Winter Park FL Real Estate & Homes for Sale

Charmer in Olde Winter Park, rare renovation opportunity in Virginia Heights! Mother-in-Law rental above the garage rents at $1000 per month. Lots of unique features in this 1947 custom built home - one family has owned it since 1947. Two Story Home. Lake Virginia deeded lake access on College Point .(See Photos) - 3 bedrooms up, one down, plus the garage apartment. Hardwood floors throughout, second story is all brick concrete !! Built like a fort!

Fabulous opportunity in the very desirable Winter Park! Location can't be beat! This unique condo with over 2000 SF living space is nestled on a tree and brick-lined street, features a 3 bedroom 2.5 bath townhome with open kitchen/family room concept with wood burning fireplace and beautiful natural light from ceiling to floor windows. French doors open to private courtyard that is perfect for entertaining with area for summer kitchen. A second level laundry room is conveniently located between the bedrooms. Mere steps to Rollins College, Park Avenue, Mead Garden and the Winter Park tennis courts! Perfect project for those who want a blank canvas and desire to create their own design. FIXER UPPER!

Luxury living in the Landmark Building - Winter Park’s premiere address for privacy and proximity to all Park Ave has to offer. Just steps from charming cafés, boutiques and Central Park (location of the preeminent Winter Park Sidewalk Art Festival), secure and elegant wrought iron gates open to the building’s lovely central courtyard where limited elevator access takes you to your private entrance balcony. Inside this 2,450 sq ft corner unit abode with a view, the spacious foyer opens to the beautiful formal dining and living room spaces with wood floors, 12’ ceilings, crown moulding and loads of light. The gourmet kitchen with its bespoke Busby solid wood cabinetry, level 3+ granite counter tops and huge center island with breakfast bar offers a Sub-Zero refrigerator and KitchenAid six burner gas stove-top/oven (don’t miss the under counter wine cooler). Also off the foyer, you’ll enjoy newly installed commercial grade highspeed internet in your private home office/media room with coffered ceiling and French doors leading to one of the home’s two balconies. The 3rd full bath is also attached to this space. The master bedroom suite is massive with loads of windows, tray ceiling, luxurious wool carpeting and 2 sets of French doors to the bedroom’s private balcony. Pamper yourself in the spa like en-suite bath with separate garden tub, glass shower, double vanities and toilet room. The large walk-in closet will delight with its custom cabinetry and storage space. On the other side of the home is the luxe guest suite with private en-suite bath and walk-in closet. Other features include the convenient in-unit laundry room and private back entrance. There are 2 deeded parking spots in the secure underground garage and each unit has a climate controlled lockable storage space for bikes or other large items. Come live the exclusive and sophisticated urban lifestyle in the 13 unit luxury award winning Landmark Building.

Absolutely gorgeous renovation of this 1930’s Winter Park bungalow. The home has been impeccably restored to save the historic architectural details and adding the modern amenities such as a beautiful gourmet kitchen, complete with custom cabinetry, stainless steel appliances and hard surface counter tops. A new gas range that would make any chef proud! Off of the kitchen is a laundry room with new front load washer and dryer. Stepping through the front door off of the front porch into the great room you will notice lots of natural light and the rich laminate flooring that flows throughout the home. The 3 bedrooms are located off of the main living area. One downstairs bedroom has a ½ bath..this could possibly be used as a 2nd master. The home has great closet space. All of the bathrooms have been renovated with vanities and fixtures. The full bathroom downstairs has a tub/shower combo. The entire upstairs is a huge master suite which also boasts a walk –in closet with natural light that is the size of a small bedroom. The master bath features a glass enclosed shower. The fenced back yard offer plenty of space for a pool. Enjoy sitting and relaxing under the gazebo next to your fire pit with your favorite beverage. A short distance to Foxtail Coffee Co, buttermilk Bakery, Winter Park Village and Park Ave. Here is your opportunity to own this wonderful home in Winter Park without the million dollar price tag!

A thoughtfully renovated, ground floor walk-out corner unit with exquisite finishes and spectacular serene views to the water. Truly the best unit in the building. Privacy abounds in this 2-bedroom, 2-bath home with nearly 2,000 SF. Featuring serene views from the seamless corner window of Lake Osceola, Winter Park Chain of Lakes. A gourmet kitchen is a chef's dream complete with Thermador appliances, quartzite natural stone counters, gorgeous custom 42” custom cabinetry with tons of storage, room for an island and views to the cascading pond adding even more privacy. The owner's bedroom retreat has a custom-designed walk-in closet with an adjoining office overlooking an intimate patio. The owner's bath has a dual-headed travertine shower, dual sinks and beautiful lighting. Additional bath renovated with the same luxurious finishes. The second bedroom features a Queen size Murphy bed with flanking shelving creating flexibility for maximum function and a sitting area overlooking the ponds. Additional amenities include rich walnut floors throughout, except bathrooms which have natural stone travertine floors, ample indoor laundry, new windows, hand plastered ceilings, crown molding in every room, recessed lighting and designer lighting package, 2 additional storage closets & parking space in a secured underground parking garage, surround sound and a security system enhances this unit. A/C, duct-work, electrical, insulation and plumbing were updated in 2013; there is nothing left to do but move in and embrace the downtown Winter Park and Lakefront Lifestyle! A short distance to Park Avenue and its shops, Saturday Farmer’s Market, local restaurants, churches, museums, Alfond Inn, library & Rollins College is just around the corner. Whispering Waters is a local landmark, anchored by the Winter Park Chain of Lakes and Park Avenue, an exclusive location offering so many amenities. Don't miss this truly special opportunity.

Don't wait to view this Beautiful New Construction home! Meticulously built with five bedrooms and 3.5 bathrooms, including a master on the first and second floor! This luxurious open floor plan includes ample natural lighting, crown molding, wood flooring throughout, beautiful high-end light fixtures/chandeliers, and two electric fireplaces. The front glass-enclosed room can be utilized as a wine room, pet room, or space for your virtual learners. Entertain in the gorgeous gourmet kitchen with top of line stainless steel appliances, natural gas stove top/range, quartz countertops, and 54-inch cabinets. Walk upstairs and enter the spacious floor plan which includes the remaining bedrooms, the second master, beautifully decorated bathrooms, a second fireplace, and a balcony to watch the sunset. Barbecuing will be easy with your new outdoor kitchen, large backyard, and patio. Minutes away from Winter Park Village, Park Ave, College Park I-4, restaurants, shopping, and entertainment. Start living a life of luxury today!! *** View Matterport 3 D tour***

This beautiful, charming and cozy 4 bedroom 2 bathroom is in one of the most desired Winter Park neighborhood. Winter Park Pines! Zoned for all A-Rated Winter Park Schools, walk distance to the community pool, recreational park, trail, Winter Pines Golf Club and more! This unique property has new roof, new fence, wonderful back yard with a large sparkling swimming pool,New pool pump, covered screened patio and magnificent trees.This property has zero logistical plumbing, electrical or structural issues. While this property is not updated to all of today's decor and certain technology, it is indeed move in ready and should be viewed as a canvas for a new owner to renovate and paint their perfect picture of a home for themselves or their family over time. The community and area are safe, vibrant, relaxing and an amazing place to live for anyone in the renowned Winter Park.

Under Construction. Native Homes presents Milan - a one of a kind home designed by Dan Delong of Origins Residential Designs with custom interior by Pasternack Designs, Pool & Landscape design by Frank Joseph Brooks Landscape Architect. The open floor plan provides living spaces bathed in natural light. Take advantage of your chance to live in Lake Killarney Shores, one of Winter Park's newest communities - a collection of 30 custom homes convenient to Winter Park Village & the "Golden Mile". Enjoy access to the Lake via a community boat ramp. Milan's outdoor living & entertaining is enhanced by the custom-designed saltwater pool outdoor living room & Summer Kitchen. The light, bright Great Room with Dining overlooks the Lanai & Pool. The Kitchen features custom cabinets with under-cabinet lighting, quartz counters, tile backsplash, & a large island with beverage cooler. The GE Profile appliance package includes a 36" 5-burner natural gas cooktop, low-profile hood, built-in combo Micro-Convection Oven, counter-depth Refrigerator/Freezer, Dishwasher with hidden controls, & Disposal. The large Master Suite is on the first floor & its spacious Bath has dual sinks, a walk-in Shower & a large freestanding Tub. The Laundry Room & Powder Room complete the first floor. All three of the upstairs Bedrooms are ensuite (two with large, walk-in showers and one with a tub/shower combo) & have custom closet systems in their walk-in closets. All Baths have custom cabinets, quartz counters & undermount sinks. There's also a large Game Room on the second floor. The first floor features engineered hardwood floors & the stairs have stained oak treads, painted risers & wrought iron balustrades. The home has an on-demand natural gas water heater an ON-Q system for internet/phone/cable access with pre-wire for full signal Wi-Fi coverage and an electric car charging station is in the garage. This home is the ultimate in energy efficiency. Be sure to read the Feature Sheet in Attachments for more detailed information. Because the home is pre-construction, all is subject to change.

TENANT HAS A LEASE UNTIL JUNE 2021. 48 HRS NOTICE TO THE TENANT. Great investment opportunity. Buy now rebuild later. Take advantage of historically low mortgage interest rates. TENANT HAS LEASE in effect until June 30 2021. Rent is $2200 a month. Property has an attached work shop. Motivated Seller. Laminate floors throughout. All the appliances are less than two years old. New washer and dryer. FOREIGN SELLER.

Elegant waterfront residence in Winter Park. This impeccable Mediterranean home features five bedrooms and four baths and is located on Howell Creek canal off Lake Maitland among other distinguished estates. Imagine your own private dock with underwater lighting perfect for fishing and aesthetic touch, with boat and jet ski lift made of composite decking and marine-grade seawall. Backyard with large pool, beautiful landscaping, summer kitchen and new landscape lights that make every evening feel like you are in a high-end resort. No detail has been spared and it shows in this over 4,000-square-foot luxurious residence. Temperature-controlled wine cellar, gorgeous wood floors, new lighting fixtures and ceiling fans, extensive crown molding and a lot more. The gourmet kitchen has River Glass tile backsplash, palladium faceplates and under and over cabinet lighting on top of the large kitchen island and granite countertops. Kitchen overlooks and opens into a family room with a spectacular 700-gallon saltwater aquarium, French doors to the outdoors and beautiful view of the water. Dining and living rooms are separated by built-in fireplace and create a flawless and elegant floor plan. First-floor master bedroom has its own French door to the back terrace, large walk-in closet and granite-filled master bath. The other four bedrooms, bonus room and three baths are upstairs along with large open living area, dry bar, large balcony and spectacular view over the pool and the water. Recently upgraded outdoor landscape lighting makes the backyard look very appealing even to the most demanding buyer. House has been recently painted and has a new fence along with many other upgrades and over $300,000 in recent improvements.

Entertain! Entertain! Entertain! Beautiful 2018 Custom built Winter Park lake front home on one of the most desired lakes in the area. This home features all the amenities for entertaining inside and outside by the pool that overlooks the Beautiful ski lake. This grand home was built with only the highest of quality fixtures from top to bottom. All concrete exterior construction with every upgrade possible. Enormous Gourmet kitchen with top of the line built in appliances just around the corner from the luxurious bar that is only seen in the finest hotels. Virtually every room in the house has a fantastic view of the secret oasis in the back yard . It is Winter Park’s secret location with access to incredible restaurants , top rated schools, and easy access to expressway to get you anywhere in the Orlando area within minutes. This home will make you say WOW when you view the amenities.

Beautiful traditional home with amazing curb appeal and large, oversized lot. Interior features approximately 3,000 SF including 4 bedrooms, 2.5 baths, formal living and dining rooms, a gathering room with fireplace, and charming kitchen with eat-in space. Wood floors flow throughout most of the interior, including the bedrooms. Upstairs you'll find all 4 bedrooms, each generously sized with great closet space. The master bedroom is very spacious and has plenty of room for a desk or lounge area and has a private en suite with walk-in shower and dressing table. The hall bath has been tastefully updated with new cabinetry, marble countertop, and tile floors. Off the back of the home is the screened porch which runs the length of the home. All together the deck is 47x21' offering lots of room for entertaining with friends and family. The backyard is canvased with towering oak trees and wonderful natural, Florida landscaping. Plenty of room for a pool. Located just minutes from Park Avenue shops and dining this home boasts an A-rated location and is walking distance to Park Maitland School and is zoned for top-rated Dommerich Elementary, Maitland Middle, and Winter Park High.

One of the best remodels in the Cloisters. New kitchen and new bathrooms. Wood floors throughout this three bedroom, two and a half bath almost maintenance free condo. Perfect for someone looking for lock and leave capability. Split plan with bright and open rooms and a treetop city view from balcony. Just one block from magnificent Park Avenue shops and restaurants. Community amenities include work out/exercise room, party room, pool and putting green, covered parking and lakefront. Don't wait to make this unit your personal hideaway in Winter Park.

*Buyer financing fell through.* Stunning new townhome community in the Heart of Winter Park! Multiple units available. Built by award-winning Osprey Custom Home Builders, this 3 bedroom, 2.5 bath end unit home has been designated a Florida Green Certified Home and offers a highly-desirable, open-concept layout with designer finishes throughout. On the first floor you’ll find your living and dining room areas and the gourmet kitchen with maple cabinets and waterfall quartz countertops, as well as Samsung stainless steel appliances. A French door leads to the private courtyard and attached 2-car garage. Upstairs are the three bedrooms, including the master suite that has been beautifully appointed with a luxurious bath and large walk-in closet. The additional two guest room are comfortably sized and share a hall bath wit the same high-end finishes as the master bath. Located just minutes from Park Avenue, Downtown Orlando, and many other Central Florida attractions, this Smart Home is a must see and is move-in ready. Home Warranty included. *Matterport Walk Thru Tour Available*

Brand new custom 5-Bd/5-Ba/2-HBa contemporary/transitional luxury home has been uniquely designed with an exceptional selection of neutral materials, finishes, and lighting to create a warm and elegant atmosphere. Situated on a generous 75' x 170' lot, this stunning 4,398 SF under air and 5,429 total SF open floor plan residence boasts 5 full en-suite baths, 2 half baths, great room, office, loft, bonus room and an over-sized 3-Car garage. The main level is centered around a natural light-filled great room with soaring ceilings, feature fireplace wall with built-in shelves, brick decor wine storage room, and stately engineered hardwood flooring throughout. Large glass sliding doors from the great room and dining room overlook the covered lanai and with Summer kitchen, providing the perfect flow for indoor-outdoor entertaining. The state-of-the-art open gourmet kitchen features custom-built hardwood cabinetry, rich 3cm quartz countertops, Thermador refrigerator, 6-burner natural gas cook top, two convection ovens, stainless steel appliances, a magnificent island bar with impressive quartz top, and walk-in pantry with microwave oven and ice maker. The main floor master suite boasts an exquisite bath with spacious custom shower, elegant freestanding tub, quartz counter tops, and abundant walk-in closet. Other features include a full laundry on both floors, insulated Low-E windows, whole-house water purification and solid wood interior doors. Energy costs will be kept to a minimum with the high efficiency zoned HVAC units, LED lighting throughout and on-demand gas tankless water heaters. Exterior accented with painted brick entrance, impressive and durable brick-paved driveway with poured in place concrete curbs, and unrivaled estate landscaping. Conveniently located and only a short distance to the vibrant downtown Winter Park, offering an array of fine shops, restaurants, museums, recreation space and more!

Brand NEW energy-efficient townhome ready NOW! The Kingburg's two large closets downstairs and a walk-in closets in each bedroom provide plenty of storage for everyone. Espresso cabinets, granite countertops, ceramic tile flooring, and natural taupe carpet in our Essential Package. Located along the southern shores of beautiful Lake Howell, Hawk’s Crest provides easy access to major employment sectors and desirable Winter Park shopping and dining destinations including Park Ave and Winter Park Village. Known for their energy-efficient features, our homes help you live a healthier and quieter lifestyle while saving thousands of dollars on utility bills.

Location, Location, Location. Own a piece of history! Next to Winter Park's downtown Park Ave, Winter Park Village and Rollins College. This home has a new Roof, new windows and older A/C unit. This home has 2 bedrooms and 1 bathroom with a fenced in yard. Schedule your viewing today! MOTIVATED SELLER, ALL OFFERS WILL BE ENTERTAINED!!! PRICE REDUCTION!!

Unparalleled opportunity to purchase a lakefront townhome in the Lake Killarney Townhomes community - with lakefront units starting at $798k! Eight exclusive lakefront units offer breathtaking views of Lake Killarney, two options of open floor plans, upgraded finishes throughout and the opportunity to purchase a private dock. Still under construction, Concrete block construction, double pane windows, and flat membrane roof systems, make these townhomes a class of their own. Prime Winter Park location with easy access to I-4 and just a few minutes away from Park Avenue shopping and dining.

Greens Cottage is one of Dubsdread's original, unique homes. Built in 1925, this two story Cedar Shake style home has been updated in keeping with its historic charm. The home features oak floors, built-in bookcases, high ceilings, a wood-burning fireplace and a fantastic cook's kitchen with a gas range, double ovens, stainless double sink and prep space, as well as a walk-in pantry, all highlighted with Chicago brick floors. The kitchen is open to a large dining area and boasts a separate wet bar. Living spaces include a formal living room, library, large office/playroom and a light-filled sunroom. Upstairs are four bedrooms, two full baths and one half bath. The spacious master has an ensuite bathroom with a soaking tub and separate shower, as well as a walk-in closet. The upstairs laundry closet has a full size washer and dryer. The huge backyard offers a large wood deck and patio area for entertaining and plenty of room for a pool. Two HVAC systems and a tankless gas water heater are a bonus to this home. The nearly 1/2 acre (with two and a half lots) is set on a quiet, picturesque street also offers a unique opportunity for development. All in all, a charming family home or fantastic opportunity for two new home sites for development.

Your search is over! This beautiful 2 bedrooms, 2 baths condo is located in a prime Winter Park location This is a second-floor unit that has new floors and paint. It is a very open floor plan with lots of light. There is a new fully permitted balcony across the back of the unit that gives great views to the courtyard. It is located in Winter Park with Winter Park School Zone. It is just minutes away from UCF, Full Sail and Valencia. This community has a pool, recreation building, and green areas. It has one assigned parking with open spaces available. Excellent schools, easy access to 408, UCF, Full Sail, Rollins College, restaurants, and shopping. This is a must-see! SELLER MOTIVATED!

Unparalleled opportunity to purchase a lakefront townhome in the Lake Killarney Townhomes community - with lakefront units starting at $798k! Eight exclusive lakefront units offer breathtaking views of Lake Killarney, two options of open floor plans, upgraded finishes throughout and the opportunity to purchase a private dock. Concrete block construction, double pane windows, and flat membrane roof systems, make these townhomes a class of their own. Prime Winter Park location with easy access to I-4 and just a few minutes away from Park Avenue shopping and dining.

Beautiful one-owner custom-built home. All richly appointed with beautiful moldings, stunning wood floors throughout, with Grand Foyer & Entry. Formal living and family rooms feature double-sided wood-burning fireplace. Light & bright kitchen has butcher-block counters, stainless appliances, butler's pantry and separate walk-in storage pantry. There is a stunning covered rear patio with brick flooring and access to separate cottage and garage. Three bedrooms upstairs include master suite with double sided fireplace opening to private study with built-ins and private balcony. Master bath includes Carrera Marble, walk-in closet, dual sinks & shower. Bedrooms 2 & 3 have balcony access plus full bath including Carrera Marble. There is a large upstairs laundry room plus huge 3rd floor attic easily accessed by traditional staircase. Main house features 3 bedrooms 2 1/2 baths and 3559 square feet. Charming detached Cottage is 740 square feet, is fully equipped, and has $2,000/month rental income. It includes high ceilings, gorgeous wood floors with large open living & dining rooms, fully equipped kitchen, separate bedroom and full bath. Perfect for family, guests or as a rental. Don't miss this incredible location with walking access to Park Avenue!

Stunning new townhome community in the Heart of Winter Park! Multiple units available. Built by award-winning Osprey Custom Home Builders, this 3 bedroom, 2.5 bath home has been designated a Florida Green Certified Home and offers a highly-desirable, open-concept layout with designer finishes throughout. On the first floor you’ll find your living and dining room areas and the gourmet kitchen with maple cabinets and waterfall quartz countertops, as well as Samsung stainless steel appliances. A French door leads to the private courtyard and attached 2-car garage. Upstairs are the three bedrooms, including the master suite that has been beautifully appointed with a luxurious bath and large walk-in closet. The additional two guest room are comfortably sized and share a hall bath wit the same high-end finishes as the master bath. Located just minutes from Park Avenue, Downtown Orlando, and many other Central Florida attractions, this Smart Home is a must see and is move-in ready. Home Warranty included. *Photos of model unit*

IMMEDIATE SALE!! Don't miss out on this one of a kind, 3 story home. This home is 5 bedroom, 3.5 bathroom homes zoned for a work/live so you can easily make this space your office as well! Current owners have business on first floor and live on second and third. This home features spacious rooms and plenty of room for entertaining. Enjoy the open family room/kitchen/dining room combo! The first floor can be converted into a mother in law suite since it has it's own private entrance and bathroom! Another beautiful feature is the 2 story screened in patio which is one of a kind. Perfectly located just minutes from all retail on Aloma Ave and Hospitals! WELCOME HOME!

Stunning new townhome community in the Heart of Winter Park! Multiple units available. This particular unit is the model home. Built by award-winning Osprey Custom Home Builders, this 3 bedroom, 2.5 bath home has been designated a Florida Green Certified Home and offers a highly-desirable, open-concept layout with designer finishes throughout. On the first floor you’ll find your living and dining room areas and the gourmet kitchen with maple cabinets and waterfall quartz countertops, as well as Samsung stainless steel appliances. A French door leads to the private courtyard and attached 2-car garage. Upstairs are the three bedrooms, including the master suite that has been beautifully appointed with a luxurious bath and large walk-in closet. The additional two guest room are comfortably sized and share a hall bath wit the same high-end finishes as the master bath. Located just minutes from Park Avenue, Downtown Orlando, and many other Central Florida attractions, this Smart Home is a must see and is move-in ready. Home Warranty included. *Matterport Walk Thru Tour Available*