Winter Park Condos for Sale by Neighborhood

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147 INTERLACHEN PLACE condos for sale ALABAMA CONDO condos for sale
CEDARWOOD VILLAGE 1 condos for sale CHAT6EAUX DU LAC condos for sale
CHATEAUX DU LAC condos for sale CLOISTERS CONDO condos for sale
COLONIES condos for sale FOUR SEASONS CONDO condos for sale
GOLDENROD VILLAS CONDO condos for sale GOLFSIDE VILLAS CONDO condos for sale
HIDDEN OAKS CONDO PH 09 condos for sale HIDDEN OAKS CONDO PH 10 condos for sale
HIDDEN OAKS CONDO PH 11 condos for sale HIDDEN OAKS CONDO PH 12 condos for sale
HIDDEN OAKS CONDO PH 7 condos for sale HIDDEN OAKS CONDOMINIUM ASSOCIATION, INC condos for sale
HIDDEN. OAKS condos for sale KILLARNEY BAY CONDO condos for sale
KNOWLES MANOR NORTH CONDO condos for sale LA CASAS DE INDIANA condos for sale
LAKE KILLARNEY CONDO condos for sale LAKE KILLARNEY CONDOMINIUM ASSN INC. condos for sale
LAKESIDE MANOR APTS CONDO condos for sale LAKESIDE MANOR CONDOMINIUM ASSOCIATION, INC. condos for sale
LANCELOT/WINTER PARK condos for sale LANDMARK WINTER PARK CONDO condos for sale
LAZY OAKS CONDO condos for sale PARK WEST CONDO condos for sale
PARK WEST CONDOMINIUMS condos for sale PARKVIEW VILLAGE condos for sale
PARKVIEW VILLAGE CONDO BLVD 2918 condos for sale PHILLIPS CIRCLE REP condos for sale
SANDLEWOOD CREEK CONDO PH 10 condos for sale STRATFORD A WINTER PARK CONDO condos for sale
STRATFORD WINTER PARK condos for sale TERAZZO DEL SOL CONDO ASSN INC condos for sale
TERRAZO DEL SOL condos for sale VILLAGE WINTERSET INC condos for sale
WATERFALL COVE condos for sale WATERFALL COVE AT WINTER PARK condos for sale
WATERFALL COVE AT WINTER PARK CONDO condos for sale WATERFALL COVE/WINTER PARK condos for sale
WHISPERING WATERS condos for sale WHISPERING WATERS/PHILLIPS CIRCLE REP condos for sale
WHISPERWOOD CONDO condos for sale WINTER PARK GARDENS CONDO condos for sale
WINTER PARK GDNS CONDO condos for sale WINTER PARK RESIDENTIAL condos for sale
WINTER PARK VILLAS condos for sale WINTER PARK WOODS CONDO condos for sale
WRENWOOD CONDO condos for sale

Newest Condos in Winter Park by Neighborhood

View all Winter Park Condos for Sale

  • 1000 S SEMORAN BLVD #408, WINTER PARK, FL - MLS# R4911527

    GOLFSIDE VILLAS CONDO - R4911527 - 1000 S SEMORAN BLVD #408, WINTER PARK, FL 32792
    Just Added on 06/29/2026 5:26PM

    $148,000 | Condo | 1 beds | 1.0 baths

    Great for INVESTORS!..instant rent upon closing, start collecting the day after closing!!..Also can be great Spacious Other units currently available in same complex Great starter home../ ONE bedroom condo in Golfside Villas located in the heart of Winter Park. Great location for travel to Winter Park, Full Sail, UCF and/or the airport. Low HOA fees that cover all exterior items, along with pool and other amenities. Water and sewer is though HOA fees , nice bonus for tenants. This condo home is investment property with a long term tenant but can be ready for an owner occupant Current tenant is under market rent… opportunity to make some changes here. Schedule a showing today!

    Contact Yellowkey Agent

    Listing is courtesy of: KIMBRIDGE REALTY, LLC

  • 1000 S SEMORAN BLVD #404, WINTER PARK, FL - MLS# R4911526

    GOLFSIDE VILLAS CONDO - R4911526 - 1000 S SEMORAN BLVD #404, WINTER PARK, FL 32792
    Just Added on 06/29/2026 5:25PM

    $148,000 | Condo | 1 beds | 1.0 baths

    Great for INVESTORS!..instant rent upon closing, start collecting the day after closing!!..Also can be great Spacious Other units currently available in same complex Great starter home../ ONE bedroom condo in Golfside Villas located in the heart of Winter Park. Great location for travel to Winter Park, Full Sail, UCF and/or the airport. Low HOA fees that cover all exterior items, along with pool and other amenities. Water and sewer is though HOA fees , nice bonus for tenants. This condo home is investment property with a long term tenant but can be ready for an owner occupant Current tenant is under market rent… opportunity to make some changes here. Schedule a showing today!

    Contact Yellowkey Agent

    Listing is courtesy of: KIMBRIDGE REALTY, LLC

  • 1000 S SEMORAN BLVD #306, WINTER PARK, FL - MLS# R4911525

    GOLFSIDE VILLAS CONDO - R4911525 - 1000 S SEMORAN BLVD #306, WINTER PARK, FL 32792
    1 Day on yellowkey

    $148,000 | Condo | 1 beds | 1.0 baths

    Virtually Staged. Great for INVESTORS!..instant rent upon closing, start collecting the day after closing!!..Also can be great Spacious Other units currently available in same complex Great starter home../ ONE bedroom condo in Golfside Villas located in the heart of Winter Park. Great location for travel to Winter Park, Full Sail, UCF and/or the airport. Low HOA fees that cover all exterior items, along with pool and other amenities. Water and sewer is though HOA fees , nice bonus for tenants. This condo home is investment property with a long term tenant but can be ready for an owner occupant Current tenant is under market rent… opportunity to make some changes here. Schedule a showing today!

    Contact Yellowkey Agent

    Listing is courtesy of: KIMBRIDGE REALTY, LLC

  • 644 N KNOWLES AVE #3, WINTER PARK, FL - MLS# O6420484

    KNOWLES MANOR NORTH CONDO - O6420484 - 644 N KNOWLES AVE #3, WINTER PARK, FL 32789
    3 Days on yellowkey

    $475,000 | Condo | 1 beds | 1.0 baths

    LOCATION! LOCATION! LOCATION! Welcome to Knowles Manor...a charming 11 unit condo perched on quiet brick street in the heart of Olde Winter Park...literally steps from the Winter Park 9 golf course, Casa Feliz and all the shoppes, restaurants & enjoyment Park Avenue has to offer! This quaint, first floor flat is a perfect place to call home or your pied-a'-terre when away from home. Tile floor throughout, full kitchen & bath, amazing closet space & and adorable screened back porch are sure to delight. Extras include a cozy neighborhood patio, one assigned parking space & HVAC 2021. Welcome Home!

    Contact Yellowkey Agent

    Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES

  • 1000 S SEMORAN BLVD BLVD #603, WINTER PARK, FL - MLS# O6420027

    GOLFSIDE VILLAS CONDO - O6420027 - 1000 S SEMORAN BLVD BLVD #603, WINTER PARK, FL 32792
    5 Days on yellowkey

    $99,900 | Condo | 2 beds | 2.0 baths

    Investor Special with Endless Potential in Winter Park! Opportunity knocks with this first-floor 2-bedroom, 2-bath condominium located in a great location in Winter Park. Whether you’re looking for your next renovation project, income-producing rental, or affordable entry into the Winter Park market, this property offers exceptional upside potential. Featuring a functional floor plan, spacious living areas, and a desirable ground-floor location, this condo is ready for your vision and updates. With the right improvements, this hidden gem can be transformed into a highly desirable residence, flip or investment property. Located just minutes from top-rated dining, shopping, major employment hubs, and a desirable school district, this property sits in a proven area for strong rental demand. SOLD AS-IS. Bring your imagination and contractor—this is the opportunity you’ve been waiting for!

    Contact Yellowkey Agent

    Listing is courtesy of: VALENCE REALTY GROUP

  • 3381 CEDAR SPRINGS PL #151, WINTER PARK, FL - MLS# O6419959

    HIDDEN. OAKS - O6419959 - 3381 CEDAR SPRINGS PL #151, WINTER PARK, FL 32792
    5 Days on yellowkey

    $179,900 | Condo | 2 beds | 2.5 baths

    Move right in and enjoy low-maintenance living in the desirable Hidden Oaks community of Winter Park. This meticulous maintained and nicely updated 2-bedroom, 2.5-bath townhome-style condo features two spacious primary suites, each with its own private en-suite bathroom, offering a flexible floor plan and exceptional functionality. The open and inviting layout includes an oversized great room, 12-inch ceramic tile flooring, and a well-appointed kitchen with maple cabinetry, Corian countertops, flat-top range, stainless steel refrigerator, and new microwave. The washer and dryer are included, making this home truly move-in ready. Both bathrooms have been tastefully updated, maple cabinetry, one with granite & one with Corian countertops for a cohesive, modern look. Enjoy outdoor living on the private rear patio, complete with space for grilling and an additional storage closet. Hidden Oaks is a beautifully maintained community featuring mature landscaping, a community pool, and a convenient Winter Park location near shopping, dining, entertainment, major employers, and highly rated Winter Park schools. The monthly condo fee includes water, sewer, trash, exterior maintenance, grounds maintenance, and community amenities, creating an easy lock-and-leave lifestyle. Conveniently located near Full Sail University, the University of Central Florida, Downtown Winter Park, and major roadways, this home offers an excellent opportunity for owner-occupants, those seeking a second home, or buyers looking for a long-term investment property. Don't miss the chance to own a well-maintained and move-in-ready home in one of Winter Park's most convenient locations.

    Contact Yellowkey Agent

    Listing is courtesy of: MAINFRAME REAL ESTATE

  • 3037 ANTIQUE OAKS CIR #156, WINTER PARK, FL - MLS# O6420008

    PARKVIEW VILLAGE - O6420008 - 3037 ANTIQUE OAKS CIR #156, WINTER PARK, FL 32792
    5 Days on yellowkey

    $154,900 | Condo | 1 beds | 1.0 baths

    Cute as a button and move-in ready! This charming top floor 1-bedroom, 1-bath condo offers a bright, airy feel with an open-concept layout designed for comfortable living. Literally just steps away, you will enjoy peaceful views overlooking the hot tub and community pool from your private retreat above it all! The updated kitchen features beautiful white cabinetry with SOFT-CLOSE DRAWERS, providing both style and functionality. The spacious living area is enhanced by a vaulted ceiling that creates an expansive feel and allows natural light to pour in throughout the day. The primary bedroom continues the open, inviting atmosphere with vaulted ceilings and a generous walk-in closet. The bathroom offers a raised-height vanity with ample countertop space, making your daily routine both convenient and comfortable. This unit also comes with an INTERIOR LAUNDRY so you don’t have to worry about going off-site! Whether you’re relaxing at home on your SCREENED PATIO, enjoying the pool or hot tub, or taking in the view from your top floor location, this condo is the perfect blend of charm, comfort, and convenience. Come see it today!

    Contact Yellowkey Agent

    Listing is courtesy of: VALENCE REALTY GROUP

  • WINTER PARK, FL - MLS# O6419422

    FOUR SEASONS CONDO - WINTER PARK, FL 32792
    6 Days on yellowkey

    $229,900 | Condo | 2 beds | 1.5 baths

    Welcome to this spacious and well-maintained two-story townhome nestled in the highly desirable Four Seasons community in the heart of Winter Park. Offering 2 bedrooms, 1.5 bathrooms, and 1,219 square feet of comfortable living space, this home features a functional floor plan designed for both everyday living and entertaining. The spacious kitchen offers abundant cabinetry, generous countertop space, and stainless steel appliances replaced in 2025, creating a practical and inviting setting for meal preparation and gatherings. The dishwasher and refrigerator were replaced in 2023, adding additional value and convenience. Adjacent to the kitchen is a dedicated dining area that can easily accommodate formal dining, a home office setup, or additional living space to suit your needs. The welcoming living room opens through French glass doors to a private, fully enclosed screened porch and fenced patio surrounded by mature landscaping. Complete with a metal storage closet, this outdoor space is perfect for enjoying your morning coffee, relaxing after a long day, or entertaining guests. Upstairs, both bedrooms are generously sized, with the primary bedroom featuring dual closets and a ceiling fan for added comfort. The second floor also features new vinyl plank flooring installed in 2026, offering durability and a modern touch throughout the bedroom level. A full bathroom serves the upstairs living area, while a convenient half bath is located downstairs for guests. Additional improvements include all plumbing piping replaced approximately five years ago, an electrical panel replacement completed approximately three years ago, and all electrical outlets replaced in 2026, providing additional peace of mind for future owners. Both bathrooms feature updated lighting fixtures installed in 2026. Additional features include a full-size stackable washer and dryer, ceiling fans and blinds throughout, and fresh interior paint completed in 2026, contributing to the home's move-in-ready appeal. Residents of Four Seasons enjoy an array of community amenities including three swimming pools, a clubhouse with fitness center, tennis courts, shuffleboard courts, and beautifully maintained grounds with mature trees and walking paths. Conveniently located just minutes from Ward Park, Winter Park Pines Golf Club, the YMCA, AdventHealth Winter Park, and the Center for Health & Wellbeing. Enjoy nearby shopping and dining along Aloma Avenue, including Publix, Sprouts, and Aldi, while the shops, restaurants, and entertainment of Park Avenue are less than 10 minutes away. Easy access to SR 436, SR 417, and SR 408 makes commuting simple, and Orlando International Airport is approximately 25 minutes away. Located within the highly rated school district of Brookshire Elementary, Glenridge Middle School, and Winter Park High School. Don't miss this opportunity to own in one of Winter Park's most sought-after communities. Schedule your private showing today!

    Contact Yellowkey Agent

    Listing is courtesy of: COMPLETE REALTY STORE, LLC

  • 7488 WHISPERWOOD DR #28, WINTER PARK, FL - MLS# O6419151

    WHISPERWOOD CONDO - O6419151 - 7488 WHISPERWOOD DR #28, WINTER PARK, FL 32792
    7 Days on yellowkey

    $230,000 | Condo | 2 beds | 2.5 baths | 2 car

    Welcome to Whisperwood, where space, convenience, and investment potential come together in one exceptional opportunity. This rare gem is a beautifully maintained 2-bedroom, 2.5-bath residence offering a rarely available townhome-style floor plan that combines generous living spaces, exceptional functionality, and outstanding investment potential. The spacious multi-level layout features expansive living and dining areas, a convenient guest powder bath, and two oversized dual primary-style suites, each with its own private bathroom. The thoughtfully designed floor plan delivers the privacy, flexibility, and comfort today's buyers are seeking. Natural light fills the interior, while the private balcony provides the perfect retreat for morning coffee or evening relaxation. A private fenced backyard opens to a lush green space, creating a peaceful outdoor setting rarely found in condominium living. Additional highlights include a covered carport, dedicated laundry closet, abundant storage throughout, and a large second-floor storage room. Residents enjoy a truly low-maintenance lifestyle with access to Whisperwood's sparkling community pool, clubhouse, and beautifully landscaped grounds. The HOA provides exceptional value by covering exterior building maintenance, grounds maintenance, water, sewer, trash, pest control, pool maintenance, recreational facilities, and common area upkeep. Perfectly positioned near SR-417, Goldenrod Road, and University Boulevard, this prime location offers seamless access to Downtown Orlando, Winter Park, Orlando International Airport, major employment centers, premier shopping and dining destinations, and Central Florida's world-famous attractions. For investors, this property represents a compelling income-producing opportunity. Currently tenant-occupied, offers immediate cash flow, Its strategic location near UCF, Full Sail University, Valencia College, and Seminole State College supports strong, year-round rental demand, making it an attractive move-in ready investment with enduring appeal. Whether you're searching for a primary residence, a low-maintenance lifestyle, or a strategic addition to your investment portfolio, this exceptional Whisperwood residence offers the perfect blend of space, location, convenience, and value.

    Contact Yellowkey Agent

    Listing is courtesy of: PARKVIEW REAL ESTATE

  • 7733 COUNTRY PL #G2, WINTER PARK, FL - MLS# O6418682

    GOLDENROD VILLAS CONDO - O6418682 - 7733 COUNTRY PL #G2, WINTER PARK, FL 32792
    8 Days on yellowkey

    $239,500 Reduced | Condo | 2 beds | 2.0 baths

    Step into a remodeled condominium in Goldenrod Villas, a peaceful, well-established community. This renovated, 2-bedroom, 2-bath villa features a light and airy layout and puts you in one of Central Florida's most coveted zip codes. With more than 1000 square feet of updated, move-in-ready living space, it's the perfect low-maintenance home base for a busy homeowners who wants style, comfort, and location all in one. The refurbished kitchen features quartz countertops, a tiled backsplash, new stainless-steel appliances (including a built-in microwave), freshly painted cabinets, and a laundry closet. No more laundromats!!The living room opens to a private, shaded, custom designed, screened patio, along with a fenced backyard that offers a quiet escape after a long day or space for a pet or other outdoor activities. Both bedrooms are generously sized with more than ample walk-in closets. Both bathrooms have new tile floors, new cabinets, sinks, toilets, and bright lighting. Practical upgrades have already been done for you: brand-new HVAC, duct work, water heater, plumbing, lighting, knock-down ceilings, flooring, and updated fixtures throughout. Custom windows will soon be installed, too. The roof was recently replaced, too. Home-buying worries be gone! What are we near—that is enticing? Drive outside the community and you're minutes from Aloma Avenue shopping, and major corridors including SR 436, 417, and 408.

    Contact Yellowkey Agent

    Listing is courtesy of: PROPERTIES BY PATTY PLLC





Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.