320 WHITE OAK CIR, MAITLAND, FL 32751
$799,000118 Days on yellowkey MLS ID: O6390473
1 Days Off yellowkey (back on 6/27/2026)
REDUCED by $26,000 (3.2%) on 06/23/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2681 Built: 1973Monthly Fee: $31 Tax: $3,975 (2025)Community: Maitland GroveSingle Family
Taxes:$3,975
Remarks: Under contract-accepting backup offers. ENTERTAINING MAITLAND GROVE POOL HOME. Step inside to discover oversized rooms, including a spacious great room overlooking the covered lanai and swimming pool in a private setting perfect for gatherings. Back yard includes a vinyl privacy fence, Pool resurfaced with Pebble Tec. Patio and pool decking have pavers with plenty of room for extra lounging. Lots of Room for everyone, including lIving Room, Dining Room and 4 bedrooms. Kitchen features all new SS appliances and sink w/ faucet, a separate breakfast room and laundry room. Primary room features en suite updated bathroom with dual vanity, shower, w/ tub, walk in closet and large slider doors overlooking the serene pool. Home offers lots of closet and ample storage. Extra Long driveway with side entry oversized garage includes utility sink. Home has been lovingly cared for. Call to view today!
Listing is courtesy of: OVERSTREET REAL ESTATE INC (407-595-5546)
Listing Agent: Susan Filebark (407-595-5546)
1295 BLESSING ST, MAITLAND, FL 32751
$415,00047 Days on yellowkey MLS ID: O6410494
1 Days Off yellowkey (back on 6/26/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1751 Built: 2006Monthly Fee: $520 Tax: $4,800 (2025)Community: Maitland ClubSpa: NoTownhouse
Taxes:$4,800
Remarks: 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)
204 QUAYSIDE CIR #504, MAITLAND, FL 32751
$458,500138 Days on yellowkey MLS ID: O6383019
0 Days Off yellowkey (back on 6/24/2026)
REDUCED by $500 (0.1%) on 05/02/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1270 Built: 1984Monthly Fee: $590 Tax: $6,851 (2024)Community: Moorings On Lake Maitland CondoCondo
Taxes:$6,851
Remarks: Seller to pay up to one year of HOA! Wake up to shimmering lake views and unwind each evening with breathtaking Florida sunsets in this beautifully refreshed 2-bedroom, 2-bathroom condo. From the moment you step off the elevator, you’re welcomed into a light-filled, open-concept living space highlighted by oversized glass sliding doors that lead to a private enclosed patio—seamlessly blending indoor and outdoor living. The kitchen is both bright and inviting, featuring upgraded cabinetry, a spacious eat-in area, and a large island designed for effortless entertaining. Thoughtful updates throughout include upgraded flooring, brand-new carpet installed just six months ago, and a newer AC unit replaced two years ago for added comfort and peace of mind. Custom-tailored curtains complete the space with a refined, polished finish. cThe primary suite offers a quiet, private retreat with its own bath, while the split-bedroom layout ensures comfort and privacy for guests. Life at The Moorings is centered around a relaxed, lakeside lifestyle—complete with a community pool, heated spa, clubhouse, lushly landscaped grounds, and direct access to Lake Maitland on the Winter Park Chain of Lakes. Spend your days on the lakefront dock or hosting poolside gatherings, then enjoy the convenience of walking to local favorites like Luke’s and Antonio’s or exploring Maitland’s newly designed downtown with green spaces, farmers markets, and vibrant community events.
Listing is courtesy of: LUXE HUNTER REAL ESTATE (407-984-4888)
Listing Agent: Allison Hunter (407-221-4669)
933 and 935 ROBINHOOD CT, MAITLAND, FL 32751
$549,000258 Days on yellowkey MLS ID: O6355207
REDUCED by $50,900 (8.5%) on 06/10/2026
Bed: 6 Bath: 0.0 Gar: 4 Liv Area Sq Ft: 2484 Built: 1979 Tax: $7,294 (2024)Community: OakwoodApartment
Taxes:$7,294
Remarks: Under contract-accepting backup offers. HUGE PRICE DROP! Whole Duplex. 6/4 (3 bed 2 bath in each unit). The Duplex is located in a cul-de-sac on a large lot that backs up to walking trail. Oakmont neighborhood has access directly to Sunrail Maitland Station. No HOA. Unit 933 has a fireplace for those cold Florida winters. The backyard is fully fenced and has an above-the-ground pool and a fully functionable bar with electric and running water. Great Investment Opportunity! Reroofed in 2018. FREE 1-0 Temporary Buydown Rate (receive a 1% lower rate for 12 months) through the seller's preferred lender. Ask your agent for more info!! Offer expires June 30th.
Listing is courtesy of: KGV REALTY GROUP (407-474-0844)
Listing Agent: Olaf Stenger (407-325-4147)
614 BROOKWOOD LN, MAITLAND, FL 32751
$899,00055 Days on yellowkey MLS ID: O6408295
REDUCED by $26,000 (2.8%) on 06/24/2026
Bed: 5 Bath: 3.5 Liv Area Sq Ft: 3485 Built: 1968 Tax: $2,836 (2024)Community: Forest BrookSpa: NoSingle Family
Taxes:$2,836
Elementary School: English Estates Elementary
High School: Lake Howell High
Middle School: South Seminole Middle
Remarks: JUST REDUCED - 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 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. HUGE STORAGE SHED IN SIDE YARD EQUAL TO A ONE CAR 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 Agent: Gale Milgrim (407-443-9832)
195 CEDARWOOD DR, MAITLAND, FL 32751
$800,00021 Days on yellowkey MLS ID: O6418229
0 Days Off yellowkey (back on 6/23/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1941 Built: 1958 Tax: $2,492 (2025)Community: Lakewood Shores 1St AddSingle Family
Taxes:$2,492
Remarks: Under contract-accepting backup offers. Nestled on the shores of skiable Lake of the Woods, this beautifully maintained 3-bedroom, 2 and a half bath waterfront residence offers over 105 feet of private lake frontage with breathtaking open-water views. Designed for those who embrace the lake lifestyle, the property features a private boat launch, two docks, and a solar-powered boat lift, providing effortless access to one of Central Florida's most desirable private lakes. Inside, vaulted ceilings and abundant natural light create an inviting atmosphere, while the updated kitchen opens seamlessly to the living and dining spaces, making everyday living and entertaining a pleasure. The primary suite enjoys peaceful water views, and the home's coastal-inspired finishes enhance the relaxed lakefront setting. A spacious rear deck overlooks the water and serves as the perfect place to enjoy sunrise coffee, sunset gatherings, and weekends on the lake. Additional highlights include a durable metal roof, wood floors, mature landscaping, generous outdoor living spaces, and a prime Maitland location convenient to shopping, dining, top-rated schools, Winter Park, and Downtown Orlando. Rarely does an opportunity arise to own a move-in ready waterfront home with this combination of frontage, amenities, and direct access to skiable waters.
Listing Agent: Chase Tate, Pllc (217-899-2619)
653 GREEN MEADOW AVE, MAITLAND, FL 32751
$495,00069 Days on yellowkey MLS ID: O6402661
REDUCED by $23,000 (4.4%) on 06/23/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1909 Built: 1970 Tax: $1,992 (2024)Community: Forest Brook 3Rd SecSingle Family
Taxes:$1,992
Remarks: One or more photo(s) has been virtually staged. Seller Motivated. Location, Location, Welcome to your new 4 BED 2 BATH home tucked away on a quiet cul-de-sac street in the desirable Maitland community of "Forest Brook" This one-of-a-kind home offers the perfect blend of charm, space, and functionality. Lovingly maintained, the home welcomes you with a grand Foyer, Formal Living and Dinng rooms, open family room, ideal for gatherings. A new updated Chef's Kitchen, complete with a gas range, beautiful Cherry cabinets, new appliances, and new Quartz countertops. The spacious Florida Room has a fun step up bar with pass through access to the kitchen. Perfect for entertaining and offers its own AC/Heater unit. Step outside to the large wrap around Deck. Tons of space for outdoor entertaining. No neighbors behind you, just tons of conservation space. Additional upgrades include Roof-2021, AC-2023-Fl Room, AC-2025, Gas Water Heater-2010, Kitchen appliances 2023, Electrical panel- 2024. This home is ideally located just minutes from Winter Park, Casselberry, Winter Springs, Easy access to shopping, dining, and major commuter routes. Start living your Best Life.
Listing is courtesy of: A+ REALTY PROFESSIONALS, INC (407-702-5243)
Listing Agent: Darlene Chance (407-247-2307)
1149 CHARMING ST, MAITLAND, FL 32751
$590,00029 Days on yellowkey MLS ID: O6414938
1 Days Off yellowkey (back on 6/23/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2474 Built: 2006Monthly Fee: $520 Tax: $5,576 (2025)Community: Enclave/Maitland A-FTownhouse
Taxes:$5,576
Remarks: The Enclave at Maitland (Montacino), Beautifully Updated, First Floor Primary Bedroom, Oversized 20' x 26' Garage, Gated Community Living in the Enclave at Maitland which is highly sought-after, offering the perfect blend of style, comfort, and maintenance-free living. This fully updated Spanish-style townhome features 4 bedrooms, 3.5 bathrooms, a private paver courtyard, and an oversized attached two-car garage measuring approximately 20' x 26'—providing valuable extra space for storage, hobbies, a workshop area, or larger vehicles. One of the home's most desirable features is the spacious first-floor Primary Suite, offering privacy and convenience along with a beautifully updated en-suite bath featuring dual vanities, a soaking tub, separate shower, and walk-in closet. The thoughtfully designed floor plan is enhanced by soaring 9'8" ceilings on the main level, extensive crown molding, ceiling fans, and abundant natural light throughout. At the heart of the home is a stunning remodeled kitchen featuring 42-inch cabinetry with crown molding, granite countertops, stainless steel appliances, breakfast bar seating, and a cozy breakfast nook overlooking the private courtyard. The kitchen, all bathrooms, and even the laundry room have been tastefully updated, providing a move-in-ready experience for the next owner. You've got to see it! Upstairs you'll find a second private suite with its own updated bathroom, two additional bedrooms, another full bath, and a conveniently located laundry room. Closet organizer systems throughout the home provide exceptional storage and functionality. Residents enjoy access to a resort-style community pool overlooking picturesque Lake Charity, all within the security and convenience of a gated neighborhood. Ideally located near Maitland Boulevard and I-4, this exceptional location provides easy access to Downtowns of Orlando, Maitland and Winter Park, with premier shopping, dining, entertainment, and major employment centers. Offering a rare combination of updated finishes, flexible living space, oversized garage storage, and an unbeatable location, this exceptional townhome is ready to impress even the most discerning buyers.
Listing is courtesy of: YOUNG REAL ESTATE (407-904-0069)
Listing Agent: Ross Hudson (407-247-7288)
1511 E HORATIO AVE, MAITLAND, FL 32751
$719,00079 Days on yellowkey MLS ID: O6401235
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2676 Built: 1957 Tax: $6,013 (2025)Community: Minnehaha ShoresSingle Family
Taxes:$6,013
Remarks: Welcome to your dream home located in the heart of Maitland, FL. This stunning 4-bedroom, 3-bathroom residence is a perfect blend of modern comfort and timeless elegance. Lease Purchase available with a downpayment. Total Living Area 2760 Sq Ft. As you step inside, you'll be greeted by an inviting foyer that leads to a spacious open-concept living area, featuring high ceilings and abundant natural light. The gourmet kitchen boasts quartz countertops, new appliances, and ample cabinet space, ideal for culinary enthusiasts. The adjoining dining area is perfect for entertaining guests or enjoying family meals. The master suite is a true retreat with a walk-in closet and an en-suite bathroom featuring a luxurious soaking tub, dual vanities, and a separate shower. Three additional bedrooms provide plenty of space for family or guests, while the three full bathrooms ensure convenience and privacy for all. Outside, the large backyard offers a serene setting with a covered fenced-in yard, perfect for outdoor dining or relaxing in the Florida sunshine. The newly meticulously landscaped yard is designed for low maintenance, allowing you to enjoy the beautiful surroundings without the hassle. This property is located in a prime location, just minutes away from top-rated schools such as Maitland Middle School and Winter Park High School. Enjoy easy access to local landmarks and attractions including the Maitland Art Center, Lake Lily Park, and the Enzian Theater. For your shopping and dining needs, the Maitland City Centre and Winter Park Village are just a short drive away, offering a variety of upscale boutiques, restaurants, and entertainment options. Don't miss this incredible opportunity to own a piece of Maitland's finest real estate. Schedule your private tour today and experience the elegance and convenience of 1511 East Horatio Avenue. This home won't last long!
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Gustavo Vargas (407-854-2161)
444 BANYON TREE CIR #202, MAITLAND, FL 32751
$239,90064 Days on yellowkey MLS ID: TB8502707
REDUCED by $10,100 (4.0%) on 06/22/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1428 Built: 1973Monthly Fee: $555 Tax: $2,506 (2024)Community: Carrington Park A CondoCondo
Taxes:$2,506
Remarks: Beautifully well-maintained 3 bedroom, 2 bathroom condo located in the desirable Maitland area. This second floor unit features an updated kitchen, laminate flooring throughout, and an ope-concept layout that offers abundant natural light, including a bright and inviting porch space. The spacious primary-suite includes two walk-in closets. The communit offers a playground, fitness center, clubhouse a nice pool. Located closed to major roads and is walking distance to Publix, Starbucks and many other stores. Don't miss this exceptional opportunity!
Listing is courtesy of: THE KEYES COMPANY (305-371-3592)
Listing Agent: Lidia Gloria (561-756-3266)
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