Winter Park FL Real Estate & Homes for Rent

343 Properties Found

Sort Results:
26–50 of 343 properties displayed
Refine Property Search
Page 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 of 14    Prev | Next
Beds:
6
Baths:
4.00
Sq.Ft.:
2,284
Status:
NEW LISTING
MLS#:
O6282473
Type:
Single Family
Subdivision:
Morseland Sub
Lot size:
0.19 Acres
Year built:
2015
A broker reciprocity listing Courtesy: RE/MAX TOWN & COUNTRY REALTY 407-695-2066
View additional info

ADDITIONAL INFORMATION

Welcome to this rare Winter Park gem offering unmatched flexibility and investment potential. Whether you’re looking for a turnkey rental property, a multigenerational living solution, or a home with a private in-law or student suite, this property delivers! Each spacious unit boasts 3 bedrooms and 2 bathrooms, designed with a modern, elegant aesthetic. With dual living areas, kitchens, and baths, this property offers endless possibilities for homeowners and investors alike. The interiors are thoughtfully designed with high-end finishes and contemporary touches throughout, including recessed lighting, sleek fixtures, and an open-concept layout that enhances the home’s bright and airy feel. The gourmet kitchens serve as the heart of each home, featuring 42” black cabinetry, granite or quartz countertops, decorative backsplashes, and stainless steel appliances, creating a stylish and highly functional space. The open living and dining areas offer a seamless flow, enhanced by ceramic tile and wood flooring that adds a sophisticated touch. The first-floor primary suites provide privacy and convenience, while additional bedrooms upstairs, along with a secondary living area, create a flexible layout perfect for guests, a home office, or growing families. Each bathroom is elegantly updated with sleek vanities, designer fixtures, and spa-like finishes, bringing luxury to everyday living. Strategically placed laundry areas add to the home’s functionality. Outside, the private paved backyard patios, enclosed by vinyl fencing, provide a serene space for outdoor relaxation, entertaining, or dining al fresco. The unbeatable location places you just steps from Park Avenue and Winter Park Golf Course, with easy access to the best dining, shopping, and outdoor recreation. The property is also near Rollins College, Winter Park Village, and the train station, making it a prime choice for both convenience and lifestyle. This duplex can be purchased separately or together (720 & 726 N Pennsylvania Ave) and even offers owner financing options—making it an ideal opportunity for an income-producing investment, multigenerational living, or a private in-law or student suite. Whether you’re looking to generate rental income, create a home for extended family, or enjoy a private dual-living setup, this property meets every need. Don’t miss your chance to own this exceptional property in one of Winter Park’s most sought-after locations. Schedule your private showing today!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,115
Status:
NEW LISTING
MLS#:
O6281659
Type:
Single Family
Subdivision:
Morseland Sub
Lot size:
0.1 Acres
Year built:
2015
A broker reciprocity listing Courtesy: RE/MAX TOWN & COUNTRY REALTY 407-695-2066
View additional info

ADDITIONAL INFORMATION

Nestled in one of Winter Park’s most sought-after locations, this 3-bedroom, 2-bathroom home seamlessly blends modern elegance with everyday comfort. From the moment you step inside, you'll be captivated by the sleek, contemporary finishes, recessed lighting, and stylish fixtures that enhance every space. The open living and dining room combo creates a bright and welcoming atmosphere, perfect for entertaining. The well-equipped kitchen is a chef’s dream, featuring quartz countertops, stainless steel appliances, and custom cabinetry, all designed to deliver both beauty and functionality. Both bathrooms are thoughtfully designed with modern vanities, sleek hardware, and spa-like finishes, creating a serene retreat. The primary suite offers a peaceful escape with its luxurious en-suite bath, while the additional bedrooms provide flexibility for guests, a home office, or family needs. Step outside to a private, paved backyard patio, enclosed by a vinyl fence, offering the perfect space for outdoor dining, entertaining, or simply unwinding. Located within walking distance to Park Avenue and Winter Park Golf Course, this home offers unparalleled access to top-tier dining, shopping, and outdoor recreation. It’s also just minutes from Rollins College, Winter Park Village, and the train station, making it an unbeatable choice for convenience and lifestyle. An exceptional opportunity, this property can be purchased separately or together with the attached home at 726 N Pennsylvania Ave—and even offers owner financing options—making it an ideal opportunity for an income-producing investment, multigenerational living, or a private in-law or student suite. Don’t miss this chance to own a modern, stylish home in the heart of Winter Park! Schedule your private showing today.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,167
Status:
NEW LISTING
MLS#:
O6281654
Type:
Single Family
Subdivision:
Morseland Sub
Lot size:
0.09 Acres
Year built:
2015
A broker reciprocity listing Courtesy: RE/MAX TOWN & COUNTRY REALTY 407-695-2066
View additional info

ADDITIONAL INFORMATION

Welcome to this beautifully designed 3-bedroom, 2-bathroom home, offering a blend of modern elegance and prime location. The gourmet kitchen boasts 42” black cabinets, granite countertops, a decorative backsplash, and stainless steel appliances, making it a stunning focal point of the home. The open-concept dining and living room create a spacious feel, while ceramic tile and wood floors enhance the home's stylish appeal. The first-floor primary suite provides convenience and privacy, while the laundry room is strategically located behind the kitchen. Upstairs, you’ll find an additional living area, two bedrooms, and a full bathroom, offering a flexible layout for guests or family. Step outside to the paved backyard patio, enclosed by a private vinyl fence, perfect for relaxing or entertaining. This home is a rare find in Winter Park, walking distance to Park Ave and Winter Park Golf Course, offering easy access to the best dining, shopping, and outdoor recreation. It is also near Rollins College, Winter Park Village, and the train station, making it an unbeatable location for both convenience and lifestyle. This property can be purchased separately or together with the attached home at 720 N Pennsylvania Ave— and even offers owner financing options—making it an ideal opportunity for an income-producing investment, multigenerational living, or a private in-law or student suite. Don’t miss this incredible opportunity in one of Winter Park’s most sought-after locations, Schedule your private showing today!

Beds:
6
Baths:
4.00
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
O6281793
Type:
Duplex
Subdivision:
Morseland Sub
Year built:
2015
A broker reciprocity listing Courtesy: RE/MAX TOWN & COUNTRY REALTY 407-695-2066
View additional info

ADDITIONAL INFORMATION

Welcome to this exceptional duplex, a rare gem in Winter Park offering unmatched flexibility and investment potential. Whether you’re looking for a turnkey rental property, a multigenerational living solution, or a home with a private in-law or student suite, this property delivers! Each spacious unit boasts 3 bedrooms and 2 bathrooms, designed with a modern, elegant aesthetic. With dual living areas, kitchens, and baths, this property offers endless possibilities for homeowners and investors alike. The interiors are thoughtfully designed with high-end finishes and contemporary touches throughout, including recessed lighting, sleek fixtures, and an open-concept layout that enhances the home’s bright and airy feel. The gourmet kitchens serve as the heart of each home, featuring 42” black cabinetry, granite or quartz countertops, decorative backsplashes, and stainless steel appliances, creating a stylish and highly functional space. The open living and dining areas offer a seamless flow, enhanced by ceramic tile and wood flooring that adds a sophisticated touch. The first-floor primary suites provide privacy and convenience, while additional bedrooms upstairs, along with a secondary living area, create a flexible layout perfect for guests, a home office, or growing families. Each bathroom is elegantly updated with sleek vanities, designer fixtures, and spa-like finishes, bringing luxury to everyday living. Strategically placed laundry areas add to the home’s functionality. Outside, the private paved backyard patios, enclosed by vinyl fencing, provide a serene space for outdoor relaxation, entertaining, or dining al fresco. The unbeatable location places you just steps from Park Avenue and Winter Park Golf Course, with easy access to the best dining, shopping, and outdoor recreation. The property is also near Rollins College, Winter Park Village, and the train station, making it a prime choice for both convenience and lifestyle. This duplex can be purchased separately or together (720 & 726 N Pennsylvania Ave), and even offers owner financing options making it an ideal opportunity for an income-producing investment, multigenerational living, or a private in-law or student suite. Whether you’re looking to generate rental income, create a home for extended family, or enjoy a private dual-living setup, this property meets every need. Don’t miss your chance to own this exceptional duplex in one of Winter Park’s most sought-after locations. Schedule your private showing today!

Beds:
n/a
Baths:
Sq.Ft.:
1,086
Status:
NEW LISTING
MLS#:
O6282333
Type:
Office
Lot size:
0.02 Acres
Year built:
1996
A broker reciprocity listing Courtesy: DEO REALTY LLC 407-928-9790
View additional info

ADDITIONAL INFORMATION

Commercial Office for sale in the Winter Park Commerce Center. This unit is located on the second floor, and includes 1080 Square Feet of space. There are three separate offices off of the main lobby area. The unit is currently vacant and ready to move in! The unit also offers a private bathroom and ample parking spaces for guests/clients.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,108
Status:
NEW LISTING
MLS#:
O6282162
Type:
Single Family
Subdivision:
Seminole County
Lot size:
0.57 Acres
Year built:
1964
A broker reciprocity listing Courtesy: COMPASS FLORIDA, LLC 813-355-0744
View additional info

ADDITIONAL INFORMATION

TWO LOTS FOR THE PRICE OF ONE! Live and Work in one place! This property is situated in a prime, high-traffic area with a Winter Park address. It boasts fully renovated office space, including three private offices, two spacious conference rooms, and an additional large office space that can serve as a fourth office or another conference room. Currently zoned for multi-use commercial purposes, the property is utilized as an office but also holds potential for residential use, making it ideal for a live-work setup. Key features include two bathrooms (one with a shower), ample parking, extra storage, and a security system with cameras. The property can be sold either furnished or unfurnished, with furniture available separately. Included in the list price is an additional 55 x 150 lot adjacent to the property. Originally designed as a TV studio and real estate office, the main office's versatile layout allows for easy adaptation to other uses. The property showcases modern finishes and an impressive aesthetic. Location advantages include easy access to the 417 and I-4 highways, a 15-minute drive to the University of Central Florida, 10 minutes to Full Sail University and Downtown Winter Park, and just 24 minutes to Orlando International Airport. This property is perfect for businesses seeking high visibility and accessibility, with excellent potential for various uses and expansion.

Beds:
1
Baths:
1.00
Sq.Ft.:
759
Status:
NEW LISTING
MLS#:
O6281971
Type:
Condo
Subdivision:
Winter Park Villas Condo
Lot size:
0.12 Acres
Year built:
1981
A broker reciprocity listing Courtesy: GECKO REALTY, INC 407-929-0264
View additional info

ADDITIONAL INFORMATION

Discover the perfect blend of comfort and convenience in this charming 1-bedroom, 1-bathroom condo, nestled in the heart of Winter Park. This beautifully updated home boasts a private fenced-in courtyard overlooking a serene conservation reserve, offering a peaceful retreat right outside your door. Inside, the open and airy layout is filled with natural light, featuring a cozy wood-burning fireplace—perfect for relaxing evenings. The updated kitchen is a chef’s dream, complete with granite countertops, soft-close cabinets, stainless steel appliances, a farm tub sink, custom backsplash, and a spacious island ideal for gourmet cooking and entertaining. The spacious primary bedroom includes a walk-in closet and an updated bathroom with dual sinks and built-in shelving, providing both style and functionality. Located just minutes from restaurants, shops, boutiques, Full Sail University, UCF, and Downtown Winter Park, this condo offers an unbeatable location with access to the best of the area. Don't miss this incredible opportunity—schedule your showing today!

Beds:
3
Baths:
3.00
Sq.Ft.:
1,920
Status:
Active
MLS#:
O6281902
Type:
Single Family
Subdivision:
Killarney Circle
Lot size:
0.21 Acres
Year built:
1981
A broker reciprocity listing Courtesy: AAA GLOBAL VENTURES PA 407-717-5232
View additional info

ADDITIONAL INFORMATION

NO HOA! Beautifully Remodeled Home with Expansive Garden in Winter Park Welcome to this charming and fully remodeled two-story, 3-bedroom, 3-bathroom home nestled in the heart of Winter Park. Offering a blend of modern upgrades and historic charm, this property is surrounded by a vibrant community with easy access to top destinations. Prime Location: 5 minutes to Whole Foods and Trader Joe’s 8 minutes to Downtown Orlando via I-4 (Exits 87 & 88) Surrounded by Winter Park’s historic charm Private library with an excellent book collection Weekly Farmers’ Market just minutes away Extensively Renovated in 2019: New Roof, New Windows, New A/C New Electrical Wiring & Plumbing New Driveway & Fully Fenced Yard with Entry Gate New Porch & Open-Concept Kitchen Versatile Living Space: This single-family home offers flexible living arrangements and can also function as a duplex: Downstairs: 1 bed, 1 bath, spacious living room with modern kitchen combo Upstairs: 2 beds, 2 baths, large family room, and a covered porch with scenic views Outdoor space on the porch for entertaining All permits are available on the Orange County Property Permit website for complete peace of mind. Don't miss this rare opportunity to own a beautifully updated home with endless potential in a highly desirable location! Contact us today for a private showing.

Beds:
2
Baths:
2.00
Sq.Ft.:
840
Status:
Active
MLS#:
O6281815
Type:
Condo
Subdivision:
Lancelot/winter Park
Lot size:
0.22 Acres
Year built:
1990
A broker reciprocity listing Courtesy: WRA BUSINESS & REAL ESTATE 407-512-1008
View additional info

ADDITIONAL INFORMATION

beautiful Condo in of Winter Park. This spacious second-floor unit is filled with natural light from its large windows, creating a bright and inviting atmosphere. The main living areas feature wood laminate tile flooring, while the kitchen showcases sleek granite countertops for a modern touch. Both bathrooms have been stylishly updated with contemporary fixtures and finishes, adding to the home’s fresh, sophisticated feel. Located near top-rated schools, excellent dining, and shopping centers, this condo offers unmatched convenience. The community also features a sparkling pool, and the HOA covers trash, water, and exterior maintenance, ensuring a low-maintenance lifestyle. Don’t miss this opportunity—schedule a viewing today!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,020
Status:
Active
MLS#:
O6281523
Type:
Condo
Subdivision:
Winter Park Woods Condo
Lot size:
0.2 Acres
Year built:
1974
A broker reciprocity listing Courtesy: KYLIN REALTY LLC 407-865-1055
View additional info

ADDITIONAL INFORMATION

Take a look this charming 2nd-floor condominium featuring 2 bedrooms and 2 bathrooms in Winter Park. Conveniently located close to Full Sail, excellent schools, restaurants and shopping. The living area extends to a private balcony overlooking the play ground, offering a delightful space to soak in the surroundings. This condominium presents an excellent investment opportunity, whether you're seeking a cozy residence or a savvy investment. Situated near Full Sail University and surrounded by top educational institutions, this condo offers easy access to Costco, Walmart, and various dining options. Only 4 miles from Winter Park SunRail Train Station and 20 minutes from Orlando International Airport, with quick access to major highways, it's perfect for commuters and explorers alike. Enjoy community amenities like pools, tennis courts, a playground, and a clubhouse. Carport parking is available for a fee. Schedule your showing today!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,326
Status:
Active
MLS#:
O6280901
Type:
Single Family
Subdivision:
Woodcrest Unit 03
Lot size:
0.18 Acres
Year built:
1971
A broker reciprocity listing Courtesy: FUTURE HOME REALTY INC 800-921-1330
View additional info

ADDITIONAL INFORMATION

Charming Newly Remodeled Home with Modern Touches and Ample Outdoor Space Discover the perfect blend of comfort and style in this beautifully remodeled home, offering an array of modern amenities and inviting living spaces. Situated in a friendly neighborhood without HOA , this property features a spacious open concept design, perfect for both relaxing and entertaining. Here's what makes this home a standout choice: Interior Features: Open Space Concept: The heart of the home is its open floor plan that seamlessly connects the living room, dining area, and kitchen, creating an expansive and welcoming space. Natural light floods through large windows, highlighting the fresh, neutral color palette and contemporary finishes. Modern Kitchen: Cook and entertain in style in the completely renovated kitchen equipped with brand-new stainless steel appliances, sleek new cabinetry with soft-close features, and stunning quartz countertops. The kitchen not only boasts aesthetic appeal but also functionality, ideal for both everyday living and hosting gatherings. Luxurious Bathrooms: Both bathrooms have been transformed into modern sanctuaries, featuring the latest in design trends. Expect high-end finishes, elegant fixtures, and a soothing, spa-like atmosphere that makes every day feel like a retreat. Comfort and Convenience: Enjoy the comfort of a new air conditioning system ensuring your home stays cool during warmer months. The interior also includes freshly laid flooring and a palette that complements any décor style. Exterior and Utilities: Recent Updates: New roof . Outdoor Living: Step outside to a generously sized backyard offering ample space for outdoor activities, gardening, or simply soaking up the sun with freshly painted pool and new pump . The area is a blank canvas ready to be transformed into your personal oasis. Parking and Storage: The attached 2-car garage provides not only room for vehicles but also additional storage space, helping to keep your home clutter-free and organized. Location and Nearby Amenities: Nestled in a desirable community, this property is ideally located to enjoy both tranquility and convenience. Enjoy easy access to local shopping, dining, and entertainment options, along with parks and recreational facilities, ensuring you're never far from everything you need. This home is a rare gem, perfectly marrying modern updates with timeless comfort. Whether you're a first-time buyer or looking to upgrade, this property promises to be a place where memories are made. Schedule your visit today and come see why this should be your next home.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,020
Status:
Active
MLS#:
O6282276
Type:
Condo
Subdivision:
Winter Park Woods Condo
Year built:
1974
A broker reciprocity listing Courtesy: FANNIE HILLMAN & ASSOCIATES 407-644-1234
View additional info

ADDITIONAL INFORMATION

Beautifully maintained and updated 2 Bedroom and 2 Bath condo in Winter Park! Easy to care for tile floors flow through the kitchen, living, and dining areas. The kitchen features a tile backsplash, newer stainless steel appliances, and cabinets with decorative glass inserts. An open concept living and dining area is bright with a large slider that opens to a private patio. Each bedroom features its own remodeled bathroom, laminate floors, and ample closet space. This community is near Baldwin Park, the Winter Park Pines golf course, Full Sail, and fantastic Winter Park shopping and dining. Enjoy all that makes Winter Park Woods wonderful!

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
O6279556
Type:
Land
Subdivision:
Tantum Add
Lot size:
0.15 Acres
A broker reciprocity listing Courtesy: KELLER WILLIAMS WINTER PARK 407-545-6430
View additional info

ADDITIONAL INFORMATION

THE best kept secret in WP! 6,500sq/ft buildable lot located directly on famed 4th Fairway on WP9 – Winter Park Golf Course! Quiet, private & secluded setting with gorgeous views on dead end street with million $$ neighbors! Walk or bike to Park Avenue, dining and shopping, Rollins College and Winter Park Village. Rent or live in until you expand or build new in the renovated charming bungalow, w/ refinished hardwood floors, brand new kitchen with stainless appliances, 3 generous bedrooms, bonus Florida Room, PLUS single car garage! Cozy firepit seating area with twinkle lights overlooking the golf course. Resident onsite - please do not walk property without appointment. Don’t miss this “one of kind – live your best Winter Park life” opportunity!

Beds:
4
Baths:
5.00
Sq.Ft.:
2,812
Status:
Active
MLS#:
TB8350945
Type:
Single Family
Subdivision:
Lake Killarney Shores
Lot size:
0.14 Acres
Year built:
2025
A broker reciprocity listing Courtesy: COMMUNITY REALTY ASSOCIATES 561-852-1341
View additional info

ADDITIONAL INFORMATION

Under Construction. Brand new home from award winning builder Lazarus Winter Park. This home is located in the new highly desirable community of Lake Killarney Shores with Lake Killarney access via private community ramp! Walking Distance to shopping and great restaurants. This home features 4 bedrooms plus an office. First floor master suite looks out onto beautiful pool with huge lanai with summer kitchen. Currently in the final stages of construction and should be complete in 60-90 days. Last home available in the neighborhood and is priced well as this home will not last long!!

Beds:
4
Baths:
4.00
Sq.Ft.:
2,916
Status:
Active
MLS#:
O6281275
Type:
Single Family
Subdivision:
Lake Knowles Terrace
Lot size:
0.17 Acres
Year built:
1973
A broker reciprocity listing Courtesy: PARK AVENUE REALTY LLC 407-468-7672
View additional info

ADDITIONAL INFORMATION

Welcome to this stunning, fully renovated home in the heart of Winter Park. Located on Chestnut avenue beautifully rebuilt, tree-lined street filled with brand new homes. This 4-bedroom, 4-bath residence offers nearly 3000 square feet of tastefully updated living space. Among its many special touches are butler's pantry and a versatile bonus area within the master suite that functions as an ideal home office. Perfectly positioned in a charming neighborhood, the property is near Lakemont Elementary, Phelps Park, and the YMCA, ensuring a vibrant community lifestyle

Beds:
3
Baths:
2.00
Sq.Ft.:
1,581
Status:
Active
MLS#:
O6279146
Type:
Single Family
Subdivision:
Woodcrest Unit 02
Lot size:
0.19 Acres
Year built:
1970
A broker reciprocity listing Courtesy: NETWORTH REALTY OF ORLANDO, LLC 321-329-3127
View additional info

ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Welcome to this beautifully updated 3-bedroom, 2-bathroom home in the desirable Goldenrod area with no HOA! No detail was spared in this full cosmetic renovation, offering modern finishes and high-end touches throughout. Step inside to discover brand-new luxury vinyl plank flooring that flows seamlessly throughout the home. The kitchen has been fully remodeled boasting new stainless steel appliances, soft-close cabinets and drawers, quartz countertops, and stylish pendant lighting above the breakfast bar. Both bathrooms have been completely transformed with new lighting, sleek vanities, touch-screen color-changing mirrors, and upgraded flooring and shower tile. The primary en-suite bathroom features a custom, heavy-duty sliding glass shower door and a luxurious rainfall shower head. The expansive, fully fenced backyard with vinyl fencing offers privacy and ample space for outdoor activities, complete with a large covered patio perfect for entertaining. Located in the highly sought-after Goldenrod area, this home is conveniently close to major roadways like SR-436, 426, 521, and 417. You'll be near multiple golf courses, shopping centers, Full Sail University, and local dining hotspots. Don’t miss your chance to make this move-in ready gem your new home!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,827
Status:
Active
MLS#:
O6280564
Type:
Single Family
Subdivision:
Kenilworth Shores Sec 04
Lot size:
0.21 Acres
Year built:
1961
A broker reciprocity listing Courtesy: KELLY PRICE & COMPANY LLC 407-645-4321
View additional info

ADDITIONAL INFORMATION

PICTURE PERFECT HOME IN WINTER PARK’S KENILWORTH SHORES! Homes of this quality and preservation hardly come on the market – this immaculately kept, 3-bedroom, 2 bath home offers 1,827 SF and a stunning backyard oasis! Interior offers a spacious living room, dining room, and Florida room. The elongated galley kitchen features beautiful hardwood cabinetry, solid countertops, built-in double ovens, and a eat-in dinette. Down the singular hall are 3 comfortably sized bedrooms. The primary bedroom includes an updated, private en suite with walk-in shower, while the two additional guest rooms share a hall bath. Hardwood floors, plantation shutters, and crown molding are just a few of the features that bring authentic charm to this home. There’s no shortage of outdoor beauty at this residence, a covered back porch overlooks the well-manicured rose gardens and lush backyard green space. Attached 2-car garage has upgraded epoxy floors, built in cabinets, and vaulted ceilings, leaving ample room for your vehicle and additional storage. Located in one of Winter Park’s most adored communities, residences of Kenilworth Shores are zoned for the highly desirable Brookshire Elementary/Glenridge Middle/Winter Park High school district and are just a few minutes away from the Park Avenue shopping and dining district, Rollins College, Advent Health, Baldwin Park, and more.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,572
Status:
Active
MLS#:
O6280169
Type:
Single Family
Subdivision:
Woodcrest Unit 5
Lot size:
0.3 Acres
Year built:
1973
A broker reciprocity listing Courtesy: REDFIN CORPORATION 407-708-9747
View additional info

ADDITIONAL INFORMATION

Meticulously Maintained Corner-Lot Pool Home with Modern Upgrades & No HOA! Pride of ownership shines throughout this beautifully maintained corner-lot home, offering privacy, space, and modern comfort on over a quarter-acre of professionally landscaped grounds—all with NO HOA! Every detail has been thoughtfully cared for, ensuring a move-in-ready retreat for its next owner. From the moment you arrive, you'll notice the meticulous upkeep and thoughtful upgrades, including a new roof (2021) and NEW double impact windows, providing both peace of mind and energy efficiency. Inside, the home features all-tile flooring throughout, a spacious open-concept great room, and an abundance of natural light. The oversized area seamlessly flows into a large extra living space, making it perfect for entertaining or customizing to fit your lifestyle. The bright and airy eat-in kitchen offers the perfect spot for casual dining and features a BRAND-NEW DISHWASHER, making meal prep and cleanup a breeze. Step outside to your NEWLY SCREENED-IN LANAI leading to your private backyard OASIS, where you’ll find a large pool with premium Jacuzzi-brand equipment, an extended pool deck, and a huge fenced-in yard—ideal for pets or simply enjoying the Florida sunshine. Whether hosting a gathering or unwinding in your personal sanctuary, this backyard offers the perfect setting. A second water meter adds an extra benefit for the pool house, providing significant savings on water usage, particularly for pool maintenance and landscaping. This home is a rare gem for first-time buyers or anyone looking for a stress-free, move-in-ready home.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,703
Status:
Active
MLS#:
O6279805
Type:
Single Family
Subdivision:
Winter Park Heights
Lot size:
0.23 Acres
Year built:
1967
A broker reciprocity listing Courtesy: PREMIER SOTHEBY'S INTL. REALTY 407-644-3295
View additional info

ADDITIONAL INFORMATION

Step into this stunning one-story Spanish Mediterranean home, beautifully renovated in 2006 by renowned E2 Homes. Offering four bedrooms and three baths, this thoughtfully designed residence seamlessly blends timeless charm with modern comforts. The inviting living room features a cozy gas fireplace, setting a warm tone for the home. A formal dining room connects to the spacious kitchen through a convenient butler’s pantry. Designed for the chef at heart, the kitchen boasts a large island with a gas range and hood, abundant cabinetry, and generous counter space, along with a breakfast nook that overlooks the family room. French doors open from the family room to a covered lanai, creating a space for indoor-outdoor living. A dedicated office/study or flex space leads to the private primary suite. The primary bedroom has its own set of French doors opening to the lanai and includes a custom walk-in closet. The primary bath is a serene retreat with dual sinks, a large soaking tub and a walk-in shower. The second bedroom enjoys an en-suite bath, while two additional bedrooms feature custom closet systems for maximum organization. The large fenced backyard offers ample space for a future pool, providing endless possibilities for outdoor enjoyment. Just minutes from the shopping and dining district of Park Avenue in downtown Winter Park, this remarkable home offers the ideal blend of comfort, convenience and style.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,101
Status:
Active
MLS#:
O6279572
Type:
Single Family
Subdivision:
Tantum Add
Lot size:
0.15 Acres
Year built:
1960
A broker reciprocity listing Courtesy: KELLER WILLIAMS WINTER PARK 407-545-6430
View additional info

ADDITIONAL INFORMATION

THE best kept secret in WP! Newly renovated charming bungalow located directly on famed 4th Fairway on WP9 – Winter Park Golf Course! Quiet, private & secluded setting with gorgeous views on dead end street. Walk or bike to Park Avenue, dining and shopping, Rollins College and Winter Park Village. New roof and water heater 2023, refinished hardwood floors, new kitchen with stainless appliances, renovated bath, 3 generous bedrooms, bonus Florida Room, PLUS single car garage. Open patio in backyard with separate firepit seating area with twinkle lights overlooking the golf course. Great rental and/or build your dream home! Don’t miss this “one of kind – live your best Winter Park life” opportunity!

Beds:
4
Baths:
5.00
Sq.Ft.:
3,694
Status:
Active
MLS#:
A4637563
Type:
Single Family
Subdivision:
Shores Lake Killarney Sec 02
Lot size:
0.95 Acres
Year built:
1958
A broker reciprocity listing Courtesy: XCLUSIVE HOMES LLC 239-228-6242
View additional info

ADDITIONAL INFORMATION

Nestled along the serene shores of Lake Killarney, one of Winter Park's best-kept secrets Lake Killarney is one of Winter Park's largest freshwater spring-fed lakes (240 acres) this stunning lakefront home offers breathtaking views and direct water access. Featuring a private boat lift, dock, and spacious outdoor entertaining areas, this property is perfect for boating enthusiasts and nature lovers alike, including boat, canoe, kayak, ski, fish, windsurf or jet ski on this pristine lake. Come early for your appointment and drive the entire quaint neighborhood and see why this neighborhood for lakefront living is so sought after. Where else can you boat and dock at Trader Joe's, Hillstone's Restaurant, some of Winter Park's most desirable shopping and restaurant establishments? The home is located just minutes from Park Ave., I-4, Rollins College, Winter Park Village, Winter Park's Ravaudage and ALL OF Winter Park's restaurants and shopping!! Inside, you’ll find an open-concept layout with high ceilings, large windows, and modern finishes. The gourmet kitchen boasts stainless steel appliances, quartz countertops, and an extra-large island, ideal for entertaining. The home boasts 4 bedrooms, 4 full baths, 2 half baths, 3694 square feet of living space, with 2 primary suites including a spa-like bathroom and a private deck overlooking the lake view; A 3-car garage with a gym area and sauna, an outdoor kitchen and a boat dock with an electric boatlift. Don’t miss this rare opportunity to own a slice of paradise on Lake Killarney! Contact us today to schedule a private tour.

Beds:
2
Baths:
2.00
Sq.Ft.:
987
Status:
Active
MLS#:
O6281772
Type:
Condo
Subdivision:
Oaks Condo
Lot size:
0.64 Acres
Year built:
1973
A broker reciprocity listing Courtesy: FUTURE HOME REALTY INC 800-921-1330
View additional info

ADDITIONAL INFORMATION

Winter Park gem! Tastefully updated 2-bedroom, 2-bathroom corner condominium with a spacious patio is your rare chance ! This one-of-a kind residence boasts high quality enhancements such as plantation shutters, built-in closets, smart canned lighting in the living room, dining room, kitchen, and hallway, along with a smart fan with a light kit in the main bedroom, a Nest thermostat. You'll love the elegant granite counters with backsplash in the airy kitchen, equipped with soft-close cabinets and stainless steel appliances. The open floor plan includes a spacious living room and dining area perfect for entertaining. The owners suite includes a walk-in closet and additional custom built closets with and a spa-like bathroom. Your expansive balcony overlooks the community pool, providing a great spot to entertain guests or enjoy your book with your morning coffee. Centrally located, this home is within walking distance to Glenridge Middle School and a short drive to grocery stores, Adventhealth hospital , the best spots in Baldwin Park with scenic walking trails and chic Park Avenue, known for its fantastic shops, restaurants, museums and events. Easy 15 minute drive to Orlando downtown and under 30 minutes to Orlando International Airport. Zoned for the desirable Winter Park school district. Water is included into HOA fee. Call for your private tour today!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,296
Status:
Active
MLS#:
S5120497
Type:
Townhouse
Subdivision:
Windward Square Sec 1
Lot size:
0.07 Acres
Year built:
1978
A broker reciprocity listing Courtesy: AGENT TRUST REALTY CORPORATION 407-251-0669
View additional info

ADDITIONAL INFORMATION

Location Winter Park! Charming 2-Bedroom, 2-Bath Single-Story Townhouse – Priced to Sell! This well-located just minutes from shopping, restaurants, banks, and more. Designed for comfort, the open floor plan includes a spacious living-dining combo, tile floors, and a convenient pass-through to the kitchen equipped with granite countertops, light fixtures, wood cabinets, and appliances . It also features a unique loft that can be used as an office Sliding glass doors open to a private, fenced backyard with a large concrete patio—perfect for outdoor relaxation Schedule your appointment Now!

Beds:
2
Baths:
3.00
Sq.Ft.:
1,428
Status:
Active
MLS#:
O6279997
Type:
Condo
Subdivision:
Killarney Bay Condo
Lot size:
0.13 Acres
Year built:
1986
A broker reciprocity listing Courtesy: FOLIO REALTY LLC 407-917-0241
View additional info

ADDITIONAL INFORMATION

Winter Park location with access to Lake Killarney & walking distance to Trader Joes & Winter Park Village. Renovated 2 bedroom 2.5 bath 2 story condo with Pool & lake view amenities. Gorgeous wood floors throughout, Granite counters, Stainless Steele appliances , Soft close cabinets & glass tile backsplash. Inside Laundry room with Washer/Dryer included. Under stair storage. Wood burning Fire place, Bar sink, Ceiling Fans, Both bedrooms have large walk-in closets and the primary has a walk out balcony patio. The Primary bath offers double shower heads & double vanity. Outside Storage closet & Enclosed screen patio. The pool is set with majestic sunset views of the lake where you can fish off the dock or kayak the lake. HOA updates include repaved asphalt parking & exterior paint, dock repainted & pool sealant in 2020. Fees include exterior maintenance, pool, dock & trash.

Beds:
2
Baths:
2.00
Sq.Ft.:
901
Status:
Active
MLS#:
O6279777
Type:
Condo
Subdivision:
Cloisters Condo
Lot size:
0.02 Acres
Year built:
1971
A broker reciprocity listing Courtesy: FANNIE HILLMAN & ASSOCIATES 407-644-1234
View additional info

ADDITIONAL INFORMATION

Fresh, modern and move-in ready. This pristine, first-floor condo is located in historic downtown Winter Park at the coveted Cloisters Condominiums. Professionally designed and remodeled in 2021, this two-bedroom, two-bathroom unit includes an open floor plan with marble tile throughout and a screened patio with built-in planters and mature garden views. The large, open kitchen includes a family-sized island with seating and storage, stone countertops, new cabinetry and stainless-steel appliances, and Clearly® water filtration system. Timeless features include southern plantation shutters, wainscoting and hand-carved ceiling fans in every room, plus spa-inspired bathrooms, custom closets and plenty of storage, and a full-sized Bosch washer and dryer. The frosted glass barn door glides shut for your master suite retreat overlooking internal garden courtyard. Unit comes with assigned covered parking and air-conditioned storage closet. The Cloisters lifestyle boasts lakefront seating, docks, kayak storage and boat slips; workout rooms, Swedish dry sauna and inside bike storage; a newly remodeled club house with full kitchen, lending library, putting green, grill station and pool; professional on-site management and custodial staff—all set within established landscaping for unparalleled leisure. Unit 111 is light, bright and quiet. Offered at $725,000, with optional turnkey package available. Welcome home.

Refine Property Search
Page 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 of 14    Prev | Next
26–50 of 343 properties displayed
Andrea Conner, License #BK3437731, Xome Inc., License #1043756, [email protected], 844-400-9663, 750 State Hwy 121 Bypass, Suite 100, Lewisville, TX 75067


Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of {{last updated}}. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Copyright 2025, My Florida Regional MLS DBA Stellar MLS.



Winter Park Real Estate

Winter Park is located in Florida. Winter Park, Florida has a population of 29,672. Winter Park is less family-centric than the surrounding county with 27.95% of the households containing married families with children. The county average for households married with children is 31.51%.

The median household income in Winter Park, Florida is $88,688. The median household income for the surrounding county is $65,784 compared to the national median of $69,021. The median age of people living in Winter Park is 45.3 years.

Winter Park Weather

The average high temperature in July is 92 degrees, with an average low temperature in January of 49.4 degrees. The average rainfall is approximately 51.9 inches per year, with 0 inches of snow per year.

Winter Park Map

Winter Park Real Estate Market Conditions

  • Median sales price

    $475,000
    25.3%
    change since last quarter
  • # Active listings

    338
    30-day change

Winter Park Schools and Demographics

Education near Winter Park, FL

City County
High School Graduates 96.78 89.47
College Degree - 2 year 9.01 11.45
College Degree - 4 year 62.48 35.7
Graduate Degree 17.77 9.12
Expenditures per Student 12,701 12,701
Students per Teacher 17.3 17.3

Elementary Schools near Winter Park, FL

Grades Students P/T Ratio ZIP
Aloma Elementary School PK - 05 528 15.5 32792
Aspire Academy Charter KG - 05 111 8.5 32804
Audubon Park Elementary School PK - 05 1,182 14.8 32814
Brookshire Elementary School PK - 05 632 12.9 32792
Dommerich Elementary School PK - 05 603 15.1 32751
Eastbrook Elementary School PK - 05 809 14.2 32792
Fern Creek Elementary School PK - 05 326 12.1 32803
Hillcrest Elementary School PK - 05 463 14.5 32803
Hungerford Elementary School PK - 05 283 13.5 32751
Killarney Elementary School KG - 05 444 14.8 32789
Lake Silver Elementary School PK - 05 688 12.3 32804
Lake Sybelia Elementary School PK - 05 600 13.3 32751
Lakemont Elementary School KG - 05 656 14.6 32792
Orlando Science Elementary Charter KG - 05 482 15.1 32804
Princeton Elementary School PK - 05 488 13.2 32804

Middle Schools near Winter Park, FL

Grades Students P/T Ratio ZIP
Glenridge Middle School 06 - 08 1,415 18.4 32814
Maitland Middle School 06 - 08 909 18.9 32751
Robert E Lee Middle 06 - 08 1,034 17.2 32804

High Schools near Winter Park, FL

Grades Students P/T Ratio ZIP
Edgewater High School 09 - 12 1,782 20 32804
Lake Howell High School 09 - 12 2,229 19.1 32792
Winter Park High School 09 - 12 3,069 18.7 32792
Workforce Advantage Academy Charter 09 - 12 238 47.6 32803

Ungraded Schools near Winter Park, FL

Grades Students P/T Ratio ZIP
* Aloma High Charter School 09 - 12 510 42.5 32792
* Winter Park Education Center 11 - 12 0 32789
Broward Science Charter School UG - UG 0 32804
Central Florida Leadership Academy Charter 06 - 12 189 15.8 32803
Gateway 06 - 12 63 3.7 32804
Hospital Homebound PK - 12 229 4 32804
La Amistad School KG - 12 48 9.6 32751
Orlando Science Middle High Charter School 06 - 12 555 15.4 32804
Pace Center for Girls 06 - 12 34 6.8 32803
Silver Star Center 06 - 12 25 2.5 32804
Winter Park Tech AE - AE 0 32789

Demographics near Winter Park, FL

City County
Neighborhood Type Suburban
Population 29,672 1,409,949
Population Density 3,393 1,562
Median Age 45.3 35.7
People per Household 2.3 2.9
Median Household Income 88,688 65,784
Average Income per Capita 67,032 33,498

Real estate near Winter Park