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Winter Park FL Real Estate & Homes for Rent45 Properties Found
The median home value in Winter Park, FL is $480,000
This is higher than the county median home value of $318,000.
The national median home value is $308,980.
The average price of homes sold in Winter Park, FL is $480,000.
Approximately 56% of Winter Park homes are owned, compared to 33% rented, while 11% 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!
1–25 of 45 properties displayed
$2,2991250 S Denning Drive #130 Winter Park, FL 32789![]() View additional infoAvailable 07/01! Beautiful Condo for Rent at the Mead Garden in Winter Park. Spacious 2 Bedroom and 2 Bathrooms Condo on first floor in a centrally located in a safe community. This amazing condo has a open floor plan, kitchen and dining room with large bedrooms, ceiling fans and walk-in closets. Laundry room is just minutes away of the condo and features coin laundry of washers and dryers. The community features an amazing pool. Walking distance from Mead Botanical Garden, N Mills Ave, restaurants, shops, hospitals, banks and major highways. Schedule a showing today! Will not last long. $1,800811 Overspin Drive Winter Park, FL 32789![]() View additional infonestled between Winter Park and College Park, just two blocks north of the Dubsdread Golf Course! Developers, RUN DON"T WALK to this amazing prime ~ Just renovated new kitchen , roof floors bath - the yard is to die for .. i Car garage .. Munities to down town Orlando $1,5751566 Minnesota Avenue Winter Park, FL 32789![]() View additional infoThis 2 bedroom, 2 bathroom condo is located in the heart of Winter Park. Enjoy all Downtown Winter Park has to offer, Park Avenue's shops and restaurants, Winter Park Village, and an abundance of entertainment options to include Mead Gardens, WP Tennis Center, WP Golf Course, and much more. Features include tile throughout the main living area, a lovely kitchen, dining room, laundry room with washer/dryer hookups, and a carport. 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. $2,700350 Carolina Avenue #407 Winter Park, FL 32789![]() View additional infoThis top floor 2/2 condo has vaulted ceilings, stainless steel appliances, quartz counters and hardwood floors. There are walk-in closets, a soaking tub and Juliet balconies. The community is gated, there is a community pool, club house and a tennis courts. Water is included. You can walk to the SunRail station, the Winter Park Farmer's Market and all the shops and restaurants on Park Ave. Cats approved on a case by case basis, no dogs. $2,7001718 Magnolia Avenue Winter Park, FL 32789![]() View additional infoOld Winter Park Charm. This light and bright 4-bedroom home is situated on a large, private fenced lot with a wonderful garden setting, mature oak, camphor & Olde Winter Park just minutes to Park Avenue's boutiques, restaurants, Rollins College, the Farmer's Market, the YMCA, and Phelps Park. This immaculate solid block home includes a fully renovated kitchen, updated baths, windows, and doors. Fabulous terrazzo floors throughout (no carpet) and clean lines make this floor plan perfect for entertaining. The home also offer, a workshop, laundry, and storage galore. Small-medium dogs permitted, sorry NO cats! All Watson Realty and Property Management residents are enrolled in the Resident Benefits Package (RBP) for $39.95/month, which includes renters insurance, HVAC air filter delivery (for applicable properties), credit building to help boost your credit score with timely rent payments, $1M Identity Protection, and much more! More details upon application. RentSpree applications will not be accepted. $3,3002697 Wright Avenue Winter Park, FL 32789![]() View additional infoWinter Park pool home with 3 bedrooms and 2 baths! Located on the South side of Winter Park, this is close to Baldwin Park where you can find tons of events every weekend to enjoy. Wood floors in living/dining room and laminate floors in bedrooms, no carpet to worry about, this has large master with walk in closet! 2 car garage, quiet street and large corner lot. Enjoy your screened in pool before heading out to Park Av for dinner. Small dog allowed, breed restriction, available starting July. $1,900245 Sylvan Boulevard #A Winter Park, FL 32789![]() View additional infoWelcome to your private hideaway! This newly renovated, 1 bedroom 1 bath, apartment is located on a private estate in the heart of Winter Park. Perfect for those who enjoy walking to Park Ave, biking, or dining. Shopping and restaurants are nearby as well as healthcare facilities, the YMCA and the Crosby Wellness Center. It is also a short ride to downtown Orlando. The kitchen is nicely updated and has a door that leads to outside private back courtyard. The spacious living room with windows on every wall allows for plenty of sunlight. The bedroom has French doors leading out to the front brick patio. There are plenty of areas to sit outside. The shared laundry area has a separate entrance. This unit also comes with 2 assigned parking spaces! It is a perfect small oasis waiting for your arrival! $3,250430 Ololu Drive Winter Park, FL 32789![]() View additional infoInterested in trying out the lake life in Winter Park? 430 Ololu is available FOR RENT beginning mid July on Lake Killarney! This 2 bedroom, 1 bath home has a brand new metal roof, a newly renovated kitchen with new appliances, a new washer and dryer, and a DREAM backyard with views of and private access to Lake Killarney. Bring your kayak, jet ski, boat, or even a seaplane and make your way to Trader Joe's and Hillstone! $2,400300 Carolina Avenue #406 Winter Park, FL 32789![]() View additional infoIn Winter Park downtown area. Gated community with elevator. Furnished condo located at 4th floor with elevator, 2 bed rooms, 2 full baths, all furniture and appliances stay, formal dining and living area, closer to shopping area, restaurants, banks, retails stores. Gated community has pool, tennis court, parking spaces at first floor and outside parking lot. $2,100910 Aragon Avenue Winter Park, FL 32789![]() View additional infoREADY NOW in WINTER PARK - Located on a beautiful treelined brick street, this charming 2BR/1BA has over 875 sq.ft. and maintains it's charm with original features as well as it's many recent contemporary renovations. Featuring NEW Kitchen cabinets and counter, New Bathroom, New Mini-Split Units and New Windows throughout. Large backyard. 2-Car Carport. Just minutes to Orange and Park Avenue's great restaurants, shopping and nightlife, Rollins College, Sun Rail/Amtrak Station, Art Galleries and Museums, parks, the Winter Park Chain of Lakes Public Boat Ramp and a short drive to Whole Foods, Trader Joes, AdventHealth Hospital, Downtown Orlando, Amway Center, Orlando City Stadium, I-4 and 408. NO COLLEGE STUDENT ROOMMATE SITIATIONS ACCEPTED. Currently zoned for Audubon Park K - 8 school and Winter Park High School. Call today to schedule a private showing. $8,500300 Killarney Drive Winter Park, FL 32789![]() View additional infoBeautiful two-story Winter Park Lakefront Home with Boat Dock on Lake Killarney. Four bedroom, three full bath with a bonus room and private courtyard. Detached two car garage. Drive your boat to Hillstone, Trader Joe's, and Shake Shack. Lake Killarney is a private lake with limited boat traffic. Short walk to numerous restaurants and shopping. Less than five minutes to I-4 in quiet neighborhood with limited car traffic. $5,4001666 Joeline Court Winter Park, FL 32789![]() View additional infoFully remodeled 3-bedroom 2-bathroom Waterbridge home on a cul-de-sac street! Don't miss out on the opportunity to live on a beautiful tree lined street minutes from zoned Winter Park schools, Baldwin Park, Park Avenue and much more! Home offers split floor plan, wood burning fireplace, open floor plan, ample natural light, and a 600 sq ft screened in back porch!!! Schedule your private showing today!! $1,9501500 Gay Road #10-A Winter Park, FL 32789![]() View additional infoClassic Winter Park Ground floor 2 bedroom, 2 full baths. Close to everything. Amazing Location. Lake Views! Classic Winter Park 2 bedroom, 2 full baths. Close to everything. Amazing Location. Close to Park Avenue, Rollins Campus, quick trip to Downtown. Recently updated. Community amenities. Enjoy this premium location and large 2 bedroom floorplan! Close to shopping, entertainment, downtown Orlando, all major highways. Tucked away in a quaint neighborhood in desirable Winter Park Florida. Just waiting for your decorative style.This property offers an option of a security deposit-free lease using Obligo's billing authorization technology for qualified tenants and well as a mandatory Resident Benefit Package.Please note: There may be a separate HOA Approval Process & Fee that may apply.ECURITY DEPOSIT - No upfront security deposit option with Obligo for Renters who qualify for theObligo service. If you do not qualify then a traditional upfront security deposit will be required.RESIDENT BENEFIT PACKAGE - Included with ALL leases is a $59 Resident Benefit Package.PET POLICY - Pets considered with owner permission.DISCLAIMER - Information deemed reliable but not guaranteed. $4,475720 N Pennsylvania Avenue Winter Park, FL 32789![]() View additional infoLocation! Location ! Location! home in the heart of winter park, 2 blocks Walk to Park Avenue lifestyle, arts and culture, a mini-version of Manhattan's central park, brick streets, historic neighborhoods, area's hottest restaurants, shopping and the Rollins College. Spacious 3 Bedroom, 2 full bath home , Fully equipped kitchen, mbr W/Rain shower modern construction. $2,400687 Minnesota Avenue #687 Winter Park, FL 32789![]() View additional infoWelcome to your dream rental at 687 Minnesota Ave, perfectly situated within walking distance to vibrant Park Avenue. This charming home features two spacious bedrooms and two modern bathrooms, offering comfort and convenience for any lifestyle. Enjoy the luxury of a two-car garage and revel in the beauty of gorgeous flooring throughout the entire home. Located in an area served by A-rated schools. Don't miss the opportunity to live in this desirable neighborhood with all the amenities you need right at your doorstep. $1,4951600 Indiana Avenue Winter Park, FL 32789![]() View additional infoThis 1 bedroom, 1 bathroom home is located in the heart of Winter Park. Enjoy all Downtown Winter Park has to offer, Park Avenue's shops and restaurants, Winter Park Village, and an abundance of entertainment options to include Mead Gardens, WP Tennis Center, WP Golf Course, and much more. Features include tile throughout the main living area, dining room, utility room with washer/dryer hookups, and a carport. Water is included. 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. $1,4952183 Crandon Avenue #1/2 Winter Park, FL 32789![]() View additional infoThis is a nicely updated 2nd floor unit with 2 bedrooms and 1 bathroom near downtown Winter Park. Features include large bedrooms, laminate flooring throughout, an updated kitchen, a screened in patio area, and a shared utility room with washer/dryer. 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. $4,500221 Holt Avenue #5 Winter Park, FL 32789![]() View additional infoLocation! Location! Location! Walk to Park Avenue! Spacious 2 bedroom, 2 full bath condo on the 2nd floor - split floor plan, fully equipped kitchen with washer/dryer in the unit. Open concept with large living room and dining room. Vaulted ceilings throughout the unit. Enjoy a glass of wine on the private screened-in patio. This unit comes with 2 parking spaces. (1 block from Park Avenue) This property is in the heart of everything. It's less then a 5 minute drive to downtown, you can walk to the Saturday Farmers market, or many shops and restaurants on Park Ave in lovely Winter Park. (This is a fully furnished unit) Perfect for Corporate Relocations or Buyers transitioning to their new home! $4,500221 Holt Avenue #2 Winter Park, FL 32789![]() View additional infoLocation! Location! Location! Walk to Park Avenue! Spacious 2 bedroom, 2 full bath condo on the ground floor - split floor plan, fully equipped kitchen with washer/dryer in the unit. Open concept with large living room and dining room. Enjoy a glass of wine in the sun-room or the private outdoor patio. This unit comes with 2 parking spaces in front of unit. (1 block from Park Avenue) This property is in the heart of everything. It's less then a 5 minute drive to downtown, you can walk to the Saturday Farmers market, or many shops and restaurants on Park Ave in lovely Winter Park. (This is a fully furnished unit) Perfect for Corporate Relocations or Buyers transitioning to their new home! $3,500460 Cambridge Boulevard Winter Park, FL 32789![]() View additional infoWelcome to this dream rental in the heart of Winter Park! This stunning 3-bedroom, 2-bathroom rental has been completely renovated to offer the perfect blend of modern elegance and comfortable living. Everything including the floors, windows, roof, appliances, cabinets, and bathroom is brand new and never previously occupied/used.Accompanying this house is a large fenced back yard for entertaining. $1,6501713 Michigan Avenue Winter Park, FL 32789![]() View additional info1 Bedroom / 1 Bathroom, conveniently located between Downtown Orlando, Park Ave, and College Park. The kitchen offers an eat-in space for dining and exterior access to your side yard where you can bring in your groceries after a shopping trip from Trader Joes and Publix just minutes from your doorstep. The front porch is a perfect spot to enjoy your mornings with a cup of coffee and catch up with your neighbors. Don't miss your chance to live in this unbeatable location! **Located Just minutes from Rollins College, Mead Gardens, Advent Health Orlando Museum of Art, Mills 50 and Audubon Park. **Occupied until July $1,4751555 Michigan Avenue Winter Park, FL 32789![]() View additional infoAre you looking for a spacious 1 bedroom 1 bathroom unit to call home? This home features its own washer and dryer, a large bedroom and living room, a spacious kitchen with ample countertop space, plenty of cabinets. The back sunroom would make a great office or a bright sitting area. The home is located 1 mile from Park Avenue. In addition, the home is located within walking distance of restaurants and shopping. $3,1501835 Edwin Boulevard Winter Park, FL 32789![]() View additional infoCharming 3/2 bungalow on a brick street in beautiful Winter Park now available. This well-maintained home features a split plan with updated kitchen, updated en suite master bath and hardwood and stone flooring throughout home (no carpet). The updated kitchen features granite counter, white cabinetry, stainless steel appliances, including a Bosch dishwasher. Large Indoor laundry room with plenty of cabinets for storage. Large Great Room with light and bright Florida room with built-in office/work space and direct access to the rear patio and deck. Fully fenced backyard with mature landscaping, deck and paver patio. 1-car attached garage is a huge bonus! Irrigation system (well system) for a huge saving on water bill! Lawn maintenance and Pest Control service included. Conveniently situated just a few blocks from Lakemont Elementary, grocery stores (Sprouts, Publix), restaurants, Winter Park YMCA, Wellness Center and Phelps Park. All this and A-rated Winter Park schools! Lakemont Elementary, Maitland Middle, and Winter Park High. $3,5001515 Harmon Avenue Winter Park, FL 32789![]() View additional infoCharming 3BR/2BA Executive Home for Rent in Winter Park. Discover your new home in this stunning executive residence featuring elegant hardwood floors throughout. The spacious kitchen is equipped with stainless steel appliances, complemented by tile and tile countertops. Enjoy the luxury of plantation shutters and a fully renovated master bath. Step outside to a deck off the kitchen and a paver patio in a fully fenced backyard, perfect for entertaining. The home boasts numerous upgrades and includes an independent garage and laundry room.Ideally located near College Park, Park Avenue, and Downtown, with easy access to I-4. Available June 1, 2024. Small dogs and cats might be considered with a non-refundable pet deposit. Don't miss out on this exceptional opportunity! $2,095421 Carolina Avenue Winter Park, FL 32789![]() View additional infoFor Lease - 421 Carolina Avenue, Winter Park - Offered at $2,200/mo. 3 Bedroom, 1 Bath Home - Walking Distance to Park Avenue. Rustic charm throughout with hardwood floors, spacious living room and kitchen. Fenced yard with storage shed. Washer/Dryer hook ups. Lots to appreciate in this Winter Park home. Located just 2-blocks from Park Avenue, the SunRail & Amtrack station, incredible dining and boutique shops. Zoned for Audubon K-8 and WPHS. No smoking allowed. Pets will be considered with an non-refundable pet fee and are subject to owner approval. Tenants must carry Renter's Insurance. *Available by June 15, 2024*
1–25 of 45 properties displayed
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Sue Vasquez
1211 12th Street, Saint Cloud, FL 34769 | Phone: (407) 922-2444 | Email: sue@suevasquez.com
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