Winter Park FL Real Estate & Homes for Sale

276 Properties Found

The median home value in Winter Park, FL is $480,000 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 $480,000. 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!
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$205,000

205 Lewfield Circle #205 Winter Park, FL 32792

Beds:
2
Baths:
2.00
Sq.Ft.:
927
Status:
NEW LISTING
MLS#:
O6222338
Type:
Condo, Townhouse
Subdivision:
STRATFORD A WINTER PARK CONDOMINIUM
Lot size:
0.2 Acres
Year built:
1973
A broker reciprocity listing Courtesy: CENTURY 21 CARIOTI, 407-770-0322
View additional info

Easy and active condo living in an exceptional Winter Park location! With 2 luxurious pools on site, enjoy the simple life in this 2 bedroom, 2 bath, ground floor unit. Sip your morning coffee while admiring the garden landscaping from your screen enclosed patio. Host a barbeque with family and friends at the community clubhouse or enjoy shopping at the many neighborhood retail and grocery outlets nearby. The quaint restaurants, coffee houses, golf courses, and farmers markets of Winter Park and Baldwin Park are within biking distance. There is always something to see and do at this prime location. Recent upgrades include: new electric panel (2024), new washer/dryer in unit (2024), new dishwasher (2023), refrigerator (2020). Unit furnishing available for purchase.

$399,900

3858 Waterview Loop Winter Park, FL 32792

Beds:
3
Baths:
2.00
Sq.Ft.:
1,378
Status:
NEW LISTING
MLS#:
O6222098
Type:
Single Family
Subdivision:
AUTUMN GLEN PH 1
Lot size:
0.14 Acres
Year built:
1987
A broker reciprocity listing Courtesy: FOLIO REALTY LLC, 407-352-4020
View additional info

Winter Park 3 bedroom 2 bath home in Autumn Glen. The Kitchen offers bright lite with granite stone counters, Stainless Steel appliances & 36in. cabinets. Eat-In space in the kitchen & a Dinette area overlooking the backyard. Blinds Throughout & High Ceilings. 2 patios to enjoy the outdoor living. 15x9 Enclosed patio opens from the Family room & out to the Screened patio. Renovated in 2014. Washer/Dryer included. FENCED yard. Fantastic location. Community offers Tennis courts, Park & Playground!

$750,000

1102 Wildmeadow Run Winter Park, FL 32792

Beds:
4
Baths:
4.00
Sq.Ft.:
2,589
Status:
NEW LISTING
MLS#:
O6221646
Type:
Single Family
Subdivision:
MEADOWS AT HAWKS CREST
Lot size:
0.15 Acres
Year built:
2020
A broker reciprocity listing Courtesy: PALMANO GROUP RE BROKERAGE LLC, 321-214-1211
View additional info

Welcome to your stunning dream home, nestled on an oversized, fenced-in lot in the prestigious Hawk's Crest community of Winter Park. This home is designed to impress even the most discerning buyers. As you step inside, you'll be captivated by the soaring ceilings and abundant natural light streaming through windows adorned with elegant plantation shutters. Motorized blinds on the sliders add a touch of modern convenience. This 4-bedroom, 3.5-bathroom home boasts a thoughtful split-level floor plan. The open dining and living room, with fully opening sliders, seamlessly extends your living space onto a large screened-in lanai, perfect for entertaining. The fully updated, gourmet kitchen with stainless steel appliances, is in the heart of the home. On the first floor, you'll find the luxurious master suite and a versatile office space highlighted by 8-foot French doors. Upstairs, a spacious loft and three additional bedrooms offer plenty of room for family and guests. The 2-car garage provides ample storage space. Enjoy a maintenance-free lifestyle with the HOA taking care of yard maintenance and irrigation. Hawk's Crest is a gated community just a short drive from downtown Winter Park, offering a wealth of amenities, including a fitness center, pool, splash pad, clubhouse, park, and playground. Embrace the beautiful Florida weather with access to Lake Howell for kayaking, paddle boarding, or fishing via the community dock. Don't miss the opportunity to make this exquisite home your own!

$414,700

2437 Eastbrook Boulevard Winter Park, FL 32792

Beds:
4
Baths:
2.00
Sq.Ft.:
1,521
Status:
NEW LISTING
MLS#:
O6222335
Type:
Single Family
Subdivision:
EASTBROOK SUB UNIT 8
Lot size:
0.21 Acres
Year built:
1967
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY, 407-696-8000
View additional info

HONEY, STOP THE CAR! This is just what we've been looking for! This established and desirable Winter Park neighborhood enjoys access to the excellent, top-rated Seminole County schools, with an elementary school just a half-mile away. Step into this welcoming, freshly painted Eastbrook home and be dazzled by the beautiful wood floors throughout the spacious living areas and bedrooms. To your right is the formal living room which flows easily into the dining room, and then into the galley-style kitchen, which features a gas stove. From the entry foyer you could go straight back to the large family room, with sliding glass doors into the HUGE Florida room. The Florida room overlooks a large, fenced back yard with tall, stately oak trees and mature landscaping. This is a great house for entertaining family and friends, with a circular flow connecting the living areas, kitchen and then the Florida room. The three secondary bedrooms are accessed from the family room, and share a bath. The primary bedroom is entered from the dining room, and enjoys the peace and privacy of being away from the family room and other bedrooms. This bedroom features a generous closet and en suite bath. The double garage has a spacious alcove for the washer and dryer. The gas water heater is also located there. This Winter Park location offers easy access to all major arteries, including the 417, the 408 and I-4. Saving the best for last, you will enjoy peace of mind when you see that there is a brand NEW ROOF being installed, and a brand NEW 15 SEER CARRIER HEAT PUMP Split System has just been installed. Don't miss your chance to move into this Winter Park home; call now for your private showing.

$385,000

2541 Roxbury Rd Winter Park, FL 32789

Beds:
3
Baths:
2.00
Sq.Ft.:
1,210
Status:
NEW LISTING
MLS#:
O6221554
Type:
Single Family
Subdivision:
GLENCOE SUB
Lot size:
0.2 Acres
Year built:
1951
A broker reciprocity listing Courtesy: CONNECT REALTY.COM INC, 407-382-0003
View additional info

Welcome to this charming 3-bedroom, 2-bathroom home located at 2541 Roxbury Road in the heart of Winter Park, FL. This beautifully maintained property features abundant natural light, highlighting the spacious living areas. The kitchen offers stainless steel appliances, and ample storage, making it perfect for both everyday living and entertaining. The master suite offers a tranquil retreat with an en-suite bathroom and walk-in closet. Enjoy outdoor living in the private, fenced backyard with a patio area ideal for relaxing or hosting gatherings and perfect for your lovable pets. NO HOA! Featuring a pavered front porch and a long driveway, this home offers plenty of space perfect for parking your toys and more. Conveniently located near top-rated schools, shopping, dining, entertainment, hospitals, I4, downtown Orlando, Winter Park Village, Park Ave, Mills50, College Park and just a quick step to Lake Killarney this home provides easy access to everything Winter Park has to offer. Don't miss the opportunity to make this wonderful property your new home.

$125,000

335 Scottsdale Square #335 Winter Park, FL 32792

Beds:
1
Baths:
1.00
Sq.Ft.:
756
Status:
NEW LISTING
MLS#:
T3538793
Type:
Condo, Townhouse
Subdivision:
WINTER PARK WOODS CONDO
Year built:
1974
A broker reciprocity listing Courtesy: HOMERIVER GROUP, 866-996-7264
View additional info

Pride of ownership on this cute 1BR/1BA, 1st floor. Tiles floors throughout. Renovated bathroom. Back patio faces green backyard. Corner unit with no adjacent neighbors to left. Quiet community offers residents two pools, a tennis court, and a playground. Conveniently located near Full Sail, UCF, Valencia College, Orlando airport and Downtown Orlando.

$219,999

851 Miles Avenue #26 Winter Park, FL 32789

Beds:
2
Baths:
1.00
Sq.Ft.:
808
Status:
NEW LISTING
MLS#:
O6221718
Type:
Condo, Townhouse
Subdivision:
ARAGON CONDO
Lot size:
0.13 Acres
Year built:
1984
A broker reciprocity listing Courtesy: MLSB THE BUREAU POWERED BY CAROM REALTY, 407-284-3488
View additional info

Nestled in the heart of Winter Park, this charming home offers the perfect blend of comfort and convenience! Ideal for those seeking a cozy retreat, the home features an updated kitchen with a farmhouse sink, HVAC from 2024, and a water heater from 2019. Located in a vibrant neighborhood close to I4, restaurants and parks, this residence promises a delightful living experience in one of Winter Park's most desirable locations.

$1,195,000

627 N Interlachen Avenue #B Winter Park, FL 32789

Beds:
2
Baths:
2.00
Sq.Ft.:
1,610
Status:
NEW LISTING
MLS#:
O6221409
Type:
Condo, Townhouse
Subdivision:
INTERLACHEN CONDO
Year built:
1981
A broker reciprocity listing Courtesy: PREMIER SOTHEBY'S INTL. REALTY, 407-644-3295
View additional info

Discover the charm and downtown Winter Park ambiance with this two-bedroom plus office, two-bath Mediterranean villa, a true "hidden gem" out of the way to find off Interlachen Avenue! The quaint six-villa condominium community is adjacent to the historic Winter Park Golf Course & Casa Feliz. Just footsteps from the vibrant shopping and dining on Park Avenue, this peaceful, private retreat is a European style sanctuary right in the heart of downtown Winter Park. This 1,610-square-foot, two-level condominium is a unique find and wonderful opportunity to make it your own private oasis. On the main level there is a lovely kitchen open to dining room and gorgeous living area featuring vaulted wood ceilings, a wood-burning fireplace, and two walls of French doors opening to separate private courtyards, covered lanai and fountain... There is also a secondary bedroom suite that includes an ensuite bath, perfect for guests or family. Lastly, there is a secluded office/sunroom with gorgeous arched windows and a separate entrance that offers a versatile space for work or relaxation. Upstairs solely encompasses the spacious primary suite boasting a sitting area, French doors and windows and two balconies including an expansive covered balcony off the bedroom, a walk-in closet, and ensuite bath. Embrace the old-world feel of the Spanish/Mediterranean architecture, complete with a newer community tile roof, recent new exterior paint, and peaceful winding courtyards. A secretive brick drive leads to the unit's two designated parking spots including one in a covered carport. Enjoy the "Lock and Leave" lifestyle with the enjoyment of downtown living and the seclusion of this Winter Park treasure. Walk to the Winter Park Golf Course, Casa Feliz, and stroll through the iconic streets of downtown Winter Park. Don't miss this incredible opportunity to own a piece of Winter Park's history.

$799,000

633 Brechin Drive Winter Park, FL 32792

Open House:

Friday, 7/12 3:00-6:00PM

Beds:
4
Baths:
2.00
Sq.Ft.:
1,995
Status:
NEW LISTING
MLS#:
O6221897
Type:
Single Family
Subdivision:
KENILWORTH SHORES SEC 04
Lot size:
0.21 Acres
Year built:
1961
A broker reciprocity listing Courtesy: COMPASS FLORIDA LLC
View additional info

STUNNING whole home renovation in the heart of Winter Park! Welcome to 633 Brechin Drive, an exceptional single-story, 4 bed, 2 full bath home featuring 1995 sq. ft of beautiful, modern transitional design. This fabulous property has been thoughtfully renovated and restyled from TOP to BOTTOM, both INSIDE and OUT with significant attention to detail and endless elegant creative design touches! Completely transformed and perfectly suited for growing families, folks looking to downsize or those seeking to capture all the Winter Park lifestyle has to offer! Every inch of the property has been meticulously updated with tasteful, modern finishes and unique elements to ensure comfort, style, and luxury. The spacious open floor plan layout creates a charming atmosphere with inviting neutral warm tones and unique designer touches in every space, making this unique home perfectly suited for family living and entertaining in style. Sharifstone Geneva quartz countertops showcase the newly redesigned chef's dream kitchen with a stunning waterfall edge and Dolomite mosaic backsplash, 42" solid wood two-tone cabinets, an oversized island with seating for four, ideal for casual dining and families on the go. Delight in all-new Samsung Bespoke Glass Front appliances including microwave drawer, dishwasher, refrigerator/freezer with built-in beverage center and multi-sized ice, electric range with convection, air fry and sous vide cooking ability to complete the look! Step into the beautiful owner's retreat with dual closets and spa-like ensuite bathroom featuring dual sink vanities with attached charging station, mitered quartz countertop, oversized porcelain tiles to accentuate the space, Moen fixtures, and numerous designer finishes. Three additional spacious bedrooms provide ample room for family and guests. The gorgeous dedicated secondary bathroom has been fully renovated with high-end finishes including eye-catching tile, a large vanity and Kohler fixtures. Rounding out the interior is a versatile bonus room/den perfect for a home office, playroom, or cozy retreat. Step outside to the newly painted screened-in patio overlooking the new fully vinyl-fenced, oversized backyard spacious enough to accommodate a future dream pool and outdoor entertaining oasis.Conveniently located near Advent Health Winter Park Hospital, Winter Park's A-rated schools, Rollins College, and Park Avenue's vibrant shopping and restaurants, this beautifully reconstructed and remodeled property is move-in ready and won't last long. Schedule your private showing today!

$345,000

2652 Galliano Circle Winter Park, FL 32792

Open House:

Saturday, 7/13 1:00-3:00PM

Beds:
3
Baths:
3.00
Sq.Ft.:
1,682
Status:
NEW LISTING
MLS#:
O6222682
Type:
Condo, Townhouse
Subdivision:
VISTAS AT LAKE HOWELL
Lot size:
0.04 Acres
Year built:
2004
A broker reciprocity listing Courtesy: MILLER GRANT AND COMPANY, 407-399-6031
View additional info

This townhome offers its next owner(s) a clean, well-maintained "blank slate" in a wonderful community! Upon entering, you'll notice that the kitchen and living space are both very spacious, with plenty of room for entertaining and/or family living. There is no carpet on the first floor, which also makes it ideal for daily use. Additionally, on the first floor, your guests will appreciate a half-bath and you'll appreciate that nobody ever has to use your private space; all three bedrooms are on the second floor! The laundry is also conveniently located on the second floor, so you'll never carry a laundry basket up or down the stairs. The primary bedroom boasts a very spacious walk-in closet and en suite bathroom with a double vanity. Down the hall, two additional bedrooms share a hall bathroom. Gated access to the community provides a sense of arrival as well as security for all residents; you'll love the mature landscaping throughout the neighborhood and how "tucked away" it feels despite being very centrally located! Residents are just minutes away from shopping, dining, and amenities such as Publix, Costco, the Winter Park YMCA, Walmart, Interlachen Country Club, top-rated Seminole County Schools, and more! For additional peace of mind, note that the roof was replaced in 2018, the exterior was re-painted in 2021, new water heater added in 2018, and new kitchen appliances in 2018-2019. Come see for yourself how charming this community and property are!

$899,000

1005 Fairway Drive Winter Park, FL 32792

Open House:

Friday, 7/12 4:00-6:00PM

Beds:
4
Baths:
3.00
Sq.Ft.:
3,195
Status:
NEW LISTING
MLS#:
O6219989
Type:
Single Family
Subdivision:
GOLFSIDE SEC 03
Lot size:
0.25 Acres
Year built:
1973
A broker reciprocity listing Courtesy: COMPASS FLORIDA LLC
View additional info

Welcome to this newly renovated gem nestled along the ninth hole of the WP18 golf course. This stunning property features 2584 square feet of living space, ideal for both relaxation and entertaining.Upon entry, you'll find an inviting open concept living area and kitchen, perfect for hosting guests or unwinding after a long day.With 4 bedrooms, this home offers flexibility for a home office or additional bed rooms. The split floor plan provides a primary bedroom that is a serene escape, complete with an en-suite spa bathroom.This sought after location in Winter Park has dining, shopping, entertainment, and the highly desired Brookshire Elementary just minutes away. Don't miss out on the opportunity to make this remarkable property your new home. Schedule a showing today!

$509,900

1860 Aster Drive Winter Park, FL 32792

Beds:
3
Baths:
2.00
Sq.Ft.:
1,668
Status:
NEW LISTING
MLS#:
O6219722
Type:
Single Family
Subdivision:
GARDEN LAKE ESTATES UNIT 1
Lot size:
0.25 Acres
Year built:
1978
A broker reciprocity listing Courtesy: FOLIO REALTY LLC, 407-352-4020
View additional info

How do you survive the summer. heat?.....by enjoying the newly resurfaced pool accented by glass tile. As you enter the Circular drive on a corner lot in Winter Park this home offers 3 bedrooms 2 full baths with a open concept family room & a Den which would be perfect for an office or game room. Flexible floorplan for you to decide. New Electric, AC new with warranty & Water Heater & Plumbing 2024. Newer roof 2021... .. 5 1/4 in. baseboards . New Ceiling fans with remotes. Gorgeous kitchen with Quartz counters...8 foot island with a waterfall edge that accent the new 20 mil Waterproof Vinyl plank flooring. Bright light throughout with LED lights & Decora switches. All new cabinets & hardware not to mention the Stainless Steel appliances. New Interior doors & hardware...Sliders lead to a huge 13x27 enclosed patio with windows to allow a great cross breeze. No popcorn ceilings or carpet. Both baths are updated with neutral contemporary porcelain tile...Double sinks in the master bath. New Pool timer & fresh paint on the pool deck, ready for your summer parties. Corner lot with No HOA. .24 acre Fenced yard (partial white vinyl is brand new) with no rear neighbors. Shed for additional storage.

$399,900

2043 Linden Road Winter Park, FL 32792

Open House:

Saturday, 7/13 12:00-2:00PM

Beds:
3
Baths:
2.00
Sq.Ft.:
1,025
Status:
NEW LISTING
MLS#:
O6220947
Type:
Single Family
Subdivision:
TANGLEWOOD SEC 4
Lot size:
0.2 Acres
Year built:
1960
A broker reciprocity listing Courtesy: FANNIE HILLMAN & ASSOCIATES, 407-644-1234
View additional info

New to Market!!! Don't miss out on this charming 3-bedroom home conveniently located between the highly sought-after Winter Park and Maitland areas! This residence offers a spacious open floor plan ideal for entertaining and everyday living., key features include indoor laundry and storage space, a covered patio (perfect for outdoor relaxation), an outdoor kitchen, a fenced-in yard, and a one-car garage. Enjoy the convenience of being just minutes away from Rollins College, Park Avenue, Baldwin Park, and ample shopping and dining options! This home is a perfect blend of convenience and comfort in a desirable location. Schedule a private showing today, WELCOME HOME!

$419,000

7884 Broken Arrow Trail Winter Park, FL 32792

Beds:
3
Baths:
2.00
Sq.Ft.:
2,482
Status:
Active
MLS#:
O6220792
Type:
Single Family, Ranch
Subdivision:
ARROWHEAD COVE
Lot size:
0.27 Acres
Year built:
1972
A broker reciprocity listing Courtesy: REILLY REALTY & MGMT., 407-658-1119
View additional info

This one owner home in Arrowhead Cove is very quiet, located at the end of a long cul-de-sac street and was purchased directly from the builder in 1972! The original cabinetry and fixtures are still in good condition. Great schools, Winter Park High, Maitland Middle, LakemontElementary.The rooms spacious with a large living room and dining room and a big family room. There is an eat in area in the kitchen too. A large screen room off the family room offers a great place to sit in the evening.The primary bedroom has a large vanity area and walk in closet. There is an oversized two car garage and a step up laundry area. The home is strictly AS IS.

$450,000

1190 Village Forest Place Winter Park, FL 32792

Beds:
3
Baths:
3.00
Sq.Ft.:
1,525
Status:
Active
MLS#:
O6220867
Type:
Single Family
Subdivision:
SPRINGVIEW
Lot size:
0.27 Acres
Year built:
1985
A broker reciprocity listing Courtesy: YOUR HOME SOLD GUARANTEED REALTY, 407-566-2555
View additional info

This charming, move-in-ready pool home in Winter Park is fully upgraded and ready for its next owner. Featuring hurricane-rated windows, the property has been meticulously maintained and updated. Key upgrades include a new roof in 2021, a new AC unit in 2023, a renovated pool deck in 2021, new pool screens in 2022, and a pool heater installed in 2023. The appliances were updated in 2023, and the water heater was replaced in 2019. The home was also freshly repainted in 2024, and all 2.5 bathrooms have been modernized. The home is located on over a quarter acre with a fenced in yard.

$105,000

7453 Daniel Webster Drive #D Winter Park, FL 32792

Beds:
1
Baths:
1.00
Sq.Ft.:
786
Status:
Active
MLS#:
O6221011
Type:
Condo, Townhouse
Subdivision:
COLONIES
Lot size:
10.07 Acres
Year built:
1974
A broker reciprocity listing Courtesy: MNT INTERNATIONAL, 844-668-7589
View additional info

Welcome to the spacious one-bedroom condo in East Orlando, situated in the desirable Winter Park, FL. This charming apartment features a comfortable living space with one bedroom and one bathroom. The community offers a variety of amenities for your enjoyment, including a playground, perfect for unwinding and having fun. The clubhouse provides an excellent space for socializing and hosting events, while the pool offers a refreshing retreat on warm Florida days.With its convenient location, you'll have easy access to all that Winter Park has to offer, including shopping, dining, and entertainment options. Its a income generating property already a tenant in place.

$849,900

426 Worthington Drive Winter Park, FL 32789

Beds:
3
Baths:
2.00
Sq.Ft.:
2,060
Status:
Active
MLS#:
O6220609
Type:
Single Family
Subdivision:
KENILWORTH SHORES SEC 01
Lot size:
0.23 Acres
Year built:
1958
A broker reciprocity listing Courtesy: DAILLAND REAL ESTATE
View additional info

One or more photo(s) has been virtually staged. This charming residence features modern amenities and thoughtful upgrades, making it a perfect blend of style and convenience. Beautifully updated home nestled in the heart of Winter Park, FL.Step inside to discover the elegance of bamboo hardwood floors that flow seamlessly throughout the home. The living spaces are adorned with custom shutters, providing both privacy and a touch of sophistication. The home has been well maintained, featuring a 2019 new roof, and comprehensive re-plumbing and rewiring.Tech enthusiasts will appreciate the universal electric vehicle charger, and the Ring alarm and camera system, offering enhanced security and smart home capabilities. The water softener system adds an extra layer of comfort. One or more photo(s) has been virtually staged.Situated in the desirable Winter Park neighborhood, this home is just minutes away from top-rated schools, picturesque parks, and a vibrant dining and shopping scene. Whether you are enjoying a quiet evening or exploring the charming surroundings, 426 Worthington Dr offers an unparalleled lifestyle in one of Florida's most popular communities.Don't miss the opportunity to make this exquisite property your new home.

$1,200,000

3720 Vinsetta Court Winter Park, FL 32792

Beds:
6
Baths:
5.00
Sq.Ft.:
5,021
Status:
Active
MLS#:
O6219248
Type:
Single Family
Subdivision:
LAKESIDE ESTATES
Lot size:
0.2 Acres
Year built:
2015
A broker reciprocity listing Courtesy: CENTURY 21 CARIOTI, 407-354-0074
View additional info

Welcome to an exquisite multigenerational 6 bedroom 5 bath home situated within the sought after gated community Lakeside Estates in Winter Park, offering an unparalleled blend of luxury and functionality. Nestled on a quiet cul-de-sac, this expansive residence spans over 5,000 sqft and is adorned with exceptional features designed to elevate family living.Upon entry, the grand foyer leads to a spacious family room adorned with wood tile, complemented by a formal dining room and formal living room complete with elegant shelves. An office/den with French doors provides a quiet retreat for work or study.The gourmet kitchen is a chef's delight, featuring granite countertops, pendant lighting, a breakfast bar, tiled backsplash, and 42" wood cabinets. Stainless steel appliances stand ready in a kitchen that seamlessly connects to the dining room and family room, ensuring effortless hosting of gatherings.On the main floor, discover a master suite retreat with an en suite bathroom showcasing his/her sinks, granite countertops, a garden tub, separate shower, and a generously-sized walk-in closet. A full bath conveniently accesses the pool area, while an additional room, perfect for a workout space or you can covert it into another bedroom, offers flexibility with its separate entrance to the garage.Ascend the hardwood staircase with a wrought iron banister to find an oversized loft with bamboo floors"a versatile space for recreation or relaxation. Upstairs, another master suite awaits with a mounted TV and an en suite bathroom featuring his/her sinks, granite countertops, a separate shower, garden tub, and oversized walk-in closet with a custom closet system. Enjoy movie nights in the media/theatre room, complete with a projector, mounted projection screen, and surround sound speakers for your entertainment pleasure. Four additional bedrooms upstairs, each with a walk-in closet which share 2 full bathrooms adorned with granite countertops.Further highlights include a 3-car tandem garage with an air compressor, a covered patio overlooking a sparkling pool with a child security fence, and a fully fenced backyard for privacy and outdoor enjoyment. The cobblestone exterior and pavered driveway enhance the home's curb appeal.Beyond the home itself, this exclusive gated community offers additional amenities including a playground and private access to Garden Lake. Residents also benefit from being within the sought-after Seminole County School district, near Trinity Prep, Restaurants, Shopping Malls, 417, UCF, and minutes from VCC, Downtown Orlando, East-West Expressway (408) and I-4. This exceptional residence presents the epitome of luxury living combined with practicality, offering families comfort, style, and unparalleled convenience. Schedule your private tour today and envision the extraordinary lifestyle awaiting you in this remarkable property.

$299,900

2438 Windward Way Winter Park, FL 32792

Beds:
3
Baths:
2.00
Sq.Ft.:
1,481
Status:
Active
MLS#:
O6219710
Type:
Single Family
Subdivision:
WINDWARD SQUARE
Lot size:
0.09 Acres
Year built:
1976
A broker reciprocity listing Courtesy: CAPITAL REALTY GROUP FLORIDA, 407-447-7253
View additional info

Winter Park townhome in Windward Square. Low association fees. Primo light and bright end unit. Bedroom facing wide open green space bringing a little outdoors indoors. Home features vaulted beamed ceilings in the living room, freshly painted throughout, new carpet. Updated kitchen appliances. Washer and Dryer included. Separate dining room and three nice sized on suite bedrooms. New bathroom vanities. New sliding patio door just installed. Screened porch with storage closet & fenced in back yard. Small shed for garden tools etc. Ample parking in front of the unit. Hassle free living. Easy to commute to all major highways. Making the area a desirable location to live.

$1,295,000

501 W Canton Avenue #501 Winter Park, FL 32789

Beds:
3
Baths:
3.00
Sq.Ft.:
2,372
Status:
Active
MLS#:
O6220260
Type:
Condo, Townhouse
Subdivision:
VILASA TWNHMS
Lot size:
0.07 Acres
Year built:
2022
A broker reciprocity listing Courtesy: FANNIE HILLMAN & ASSOCIATES, 407-644-1234
View additional info

NEW TO MARKET!!! Experience the epitome of modern luxury in this exquisite townhome located in the heart of Winter Park. Designed for those with discerning tastes, this home features top-of-the-line finishes and amenities that ensure both comfort and sophistication. The Gourmet Kitchen is equipped with WOLF appliances, top of the line cabinets, ample counter space making this kitchen is a chef's dream to prepare gourmet meals with ease and entertain guests in style.Throughout the home enjoy upgraded hardwood floors that add a touch of elegance to every room, creating a warm and inviting atmosphere. Newly installed Custom blinds provide the perfect blend of privacy and natural light throughout the home. Situated just a short walk from prestigious Park Avenue, you'll have easy access to a variety of shopping and dining options along with being minutes from Rollins College, Local farmers markets, the newly renovated Winter Park Village and much more!!! Do not miss your chance to call this stunning property your new home. Schedule a viewing today and step into a life of luxury and convenience.

$491,000

1638 Berkshire Avenue Winter Park, FL 32789

Open House:

Sunday, 7/14 12:00-2:00PM

Beds:
2
Baths:
2.00
Sq.Ft.:
1,631
Status:
Active
MLS#:
O6221407
Type:
Single Family
Subdivision:
ORWIN MANOR WESTMINSTER SEC
Lot size:
0.16 Acres
Year built:
1950
A broker reciprocity listing Courtesy: OLDE TOWN BROKERS INC
View additional info

Welcome to Winter park! This 2/2 has a large den that could easily be a spacious 3rd bedroom as it has it's own closet. This is a charming, 1950's home with a very large master bedroom and a large en suit master bath, jacuzzi style tub and walk in shower. There is a great flow thru in the main living area with a fireplace and built in bookshelves . The remodeled kitchen has newer appliances and contemporary details. The Den /bonus room walks out to a large deck, perfect for entertaining and a great yard for pets or a pool! This location is so convenient as it is right in between Winter Park and the College Park Neighborhood. Museums, parks, shopping and restaurants are right in your neighborhood. Extremely convenient to all major highways. Less than a block away from I-4 entrance and exit. Take a look, make an offer!

$849,900

2804 Dike Road Winter Park, FL 32792

Beds:
4
Baths:
3.00
Sq.Ft.:
3,899
Status:
Active
MLS#:
O6220247
Type:
Single Family
Subdivision:
LOST CRK TR F
Lot size:
1.87 Acres
Year built:
1980
A broker reciprocity listing Courtesy: KELLER WILLIAMS ADVANTAGE REALTY, 407-977-7600
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Welcome to your very own private personal retreat! This truly one of a kind oasis of a property features 1.9 acres of lushly landscaped garden in Winter Park. A four-bedroom, three-bathroom main house with a two-car attached garage and a luxurious pool. With paid-for solar panels and a 37 seer Geo-Thermal HVAC means you will enjoy significant savings on your power bills. The additional detached garage (24x36) includes a roughed-in 20x22 space, perfect for an in-law suite, workshop, more garage space (the possibilities are endless) and an additional one car garage. This property boasts a picturesque pond and a private creek with a charming dock and seating areas for serene relaxation. As you approach the home the circular driveway leads to a large tranquil fountain welcoming you, setting the tone for the beautifully landscaped property. Step inside to find a spacious living room with a wood-burning fireplace, seamlessly flowing into the dining room and a dream kitchen. The kitchen is a chef's paradise, featuring a gas range, built-in oven, large island with seating, granite counters, a stylish tile backsplash and so much more. A bonus room off the kitchen and living room leads to the screened-in pool deck, perfect for entertaining. The saltwater pool with a spa and gas heater offers year-round enjoyment. Back inside, the split bedroom plan ensures privacy for all. The large primary suite includes an ensuite bathroom with a soaking tub, separate walk-in shower, and ample closet space with both a walk-in closet and an additional closet. The second bedroom is adjacent to a full bathroom, while the two additional bedrooms at the rear of the home share the third full bathroom. The outdoor space is equally enchanting, with your own pond and creek. Zoned agricultural, the property also includes a chicken coop, making it ideal for those looking to embrace a more self-sufficient lifestyle. This property is very unique in that the part to the west of the pond is not in the HOA, while the part East of the pond is. The wall along Dike Rd in front of this parcel is owned by the parcel The great location has you able to enjoy the best of Winter Park! Great shopping and dining awaits you! Don't miss the opportunity to see this beautiful property in person. Schedule your showing today and experience the tranquility and luxury of this unique home!

$3,490,000

1618 Holts Grove Circle Winter Park, FL 32789

Open House:

Sunday, 7/14 3:00-5:00PM

Beds:
4
Baths:
8.00
Sq.Ft.:
4,807
Status:
Active
MLS#:
O6220012
Type:
Single Family
Subdivision:
WINDSONG LAKESIDE SEC 02 43/71
Lot size:
0.35 Acres
Year built:
2014
A broker reciprocity listing Courtesy: FANNIE HILLMAN & ASSOCIATES, 407-644-1234
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A custom masterpiece! 4 bedrooms, 5 full baths, and 3 half baths. The Winter Park Windsong community has many amenities such as lakefront clubhouse, playground / splashpad area for families, boardwalk to lake for fishing or boating and plenty of walking paths along the lakes. The home has a large Master suite which features vaulted ceilings, separate his and her vanities, spa tub with travertine and glass tile. Master shower has 3 separate water options w/ rainfall head, regular, and handheld option. Split his/her custom closet w/ hidden safe bolted to foundation of home. There is another bedroom downstairs with full bath which was used mainly for guests. The living areas are open and perfect for entertaining. The open-plan kitchen has an oversized granite island that can seat up to 8, with under-counter lighting and stone covered dimmable halogen "art light", plus oversized cabinets with under-cabinet lighting, a Bosch dishwasher and a Wolf commercial range, Wolf steam oven & Wolf warming drawer, a Subzero refrigerator-freezer, and a custom tiled oven hood. Off the kitchen is a Butler's Pantry and Walk-In Pantry with floor-to-ceiling custom shelving. Adjacent to the kitchen is a "sitting room" with a remote controlled natural gas log fireplace with floor-to-ceiling stone veneer, and built-in seating with under-seat hidden storage cabinets and dimmable halogen "art light" above the wood beam mantle. Past the laundry room, stairs lead to the second-floor man cave / game room / media room w/ drop down projector screen and surround sound system, full bath with shower, and hewn log bar with kegerator, plumbed and wired to be able to be easily converted to mother-in-law apartment. It also has a finished, oversized storage room. Across from the living room is a grand staircase leading to the loft area upstairs and two bedrooms w/ a full bath in each bedroom. This loft area space was helpful "homework" quiet space, also good for friends gathering after school or could be another game room. Off from the loft is a large, finished, air-conditioned storage room. The impressive outdoor space features a fully enclosable patio w/ remote-control drop-down screen system, al fresco natural gas grill, custom wood cabinetry, and a wood-burning hand-laid stone fireplace w/ natural gas starter system. Outdoor TV, and wired for a second TV. The pool/hot tub is natural gas heated, custom lighting system in both pool and hot tub, pool has swim resistor system for "lap in place" swimming and a newer (May 2022) Hayward heater. Finished 3-car garage with stucco, molding and Loewen windows, plus a long paver driveway that can park up to 8 cars. Just a few more details: Nest climate control, 3 separate air handlers and zones, whole-house EWS water filtration system (rated at 10 years or 2.5 million gallons), second water filter system at kitchen sink for double-filtered drinking and cooking water, blown foam Icynene insulation, wood floors throughout, ceiling fans throughout. Alarm system with motion sensors, Loewen windows throughout house, wood beams and coffered ceilings on main floor and master bedroom, Rheem dual tankless natural gas, "continuous on" hot water system, tongue and groove ceilings on front porch and back covered summer kitchen/fireplace area, M & S intercom system throughout, Hidden storage room at entry (currently storing wine), keyless Schlage entry system. One-owner custom home - Cahill Builders.

$3,100,000

1450 Mizell Avenue Winter Park, FL 32789

Beds:
5
Baths:
7.00
Sq.Ft.:
4,487
Status:
Active
MLS#:
O6219532
Type:
Single Family
Subdivision:
WINDSONG LAKESIDE SEC 01 43/70
Lot size:
0.34 Acres
Year built:
2001
A broker reciprocity listing Courtesy: KELLY PRICE & COMPANY LLC, 407-645-4321
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Prestigious Windsong community-Discover luxury living at its finest in this exquisite 5-bedroom, 5 full and 2 half-bathroom estate built by renowned Hal George (Parkland Homes). Boasting a traditional, red brick exterior and surrounded by a private 12 ft hedge, this meticulously maintained, light-filled home offers unparalleled privacy and modern elegance. Upon entry, you're greeted by a grand foyer, setting the tone for the home's impeccable craftsmanship and attention to detail. The main level features a well-appointed office and a spacious primary bedroom retreat that opens gracefully to the pool lanai, offering a seamless indoor-outdoor lifestyle. Beautiful primary bath features travertine marble, a spacious soaking tub, and a large shower, epitomizing luxury and relaxation. The heart of the home revolves around an open yet distinct layout, perfect for daily living and entertaining. The family, dining, and living rooms flow effortlessly, enhanced by new LED lighting and a gas fireplace for added ambiance. The gourmet kitchen is a chef's dream, showcasing granite countertops, pale oak cabinetry, and top-of-the-line appliances including a Wolf gas range, Subzero refrigerator, Bosch dishwasher, and Perrin and Rowe faucets; a window wall behind the dining banquette floods the kitchen with natural light and looks out onto the pool area and private backyard. Dual pantries provide ample storage space. Upstairs, a separate staircase on one side of the house leads to the fifth bedroom/bonus room with walk-in closet and bathroom, ideal for guests or a private retreat. Upstairs from the main living area are three bedrooms with en-suite bathrooms and a fourth "loft" room, perfect for a library, studio or playroom. Outdoors, indulge in resort-style amenities including a recently resurfaced, heated saltwater pool with a gas-heated spa, fiberoptic light tower, and Jandy Digital Assistant controller. The pool deck is at the center of a private, beautifully landscaped, backyard "room" surrounded by walls of green hedges, perfect for early morning coffee and birdsong or a glass of wine in the evening as the sun sets, washing the pool with color. The 2022 designer summer kitchen boasts marble countertops and a stainless steel Wolf gas grill. A pool bathroom adds convenience for guests. A mudroom and laundry area offer practicality and organization. Additional features include completely refinished wood floors throughout, a new security system with video cameras, a central vacuum, three AC units installed between 2015-2018, a whole house dehumidifier installed in 2023, and two hot water heaters. Outside, enjoy immaculate landscaping, a long driveway leading to a three-car garage with Tesla charging station, and serene touches like a Buddha garden. Located in the highly desirable Windsong, residents benefit from exclusive access to the Winter Park Chain of Lakes, pools and water park area for entertaining, and playgrounds. Minutes away from Park Avenue shopping and restaurants, Baldwin Park, parks, playgrounds, and excellent public schools including Brookshire Elementary, Glenridge Middle, and Winter Park High School. Don't miss this rare opportunity to own a masterpiece in one of Winter Park's most coveted neighborhoods. Contact us today to schedule your private tour and experience luxury living at its finest.

$694,900

2131 Sycamore Drive Winter Park, FL 32789

Beds:
4
Baths:
2.00
Sq.Ft.:
1,610
Status:
Active
MLS#:
U8248600
Type:
Single Family
Subdivision:
NORTHWOOD TERRACE
Lot size:
0.25 Acres
Year built:
1954
A broker reciprocity listing Courtesy: REALNET BROKERAGE, 727-753-8555
View additional info

YOU'VE FOUND IT! Come and see this lovely Northwood Terrace charmer! This lovely mid-century 4/2 is located in one of the hottest neighborhoods in Orange County. This cozy ranch home has been lovingly kept and maintained by the same owner for the past 35 years! Generations of love and laughter have reverberated across the walls and backyard. Beautiful landscaping, in-ground pool, and an airy rear lanai and paver patio make for the perfect way to spend your summer afternoons. In the winter, light a fire in the wood burning fireplace and open the french doors to the back yard to hear the birds sing and let the breeze flow in. Enjoy a short walk to the local shops, boutiques, bars and restaurants, or take a few minutes drive into downtown Winter Park, Baldwin Park, or Downtown Orlando. New HVAC & water heater in 2017. Full irrigation for front & back yard. Piping and filter system for the pool 2019. Roof 2021. Zoned for Winter Park School District. This neighborhood is truly a gem in Winter Park and is undergoing rapid transition. Get in while you can!

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