Winter Park FL Real Estate & Homes for Rent

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Beds:
1
Baths:
1.00
Sq.Ft.:
759
Status:
Active
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
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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. End unit and perfect for investment or first time home owner! 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, Rollins College, 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
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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
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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
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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
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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:
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
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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
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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
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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. This home has no carpet, engineered hardwood floors, luxury vinyl plankl flooring throughout the home. Perfectly positioned in a charming neighborhood, the property is near Lakemont Elementary, Phelps Park, and the YMCA, ensuring a vibrant community lifestyle. According to the owner backyard can accommodate a POOL!

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
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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
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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.:
2,420
Status:
Active
MLS#:
O6280834
Type:
Single Family
Subdivision:
Morseland Sub
Lot size:
0.2 Acres
Year built:
1978
A broker reciprocity listing Courtesy: FANNIE HILLMAN & ASSOCIATES 407-644-1234
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ADDITIONAL INFORMATION

Don’t miss this rare opportunity to live on one of Winter Park’s most sought-after streets…BELOIT AVE! This ideal location will have you just 2 blocks from the fun and fabulous Park Avenue, and steps from swinging a golf club at the Winter Park 9 Golf Course. Offering over 2,400 sf of living space with 3 bedrooms & 2 full bathrooms, plus an enormous family room off the back screened patio, this jewel box is light, bright, and simply bursting with charm. Experience a luxurious and airy feel with high ceilings, crown molding, tile in the main living spaces, and hardwood floors in every bedroom (NO carpet!). Enter through the foyer and prepare for seamless indoor/outdoor entertaining, with an inviting living room and dining room, elegantly separated by a gorgeous double-sided gas fireplace, and lined with sliding glass doors that lead to the open, paver patio. The kitchen is complete with stainless steel appliances, a natural-gas cooktop, timeless cabinetry that offers an abundance of storage, and a built-in breakfast bar. You’ll love the ideal split-bedroom floor plan, featuring an oversized primary suite that overlooks the expansive side patio accessible through sliding glass doors. Off the front living room hallway are 2 secondary bedrooms with walk-in closets, and a full bathroom. Wrapped in low-maintenance landscaping with elegant uplighting, all surrounded by concrete privacy walls with gates, this turnkey home is perfect for an active lifestyle. A private alley drive for Beloit homeowners leads to a spacious 2-car garage with built-in cabinets and attic storage. Enjoy a NEW A/C unit (2024), new washer/dryer (2024), and one of the best locations in the City of Winter Park!!

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
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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. Located in SEMINOLE COUNTY TOP-RATED SCHOOL DISTRICT 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
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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
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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:
6.00
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
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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
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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
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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
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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
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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.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,187
Status:
Active
MLS#:
O6280306
Type:
Single Family
Subdivision:
Winter Green
Lot size:
0.05 Acres
Year built:
1994
A broker reciprocity listing Courtesy: OPENDOOR BROKERAGE LLC 480-462-5392
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ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Welcome to this fabulous area! Discover a bright interior tied together with a neutral color palette. The primary bathroom features plenty of under sink storage waiting for your home organization needs. Take it easy in the fenced in back yard. The sitting area makes it great for BBQs! Like what you hear? Come see it for yourself!

Beds:
5
Baths:
7.00
Sq.Ft.:
4,506
Status:
Active
MLS#:
O6278049
Type:
Single Family
Subdivision:
Winter Park Village
Lot size:
0.27 Acres
Year built:
2024
A broker reciprocity listing Courtesy: COMPASS FLORIDA, LLC 305-851-2820
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ADDITIONAL INFORMATION

Discover an extraordinary blend of modern elegance and thoughtful craftsmanship in this brand-new architectural gem by DaVinci Development. This stunning five-bedroom, six-and-a-half-bathroom home spans over 4,500 square feet of luxury living space, offering a seamless fusion of sophistication and functionality in the heart of Winter Park. From the moment you arrive, the striking contemporary design makes a bold statement, characterized by sleek lines, expansive windows, and soaring ceilings on both floors. Step inside to be greeted by an abundance of natural light that fills the open-concept living spaces, creating a warm yet refined ambiance. Designed for both comfort and entertaining, the state-of-the-art kitchen is a chef’s dream, equipped with premium Sub-Zero, Wolf, and Miele appliances, custom cabinetry, a large center island, and a built-in wine cooler. Flowing effortlessly into the adjacent living and dining areas, this space sets the perfect stage for everything from intimate gatherings to grand celebrations. The first-floor primary suite is a private retreat, offering a spa-like bathroom with an oversized shower featuring dual rain shower heads, a freestanding soaking tub, and dual vanities. Sliding doors provide direct access to the serene outdoor oasis. A second bedroom on the main level—ideal as a guest room or home office—includes an en-suite bath and walk-in closet. Upstairs, a spacious loft with a wraparound balcony serves as a versatile lounge or entertainment area. Three additional bedrooms, each with their own distinct character, provide ample space for family or guests, ensuring everyone enjoys their own private sanctuary. Step outside to experience resort-style living in your expansive backyard, situated on the largest lot in the neighborhood. A sparkling pool, generous patio, and fully equipped outdoor kitchen make alfresco dining and entertaining effortless, with retractable screens on the lanai offering shade and privacy when desired. Additional highlights include a rare three-car garage with an EV charging station. Perfectly positioned in a coveted Winter Park local, near top-rated schools and just moments from Park Avenue’s upscale shopping and dining, this exceptional residence offers the pinnacle of contemporary luxury living.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,000
Status:
Active
MLS#:
O6278498
Type:
Single Family
Subdivision:
Sylvan Lake Shores
Lot size:
0.33 Acres
Year built:
1948
A broker reciprocity listing Courtesy: ORLANDO BROTHERS REAL ESTATE LLC 407-925-2221
View additional info

ADDITIONAL INFORMATION

Renovated and Charming One-Story Home in the Heart of Winter Park Nestled in the heart of Winter Park, this elegant one-story home features a classic brick circular driveway and a welcoming covered front porch. Inside, the original hardwood floors add warmth and character to this four-bedroom, four-bathroom residence plus an exquisite detached home-office room , located in the beautiful outdoor patio area. This fifth bedroom offers a versatility that could be used as an office or a cozy den. The spacious living and dining area boasts high vaulted ceilings and a wood-burning fireplace, creating the perfect atmosphere for entertaining. The open floor plan seamlessly connects each space, offering both style and functionality. The primary suite is a peaceful retreat, with French doors opening to the pool area, a large walk-in closet, and an en-suite bathroom featuring a glass tile shower. Step outside into your private oasis, where the brick patio, wood trellis, and sparkling pool with water features create a serene escape. The oversized 95 x 150 lot is shaded by mature oak trees, with paved walkways enhancing the peaceful ambiance. Additional House Benefits include: Remodeled living room ; Original wood fireplace ; New AC (2021) ; Tankless water heater 2021 ; Dual masters ; 4 full baths ; Insulated 2 car garage with exAC Garage ; New vinyl flooring ; Remodeled office / guest room with built-in cabinets ; Heated swimming pool ; Renovated backyard with artificial grass and summer kitchen (outdoor furniture negotiable) ; New detached office space w/ air conditioning ; Outdoor ambient lighting ; New alarm system ; All appliances will stay ; Extended Kitchen Island ; New sprinkler system ; Outdoor shed storage; Acclimate Attic ; New PVC Wood Deck ; Water filtration system in the kitchen ; Underground gas line for stovetop, water heater, and pool heater Located just minutes from Windsong, Park Avenue, Baldwin Park, top-rated schools (Brookshire, Glenridge, WPHS), parks, dining, and shopping, this home offers both charm and convenience.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
O6273618
Type:
Land
Subdivision:
Kenilworth Shores Sec 06
Lot size:
1.14 Acres
A broker reciprocity listing Courtesy: EPIC REAL ESTATE ADVISORS LLC 407-495-3672
View additional info

ADDITIONAL INFORMATION

Lakefront Lot. Build your dream home on a rare available Lot on Lake Berry. Establish your legacy at this beautiful Winter Park location. A short walk to Baldwin Park or a short bike ride to Park Avenue. The Current home needs to be demolished as the value is in the Land. There is a total of 1.14 acres with roughly .6 acres of uplands with direct waterfront. Build your own dock to your liking. No survey is available. All measurements are approximate and have been obtained through the OCPA map system. Please click on the Virtual Tour to see arial drone shots and much more.

Beds:
2
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
O6278852
Type:
Duplex
Subdivision:
Karolina On Killarney
Year built:
1949
A broker reciprocity listing Courtesy: ORLANDO KEY REALTY LLC 407-956-7218
View additional info

ADDITIONAL INFORMATION

ATTENTION INVESTORS!!! DIAMOND LOCATION!! THIS IS THE MOST WONDERFUL OPORTUNITY FOR BUYING YOUR DREAM DUPLEX WITH 1 BED 1 BATH ON EACH OF TWO FLOORS IN THE MOST DISERABLE AREA FOR LIVING CALLED WINTER PARK IN THE 32789 ZIDE CODE. NO HOA NEITHER CDD. IT IS LOCATED JUST MINUTES FROM PARK AVE., ROLLING COLLEGE, AND TONE OF RESTAURANTS!! EACH UNIT HAS 1 BED 1 BATH WITH ITS COZY KITCHEN, AND NICE FAMILY ROOM. THIS DUPLEX HAS A ENORMEOUS POTENTIAL INCOME. GREAT SCHOOLS!!, NEAR TO HIGH-WAYS!! RIGHT PRICE!! IT WILL NOT LAST LONG!!

Beds:
n/a
Baths:
Sq.Ft.:
2,642
Status:
Active
MLS#:
O6270537
Type:
Mixed Use
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! 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.

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Andrea Conner, License #BK3437731, Xome Inc., License #1043756, [email protected], 844-400-9663, 750 State Hwy 121 Bypass, Suite 100, Lewisville, TX 75067


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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

    $468,000
    25.3%
    change since last quarter
  • # Active listings

    359
    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