Winter Park, FL Homes For Sale | Real Living Real Estate Solutions | Real Living Real Estate Solutions Skip to main content

Winter Park FL Real Estate & Homes for Sale

165 Properties Found

The median home value in Winter Park, FL is $491,995 . This is higher than the county median home value of $318,000. The national median home value is $308,980. The average price of homes sold in Winter Park, FL is $491,995. Approximately 56% of Winter Park homes are owned, compared to 33% rented, while 11% are vacant. Winter Park real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you like to see a property, contact Winter Park real estate agent to arrange a tour today!
Learn more about Winter Park Real Estate.


1–25 of 165 properties displayed
Refine Property Search
Page 1 | 2 | 3 | 4 | 5 | 6 | 7 of 7    Prev | Next

Open House:

Saturday, 3/25 1:00-4:00PM

Beds:
4
Baths:
5.00
Sq.Ft.:
3,781
Status:
NEW LISTING
MLS#:
O6099239
Type:
Single Family
Subdivision:
COMSTOCK PARK
Lot size:
0.34 Acres
Year built:
1989
A broker reciprocity listing Courtesy: FANNIE HILLMAN & ASSOCIATES, 407-644-1234
View additional info

Perched on a hill nestled between Sylvan and Bonita, along the brick streets of Winter Park, this home has so much to offer. The privacy wall along Maiden Lane creates a secluded oasis. Beyond the 3-car garage, you'll be greeted by a charming gated porch that leads into a spacious living area filled with natural light. The glass French doors lead to a screened patio and a resort-style pool that will take your breath away. The dining room, with tall, graceful windows on one end, leads to the kitchen, offering stone counters, a cooking island, 2nd prep sink, wine refrigerator, double built-in ovens, a water purifier, and a dinette with a large bay window. A bar offers additional seating, and overlooks the family room, with vaulted ceilings and a wood-burning fireplace, plus additional French doors to access the screened-in patio. Off the kitchen/living combo, there is a full bath that also services the pool. The spacious downstairs master suite, with plantation shutters, includes French doors to the screened patio. The double-sided fireplace separates the bedroom from the master bath, with a large soaking tub, glass shower, private water closet with a bidet, and large walk-in closet. A laundry room with a utility sink and laundry chute, and a front powder bath for guests, complete the first floor. Upstairs includes 3 bedrooms, all with walk-in closets, two full bathrooms, and balcony overlooking the sprawling backyard. Outside, you'll enjoy lush landscaping and the soothing sound of the pool fountains! The large pool deck offers lounging, with additional seating and dining space within the screened patio. Surrounded by A-rated schools, convenient stores such as Walgreens, Publix, & Sprouts, the YMCA, the AdventHealth Hospital, Phelps Park, and around the corner from Park Avenue - this location cannot be beat!

Beds:
4
Baths:
2.00
Sq.Ft.:
2,022
Status:
NEW LISTING
MLS#:
O6099198
Type:
Single Family
Subdivision:
LAKE WAUNATTA WOODS
Lot size:
0.29 Acres
Year built:
1975
A broker reciprocity listing Courtesy: KELLER WILLIAMS WINTER PARK, 407-545-6430
View additional info

Cozy Winter Park Pool Home in Orange County - Move-in Ready! Experience the outdoor oasis by relaxing in your screened Lanai or take a dip in the private pool. Great for hosting BBQS with family and friends. This charming home includes 4 beds and 2 baths. The kitchen features granite countertops, stainless steel appliances, tile backsplash and a modern pull-down spray kitchen faucet. For interior design lovers this home features a color palette inspired by HGTV along with luxury plank vinyl flooring. Stay cool and comfortable with a 2022 AC unit and new double pane windows. This move-in ready home is a must-see for anyone seeking a comfortable Florida lifestyle! Great Location! Close to the hwy 417, Winter Park School district, near Full Sail University and only a 15 minute drive to the trendy Park Ave that has shopping and great restaurants.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,245
Status:
NEW LISTING
MLS#:
O6099214
Type:
Single Family
Subdivision:
WOODCREST UNIT 6
Lot size:
0.21 Acres
Year built:
1977
A broker reciprocity listing Courtesy: NB ELITE REALTY, 844-444-6237
View additional info

Fully remodeled home in Winter Park with no association and huge backyard space. This three-bedroom, two-bath, one-car garage home has new laminate throughout the entire home and offers a living-dining area combo. Sliders off the living room lead to the screened-in patio and private, fully-fenced backyard. Updates include a brand-new kitchen with granite countertops, brand-new bathrooms, fresh interior and exterior paint, and the list goes on. A rare find at this price in Winter Park, come take residency one of Central Florida's most desirable areas and be next to the best schools, local dining, shopping, entertainment, and easy access to major roadways.

Beds:
4
Baths:
5.00
Sq.Ft.:
3,714
Status:
NEW LISTING
MLS#:
O6098835
Type:
Single Family
Subdivision:
LAKE FOREST PARK
Lot size:
0.24 Acres
Year built:
2016
A broker reciprocity listing Courtesy: CENTRAL FLORIDA PRIME REAL ESTATE LLC, 407-404-4041
View additional info

Welcome home to this professionally decorated two-story custom French provincial pool home. No space or detail has been overlooked, and with an endless list of upgrades, this home is sure to impress the pickiest of buyers. Located at the end of Parkland Circle cul-de-sac, this home exudes charm and has modern day features to make daily living that much easier. With great curb appeal and mature landscaping, it is easy to fall in love with this one. The 4-bedroom, 3 full bath and 2 half bath home has over 3700 square feet of living space and features a dedicated office, loft/playroom and has a unique room adjacent to the kitchen that can be used as a downstairs playroom, sitting room or simply a breakfast eating nook. As you enter the home, you are greeted with an abundance of natural light coming in from the brand-new top-of-the-line glass front door and windows that were recently installed. The open floor plan allows for family time, yet is perfect for entertaining. The custom wood shiplap dining room is the perfect spot to host dinner parties and the dedicated office allows for quiet work when the doors are closed. The chef's kitchen is truly unique with plenty of cabinet and prep space, it also features a brand new Thermador dishwasher, stainless steel kitchen range, oven, microwave, oversize refrigerator and two beverage fridges, as well as a custom built in Miele coffee maker and a custom walk-in pantry. The downstairs master retreat features custom built-ins, a large custom closet with hidden features and a stunning master bathroom with dual vanities and plenty of storage space. As you make your way upstairs, be sure to pay attention to the custom woodwork throughout. The upstairs floor plan has great flow, with three bedrooms, two of which share a jack-and-jill bathroom and a large loft/game room that can be used as a playroom, home theatre or simply a kids hang out. One of the upstairs bedrooms has an ensuite bathroom and custom walk-in closet. The loft features a wet bar, an additional half-bath and a covered outdoor balcony that overlooks the tranquil backyard. Now it's time to visit one of the best parts of this home. Let's take a walk outside! The covered patio has an electric drop-down screen and features a built-in grill, refrigerator and exhaust hood. The tongue and groove ceiling has been painted white, and the bamboo gives an incredible amount of privacy. The oversize heated saltwater pool and spa is the perfect place to relax on a summer day. The entire exterior of the home has custom Sonos speakers, outdoor lighting throughout and has been professionally landscaped. In addition to the covered patio, pool and spa there are two additional areas that have plenty of space for a play set and for our four-legged friends. This custom, one-of-a-kind home is in a spectacular, unbeatable location nestled within minutes of the coveted East End Market and Baldwin Park. Centrally located to A-rated schools, easy access to major highways, only 10 minutes to downtown Orlando and plenty of shopping and dining options including a short drive to the new Hall on The Yard at Lake Ivanhoe. With no HOA and situated in the most desirable location- set up your private showing today!

Open House:

Sunday, 3/26 12:00-2:00PM

Beds:
3
Baths:
2.00
Sq.Ft.:
2,114
Status:
NEW LISTING
MLS#:
O6099089
Type:
Single Family
Subdivision:
ORWIN MANOR WESTMINSTER SEC
Lot size:
0.25 Acres
Year built:
1940
A broker reciprocity listing Courtesy: PREMIER SOTHEBY'S INTL. REALTY, 407-644-3295
View additional info

Welcome to Orwin Manor, a timeless Orlando-Winter Park neighborhood established in 1924, offering lifestyle and prime location. Come see this designer dream! Solidly built one-story pool home with three bedrooms, two bathrooms, 2,114 square feet, two-car garage and wood flooring throughout. Situated on a well-manicured 0.25-acre lot, the property exudes curb appeal with its masterfully designed landscaping and is just as inviting indoors as outdoors. Inside, splendid architecture abounds with a vaulted ceiling and high-end finishings, delivering light and bright living spaces around the home. Enter through the formal living and reception area with a gas fireplace with a lovely dining room to the side, perfect for formal entertaining. The open and spacious family room boasts an unassuming design ideal for everyday living and features custom windows offering views of the stunning backyard pool and patio area. Entertain effortlessly in the well-equipped kitchen, perfect for any chef that includes quartz countertops, stainless steel appliances, built-in oven, microwave, natural gas range, refrigerator, breakfast bar and nook. The master suite features dual sinks, walk-in closet, separate shower and bath. Two additional guest bedrooms share a bath with rain shower. The picturesque backyard is a showstopper, resembling a luxury boutique hotel. Lush landscaping, a sizable patio area, and a statement saltwater splash pool with jacuzzi and heated jets are the perfect place to lounge and entertain. Close to Park Ave, SunRail, Advent Health/Florida Hospital with easy access to I-4. Orwin Manor is a local favorite for many residents for its variety of architecture, convenient location, tree-lined streets and history. This beautiful home truly offers the best of everything!

Beds:
4
Baths:
5.00
Sq.Ft.:
3,238
Status:
NEW LISTING
MLS#:
O6098822
Type:
Single Family
Subdivision:
TEMPLE ESTATES
Lot size:
0.21 Acres
Year built:
2020
A broker reciprocity listing Courtesy: FANNIE HILLMAN & ASSOCIATES, 407-644-1234
View additional info

This stunning home, built by LunDev Custom Homes, boasts clean, modern features and an exceptionally designed floorplan, while only steps from Phelps Park, tennis courts, and the YMCA. Since it was completed in 2020, additional upgrades totaling over $100K have transformed this home, providing an extraordinary lifestyle. With multiple outdoor living spaces enveloped in breathtaking landscaping, this property extends luxury living to the outdoors. Past the covered front porch with a swing, the interior of the home is bursting with natural light, accented by fabulous finishes, custom beams, and timeless European white oak wood floors. The open floorplan seamlessly combines the kitchen, dining room, and living room, and extends beyond double glass French doors to the covered lanai and heated saltwater pool. The kitchen offers white marble quartz countertops, a 6-burner gas cooktop with a griddle, a beverage refrigerator & 2 beverage drawers, and an open walk-in pantry. The living room features a natural gas fireplace with a porcelain marble tile wall, flanked by custom cabinetry, and an upgraded 7.1 surround sound system. Past the powder bath is the downstairs master suite, overlooking the backyard, with a spacious bathroom and an expansive, well-designed walk-in closet (approx. 10x16). Additional 1st floor features include a drop zone with a built-in bench, a laundry room with a utility sink, and a private office with French doors leading out to a charming side deck and pergola. The oversized 2 car garage is extremely functional, with a storage closet, epoxy-coated floors, and a designated AC system with a thermostat. Upstairs you'll find 3 spacious bedrooms, each with custom closets & en-suite bathrooms, and a vast AV/storage room. Be prepared to entertain or relax outside under the covered lanai with fans, motorized screens, and a gas grill. The heated, saltwater pool, with a sun shelf and bubbling fountains, is a true oasis, surrounded by a custom firepit with benches and exquisite landscaping with a variety of fruit trees, including mango, avocado, key lime, lemon, orange, tangerine, and peach. The upgraded landscaping, irrigation, and outdoor lighting were all intricately redesigned, with a perimeter of slender weaver bamboo for privacy and clever pebble paths. The extensive list of luxury features and recent upgrades includes new recessed LED trim kits, pool heater, fresh paint, in-ceiling speakers throughout the 1st floor including the lanai, 65-inch "The Smart TV Frame" to display artwork, and so much more! Please ask for a list of features, recent improvements, and a floorplan! Note: Multiple video/security cameras are located inside and outside of the home.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,724
Status:
NEW LISTING
MLS#:
O6098803
Type:
Single Family
Subdivision:
HOWELL ESTATES REP
Lot size:
0.23 Acres
Year built:
1977
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY, 407-352-1040
View additional info

A must see Winter Park pool home w/ lovely open split plan. Enjoy spacious family room opening to covered rearporch and screened free form pool. Home features both a dinette and a separate dining room. Fully equipped,remodeled kitchen offers upgraded wood cabinetry with crown molding for detailed craftsmanship, stainless-steelappliances and built in microwave. Master suite offers vanity area flanked by master bath and walk in closet.Flooring is expansive wood plank vinyl throughout--no carpet. Bathrooms have been updated and guest bath isconveniently located near guest rooms. This plan is a perfect design for a home office and is currently used inthat manner. The front facade is a Mediterranean look with arched openings and private courtyard area forenjoying outdoors and personal landscaping. Rear yard has a high-end customized wood swing and play setwhich will remain with the property at no charge. Enjoy a completely fenced rear yard for privacy andsecurity. Great home and great location! Let esteemed Winter Park be your new address!!!

Open House:

Saturday, 3/25 12:00-3:00PM

Beds:
4
Baths:
5.00
Sq.Ft.:
4,055
Status:
NEW LISTING
MLS#:
O6098947
Type:
Single Family
Subdivision:
ALBERTA PLACE
Lot size:
0.42 Acres
Year built:
2023
A broker reciprocity listing Courtesy: THE HOPE GROUP, 321-388-6649
View additional info

Welcome to this exquisite French Modern home that seamlessly blends classic architecture with modern amenities. With 4 bedrooms, 4.5 bathrooms, 4,055 s/f, and a detached art studio, this stunning, single story property offers the ultimate in luxury living.The open floor plan of the main living area effortlessly flows from the gathering room with a cozy fireplace to the dining and sitting room. The kitchen features Wolf, Sub-Zero appliances, custom cabinetry, and a large center island perfect for entertaining guests.Step outside into this stunning oasis, where every detail has been meticulously designed to create the ultimate in relaxation and entertainment. With a pool, Casita, fire feature, and summer kitchen, this outdoor space is the perfect retreat for enjoying the warm weather. The oversized lot extends to another highlight of this home, a separate art studio. This studio is bathed in natural light and will provide the perfect space for creative pursuits or as an office. Located in Winter Park, this stunning French Modern home offers the perfect combination of luxury and functionality. Don't miss the opportunity to make this your dream home!

Beds:
3
Baths:
3.00
Sq.Ft.:
1,408
Status:
NEW LISTING
MLS#:
O6099168
Type:
Single Family, Townhouse
Subdivision:
CORONADO TWNHMS
Lot size:
0.04 Acres
Year built:
2019
A broker reciprocity listing Courtesy: LA ROSA REALTY LAKE NONA INC, 407-270-6841
View additional info

Wanting to live in Winter Park in a newer and beautiful property? Here it is. This beautiful property is so centrally located that has it all near by within less than 10 mins away Publix, Costco, Baldwin Park, Lake Eola, Restaurants, etc. Its modern and elegant vibe makes this 3/2.5 home a cozy and comfortable living place that features a 1 car garage and green area in the back of the property. The kitchen displays beautiful cabinetry and an island that integrates with the living area. The bedrooms are all upstair allowing for more privacy and access to the laundry closet also on the second floor. The master bedroom is great size as well as its bathroom and walk in closet. Make your appointment today!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,682
Status:
NEW LISTING
MLS#:
O6098692
Type:
Condo, Townhouse
Subdivision:
PHILLIPS CIRCLE REP
Lot size:
2.77 Acres
Year built:
1960
A broker reciprocity listing Courtesy: FANNIE HILLMAN & ASSOCIATES, 407-644-1234
View additional info

Don't miss out on this updated 2 bedroom, 2 bath condominium in the exceptional 55 and over Whispering Waters community located on the Winter Park Chain of lakes. This second floor, 1,682 sq. ft. home features lots of natural lighting with double sliders in the living room providing great views of Lake Osceola. The foyer includes a terrazzo tile floor, and the living room includes custom built-ins and a sitting area with custom Hunter Douglas Luminette Sheer Panels, which allow beautiful outdoor views but prevent people outside from seeing in. A fully updated custom chef's kitchen features self-retracting drawers, granite countertops, a custom tile backsplash, a GE induction cooktop, GE convection oven, Miele combo microwave/conduction oven, a Viking refrigerator, and a pot filler. The breakfast area has a custom pantry/bar with a wine refrigerator, and custom cabinets/bookcases. The master retreat is oversized, just one of 6 units in the complex with a rotunda sitting area suitable for an office. The large master bedroom includes a walk in closet with custom built-ins. The master bathroom has custom cabinets with built-in storage, dual sinks in a vanity with under cabinet lighting, a large walk-in shower with bench and safety bar. The second spacious bedroom includes a sitting area suitable for an office buildout. The guest bathroom has custom cabinets and a shower. Other features of this remodeled home include an indoor laundry with a custom linen closet with pull out work area and a storage closet, newer double pane and sealed windows, custom blinds and shutters. The unit has CAT 6 wiring, with all electrical and plumbing updated. The HVAC, ductwork, and hot water heater have all been replaced. A stairway direct from the back door leads to the lush, landscaped grounds and swimming pool. Underground parking includes one reserved car space and a storage cabinet. HOA fees include trash, water, electricity, gas, pool and lakefront amenities! Enjoy maintenance free living while walking to Park Avenue, Rollins College or the Winter Park golf course.

Beds:
5
Baths:
5.00
Sq.Ft.:
3,269
Status:
NEW LISTING
MLS#:
O6098383
Type:
Single Family
Subdivision:
KENILWORTH SHORES SECTION SEVEN
Lot size:
0.24 Acres
Year built:
2021
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY, 407-333-8088
View additional info

BETTER THAN NEW AND READY FOR YOU! BUILT IN 2021!! Designed and built by Winter Park architect and building contractor, Stevens, Inc., this CUSTOM CRAFTSMAN style home brings so much character from the wood and tile floors to the beautiful tongue and groove clear pine ceilings. This stunning home boasts 5 bedrooms with 4 full baths and one-half bath but is designed with FLEXIBILTY to utilize them as an office and a bonus room depending on the family's living needs. The house is bright and inviting with huge living space on the first floor with wood flooring and spacious primary suite and second bedroom/office downstairs. Gourmet kitchen offers custom cabinetry, over-sized island, tile backsplash, upgraded Monogram appliance package and an large walk-in pantry. Private primary suite boasts a large en-suite bath which includes a soaking tub, shower stall with 6 function Delta faucets, 2 WALK-IN closets, double sinks, and solid wood cabinets. The oversized laundry room includes a full-sized sink. Second floor offers flexibility with 3 bedrooms/2 baths featuring a 12x17 bedroom which could be used as a bonus room. Be sure to read the Special Features Sheet in the Attachments for more specific information. Optional HOA gives you access to Lake Berry!! Conveniently located minutes to Park Avenue, Downtown Orlando, top-rated Winter Park schools, and numerous dining options, parks, gardens, museums, golf courses, and shopping. No need to build!!! This gorgeous, immaculate, well-appointed Winter Park Home can be yours today!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,801
Status:
NEW LISTING
MLS#:
O6098884
Type:
Single Family
Subdivision:
SYLVAN LAKE SHORES
Lot size:
0.18 Acres
Year built:
1887
A broker reciprocity listing Courtesy: KELLY PRICE & COMPANY LLC, 407-645-4321
View additional info

Pre-inspected. Offered for the first time in over 30 years! Winter Park's only original, charming and completely remodeled historical farmhouse. Known as the "Harris-Edison House", original construction dates back to 1887 as one of the largest and oldest Winter estates. Owned by the youngest son of Thomas Edison, Ted and Anne Edison, it is a true one-of- a-kind character house that has been lovingly restored and cherished. Named "Florida Home of the Year" by Home and Garden Magazine. Scale of rooms and modernizations will surprise the pickiest buyers. Millwork that cannot be compared -vaulted bead board ceilings, wood mantles, crown mouldings and 8 ft wide front porches perfect for lemonade and visiting neighbours. Ceiling throughout home are 10 feet plus. Owners have preserved its irreplaceable historic details such as restored sleeping porches, wainscoting, heart of pine floors, cast iron bathtub and gothic farmhouse architecture. Natural gas fireplaces in living and dining rooms. Spacious and completely modernized chef's kitchen with vintage touches- includes vaulted bead board ceilings, white cabinetry, gas stove cooktop, granite counters, walk in pantry, natural gas stove, newer appliances and stained-glass window in eat in in area imported from England. Designated rooms for dining and living. Each have their own gas fireplaces. Living room has beautiful views overlooking front porch. The enchanting white and bright sunroom has picturesque views of the courtyard. Great place to cozy up with a book. Makes a wonderful office and features built-ins and side sleeping porch with hammock. Beautiful hand carved staircase leads you upstairs to the three bedrooms and two bathrooms. Bathrooms have been meticulously maintained with mostly original fixtures, including a cast iron tub. The second bathroom has been fitted with modernized tub/shower. Large walk in closet. Brand new laundry room 2021, brand NEW ROOF completed February 2022 and both electrical panels replaced March 2022. Delightful brick paved backyard courtyard featuring mature landscaping, sitting area and fountain. Nestled in a one-of-a-kind neighbourhood with olde brick streets, oak trees and walkable to Park Avenue shopping and dining. Home is located directly across from Lake Sylvan with neighbourhood access for Paddleboards, kayaks and fishing. Generac generator and fountain will stay with the home. Termite Bond may transfer. Attached 2 car garage, storage and workspace. New decorative street lamps for street to be installed this year. Make this remarkable piece of Winter Park history yours today! Cottage is not included in the sale. Possible first right of refusal if family decides to sell in the distant future. Lot was split and new survey attached. Cottage will be improved inside and retained. City will allow side porch to be enclosed for 4th bedroom. Much more information to share.

Beds:
n/a
Baths:
Sq.Ft.:
1,920
Status:
NEW LISTING
MLS#:
A4564973
Type:
Condo, Duplex
Subdivision:
SLOVAK VILLAGE
Lot size:
0.17 Acres
Year built:
1982
A broker reciprocity listing Courtesy: SAVVY AVENUE, LLC, 888-490-1268
View additional info

Income producing duplex. Each side had 2 bedrooms and 1 and 1/2 baths. Both sides have been renovated. New flooring, kitchens with granite. New roof in 2022. Septic tanks serviced July 2022. Carport. Both units are currently rented at $1,350.00 per month. 3342 Lease expires June 30, 2023. 3346 Lease expires May 31, 2023.

Beds:
5
Baths:
6.00
Sq.Ft.:
5,259
Status:
NEW LISTING
MLS#:
O6094377
Type:
Single Family
Subdivision:
SICILIAN SHORES REP 02
Lot size:
0.39 Acres
Year built:
2018
A broker reciprocity listing Courtesy: PREMIER SOTHEBY'S INTL. REALTY, 407-644-3295
View additional info

Nestled near the heart of Winter Park, this modern masterpiece exudes elegance and superb attention to detail throughout. This home was a Parade of Homes collaboration between IBK Construction & Z Properties, Inc. The entrance sequence is a showstopper including a private auto gated drive, motor court and a beautiful floating entryway with dissecting double water features on both sides. Upon entry through the extra-large front doors, you are greeted with cathedral ceilings, architectural styled beams and spacious open living areas that are light, airy and elegantly functional for both entertaining and relaxing. This area flows seamlessly to the kitchen, which is complete with double sinks, an island with walnut & marble counters and ample cabinetry with white and wood tone custom cabinetry, as well as access to the scullery for additional storage. A resplendent retreat, this is primarily a "one-level home," which is rare to find in WP. The main-floor has 4 bedroom suites (including the owner's suite), plus a flex room (currently used as an exercise studio). The owner's retreat features a spacious walk-in closet and a beautiful spa-like bath with separate sinks, a makeup vanity and a free-standing tub. The 3 additional bedroom suites on the main level are split off in other locations (one is currently being used as a home office that has a private outside covered patio entry) and all separated from the owner's suite. The upstairs area includes the 5th bedroom suite plus a lounge living area above the three-car garage. There is plenty of space to accommodate family & guests. One of the bedrooms may be used for recreation, while the office is a secluded escape for working remotely. There are walls of glass in the great room opening to an opulent outdoor lanai and tropical oasis, comprised of an outdoor kitchen, a fireplace, sufficient space for seating and a sparkling pool tucked against a backdrop of gorgeous soaring greenery. Close to the WPRC, Lake Maitland, along with being a short distance the eclectic dining and shopping of Park Avenue, this exquisite estate presents luxury living in paradise.

Open House:

Saturday, 3/25 11:00-1:00PM

Beds:
3
Baths:
2.00
Sq.Ft.:
2,060
Status:
NEW LISTING
MLS#:
O6098541
Type:
Single Family, Ranch
Subdivision:
TIMBERLANE
Lot size:
0.27 Acres
Year built:
1958
A broker reciprocity listing Courtesy: KELLER WILLIAMS HERITAGE REALTY, 407-862-9700
View additional info

PROFESSIONAL PHOTOS TO COME. Located on a quiet, tree lined street in Timberlane, a neighborhood in Winter Park that is known for its beautiful homes and excellent proximity to great schools, amazing shopping, dining and so much more, this Mid-Century Modern home has been beautifully updated and ready for the next chapter in a new owner(s) life. Sitting on over a quarter acre of land and with more than 2,000 sq ft of living space, this 3 bedroom, 2 full bath home is spacious with large living spaces, high ceilings and plenty of recently updated items. In the living room, there is a wood burning fireplace that begs for friends and family to gather around and make memories. The flooring in the majority of the home is a wood look tile with real hardwood in the bedrooms. There are energy saving windows throughout that not only save on monthly utilities but add beauty and quiet to the home. The Kitchen was remodeled with gorgeous granite countertops, solid wood cabinets and stainless steel appliances. Both Master Bath and second bath have also been remodeled and have a contemporary style. The metal roof was installed in January of 2022 and the high efficiency HVAC system is only 3 years old. In addition to the covered and screened back patio, the backyard itself has been smartly landscaped and offers multiple areas for outside enjoyment. The entire yard is fenced and there is an outbuilding that is perfect for storage or can be used as a work shop. This house has so much to offer that one must see it in person to appreciate it fully. So don't delay. Make your appointment today for your private viewing but first, click on the link to take your virtual walk through of this home.

Open House:

Saturday, 3/25 11:00-4:00PM

Beds:
3
Baths:
2.00
Sq.Ft.:
1,644
Status:
NEW LISTING
MLS#:
O6097228
Type:
Single Family
Subdivision:
GARDEN LAKE ESTATES
Lot size:
0.25 Acres
Year built:
1983
A broker reciprocity listing Courtesy: EXP REALTY LLC, 888-883-8509
View additional info

Located in the picturesque Winter Park area of Florida, this stunning home boasts an UNPARALLED LAKEVIEW and is surrounded by lush tropical forest landscaping, providing a sense of privacy and tranquility.As you step inside, you'll be greeted by an open floor plan that allows for seamless flow between the living, dining, and kitchen areas. Large windows throughout the home allow for an abundance of natural light to flood the space, creating a warm and inviting atmosphere.The spacious bedrooms offer ample room for relaxation and rest, with beautiful views of the LAKE and GARDEN. Each bedroom has been designed with comfort and style in mind, featuring elegant finishes and high-end appliances. 2022 NEW ROOF - NEWER A/C - 2022 NEW REFRIGERATORThe highlight of this home is undoubtedly the screened-in saltwater pool, where you can enjoy a refreshing dip while taking in the breathtaking scenery. The pool area is perfect for entertaining guests, with plenty of space for lounging, grilling, and dining.In addition to the impressive indoor and outdoor living areas, this home also boasts additional parking for an RV, making it the perfect choice for adventurous homeowners. Whether you're a nature lover, a water enthusiast, or simply someone who appreciates the finer things in life, this Winter Park home is sure to exceed your expectations. # LAKE VIEW HOMES IN WINTER PARK FLORIDA.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,616
Status:
NEW LISTING
MLS#:
O6098754
Type:
Condo, Townhouse
Subdivision:
LAS CASAS DE INDIANA
Lot size:
0.01 Acres
Year built:
2008
A broker reciprocity listing Courtesy: SPACE GROUP REALTY LLC, 954-530-6449
View additional info

Mediterranean style Townhouse, granite counter tops, SS appliances, hardwood floors on first floor and carpet on second floor, private courtyard, detached one car garage plus one space right next to the garage. Great location next to Orwin Manor, minutes to the Winter Park Village and Downtown Orlando.

Beds:
1
Baths:
1.00
Sq.Ft.:
678
Status:
NEW LISTING
MLS#:
O6098687
Type:
Condo, Townhouse
Subdivision:
STRATFORD A WINTER PARK CONDO
Year built:
1973
A broker reciprocity listing Courtesy: CONTINENTAL INVT INT'L NETWORK, 407-739-5959
View additional info

Located in the Stratford, a well-maintained community in Winter Park between Maitland and Casselberry. The two story brick buildings give it a clean and bright look. The unit is located on the second floor and its open floorplan is a must see. This unit has a spacious bedroom and a bathroom, with a tub/shower combination. There is a stackable washer/dryer in a closet. New plumbing, roof and the exterior building has been painted within the last few years. This complex features a community pool, a fitness center and tennis courts. Your community fees also include the maintenance of the grounds, buildings, water and trash. The condo is in walking distance to Publix, dining and The Newer Maitland City Centre. It is 20 minutes from UCF, 10 minutes from the 417 or I4, 10 minutes from Full Sail and 10 minutes from Rollins College and the famous Park Ave in Winter Park. These units go quickly due to the location and pristine condition of the community. Call for your showing NOW!

Beds:
2
Baths:
2.00
Sq.Ft.:
840
Status:
NEW LISTING
MLS#:
O6098761
Type:
Condo, Townhouse
Subdivision:
LANCELOT AT WINTER PARK
Lot size:
0.07 Acres
Year built:
1990
A broker reciprocity listing Courtesy: COMPASS FLORIDA LLC
View additional info

Live in desirable Winter Park in this cute renovated 2/2 condo. This unit is ideal whether you are an investor or an owner-occupant. This is an opportunity to live in a charming neighborhood ZONED FOR A-RATED SCHOOLS and close to shopping, dining, and everything you need! This condo in Lancelot at Winter Park showcases an OPEN FLOOR PLAN, vaulted ceilings, new cabinets with granite countertops, and tile flooring through the main living areas. Enjoy the Florida lifestyle at Lancelot at Winter Park with a community pool - plus water, trash, and exterior maintenance are included in your HOA. Conveniently located to UCF, Waterford Lakes Town Center, Lockheed Martin, and Research Park, and with easy access to SR 436, I-4, SR-417, all major highways & expressways, restaurants, and shopping! Zoned for TOP RATED SCHOOLS and only a short distance away from Aloma Elementary, Glenridge Middle, and Winter Park High School. Don't miss your opportunity to own a home, don't miss the opportunity to be in this cute Winter Park neighborhood.

Beds:
6
Baths:
5.00
Sq.Ft.:
3,770
Status:
NEW LISTING
MLS#:
O6098050
Type:
Single Family
Subdivision:
EASTLINE
Lot size:
0.35 Acres
Year built:
1981
A broker reciprocity listing Courtesy: KELLY PRICE & COMPANY LLC, 407-645-4321
View additional info

Like New! Remarkable 6 bed / 5 bath home in prime Winter Park 32789 location. Wonderful for entertaining and large families! Most attention to detail! Huge 92'x167' lot w/mature landscaping. Spacious and totally updated tri-level home has ENTIRE IN-LAW SUITE with own kitchen and entrance. Also perfect for in home office or high school/college student. Huge backyard perfect for playing ball or adding a pool! Sellers have gone above and beyond on home improvements. Wood flooring throughout, high quality energy efficient windows, granite counters, solid core doors, extra insulation, gutters, gutter guards, downspouts added. The list goes on and detailed on separate sheet. Whole house replumbed, saltwater system. Water pressure sensors and water turnoff connected to phone. Smoke detectors hard wired. New electrical panels. Two Trane ACs. Custom window sills. House recently painted inside. Open and inviting floorplan with designated rooms for family and dining. Chef's kitchen- beautiful wood cabinetry with soft close drawers, granite composite sink, stainless steel appliances. Eat-in kitchen overlooking private and lush backyard. Everyone has lots of privacy in this home! Owners suite located upstairs along with 3 additional bedrooms. You will love the all green backyard- perfect for future pool. Trex decking to grill and enjoy backyard. In law suite includes 2 bedrooms, full bathroom, kitchen, great closet spaces, private porch overlooking backyard, family room with wood burning fireplace. Enjoy the screened in porch connected to the home and backyard. Oversized 2 car detached garage and thoughtfully planned additional 4 parking spaces. Never an issue for parking. Paved roundabout in front of the home. Top rated Brookshire, Glenridge and WPHS Schools. Termidor termite protection, Ring doorbell and camera security. Walk or bike to shopping and restaurants on Park Avenue. Rollins college 1 mile away. Advent Health hospital, dentists, doctors, dermatologists all minutes away. Don't miss best opportunity in Winter Park!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,546
Status:
NEW LISTING
MLS#:
O6098645
Type:
Single Family
Subdivision:
DUBSDREAD HEIGHTS
Lot size:
0.17 Acres
Year built:
2019
A broker reciprocity listing Courtesy: INVESTOR'S REAL ESTATE LLC, 407-688-4355
View additional info

Dreams do come true! 2019 Newer Build Winter Park and College Park Adjacent Paradiso! No HOA! Short term Airbnb and VRBO welcome! Modern Farmhouse style with almost 2600 sqft of spacious floorplan featuring 4 bedrooms, 2 and a half bathrooms, with all of the timeless finishes that you would find on the cover of Better Homes and Gardens magazine. Take advantage of this unique opportunity to own a newly constructed home that is situated between two of the most desirable areas and school zones of College Park and Winter Park. You enter the home and you're blown away by the spacious foyer with gorgeous hardwood floors that leads you to the sizable living area which opens into the spectacular contemporary kitchen. Kitchen features quartz counters, stainless steel appliances, shaker cabinetry, and a wine fridge for entertainment de jour. The living area and kitchen open to the expansive back yard which is fenced-in and has plenty of room for a pool. All bedrooms are located on the second floor. The large Master bedroom features more hardwood flooring, a walk-in closet complete with custom shelving, and a dual-sink vanity in the Master bathroom. The second floor also boasts aloft or can be a playroom area or second living area with Laundry room down the hall and 2nd full bathroom situated on the second floor. Plantation shutters and many more upgrades throughout. Enjoy the ability to do a morning jog or walk at the end of the day along the Dubsdread Golf Course. The convenient location to all that College Park and Winter Park have to offer and the ease of getting to Interstate-4 make this amazing home a truly unique find. Did I mention no HOA in this community. Hurry on this Gem!!

Open House:

Saturday, 3/25 11:00-2:00PM

Beds:
4
Baths:
4.00
Sq.Ft.:
2,855
Status:
NEW LISTING
MLS#:
O6098357
Type:
Single Family, Ranch
Subdivision:
LAKE ANN ESTATES UNIT 3
Lot size:
0.93 Acres
Year built:
1988
A broker reciprocity listing Courtesy: ALICIA SPEARS REALTY, 407-963-9141
View additional info

This one of a kind Winter Park 4 bed/3.5 Pool contemporary two-story ranch estate is sure to impress! Sitting on nearly an acre in a secluded cul de sac makes this property a private oasis with endless possibilities. The extensive front veranda offers immediate charm and is one of the many outdoor living areas (front porch, back porch and upstairs private deck) Upon entering to the right is the large great room perfect for entertaining and also has an immaculate wood burning fireplace. The French doors lead to the sunlit "Florida room" which could be used as an at home office or play room. To the left is a cozy dining space that opens to the updated kitchen which overlooks the pool. The kitchen boasts granite countertops, and island, painted wood cabinets, subway tile, modern appliances and a walk in pantry. The kitchen also has an exterior door that leads to the covered porch of the screened pool area with additional outdoor living space. The dining area leads to a second entrance, a powder room, laundry room (with utility sink) and to the oversized 2 car garage. All 4 bedrooms and 3 bathrooms reside upstairs. The owners bedroom with en suite has a private deck that overlooks the pool and the extensive backyard-perfect for your morning coffee. The front bedroom complete with renovated ensuite is perfect for any guest. The third bedroom is large enough for 2 twin beds and has views to the backyard. The 4th bedroom is perfect for an upstairs office or nursery. Newer roof, new deck, new A/C downstairs, new water heater-meticulously maintained home. Put this property on your list today!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,085
Status:
NEW LISTING
MLS#:
O6099247
Type:
Condo, Townhouse
Subdivision:
WINTER PARK WOODS CONDO
Lot size:
0.2 Acres
Year built:
1974
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY, 407-333-8088
View additional info

INCREDIBLE OPPORTUNITY to own an updated two-story condo with lush garden views from BOTH BALCONIES! The unit underwent an enormous upgrade overhaul just a few years ago that included NEW framing, NEW stunning laminate flooring, NEW waterproof insulation and siding, NEW electrical and a NEW A/C. Currently leased for almost $2,000 per month, this could also be a great investment opportunity! Located close to some of the most impressive shops and restaurants in Central Florida, a short drive to Orlando International Airport and everything else Winter Park has to offer! Schedule your private showing today!

Beds:
2
Baths:
1.00
Sq.Ft.:
897
Status:
NEW LISTING
MLS#:
O6098149
Type:
Single Family
Subdivision:
TEMPLE TERRACE ANNEX
Lot size:
0.24 Acres
Year built:
1954
A broker reciprocity listing Courtesy: SHAWFIELD REALTY GROUP, 888-650-5553
View additional info

Peaceful Florida living awaits in this Super Sweet Winter Park Two Bedroom, One Bath, home on a Tree Covered Corner Lot. Bonus Room could be an Office or Extra Bedroom. Oversized Florida Room & Indoor Laundry, make this home spacious and comfortable. The Back Yard is a project lovers dream as it has Two Separate Fenced-in Areas and a 600 square foot Shed! No HOA, do it Your Way!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,085
Status:
NEW LISTING
MLS#:
O6091166
Type:
Condo, Townhouse
Subdivision:
WINTER PARK WOODS CONDO
Lot size:
0.2 Acres
Year built:
1974
A broker reciprocity listing Courtesy: THE PROPERTY PROS REAL ESTATE INC, 407-879-7591
View additional info

Welcome to your new cozy and charming 2-story condo at Winter Park Woods! Tucked away just off SR-436, this delightful 2-bedroom, 1.5-bathroom home is perfectly situated to give you easy access to everything this vibrant community and its surroundings have to offer.As soon as you step inside, you'll feel right at home. The open-plan living, dining, and kitchen area is designed to create a warm and inviting atmosphere, perfect for entertaining guests or simply relaxing with loved ones. The kitchen features a handy breakfast bar that's perfect for a quick bite or catching up on some work while you sip your morning coffee.The living area is bright and airy, with a stunning high vaulted ceiling that lets in plenty of natural light, making the space feel even more welcoming. Two balconies overlooking the community provide the perfect spot to unwind with a good book, take in the fresh air, and soak up the peaceful surroundings.Upstairs, you'll find the two comfortable bedrooms, each with their own unique charm. The primary bedroom boasts its own private balcony, where you can wake up to stunning views and the sounds of nature, setting the tone for a perfect day ahead.But that's not all! Winter Park Woods offers a range of fantastic amenities to keep you entertained and active. Take a dip in one of the two sparkling pools, challenge a friend to a game of tennis on one of the courts, or let the little ones burn off some energy in the playground. The laundry facilities and clubhouse provide the ultimate in convenience and relaxation, making it easy to feel right at home in your new community.This delightful Winter Park condo offers everything you need to live your best life in a warm, welcoming environment, with all the best of the area right at your fingertips. Welcome home!

Refine Property Search
Page 1 | 2 | 3 | 4 | 5 | 6 | 7 of 7    Prev | Next
1–25 of 165 properties displayed


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 2017, My Florida Regional MLS

Winter Park FL Real Estate Listings Provided By:

Real Living Real Estate Solutions
7208 W. Sand Lake Road, #305
Orlando, FL 32819
Email Us | Visit our Real Estate Website

How may I help you?

Get property information, schedule a showing or find an agent





We respect your privacy