Displaying: For Sale
Location: Winter Park
Property Type(s): Condos
Beds: 3 to 3
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Winter Park - 17 properties found
7484 CANFORD CT #8, WINTER PARK, FL 32792
$240,00058 Days on yellowkey MLS ID: O6402492
REDUCED by $10,000 (4.0%) on 06/22/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1578 Built: 1974 Tax: $2,121 (2025)Community: Whisperwood CondoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,121
Elementary School: Cheney Elem
High School: Winter Park High
Tax Year: 2025
Middle School: Glenridge Middle
Remarks: This three-bedroom, three-bath updated Winter Park townhome-style condo is located in a quiet complex, a perfect place to call home. It's just minutes away from the University of Central Florida, Full Sail University, & Valencia College. This location makes an excellent investment for a college (or parents of) student. The upgraded kitchen has granite countertops with a custom sink, newer stainless steel appliances, and a closet pantry. There is a separate dining room that opens onto a very private brick paver patio with a new privacy fence. This unique condo features a flexible layout, an inside utility, and includes the washer & dryer. Modern-design porcelain tile flooring. The home has a large screen porch, which is considered by many in Florida, to be extra living space. There is also a front courtyard that is perfect for a raised bed garden or ???. Highly desired Winter Park schools. A 2-car carport with an ample lockable storage closet. New roof in 2020 and an updated electric system. The complex has a private community pool
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Greg Harrison (407-276-6141)
300 CAROLINA AVE #402C, WINTER PARK, FL 32789
$750,00033 Days on yellowkey MLS ID: O6410016
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1350 Built: 1982 Tax: $2,416 (2025)Community: Park West CondominiumsSpa: NoCondo
Taxes:$2,416
Elementary School: None
Middle School: Audubon Park K-8
Remarks: Virtually Staged. Welcome to Park West Condominiums — one of Winter Park’s most coveted and rarely available condominium communities, ideally located just one block from the boutiques, dining, and charm of Park Avenue. This unique 4th floor residence offers an exceptional combination of space, privacy, and potential. Featuring 3 bedrooms and 2 bathrooms, the expansive floor plan has been enlarged by enclosing two patios, creating generous living spaces rarely found in condominium living. Vaulted ceilings, skylights, and abundant natural light enhance the open, airy feel throughout the home, while the top-floor location provides remarkable tranquility and privacy. The spacious kitchen offers ample counter space, a breakfast bar, and excellent cabinet space, while the living area is anchored by a fireplace — another uncommon feature in condo living. Large bedrooms, a sizable in-unit laundry room with extensive storage, and an oversized attic provide an extraordinary amount of storage seldom seen in comparable properties. The primary suite features vaulted ceilings, a walk-in closet, and a spacious bathroom layout. For maximum flexibility, the second bedroom, featuring a bright Sun Room alcove, connects to the primary bedroom so it could also be utilized as a private den. Recent unit improvements include a NEW HVAC system, a NEW Water Heater, and Plumbing updates. A reserved covered parking space is included, along with plentiful guest parking for visitors. Residents of Park West enjoy a secure gated entrance, community pool, tennis court, on-site community manager, and beautifully maintained grounds with extensive recent community improvements completed. Association fees include water, sewer, and trash service, creating a truly low-maintenance “lock-and-leave” lifestyle ideal for travelers or seasonal residents. While this condo presents an exciting opportunity for personalization, the location, floor plan, and features make this an exceptional offering with tremendous potential. Opportunities in Park West are exceedingly rare — this is your chance to create something truly special in the heart of Winter Park.
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Erin Baker (407-719-0030)
101 S NEW YORK AVE #311, WINTER PARK, FL 32789
$1,849,9007 Days on yellowkey MLS ID: O6416927
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3112 Built: 2008Monthly Fee: $1,303 Tax: $20,039 (2025)Community: Winter Park ResidentialCondo
Taxes:$20,039
Elementary School: Audubon Park K8
Remarks: Discover luxury living in this exquisitely renovated two-story condominium, ideally situated on the third floor of the highly sought-after Douglas Grand in the heart of Winter Park. This elegant three-bedroom, three-and-one-half-bath residence seamlessly blends sophisticated design with everyday comfort. Immediately captivating, the light-filled open floor plan showcases stunning new wide-plank white oak flooring, high ceilings, detailed crown molding, and all-new designer lighting throughout. The chef’s kitchen is a showpiece, featuring crisp white cabinetry, luxurious white quartz countertops, a spacious breakfast bar island, elegant gold hardware, and a built-in desk. A charming breakfast nook offers the perfect setting for morning coffee or casual dining. French doors open to a private enclosed atrium, creating a versatile outdoor retreat ideal for alfresco dining, relaxing, or entertaining guests in style. The expansive living and dining spaces flow effortlessly, while a private first-floor bedroom with en suite bath and walkout balcony provides an ideal space for guests, multigenerational living, or a home office. Upstairs, the primary suite serves as a peaceful sanctuary, complete with an indulgent soaking tub, dual vanities, an oversized walk-in closet, and French doors leading to a large private balcony with sweeping views of Winter Park's iconic Park Avenue—perfect for enjoying sunrise coffee or evening sunsets. A second upstairs en suite bedroom offers its own private bath and generous walk-in closet. Thoughtful features include an upstairs laundry room, a spacious storage closet with potential elevator conversion for future accessibility, and a secure gated garage with two reserved parking spaces. Perfectly positioned in the heart of Winter Park, Douglas Grand places you just steps from Park Avenue, the Winter Park Farmers’ Market, Rollins College, Hannibal Square, Winter Park Golf Course, the Winter Park Tennis Center, Winter Park Village, and an array of renowned dining, shopping, and cultural attractions. Enjoy an unparalleled walkable lifestyle in one of Central Florida's most desirable communities. Notable improvements include an interior renovation (2026), front elevation windows and French doors (2024), interior paint (2024), and HVAC system (2022).
Listing is courtesy of: KELLY PRICE & COMPANY LLC (407-645-4321)
Listing Agent: Tiffany Grindstaff (407-252-0927)
1807 HAMMERLIN AVE #G, WINTER PARK, FL 32789
$515,00099 Days on yellowkey MLS ID: O6391277
REDUCED by $10,000 (1.9%) on 06/15/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1818 Built: 2006 Tax: $6,197 (2025)Community: Terrazo Del SolCondo
Taxes:$6,197
Remarks: Virtually Staged. **Price Improvement** Welcome home to this beautifully updated two-story end-unit, ideally located just steps from Michelin-star dining, local boutiques, and the vibrant East End Market. On weekends, enjoy leisurely strolls to the area’s popular farmers markets and neighborhood events. Situated in the heart of Winter Park, this residence offers the perfect blend of lifestyle, convenience, and charm in one of Orlando’s most sought-after communities. Designed for both everyday comfort and effortless entertaining, the first floor features an open-concept kitchen and living area filled with abundant natural light, along with a convenient half bath—ideal for hosting guests. Upstairs, the spacious primary suite boasts a private ensuite bathroom, walk-in closet, and a newly refinished balcony—perfect for morning coffee or evening cocktails. Two additional bedrooms provide generous space and share access to a second balcony, creating a seamless indoor-outdoor living experience. Recent upgrades include a new dishwasher and smart refrigerator (2022), new water heater (2025), refinished front balcony (2025), new roof, and new carpet upstairs (2026). Updated light fixtures and primary bedroom flooring within the last five years add a modern touch throughout. The $400 monthly HOA fee includes landscaping and insurance, offering low-maintenance living and added peace of mind. Zoned for some of Orlando’s top-rated schools and walking distance from the new Audubon Park K-8 School, this home presents a rare opportunity to enjoy the very best of Winter Park living. Don’t miss your chance to call this exceptional property home.
Listing is courtesy of: ALL REAL ESTATE & INVESTMENTS (407-917-8206)
Listing Agent: Courtney Dietch (407-952-3779)
140 E MORSE BLVD #J, WINTER PARK, FL 32789
$2,350,0007 Days on yellowkey MLS ID: O6414891
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2143 Built: 2008 Tax: $18,655 (2025)Community: Landmark Winter Park CondoCondo
Taxes:$18,655
Remarks: Discover an exceptional opportunity to own a penthouse residence at The Landmark, one of downtown Winter Park's exclusive addresses. Directly along the desired brick streets of Park Avenue, this boutique condominium community consists of only 13 residences and offers an unparalleled blend of privacy, sophistication and accessible convenience. Just outside your door, enjoy acclaimed dining, boutique shopping, art galleries, sidewalk cafés, Central Park and the year-round events that have made Winter Park one of Central Florida's sought-after destinations. Behind The Landmark's secure wrought-iron gates, residents are welcomed into a beautifully landscaped courtyard centered around a timeless fountain and illuminated by dozens of gas lanterns, creating a warm and elegant atmosphere reminiscent of a European enclave. Impeccably maintained and thoughtfully designed, the community provides a peaceful retreat while remaining moments from the vibrant energy of Park Avenue. Residence J occupies a premier penthouse position and is filled with natural light, enhanced by soaring ceilings, expansive windows, and multiple French doors that open to private terraces overlooking Morse Boulevard and the surrounding downtown streetscape. The spacious floor plan is designed for comfortable daily living and effortless entertaining. The living and dining areas are anchored by a gas fireplace and flow seamlessly into the kitchen, where integrated appliances, a gas cooktop, generous workspace, and a charming breakfast area create a functional and inviting gathering space. The primary suite serves as a private sanctuary, featuring dual vanities, separate water closets, an oversized walk-in shower and a custom-designed walk-in closet. Two additional guest bedrooms provide flexibility for family and visitors. One bedroom is connected to a Jack-and-Jill bath, while the third enjoys a private en-suite bath and a Juliet balcony that captures the charm and character of downtown Winter Park from above. Additional amenities include two deeded underground parking spaces, a private climate-controlled storage room, and access to the community's shared outdoor entertaining area, complete with a summer kitchen and courtyard gathering space. Whether enjoyed as a full-time residence or a lock-and-leave retreat, this penthouse offers a rare combination of luxury, security and an unmatched Park Avenue lifestyle in the heart of Winter Park.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Mick Night (407-629-4446)
1695 LEE RD #E215, WINTER PARK, FL 32789
$135,000127 Days on yellowkey MLS ID: O6383089
REDUCED by $14,990 (10.0%) on 06/17/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1149 Built: 1966Monthly Fee: $624 Tax: $2,472 (2024)Community: Waterfall CoveCondo
Taxes:$2,472
Elementary School: Hungerford Elem
High School: Edgewater High
Tax Year: 2024
Middle School: College Park Middle
Remarks: Located in the heart of Winter Park, this charming condo stands ready to welcome you home. This three-bedroom, two-bathroom sanctuary offers a blend of comfort and modern elegance, perfect for those who cherish both relaxation and entertaining. As you step inside, the spacious living and dining areas greet you with an abundance of natural light, creating a warm and inviting atmosphere. Imagine hosting friends and family in this expansive space, where laughter and memories will fill every corner. The heart of this home is undoubtedly the fully upgraded kitchen, featuring stunning quartz countertops, sleek new cabinets, and stainless steel appliances. Each meal becomes a culinary adventure in this thoughtfully designed area. Retreat to any of the large bedrooms, designed to be your personal oasis. Each room offers generous space, allowing for restful nights and peaceful mornings. A dedicated laundry room, complete with a washer and dryer, adds convenience to your daily routine, while ample storage throughout the unit ensures that everything has its place. Step outside onto your private balcony, where a serene courtyard unfolds below. Picture yourself sipping morning coffee or enjoying an evening breeze as you overlook the tranquil scene of benches, a sparkling pool, and a welcoming clubhouse—perfect for gathering with neighbors or unwinding after a busy day. This pet-friendly community understands that your fur babies deserve a home too, so bring them along for this new adventure! Plus, enjoy the benefits of the HOA, which includes cable TV and high-speed internet, making it easy to stay connected. With a prime location just a short walk from a variety of shopping and dining options, you’ll find everything you need right at your fingertips. And with quick access to I-4, the beautiful beaches and thrilling theme parks are just minutes away. This isn't just a condo; it’s a lifestyle filled with comfort, convenience, and community. Welcome to your new home in Winter Park! Schedule your private tour today.
Listing is courtesy of: FOWLKES REALTY CO (407-361-2052)
Listing Agent: Jenaia Fowlkes (407-361-2052)
106 S INTERLACHEN AVE #118, WINTER PARK, FL 32789
$1,295,000138 Days on yellowkey MLS ID: O6380506
REDUCED by $65,000 (4.8%) on 06/08/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1834 Built: 1971 Tax: $9,767 (2025)Community: Cloisters CondoCondo
Taxes:$9,767
Remarks: Experience lakefront living in the heart of Winter Park. One of only two residences in The Cloisters with soaring 9-foot ceilings, this first-floor, three-bedroom, two-bath home offers a rare blend of privacy, scale and panoramic Lake Osceola views. Just two blocks from Park Avenue and adjacent to the Alfond Inn, this condominium lives like a private residence with unmatched access to boutique shopping, fine dining and cultural landmarks. Designed for elegant everyday living and entertaining, the open floor plan showcases a chef’s kitchen with granite countertops, solid wood cabinetry, and an island for prep and serving. The spacious dining and living areas are enhanced by hardwood flooring, crown molding and a marble-trimmed wood-burning fireplace. More than 20 feet of sliding glass doors open to an expansive, L-shaped terrace that brings in natural light and offers breathtaking lake vistas. The oversized primary suite offers serene lake views and includes an en-suite bath with dual vanities, built-in closets and a walk-in shower. Additional features include a rare laundry and utility room with a full-size washer, dryer and sink, updated electrical and plumbing, and upgraded water heater and HVAC system. Just two blocks from Park Avenue, this residence places you in the heart of downtown Winter Park’s sought-after lifestyle. Enjoy effortless access to fine dining, boutique shopping, world-class museums, Rollins College and year-round cultural events, all in an accessible, lakefront setting. Whether going to the Saturday farmers market, dining alfresco along the avenue or taking in the scenic views of Lake Osceola from your private residence, this property offers a seamless blend of luxury and urban elegance.
Listing Agent: Drew Henner (407-406-0662)
7771 COUNTRY PL #7, WINTER PARK, FL 32792
$219,900204 Days on yellowkey MLS ID: O6364384
3 Days Off yellowkey (back on 6/12/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1230 Built: 1987Monthly Fee: $340 Tax: $2,950 (2024)Community: Goldenrod Villas CondoCondo
Taxes:$2,950
Elementary School: Eastbrook Elementary
High School: Lake Howell High
Middle School: Tuskawilla Middle
Remarks: Under contract-accepting backup offers. Motivated Seller....Fantastic 3-Bedroom, 2-Bathroom Condo Located in the Highly Desirable Winter Park Area! This Home Features an Open Galley Kitchen with a High Vaulted Ceiling and a Convenient Pantry. The Spacious Living/Dining Room Combination Also Boasts Vaulted Ceilings and Fills with Natural Light Through the Sliding Glass Doors, Creating an Inviting Yet Cozy Atmosphere. Beautiful Laminate Flooring Flows Throughout, and the Split Floor Plan Offers Ideal Privacy. Down One Hallway, You Will Find Two Well-Sized Bedrooms and a Shared Full Bathroom with a Shower/Tub Combo. Off The Family Room, The Master Suite Is Generously Sized and Includes Two Separate Sinks. A Large Walk-In Closet Provides Excellent Storage, and the Sliding Glass Door Leads to Your Own Private Fenced-In Yard, Perfect for Plants, Gardening, or Extra Seating When Entertaining. Just A Short Walk from Your Reserved Parking Spaces, You'll Find the Clean and Refreshing Community Pool, Making Relaxation Effortless. Don’t Miss This Opportunity—Call Today to Schedule Your Showing! Lease Must Be Honored Until 11/30/26 with a Rental Rate of $1,850.00 Monthly
Listing is courtesy of: OUTLET REALTY (407-353-5518)
Listing Agent: Ivan Tobon (407-353-5518)
3217 OAK LAWN PL #211, WINTER PARK, FL 32792
$172,000102 Days on yellowkey MLS ID: O6390713
1 Days Off yellowkey (back on 6/11/2026)
REDUCED by $3,000 (1.7%) on 06/04/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1117 Built: 1984 Tax: $2,909 (2025)Community: Hidden Oaks Condo Ph 11Condo
Taxes:$2,909
High School: None
Middle School: None
Remarks: Rare corner unit opportunity — this 3-bedroom, 2-bath home sits on the upper level of the highly sought-after Hidden Oaks community in Winter Park, tucked in one of the neighborhood's quieter, more private sections away from street traffic and parking lot noise. Unlike most units in the complex, this home benefits from windows on three sides, flooding every room with natural light throughout the day — a feature you simply won't find in the standard interior units. The second-floor position adds both privacy and tranquility, with no footsteps overhead and elevated views of the surrounding mature tree canopy that Hidden Oaks is known for. The functional floor plan makes the most of every square foot, with a spacious living area that feels open and airy thanks to that exceptional three-sided window exposure. The kitchen has been thoughtfully updated with a brand-new range, and the refrigerator, dishwasher, and washer/dryer were all replaced approximately three years ago — move-in ready from day one. Perfectly positioned for convenience without sacrificing peace and quiet: minutes from Full Sail University, UCF, downtown Winter Park, and downtown Orlando, with quick access to the 408 and 417. One assigned parking space is included, with two additional permits available through the association.
Listing is courtesy of: SHORES REAL ESTATE (407-353-0106)
Listing Agent: Abby Yelken (407-496-9822)
2384 SUN VALLEY CIR, WINTER PARK, FL 32792
$269,900114 Days on yellowkey MLS ID: O6386755
REDUCED by $5,000 (1.8%) on 04/28/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1311 Built: 1983 Tax: $688 (2024)Community: Cedarwood Village 1Condo
Taxes:$688
Elementary School: English Estates Elementary
Remarks: Great opportunity to own this 3 bedrooms, 2 bathrooms single-story, ground level, end unit condo located within the quaint community of Cedarwood Village with a desirable Winter Park address! This light and bright home features vaulted ceilings in the living room, creating an open and airy feel. The kitchen offers an eat-in space, stainless steel appliances, a convenient pass through to the living room, and a laundry closet with washer and dryer included. Enjoy seamless indoor-outdoor living with sliding glass doors leading to a private rear screened-in lanai, plus an additional front patio just off the kitchen. Recent upgrades include new luxury vinyl flooring, a new roof (2023), new A/C ducts and insulation (2023), and full re-plumbing (2021), providing peace of mind for years to come. Two reserved parking spaces are located directly in front of the condo for added convenience. Community amenities include a pool, tennis court, and clubhouse. Ideally located near shopping and dining, Rollins College, Full Sail University, UCF, and major thoroughfares for easy commuting. This move-in ready condo offers comfort, convenience, and value in an unbeatable location!
Listing is courtesy of: URBANISTA BROKERS (407-619-7272)
Listing Agent: Anna Lohr (321-277-4797)
1695 LEE RD #E116, WINTER PARK, FL 32789
$110,00051 Days on yellowkey MLS ID: O6399346
0 Days Off yellowkey (back on 6/9/2026)
REDUCED by $15,000 (12.0%) on 06/02/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1149 Built: 1966Monthly Fee: $624 Tax: $2,263 (2025)Community: Waterfall Cove/Winter ParkCondo
Taxes:$2,263
Remarks: Under contract-accepting backup offers. Located in the heart of Winter Park, this 3-bedroom, 2-bathroom condo offers an excellent opportunity for both investors and buyers looking to customize a space in a highly desirable location. Whether you’re looking to renovate and create a strong rental or take advantage of the value for a primary residence, the potential here is undeniable. Inside, the spacious living and dining areas are filled with natural light, creating an open and inviting layout. The split floor plan offers three generously sized bedrooms, each with ample space and storage. A dedicated laundry room with washer and dryer adds everyday convenience. Step outside to your private courtyard with peaceful pond views, offering a quiet place to enjoy your morning coffee or unwind in the evening. The community features a pool, clubhouse, and well-maintained common areas, creating a welcoming environment for residents. This pet-friendly community also includes cable and high-speed internet through the HOA. Ideally located just minutes from shopping, dining, and major roadways including I-4, with easy access to downtown Orlando, area beaches, and theme parks. A great opportunity to own in Winter Park with flexibility, location, and value.
Listing Agent: Cara Edwards (407-616-3204)
106 S INTERLACHEN AVE #518, WINTER PARK, FL 32789
$1,899,90064 Days on yellowkey MLS ID: O6400228
REDUCED by $50,100 (2.6%) on 06/03/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1807 Built: 1971 Tax: $14,974 (2025)Community: Cloisters CondoCondo
Taxes:$14,974
Remarks: Designer-Curated Coastal Renovation with Exceptional Lakefront Vistas! This sophisticated reimagining was taken down to original framework and meticulously rebuilt with elevated design and superior finishes throughout. The result is an expansive openness illuminated with natural light and accented by European oak wide-plank flooring, Level 5 smooth-finish walls and ceilings, architectural recessed lighting, and custom-tailored interior doors with modern glass knob hardware. With two walls of glass, the main living space extends to a generous wraparound balcony set among lush treetops and endless lake views—the perfect backdrop for morning coffee, sunset cocktails, and open-air entertaining. A restored floor-to-ceiling brick fireplace is a dramatic centerpiece, pairing modern simplicity with timeless appeal, that adds warmth and ambiance. The striking kitchen blends clean lines with elevated finishes. Crafted maple cabinetry rises to the ceiling, complemented by sleek hardware and under-cabinet lighting that softly highlights a dimensional subway tile backsplash for added depth and texture. Crisp quartz countertops provide a seamless surface, while a suite of premium Jenn Air appliances delivers both statement-making design and top-tier performance. A large peninsula offers generous seating and gathering space—ideal for casual dining or entertaining—and incorporates a discreetly integrated pet station, a thoughtful detail that enhances daily living. Open to the surrounding spaces, the entire space feels cohesive, inviting, and effortlessly functional. The primary suite is thoughtfully planned to provide a calm and comfortable retreat, featuring truly custom closet cabinetry for streamlined storage. Expansive windows frame serene lake views and a lush green backdrop, creating a tranquil, ever-changing setting—wake to soft morning light shimmering across the water and unwind in the evening with a sense of quiet ease. Also designed with intention and precision, the primary bath maximizes space with more custom cabinetry for additional clothing storage, a streamlined vanity with quartz counter, integrated laundry cabinet, and glass-enclosed shower—all executed in a refined palette that feels both elevated and livable. The inviting second bedroom is enhanced by a built-in closet offering a polished and highly functional storage solution. Equally well considered, the second bath features quartz counters and lots of custom cabinetry for a clean, detailed look. A seamless glass shower is complimented by a strategically placed frosted entry panel offering privacy without sacrificing natural light, while a full-width mirror amplifies the sense of space. The third bedroom offers a thoughtfully designed double desk, a customized closet for added style and function and sliding glass doors to the balcony for natural light and an outdoor connection. New laundry room is both functional and refined, featuring folding counter, abundant cabinetry, and a dedicated hanging area with a built-in bench & storage drawer. Custom integrated doors discreetly conceal mechanicals. The residence also includes assigned covered parking. Residents of The Cloisters enjoy a lakefront lifestyle with dock access, boat slips, along with/ other amenities including a fitness center, and renovated clubhouse w/ kitchen, putting green and pool—all supported by a professional on-site management and beautifully maintained grounds.
Listing Agent: Mary Colton (407-222-7388)
1745 INDIANA AVE #J, WINTER PARK, FL 32789
$524,00051 Days on yellowkey MLS ID: O6402920
1 Days Off yellowkey (back on 5/8/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1616 Built: 2008Monthly Fee: $464 Tax: $6,444 (2025)Community: La Casas De IndianaCondo
Taxes:$6,444
Elementary School: Killarney Elem
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Well-maintained townhome in Winter Park, ideally located near Park Avenue’s shops, restaurants, and everyday conveniences. The home features a bright, open floor plan with new luxury vinyl plank flooring throughout the main level. The kitchen has been updated with white cabinetry and newer appliances, offering a functional layout that flows seamlessly into the living and dining areas—well-suited for both daily living and entertaining. Upstairs, the bedrooms provide comfortable space with a practical and efficient layout. The primary bedroom includes an ensuite bathroom and a walk-in closet with built-in storage. The HOA covers roof, exterior maintenance, and landscaping, offering a low-maintenance ownership experience. Enjoy a fenced and enclosed back patio, creating a private outdoor setting ideal for entertaining, dining, or relaxing. In addition, the rear alley access offers a tucked-away, low-traffic environment with added flexibility and privacy. Additional features include a two-car garage and a central location with convenient access to major roadways, shopping, and dining.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Tala Nijmeh (901-417-3534)
1809 HAMMERLIN AVE, WINTER PARK, FL 32789
$549,000161 Days on yellowkey MLS ID: O6373616
REDUCED by $36,000 (6.2%) on 05/06/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1818 Built: 2006 Tax: $5,826 (2024)Community: Terazzo Del Sol Condo Assn IncCondo
Taxes:$5,826
Remarks: Highly coveted Winter Park! 40+ Pictures! This stunning 2-story end unit offers the epitome of modern convenience and elegant living; this residence provides the ideal "lock and go" lifestyle. Step through the charming covered front porch into the inviting open living area, adorned with abundant natural light, gleaming real wood flooring, and exquisite crown molding. Hosting gatherings is effortless in the expansive kitchen featuring granite countertops, premium wood cabinetry, stainless steel appliances, and a generously sized pantry. A half bathroom and utility closet complete the ground floor, where ceilings soar to a height of 9'3". Ascend to the upper level to discover the luxurious master bedroom suite, boasting French doors leading to a balcony, a spacious walk-in closet, and a lavish ensuite bath featuring dual sinks, a glass-enclosed shower, and a relaxing garden tub. Two additional bedrooms await upstairs, both sharing access to a covered porch perfect for savoring your morning coffee. The second full bathroom and laundry closet round out the upstairs layout, with one of the bedrooms boasting its own walk-in closet. New 2026 Updates to include New Roof Feb 2026, Carpet, New main DBL pane windows, complete interior paint, light fixtures/fans. You will appreciate the convenience of an attached 2-car garage designed for SUVs, two covered entries, adorned with mature trees. Solid build quality utilizing concrete block construction on both floors. Located just a short stroll from the vibrant East End Market and various shopping, this residence also offers easy access to upscale Park Avenue, Rollins College, Baldwin Park, Florida Hospital, and the serene beauty of Leu Gardens. Zoned for Audubon and Winter Park HS, this home truly has it all!
Listing is courtesy of: NICOLE-HUDSON REALTY CORP (407-491-5488)
Listing Agent: Edward Rice, Jr (407-353-0331)
100 S INTERLACHEN AVE #101, WINTER PARK, FL 32789
$1,299,000125 Days on yellowkey MLS ID: O6382597
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1734 Built: 1971 Tax: $9,362 (2025)Community: Cloisters CondoCondo
Taxes:$9,362
Remarks: On the first floor within The Cloisters, this three-bedroom, two-bath residence offers 1,734 square feet of renovated living space in one of Winter Park’s accessible lakefront communities. An oversized tiled patio, partially covered and ideal for outdoor dining or morning coffee, extends the living space and enhances everyday functionality. Renovated in 2021 by Charles Clayton Construction, an award-winning luxury homebuilder, the residence features updated flooring, kitchen, baths, lighting and laundry. Wood flooring flows through the foyer, dining and living areas, while ceramic tile is installed in the bedrooms, and decorative tile in the baths. The kitchen is appointed with high-end appliances and custom solid wood cabinetry, designed for daily living and entertaining. The primary suite offers abundant natural light, a built-in closet and an en-suite bath with dual sinks, walk-in shower and a window providing natural illumination. A hall bath includes a tub-shower combination and additional storage. A sunroom off the third bedroom provides flexible space for a private office, den or reading room. The residence includes one assigned covered carport space and a dedicated climate-controlled storage unit on site. Two blocks from Park Avenue, residents enjoy convenient access to dining, shopping and cultural amenities in a lakefront community setting. The property presents an opportunity for full-time living, luxury downsizing or a lock-and-leave lifestyle in the heart of Winter Park.
1695 LEE RD #C202, WINTER PARK, FL 32789
$205,000477 Days on yellowkey MLS ID: O6285607
REDUCED by $5,000 (2.4%) on 04/23/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1149 Built: 1966 Tax: $2,126 (2024)Community: Waterfall Cove At Winter ParkCondo
Taxes:$2,126
Remarks: This property located in a peaceful community IN WINTER PARK. and easy access to FL I-4 , short drive distance to Rollins College, UCF, Valencia college, Hospitals, shopping center, restaurants and Orlando Theme Park. This unit located on the second floor, it has 3 bedrooms 2, bathrooms, open floor plan. The community amenities include a large pool with lounge chairs, playground and gazebo. This property can be leased. You must see for any possibilities come and check for yourself. Registered owner is brother of the realtor. SELLER MIGHT HOLD FIRST MORTGAGE WITH A GOOD DOWN PAYMENT.
Listing is courtesy of: PRIMESTATE REALTY, INC. (407-850-9494)
Listing Agent: Hoover Yap (407-342-9395)
7454 WYNNEWOOD SQ #188, WINTER PARK, FL 32792
$229,00070 Days on yellowkey MLS ID: O6386578
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1151 Built: 1984Monthly Fee: $450 Tax: $2,858 (2025)Community: Hidden Oaks Condo Ph 10Condo
Taxes:$2,858
Remarks: Updated Winter Park Townhome!! If you are looking for LOCATION this is the property for you. This well maintained unit is move in ready: two-story 3 Bedrooms 2.5 Bath townhome style condo with two designated parking spaces. Upon entering you are greeted with a large living and dining room space. Tiled floors, tons of light, neutral colors, wet bar area are a few of the amazing qualities of this space. Just off the dining room you will find the kitchen and eat in kitchen area.few stainless steel appliances and tons of storage. The eat in kitchen space is highlighted with a decorative wall and sliders leading to your fully fenced private backyard space. Upstairs you will find hardwood flooring, three bedrooms and master bathroom with a single vanity . Hidden Oaks community features on-site security, community pool & fenced playground area. Near Full Sail, UCF, Valencia & Rollins College, with easy access to shopping, Winter Park schools, Medical Facilities, Downtown Orlando, Downtown Winter Park, FL-408, FL-417 and the airport. This wonderful unit has it all...the only thing missing is YOU!
Listing is courtesy of: APPLE REALTY (407-647-6766)
Listing Agent: Manoj Patel (407-451-5872)
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