Location: Winter Park , 32792
Do Not Show Listings
5117 LAKE HOWELL RD, WINTER PARK, FL 32792
$2,3955 Days on yellowkey MLS ID: O6419550
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1300 Built: 1957Community: Tanglewood Sec 3 RepSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: 3/1, Carport, Single Family Home, Living Room, Dining Room, Eat in Kitchen, Stainless Steel Appliances Included: Stove, Microwave, Refrigerator, Dishwasher, Disposal, Inside Utility Room with Washer and Dryer Hookups, Laminate Wood Flooring & Ceramic Tile Throughout, Fenced Backyard, Pets Ok Upon Owner's Approval, NO SMOKING, Year Built: 1957/1300 Sqft.
Listing is courtesy of: LEGENDS REALTY (407-333-1010)
Listing Agent: Tina Lopez (407-333-1010)
7338 SWALLOW RUN #7338, WINTER PARK, FL 32792
$1,59833 Days on yellowkey MLS ID: O6411093
REDUCED by $52 (3.2%) on 06/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 774 Built: 1983Community: Whisperwood Condo 02Condo
Elementary School: Cheney Elem
High School: Winter Park High
Middle School: Glenridge Middle
Remarks: Beautiful and affordable 2-bedroom, 2-bath condominium for rent in desirable East Winter Park! This renovated and move-in-ready unit features an open floor plan with modern plank-style tile flooring throughout the living areas, neutral colors, and plenty of natural light. The updated kitchen offers newer cabinets, countertops, appliances, and a stylish backsplash, creating a modern and functional space. Both bathrooms have been upgraded with newer vanities and finishes. The carpet was replaced in 2020 for added comfort. The spacious primary bedroom includes a large walk-in closet and a private en-suite bathroom. A stackable washer and dryer, only one year old, are also included for your convenience. Located just steps from the community pool, this well-maintained community is conveniently close to Full Sail University, Valencia College, and University of Central Florida. Enjoy easy access to major highways, shopping, dining, and entertainment, while being only a short drive from Park Avenue. Zoned for highly sought-after Winter Park schools.
Listing is courtesy of: DOUGLAS EDMUND REAL ESTATE LLC (407-853-4402)
Listing Agent: Yuly Rodriguez (407-879-0720)
7425 DANIEL WEBSTER DR #B11, WINTER PARK, FL 32792
$1,2956 Days on yellowkey MLS ID: O6415308
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 809 Built: 1974Community: ColoniesCondo
Remarks: Discover this large first-level one-bedroom, one-bath condo in Winter Park. The unit features new cabinets and appliances, a remodeled bathroom, and new laminated flooring throughout. Enjoy a spacious bedroom with a bay window that brings in natural light, plus a covered tiled patio for outdoor seating. Washer and Dryer inside for convenience. The community offers a pool for residents. Everything is new and move-in ready; this condo combines recent updates with easy single-level access. Great location, ideal for Full Sail or UCF. Close to shopping and public transportation
Listing is courtesy of: PREMIUM PROPERTIES R.E SERVICE (407-380-2800)
Listing Agent: Celimar Sierra, Llc (407-731-2678)
1351 MERRYDALE WAY, WINTER PARK, FL 32792
$2,87545 Days on yellowkey MLS ID: O6408378
REDUCED by $100 (3.4%) on 06/23/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1755 Built: 2018Community: Enclave At Hawks CrestTownhouse
Elementary School: Eastbrook Elementary
High School: Lake Howell High
Middle School: Tuskawilla Middle
Remarks: Fantastic, Modern townhome WITH 3 beds & 2.5 baths. Hawk's Crest is a gated community in Winter Park. This home is has a very spacious open floor plan with a water view! The kitchen has granite countertops and is fully equipped with stainless steel Whirlpool appliances; oven, stove, microwave, refrigerator, dishwasher, and garbage disposal. The kitchen area also has a large pantry! This energy star-certified home features , large two car garage and private driveway, tile flooring throughout the first floor, carpet on stairs and in bedrooms. The home has a large back patio that is partially covered and that overlooks the beautiful pond. The backyard is very private and quiet with no on-looking neighbors. The extra large primary is upstairs, features a walk-in closet. The primary bathroom boasts two sinks with beautiful granite countertops. The two guest bedrooms have large closets and views of the lake. The guest bathroom upstairs, has a shower/tub combo. The laundry room with a whirlpool washer and dryer. The home has a large two car garage with cabinets for extra storage. The garage entry way has a mudroom section for your jackets and coats. High-speed Spectrum Wifi is included in the rent. The community features a resort-style pool, outdoor grills, and a playground only one block away from the home. There is on-street parking for guests. Foxtail Coffee and Kelly's Ice Cream are a 5 minute walk away. Downtown Maitland and Park Avenue are both a quick 10 minute drive.
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Jackie O'Leary (407-718-0887)
5171 LAZY OAKS DR, WINTER PARK, FL 32792
$2,10027 Days on yellowkey MLS ID: O6412797
REDUCED by $100 (4.5%) on 06/23/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1236 Built: 1984Community: Lazy Oaks CondoSpa: NoCondo
Remarks: This Winter Park condo features two bedrooms and three bathrooms, with an attached garage for convenient parking. The entrance welcomes you with a charming foyer. At the heart of the spacious open great room is the kitchen—highlighted by custom cabinets, quartz countertops, and stainless-steel appliances, all thoughtfully arranged on the first floor. An oversized counter provides space for dining, and the combined dining and living area provide access through French doors to the enclosed rear porch. The living room is enhanced by a decorative built-in electric fireplace. Upstairs you'll find two bedrooms, each with en suite baths. The master bedroom stands out with custom closets, a large window that fills the space with natural light and raised ceilings that add dimension. Two-tone contrasting colors create a cozy and inviting atmosphere, and the master bath includes a double sink vanity, walk-in shower, and linen closet. The second bedroom also boasts raised ceilings, custom closets, and its own private bathroom. Lazy Oaks Condominium is a highly sought-after community in Winter Park, located off Old Howell Branch Road. Residents enjoy amenities such as monthly pest control, guest parking, curbside garbage collection, and private mailboxes.
Listing is courtesy of: PAINE-ANDERSON PROPERTIES, INC (407-695-7898)
Listing Agent: Joyce Gary (407-782-3276)
1942 CONIFER CT, WINTER PARK, FL 32792
$1,750185 Days on yellowkey MLS ID: O6369312
REDUCED by $245 (12.3%) on 05/26/2026
Bed: 2 Bath: 1.0 Gar: 2 Liv Area Sq Ft: 1000 Built: 1968Community: Eastbrook Sub Unit 13Single Family
Remarks: Leasing nicely furnished 2 bedrooms, 1 bath, living room, dining room and kitchen in 3 bedroom / 2 bath home. Each bedroom has queen size bed and closet. The kitchen is fully equipped including dishes. The living room has a sofa and tv.The dining room has a table with 4 chairs. The porch has some chairs and a small table. Outside in the back yard is a table with 4 chairs - picnic in your own park like back yard. Ready to move in immediately.
Listing is courtesy of: BLACKFIN REALTY LLC (407-947-9722)
Listing Agent: Scott Banta (407-947-9722)
2028 SUSSEX RD, WINTER PARK, FL 32792
$2,90010 Days on yellowkey MLS ID: S5152229
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1674 Built: 1973Community: Winter Woods Unit 04Single Family
Elementary School: English Estates Elementary
Remarks: Welcome home to Winter Park living at its finest in this beautifully updated one-story home where comfort, convenience, and charm come together. From the moment you enter, you'll notice the bright, freshly painted interior, spacious layout, and modern touches throughout—including new updated bathrooms, landscaping enhancements and brand-new stainless-steel appliances. The attached two-car garage adds everyday ease, while the included washer and dryer. Step outside to your private backyard retreat, where a peaceful water view and inviting fire pit creates the perfect setting for morning coffee, weekend gatherings, or quiet evenings under the stars. Professional landscaping and pest control are also included, so you can spend less time on upkeep and more time enjoying your home. Ideally located near Downtown Winter Park, Park Avenue, local coffee shops, restaurants, grocery stores, entertainment, and daily conveniences, this home also offers quick access to Maitland, Casselberry, Orlando, I-4, and SR-417. Zoned for Seminole Country Schools. If you're searching for a stylish, low-maintenance rental in a prime location, this Winter Park home is ready to welcome you. Schedule your showing today!
Listing is courtesy of: CENTRAL FLORIDA REALTY MANAGEMENT LLC (407-542-4403)
Listing Agent: Kevan Patel (407-491-3559)
2737 BRIGHT BIRD LN, WINTER PARK, FL 32792
$2,60012 Days on yellowkey MLS ID: O6417872
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1782 Built: 2024Community: Grayson SquareTownhouse
Remarks: DO not miss out on this thoughtfully designed townhome! This gorgeous end unit Marigold two-story townhome has no direct rear neighbors, water view and features a Craftsman exterior. Townhome offers 3 bedrooms, 2 full bathrooms, a powder room, a two-car garage and a covered lanai. The kitchen is fully equipped with a pantry, modern gray cabinetry, a Suite Arabesque ceramic tile backsplash, Lagoon quartz countertops and beautiful Positano Blanco porcelain tile flooring. Upstairs the primary Suite features a spacious walk-in closet, and the primary bathroom offers a double sink quartz-topped vanity, a linen closet, private water closet and walk-in shower. Grayson Square is an intimate gated luxury townhome community located minutes away from downtown Winter Park, right off Howell Branch Road! This neighborhood has gated access, a resort-style pool with cabana and 1GB high-speed fiber optic internet, along with 75 streaming cable and music channels included in rent!!! Schedule your showing today!
Listing Agent: Nicole Howell (321-217-7918)
7302 SWALLOW RUN #7302, WINTER PARK, FL 32792
$1,49512 Days on yellowkey MLS ID: O6417858
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 756 Built: 1985Community: Whisperwood Condo 04Condo
Remarks: This 2 bedroom, 2 bathroom condo is located in Winter Park's Whisperwood community near local shops, restaurants, and schools. Features include a spacious living area with dining room, lovely kitchen with granite countertops, a wonderful primary suite, and outdoor patio. Community amenities include a swimming pool. Pets under 35 lbs. Schedule a showing or submit an application online. All Real Property Management & Realty residents enjoy convenience and well-maintained homes, with our safe and secure online portal where you can submit maintenance requests and pay online with multiple payment options, and a 24/7 emergency maintenance response team. Please note the listed amenities may not be accurate.
Listing is courtesy of: REAL PROPERTY MANAGEMENT AND REALTY (407-897-3366)
Listing Agent: Matthew Kirsch (407-897-3366)
296 LEWFIELD CIR #296, WINTER PARK, FL 32792
$1,30047 Days on yellowkey MLS ID: O6407086
0 Days Off yellowkey (back on 6/17/2026)
REDUCED by $50 (3.7%) on 05/27/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 678 Built: 1973Community: Stratford A Winter Park CondoSpa: NoCondo
Remarks: Experience effortless Winter Park living in this stylish, top-floor condo in the charming Stratford community. This move-in-ready gem features modern wood-look tile, a private balcony with serene landscape views, and the convenience of an in-unit washer/dryer. Enjoy resort-style perks like a sparkling pool, fitness center, and tennis courts. Perfectly situated just 10 minutes from the upscale dining of Park Avenue and major campuses like Rollins and Full Sail, this home offers the ideal blend of relaxation and location. Schedule your showing today before this Winter Park beauty is gone! Credit and background check needed. 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)
7340 SWALLOW RUN #7340, WINTER PARK, FL 32792
$1,50059 Days on yellowkey MLS ID: O6402679
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 802 Built: 1983Community: Whisperwood Condo 02Spa: NoCondo
Remarks: Check out this 2nd floor 2-bedroom, 2 bathroom condo with brand new beautiful wood floors throughout. The condo is centrally located between UCF and Full Sail University and is just a short distance to major roadways, shopping, and several dining options.
Listing is courtesy of: METRO CITY REALTY (407-237-3331)
Listing Agent: Bobby Mills (321-946-1119)
3651 N GOLDENROD RD #B207, WINTER PARK, FL 32792
$1,29513 Days on yellowkey MLS ID: O6417268
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 840 Built: 1990Community: Lancelot At Winter Park CondoCondo
Elementary School: Aloma Elem
Remarks: Beautifully Updated 2-Bed/2-Bath Condo Near UCF & Full Sail! Step into this stylish and freshly updated second-floor condo, featuring two spacious bedrooms and two modern bathrooms. You'll love the new luxury vinyl plank flooring and fresh paint throughout, creating a clean, contemporary feel. Enjoy the light and airy open-concept living space, filled with natural sunlight and perfect for both relaxing and entertaining. The kitchen shines with updated white shaker cabinets and elegant marble-look countertops. Conveniently located just minutes from UCF and Full Sail University, this home is perfect for students, professionals, or anyone seeking easy access to everything East Orlando has to offer. Residents of Lancelot Condominiums enjoy access to a sparkling community pool.
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Melissa Vance (407-489-5166)
7628 ALOMA PINES CT, WINTER PARK, FL 32792
$2,49513 Days on yellowkey MLS ID: O6416150
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1787 Built: 2018Community: Aloma TrailsTownhouse
Remarks: This 3 bedroom, 2.5 bathroom townhouse is located in the gated community of Aloma Trails near downtown Winter Park and local shops, restaurants, and schools. Features include an open floor plan with tile flooring throughout the downstairs main living area. The upgraded kitchen features 42" cabinets, granite counter tops, stainless steel appliances, tiled back splash, an island, and walk-in pantry. Upstairs you will find the carpeted bedrooms and primary suite with dual sinks, walk-in shower, and 2 walk-in closets. Additional home features include a 2 car garage, patio with quiet backyard area, and laundry closet. Sorry, no students. Pets under 50 lbs. Schedule a showing or submit an application online. All Real Property Management & Realty residents enjoy convenience and well-maintained homes, with our safe and secure online portal where you can submit maintenance requests and pay online with multiple payment options, and a 24/7 emergency maintenance response team. Please note the listed amenities may not be accurate.
1947 SUMMERFIELD RD, WINTER PARK, FL 32792
$2,49973 Days on yellowkey MLS ID: O6396107
REDUCED by $100 (3.8%) on 06/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1422 Built: 1956Community: Kenilworth Shores Sec 07Single Family
Elementary School: Brookshire Elem
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.
1000 S SEMORAN BLVD #103, WINTER PARK, FL 32792
$1,75017 Days on yellowkey MLS ID: S5151826
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1281 Built: 1969Condo
Remarks: Virtually Staged. Stylish Winter Park Condo Living – Spacious 3-Bedroom Home in a Prime Location! Welcome to 1000 S. Semoran Blvd #103, a beautifully maintained 3-bedroom, 2-bath residence offering comfort, convenience, and an unbeatable Winter Park location. Featuring a bright and open floor plan, this home provides the perfect space for relaxing, entertaining, and enjoying everyday living. The well-designed layout includes spacious living and dining areas, generously sized bedrooms, and a private primary suite for added comfort. The kitchen offers ample cabinet and counter space, making meal preparation easy and enjoyable. Located in the heart of Winter Park, you'll enjoy convenient access to top-rated schools, shopping centers, restaurants, parks, entertainment, and major roadways. Whether you're commuting to work or exploring everything Central Florida has to offer, this location puts you close to it all. This inviting home combines spacious living with exceptional convenience, making it an outstanding rental opportunity. Don't miss your chance to call this Winter Park gem home—schedule your private tour today!
Listing is courtesy of: TRANSCEND REALTY (407-518-7653)
Listing Agent: Jacob Hara (407-933-5478)
2304 INAGUA WAY #2304, WINTER PARK, FL 32792
$1,75018 Days on yellowkey MLS ID: O6416235
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 854 Built: 1980Community: Windward Square Sec 3Condo
Remarks: Welcome to this charming 2 bedroom, 1 bathroom corner unit in Winter Park, FL. This single-story home features ceramic tile flooring throughout, perfect for easy maintenance. The freshly painted interior complements the renovated kitchen and bathroom, giving the space a modern and updated feel. Enjoy the privacy of the fenced backyard, ideal for outdoor entertaining or relaxing. Located in the established community of Winward Square with access to a community pool and tennis courts, this home offers both convenience and comfort. Don't miss out on this opportunity to live in Seminole County in this lovely property. Sorry Pets are not permitted. *Washer and dryer are in as/is condition and for tenant convenience only *Tenant is required to carry Renters Insurance If approved for this home, new tenants must pay a $200.00 lease coordination fee due at the same time as the security deposit payment. *RESIDENTS BENEFIT PACKAGE* Residents are enrolled in the Resident Benefits Package (RBP). There is an additional $35.00 a month charge for this added to the advertised rent and is considered additional rent. RBP includes HVAC air filter delivery, utility concierge services making utility connection a breeze during your move-in, our best-in-class resident rewards program, and much more! More details upon application
Listing is courtesy of: CT HOMES REALTY CORPORATION (407-578-6545)
Listing Agent: Francisco Nieves-Taranto (321-248-4149)
3045 AARON BURR AVE #12D, WINTER PARK, FL 32792
$1,65018 Days on yellowkey MLS ID: S5150999
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1062 Built: 1974Community: ColoniesCondo
Remarks: Condominium located in The Colonies in Winter Park. Conveniently situated near UCF (University of Central Florida) and Full Sail University, with easy access to shopping centers, major highways, restaurants, and Orlando's world-famous theme parks. Just 11 minutes from Orlando International Airport (Orlando International Airport).This cozy 2-bedroom apartment is perfectly located for quick access to everything Orlando. Featuring new flooring and a clean, fresh interior, it is ideal for any lifestyle.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Angel Ramirez (407-967-5368)
3465 BALSAM DR, WINTER PARK, FL 32792
$2,59954 Days on yellowkey MLS ID: O6403270
0 Days Off yellowkey (back on 6/11/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1535 Built: 1966Community: Eastbrook Sub Unit 07Single Family
High School: Lake Brantley High
Remarks: Welcome to this charming 3-bedroom, 2-bathroom home located in a well-established Winter Park neighborhood. This property offers a comfortable single-story layout with inviting living spaces, ideal for everyday living and entertaining. The home features a functional floor plan with a bright living area, an eat-in kitchen, and well-sized bedrooms, including a primary suite with a private bath. Additional upgrades and features include a whole-home water softener, premium appliances, spa-like showers, wood and tile flooring throughout, an efficient HVAC system, and pest control service included for added convenience. Step outside and enjoy the large patio area with pavers and a pergola, perfect for relaxing or entertaining guests. Additional highlights include central air conditioning, a spacious driveway, and a garage for added convenience. Enjoy a generous yard with plenty of space to relax or host gatherings, all within a quiet residential setting. Act now! This one won't last long! All applicants are required to complete 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.
418 R GILBERT RD, WINTER PARK, FL 32792
$4,00018 Days on yellowkey MLS ID: O6415814
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1680 Built: 1964Community: Winter Park Pines Ut 5Single Family
Remarks: Beautifully renovated solid block home on a quiet street in highly desirable Winter Park Pines! This property features fresh exterior paint, updated lighting, a newly paved courtyard, and a bright open floor plan. The stunning kitchen offers modern cabinetry, quartz countertops, and brand-new stainless steel appliances, flowing seamlessly into the dining and family rooms. The sun-drenched Florida room is lined with windows that brighten the entire living space. Complete with a dry bar and its own mini-split AC unit, it offers flexible space for entertaining, relaxing, or creating your dream retreat. The split floor plan includes three generously sized bedrooms and three full renovated bathrooms, with a private primary suite with walk-in closet off the family room and the additional bedrooms and bath located on the opposite side of the home. The attached two-car garage offers excellent potential to be converted into a fourth bedroom, utilizing the existing full bathroom to create a private mother-in-law suite or guest quarters. Additional upgrades include new flooring, trim, doors, fixtures, and fresh interior paint. Create your own outdoor oasis with a newly paved patio and large fenced backyard with room for a pool. Ideally located near downtown Winter Park, Park Avenue shopping and dining, Cady Way Trail, and zoned for top-rated schools.
Listing is courtesy of: SOTERA LIVING (407-725-9660)
Listing Agent: Lianna Dangelo (321-446-3509)
3254 HOWELL BRANCH RD, WINTER PARK, FL 32792
$1,60062 Days on yellowkey MLS ID: O6402855
REDUCED by $95 (5.6%) on 06/10/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1985Community: Slovak VillageHalf Duplex
Remarks: This charming 2-bedroom, 2-bath duplex is ready for immediate move-in, offering a warm and inviting atmosphere for comfortable living. Step inside to discover a thoughtfully designed space with tile flooring throughout, providing both durability and easy maintenance. The heart of the home is the well-appointed kitchen, featuring stainless steel appliances and solid-surface countertops. This kitchen effortlessly flows into the spacious living room, where a cozy wood-burning fireplace beckons for memorable gatherings and relaxing evenings. The large master bedroom is a true sanctuary, boasting an en-suite bath complete with dual vanities and a convenient walk-in closet. But the delights continue outdoors, as you'll be treated to a vast, fenced-in backyard adorned with plenty of shade – perfect for your family to savor outdoor moments and create lasting memories. 3254 Howell Branch Road enjoys an excellent location in desirable Winter Park, placing you close to everything you need. You'll find convenient access to SR436 shopping and dining, nearby hospitals, and the vibrant University of Central Florida campus. $1,600.00 Monthly Rent (MOVE IN BY JULY 31st) Pets Not Allowed! Tenant Liability Insurance **Required**
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Carissa Lawhun (407-207-2220)
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