Winter Park FL Real Estate & Homes for Sale

A Florida bungalow in the Tree Streets of Winter Park, with lots of character and an unmatched location. Great investment property with such a strong rental market. Buy and hold this property until you are ready to build your dream house. Possibilities are endless an opportunity like this at this price point doesn't come around very often. Brick drive and walkways welcome you home to this 2-bedroom, 1-bath home, well-maintained, featuring an eat-in kitchen, family room and flex space. Vintage Spanish tile floors and nail-down wood floors warm the spaces and great natural light. Close to Phelps Park, the WPRC and YMCA. A short distance to Park Avenue, medical and hospital are moments away. Winter Park offers a great lifestyle with restaurants, museums, parks, new library, and home to Rollins College. Location is everything.

Come see this spacious upstairs condo with great natural lighting and open floor plan. The open kitchen has a beautiful newly renovated breakfast bar, with new cabinets and countertops to give it a more modern look. All bedrooms including the master bedroom are located on the second floor which provides more privacy. Community amenities include two swimming pools, tennis court, and playground! rent includes water, ground maintenance, trash removal, sewer and more! Winter Park Woods is centrally located and within minutes of major highways, UCF, Winter Park High school, Full Sail University, Rollins College, VA hospital, Adventist Health hospital, and Downtown Winter Park. The International Airport just 11miles south on SR 436.

This home is in the gated community of The Landing at Hawk's Crest in Winter Park. The amenities are amazing. There is a large resort style pool, fitness center, club house, splash pad and playground. The home has 4 bedrooms, 3.5 baths, an office, a theater room and a bonus room. There is a 2 car garage, covered porch and two primary suites. All Team Drawdy residents are enrolled in the Resident Benefits Package (RBP) which includes HVAC air filter delivery (for applicable properties), renters insurance, credit building to help boost your credit score with timely rent payments, $1M Identity Protection, utility concierge service making utility connection a breeze during your move-in, our best-in-class resident rewards program, and much more! More details upon application.It's a short drive to Park Ave, and the Winter Park shopping district. Convenient to I-4, the 417 Expressway and Howell Branch Rd. for daily commuting. Sorry no pets. Tenants pay for amenities fob and parking fee. Lawn care is included

Established neighborhood minutes from downtown. Roof new in 2017 and Electric upgrade in 2022 so there shouldn't be any big expense to a new buyer. This would be a good first home or good rental.

For Lease - 2057 Venetian Way, Winter Park - Offered at $15,000 per month. Stunning contemporary estate on Winter Park's Chain of Lakes. Custom built by Phil Kean, this single-story residence features elegant finishes throughout complimented by hardwood floors, high ceilings, an abundance of natural light, and a beautiful stone feature wall. Common area living spaces include a home office, a large great room with separate dining, and a chef's kitchen with high-end appliances, gas range, two dishwashers, double built-in ovens, and wrap-around glass sliders that serve as a pass through to patio bar. Desirable split bedroom floorplan with primary bedroom located at the back of the home, overlooking the expansive backyard and lake. Primary suite also has access to a private courtyard and offers two spacious walk-in closets and a spa bath. Two oversized guest suites are located at the front of the home, each with a private en suite and expansive closet space. Home sits on a generously sized 1-acre lot and comes with a private boathouse. Zoned for the A-rated Dommerich/Maitland/Winter Park school district. Minutes to the Winter Park Raquet Club and Park Avenue. Showings by appointment only - schedule yours today.

INVESTOR PARIDISE ....Spacious 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!

INVESTOR PARIDISE ....Spacious 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... opportunityto make some changes here. Schedule a showing today!

INVESTOR PARIDISE ....Spacious 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... opportunityto make some changes here. Schedule a showing today!

INVESTOR PARIDISE ....Spacious 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... opportunityto make some changes here. Schedule a showing today!

Premier almost half-acre property (19,800 square feet) 120x165 in the heart of the Via's on beautiful brick street. Rare opportunity to find an "A location" lot with over 100' in width opens up endless design opportunities. There is a spacious 4,700+ square-foot 4-bedroom home that is vacant and in "move-in condition" if you wanted to have rental income or place to live while designing a new custom home or remodel just the way you want it. NOTE: See MLS attached "proposed complete remodel plans" for an approximately 5,400-square-foot renovation designed by Ashley Martin Home, interior design along with M Lahr Homes, builder for consideration as well (seller invested approximtaely $50,000 in proposed remodel plans). Although the value is in the land and oversized lot, the current home is mostly one-level with owner's suite and 2 additional separate spacious bedrooms "en suite" on main level, plus private "quiet" office secluded behind garage with separate entrance. Other features include 4 total bedrooms and 4 baths, formal dining room, living room with wood-burning fireplace, soaring ceilings, plantation shutters and crown molding along with solid oak floors throughout. On the main floor is a primary retreat with luxurious en suite and large walk in closet. Through the formal dining room you find a gourmet kitchen with expansive cabinetry, double ovens, stainless steel appliance and a window sitting eat-in area. There is also a generous size enclosed Florida room and den with wet bar. The oversized upstairs 2nd potential owner's suite includes its own separate entrance with vaulted ceilings and massive closet with center island and French doors leading to a private covered balcony that overlooks the picturesque backyard. The outdoor living is a "park-like" setting with lush mature landscaping, shaded with majestic trees and included an expansive brick patio, cover porch and pergola. NOTE: the private office could also be a wonderful music room, gym, art studio or any other unique use hard to find a space for like this. Experience all the convenience and ambiance of living in the highly sought after Via's neighborhood in Old Winter Park in between the WPRC, ICC and just minutes from downtown Park Avenue. Note: Ecowater system not included.

One or more photo(s) has been virtually staged. Welcome to your new home in the heart of Winter Park! This 2 bedroom, 2 bathroom condo on the first floor offers a perfect blend of modern elegance and convenience. As you step inside, you'll be greeted by an inviting living space adorned with tasteful finishes. The open concept layout seamlessly connects the living area, dining space, and a kitchen designed to impress. The kitchen boasts top-of-the-line stainless steel appliances, granite countertops and an abundance of cabinet space providing the perfect blend of functionality and style. The two bedrooms are generously sized, providing comfortable retreats for relaxation. The bathrooms have been thoughtfully updated with new vanities, bringing a touch of sophistication to your daily routine. The updated tile work and modern finishes in the bathrooms create a spa-like atmosphere, offering a serene escape after a long day. Centrally situated near downtown Orlando, UCF, Full Sail University, Valencia, Rollins, and major highways, your commute and access to amenities are a breeze. Whether you're seeking vibrant city life or the tranquility of Winter Park, this condo offers the best of both worlds. Call today for a private showing!

LOCATION! LOCATION! LOCATION! - WINTER PARK, the most desirable area in Central Florida. Lakeside GATED NEW community HAWK'S CREST, Three bedroom townhome in a gated community with swimming pool, playground and park.

Come tour this recently renovated, charming home located on the corner of Minnesota and Bungalow Avenues in the heart of Winter Park. Audobon K-8 and Winter Park High Schools! A double lot and zoned R-2, the long term. Renovations include a brand-new chef's kitchen with new cabinets, quartz counter-tops and Bosch appliances, brand new double-paned low-e windows, new interior and exterior paint, upgraded plumbing and lighting fixtures, expanded master bedroom suite with large bathroom and closet. Outside, investments have been made in upgraded landscaping and elevation detail. Plenty of parking and easy ingress and egress via adjacent Bungalow Ave. Walk to EVERYTHING!... Park Ave, Winter Park Village, copious restaurants, grocery, shopping, tennis courts and entertainment! The Seven Oaks Park, coming 2024, is approximately one block away! Arguably the most convenient location in Winter Park! Take advantage of easy access to hospitals, I-4 and downtown Orlando. Great fortune comes to those who TAKE IMMEDIATE ACTION when opportunity presents itself! Come tour this lovely home today!

Live in this 4 bedroom, 2 bath WINTER PARK HOME includes 2 car garage, kitchen appliances, breakfast room, formal dining room, living room w/pergo flooring, ceramic tile, carpet, family room, washer/dryer hookup, patio. Winter Park Schools. Our office caps roommates at three per property. Pets Friendly Property! (w/approval and non-refundable pet fee).

Amazing Winter Park/Lake Killarney Location! Sit on your front porch swing and enjoy the beautifully landscaped yard. Walk into your open and bright living areas with trendy concrete floors. The charming kitchen opens up to the dining area with views of the large fenced backyard. Upstairs you will find three huge bedrooms with wood floors and a separate area that could be used as an office, playroom or fourth bedroom. Roof replaced 2018. View Lake Killarney from your front yard! Easy access to I-4 for commute time.

FOR LEASE - Very large 3 bedroom, 3.5 bath unit within the Quarters at Winter Park Condominiums. Walk to Park Avenue, Mead Gardens, Rollins College, Shops, Restaurants and More! Interior highlights include formal living/dining room, a large family room off the kitchen with fireplace, gourmet kitchen with granite counters, stainless steel appliances, and gas range, high ceilings, crown molding, wood floors, and an oversized courtyard patio. All bedrooms are located on the second floor. Each bedroom is spacious in size and has ample closet space. Semi-attached 2-car garage with alley access has additional space for storage. Home is centrally located to many local attractions. Available for immediate occupancy. No smoking or pets permitted. Schedule a showing today.

LOCATION, LOCATION, LOCATION!!! Come and check out one of Winter Park's newest neighborhoods, Hawks Crest! This stunning GATED community is all about living the resort life! Experience this exclusive energy efficient newly built townhome community in the highly desirable Winter Park area, conveniently located near Winter Park Village, shopping, dining, major highways, airports, theme parks, UCF, Rollins College, Full Sail, and so much more! This stunning townhome has brand new paint throughout and features 3 bedrooms, 2.5 bathrooms, an open concept living space perfect for entertaining, high ceilings, a screened in lanai upgrade, 2 car garage, large pantry, stainless steel appliances, spacious rooms, tons of storage, a HUGE master bedroom with tray ceilings, ensuite bathroom and walk in closet, and an upstairs laundry room. This beautifully manicured community offers modern architecture, a tasteful color palette, brick pavers, a resort style pool, playground, picnic and BBQ areas, designated dog walks, trails, and exercise stations. Don't let this rare opportunity to live in Central Florida's highly sought after Winter Park pass you by!!

This is the last lot in the beautiful Ripples neighborhood, next to Beeman Park and Lake Sue. Build your dream home on this oversized lot with brick streets in the historic district of Winter Park. Zoned for Audubon School District. LOCATION, LOCATION, LOCATION. You are minutes away from the Advent Health complex, Orlando Museum of Art, Orlando Science Center, Mennello Museum, Orlando Repertory Theater, Leu Gardens, Loch Haven Park, Mead gardens, Beeman Park on Lake Sue, the shopping and dining districts of the Ivanhoe Village, the Mills District, College Park, Winter Park, Baldwin Park and Downtown Orlando. This is one of the most sought after locations in Central Florida.

Come and see this beautiful guesthouse fully equipped.

Great opportunity to own this fully renovated solid block home in Winter Park, Florida. Perfect for first time homeowners who are ready for their forever home. This property features tile throughout. Walking into the home you are greeted with a large family room that leads to the expansive kitchen/dining combo. Perfect flex room space leading to the backyard can be used for an home office. Recent updates include a new roof, new freshly paint inside and out, new AC, new water heater, new stainless steel appliances and beautiful, spacious bathrooms as well. This home sit on a huge corner lot and has a workshop in the back yard. For all my animal lovers, you have a huge, spacious, fenced backyard as well.

Move-In-Ready!! This thoughtfully designed "Transitional Home" offers a blend of traditional and modern elements, creating a seamless connection between past and present. This home features 4 bedrooms and 4.5 baths, providing ample space for comfortable living. Each bedroom includes its own private ensuite bathroom for added convenience and privacy. Enjoy the exquisite outdoor living space, complete with a full Summer kitchen, electronic roll-away screen, outdoor shower and a heated, salt pool. Whether you're entertaining guests or simply soaking up the outdoor ambiance, this space is designed to enhance your lifestyle. The oversized kitchen is a culinary enthusiast's dream. It boasts Kitchen Aid Pro series appliances, custom cabinets, and solid stone countertops. The combination of high-end features and ample workspace makes this kitchen perfect for cooking and entertaining. This home is equipped with 2 large propane gas tanks for gas range, fireplace, water heaters and dryer. Stacked stone has been thoughtfully incorporated throughout the living space, seamlessly bringing the beauty of nature indoors. This design choice adds warmth and character to the home. The ensuite, first-floor master bath is equipped with a multi-jet spa system shower and a sleek stand alone tub allowing you to relax and unwind after a long day. Upstairs, you'll find an expansive flex room and three ensuite bedrooms, providing comfortable accommodations for family members or guests. This home is designed with energy efficiency in mind. Key features include spray foam insulation, low "E" Vinyl windows, and LED lighting along with a Control4 Smart Home System. Experience the best of both worlds - the timeless charm of tradition and the sleek elements of modern design. The interior of the home was completely repainted in 2022. Don't miss out on the opportunity to make this home your own. Contact us today to schedule a viewing or for more information.

WONDERFUL OPPORTUNITY TO OWN THIS NEWLY UPDATED 3 BEDROOM, 3 BATH HOME IN A HIGHLY DESIRABLEWINTER PARK NEIGHBORHOOD. Zoned for top rated Schools. Waterfront home with 43 feet of canal frontage with stunning views.Located on Howell Creek Canal with direct access to Lake Maitland and The Winter Park Chain of Lakes. Ideal for many watersports, skiing, wake boarding, wave runners. This home has all new top notch modern interior finishes. Porcelain wood plank tileflooring throughout the entire home (no carpet) Chef kitchen with custom cabinets, Huge Island, New stone Quartzite countertopsand full backsplash, All new GE Cafe' appliances, Double oven with Induction cooktop, French door refrigerator, and double doordishwasher. Both bathrooms have been completely updated. All new ceiling fans and new LED lighting throughout. 2 car garage withfully update 3rd bathroom, NEW INSULATED GARAGE OVERHEAD DOOR'S, NEW OPENER'S, NEW MINI SPLIT A/C INGARAGE. New ROOF, NEW TRANE A/C, ALL NEW PELLA WINDOWS THROUGHOUT INCLUDING GARAGE AND MUCHMORE...The tranquil backyard with a water view is great for BBQ's and enjoying family and guests.

NEW PRICE! A fantastic location in Winter Park awaits! Calling all builders, investors, and visionaries...This wonderful property presents the perfect canvas for a renovation or remodel, allowing you to craft a dream residence in sought-after Winter Park. This classic 1500+ sq. foot, 3-bedroom, 2-bath single-story home boasts well-maintained parquet flooring, spacious family and living room areas, eat-in kitchen, tremendous storage, an updated primary en-suite bathroom, and a warm, inviting ambiance throughout. Situated on a expansive, oversized mature landscaped lot, the property provides tons of privacy and the convenience of ease of access to A-rate schools, nearby medical facilities, public transportation, and the best shopping, dining, cultural, and recreational experiences downtown Winter Park has to offer. Don't miss out on this rare chance to own in the lovely Kenilworth Shores neighborhood. Schedule your private showing today and explore the potential that awaits at 525 S. Lakemont Drive!

Don't miss out on this captivating, recently renovated residence boasting 3 bedrooms and 2 bathrooms nestled in the highly sought out Winter Park High School district, offering access to top-tier education and an exceptional family-oriented community. Step inside to discover the seamless flow of wood plank tile flooring. The bathrooms have undergone a complete transformation, showcasing modern subway tile and premium fixtures that exude luxury. Prepare to be enchanted by the exquisite kitchen, featuring authentic REAL pine cabinets equipped with convenient spice racks. Gleaming new stainless steel appliances and stylish fixtures add to the allure of this space, making it a haven for culinary enthusiasts. Aside from its stunning interior, this home also boasts a new roof in 2021, ensuring peace of mind for years to come. Sitting on an expansive oversized lot, the property presents an ideal canvas for your dream resort-style pool and outdoor oasis, providing boundless potential for personalization and relaxation. Experience the comfort of Winter Park Pines, a well-established community with an array of amenities. Among these are the renowned Cady Way Trail, stretching 7 miles for walking and biking enthusiasts, along with the Cady Way community pool, playground, and tennis courts. Enjoy the added convenience of being close to Winter Park's vibrant Park Avenue, as well as grocery stores, restaurants, and shopping options. Don't miss this opportunity and book your private showing today to witness the charm firsthand!

Prime location in Orange County, single family home sitting in more than half acre of land! Zoned for Lakemont Elementary, Maitland Middle and Winter Park High School, near Park Avenue, Winter Park restaurants and shops, very close to Publix, Sprouts and the Advent Health Hospital, this charming Mid-Century 3/2 single story home has an open floor plan and plenty of light. Living Room, dining, elegant opened kitchen with granite countertops & bar style counter connects with family room and opens up to the beautiful fenced backyard. Right next to the 2 car garage with extensive driveway, there is a nice size extra room that can be used as a workstation. Oversized Carport that would fit a boat. Do not miss this one, schedule your showing today!