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Winter Park FL Real Estate & Homes for Sale

222 Properties Found

The median home value in Winter Park, FL is $478,895 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 $478,895. 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.


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$119,900

133 Scottsdale Square #133 Winter Park, FL 32792

Beds:
1
Baths:
1.00
Sq.Ft.:
785
Status:
Active
MLS#:
S5101161
Type:
Condo, Townhouse
Subdivision:
WINTER PARK WOODS CONDO
Lot size:
0.14 Acres
Year built:
1974
Courtesy: BHHS RESULTS REALTY, 407-343-8137
View additional info

Totally redone 1 bed, 1 bath condo with an updated kitchen and new appliances, updated bathroom with walk-in shower, new vanity and added storage. This unit has been completely repainted and new light fixtures installed throughout. Electric and electrical box have both been updated and entire condo has been replumbed. The front door is new and there is no carpet in this move-in ready condo! Close to Full Sail University, Barry Law School, Keiser University AND UCF, the location can't be beat! Perfect as a primary residence or great investment property, make an appointment to see this awesome condo now.

$1,320,000

1340 Heavenly Cv Winter Park, FL 32792

Beds:
5
Baths:
4.00
Sq.Ft.:
3,248
Status:
NEW LISTING
MLS#:
O6198447
Type:
Single Family
Subdivision:
EDEN POINT
Lot size:
0.5 Acres
Year built:
2015
A broker reciprocity listing Courtesy: PREMIER SOTHEBY'S INTL. REALTY, 407-644-3295
View additional info

This stunning lakefront Winter Park home on an oversized 0.5-acre lot in the idyllic Eden Point Gated Community, offers unparalleled upgrades and craftsmanship. The open floor plan boasts expansive water and pool views from the great room and gourmet kitchen that is equipped with a GE Monogram appliance suite including gas cooktop and wall oven surrounded by custom cabinetry featuring granite countertops and smart accent lighting. The primary bedroom overlooks the saltwater infinity pool, spa, and beautiful Garden Lake. Throughout the home you will find some the latest in smart-home technology allowing for automation of features such as HVAC, lighting, a 6-zone sound system, garage door, security cameras, irrigation, and pool systems. Outside, you can relax on the expansive screen-enclosed pool/lanai with gorgeous gas firepits and waterfalls while cooking on the full-service summer kitchen. Enjoy over 100' of lakefront and a newly installed dock for fishing or catching sunsets. The exterior of the home has recently been painted and is adorned with beautiful tropical landscaping and time-controlled lighting and security cameras. New roof was installed in 2021. Other features and upgrades include built in closets throughout, a fully finished and air-conditioned tandem garage, whole-house water softener, Natural Gas, saltwater pool, Rainbird irrigation system and instant tankless water heaters. Conveniently located, this community offers easy access to SR 417, UCF, Rollins College, Downtown Winter Park and Orlando.

$774,900

7945 Pleasant Pine Circle Winter Park, FL 32792

Beds:
5
Baths:
4.00
Sq.Ft.:
3,496
Status:
NEW LISTING
MLS#:
O6201034
Type:
Single Family
Subdivision:
ENCLAVE AT ALOMA
Lot size:
0.14 Acres
Year built:
2015
A broker reciprocity listing Courtesy: RE/MAX 200 REALTY, 407-629-6330
View additional info

WELCOME HOME!! Look no further than this gorgeous executive estate home in the gated community of Enclave at Aloma!! Boasting five true but six actual bedrooms, four full bathrooms, an enclosed office and a custom screened in salt water pool, you'll be sure to impressed with this remarkable home!! Through the front door and foyer, you'll be greeted by the luxurious dining room with enough space to seat twelve people and the private office to the right with French doors for privacy!! Just passed this elegant welcome to the home, you'll find the doorway leading to the private downstairs bedroom and full bathroom, with garage access and could be utilized as an in law suite!! Beyond, you'll pass into the open living/great room & kitchen!! To the left is the Chef's kitchen, featuring a breakfast bar island, stainless steel appliances including a double oven, a closet pantry, granite countertops and mahogany colored cabinets!! Additional dining space separates the kitchen from the expansive, comfortable living room, with more than enough room for the entire family to relax and enjoy each other's company!! Upstairs you'll find the oversized owner's suite, with added space for seating or further office space!! With dual walk in closets highlighted with built in shelves and a large bathroom with a walk in shower stall, separate tub and dual vanities, your private retreat will prove to be relaxing and peaceful!! The upstairs floor plan also includes a third bedroom with private bath. Bedrooms four and five are in their own private wing that also includes a shared bath. The builder's floor plan had the additional room labeled as a family room, but the current owners added a wardrobe to create a fully functional SIXTH bedroom! Out back, you're welcomed into your own private oasis of a fully screened in custom salt water pool, with a paver deck boasting more than enough space for outdoor dining and lounging! With lush landscaping and an outdoor shower, this fully vinyl fenced-in backyard offers privacy, comfort and opportunity for fun and family memories in the Florida sunshine!! With top rated schools nearby, loads of dining, shopping and recreation options and easy access to major highways, this neighborhood checks all of the boxes!! Don't wait to schedule your private showing of this home, call us NOW!!

$1,950,000

1781 Goodrich Avenue Winter Park, FL 32789

Beds:
4
Baths:
4.00
Sq.Ft.:
2,701
Status:
NEW LISTING
MLS#:
O6199494
Type:
Single Family
Subdivision:
SYLVAN HEIGHTS
Lot size:
0.17 Acres
Year built:
2024
A broker reciprocity listing Courtesy: THE HOPE GROUP, 321-388-6649
View additional info

Under Construction. Completed SUMMER 2024! Offering an exquisite English Cottage by Floridian Custom Homes. This pool home will offer just over 2,700 s/f with 4 bedrooms, 3 and 1/2 bathrooms of luxury living. Step inside and discover the European influence in both classic design and luxury selections. Level 4 drywall, soft arches, Pyramid dining ceiling feature, and 1-3/4" solid core doors with Emtek hardware - just to name a few. The Anderson window and door package are oversized filling the space with natural warmth and light. Down stairs offers a strategic office/bedroom option at the front of the house, and an Owner's suite boasting custom features such as a furniture piece sink, full soaking tub with a satin Etch glass for privacy; plus a private bonus outdoor for evening enjoyment all crafted with breeze block for added privacy. The gathering and kitchen space are expansive and boast a Thermadore appliance package, custom cabinetry, Quartz tops and designer hardware, faucets, and lighting package. Plus a private dining room set off the kitchen with walls of windows and natural light. Upstairs are two additional on-suite bedrooms with 13.5' volume ceilings in each bedroom. Oversized closets that could also be converted to additional living space. Completing this house is the clean outdoor living space with a custom detailed ceiling and flooring creating a seamless transition from the living space to the pool entertainment space.

$451,190

2931 Clever Lane Winter Park, FL 32792

Beds:
3
Baths:
3.00
Sq.Ft.:
1,907
Status:
NEW LISTING
MLS#:
O6194647
Type:
Condo, Townhouse
Subdivision:
GRAYSON SQUARE
Lot size:
0.04 Acres
Year built:
2024
A broker reciprocity listing Courtesy: PULTE REALTY OF NORTH FLORIDA LLC, 407-554-5034
View additional info

Under Construction. At Pulte, we build our homes with you in mind. Every inch was thoughtfully designed to best meet your needs, making your life better, happier and easier. This gorgeous Springdale II two-story townhome enjoys a homesite without rear neighbors and features our Florida Mediterranean exterior, 3 bedrooms, 2 full bathrooms, a powder room, a single-car garage, a covered lanai, washer, dryer, refrigerator, window blinds and our Premier Natural design package. The spacious first floor is ideal for entertaining, featuring a powder room, open concept gathering room, caf and kitchen equipped with a pantry, modern gray cabinetry, a stunning suite Arabesque ceramic tile backsplash, Lagoon quartz countertops and beautiful Positano Blanco porcelain tile flooring. Upstairs, the Owner's Suite features a spacious walk-in closet and en suite bathroom with a dual sink quartz-topped double vanity, private water closet and oversized shower. Two additional bedrooms, the secondary bathroom and the laundry are also on the second floor, offering privacy and space for everyone. Professionally curated design selections include our Move-In Ready appliance and window blinds package and our Premier Natural design package. Grayson Square is an intimate gated luxury townhome community located minutes away from downtown Winter Park, right off Howell Branch Road! This low-maintenance neighborhood will feature gated access, private homesites with pond views and no rear neighbors, a resort-style pool with cabana and 1GB high-speed fiber optic internet, along with 75 streaming cable and music channels - all with no CDD. Boasting an unbeatable location in coveted Winter Park, just one mile to 436, 434, and less than 3 miles from 417, your new home at Grayson Square offers all your daily conveniences, such as Starbucks and Publix, just minutes away! Plus, you'll have access to quality Seminole County Schools. And when it's time to change pace, you'll love your proximity to the famous shopping and dining of Park Avenue. Grayson Square is selling quickly so visit today!

$477,890

2939 Clever Lane Winter Park, FL 32792

Beds:
3
Baths:
3.00
Sq.Ft.:
1,782
Status:
NEW LISTING
MLS#:
O6194652
Type:
Condo, Townhouse
Subdivision:
GRAYSON SQUARE
Lot size:
0.04 Acres
Year built:
2024
A broker reciprocity listing Courtesy: PULTE REALTY OF NORTH FLORIDA LLC, 407-554-5034
View additional info

Under Construction. At Pulte, we build our homes with you in mind. Every inch was thoughtfully designed to best meet your needs, making your life better, happier and easier. This gorgeous end unit Marigold two-story townhome features our Florida Mediterranean exterior, Premier Natural design package, Move-In Ready appliance and window blinds package, 3 bedrooms, 2 full bathrooms, a powder room, a two-car garage and a covered lanai. The spacious first floor is ideal for entertaining, featuring a powder room, open concept gathering room, caf and kitchen and a covered lanai. The kitchen is equipped with a pantry, modern gray cabinetry, a Suite Arabesque ceramic tile backsplash, Lagoon quartz countertops and beautiful Positano Blanco porcelain tile flooring. After a long day, retreat upstairs to your private oasis. The Owner's Suite features a spacious walk-in closet and en suite bathroom with a double sink quartz-topped vanity, a linen closet, private water closet and walk-in shower. Two additional bedrooms, the secondary bathroom and the laundry are also on the second floor, offering privacy and space for everyone. Professionally curated design selections for this popular Marigold townhome include a washer, dryer, refrigerator, blinds, upgraded cabinetry with quartz countertops, designer tile accents in the kitchen and showers, Positano Blanco porcelain tile flooring in the living areas, bathrooms and laundry room, soft, stain-resistant Ornamental Gate carpet in the bedrooms and second floor living areas and so much more! Grayson Square is an intimate gated luxury townhome community located minutes away from downtown Winter Park, right off Howell Branch Road! This low-maintenance neighborhood will feature gated access, private homesites with pond views and no rear neighbors, a resort-style pool with cabana and 1GB high-speed fiber optic internet, along with 75 streaming cable and music channels - all with no CDD. Boasting an unbeatable location in coveted Winter Park, just one mile to 436, 434, and less than 3 miles from 417, your new home at Grayson Square offers all your daily conveniences, such as Starbucks and Publix, just minutes away! Plus, you'll have access to quality Seminole County Schools. And when it's time to change pace, you'll love your proximity to the famous shopping and dining of Park Avenue. Grayson Square is selling quickly so visit today!

$340,000

222 Balfour Drive #14 Winter Park, FL 32792

Open House:

Sunday, 5/5 1:00-4:00PM

Beds:
2
Baths:
2.00
Sq.Ft.:
1,256
Status:
NEW LISTING
MLS#:
O6200486
Type:
Condo, Townhouse
Subdivision:
WINTER PARK POINTE 02 PH 03
Lot size:
0.41 Acres
Year built:
1985
A broker reciprocity listing Courtesy: BHHS FLORIDA REALTY, 407-406-5300
View additional info

WELCOME to this single story Winter Park Condo, with a 2 car GARAGE! Fresh paint throughout this ground floor unit make it light, bright and airy. There are two large sliding glass doors with Plantation Shutters. One slider is in the living room and another slider is in the Master Bedroom. These sliders lead you to a private fenced in patio and a screened porch. A perfect place to enjoy a good book!The skylights and two atriums enhance the brightness. One atrium is in the dining room and another in the kitchen. Both offer you a place to enjoy your favorite plants! New laminate floors are throughout the home along with tile in the foyer and bathrooms. The condo is conveniently located near Aloma Publix, Starbucks, CVS, Walgreens, Winter Park Advent Hospital and the Wellness Center. Ward Park and all the activities offered are just minutes away! You are only 5 minutes from many good Winter Park restaurant's and Park Avenue shops. Winter Park Pointe II is a 55+ community with no rentals allowed. This community is extremely quiet!

$519,900

1612 Bomi Circle Winter Park, FL 32792

Beds:
3
Baths:
2.00
Sq.Ft.:
1,575
Status:
NEW LISTING
MLS#:
O6199981
Type:
Single Family
Subdivision:
TAMARAK
Lot size:
0.37 Acres
Year built:
1984
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY, 407-352-1040
View additional info

Welcome home to your newly renovated, modern, open entertainment spacious oasis! This unique property is located on a fabulous, fenced oversized lot on a quiet circle in a tree-lined neighborhood with no HOA!!!The split bedrooms surround the open floor plan living, dining, and kitchen with cathedral ceilings to the roof line with a brand new skylight adding to the bright and beautiful room. The new, FULLY CUSTOM CHEF'S KITCHEN features a 14-foot, bar stool peninsula, European cabinets with motorized doors, pull out drawers in every cabinet, and full marblized quartz countertops with massive backsplash. The open living space is also fully wired for 6.1 surround sound for watching your favorite movies and jamming to music.Walnut stained engineered hardwood floors throughout the home bring warmth into the open space and allow for easy cleaning. The primary bedroom features a WALK IN CLOSET and lots of natural light. The primary ensuite bathroom has been completely renovated floor to ceiling with European tiles and a CUSTOM WALK-IN RAIN SHOWER.The second and third bedrooms feature large windows with tons of natural light and double closets for extra storage. One bedroom has floor to ceiling built-in bookcases for your book-loving family member or can make a cozy office for working from home.The large, fully FENCED back yard has a covered back porch, custom brick patio, firepit, huge blooming bougainvillea, and grapefruit tree. Enjoy privacy in your new home with fences around the property and serenity with the primary bedroom far from the the surrounding properties. This house has been almost completely renovated in the past 4 years, including brand new:- Roof with skylight (permitted in 2022)- Custom chef's kitchen with motorized cabinet doors and pull-out drawers- Stainless steel appliances- Front loading washer and dryer- Whole house plumbing (permitted in 2020)- Air conditioning ductwork- Duke Energy Audit approved whole house insulation- European primary bathroom- Brick patio with firepit- Modern light fixtures and fans with eco LED lights- Quiet open garage door- 240V outlet for electric car charging- Engineered hardwood flooring- Modern solid doors and trim- Smart lights switches and thermostat- New AC (from 2017)This fabulous home is in an ideal location zoned for top rated schools and adjacent to major roadways and shopping centers yet conveniently nestled away from the traffic and congestion. This dream home has it all!Schedule your appointment today!

$4,150,000

861 Bonita Drive Winter Park, FL 32789

Beds:
6
Baths:
8.00
Sq.Ft.:
6,939
Status:
NEW LISTING
MLS#:
O6199396
Type:
Single Family
Subdivision:
COMSTOCK PARK
Lot size:
0.59 Acres
Year built:
1999
A broker reciprocity listing Courtesy: PALMANO GROUP RE BROKERAGE LLC, 321-214-1211
View additional info

Introducing 861 Bonita Drive, located within Winter Park's charming brick-lined streets. This exquisite custom estate spans nearly 7,000 square feet, boasting Mediterranean architecture complemented by lush landscaping, creating a serene oasis in the heart of the city. As you step through the grand double glass-paneled door you're led to an elegant parlor room divided by ornate cast stone columns. Every detail of the home has been custom-selected with luxurious designer finishes. The walls of the home are adorned with modern Venetian plaster, while Forbes and Lomax light switches, Waterworks faucets and custom vent covers add a touch of sophistication throughout the home.The gourmet kitchen is at the heart of the home featuring custom cabinetry, marble counter tops, and design elements from Portugal. A Lacanche range offers the convenience of gas and electric ovens. The kitchen is equipped with a spacious pantry room, two Sub-zero refrigerator drawers, a Sub-zero Pro 48 glass door refrigerator, a pebble ice machine, and paired with dual sinks and dishwashers.A butler's pantry, situated between the kitchen and dining area, offers a perfect space for entertaining, complete with a long marble counter for serving, a Sub-zero wine refrigerator, two additional Sub-zero refrigerator drawers, two warming drawers, and plaster shelving for storage.A generously sized primary bedroom is conveniently located off the main living area with privacy in mind, filled with natural light and complete with a sitting area and views of the pool. The primary bathroom suite, renovated in 2019, features designer touches from top to bottom. Connected to the bathroom is a thoughtfully designed closet equipped with custom shelving with plenty of room for storage and dressing.Upstairs is a state-of-the-art home theater, three additional bedrooms, and a dedicated laundry room with the largest capacity washer and dryer. A desk/office area caters to the needs of a home manager. Outside is a covered patio area overlooking the tranquil saltwater pool and spa. An in-law suite with a separate entry and guest quarters over the garage provides privacy and comfort for visitors. The rear garage, boasting three spaces and air conditioning, coupled with the front garage's single space, offers ample parking and storage options.The home has a four-zone air conditioning system ensuring year-round comfort. Additionally, the property is equipped with two tankless water heaters, one on each side of the house, a whole-house generator, and a water softener system.With its timeless elegance and modern amenities, this home offers a unique lifestyle of comfort and sophistication in the heart of Winter Park.

$11,795,000

181 Virginia Drive Winter Park, FL 32789

Beds:
5
Baths:
8.00
Sq.Ft.:
8,188
Status:
NEW LISTING
MLS#:
O6199109
Type:
Single Family
Subdivision:
ELLNO WILLO
Lot size:
0.69 Acres
Year built:
2021
A broker reciprocity listing Courtesy: PREMIER SOTHEBY'S INTL. REALTY, 407-644-3295
View additional info

Experience luxury living at its finest with this custom-built masterpiece on the shores of Lake Virginia, proudly crafted by the renowned Phil Kean Design Group. Boasting five or six bedrooms, six full baths, and two half baths (plus library/office, second office, loft and lounge area, exercise room, theatre, bonus/flex room and lots of storage) sprawled across 8,188 heated square feet over three levels (includes high-quality residential elevator), every detail of this home exudes sophistication and elegance. Step through the grand entrance adorned with a custom steel front door from Cantera, where natural marble stone flooring leads you into a space illuminated by art lighting from Troy Lighting and picturesque views directly toward Rollins College Chapel. The wood-paneled walls and ceiling design perfectly complement the custom three-story Alan Mizrahi chandelier, setting the tone for opulent living. Entertain guests in the formal sitting room, complete with a custom Nero marble fireplace and a breathtaking 60" Alora chandelier. Eurowall 14-foot full collapsing doors seamlessly merge indoor and outdoor living spaces, while the kitchen beckons with Plato cabinetry, an Italian 60-inch range, and 4 slabs of Calacatta Italian marble. The double island, featuring countertops by Grothouse, is a chef's dream, accompanied by amenities like the Amuneal wine cabinet and Dacor full-height wine refrigerator. Relax in the family room under vaulted ceilings, where a 16-foot Eurowall opens to reveal views of the serene outdoors. A custom Nero Marquina marble fireplace adds warmth and charm, while automated draperies offer convenience at your fingertips. Retreat to the primary suite, complete with a beverage center and separate laundry room, before indulging in the luxurious primary bath featuring a bateau cast iron tub imported from London and heated floors. Additional bedrooms, all ensuite with walk-in closets, provide comfort and privacy for family and guests alike. Stay active in the fitness room equipped with wall-to-wall rubber gym flooring and a fully equipped "Mr. Steam" steam room. For entertainment, head to the third-floor theater boasting a 120-inch screen with a Sony projector and Triad surround sound speakers. Outside, professional hardscape and landscape design by Corey Mills and Signature Landscape create a picturesque backdrop for outdoor living. Enjoy 148 feet of lake frontage with seawall spanning property, a renovated boathouse, and a newly installed dock with Trex decking and boat lift. Experience resort-style living with a pool designed and installed by Paradise Pools, featuring knife edge and Infinity edge designs, Pentair equipment with mobile app control, and an outdoor kitchen equipped with DCS appliances, Sunbrite television, and more. Resting on an elevated (approximately 3/4 acre lot) on Lake Virginia of the Winter Park Chain of Lakes, this exceptional property offers unparalleled luxury and waterfront living. Don't miss the opportunity to make this your own private paradise.

$209,000

1000 S Semoran Boulevard #510 Winter Park, FL 32792

Beds:
2
Baths:
2.00
Sq.Ft.:
1,072
Status:
NEW LISTING
MLS#:
O6196852
Type:
Condo, Townhouse
Subdivision:
GOLFSIDE VILLAS CONDO
Lot size:
6.04 Acres
Year built:
1969
A broker reciprocity listing Courtesy: SPACES & STYLES GROUP, 407-864-0900
View additional info

JUST PAINTED IN DECEMBER 2023 and NEW A/C UNIT 2022. Great Opportunity to own an income-producing rental unit as it is currently rented. 2 bedrooms and 2 bathroom at Golfside Villas. This unit is located on the 2nd floor facing the interior of the building by the pool. One assigned parking space plus guest parking next to the unit. HOA fees includes grounds maintenance, water and sewer. Laundry room located by pool area. Spacious open style living area. Renovated master bathroom. Key access for the pool and laundry area. No washer no dryer hook up inside the unit. Walking distance to Full Sail University and Baldwin Park Emergency Room. Conveniently located minutes to Winter Park Hospital, shopping and dining areas. Approximately 10-15 minutes away to the airport, UCF, Baldwin Park, Downtown Winter Park.

$1,690,000

1801 Legion Drive Winter Park, FL 32789

Beds:
5
Baths:
5.00
Sq.Ft.:
3,518
Status:
NEW LISTING
MLS#:
O6199755
Type:
Single Family
Subdivision:
GREEN OAKS REP 02
Lot size:
0.34 Acres
Year built:
1964
A broker reciprocity listing Courtesy: FANNIE HILLMAN & ASSOCIATES, 407-644-1234
View additional info

Welcome to 1801 Legion Drive, a stunning Southern traditional with a huge front porch and white picket fence in one of the best neighborhoods in Winter Park. The main house has 4 bedrooms and 3.5 baths and a separate office. There is an additional bedroom and full bath in the detached guest quarters. A large gourmet kitchen with white cabinetry, a stainless steel Thermador gas range and GE Monogram built-in refrigerator and microwave. The adjacent family room that opens to the kitchen has custom-built in shelving surrounding the brick fireplace and is the perfect place for family night movies. French doors lead to the large covered porch with another brick fireplace and an open patio for dining al fresco and also leads to the detached guest quarters which makes a perfect place for a home gym. Take a cool dip in the saltwater pool that was installed in 2018 or after a long day jump in the hot tub! The living room is located off the porch as well with French doors and features a wet bar and yet another brick fireplace (3). The master bedroom has French doors and two custom built-shelved closets, one is a large walk-in. A central laundry room is conveniently located between the split bedroom plan. There is a secondary master with en-suite and two more bedrooms and a shared bath. Roof 2019. Conveniently located between Maitland and Winter Park, enjoy easy access to top-rated schools, upscale shopping, dining destinations, and recreational amenities. Embrace the quintessential Florida lifestyle in this prestigious community. Don't miss your opportunity to own this exceptional residence in Winter Park. Schedule your private tour today and discover the luxury and sophistication of 1801 Legion Dr.

$449,000

1929 Houndslake Drive Winter Park, FL 32792

Beds:
3
Baths:
2.00
Sq.Ft.:
1,584
Status:
NEW LISTING
MLS#:
O6199274
Type:
Single Family
Subdivision:
CEDAR RIDGE UNIT 1
Lot size:
0.22 Acres
Year built:
1982
A broker reciprocity listing Courtesy: CHARLES RUTENBERG REALTY ORLANDO, 407-622-2122
View additional info

One or more photo(s) has been virtually staged. This 3 bedroom, 2 bath, pool home has been lovingly maintained and is move-in ready! From the moment you drive up, you will be impressed by the curb appeal and the oversized driveway. This open floorplan provides tons of space for you to host family gatherings. The kitchen has been nicely renovated with granite countertops and a stainless steel refrigerator and dishwasher. The kitchen and dining floors are a beautiful wood plank ceramic tile. Once you step into the large living room, your eyes will be drawn to the stunning wood beam across the ceiling and the engineered hardwood floors. The generously sized primary bedroom has doors that open to the back yard. Attached to the primary bedroom is your private bathroom with dual sinks, and a large travertine shower with 3 shower heads! There are also 2 walk-in closets! On the opposite side of the home you will find 2 more oversized bedrooms and a full bathroom with a jacuzzi tub. As an added surprise, there is a bonus room off the living room that adds another 200 sq ft (approx.) to the home! Use this space as a home office, play room, family room, bedroom, etc. - the options are limitless! Step out back to your beautiful backyard with your own personal solar heated lap pool. There is a custom built hardy board shed on the side of the house and there is also a car/RV parking pad with full hookup! The irrigation system is hooked up to a well pump. Roof is 2017. This home sits just minutes from Park Avenue, Rollins College, UCF, and tons of restaurants and shops. The only thing missing from this home is YOU. Schedule your private showing today!

$695,000

1511 Chestnut Avenue Winter Park, FL 32789

Open House:

Saturday, 5/4 1:00-3:00PM

Beds:
2
Baths:
2.00
Sq.Ft.:
1,275
Status:
NEW LISTING
MLS#:
O6199975
Type:
Single Family
Subdivision:
LAKE KNOWLES TERRACE
Lot size:
0.17 Acres
Year built:
1960
A broker reciprocity listing Courtesy: FANNIE HILLMAN & ASSOCIATES, 407-644-1234
View additional info

Welcome to this charming bungalow nestled in Winter Park's beloved Tree Streets neighborhood! You'll love living close by Phelps Park, the YMCA, Lake Knowles, and Lakemont Elementary. Plus, hop on your bike for a quick ride to downtown Winter Park and Park Ave for even more fun. Step inside to find a home that's been lovingly maintained, with backyard spaces perfect for enjoying the Florida sunshine. Relax with a cool drink on the front porch or host barbecues on the screened-in back patio. There's plenty of room in the spacious backyard for games and outdoor fun. Inside, original wood floors add warmth and character to the living areas and bedrooms. Need extra space? You've got it! There's a bonus room that's perfect for a home office, family room, playroom, or your own personal gym. Don't miss out on this fantastic opportunity to call this cozy bungalow home in one of Winter Park's most desirable neighborhoods!

$105,900

3065 George Mason Avenue #B Winter Park, FL 32792

Beds:
1
Baths:
1.00
Sq.Ft.:
525
Status:
Active
MLS#:
O6199315
Type:
Condo, Townhouse
Subdivision:
COLONIES
Lot size:
10.07 Acres
Year built:
1974
A broker reciprocity listing Courtesy: SANDLER MANAGEMENT INC, 407-463-5235
View additional info

Coming soon Studio and 1 bathroom condo located at The Colonies Condominium in Winter Park. Galley style kitchen with combination Bedroom, family room, and dining room and great closet space.The Colonies walking distance to grocery Market; Laundromat, and Ice cream Twisty Cone.

$469,900

7543 Dockside Street Winter Park, FL 32792

Beds:
3
Baths:
2.00
Sq.Ft.:
1,434
Status:
Active
MLS#:
S5103770
Type:
Single Family
Subdivision:
WOODCREST UNIT 5
Lot size:
0.22 Acres
Year built:
1973
A broker reciprocity listing Courtesy: LA ROSA REALTY ORLANDO LLC, 407-288-7384
View additional info

Winter park!! New roof, ac wiring new, sod in the rear replaced, new breaker panel, backyard cleared, porch set up to for get togethers/Super Bowl parties etc. Here we have a 3 bedroom 2 bath single family home located in a (B) rated school district. This turnkey home is ready for its next owners. Perfect first home or upgrade to a new area with good schools. Centrally located with access to major highways. This home has been tastefully decorated and cared for. Entering the home you see the living room followed by the kitchen and onto a second living area. Home has a state of the art nest thermostat allowing you to control the temperature from your phone. You then encounter 2 guest bedrooms big enough for full size beds. Entering the dining room you can look through the plantation shutters for a nice view of the back yard porch area of the home. The master bedroom fits a king size bed and features a spacious walk-in closet. The master bathroom is updated with sink and glass shower enclosure. Out back you have a screened in porch all wired for tv and entertaining. Past the porch you have a sizable back yard for gardening and or entertaining. Bring your offers!!

$257,500

632 Montego Bay Court Winter Park, FL 32792

Beds:
2
Baths:
2.00
Sq.Ft.:
1,037
Status:
Active
MLS#:
O6200434
Type:
Condo, Townhouse
Subdivision:
WINTER PARK VILLAS CONDO
Lot size:
0.14 Acres
Year built:
1981
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY, 407-647-1211
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Nestled in an ideal location, this charming condo with a pond view offers the perfect blend of convenience and stress-free living. Boasting 2 bedrooms and 2 bathrooms, this updated villa welcomes you with a sense of warmth and comfort from the moment you step inside. You'll immediately notice the updated features, including brand-new windows that flood the space with natural light, creating a warm and inviting atmosphere. The kitchen boasts granite countertops and new appliances, including the refrigerator (2023) and dishwasher (2021), making meal prep and clean-up a breeze. However, one of the most appealing features of this condo is its peace of mind. With a new roof overhead, you can know your investment is protected. Convenience is key, and this villa delivers with its unbeatable location. Situated close to upscale shopping areas around Winter Park and Baldwin Park, residents will have easy access to an array of dining, entertainment, and retail options. Additionally, its proximity to the airport ensures easy travel for those frequently on the go. This condo is an excellent choice for those attending Full Sail University or the University of Central Florida, offering a convenient commute to campus while providing a peaceful retreat away from the hustle and bustle. Outdoor enthusiasts will appreciate the condo's closeness to Cady Way Trail, which provides the perfect opportunity for walking, jogging, or cycling. Don't miss your opportunity to make this delightful condo your own - schedule a viewing today and discover the perfect blend of comfort, convenience, and style.

$4,500,000

1228 N Park Avenue Winter Park, FL 32789

Beds:
5
Baths:
6.00
Sq.Ft.:
5,320
Status:
Active
MLS#:
O6199601
Type:
Single Family
Subdivision:
TWELVE OAKS
Lot size:
0.56 Acres
Year built:
2002
A broker reciprocity listing Courtesy: FANNIE HILLMAN & ASSOCIATES, 407-644-1234
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Presenting a rare opportunity nestled within the enclave of Twelve Oaks, one of the most coveted areas in Winter Park. Set along a private drive with only a dozen residences this Spanish farmhouse was crafted under the discerning eyes of architect Gary Hancock and master builder Carlos Posada. Spanning 5,320 square feet, this house boasts 5 bedrooms, 4 full baths and 2 half baths. It is the essence of "Olde Winter Park" but was built in 2002. As you enter through the front courtyard and the custom front door you are welcomed into the gathering room adorned with a 13-foot pecky cypress beamed ceiling, Saltillo tile, and a stone fireplace. There is a seamless transition to the loggia that opens to the serene courtyard. The farmhouse gathering kitchen offers opportunities for cooking, dining, and conversation and also opens to the loggia. The first-floor primary suite offers a vaulted ceiling, Australian cypress wood floors, large walk-in closet, adjoining room that can be for exercise or a sitting room to compliment the primary bedroom, and a "hidden" entrance into a fully wood paneled study with built in bookcases and fireplace. The exercise room and study both open to another screened porch. Upstairs you will find 3 bedrooms with 3 full baths and ample closets and storage. The back courtyard is surrounded by beautiful flowers, landscaping and lighting and is covered with a canopy of trees. You will find a fireplace, outdoor kitchen, dining area, and steps leading to the mother-in-law suite over the garage. This well-loved home has been well maintained, with thoughtful details that add to its undeniable charm. Once described as "magical", this property is truly the essence of Olde Winter Park living. Close to the charming boutiques and restaurants on Park Avenue.

$117,900

3057 Aaron Burr Ave #3 Winter Park, FL 32792

Beds:
1
Baths:
1.00
Sq.Ft.:
803
Status:
Active
MLS#:
O6198815
Type:
Condo, Townhouse
Subdivision:
COLONIES
Lot size:
10.07 Acres
Year built:
1974
A broker reciprocity listing Courtesy: GRAVES REALTY
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This spacious, ground-floor condo offers an exceptional location just off Goldenrod, only a mile from University Boulevard, close to UCF and Full Sail University. Recently painted, this unit features updates including a new dishwasher, lighting fixtures, fans, and blinds, as well as a newly installed electric panel box. The entire space is tiled and includes a convenient in-unit washer and dryer. Currently occupied by a tenant on a month-to-month lease who is interested in staying, the property generates $1,200 per month in rent. This condo is an excellent opportunity for investors seeking a well-maintained property in a prime location near schools and various amenities.

$2,790,000

1540 Glencoe Road Winter Park, FL 32789

Beds:
5
Baths:
4.00
Sq.Ft.:
4,905
Status:
Active
MLS#:
U8240071
Type:
Single Family
Subdivision:
VIRGINIA HEIGHTS
Lot size:
0.31 Acres
Year built:
1986
A broker reciprocity listing Courtesy: WWW.HOMEZU.COM
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Private deeded lake access (see pics) to Lake Virginia on the Winter Park chain of lakes overlooking gorgeous Rollin College. Also includes access to huge private park on lake and deeded boat slip.This home is located on one of the most sought after tree-lined brick streets in Winter Park. This newly renovated 5/4 pool home is within a short walk to Park Avenue.New tile roof 2019. Kitchen remodeled/new appliances 2024. Whole home water filtration/softener system, Paver driveway, travertine tile front and back, and fully automated outdoor LED lighting front and back.Interior renovations include new plumbing, tankless instant hot water heater, light fixtures w/LED lighting, modern classic mixture of Spanish tile and wood flooring, quartz countertops, bathrooms completely remodeled in 2023. Gas connection for stove, dryer, and outdoor grill.Feel like you're on permanent vacation out back w/ luxurious tropical paradise, covered summer kitchen, heated salt water LED remote controlled pool w/ built in hot tub (gas for utility savings) and two soothing waterfalls. Grass for the young ones to play, or work on your golf game, and 8 ft permitted fence for 100% privacy.Master bedroom 1st floor w/master bath featuring jacuzzi tub, skylight, and 3 walk in closets.*NOTE: some kitchen pics contain photos before granite was replaced w/ white. Quartz in 2022. *Walk-through video filmed before kitchen, bathrooms, and whole house repainted in 2022.

$209,000

110 Lewfield Circle #110 Winter Park, FL 32792

Beds:
2
Baths:
2.00
Sq.Ft.:
953
Status:
Active
MLS#:
O6198492
Type:
Condo, Townhouse
Subdivision:
STRATFORD A WINTER PARK CONDO
Lot size:
0.02 Acres
Year built:
1973
A broker reciprocity listing Courtesy: KELLER WILLIAMS WINTER PARK, 407-545-6430
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EXCELLENT LOCATION! UPDATED AND MOVE-IN READY SECOND FLOOR 2/2 CONDO UNIT AT THE STRATFORD IN WINTER PARK. COZY AND WELCOMING LIVING SPACE FEATURING A BUILT-IN ELECTRIC FIREPLACE FINISHED IN A MODERN, COASTAL SHIPLAP AND BEAUTIFULLY FLANKED BY SHELVING. FUNCTIONAL KITCHEN WITH WHITE CABINETS AND PLENTY OF COUNTER SPACE ADJACENT TO THE DINING ROOM. THE SLIDING DOOR OFF THE LIVING ROOM LEADS TO A LARGE BALCONY OVERLOOKING EXPANSIVE GREEN SPACE THAT PROVIDES A SERENE AND PICTURESQUE VIEW. SPACIOUS PRIMARY BEDROOM WITH A WALK-IN CLOSET AND UPDATED EN SUITE BATHROOM. THE SECOND BEDROOM IS VERSATILE AND CAN FUNCTION AS A GUEST ROOM, OFFICE OR BONUS ROOM. STACKABLE WASHER AND DRYER IN UNIT. THE COMMUNITY AMENITIES INCLUDE TWO COMMUNITY POOLS, A TENNIS/PICKLEBALL COURT AND FITNESS CENTER. HOA FEES INCLUDE WATER, SEWER, TRASH, PEST CONTROL AND INTERNET. CENTRALLY LOCATED WITH EASY ACCESS TO FULL SAIL, DOWNTOWN MAITLAND, ORLANDO INTERNATIONAL AIRPORT, PARK AVENUE WINTER PARK AND UCF. CALL TODAY TO SCHEDULE YOUR SHOWING!

$2,495,000

1161 Lincoln Circle Winter Park, FL 32789

Beds:
4
Baths:
4.00
Sq.Ft.:
3,154
Status:
Active
MLS#:
O6198338
Type:
Single Family
Subdivision:
ROBERT DHU MACDONALD PARK
Lot size:
0.25 Acres
Year built:
1951
A broker reciprocity listing Courtesy: FANNIE HILLMAN & ASSOCIATES, 407-644-1234
View additional info

Welcome to 1161 Lincoln Circle, a stunning gem nestled in the heart of Winter Park's most desirable area. This charming residence offers the perfect blend of modern comfort and classic elegance, boasting impeccable craftsmanship and attention to detail throughout. As you step inside, you'll be greeted by a spacious and inviting floor plan flooded with natural light. The open concept living area is ideal for entertaining, featuring hardwood floors, soaring ceilings, and a cozy fireplace, creating a warm and inviting atmosphere for gatherings with family and friends. The gourmet kitchen is a chef's dream, equipped with stainless steel appliances, granite countertops, custom built-in banquette with mahogany table, and ample cabinet space, perfect for preparing delicious meals and culinary creations. The adjacent dining area provides a seamless flow for hosting intimate dinners or festive celebrations. Retreat to the luxurious master suite, where relaxation awaits. This private oasis boasts a tranquil atmosphere, complete with a spa-like ensuite bathroom featuring dual vanity, a Jacuzzi tub, and a separate shower. Three additional bedrooms offer comfort and versatility, accommodating guests, family members, or a home office space with ease. Step outside to discover your own private paradise, with a swimming pool and lush landscaping and mature trees provide privacy and serenity. Whether you're enjoying a morning coffee on the porch or hosting a barbecue with loved ones you will love the Zen-like atmosphere the tropical Koi Pond offers. Conveniently located just a few steps away from Winter Park's charming downtown area and golf course, you'll enjoy easy access to boutique shops, gourmet restaurants, and cultural attractions. With top-rated schools and recreational amenities nearby, this is more than just a home"it's a lifestyle! Don't miss your opportunity to own this exquisite residence in one of Winter Park's most coveted location, location, locations! Schedule you're showing today and experience the epitome of luxury living at 1161 Lincoln Circle."

$1,775,000

1333 Mayfield Avenue Winter Park, FL 32789

Beds:
5
Baths:
4.00
Sq.Ft.:
3,159
Status:
Active
MLS#:
O6194759
Type:
Single Family
Subdivision:
TEMPLE HEIGHTS
Lot size:
0.24 Acres
Year built:
2000
A broker reciprocity listing Courtesy: FANNIE HILLMAN & ASSOCIATES, 407-644-1234
View additional info

Nestled on one of Winter Park's coveted and charming brick streets, this meticulously crafted 5-bedroom residence embodies traditional elegance with modern amenities, offering a NEWER ROOF (2022) and other recent updates for a fresh feel. Its exterior, a testament to Florida living, boasts a sprawling saltwater pool with a sun shelf, surrounded by 900 SF of Chicago brick, and complemented by lush landscaping and enchanting lighting for evenings of magic, while custom-irrigated garden boxes for cultivating fresh herbs and vegetables await those with green thumbs. Inside, natural hardwood floors grace the entire home, accented by updated fixtures. The family room and living areas include built-ins, one gas fireplace, and 4 glass doors that lead to the backyard. An open kitchen awaits, complete with a breakfast bar, walk-in pantry, and bright, sunlit dinette framed by plantation shutters. The front room off the foyer makes a great office or dining room, with access to the kitchen. The large DOWNSTAIRS Main suite treats residents to a renovated, spa-like bathroom, adorned with a large zero-entry shower and separate soaking tub. A massive walk-in closet (Closets by Design), equipped with a dedicated washer & dryer, provides organization and convenience. You will sleep sound with the electronic blackout shades behind the plantation shutters.Upstairs features 4 additional bedrooms with hardwood floors, along with 2 full baths and a second laundry room, affirming practicality and comfort for every member of the household.This is an enchanting traditional home has so much to offer on this brick street. This ideal location is just a few blocks from the WP YMCA, grocery stores, restaurants and shopping off Aloma, and a mile or so from Park Ave!

$250,000

200 Saint Andrews Boulevard #2701 Winter Park, FL 32792

Beds:
2
Baths:
2.00
Sq.Ft.:
983
Status:
Active
MLS#:
O6198205
Type:
Condo, Townhouse
Subdivision:
FOUR SEASONS CONDO
Lot size:
19.03 Acres
Year built:
1970
A broker reciprocity listing Courtesy: WINTER PARK REAL ESTATE CO LLC, 407-405-6612
View additional info

This is your chance to own a truly exceptional 2-bedroom, 2-bath, carport, deluxe ground floor condo with the largest fenced courtyard in the Four Seasons community. This home offers unparalleled benefits that you'll love. Wood laminated flooring throughout the entire condo, new dishwasher and granite counter tops complete the updated look and feel.And condo's peaceful surroundings and convenient location within the Winter Park city limits are truly special. You'll enjoy easy access to shops, restaurants, and top-rated schools, all while basking in the charm of this wonderful community. The comprehensive HOA coverage is another major perk, including water, sewer, garbage collection, three pools, tennis courts, shuffleboard, a car wash area, and more. Plus, the condo has been re-plumbed, and you'll have the added security of a one-year home warranty. Imagine living just moments from Trader Joe's, Starbucks, the Cady Way Trail and Park Avenue, with a short commute to UCF, Rollins College, Full Sail, downtown Orlando, the airport, and all the attractions. And the best part? Pets are welcome! This condo has incredible potential, and it won't last long. Call today to schedule a viewing and make this your dream home.

$775,000

1364 Blue Stem Lane Winter Park, FL 32792

Beds:
4
Baths:
4.00
Sq.Ft.:
2,137
Status:
Active
MLS#:
T3520666
Type:
Single Family
Subdivision:
LANDINGS AT HAWKS CREST
Lot size:
0.11 Acres
Year built:
2021
A broker reciprocity listing Courtesy: FLORIDA LUXURY REALTY INC, 727-372-6611
View additional info

Welcome to your dream home in the prestigious "Prestige Series" of Hawk's Crest, nestled within the sought-after gated community of Winter Park. Immaculately maintained and boasting a builder's warranty, this 2021 gem exudes luxury and charm at every turn.Step inside to discover a professionally designed interior adorned with exquisite custom woodwork gracing the family room and master bedroom. Marvel at the soaring cathedral ceilings and the elegance of wrought iron stairway spindles, perfectly complemented by the warmth of wood plank tile flooring.The heart of this home is the gourmet kitchen, where culinary aspirations come to life amidst sleek quartz countertops, a farmhouse sink, and top-of-the-line stainless steel appliances. Entertain effortlessly with stacked ovens and a spacious island, while custom lighting sets the perfect ambiance for every occasion.Experience true comfort and convenience with double-paned windows that invite natural light to dance throughout the home. With electronic remote blinds and role shades, you can effortlessly control the atmosphere to suit your mood.Step outside to your private oasis, where a covered and extended patio beckons you to unwind in tranquility. Brick pavers lead the way to a serene view of the retention pond, offering ample backyard privacy for relaxation and entertainment.Exemplifying elegance from every angle, this home features a tile roof and meticulous landscaping, all maintained by the HOA for your convenience. Experience the epitome of upscale living with access to Hawk's Crest amenities, including a guarded gate, community center, fitness center, pool, playground, and park.With a brand new mirror, light fixtures, and stunning wallpaper, even the half bathroom exudes sophistication and style. Don't miss the opportunity to make this exquisite home yours and elevate your lifestyle to new heights. Schedule your showing today and prepare to be captivated by the allure of Hawk's Crest living. Measurements are appoximately.

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