Location: Winter Park , 32792
Do Not Show Listings
1947 SUMMERFIELD RD, WINTER PARK, FL 32792
$2,59957 Days on yellowkey MLS ID: O6396107
REDUCED by $50 (1.9%) on 05/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1422 Built: 1956Community: Kenilworth Shores Sec 07Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Brookshire Elem
High School: Winter Park High
Tax Year:
Middle School: Glenridge Middle
Remarks: Welcome home! This fantastic 3-bedroom, 2-bath home is available for immediate move-in! This property is a short drive from downtown Winter Park, the Crosby Center for Health and Wellbeing, Cady Way Park, and more! , this property features a comfortable layout with well-apportioned bedrooms and bathrooms, a lovely kitchen with lots of counter and cabinet space, and many desirable features. Act now! This one won't last long! All applicants are required to do a credit and background check. Renters insurance is required. All residents are automatically enrolled in a master renters insurance policy for $11.95 per month. Residents can opt out of the master policy by providing proof of their own policy that meets minimum requirements.
Listing is courtesy of: 407 PROPERTIES (407-545-2594)
Listing Agent: Steven Simpson (407-545-2594)
1542 SUGARWOOD CIR, WINTER PARK, FL 32792
$3,90039 Days on yellowkey MLS ID: S5149170
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2130 Built: 1984Community: Amberwood Unit 1Single Family
Elementary School: None
High School: None
Middle School: None
Remarks: Spacious, fully remodeled 4-bedroom, 2.5-bath single-family home located in the desirable Amberwood community in Winter Park. This one-story property offers approximately 2,130 sq ft of living space, featuring vaulted ceilings, a functional layout, and a bright living and dining area. The home showcases luxury finishes throughout, a brand-new roof, central A/C, and a 2-car attached garage. Enjoy a private screened-in pool, perfect for Florida living year-round. Situated on a generous 0.30-acre lot, this property provides ample outdoor space and privacy. Conveniently located near major roads, shopping, dining, and top-rated schools.
Listing is courtesy of: AROD PARTNERS REALTY (407-627-7621)
Listing Agent: Dayana Perez Moreno (786-384-0070)
7864 BROKEN ARROW TRL, WINTER PARK, FL 32792
$3,60025 Days on yellowkey MLS ID: O6406209
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2219 Built: 1972Community: Arrowhead CoveSingle Family
Elementary School: Lakemont Elem
Middle School: Maitland Middle
Remarks: Fabulous rental opportunity in the sought-after Winter Park School District. This 4-bedroom, 2.5-bath, 2219-square-foot home also boasts glorious lake views from the massive 1,000-square-foot Florida room, ideal for entertaining and enjoying the Florida lifestyle on an expansive ½ acre lot. Ready for move-in, the home is full of natural light pouring in and shining onto the wood flooring throughout the home. There are opportunities to create a multitude of spaces that serve your needs for a home office, craft room, or playroom. The updated open kitchen offers views of the family room, Florida room, and the dining room with solid maple cabinets, granite counters,china-front cabinetry, custom tile backsplash, and stainless steel appliances. The kitchen also has programmable “smart lights”. The master bedroom offers ample storage space, a walk-in shower, and a walk-in closet. There are three additional bedrooms and an additional bathroom. There is a large storage shed and well/pump system for irrigation and a massive backyard for a variety of activities. The 8-zone irrigation system is run by a ground well and pump system, which will equate to savings on the water bill. Start enjoying life in the quiet community known as Arrowhead Cove with Winter Park Schools, as well as charter and private schools in the area, including Trinity Prep, Full Sail, and UCF. 7864 Broken Arrow Trail is a house located in Orange County and the 32792 ZIP Code. This area is served by the Orange County Public Schools attendance zone.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Julia Magnani (305-610-1876)
1091 WILDMEADOW RUN, WINTER PARK, FL 32792
$4,00093 Days on yellowkey MLS ID: O6389834
0 Days Off yellowkey (back on 5/15/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2196 Built: 2021Community: Hawks CrestSingle Family
Elementary School: Eastbrook Elementary
High School: Lake Howell High
Middle School: Tuskawilla Middle
Remarks: Newer home for rent in the gated new community of Hawks Crest. The home offers both style and flexibility. The first floor is graced with an openness that invites you in and makes you feel welcome. The plan features options to help you personalize the home to your needs and preferences. Entering the home, you walk into an expansive space. A flex room with 2-story ceiling can be used as a formal living room if you like. This room leads to the dining room, which looks out to a lanai. The kitchen opens to both rooms, as well as the gathering room at the back of the home. Spending time in the kitchen is a pleasure. The plentiful counter space lets you spread things out when preparing a meal. U-shaped, one arm of the counter holds the sink and looks into the gathering room. The kitchen offers gourmet upgrades, built in brand new appliances, granite counter top, touchless faucet. The upstairs layout is split, with the owner’s suite on one side and the three additional bedrooms with shared bathroom on the other. The suite features a bedroom, huge walk-in closet and bathroom with dual sinks, private commode, soaking tub and separate shower. Transform the suite into a retreat with the addition of a sitting room. Gated community with access to lake Howell, gym, swimming pool, clubhouse and playground.
Listing is courtesy of: FORTUNE INTERNATIONAL REALTY (305-400-6393)
Listing Agent: Maggie Walas (407-701-0144)
3232 ROYAL ST, WINTER PARK, FL 32792
$1,79530 Days on yellowkey MLS ID: O6407888
Bed: 3 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 970 Built: 1982Community: Coronation AddHalf Duplex
Elementary School: Aloma Elem
Remarks: Very clean 1/2 duplex near Full Sail University. 2 initial bedrooms with third bedroom built out into the insulated and air conditioned garage. There is storage space in the garage but not enough to park a car. Located off of Forsythe Rd near University Blvd, this home is ideal for a student at Full Sail University or UCF. Very close to major roadways of Semoran Bv (SR436) and University Bv. Also, shopping, banking, restaurants within walking distance. Flooring is all ceramic tile with no carpet. The back yard is fully fenced.
Listing is courtesy of: CLASSIC 1 REALTY INC (407-281-1490)
Listing Agent: Joe Thomas (407-281-1490)
1951 CANNY CV, WINTER PARK, FL 32792
$2,80036 Days on yellowkey MLS ID: O6406363
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1782 Built: 2023Community: Grayson SquareTownhouse
Remarks: Enjoy comfortable Winter Park living in this freshly painted 3-bedroom, 2.5-bath townhome located in the gated community of Grayson Square. Thoughtfully designed for everyday living, this home features a spacious open-concept living and dining area, perfect for entertaining, with direct access to a covered lanai for relaxing outdoors. The kitchen offers stainless steel appliances, quartz countertops, and ample cabinet space for storage and functionality. Upstairs, the owner’s suite includes a large walk-in closet and a private bathroom with dual sinks, quartz counters, and a glass-enclosed shower. A washer and dryer are also included for added convenience. Additional highlights include a two-car garage with epoxy floors and ceramic tile flooring throughout the main living areas, providing both style and easy maintenance. Residents of Grayson Square enjoy gated access, a community pool with cabana, and 1GB high-speed fiber optic internet included in the rent, along with 75 streaming cable and music channels. Ideally located near downtown Winter Park, this home offers easy access to Howell Branch Road, 436, 434, and 417. Starbucks, Publix, and Walmart are just minutes away, while the shopping and dining of Park Avenue are approximately 15 minutes away. Top-rated Seminole County schools are also nearby. A wonderful opportunity to lease a well-maintained home in a convenient Winter Park location. ¡Hablo Español!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Denise Del Castillo (321-960-3110)
3486 BOUGAINVILLEA DR #A, WINTER PARK, FL 32792
$2,295349 Days on yellowkey MLS ID: R4909541
REDUCED by $100 (4.2%) on 04/28/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1650 Built: 1963Community: Eastbrook Sub Unit 06Half Duplex
Remarks: Nice house with 2 units in a great location and each unit is being rent separately. This property is located in the heart of Winter Park where everything is close by. This unit has great value and is near all of the main colleges. Come and enjoy this unit with your family and friends. Please schedule your showing today before it is gone.
Listing is courtesy of: LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV (407-207-2220)
Listing Agent: Smith Salomon (407-724-9127)
200 SAINT ANDREWS BLVD #3707, WINTER PARK, FL 32792
$1,90065 Days on yellowkey MLS ID: O6397644
0 Days Off yellowkey (back on 4/27/2026)
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1219 Built: 1970Community: Four Seasons CondoTownhouse
Remarks: Welcome to the Four Seasons Condominiums! This great PARTIALLY FURNISHED 2 bedroom, 1.5 bath townhouse condo has much to offer. This completely uniquely designed townhouse features a sunken living room with glass sliding door that open to the private covered patio area, dining room , generous modern kitchen with a colorful glass subway tile backsplash , stainless steel appliances and quartz countertops. First floor also features entry way and half bath for guest. Upstairs features a split bedroom floor plan with two ample bedrooms with loads of closet space. Also upstairs is the modern style full bath with a large vanity and back lit mirror.medicine cabinet. Added features are the washer/dryer combo, laminate floor through out, Ecobee thermostat, new windows and glass doors, window treatments, one assigned carport space with extra open parking, and designer color scheme. Tenant will have access to the pool areas, tennis courts etc. Walk out your door with steps away to the Ward Memorial Park. Association approval is required. Water , sewer and trash is included. Owner will consider pet. Looking for a minimum of a years lease. Available JUNE 2026 SHOWINGS BY APPOINTMENT ONLY. ADVANCED NOTICE NEEDED.
Listing is courtesy of: OLDE TOWN BROKERS INC (407-425-5069)
Listing Agent: John Abbott, Jr (407-398-2330)
1317 MEDINAH CT, WINTER PARK, FL 32792
$3,65078 Days on yellowkey MLS ID: O6393971
0 Days Off yellowkey (back on 4/3/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2015 Built: 1979Community: Greenview At Winter PinesSingle Family
Remarks: Winter Park Pines home,4 bed/2 bath ready for a new resident. On a quiet cul-de-sac, this renovated home offers a blend of modern amenities with a fantastic location. It features a brand new kitchen & bathrooms with quartz countertops, updated brushed brass fixtures, with lots of custom touches. It features engineered wood flooring in the living areas and primary bedroom, a convenient indoor laundry room, new windows and sliding doors that let in tons of natural light. Other upgrades include new doors, trim, fresh interior and exterior paint, and a beautiful paver patio. Outside, enjoy all-new landscaping with fresh sod and a new irrigation system, lawncare is included in the rent. This home also has a new roof, garage door, and a HVAC system. This home is also next to the scenic Cady Way trail, ideal for biking, walking, and running. Zoned for highly rated Winter Park schools: Brookshire Elementary, Glenridge Middle, and Winter Park High School. Call for your showing today! Sorry NO PETS.
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Jackie O'Leary (407-718-0887)
1000 S SEMORAN BLVD #815, WINTER PARK, FL 32792
$1,65072 Days on yellowkey MLS ID: R4910991
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1003 Built: 1969Community: Golfside Villas CondoCondo
Remarks: This newly update and freshly painted. First floor condo in Winter Park offers a perfect blend of comfort and style and outdoor access ..It features two spacious bedrooms and two bathrooms, providing ample space for relaxation and privacy. The open plan living room and updated kitchen create a welcoming atmosphere, ideal for both entertaining and everyday living.. A standout features of this home is the in-unit washer and dryer a rare item within the complex. Community also has an additional laundry facility of it own. From the living room you can Step outside onto the nice open patio….whether it's for morning coffee or evening cookouts with family and friends. The community pool is walking distance and accessible to all residents. Unit has two parking spaces and plenty of additional guest parking. The condo is ideally located, with plenty shopping and dining nearby. Full Sail University and a newly built HCA Emergency room are minutes away. Commuting is made easy with access onto 436, and the 408 which makes it easy to travel to Downtown Orlando or Winter Park
Listing is courtesy of: KIMBRIDGE REALTY, LLC (407-755-7367)
Listing Agent: Scott Butts (321-239-8509)
2929 ANTIQUE OAKS CIR #53, WINTER PARK, FL 32792
$1,35079 Days on yellowkey MLS ID: O6393639
0 Days Off yellowkey (back on 4/2/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 749 Built: 1984Community: Parkview Village CondominiumCondo
Remarks: Welcome to this fully renovated residence in the heart of Winter Park, where modern upgrades meet timeless charm in one of Central Florida’s most desirable communities. Thoughtfully updated throughout, this home offers a fresh, move-in-ready living experience with stylish finishes and enhanced comfort. Ideally situated near Full Sail University and Rollins College, this property is well-suited for students, faculty, and professionals alike. Zoned for highly regarded schools including Aloma Elementary, Glenridge Middle, and Winter Park High School. Enjoy a vibrant lifestyle with easy access to nearby parks and outdoor destinations such as Kraft Azalea Garden and Mead Botanical Garden perfect for relaxing walks and enjoying nature. The renowned Park Avenue is also just a short drive away, offering boutique shopping, dining, and cultural experiences. Conveniently located with quick access to major roadways, downtown Orlando, and Orlando International Airport, this home also places you within reach of Florida’s beautiful east coast beaches, including Cocoa Beach and New Smyrna Beach ideal for weekend getaways. This fully renovated home offers the perfect combination of location, lifestyle, and modern living, making it an exceptional leasing opportunity in Winter Park. Water is included in the rent. Apply here: https://apply.link/oQ8t72Y
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Betsy Breton-Garcia, Pa (407-580-5350)
2356 COLDSTREAM DR, WINTER PARK, FL 32792
$2,82576 Days on yellowkey MLS ID: O6394600
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1619 Built: 1959Community: Brookshire HeightsSingle Family
Remarks: One or more photo(s) has been virtually staged. Lovely home in Winter Park school district. Closet to downtown Winter Park. Updated kitchen and baths on a Quiet street. Lawncare included.
Listing is courtesy of: VIA PROPERTIES LLC (321-229-6085)
Listing Agent: Donna Peebles (321-229-6085)
4818 TANGERINE AVE #4818, WINTER PARK, FL 32792
$1,35089 Days on yellowkey MLS ID: O6391063
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 753 Built: 1973Community: Wrenwood CondoCondo
Remarks: One or more photo(s) has been virtually staged. The 1 bed, 1 bath unit is ideally located in Winter Park, close to Full Sail and UCF. Rent includes water, and all appliances including washer & dryer. A spacious Living/Dining space and a Huge bedroom make this the best one bed/one bath you'll find. You're just a short drive from downtown and other Orlando hotspots. Wrenwood is a very quiet community with plenty of privacy. Amenities include a pool and workout room.
Listing is courtesy of: BENCHMARK REAL ESTATE GRP INC (321-422-4729)
Listing Agent: Torey Eisenman (407-743-6593)
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