Location: Maitland
Do Not Show Listings
220 ALPINE DR, MAITLAND, FL 32751
$427,400112 Days on yellowkey MLS ID: O6388051
REDUCED by $22,600 (5.0%) on 05/12/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 988 Built: 1953 Tax: $5,537 (2024)Community: Sunset RidgeSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,537
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Opportunity in the Maitland / Winter Park area! This one-owner home, held by the same family since the 1960s, is ideally located near shopping, dining, parks, and major roadways, providing convenient access throughout Central Florida. The property offers potential for renovation, expansion, or redevelopment, with a lot that provides space for future improvements. Ideal for homeowners, builders, or investors seeking a property in a desirable and established area. The adjacent property to the west (210 Alpine) is also available for purchase. Contact the listing agent for additional information and pricing on the neighboring parcel.
Listing is courtesy of: PREMIUM PROPERTIES R.E SERVICE (407-380-2800)
Listing Agent: Beth Hathaway (407-314-1300)
1501 DRUID ISLE RD, MAITLAND, FL 32751
$824,000100 Days on yellowkey MLS ID: O6389520
REDUCED by $26,000 (3.1%) on 04/28/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 3000 Built: 1971 Tax: $11,716 (2025)Community: Druid IsleSingle Family
Taxes:$11,716
Tax Year: 2025
Remarks: Lease option considered. LAKESIDE LIVING in Maitland, Florida! Nestled canal front with direct access to Lake Charity, this vintage block home is built like a fortress with all the modern luxuries of today. A unique home for those who desire authenticity in both design and quality. A side entry garage leads to a courtyard like entrance with a marble path and asian influenced landscape. Double doors open into an expansive footprint with 3 large bedrooms, 2 baths and over 3,000 sq ft of living space. A 42 x 12 sunroom overlooking the water pays homage to the nostalgic Florida charm of this decade. No expense was spared when renovating this interior. Luxurious finishings and professional installation can make all the difference! Especially noted in the kitchen and baths! Upon entering, a Balsato Beige Porcelain fireplace surround wall anchors the space with plenty of areas to create conversational seating, a designer’s dream! The kitchen island is open to the entire living space with tons of storage and a double waterfall edge in Taj Mahal Quartzite. The perimeter counters are done in beautiful Bora Bora Quartz by Sharifstone. Real wood cabinetry in white dove compliments the earth tones giving a more transitional than modern vibe. Brushed gold hardware, lighting & plumbing fixtures are the perfect “jewelry” for the space! All new high end appliances convey. A brick fireplace graces the dining/living room wall (sounding like a song), yet another functional design opportunity to really create a home that works for YOU. There’s plenty of spots for an office, although not formally mentioned and the ability to use some of the square footage to create an additional “room” if needed. The primary suite closet takes the cake with all the fun features a dream closet should have! The ensuite bath has a lovely vanity with Quartz tops, dual sinks and a gorgeous shower with designer tile and a frameless glass door. Hardware is all in a matte black. The additional 2 bedrooms share a bath that has also had a complete remodel! This home is move in ready with a timeless style throughout. Flooring is a cohesive blend of tile and luxury vinyl plank. New roof 2024. With ideal proximity to fine dining & shopping in Maitland, Winter Park’s infamous Park Avenue and the Theme Parks, you’ll find yourself “staycationing” a little more often!
Listing is courtesy of: LAKEFIELD REALTY GROUP LLC (407-383-6497)
Listing Agent: Autumn Makin (352-455-0044)
416 BANYON TREE CIR #206, MAITLAND, FL 32751
$117,90077 Days on yellowkey MLS ID: O6394980
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 658 Built: 1973Monthly Fee: $256 Tax: $1,736 (2024)Community: Carrington Park A CondoSpa: NoCondo
Taxes:$1,736
Elementary School: English Estates Elementary
High School: Lake Howell High
Middle School: South Seminole Middle
Remarks: Discover this beautifully maintained 1-bedroom, 1-bath condo in the highly desirable Banyan Tree Condominium of Maitland. Located on the second floor, this unit boasts abundant natural light, a functional layout, and low-maintenance living—perfect for families, first-time buyers, or savvy investors seeking rental income. Enjoy affordable HOA fees ($255.86/month) covering building insurance, pool, landscaping, and common areas. Situated in Seminole County, close to top-rated schools, shopping, dining, and major highways. Flood Zone X, no CDD, not currently homesteaded. This is an exceptional opportunity to own a comfortable home or a turnkey investment property. Act now—buyer to verify all information including school zoning, rental restrictions, and flood insurance requirements.
Listing is courtesy of: NEXUS INTERNATIONAL REALTY (305-301-3861)
Listing Agent: Yuleana Gil Abreu (561-564-1436)
200 SPARTAN DR, MAITLAND, FL 32751
$525,00086 Days on yellowkey MLS ID: O6394981
REDUCED by $15,000 (2.8%) on 05/12/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1830 Built: 1962 Tax: $5,197 (2025)Community: Cool-More SubSingle Family
Taxes:$5,197
Remarks: More photos to come soon! Welcome to 200 Spartan Dr, a beautifully updated 3/2 (with bonus room and large laundry room) pool home in the heart of Maitland. The interior has been thoughtfully opened up by removing walls between the living area and kitchen, creating a much more spacious and modern feel, and a large island was added to make the kitchen the center of the home. The home also features a bonus room offering great flexibility for a home office, workout space, or hobby room. Outside, enjoy a private pool and backyard space perfect for relaxing or entertaining. Conveniently located near shopping, dining, parks, and major roadways, this home offers comfort, functionality, and a great Maitland location. Roof, HVAC, and Water heater from 2018.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Nick Mandiola (407-453-0190)
1100 S ORLANDO AVE #306, MAITLAND, FL 32751
$649,00096 Days on yellowkey MLS ID: O6392583
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1125 Built: 1973Monthly Fee: $618 Tax: $4,561 (2025)Community: West Cove CondoCondo
Taxes:$4,561
Elementary School: Dommerich Elem
High School: Winter Park High
Middle School: Maitland Middle
Remarks: TURN KEY AND RENOVATED IN SOUGHT-AFTER WEST COVE!! Wake up to breathtaking sunrises with a stunning, unobstructed view stretching across Lake Maitland—the largest lake in the highly sought-after Winter Park Chain of Lakes—from this beautifully renovated, truly turnkey condominium. All flooring, bathrooms, fixtures, paint, AC, water heater, sliding door to balcony, kitchen/appliances, and closet systems have been painstakingly updated to the highest level, making for an unparalleled opportunity to simply move right in and begin enjoying immersive lake views. The primary suite has been reimagined and has its own ensuite bath and a new built-in closet with copious storage, complete with signature views of Lake Maitland. This spacious residence offers an ideal central location, just moments from an array of dining options, Lake Lily Park, Enzian Theater, and convenient access to Interstate 4 via Lee Road or Maitland Boulevard. The monthly association fee—lower than most lakefront communities—provides exceptional value and includes access to lakefront docks (with boat slips available on a first-come basis), a fitness center, an inviting lobby for entertaining, a heated pool and spa, a grilling area with seating, storage for canoes, kayaks, and paddleboards, assigned and guest parking, laundry facilities on every floor, Spectrum cable and internet, as well as water, sewer, and trash services. This property may be under audio/visual surveillance.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Frank Benevento (407-492-5153)
775 WOODSIDE RD, MAITLAND, FL 32751
$449,00055 Days on yellowkey MLS ID: O6403039
0 Days Off yellowkey (back on 5/10/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1456 Built: 1973 Tax: $3,458 (2025)Community: Forest Brook 5Th SecSingle Family
Taxes:$3,458
Remarks: Under contract-accepting backup offers. Welcome to 775 Woodside Road, ideally situated on a quiet cul-de-sac just minutes from Maitland and Winter Park’s most popular destinations. This beautifully updated three-bedroom, two-bath home offers an open floor plan filled with inviting living spaces and abundant natural light. Luxury vinyl flooring was installed throughout the home in 2023, while plantation shutters in the living room and bedrooms add both style and privacy. Sliding glass doors from the dining area and primary bedroom open to the spacious backyard, offering plenty of green space and room for a future pool. The kitchen is both functional and welcoming, featuring soft-close cabinetry, quartz countertops, stainless steel appliances, a designer backsplash, farmhouse sink, and a breakfast bar perfect for casual dining or entertaining. All three bedrooms offer generous closet space, complemented by two additional hallway linen closets. The spacious primary suite includes a walk-in closet and an updated bath with a large glass-enclosed shower and dual-sink vanity. The guest bath features a shower/tub combination and an updated vanity. Recent improvements provide peace of mind and include a newer water heater (2019), HVAC system (2020), roof (2021), and a partial re-pipe to reroute the main sewer line (2021).
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Wendy Williams Crumit (321-356-8590)
1928 SOUTH BLVD, MAITLAND, FL 32751
$479,90052 Days on yellowkey MLS ID: R4910950
1 Days Off yellowkey (back on 5/8/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1879 Built: 1969 Tax: $3,564 (2024)Community: NorthgateSingle Family
Taxes:$3,564
Remarks: Under contract-accepting backup offers. A rare Maitland find that combines a spacious 4-bedroom layout. Enjoy the freedom of a non-flood zone and no HOA fees or restrictions. The "Big Three" are already done: Roof (2022), HVAC (2023), and Water Heater (2024). Bonus: Original windows successfully passed all 4-point and wind mitigation inspections. Inside, a wide-open interior is flooded with natural light, featuring newly installed recessed lighting and a newer refrigerator (1 year old). Relax on the large screened-in porch overlooking a private, fully fenced backyard. Steps from Aldi and minutes from Trader Joe's and Whole Foods in Winter Park. Ideally situated near both the Winter Park Library and the Seminole Casselberry Library. Major updates, prime location, and zero HOA. Buy with total confidence: A pre-listing home inspection was completed last week, and the reports (4 Point and WM) are available at no cost! Schedule your private tour today! Note: Some interior photos feature previous owner-occupant staging to highlight design potential. Property is tenant-occupied until June 30th.
Listing is courtesy of: LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV (407-207-2220)
Listing Agent: Doori Sung (407-630-1638)
2422 BRANCH WAY #100, MAITLAND, FL 32751
$115,00072 Days on yellowkey MLS ID: O6398992
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 550 Built: 1973Monthly Fee: $216 Tax: $1,408 (2024)Community: Carrington Park A CondoCondo
Taxes:$1,408
Remarks: Great opportunity to own this 1-bedroom, 1-bathroom first-floor unit in a desirable and well-maintained community! This property offers a comfortable and functional layout with easy first-floor access, perfect for both homeowners and investors alike. Currently tenant-occupied with a lease in place through June 30, 2026, providing immediate rental income with future flexibility for personal use. Residents enjoy access to excellent community amenities, including a sparkling pool, fitness center, and playground, all within a lovely and welcoming environment. Conveniently located near major highways, shopping, dining, and entertainment, this property offers both lifestyle and investment potential. Don’t miss this versatile opportunity!
Listing is courtesy of: MIAMI TANGO INVESTMENTS REALTY (786-464-8803)
Listing Agent: Moses Nae (407-499-0240)
814 PARK LAKE CIR #8, MAITLAND, FL 32751
$216,00051 Days on yellowkey MLS ID: O6404876
Bed: 2 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1432 Built: 1972 Tax: $3,936 (2025)Community: Park Lake TwnhsCondo
Taxes:$3,936
Remarks: A beautiful affordable condo in Maitland. 2 bedrooms and 1 ½ baths with a 1 car garage. The kitchen has been updated with white cabinets and new counter tops. The appliances have been updated. There is a large dining room and separate living room. The utility room is on the 1st floor with an updated barn door for access. The 1st floor has wood flooring while the second floor has carpeting. The second floor has two bedrooms with an updated bathroom. The shower has been remodeled to allow easy access. This home has a large patio with artificial grass flooring. The one car garage is an added bonus. The property has had the window replaced, a new hot water heater and the electrical panel upgraded within the past couple of years. This wonderful unit is at a great price and will not last long.
Listing is courtesy of: NEXTHOME NEIGHBORHOOD REALTY (407-377-7735)
Listing Agent: Warren Gagne (407-461-9120)
448 STONEWOOD LN, MAITLAND, FL 32751
$624,990121 Days on yellowkey MLS ID: O6385060
INCREASED by $19,990 (3.3%) on 05/04/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3308 Built: 1980Monthly Fee: $33 Tax: $11,256 (2025)Community: StonewoodSpa: NoSingle Family
Taxes:$11,256
Elementary School: Lake Orienta Elementary
High School: Lyman High
Middle School: Milwee Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 4-bedroom, 3-bathroom pool home offering the perfect blend of space, style, and location! From the moment you walk in, you’ll love the open layout and rich hardwood floors that create a warm and inviting atmosphere throughout. Designed for both everyday living and entertaining, this home features a dedicated office plus separate living, dining, and family rooms—giving everyone their own space while still feeling connected. The updated fireplace serves as a stunning focal point in the main living area, enhanced by natural light pouring in through the skylights. Recent upgrades provide added peace of mind and value, including a paver driveway and new gutters installed in 2019, full home re-pipe in 2021, air ducts sealed and new insulation added in 2021, a new pool pump and new AC compressor (one unit) in 2022, and new bedroom flooring in 2023.The kitchen is a true standout with 42” cabinetry, granite countertops, and newer stainless steel appliances, all overlooking the main living areas for seamless entertaining. A built-in wet bar adds the perfect touch for hosting gatherings and holiday celebrations. Retreat to the spacious primary suite and enjoy large closets throughout the home, providing ample storage for every lifestyle. Step outside to your private backyard oasis featuring a sparkling pool and expansive deck—ideal for relaxing weekends, outdoor dining, and Florida sunshine year-round. Located with easy access to Uptown Altamonte, I-4, 436, and Maitland Boulevard, this home places you just minutes from Lake Lily, Winter Park Village, Downtown Winter Park, and Cranes Roost—offering endless options for dining, shopping, parks, and entertainment. This home truly checks every box—space, updates, location, and a pool to top it all off! ????
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Dominick Florio (321-377-4045)
2642 BROOKSIDE CT, MAITLAND, FL 32751
$629,00056 Days on yellowkey MLS ID: O6403669
Bed: 5 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2360 Built: 1970 Tax: $5,909 (2025)Community: Forest Brook 3Rd SecSingle Family
Taxes:$5,909
Remarks: Indulge in the epitome of modern living with this fully renovated masterpiece! Boasting a thoughtfully designed split floor plan, 5 bedrooms, and 2 bathrooms, this home offers the perfect blend of space, style, and versatility. The heart of the home, the sleek kitchen, is a culinary haven equipped with stainless steel appliances, and ample counter space with upscale quartz countertops and storage. It's a canvas for your culinary creations. Whether you're a passionate collector or a lover of occasional indulgence, the built-in wine cooler transforms ordinary moments into extraordinary ones. Beyond elegant glass doors, unveil an expansive living room that is sure to captivate. Bathed in natural light, this grand space invites relaxation, entertainment, and cherished family moments. With 5 well-appointed bedrooms, there's ample space for everyone. The split floor plan ensures privacy and convenience for all members of the household. The master bedroom is a sanctuary of sophistication and comfort. With its spacious design and thoughtful layout, it provides an inviting escape from the world outside. The en-suite bathroom complements the master suite with its lavish features, double vanities, and a spa-like shower - experience the touch of rainfall from above and immerse yourself in the lap of luxury with the ceiling-mounted shower head. A dedicated bonus room adds an extra layer of versatility, it's ideal for a home office, playroom, or creative studio, the space adapts to your unique needs. Don't miss the chance to call this fully renovated gem your own. With its spacious layout, and modern finishes.
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Giancarlo Chavez (312-869-1888)
1140 S ORLANDO AVE #F11, MAITLAND, FL 32751
$349,000111 Days on yellowkey MLS ID: O6388276
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 816 Built: 1969 Tax: $3,419 (2025)Community: Lake Maitland Terrace AptsCondo
Taxes:$3,419
Remarks: This luxury condominium is in the established complex of Lake Maitland Terrace which sits on the shores of Lake Maitland, Winter Park Chain of Lakes. This immaculately maintained complex includes 11, 2-story, mid-century modern buildings sprawled across several acres, creating beautiful green space and picturesque views across the lake. This unit is special. A complete renovation with every detail accounted for, it is turnkey with enduring design. Warm wood floors are carried through spaces, kitchen has been opened to living room and flanked with windows allowing natural light to shine. Kitchen features white 42-inch shaker style cabinetry, quartz counters, subway tile backsplash, open shelving and stainless appliances. Counter seating is inviting and creates great kitchen function with loads of counter space for the aspiring chef. Primary suite is spacious with large closet storage, and renovated bath. Secondary bedroom and additional bath add to the flexibility of the unit, a guest room or home office. Indoor laundry makes this lock-and-go lifestyle even more appealing. Custom window treatments, closet system storage, updated HVAC, and fresh paint throughout. The location is pristine with walkability to the Enzian independent theatre, Lake Lily Park with a recreational trail and park, and home to community events, many restaurants and more. A short distance to Winter Park Village and Park Avenue and zoned for incredible schools with Dommerich Elementary, Maitland Middle & Winter Park Highschool. Complex is amenity-rich with sidewalks, community pool, generous dock, shuffleboards and more. Make this rare opportunity yours to own a little slice of this Maitland treasure.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Alison Mosley (407-304-6458)
1994 KENASTON RD #1994, MAITLAND, FL 32751
$399,000160 Days on yellowkey MLS ID: O6374243
REDUCED by $16,000 (3.9%) on 04/28/2026
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2103 Built: 1982 Tax: $4,582 (2025)Community: Ultra Vista CondoSpa: NoCondo
Taxes:$4,582
Remarks: Located in the desirable city of Maitland, just three miles from Winter Park’s renowned Park Avenue, this extensively updated 3-bedroom, 3.5-bath townhouse offers modern living in a prime Central Florida location. Tucked within a quiet residential setting and zoned for highly rated Seminole County schools, the home provides easy access to dining, shopping, and entertainment while maintaining a sense of privacy and comfort. The thoughtfully designed layout offers flexibility and convenience across two levels. The main floor features a spacious primary bedroom complete with a walk-in closet and private bathroom. Also on the first level is a welcoming living area with vaulted ceilings, creating an open and airy feel, along with a dining space that looks out through French doors. The kitchen is well-appointed with stainless steel appliances, stone countertops, and ample workspace, making it ideal for everyday living and entertaining. A screened rear porch extends the living space outdoors, perfect for relaxing or enjoying Florida evenings. Upstairs, you’ll find a second primary bedroom with an attached bathroom, offering a private retreat for guests or multi-generational living. A third bedroom, also with its own bathroom, is located just off a landing that overlooks the living area below, adding architectural interest and an open-concept feel. Significant updates completed in 2024 enhance both comfort and long-term value, including a new roof, upgraded air conditioning system with a 10-year manufacturer warranty, fully updated plumbing, and modern electrical improvements with new breaker boxes, switches, and receptacles. Interior finishes include wood flooring on the main level, luxury vinyl plank flooring upstairs, tile in wet areas, energy-efficient Low-E double-pane windows, recessed LED lighting throughout, and updated fixtures in the kitchen and closets. The exterior was freshly painted in 2025, adding to the home’s curb appeal and move-in-ready condition. With its low-maintenance design, versatile floor plan, and unbeatable location near Winter Park’s Park Avenue and the scenic Chain of Lakes, this home presents
Listing Agent: Veronica Figueroa (407-519-3980)
1000 WINDERLEY PL #239, MAITLAND, FL 32751
$299,00085 Days on yellowkey MLS ID: O6395472
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1164 Built: 1982Monthly Fee: $523 Tax: $489 (2025)Community: Sun Bay Club CondoSpa: NoCondo
Taxes:$489
Elementary School: Lake Sybelia Elem
High School: Edgewater High
Middle School: Lockhart Middle
Remarks: Elegantly renovated two-bedroom, two-bath second-floor condo in the gated community of Sun Bay Club on Lake Destiny in Maitland. Vaulted ceilings and abundant windows create a bright, airy atmosphere throughout. The gourmet kitchen has been fully updated with 42-inch custom hardwood cabinets, Zodiaq (Cambrian) quartz countertops, a Kohler farmhouse sink, stainless steel appliances, and porcelain wood-plank floors. The kitchen opens to the dining and living areas, featuring a built-in desk, wood-burning fireplace, custom built-ins, clerestory windows, and triple sliding doors leading to a private balcony with a storage closet. The split floorplan includes the primary suite with a walk-in closet and a renovated bath with dual vanities, hardwood cabinets, designer fixtures, a glass-block shower, and natural light from a private skylight. The secondary bedroom has two wall closets and an upgraded bathroom with custom cabinets, a tub, and a skylight. Meticulously maintained with pride of ownership reflected throughout. Features include double-door entry, knockdown ceilings, designer finishes, ample storage, and an interior laundry closet. Additional updates include a new Carrier AC (2023), a new hot water heater (2025), and a new tile roof with gutters, downspouts, and skylights (2024). Sun Bay Club offers a beautiful lakefront pool, lake access with a boat ramp, a tennis court, a dog park, a community meeting room, and a car wash area for residents. Its central location is just minutes from I-4, RDV Sportsplex, Publix, shopping, and dining. Downtown Maitland, Winter Park, and Orlando are only a short drive away.
Listing Agent: Nancy Bagby (407-620-8868)
987 BRIGHTWATER CIR, MAITLAND, FL 32751
$1,100,00062 Days on yellowkey MLS ID: O6401747
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3270 Built: 1996Monthly Fee: $395 Tax: $12,450 (2025)Community: Maitland ClubSpa: YesSingle Family
Taxes:$12,450
Remarks: Your dream home awaits. Welcome to this exquisitely Renovated 4/4 PLUS OFFICE PLUS BONUS ROOM POOL HOME. Located in the gorgeous guard gated enclave of Maitland Club. From the moment you enter, soaring ceilings and an elegant 3-way split floor plan create a sense of openness and refined comfort. At the heart of the home lies a beautiful updated kitchen, complete with a spacious center island, induction cooktop, and newer appliances - seamlessly flowing in to the sunlit breakfast nook and invitation family room, where a gas fireplace adds warmth and charm. All of these living spaces overlook a breathtaking outdoor retreat featuring a sparkling oversized swimming pool, perfect for both quiet relaxation and lively entertaining. Designed with versatility in mind this 3 way split plan has an upstairs bonus room with a full bath, - ideal as a playroom, home theater, exercise room or even a combination of spaces due to it's large size. Set on a generous one-third acre lot, the property offers ample room for outdoor enjoyment, from a potential playground to a thoughtfully designed lanai with dedicated areas for dining and lounging. Every corner of this home invites you to linger and enjoy. Ideally located near everything you love, this home offers easy access to premier grocery destinations, vibrant shopping and dining, major roadways, perfectly blending luxury with everyday convenience. Just minutes from Whole Foods, Trader Joe’s, Altamonte Mall, and the renowned shops and restaurants along Park Avenue in Winter Park, you’ll enjoy the best of Central Florida living right at your doorstep. Well-maintained home with A/C replaced in 2017. Interior upgrades completed in 2020, including a updated kitchen, newer appliances, new flooring, and three beautifully renovated bathrooms. No pool heater. Homes of this caliber do not last long.... come experience it for yourself.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Gale Milgrim (407-443-9832)
1375 LAKE SHADOW CIR #11203, MAITLAND, FL 32751
$174,90061 Days on yellowkey MLS ID: O6402311
Bed: 2 Bath: 1.0 Gar: 2 Liv Area Sq Ft: 898 Built: 2000Monthly Fee: $462 Tax: $2,714 (2025)Community: Visconti WestCondo
Taxes:$2,714
Remarks: Amazing upgraded two-bedroom, one bath Condo in the gated waterfront community at Visconti in Maitland with features of spacious living and comfortability. This stunning Condo Unit features with large windows letting in plenty of natural light and giving the common living area a fresh air feel. The dining/living combo opens to a big, screened patio through sliding glass doors. The kitchen overlooks the living and dining room and contains a full suite, including the refrigerator, range, dishwasher, disposal and plenty of cabinet and countertop. The bedroom is also including a large walk-in closet. This unit has oversized laundry room that includes full-size washer and dryer.Visconti community comes with professional maintenance of Ponds, professionally landscaped and well-maintained common areas as well as a BEAUTIFUL Resort Style Pool and Club House along with tennis court, fitness, basketball court, car washing area ext. Primely located close to all shopping, entertainment areas and just minutes to major highways, I4. You don't need to look any further for your Dream Home! Schedule your viewing today! Note: Some of the pictures are showing the virtual staging of the unit and the furnitures are not included to the listing
Listing is courtesy of: USCO CAPITAL GROUP (407-666-7686)
Listing Agent: Simon Colak (407-666-7686)
360 LAKE SEMINARY CIR, MAITLAND, FL 32751
$4,999,000217 Days on yellowkey MLS ID: O6362152
Bed: 5 Bath: 7.0 Gar: 3 Liv Area Sq Ft: 6466 Built: 2026 Tax: $3,536 (2024)Community: FloridahavenSpa: YesSingle Family
Taxes:$3,536
Remarks: Pre-Construction. To be built. An extraordinary opportunity to claim one of Lake Seminary’s desired shorelines awaits. Masterfully envisioned by Heathrow Custom Homes, this newly built lakefront estate introduces a fresh standard of modern luxury for Maitland and Winter Park. Poised on an expansive 0.69-acre parcel, the residence spans nearly 6,500 square feet of impeccably curated living space, where sophisticated architecture and bespoke finishes harmonize with the tranquil beauty of the lake. A striking floating staircase framed by floor-to-ceiling glass offers a captivating first impression, while the grand entry reveals uninterrupted vistas of the pool terrace and shimmering water beyond. The chef’s kitchen, anchored by a remarkable 20-foot island, features premier appliances, exceptional storage and a concealed full-service scullery, creating an environment for hosting with grace and ease. The great room continues the home’s celebration of light and space with walls of glass that welcome breathtaking lake views at every turn. The primary suite is a serene retreat, showcasing a spa-inspired bath with floating vanities, a freestanding soaking tub, an expansive glass-enclosed shower and extravagant walk-in closets designed for the discerning owner. A secondary bedroom suite and oversized laundry enrich the main level, while an expansive lanai with an extraordinary summer kitchen invites effortless alfresco living, an experience only genuine lakefront living can provide. The second floor unfolds into a generous game room, complete with a wet bar and kitchenette. Three beautifully appointed bedroom suites, two scenic balconies, and a purpose-built home theater create an environment tailor-made for indulgence and entertainment. A new boathouse, soon to be constructed, further elevates the lakefront lifestyle. With three garages, a contemporary parking court, and meticulously executed architectural detail, this residence embodies modern luxury at its most refined. Lake Seminary, home to just 35 exclusive residences, offers coveted privacy while remaining moments from boutique shopping, celebrated dining and best of Winter Park. Immediate access to Interstate 4 and surrounding beltways ensures effortless connectivity throughout Central Florida.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Mel Bernstein (407-810-4726)
1033 HAMLET DR, MAITLAND, FL 32751
$350,000227 Days on yellowkey MLS ID: O6359229
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1146 Built: 1994Monthly Fee: $52 Tax: $474 (2024)Community: Hamlet At MaitlandSingle Family
Taxes:$474
Remarks: This charming 3-bedroom, 2-bathroom single-family home with the best of Florida living. Located in the north of Orlando (Maitland - Winter Park area). 1.3 miles to the Center of Winter Park Shopping Plaza (Office Depot, UPS, Ross, Marshalls, Home Goods, Five Below, LA Fitness, Petco and Michaels, Whole Foods Markets, and Banking). Access to major highways, minutes to downtown, and Orlando's world-renowned theme parks. This 1,146 square foot home features an open-concept floor plan. Primary suite includes a walk-in closet and a private suite bathroom, plus two additional bedrooms that provide flexibility for guests, family or a home office. 1 car garage with a large driveway that accommodates 2 more cars. The property's best feature is solar panels owned outright! With an average monthly bill of $35.00!!! Don't miss your chance to make it yours - schedule a private showing today!
Listing is courtesy of: BOX REAL ESTATE LLC (954-526-3900)
Listing Agent: Bennie Olivo (954-305-0844)
1100 LAKE SHADOW CIR #2307, MAITLAND, FL 32751
$200,00065 Days on yellowkey MLS ID: S5148098
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1111 Built: 2000 Tax: $3,059 (2025)Community: Visconti WestCondo
Taxes:$3,059
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 2-bedroom, 2-bathroom condo in the sought-after Visconti community, where comfort, convenience, and lifestyle come together. Located on the third floor, this light-filled residence features soaring vaulted ceilings that create an open, airy feel, complemented by abundant natural light throughout. Ideally positioned just steps from the clubhouse, you’ll enjoy effortless access to resort-style amenities, including a sparkling pool and fully equipped fitness center—perfect for both relaxation and an active lifestyle. This move-in ready condo is an excellent opportunity for both homeowners and investors alike. With quick access to I-4, commuting to Downtown Orlando is easy, while the shopping, dining, and entertainment of Altamonte Springs are just minutes away. Opportunities like this in Visconti don’t last—schedule your private showing today.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Jodi Lambiase (407-848-0847)
1074 HAMLET DR, MAITLAND, FL 32751
$308,000330 Days on yellowkey MLS ID: O6331672
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1076 Built: 1994Monthly Fee: $52 Tax: $1,135 (2024)Community: Hamlet At MaitlandSingle Family
Taxes:$1,135
Remarks: Welcome to this beautifully maintained 3-bedroom, 2-bathroom home that blends comfort, convenience, and an unbeatable location. From the moment you step inside, you’ll notice the inviting layout featuring a spacious living area filled with natural light and a functional kitchen equipped with newer stainless steel appliances—perfect for everyday living and entertaining alike. The home sits on a fully fenced lot with durable vinyl fencing, offering both privacy and a secure space for pets or play. Just beyond your backyard, enjoy direct access to a public playground—an ideal setup for families or anyone who loves being outdoors without losing the comfort of home. With a low HOA and a prime location, this home offers easy access to some of the area’s most exciting new developments and local favorites. You’ll be just minutes from the brand-new Lifetime Fitness currently under construction, the state-of-the-art HostDime data center, Winter Park Village, Whole Foods, and Amtrak. Plus, with quick access to I-4, commuting and weekend getaways are a breeze. Whether you’re a first-time buyer, downsizing, or looking for a solid investment in a growing area, this property offers the perfect blend of value, lifestyle, and location. Don’t miss your chance to make it yours!
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