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$185,000
2 Beds ⋅ 2 Baths ⋅ O6402025 MLS ⋅ 639 BLDG.
Freshly painted 2 Bedroom/2 Bath townhouse-style condo with no neighbors above or below, backing up to a peaceful pond & community amenities. The upstairs/downstairs split-bedroom floor plan offers privacy - ideal for roommates or families. The bright living area features soaring cathedral ceilings, a corner fireplace, and access to a partially covered patio, perfect for entertaining or BBQs. There's abundant storage throughout, including coat, linen, patio, and under-stair space that could be converted into a small office or workout nook. The kitchen comes fully equipped with all appliances, ample cabinet space, and a breakfast bar, while the dining area overlooks the pond and opens to the patio with an additional storage closet. Upstairs, the primary suite includes an en-suite bath, a large walk-in closet, and corner windows that brings in great natural light. The second bedroom is located downstairs and offers dual closets and a ceiling fan. Updated luxury vinyl flooring runs through most of the home, and there is also an in-unit washer/dryer for convenience. Located in the highly desirable Winter Park Villas community, residents enjoy a wide array of amenities including a sparkling pool, clubhouse with fitness center, tennis courts, car wash station, scenic ponds, pet stations. The HOA provides exceptional value by covering roof & exterior maintenance, lawn service, water, trash, sewer, pest control—ensuring truly low-maintenance living. Conveniently located just minutes from Full Sail University, Rollins & Valencia Colleges, approximately 10 minutes from downtown Winter Park. Top-rated schools nearby, this property is an excellent opportunity for both homeowners & investors. Outdoor enthusiasts will also appreciate easy access to the nearby Cady Way Trail, perfect for walking, jogging, or cycling.

639 Saint Johns Court Unit 639, Winter Park
$185,000
2 Beds ⋅ 2 Baths ⋅ S5144196 MLS ⋅ 2924 BLDG.
Discover a charming 2nd-story condo nestled in the desirable Parkview Village community of Winter Park. This spacious home features two bedrooms and two bathrooms across 1,105 square feet of thoughtfully designed living space. The interior boasts large rooms, providing ample space for comfort and versatility. Admire the vaulted ceilings that enhance the open and airy atmosphere, while the abundance of closet space ensures ample storage solutions. Enjoy the convenience of an inside utility room equipped with a recently purchased washer and dryer, making laundry tasks a breeze. Step outside onto the screened-in porch, perfect for relaxing and unwinding in privacy. As part of the homeowners' association, residents have access to top-notch amenities including a refreshing pool, rejuvenating hot tub, and welcoming clubhouse—ideal for social gatherings and leisure activities. Embrace the opportunity to make this well-appointed condo your home in the vibrant community of Parkview Village in Winter Park. This home offers an enviable location with a wealth of nearby attractions. Enjoy the boutique shopping and dining of Park Avenue in downtown Winter Park. For outdoor enthusiasts, the picturesque Winter Park Chain of Lakes and Mead Botanical Garden provide endless opportunities for adventure. The area boasts proximity to major employers, including AdventHealth, Lockheed Martin, and Orlando Health, offering lucrative career prospects. Shoppers will delight in the Altamonte Mall and The Mall at Millenia, while families can indulge in nearby entertainment options such as Walt Disney World, Universal Studios, and SeaWorld, all conveniently accessible. With the Orlando International Airport just a drive away, traveling is seamless. This central location combines convenience with charm, making it an ideal spot for professionals, families, and students alike, anchored amidst top educational institutions like Rollins College, Full Sale University and the University of Central Florida.

2924 Antique Oaks Circle Unit 46, Winter Park
$183,000
2 Beds ⋅ 2 Baths ⋅ O6388076 MLS
Bring your creativity and imagination to this  2-bedroom, 2-bath fixer-upper with 1,105 sq ft in a desirable Winter Park 32792 location. It offers a private walled backyard and a low HOA. The functional split-bedroom layout provides privacy, while the open living and dining areas create a comfortable space for everyday living or entertaining. The kitchen offers ample cabinetry and counter space, community swimming pool and tennis court. Only 3 mi to Full Sail University, 5 mi to UCF, 4 mi to AdventHealth Winter Park, and 6 mi to Park Avenue and Downtown Winter Park. Nearby shopping, dining, and grocery options are within minutes, with quick connectivity to SR-436, University Blvd, and SR-417 for commuting throughout Central Florida. An excellent opportunity to own in Winter Park with space, privacy, and strong location. This home is loaded with potential. Make it your own or have a great investment property.

2529 Windward Way, Winter Park
$182,000
2 Beds ⋅ 2 Baths ⋅ O6367842 MLS ⋅ 256 BLDG.
This charming and well-maintained 2 bedroom, second-floor condo in Winter Park is ready for you to call your own! The home features comfortable carpeted living areas throughout. The centrally located galley kitchen offers plenty of cabinet and counter space and connects directly to the dining room. The spacious living room gets plenty of natural light through large sliding glass doors, opening to a covered and screened rear porch with a pool view. The primary suite features a walk-in closet and a private bath with a floor-to-ceiling tiled walk-in shower. The HOA completed roofing and plumbing improvements in 2019, and all exterior and grounds maintenance is handled by the on-site HOA. The Stratford community offers two pools, a community and fitness center, and tennis courts. Just minutes from popular Downtown Winter Park with its dining and shopping, with easy highway access via the 417 and I-4, and surrounded by nearby lakes and parks, this is one opportunity you don’t want to miss. Call today to schedule your private tour!

256 Lewfield Circle Unit 256, Winter Park
$180,000
1 Beds ⋅ 1 Baths ⋅ O6386469 MLS ⋅ 700 BLDG.
This isn’t your average condo. It’s professionally updated with large rooms and more closet space than you’ll know what to do with. There’s even a washer and dryer right in the unit (no more laundry runs!), newer appliances, and parking right outside your door. On a scale from 1 to 10, this place is easily a TWENTY! Seriously, no expense was spared to make it super comfortable. You’ll love the bright living room that opens into a dining area and cozy kitchen that has been remodel and replace for today's lifestyle. There’s no carpeting flooring anywhere, making clean up easy! They even thought of the little things and replaced the following items: doors, bigger baseboards, oversize crown molding, shiplap ceilings, fancier trim work on doors, locks and knobs, updated electrical outlets and switches, brand new vanity cabinet in the bathroom, toilet and all around newer light fixtures—it’s all been done for you. The full-size washer/dryer is cleverly tucked away in the primary closet for convenience. The location? Perfect! At Four Seasons you’re just minutes from Winter Park shops and restaurants—and downtown Orlando is just a short trip away when you want some excitement. If you’re looking for comfort AND style in an unbeatable location—this is it!

200 Saint Andrews Boulevard Unit 705, Winter Park
$180,000
2 Beds ⋅ 2 Baths ⋅ O6377760 MLS ⋅ 2300 BLDG.
Beautiful 2 bedroom / 2 bath first floor condo in Winter Park's Four Seasons community. Great floorplan with large living room, separate dining space, and updated kitchen with white cabinetry and granite countertops. New windows installed, new water heater 2023, new roof 2023, replumbed, AC 2015! Primary bedroom with walk in closet and en-suite bath with walk in shower. Enjoy a cozy screened porch with a laundry closet. HOA fee includes pest control, water, sewer and trash services. Four Seasons offers 3 swimming pools, tennis, shuffleboard and a clubhouse. This pet friendly community is located just minutes from Park Avenue, Sprouts, Whole Foods, Winter Park YMCA, Rollins College, Full Sail University, shopping and restaurants galore.

200 Saint Andrews Boulevard Unit 2302, Winter Park
$180,000
3 Beds ⋅ 2 Baths ⋅ O6377573 MLS
Winter Park Home for sale

Winter Park
$180,000
2 Beds ⋅ 2 Baths ⋅ O6360167 MLS ⋅ 2941 BLDG.
Welcome to Parkview Village — one of Winter Park’s most convenient and sought-after condo communities! This move-in ready 2-bedroom, 2-bathroom first-floor end unit offers a perfect blend of comfort and location. Step inside to find a bright, open-concept living and dining area with tile flooring throughout the main spaces and new luxury vinyl plank in both bedrooms for easy maintenance. The kitchen features granite countertops, solid wood cabinetry, and a full appliance package including refrigerator, dishwasher, and microwave. The spacious primary suite includes a walk-in closet and a private bath with tiled shower, while the secondary bedroom offers flexibility for guests or a home office. Enjoy your morning coffee or unwind in the evening on your screened-in porch overlooking the community’s peaceful green space. Residents enjoy resort-style amenities including a sparkling pool, clubhouse, fitness center, and lush landscaped grounds with walking paths. HOA dues include water, trash, and exterior maintenance, allowing for truly low-maintenance living. Centrally located near Full Sail University, Valencia College, Rollins College, Park Avenue, Baldwin Park, and UCF, this property offers easy access to shopping, dining, and top-rated Winter Park schools. Whether you’re a first-time buyer, downsizer, or investor, this condo checks all the boxes for value and location.

2941 Antique Oaks Circle Unit 79, Winter Park
$179,900
2 Beds ⋅ 2 Baths ⋅ O6391256 MLS ⋅ Lancelot BLDG.
Welcome to this beautifully maintained 2-bedroom, 2-bathroom first-floor corner-unit condo in Winter Park, offering comfort, convenience, and peace of mind, with major updates completed in 2026. These upgrades were specifically implemented to enhance the property's aesthetic appeal and energy efficiency. The exterior updates include replacing all windows with single-hung, double-pane, low-E glass vinyl units and installing a matching vinyl sliding patio door. Interior improvements include new interior and closet doors, 5" baseboards, and fresh paint on all ceilings, walls, and trim. Additionally, all ceilings have been modernized to a smooth finish, and 2" cordless faux-wood blinds have been installed throughout. Both bathrooms have been fully renovated with new flooring, wall tiling, tubs, toilets, vanities, and updated fixtures. The kitchen has also been completely transformed with new cabinetry, granite countertops, a modern faucet, and a full suite of stainless steel appliances. Located near the University of Central Florida, Full Sail University, and SR-417, this condo offers quick access to major commuting routes, shopping, dining, and everyday essentials. Whether you're looking for a primary residence or a long-term investment opportunity, this property combines location, functionality, and value in one of Orlando's most connected areas.

3651 N Goldenrod Road Unit D101, Winter Park
$178,900
2 Beds ⋅ 2 Baths ⋅ A4632112 MLS ⋅ - BLDG.
Attention Students & Parents! Updated First-Floor Corner Condo directly across the street from the Full Sail campus! Why rent when you can buy! 2 Bed | 2 Bath | 1,105 Sq. Ft., an updated first-floor northwest corner condo. -Brand-New Kitchen Appliances: Convection oven, refrigerator, dishwasher, and microwave -Interior Laundry Room with new LG stackable washer & dryer -New Air Conditioning System -Updated Kitchen Cabinets -Updated Plumbing & Electrical -New Ceiling Fans Throughout -Fresh Interior Paint -New Carpet in Bedrooms Community Features: Private screened patio Community pool and hot tub Beautifully maintained grounds Pet-friendly and fenced dog park Winter Park School District, zoned for A-rated schools, approximately 1 mile away.

2923 Antique Oaks Circle Unit 37, Winter Park
$177,000
2 Beds ⋅ 2 Baths ⋅ O6311050 MLS ⋅ 215 BLDG.
MOTIVATED SELLER. Welcome to this cozy and well-maintained condo with a townhome feel nestled in the desirable community of Winter Park. Offering 1,393 square feet of comfortable living space, this 2-bedroom, 1.5-bathroom home features an open-concept layout that creates a warm and inviting atmosphere. The spacious living and dining areas flow seamlessly together, enhanced by Vinyl wood flooring throughout the first floor and windows that bring in plenty of natural light. The thoughtfully designed kitchen includes ample cabinet space and opens to the main living area, making it ideal for both entertaining and everyday living. Upstairs, you'll find two generously sized bedrooms and a full bathroom, while a convenient half-bath is located on the main floor. This home also features an inside laundry area and plenty of storage throughout, offering practical convenience and functionality. Step outside to enjoy a screened-in patio overlooking a private, fenced-in backyard—perfect for morning coffee, relaxing evenings, or hosting friends. A covered carport adds protection and ease, while the location puts you just minutes from shopping, dining, and all the charm of Winter Park. Whether you're a first-time buyer or looking to downsize, this condo blends comfort, style, and convenience in a truly inviting setting.

7466 Canford Court Unit 25, Winter Park
$175,000
1 Beds ⋅ 1 Baths ⋅ S5145794 MLS ⋅ 200 BLDG.
Beautifully maintained condo in a prime Winter Park location! This bright and inviting unit has been exceptionally well cared for and shows true pride of ownership. The interior is spotless, featuring a clean, modern feel with comfortable living spaces that make it easy to feel right at home. Enjoy a well-designed layout with plenty of natural light and a welcoming atmosphere throughout. The kitchen and living areas flow nicely, creating a great space for both everyday living and relaxing. Every part of the home has been kept in excellent condition, making it move-in ready for its next owner. Conveniently located near shopping, dining, major roadways, nearby parks and major roadways. A great opportunity for an investment in a desirable area. Schedule your showing today!

200 Saint Andrews Boulevard Unit 312, Winter Park
$175,000
2 Beds ⋅ 2 Baths ⋅ S5141362 MLS ⋅ 3103 BLDG.
Welcome to this charming Seasons unit townhome offers a comfortable living experience in one of Winter Park’s most convenient locations. Thoughtfully updated and well cared for, the home combines practicality with beautiful touches. Inside, you’ll find laminate flooring throughout the main living areas, granite kitchen countertops, and a fresh, neutral interior palette. The functional floor plan is enhanced by excellent natural light. Providing flexibility for daily living and entertaining. Four Seasons residents enjoy access to multiple swimming pools, tennis courts, a fitness center, clubhouse, and beautifully maintained grounds that create a peaceful, park-like setting. With close proximity to Full Sail University, shopping centers, restaurants, and major highways, this property offers both convenience and long-term value an ideal option for a primary residence or a smart investment opportunity in.

200 Saint Andrew Unit 3103, Winter Park
$172,500
2 Beds ⋅ 2 Baths ⋅ O6360351 MLS ⋅ Four Seasons BLDG.
A Wonderful Opportunity Awaits!! Discover the ease of low-maintenance living in this well-maintained GROUND-FLOOR unit in the always-popular Four Seasons community. Currently leased for $1,800/month to an excellent tenant who would love to stay (month-to-month with 60-day notice), this condo offers built-in stability for investors or a smooth transition for future owner-occupants. Inside, enjoy luxury vinyl flooring throughout, an in-unit washer & dryer, an updated electrical panel, A/C replaced in 2016, and an updated primary bath. The primary bedroom features a spacious walk-in closet, adding great storage and functionality. Four Seasons residents enjoy a host of amenities, including an onsite manager, two pools, tennis court, shuffleboard, clubhouse, and an exercise room. The location is unbeatable—zoned for top-rated schools and walking distance to Brookshire Elementary, Ward Park & Playground, and the Center for Health & Wellbeing, with shopping and dining just minutes away. This is a fantastic opportunity to experience Winter Park living at an affordable price. Whether you’re a first-time buyer, downsizing, or seeking a low-maintenance second home, this property checks all the boxes. Call today for your private showing—this one won’t last!

200 Saint Andrews Boulevard Unit 1905, Winter Park
$172,000
2 Beds ⋅ 2 Baths ⋅ O6380426 MLS ⋅ G BLDG.
Welcome to Goldenrod Villas of Winter Park, where location, layout, and UNLIMITED POTENTIAL come together in this 2-bedroom, 2-bath single-story condo ready for your vision and personal touch. Ideal for investors, first-time buyers, or anyone looking to create a space tailored to their own style, this home offers STRONG BONES and a FUNCTIONAL FLOOR PLAN that simply needs a cosmetic refresh to truly shine. Inside, you’ll find an OPEN-CONCEPT LAYOUT where the Living room, Dining area, and Kitchen flow effortlessly together, creating a spacious feel perfect for everyday living or entertaining. The Kitchen features pantry shelving, a CONVENIENT LAUNDRY CLOSET, and a COZY EAT-IN AREA for casual dining. The Living Room is bright and welcoming, complete with a ceiling fan and sliding glass doors that open to a SIZEABLE ENCLOSED, SCREENED BACK PATIO. This extended outdoor living space includes a storage closet and overlooks a SPACIOUS, FENCED BACKYARD — a rare and desirable feature that provides privacy and room to relax. The Primary Suite offers generous proportions, a ROOMY WALK-IN CLOSET, and a private en-suite bath. Sliding glass doors from the bedroom also lead directly to the screened patio, adding a PEACEFUL INDOOR-OUTDOOR CONNECTION.. The second bedroom is impressively sized with its own HUGE WALK-IN CLOSET and easy access to the second full bath. Residents of Goldenrod Villas enjoy a SPARKLING COMMUNITY POOL and well-maintained grounds, all while being perfectly positioned in the heart of Winter Park. Just MINUTES AWAY, you’ll find the shops and restaurants of WINTER PARK VILLAGE and the charming boutiques and dining along Park Avenue. Outdoor enthusiasts will appreciate EASY ACCESS to the Cady Way Trail, while nearby Rollins College and Full Sail University add to the vibrant community atmosphere. Major roadways including 436, 417, and 408 are CLOSE BY, making commuting simple and convenient. With its UNBEATABLE LOCATION and endless possibilities, this condo is a fantastic opportunity to renovate, personalize, and BUILD EQUITY in one of Central Florida’s most sought-after areas. Bring your creativity and make it your own!

7733 Country Place Unit G2, Winter Park
$170,000
2 Beds ⋅ 2 Baths ⋅ O6329320 MLS ⋅ 2200 BLDG.
Welcome to the beautiful community of Four Seasons! This well-established condominium complex is coveted for its fantastic location in Winter Park, excellent schools, proximity to restaurants, grocery stores, shopping and Park Avenue. Four Seasons is a 20-acre, park-style neighborhood featuring tranquil courtyards with mature landscaping and majestic oak trees. Four Seasons amenities include 3 community pools, shuffleboard, clubhouse with a library and onsite management. This first-floor unit has been updated with new interior paint, includes a screened-in patio and a washer and dryer! Monthly HOA fees conveniently include water, trash, sewer and pest control. Walk or bike to Brookshire Elementary, Glenridge Middle and Winter Park High School! Full Sail, Valencia College and UCF are minutes away as well as quick access to major roads and 25 minutes to Orlando International Airport. Nearby conveniences include Advent Health, The Wellness Center, Winter Park Pines 18-hole golf course and restaurant, Ward Park and the Cady Way Pool. Easy show...schedule your showing today before this 2/2 gets snapped up!

200 Saint Andrews Boulevard Unit 2206, Winter Park
$168,500
1 Beds ⋅ 1 Baths ⋅ S5143213 MLS ⋅ 5 BLDG.
Welcome to Chateaux du Lac, a lakefront community in the heart of Winter Park, FL, offering an active and convenient lifestyle. Residents enjoy an impressive array of amenities including a heated community pool, clubhouse, lakefront community deck, BBQ area, resident-only boat ramp, community laundry facilities, and two on-site saunas. This second-floor one-bedroom, one-bath apartment features laminate flooring throughout, creating a modern and cohesive living space. The unit is ideally located close to shopping, dining, and everyday conveniences, making daily living easy and enjoyable. With lake access just steps away, you can take in the serene waterfront setting while still being minutes from everything Winter Park has to offer. Lawn care is included, ensuring a well-maintained and picturesque community year-round. Don’t miss this opportunity to enjoy lakefront living with resort-style amenities in one of Central Florida’s most desirable areas.

1500 Gay Road Unit 5, Winter Park
$168,146
2 Beds ⋅ 2 Baths ⋅ O6392099 MLS ⋅ 800 BLDG.
Beautifully updated condo in a prime Winter Park location! This move-in ready unit features a beautifully renovated kitchen, updated bathrooms, and tile flooring throughout, offering a modern and low-maintenance living space. Ideally situated on South Semoran Blvd, you’ll love the convenience of being just minutes to Baldwin Park, Full Sail University, UCF, and Downtown Winter Park, with easy access to shopping, dining, and major roadways. One of the few units in the community featuring a screened patio AND an in-unit washer and dryer, providing added convenience and everyday ease. Low HOA fees make this an excellent opportunity for both homeowners and investors alike. Whether you're looking for a primary residence or an income-producing property, this condo stands out with its upgrades, location, and unique features. NEW ROOF April 2026! Call today to schedule your private showing.

1000 S Semoran Boulevard Unit 805, Winter Park
$167,000
3 Beds ⋅ 2 Baths ⋅ O6390713 MLS ⋅ Na BLDG.
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.

3217 Oak Lawn Place Unit 211, Winter Park
$165,500
1 Beds ⋅ 1 Baths ⋅ O6293220 MLS ⋅ 200 BLDG.
**This property qualifies for a closing cost credit up to $2,700 through the Seller’s preferred lender.**Welcome home to this cozy 1-bedroom, 1-bathroom, second-floor unit in the heart of Winter Park. As you step inside the common area, head upstairs to your private entrance. The open living room is filled with natural light and features sliding glass doors that lead to your own private balcony – perfect for relaxing outdoors. The dining area flows seamlessly into the kitchen, which boasts stainless steel appliances and bar-top seating. Just off the front entry, you’ll find the spacious bedroom with a walk-in closet, along with a well-appointed bathroom featuring a tub/shower combo. Enjoy amazing amenities, including a community pool, tennis court, and shuffleboard. Conveniently located near the best shopping and dining around and near major highways, this unit offers both comfort and convenience. Don’t miss out on this opportunity – schedule your private showing today!

200 St Andrews Boulevard Unit 512, Winter Park
$165,000
1 Beds ⋅ 1 Baths ⋅ V4947283 MLS ⋅ Four Seasons BLDG.
One or more photo(s) has been virtually staged. Experience elevated living in this beautifully appointed 1-bedroom, 1-bath residence located on the second floor in the heart of Winter Park, Florida. The home showcases elegant wood-look tile flooring throughout, creating a seamless, upscale aesthetic with both style and durability. The primary bedroom is enhanced with classic plantation shutters, offering timeless sophistication, privacy, and beautiful natural light control. Step onto your private balcony overlooking the resort-style pool, providing a serene backdrop for morning coffee or evening relaxation. Designed for modern convenience, the residence includes a private in-unit washer and dryer, elevating everyday comfort. Perfectly positioned just minutes from Park Avenue, enjoy immediate access to Winter Park’s renowned cafés, fine dining, boutique shopping, and cultural attractions, as well as close proximity to Rollins College. This refined condo seamlessly blends luxury, lifestyle, and location, making it an exceptional opportunity in one of Central Florida’s most desirable neighborhoods.

200 Saint Andrews Boulevard Unit 315, Winter Park
$165,000
2 Beds ⋅ 2 Baths ⋅ O6376997 MLS ⋅ 3315 BLDG.
Terrific townhome in the Hidden Oaks community offers an updated interior & it's own privacy fenced patio! Step inside to the bright and spacious living/dining combo w/lovely wood laminate flooring & wet bar, galley style kitchen w/breakfast area, laundry closet w/full size washer & dryer, and 2 terrific bedrooms-one with oversized walk-in closet. Storage under the stairs and in AC closet. Enjoy the community amenities including a pool! Great location just off Goldenrod Rd and within close proximity to E Colonial, 408 & 417 for an easy commute & access to everyday amenities! Plus, Full Sail University is 1.8 miles away, Valencia 4.5 miles and UCF is 6.2 miles!

3315 Amber Wood Way Unit 104, Winter Park
$165,000
2 Beds ⋅ 2 Baths ⋅ O6337903 MLS ⋅ 10 BLDG.
Welcome to easy, low-maintenance living in the heart of highly sought-after Winter Park! This charming 2-bedroom, 2-bath second-floor condo features a smart, functional layout and an unbeatable location just minutes from everything Central Florida has to offer. Major updates include a 2019 water heater, HOA-completed roofing and plumbing improvements (2019), plus a whole-home warranty for added peace of mind. Step inside to bright, spacious living and dining areas filled with natural light—perfect for relaxing or entertaining. The covered balcony extends your living space outdoors, offering an ideal spot for morning coffee or unwinding in the evening. The primary bedroom includes a private en-suite bath, while the second bedroom is served by a full guest bathroom—great for a roommate, visitors, or a home office. In-unit laundry adds everyday convenience. The well-kept community provides plenty of amenities, including two sparkling pools, a clubhouse, and a fitness center, making it easy to enjoy a comfortable and active lifestyle. Ideally located just south of Howell Branch Road, you’ll be moments from shopping, dining, Park Avenue, Rollins College, and major highways—keeping the best of Central Florida right at your fingertips. Whether you're a first-time homebuyer, looking to downsize, or seeking a smart investment, this Winter Park condo offers the perfect blend of comfort, convenience, and value.

224 Lewfield Circle, Winter Park
$165,000
1 Beds ⋅ 1 Baths ⋅ O6319141 MLS ⋅ Four Seasons/601 BLDG.
Welcome to this spacious and beautifully updated first-floor condo with 1 bedroom, 1 bathroom in the heart of Winter Park, the highly sought after Four Seasons community. This unit offers the convenience of walk-up access and a covered carport just steps from your private screened patio and laundry inside the unit. The kitchen was remodeled in 2021 and features white shaker-style cabinetry, a tasteful mint green and white subway tile backsplash, stunning quartz countertops with a waterfall edge over the breakfast bar, newer white appliances, and closet pantry. There is also space for a dinette set off of the kitchen as well. The recently installed beautiful wood plank tile flooring in the kitchen and bathroom provide an elevated feel to this unit. The primary bedroom is spacious enough for a king size bedroom set, and includes a large walk-in closet with in-unit laundry and two large courtyard-facing windows. The bathroom was also remodeled in 2021 with a new vanity, light fixture, mirror and commode. The living space offers plenty of room to gather with family and friends. Enjoy indoor-outdoor living with a sliding glass door from the living room to the screened patio, where you can enjoy your morning coffee or a space to unwind with a good book and glass of wine in the evening. There is also an additional exterior storage closet on the patio and direct carport access to your covered parking spot #10. Community amenities include 3 swimming pools, clubhouse with fitness center, tennis and shuffleboard courts, and easy access to Showalter Field and the Cady Way Trail(Pool and Park). Just minutes from Ward Park, Winter Park Pines Golf Club, YMCA, Winter Park Advent Health, and Center for Health and Wellbeing. Easy access to grocery stores on Aloma such as Publix, Sprouts and Aldi, and plenty of dining/restaurant options. Less than 10 minutes to Park Ave in Downtown Winter Park for fine dining and shopping options. Centrally located with easy access to 436 and east access to the 417 and 408. Less than 30 minutes from the Orlando International Airport. Zoned for A-rated schools - Brookshire Elementary, Glenridge Middle School and Winter Park High School. Don't miss this opportunity, schedule an appointment today! --

200 Saint Andrews Boulevard Unit 601, Winter Park
$165,000
2 Beds ⋅ 2 Baths ⋅ O6265043 MLS ⋅ 800 BLDG.
Huge Price Reduction!!! on this Fully remodeled unit. Reduced to sell. This fully updated Condo is minutes from Baldwin Park, Full Sail, UCF, and all of Winter Park has to offer. Don't miss the opportunity to own an amazing home or investment opportunity. Low HOAs are hard to find, especially in Winter Park Zip codes. Don't forget that this home has a fully updated kitchen, bathrooms, and new vinyl flooring. The community has an on site laundry across from this unit for easy access as well. Unit could have Washer/Dryer Stackable added in hallway closet.

1000 S Semoran Boulevard Unit 814, Winter Park
$163,000
2 Beds ⋅ 3 Baths ⋅ O6382548 MLS ⋅ Bldg 8cunit 139 BLDG.
One or more photo(s) has been virtually staged. Modern Charm in Prime Winter Park Location! Step into this beautiful 2-bedroom, 2.5-bath townhome located in the desirable Hidden Oaks community of Winter Park. Freshly painted with brand-new carpeting throughout, this stylish 1,031 sq. ft. home offers both comfort and flair. Enjoy peace of mind with a new roof installed in 2023. The exterior is thoughtfully landscaped, enhancing the home’s inviting curb appeal. Conveniently located just: 10 minutes to Downtown Orlando, 15 minutes to Orlando International Airport, 10 minutes to shopping and dining, 15 minutes to Valencia College, 25 minutes to UCF, 30 minutes to Disney World. Top schools such as Aloma Elementary, Glenridge Middle School, and Winter Park High School. Whether you're looking for a place to call home or a savvy investment, this gem combines timeless design, modern updates, and unbeatable location. Don’t miss this opportunity!

3262 Oak Lake Place Unit 139, Winter Park
$163,000
2 Beds ⋅ 2 Baths ⋅ OM695642 MLS ⋅ 2923 BLDG.
PRICE REDUCED, Seller motivated. Condo in Winter Park, FL Welcome to 2923 Antique Oaks Cir, Unit 39 — a beautifully updated 1,105 sq. ft. first-floor condo offering 2 bedrooms, 2 bathrooms, and modern upgrades throughout. Located in the highly sought-after Winter Park School District, this property combines comfort, style, and convenience. Property Highlights: Size & Layout: Spacious 1,105 square feet with a thoughtfully designed floor plan. Updated Interiors: Recently remodeled with modern finishes, including appliances (convection oven, refrigerator, dishwasher), and washer/dryer in the interior laundry room. Outdoor Living: Relax on your private screened patio, perfect for morning coffee or evening unwinding. Community Features: Resort-Style Amenities: Enjoy a sparkling pool, a soothing hot tub, and meticulously maintained grounds. Pet-Friendly & Welcoming: Dog-friendly and community-oriented, providing a quiet and peaceful atmosphere. Prime Location: Zoned for A-rated Winter Park schools and just 2 miles away, this condo offers unmatched convenience: Walkable access to dining, shopping, and entertainment. Minutes from Park Avenue, Baldwin Park, Winter Park Hospital, and Downtown Orlando. Close to top educational institutions: Valencia College, Rollins College, Full Sail University, and UCF. With an HOA that provides excellent management and care, this is an incredible opportunity to own in a desirable and high-quality location.

2923 Antique Oaks Circle Unit 39, Winter Park
$162,000
1 Beds ⋅ 1 Baths ⋅ G5103457 MLS ⋅ E BLDG.
One or more photo(s) has been virtually staged. Come take a lovely stroll to Mead Gardens(47 acres), located just around the corner from this adorable condo in one of Winter Park’s most popular communities! The pool is located directly behind this condo! This cozy first-floor unit features brand-new luxury vinyl flooring that gives it a fresh, welcoming feel. The spacious living room has sliders that open up to a nice-sized screened-in Florida room—perfect for sipping your morning coffee or relaxing at the end of the day and the best part the pool is located directly behind your Florida room! With the large Florida palm tree as a reference point you can see how close to the pool this condo is! After you enjoy taking a hike around Mead Gardens- then come home to a nice swim in the pool! And here’s some exciting news: the seller is offering seller financing! That means the deed will be in your name, and with just 20% down and flexible terms, it’s an incredible chance for first-time buyers, or to add to your rental portfolio, or anyone looking for a sweet second home. If you've been dreaming of having a Winter Park address, this is your moment! You’ll absolutely love the fantastic location of this condo, and let’s not forget this condo is located less than 2 miles to Advent Health hospital, the Orlando Science center, shopping, restaurants and all that Winter Park has to offer! Don’t miss out on this wonderful investment opportunity. Show and Sell!!

1250 S Denning #122 Street Unit 00122, Winter Park
$162,000
2 Beds ⋅ 3 Baths ⋅ S5131940 MLS ⋅ Hidden Oaks Condo BLDG.
Sought after Winter Park Location! 2-bedroom, 2.5-bath townhome located in the desirable Hidden Oaks community. 1,031 sq. ft. newer roof installed in 2023. The exterior is thoughtfully landscaped, enhancing the home’s inviting curb appeal. Conveniently located just: 10 minutes to Downtown Orlando, 15 minutes to Orlando International Airport, 10 minutes to shopping and dining, 15 minutes to Valencia College, 25 minutes to UCF, 30 minutes to Disney World. Top schools such as Aloma Elementary, Glenridge Middle School, and Winter Park High School. Whether you're looking for a place to call home or a smart investment, this gem combines timeless design, modern updates, and unbeatable location. Don’t miss this opportunity!

7444 Woodburn Court Unit 29, Winter Park
$160,000
1 Beds ⋅ 1 Baths ⋅ O6384082 MLS ⋅ 122 BLDG.
PRICE IMPROVEMENT! Welcome home to this updated 1-bedroom 1-bathroom GROUND FLOOR condo, ideally positioned toward the desirable rear of the sought-after Lakeside Manor community. The move-in-ready residence features a spacious, open floor plan enhanced by ceramic tile throughout, elegant crown molding and a thoughtfully updated kitchen complete with modern countertops, soft-close cabinetry, and newer stainless-steel appliances. Additional value-added improvements include newer windows and updated plumbing (re-piped and newer water heater) offering peace of mind to the next owner. Lakeside Manor is a highly desirable lakefront community offering private access to Lake Killarney a 239-acre spring fed lake. Residents enjoy premium amenities including a private boat ramp, community dock, access to boat slips (subject to availability, a monthly fee applies). The community also features a swimming pool, guest parking, extra parking (subject to availability, additional fee applies), community laundry facilities (nominal usage fee), storage cabinets, outdoor grill and picnic tables. Condo fees conveniently include monthly internet and water service. Ideally located just minutes from Winter Park and Park Avenue’s renowned shopping and dining, with quick access to I-4 and Downtown Orlando, this property offers the perfect combination of comfort, convenience, and lifestyle.

2500 Lee Road Unit 122, Winter Park