Location: Maitland
Do Not Show Listings
1475 LAKE SHADOW CIR #6307, MAITLAND, FL 32751
$199,900Listed 07/16/2026 4:32PM MLS ID: TB8530065
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1111 Built: 2000 Tax: $1,494 (2025)Community: Visconti EastSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,494
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome home to this beautifully updated and maintained 2-bedroom, 2-bath corner unit condo at Visconti West in Maitland! Located on the third floor, this light filled home features vaulted ceilings and an open, airy floor plan designed for comfortable living. The spacious primary suite includes an en-suite bathroom, while both bedrooms offer generous walk-in closets. The kitchen and bathrooms feature upgraded granite countertops and luxury vinyl plank flooring throughout the entryway, kitchen and bathrooms. Enjoy your morning coffee or unwind in the evening on the screened balcony. Additional highlights include an in-unit laundry room with washer and dryer, AC unit (2023), and hot water heater (2025). Residents enjoy gated access and resort style amenities including a pool, fitness center, clubhouse, tennis court, basketball court, valet trash pickup Monday through Friday, and a scenic pond and lake. Conveniently located just minutes from I-4, shopping, dining and entertainment, this home offers the perfect blend of style, comfort, and an unbeatable location.
Listing is courtesy of: GET MORE OFFERS (877-232-9695)
Listing Agent: Keith Gordon (727-610-8041)
916 PARK LAKE CIR #34, MAITLAND, FL 32751
$259,0001 Day on yellowkey MLS ID: O6425726
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1496 Built: 1972 Tax: $3,144 (2025)Community: Park Lake TwnhsCondo
Taxes:$3,144
Elementary School: Dommerich Elem
High School: Edgewater High
Middle School: Maitland Middle
Remarks: Gorgeous 3-bedroom, 3-bath, two-story townhome available now! This move-in-ready home features an updated kitchen with all appliances included, a convenient mudroom with washer and dryer hookups, fresh interior paint, and luxury vinyl plank (LVP) flooring throughout. Each spacious bedroom offers its own private bathroom and walk-in closet, providing comfort and privacy for everyone. It offers a 1-car garage and private courtyard, with plenty of guest parking. Enjoy maintenance-free living with the HOA handling exterior maintenance and lawn care. Conveniently located near I-4, shopping, dining, and everyday amenities, this property is ideal as a primary residence, investment property, or family home. Schedule your private showing today!
Listing is courtesy of: DON ASHER & ASSOCIATES, INC. (407-425-4561)
Listing Agent: Samantha Hafner (407-557-6653)
820 PARK LAKE CIR #11, MAITLAND, FL 32751
$225,4991 Day on yellowkey MLS ID: G5115173
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1432 Built: 1972 Tax: $1,337 (2025)Community: Park Lake TwnhsCondo
Taxes:$1,337
Remarks: Why pay Winter Park prices when you can live minutes away? Welcome home to this beautifully updated 2-bedroom, 1.5-bath townhouse in the heart of Maitland, where location, lifestyle, and value come together. From the moment you walk in, you'll appreciate the many upgrades already completed, including a gorgeous kitchen with quartz countertops and stainless steel appliances, luxury vinyl plank flooring throughout, new energy-efficient windows and sliding glass doors, updated lighting, an updated half bath, and a new A/C (2022). The home features a spacious, fenced private courtyard. You have a partial garage/carport area, or you can utilize the entire space for outdoor living. Picture a patio furniture set, an outdoor TV, a grilling station, and a safe place for the kids to play or the pets to run around. Upstairs, you will find two HUGE bedrooms joined by a Jack-and-Jill bathroom. You cannot find bedrooms this big in newer homes. Each bedroom easily fits a king-sized bed and all furnishings needed. Both bedrooms have dual closets, and then there is an additional closet on the upstairs landing, so storage space will not be an issue. Outside, you'll discover one of the community's hidden gems—an expansive open green space and Park Lake just steps from your front door. Whether you're walking the dog, enjoying time with the kids, or spending a quiet evening outdoors, you'll love the sense of space and tranquility. And then there's the location, because your lifestyle should be just as important as the features of your home. Imagine grabbing coffee in Winter Park, spending Saturday mornings at Lake Lily, or meeting friends on Park Avenue, all without paying Winter Park prices. With easy access to I-4 and several major healthcare campuses nearby, this home is ideally situated for professionals, commuters, and anyone looking for a low-maintenance lifestyle close to everything. Most of the heavy lifting has already been done. All that's left is for you to move in and make it yours. This one won't last long, so schedule your showing today!
Listing is courtesy of: KAREN & CO REALTY (352-289-6100)
Listing Agent: Karen Tefft (352-729-1227)
1507 GROVE ST, MAITLAND, FL 32751
$231,00045 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)
1100 LAKE SHADOW CIR #2307, MAITLAND, FL 32751
$190,00087 Days on yellowkey MLS ID: S5148098
REDUCED by $10,000 (5.0%) on 06/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1111 Built: 2000 Tax: $3,059 (2025)Community: Visconti WestCondo
Taxes:$3,059
Remarks: 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)
2329 COAWOOD #103, MAITLAND, FL 32751
$140,00016 Days on yellowkey MLS ID: O6421431
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1206 Built: 1973Monthly Fee: $470 Tax: $2,475 (2025)Community: Carrington Park A CondoCondo
Taxes:$2,475
Remarks: Welcome to Carrington Park — one of Maitland’s most conveniently located communities! This ground-floor 2-bedroom, 2-bathroom condo offers 1,200+ square feet of comfortable living space at an unbeatable price point, making it an ideal primary residence or a smart addition to any investment portfolio.The open living and dining area flows naturally to a private screened patio perfect for enjoying Florida’s year-round weather without the bugs. Both bedrooms are generously sized, and the split-style layout offers privacy for owners and guests alike.Residents enjoy access to community amenities including a sparkling pool, fitness center, and more, all just steps from your front door. Situated at the corner of Howell Branch and SR-436, you’re minutes from shopping, dining, and major employers, with easy access to UCF, Full Sail, and Downtown Orlando.Whether you’re looking for a place to call home or a turnkey rental opportunity in a high-demand corridor, this one checks all the boxes. Priced at $140,000, schedule your showing before it’s gone.
Listing is courtesy of: NEXTHOME SUNSHINE REALTY (321-900-2389)
Listing Agent: Jahmarie Jean (919-638-5652)
1000 WINDERLEY PL #141, MAITLAND, FL 32751
$295,00029 Days on yellowkey MLS ID: O6417569
REDUCED by $5,000 (1.7%) on 07/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1275 Built: 1982Monthly Fee: $523 Tax: $2,725 (2025)Community: Sun Bay Club Condo Ut 1Condo
Taxes:$2,725
Elementary School: Lake Sybelia Elem
Middle School: Lockhart Middle
Remarks: Ground-floor 2BR/2BA in the gated, lake-access community of Sun Bay Club in Maitland, FL — updated and move-in ready! The kitchen was renovated in 2023 with new cabinets, quartz countertops, and updated appliances (microwave 2024, dishwasher 2025). Both bathrooms were updated in 2026: the primary with a new double-sink vanity, modern lighting, and a pocket door for privacy, and the hall bath with a new vanity, mirror, and lighting. Durable wood-look tile and wood flooring throughout — no carpet. This is a two-story building, which falls outside Florida's SIRS and milestone inspection requirements that apply to condos three stories and taller. The open-concept living space extends through sliding glass doors to an enclosed sunroom overlooking the pond, ideal as a home office or morning coffee spot, and each bedroom opens to its own private screened patio. The primary suite adds a walk-in closet with built-in shelving; the second bedroom offers double closets with built-in shelving as well. HOA fee includes cable/internet, lake access for boats and jet skis, a large lakefront pool, a tennis court, and all exterior maintenance, including the roof. Minutes to Maitland and Winter Park shopping and dining, and easy access to highway I-4. Great option for low maintenance living as a primary residence or an investment opportunity. Schedule a viewing today!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Cece Wong (407-809-1440)
204 QUAYSIDE CIR #504, MAITLAND, FL 32751
$458,500146 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
High School: Winter Park High
Tax Year: 2024
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)
1140 S ORLANDO AVE #E2, MAITLAND, FL 32751
$209,50062 Days on yellowkey MLS ID: O6404875
REDUCED by $5,000 (2.3%) on 07/14/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 612 Built: 1971 Tax: $539 (2025)Community: Lake Maitland Terrace AptsCondo
Taxes:$539
Remarks: 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)
249 W LAKE FAITH DR #205, MAITLAND, FL 32751
$315,00063 Days on yellowkey MLS ID: O6406744
REDUCED by $10,000 (3.1%) on 07/13/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1739 Built: 1974Monthly Fee: $620 Tax: $1,339 (2025)Community: Lake Faith VillasCondo
Taxes:$1,339
Remarks: One or more photo(s) has been virtually staged. Tucked away in this delightful and quiet lakefront community this beautifully renovated GROUND FLOOR condo offers so much, including a 2 PARKING SPACES - one is a deeded carport and the other is an open assigned parking spot... And there is a separate storage closet too! Situated on one level, this 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 entry 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). Along with these upgrades, there have been system updates including new hot water heater (2015), new AC (2016) and replumbed (2013). 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)
1100 S ORLANDO AVE #306, MAITLAND, FL 32751
$599,000118 Days on yellowkey MLS ID: O6392583
REDUCED by $50,000 (7.7%) on 07/12/2026
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
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)
1140 S ORLANDO AVE #E11, MAITLAND, FL 32751
$195,90016 Days on yellowkey MLS ID: O6421126
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 612 Built: 1971 Tax: $2,526 (2024)Community: Lake Maitland Terrace AptsCondo
Taxes:$2,526
Remarks: LAKE ACCESS LIVING in one of Central Florida's most desirable locations! Welcome to 1140 S. Orlando Ave E11, a move in ready condo ideally located on the Winter Park and Maitland border in the sought after Lake Maitland Terrace community. Enjoy private access to Lake Maitland, part of the prestigious Winter Park Chain of Lakes, where you can spend your days paddle boarding, kayaking, boating, fishing, or simply relaxing by the water. Community amenities include a brand new lakefront pool, clubhouse available for private events, shuffleboard, putting green, community laundry facilities, COMMUNITY DOCK and additional storage. Inside, you'll find a functional floor plan with separate living and dining spaces, abundant natural light, and a well maintained interior that's ready to enjoy or personalize over time. Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this condo offers exceptional value in an unbeatable location. Just minutes from Park Avenue and walking distance to local favorites including the Enzian Theater, Eden Bar, Luke's Kitchen and Bar, Antonio's, Francesco's, the Shoppes at Maitland, and beautiful Lake Lily Park. With easy access to downtown Winter Park, downtown Orlando, I 4, shopping, dining, and entertainment, this is low maintenance Florida living at its best.
Listing is courtesy of: IAD REAL ESTATE (407-720-0020)
Listing Agent: Abby Green (321-947-4460)
1440 LAKE SHADOW CIR #8201, MAITLAND, FL 32751
$184,90034 Days on yellowkey MLS ID: O6416664
REDUCED by $14,100 (7.1%) on 07/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1111 Built: 2000Monthly Fee: $532 Tax: $3,298 (2025)Community: Visconti West CondoCondo
Taxes:$3,298
Remarks: If you are looking for a terrific property, look no further! You or your tenant can live the lifestyle deserved in this RESORT-STYLE, video-monitored GATED COMMUNITY located on beautiful Lake Shadow in the heart of Maitland Center. This two-bed/two-bath, 2nd-story, CORNER UNIT features an OPEN floor plan with a LIVING/DINING COMBO and 9-FOOT CEILINGS. The KITCHEN includes a breakfast bar, closet pantry, INSIDE UTILITY CLOSET with washer and dryer, and neutral tile. All appliances convey at closing. DOUBLE MASTERS each offer an en-suite bath and a walk-in closet. The 20 X 20 living area provides lots of sunlight and features a built-in nook with glass shelving you can use as you choose. In 2024, the interior was painted, and carpet was installed. Through sliders, you can unwind at the end of a busy day on the SCREEN-ENCLOSED tiled LANAI and enjoy a TRUE ESCAPE. If extra storage is needed, a patio closet awaits! This GORGEOUSLY LANDSCAPED and PET-FRIENDLY community offers two LAKESIDE POOLS with Wi-Fi access, a club-quality FITNESS CENTER, grand CLUB ROOM with CATERING KITCHEN, fully-equipped BUSINESS CENTER, lighted TENNIS courts, BASKETBALL court, car wash area, two laundry facilities, 24-HOUR MAINTENANCE, WATER, SEWER, and a Monday-Friday VALET WASTE REMOVAL SERVICE. The condo community boasts a newer tile roof, reflecting ongoing care and investment in the property. Located minutes away from SR 414, I-4, 429, Routes 434 and 436; it is a quick drive to downtown Orlando, Cranes Roost Park, and to the upscale shopping and dining at Altamonte Mall, Altamonte Towne Center, Winter Park Village, and Winter Park’s quaint Park Avenue. Enjoy Florida living at its best! This property may be under audio & visual surveillance.
Listing Agent: Susan Schneider (407-461-1150)
1100 S ORLANDO AVE #956, MAITLAND, FL 32751
$795,000186 Days on yellowkey MLS ID: O6367405
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1685 Built: 1973 Tax: $5,844 (2024)Community: West CoveCondo
Taxes:$5,844
Remarks: LAKEFRONT - Enjoy condo living at its finest from the top-floor Lake Maitland penthouse with million-dollar water and above treetop views, and beautiful panoramic sunrises from multiple rooms. This 9th-floor, 1,685 SF residence features 2 bedrooms, 2 baths, 2 multi-purpose rooms, and an open-concept kitchen, dining, and living area. Centered on the west cove of Lake Maitland, the largest of the Winter Park Chain of Lakes. The primary suite offers a spacious bath with an oversized walk-in shower and walk-in closet. The second bedroom includes guest bath access and a 6-ft soaking tub. Interior features include engineered wood flooring, plantation shutters, grand crown molding, and custom built-ins, display areas and doors. Three sets of French doors open to two balconies overlooking the lake. Balcony features electric hurricane shutters and a private 6’x5’ storage closet. A place of serenity, peace and beauty; with an energy of quiet, expansiveness and closeness to nature. Community amenities include resort-style pool and spa, boat docks, kayak racks, fitness center, clubhouse, and on-site management. Walk to Enzian Theater, Lake Lily Park, community center, library, dining, farmers market; minutes to Park Ave, Whole Foods, Winter Park Village, and major roads.
Listing is courtesy of: BECK REALTY LLC (407-256-6369)
Listing Agent: Joann Beck (407-256-6369)
1140 S ORLANDO AVE #F11, MAITLAND, FL 32751
$325,000133 Days on yellowkey MLS ID: O6388276
REDUCED by $24,000 (6.9%) on 07/10/2026
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)
1140 S ORLANDO AVE #K15, MAITLAND, FL 32751
$420,0008 Days on yellowkey MLS ID: O6423880
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 816 Built: 1966Monthly Fee: $546 Tax: $3,419 (2025)Community: Lake Maitland Terrace AptsCondo
Remarks: Welcome to Lake Maitland Terrace, where this beautifully renovated condominium offers a rare opportunity to enjoy Chain of Lakes living. Included with the property is a leased boat dock on the Winter Park Chain of Lakes, paid through 7/31/2027, with the lease transferable to the new owner and renewable. This stunning 2-bedroom, 1.5-bath residence features picturesque lake views from both bedrooms as well as the screened front porch. The screened-in front porch is the perfect place to relax while overlooking the expansive lakefront campus, complete with a sparkling pool, fishing dock, putting green, and shuffleboard courts. From the moment you step inside, you'll appreciate the exceptional quality of the modern renovation, thoughtfully designed with both style and function in mind. The beautifully updated kitchen is ideal for entertaining, featuring premium finishes, generous workspace, and a party-size ice maker. It flows seamlessly into the dining area, where abundant built-in storage provides both convenience and organization. The spacious primary suite serves as a private retreat, complete with a walk-in closet, an updated half bath, and tranquil lake views to wake up to each morning. Whether you're looking for a full-time residence or a weekend escape, this move-in-ready home offers an exceptional lifestyle in one of Winter Park's most desirable waterfront communities. This is a rare opportunity you won't want to miss.
Listing Agent: Michael Ford (407-808-3598)
1140 S ORLANDO AVE #H3, MAITLAND, FL 32751
$419,90029 Days on yellowkey MLS ID: O6415783
REDUCED by $20,000 (4.5%) on 07/07/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 816 Built: 1964Monthly Fee: $546 Tax: $2,530 (2025)Community: Lake Maitland Terrace AptsCondo
Taxes:$2,530
Remarks: Virtually Staged. RARE LAKEFRONT opportunity to Live right on LAKE MAITLAND! Sip your morning coffee with one of the most premier views in the entire community! BONUS: It's on the main FIRST floor, so NO STAIRS! Just a pure unencumbered view of Lake Maitland right from your living room! And only a few steps to the dock or community pool!! This unit has the EXTRA HALF BATHROOM and has been tastefully updated to accentuate it's incredible mid century modern original features, that are in immaculate condition! There may never be another unit quite like this one! The high end plantation shutters offer privacy when needed, but can stay wide open for that view! Enjoy the remodeled Community POOL & Clubhouse all on the stunning water front of Lake Maitland which is also connected to the Winter Park Chain of Lakes. Plenty of fishing, fun and relaxing to be had on the community dock, shuffleboard and putting green! So many amenities nestled amongst the towering shade trees and mature landscaping. The Mid Century Modern architecture is about as timeless of a look that you can find that fits the Maitland/Winter Park lifestyle. You couldn't ask for a better location at just minutes from downtown Winter Park, Park Ave, SunRail station and all the restaurants surrounding the 17/92 Maitland/Winter Park Corridor. All Units recently had metal roof replacement in 2025 and were just freshly painted as well. It's completely move in ready with all New Luxury Vinyl Plank Flooring, Kitchen and bathroom updates,. This unit has not been available for many years, so don't miss out on this view!
Listing is courtesy of: UNITED REAL ESTATE PREFERRED (407-243-8840)
Listing Agent: Christopher Schiffermiller, Llc (407-409-5702)
550 FLEMMING WAY #100, MAITLAND, FL 32751
$129,00042 Days on yellowkey MLS ID: O6412669
0 Days Off yellowkey (back on 7/9/2026)
REDUCED by $10,000 (7.2%) on 07/06/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1051 Built: 1973Monthly Fee: $448 Tax: $2,287 (2025)Community: Carrington Park A CondoCondo
Taxes:$2,287
Remarks: Under contract-accepting backup offers. Bright and well maintained 2 bedroom, 1 bath condo located in a desirable shopping and dining area! This inviting home features abundant natural light, a spacious walk-in closet in the primary bedroom, and a relaxing enclosed patio perfect for additional living space or entertaining. The HOA includes water for added convenience. Residents also enjoy access to a community pool and low-maintenance living close to everything you need. Great opportunity for homeowners or investors alike!
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Brandy Ray (949-449-5652)
2517 CAPER LN #205, MAITLAND, FL 32751
$120,000254 Days on yellowkey MLS ID: O6358434
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 550 Built: 1973 Tax: $1,789 (2025)Community: Carrington Park A CondoCondo
Taxes:$1,789
Remarks: **ATTENTION INVESTORS** Take advantage of this great opportunity and Add this income producing property to your portfolio with tenant in place. Corner unit 1 bed 1 bath condo with new laminate floors and granite countertops. This second floor unit means there is no one above you and has a pool view located steps away. The mailbox and pool are only a few steps away. Location is walking distances to Publix, Starbucks and many other stores. It is also just a 10 min drive to Full Sail University and a 30 minute drive to the parks. Best location in Orlando! Best Return available!
Listing is courtesy of: MAYOLET REALTY LLC (407-491-4893)
Listing Agent: Mayolet Bornas Moreira (407-491-4893)
814 PARK LAKE CIR #8, MAITLAND, FL 32751
$215,00073 Days on yellowkey MLS ID: O6404876
REDUCED by $1,000 (0.5%) on 07/07/2026
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)
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