Winter Park, FL Homes for Rent | Lynn Pittinos | BHHS Florida Realty
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Lynn Pittinos

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Winter Park FL Real Estate & Homes for Rent

57 Properties Found

The median home value in Winter Park, FL is $389,900. This is higher than the county median home value of $265,600. The national median home value is $266,648. The average price of homes sold in Winter Park, FL is $389,900. Approximately 55% of Winter Park homes are owned, compared to 33% rented, while 12% are vacant. Winter Park real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you like to see a property, contact Winter Park real estate agent to arrange a tour today!
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1–25 of 57 properties displayed
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Beds:
3
Baths:
2.00
Sq.Ft.:
1,000
Status:
NEW LISTING
MLS#:
O5941816
Type:
Condo
Subdivision:
LAKE KILLARNEY CONDO
Lot size:
0.28 Acres
Year built:
1960
A broker reciprocity listing Courtesy: EXP REALTY LLC
View additional info

If you LOVE the Winter Park life style, look no further. 3 Bedroom, 2 Bath Condo on Lake Killarney near Trader Joe's. A Classic mid-century solid concrete structure with original polished Terrazzo floors. This top floor unit has been Completely remodeled with loads of upgrades, granite, new stainless appliances. Just steps away, a park setting with a custom lakeside pool, with Famous Lake Killarney in the background. The Perfect place to unwind after work watching the beautiful sunsets across the lake. Or if night life, fashionable shopping, and eateries are your passion, the area is bursting with fine dining and the atmosphere of Park Ave is just 5 min away.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,020
Status:
NEW LISTING
MLS#:
S5050201
Type:
Apartment
Subdivision:
WINTER PARK WOODS CONDO
Lot size:
0.2 Acres
Year built:
1974
A broker reciprocity listing Courtesy: REMAX PIONEER
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Spacious Corner condo 2 bedroom 2 baths with breakfast bar; second-floor unit conveniently located at the winter park woods community close to everything Shopping, Restaurants and more this unit has been recently updated new paint new carpet beautiful neutral colors trough out; all kitchen appliances with tile floors in kitchen and bathrooms; private balcony with beautiful views; two community pools and playground. This unit also includes a washer and dryer in the unit; This won't last.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,312
Status:
NEW LISTING
MLS#:
O5939782
Type:
Townhouse
Subdivision:
ENCLAVE AT HAWKS CREST
Lot size:
0.08 Acres
Year built:
2019
A broker reciprocity listing Courtesy: REAL PROPERTY MANAGEMENT AND REALTY
View additional info

This 3 bedroom, 2.5 bathroom townhouse is located in the gated community of Hawks Crest along the southern shores of beautiful Lake Howell, this ideal location provides easy access to major employment sectors and desirable Winter Park shopping and dining destinations including Park Avenue and Winter Park Village. The home has an open floor plan with tile flooring throughout the downstairs living area. The upgraded kitchen features 42" cabinets, granite counter tops, stainless steel appliances, tiled back splash, island, and walk-in pantry with plenty of storage. Upstairs you will find the carpeted bedrooms and master 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 utility closet that houses the washer/dryer. Community features include a pool and cabana, park and pond. Small pets under 30 lbs. We are here to make your time in the home as enjoyable and convenient as possible. We offer a safe and secure online portal where you can submit maintenance requests and pay online with multiple payment options, 24/7 emergency maintenance response team, and well-maintained homes. Please note the listed amenities may not be accurate.

Beds:
3
Baths:
1.00
Sq.Ft.:
864
Status:
NEW LISTING
MLS#:
O5941841
Type:
Single Family
Subdivision:
MAGNOLIA GARDENS SUB
Lot size:
0.13 Acres
Year built:
1958
A broker reciprocity listing Courtesy: MVP REALTY ASSOCIATES LLC
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Come see this diamond in the HEART of Winter Park. This house is beautifully located DIRECTLY between the Winter Park Village & Park Avenue, both within a short walk away. Enjoy countless restaurants nearby, shopping, gyms, theaters, golfing, the chain of lakes & more. The location can't get better! This house comes equipped with brand new appliances including washer/dryer IN unit, fully refinished terrazzo flooring, a large fenced yard perfect for pets, outdoor activities, & much more.

Beds:
2
Baths:
3.00
Sq.Ft.:
980
Status:
NEW LISTING
MLS#:
O5941711
Type:
Townhouse
Subdivision:
SANDALWOOD CREEK CONDO PH 04
Lot size:
0.47 Acres
Year built:
1984
A broker reciprocity listing Courtesy: AMERICAN HOME TEAM REALTY LLC
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Great townhouse in an ideal location. Close to everything. Great schools and parks. Enjoy 2 bedroom 2 bath townhome with ceramic tile flooring on the first floor with upgraded stainless steel appliances. and newer counter tops. Pass thru from kitchen to dining area. Back door opens on to small patio overlooking creek and trees, very peaceful. Upstairs is carpeted. Both bedrooms have ensuite bathrooms, one with a tub and the other with a large walk in shower. Good size closets.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,769
Status:
NEW LISTING
MLS#:
O5941662
Type:
Single Family
Subdivision:
WINTER PARK MANOR
Lot size:
0.23 Acres
Year built:
1960
A broker reciprocity listing Courtesy: AMERICAN HOME TEAM REALTY LLC
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Great house in a fantastic school district. This 4 bedroom home has been freshly painted, new shower in master bath. Wood laminate floor in living areas and tile in the wet areas. Galley kitchen has stainless steel refrigerator, range, dishwasher and built-in microwave. Large living room with picture window overlooking gigantic fenced backyard. Separate family room with wood burning fireplace. . Master bedroom has 2 closets. Interior utility room/workroom affords tons of storage. Automatic irrigation system. Zoned for "A" rated Dommerich Elementary, Maitland Middle, WPHS.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,003
Status:
NEW LISTING
MLS#:
O5940652
Type:
Single Family
Subdivision:
ENCLAVE AT ALOMA
Lot size:
0.13 Acres
Year built:
2016
A broker reciprocity listing Courtesy: LAKEFRONT REALTY, INC.
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Single story. Fantastic open floor plan. Loads of options. Plank "Wood" Tile throughout the entire home. House was extended 4 feet to increase the size of dining room, great room, and master bedroom. 10' x 40' Covered Lanai. Center Island with Pendant Lighting in Kitchen. Stainless Steel Appliances, Upgraded Cabinets, Crown Molding. Solid Surface Counters throughout the home. Volume Ceilings & Recessed Lighting. Master Bathroom has dual sinks, a huge walk in shower with a seat, and private toilet closet. This Ryland Boca Raton Model was built in 2016. Enclave at Aloma is a Gated Community. Close to SR 417.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,032
Status:
NEW LISTING
MLS#:
O5941258
Type:
Single Family
Subdivision:
DUBSDREAD HEIGHTS
Lot size:
0.16 Acres
Year built:
1938
A broker reciprocity listing Courtesy: GRACE REALTY, INC.
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Great location, very near I-4 and just off Fairbanks in College Park/Winter Park. Oversized paver driveway and parking area. 2 bedrooms with one bathroom, and an extra room that could be used as an office. Bathroom has shower/tub combination. Home was built in 1938, and is charming and well maintained. Large screen porch covers entire front of house. Floor plan has inviting open space living and dining room combo. Wood burning fireplace in living room. Inside laundry room with full size electric washer and dryer. Mini-blinds on most windows. Additional secure large storage or hobbies building in back yard with air conditioning and sink. Fenced back yard. Kitchen has large closet panty, with glass front cabinets and gas range/oven. Most windows are original rope and pulley. Beautiful wood flooring in living and bedrooms. No smoking is permitted inside home or back building.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,484
Status:
NEW LISTING
MLS#:
O5941215
Type:
Single Family
Subdivision:
WINTER PARK
Lot size:
0.16 Acres
Year built:
2000
A broker reciprocity listing Courtesy: BEST ORLANDO PROPERTY MANAGEMENT LLC
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Come see this recently renovated home in the heart of Winter Park! Fully furnished option for $250 more per month. This home features a split floor plan with custom woodgrain tile flooring throughout. The kitchen has plenty of natural light, features granite countertops, wood cabinets, stainless steel appliances and opens up to the living area. Both bathrooms have been renovated as well. You’ll enjoy the large, fully fenced backyard that is perfecting for relaxing and enjoying nature at its best! It offers plenty of green space and pavers for outdoor dining. Only blocks from Park Ave, Hannibal Square, Rollins, and tons of restaurant and entertainment options! Washer/Dryer included. Qualifications: Income: 3X rent, min 600 credit, background checks.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,692
Status:
NEW LISTING
MLS#:
O5941247
Type:
Single Family
Subdivision:
WINTER PARK PINES
Lot size:
0.2 Acres
Year built:
1964
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY
View additional info

What an amazing home! Home has been completely renovated with new flooring throughout, new kitchen, new appliances. The kitchen cabinets are new - with lots of storage. The bathrooms have both been renovated with subway tiles, new vanities, and so much more. The lighting has also been completely replaced along with new windows. You will love the flow of this home. From the living room with wood burning fireplace you enter the kitchen and dinette and then flow into the family room or onto the back patio. Finally, the backyard has an amazing pool and the patio is large and covered, giving you ample space to entertain and dine. Lawn and pool care included in the rent.

Beds:
2
Baths:
1.00
Sq.Ft.:
720
Status:
Active
MLS#:
O5940807
Type:
Single Family
Subdivision:
MAGNOLIA GARDENS SUB
Lot size:
0.11 Acres
Year built:
1949
A broker reciprocity listing Courtesy: REAL PROPERTY MANAGEMENT AND REALTY
View additional info

This affordable two bedroom one bath home is located on W. Webster Ave. between Winter Park Village and the Winter Park Country Club convenient to Rollins College, Park Avenue, with shopping, dining and everything Downtown Winter Park has to offer. It includes a spacious floor plan with tile throughout the main living areas, ceiling fans, good size rooms, a fenced yard, and plenty of parking. We are here to make your time in the home as enjoyable and convenient as possible. We offer a safe and secure online portal where you can submit maintenance requests and pay online with multiple payment options, 24/7 emergency maintenance response team, and well-maintained homes. Please note the listed amenities may not be accurate.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,305
Status:
Active
MLS#:
O5940753
Type:
Condo
Lot size:
0.29 Acres
Year built:
1981
A broker reciprocity listing Courtesy: TRUSTHOME PROPERTIES INC
View additional info

You will feel right at home the moment you step into this updated 2 bedroom, 2 bathroom condo! This gated community near Park Avenue includes designated parking, a community pool, tennis courts, car wash and clubhouse with a pool table. Spacious and open living room with a beautiful wood burning fireplace. Kitchen features an ample amount of counter space and cabinetry with direct access to the utility room. Bedrooms and bathrooms are a great size. Amazing views from three balconies!

Beds:
2
Baths:
2.00
Sq.Ft.:
953
Status:
Active
MLS#:
O5940739
Type:
Condo
Subdivision:
STRATFORD A WINTER PARK CONDO
Year built:
1973
A broker reciprocity listing Courtesy: DON ASHER & ASSOCIATES, INC.
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Completely updated, 1st floor, 2/2 condo conveniently located in Winter Park! Split floor plan offers large bedrooms and huge walk in closets, with a grand shared living space. New paint and flooring throughout, an updated kitchen and bathrooms, cute little porch with a private rear view! All fresh, clean, and ready for new tenants to move in today! Water, sewer, and lawncare are all included for maintenance-free living.

Beds:
2
Baths:
1.00
Sq.Ft.:
908
Status:
Active
MLS#:
A11032985
Type:
Other
Subdivision:
CORONATION ADD
Lot size:
0.2 Acres
Courtesy: Canvas Real Estate
View additional info

Spacious 2 Bedroom 1 Bath + storage room duplex with over sized lot in great Winter Park location! This light and bright 2 bedroom duplex features fully upgraded kitchen & Bathroom and tile flooring throughout. Ceiling fans in the main living area and in both bedrooms! .This single story includes washer and dryer. Large Backyard. New AC and Roof (1 year old). Parking off-street on the driveway. EXCELLENT LOCATION! conveniently located in Winter Park, UCF, Baldwin Park and downtown Orlando. Near many options for shopping dining and entertainment! Schedule your showing today because this home will not be available long!!

Beds:
4
Baths:
2.00
Sq.Ft.:
1,824
Status:
Active
MLS#:
O5939853
Type:
Single Family
Subdivision:
KENILWORTH SHORES SEC 04
Lot size:
0.21 Acres
Year built:
1962
A broker reciprocity listing Courtesy: FANNIE HILLMAN & ASSOCIATES
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Great 4 bedroom / 2 bath home in Kenilworth Shores! This 1824sf home has kitchen with Silestone counter-tops, solid wood cabinets and a breakfast bar open to the family room. The living room & family room both have hard wood floors & vaulted ceilings. Bedrooms are all spacious with walk-in closets and new vinyl plank flooring. Other amenities include an indoor laundry room, screened back porch& a large storage shed for tenant use. Enjoy the large, fenced back yard and newer deck. Live minutes from downtown Winter Park and Orlando, UCF, Full Sail, groceries and shopping.

Beds:
1
Baths:
1.00
Sq.Ft.:
803
Status:
Active
MLS#:
O5939841
Type:
Condo
Subdivision:
COLONIES
Lot size:
10.07 Acres
Year built:
1974
A broker reciprocity listing Courtesy: PRISTINE INTERNATIONAL REALTY LLC
View additional info

Newly renovated!! 1 bedroom and 1 bath with stainless steel, open floor plan, granite countertop, and screened lanai overlooking the courtyard. Community amenities include a pool and playground.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,070
Status:
Active
MLS#:
O5939609
Type:
Single Family
Subdivision:
WINTER PARK PINES
Lot size:
0.25 Acres
Year built:
1969
A broker reciprocity listing Courtesy: BEN M. COLE, III, INC.
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One Story home in Winter Park Pines with 4 bedrooms and 3 full baths! Large Screened Porch and spacious fenced rear yard. Quiet street. Stainless steel appliances: Refrigerator, Smooth-top Range/Oven, Dishwasher. Lawn Care included! Convenient Winter Park Location. Only Minutes from Baldwin Park, Park Avenue, Winter Park High School, etc.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,758
Status:
Active
MLS#:
O5939048
Type:
Single Family
Subdivision:
BROOKSHIRE HEIGHTS 2ND ADD
Lot size:
0.19 Acres
Year built:
1962
A broker reciprocity listing Courtesy: FANNIE HILLMAN & ASSOCIATES
View additional info

This beautiful three bedroom, three bathroom Winter Park home is located in a well-established quiet neighborhood. Immaculate and move-in ready with a charming brick paver walkway to the 27x4 covered front porch and entry. The recent renovation included the kitchen, all bathrooms, and the addition of a new laundry room. Everything from flooring to Visual Comfort lighting is fresh and new, including crown molding, energy-efficient windows, baseboards, quartz countertops, porcelain tile and plumbing fixtures. Kitchen features a 6x4 island, new stainless-steel KitchenAid appliances, with. microwave drawer, stainless/brass range hood and additional Butler pantry area. French doors open to brock paver patio and spacious privacy fenced backyard. Just sold your home and need somewhere to land? This home is it. Super convenient to everything Winter Park and Baldwin Park have to offer. Excellent public schools, golf, restaurants and shopping are all within 10 minutes of this lovely home.

Beds:
2
Baths:
3.00
Sq.Ft.:
1,080
Status:
Active
MLS#:
O5938608
Type:
Other
Subdivision:
SLOVAK VILLAGE
Lot size:
0.18 Acres
Year built:
1982
A broker reciprocity listing Courtesy: ELITE REAL ESTATE AND PROPERTY MANAGEMENT
View additional info

Beautifully remodeled two bedroom in Winter Park! Come check out this two bedroom, two and a half bath conveniently located off of Howell Branch Rd near 436. This unit is like new and ready to go! Newer kitchen cabinets and granite counter-tops, stainless steel appliances, lighting and plumbing fixtures, newer vanities with granite tops in the bathrooms, new flooring upstairs. Enjoy ceiling fans in the bedrooms and living room and spacious closets and the best part is that each bedroom has their own bathroom! Enjoy a fenced in back yard for barbecues and great location to everything. Looking for a tenant that will pay rent on time, take care of the place and stay a while. Sorry, we do not accept pets. There is a $55 application fee per adult. Requirements for Approval are: Income over three times the monthly rent No Evictions Credit Scores under 620 are subject to a higher deposit Credit scores under 560 will be declined Application can be found at gopropertymgmt.com

Beds:
2
Baths:
2.00
Sq.Ft.:
1,119
Status:
Active
MLS#:
O5937748
Type:
Condo
Subdivision:
FOUR SEASONS CONDO
Lot size:
19.03 Acres
Year built:
1970
A broker reciprocity listing Courtesy: PREMIER MANAGEMENT GROUP INC
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This 2 bd / 2 ba; 1119 sqft second floor condo in Winter Park located in the beautiful Four Season Condominium! Unit features New vinyl slat floors, new paint, new Fridge, new High Efficiency Washer & Dryer, patio and so much more! Water/Sewer/Trash included in the rent. Complex features 3 pools, tennis courts, clubhouse and is adjacent to large parks. Bike to Park Avenue and Rollins college, walk to Publix, Whole Foods, Starbucks...everything is close by!! This is in a prime location in Winter Park. West of 436 near Lakemont avenue. Sorry, No Pets!!

Beds:
1
Baths:
1.00
Sq.Ft.:
653
Status:
Active
MLS#:
O5937575
Type:
Condo
Subdivision:
MEAD GARDEN
Lot size:
0.3 Acres
Year built:
1967
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY
View additional info

This Newly Remodeled Winter Park Jewel Box is close to ADVENT HEALTH (Rollins Street), Park Avenue, Rollins Collge, Mills 50, College Park, 17-92, I-4, Orange Avenue. This home features new cabinets in the Kithchen & bathroom with gold tone hardware, Calcutta Madre counter tops in the kitchen & quartz counter tops in the bathroom, as well as, new unfinished brass light fixtures, Schumacher gray & Gold Tashkent (IKAT) wallpaper in the foyer, new carpet in the bedroom & Living areas, new light fixtures & fresh paint. This community has a pool . No Pets Please.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,996
Status:
Active
MLS#:
O5937583
Type:
Single Family
Lot size:
0.26 Acres
Year built:
1966
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY
View additional info

Beautiful home to rent for short term rental only. Can be partially furnished or fully furnished. 4 large bedrooms and 2 bathrooms. Fully renovated with designer features. Beautiful new kitchen with quartz countertops, tiled backsplash and breakfast bar. Family room offers flexible multi-use space with formal dining room. Two fully renovated bathrooms, one en-suite in Master bedroom. Amazing back lanai with European tiling and tiled front porch. Inside laundry room is 13x7 with lots of storage shelving and convenience. 1-car attached garage with outside additional concrete pad. Front driveway accommodates 2 car parking. Large fenced backyard. Location in Winter Park. Near downtown Winter Park and 436 for easy access to employment centers, shopping, restaurants, services. A rare find!!!

Beds:
3
Baths:
3.00
Sq.Ft.:
1,565
Status:
Active
MLS#:
O5937413
Type:
Townhouse
Subdivision:
VILLAGE/WHISPERWOOD
Lot size:
0.02 Acres
Year built:
2011
A broker reciprocity listing Courtesy: ACHIEVA REALTY, INC
View additional info

Nice two story town house with pond behind and conservation in the front,. Its feature includes 3 bedrooms, 2.5 bathrooms. Tiles through out the first floor which are living room, kitchen, dining room and all bathrooms. carpet in all three bedrooms. open kitchen with 42" upgrade cabinets. large living room. screened porch, one car garage. It is conveniently located in Winter Park, off Golden Rod, next to 50, close to 408, all major roads, shopping and restaurants.

Beds:
2
Baths:
3.00
Sq.Ft.:
1,799
Status:
Active
MLS#:
O5937307
Type:
Apartment
Subdivision:
WINTER PARK
Lot size:
0.19 Acres
Year built:
2019
A broker reciprocity listing Courtesy: THE SYDGAN CORP
View additional info

Luxury Walk-Up in Hannibal Square. Newer Construction. Walking distance to Park Avenue and sunrail. Close proximity to Winter Park Village and I-4.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,260
Status:
Active
MLS#:
O5932052
Type:
Single Family
Subdivision:
ALOMA
Lot size:
0.19 Acres
Year built:
1953
A broker reciprocity listing Courtesy: PREMIER SOTHEBY'S INTL. REALTY
View additional info

Location and Lifestyle! Providing both excellent quality and value, this professionally managed and maintained home is available for lease. Stylish and chic! You will love this newly renovated and upgraded 2-bedroom 1 bathroom on a large fenced in lot with a POOL. The kitchen features stainless appliances, pantry and plenty of storage/cabinetry. Several communal living spaces with a formal living area at front of house with large window to let in the natural light, Florida room leading to the patio/pool area and dining room/or office/den. Just off of the FL room is a spacious mini room or closet, perfect for storage or a play area. Interior Laundry Room leads to the carport. The pool/patio area is perfect for entertaining and hosting those summer BBQ's. High walkability score and bike or close drive to area businesses/recreational attractions. Top Rated Schools and close to the Winter Park Hospital. Near Cady Way Trail, public golf courses, Sprouts Grocery, Crosby Health & Wellness Center, YMCA and much much more! Minutes away from Park Avenue shopping, museums, Rollins College, Fullsail and UCF.

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