Winter Park FL Real Estate & Homes for Sale

236 Properties Found

The median home value in Winter Park, FL is $485,000 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 $485,000. 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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$105,900

3065 George Mason Avenue #B Winter Park, FL 32792

Beds:
1
Baths:
1.00
Sq.Ft.:
525
Status:
NEW LISTING
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:
NEW LISTING
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!!

$2,100,000

1551 Harris Circle Winter Park, FL 32789

Beds:
4
Baths:
4.00
Sq.Ft.:
3,300
Status:
NEW LISTING
MLS#:
O6199085
Type:
Single Family
Subdivision:
SYLVAN LAKE SHORES
Lot size:
0.27 Acres
Year built:
1987
A broker reciprocity listing Courtesy: KELLY PRICE & COMPANY LLC, 407-645-4321
View additional info

Captivating and bathed in abundant natural sunlight, this enchanting 4 bed, 3.5 bath home sits nestled in the heart of Winter Park, boasting over 60' of serene Lake Sylvan frontage. Recently renovated to perfection, this residence seamlessly combines charm with modern elegance. Step inside to discover a haven flooded with natural light, accentuating the stunning hardwood floors and welcoming atmosphere. Entertaining is a breeze with three wood-burning fireplaces, including one in the formal living area, where glass sliders offer panoramic lake views. The heart of the home lies in its gourmet kitchen, featuring stainless steel Bosch appliances, glass cabinetry, and a generously sized butcher block island"a culinary delight and a gathering space for friends and family. Upstairs, the luxurious master suite features cozy wood burning fireplace, his/her walk-in closets, and a spa-like bath boasting a zero-entry shower, soaking tub, and marble countertops"a true retreat for relaxation. Flexibility with a lower level that can serve as a fourth bedroom, home office, or game room, and added gym, while the transformed garage into a second family room and bedroom suite adds even more functionality and style. Step outside where a large front porch, newer back Trex deck, and downstairs patio invite you to enjoy breathtaking lake views . Impeccable additional upgrades in 2021, including a new roof, electrical updates, fresh paint, and modern lighting fixtures, ensure both beauty and functionality. Conveniently located just minutes from Park Avenue shops and restaurants, top-rated schools, and Rollins College, this home offers the quintessential Winter Park lifestyle. Water enthusiasts will appreciate the option for a dock for pontoon boats, kayaks, paddleboards and fishing making this residence perfect for those who crave the tranquility of lakeside living combined with the convenience of urban amenities. Motor boats not permitted. Don't miss the opportunity to experience the captivating charm and natural beauty of this Winter Park gem.

$644,900

7921 Pleasant Pine Circle Winter Park, FL 32792

Beds:
5
Baths:
3.00
Sq.Ft.:
2,572
Status:
NEW LISTING
MLS#:
O6197471
Type:
Single Family
Subdivision:
ENCLAVE AT ALOMA
Lot size:
0.14 Acres
Year built:
2015
A broker reciprocity listing Courtesy: KELLER WILLIAMS REALTY AT THE PARKS, 407-629-4420
View additional info

Welcome to 7921 Pleasant Pines Circle located in the gated community of Enclave At Aloma in beautiful Winter Park! Built in 2015, this 2-story, 5 bedroom and 3 bathroom home offers 2,572 SF of flexible living space perfect for today's homebuyer. Upon arrival you are greeted by the charming covered front porch, a must have for Florida living. Entering the front door into the foyer entry you will find a study/den or "flex space" offering a more private retreat from the spacious and open kitchen, dining and family rooms. Ceilings are over 9 feet and contribute to the overall open and airy feel as does the tasteful and neutral finishes. The kitchen features a center island, stainless appliances, a walk-in pantry and brand new quartz countertops and tile backsplash. Downstairs also has one bedroom, a full bathroom and a storage closet to round out the interior of the first floor. Heading upstairs you will find a spacious primary suite, 3 additional secondary bedrooms, hall bathroom with double sinks, laundry room (with recently upgraded washer and dryer included) and a loft/bonus room! 9 foot ceiling height carries to the second floor. The primary bedroom has a spacious ensuite bathroom with double sinks, large shower and a walk-in closet with custom built-ins. Exterior highlights include the attached 2-car garage, HUGE 10'x38' structural lanai and large fully fenced backyard. The lot is also irrigated. Home exterior was recently painted in 2023. Other notable home features include the double pane windows and 2 HVAC units zoned by floor with Amazon Smart Thermostats. Enclave At Aloma is a gated community of 127 homes tucked away off Bear Gully Rd. and conveniently located close to plenty of dining and shopping options. Trinity Prep, Rollins College, downtown Winter Park, UCF and Full Sail are all just a short drive away. Residents also benefit from quick access to SR 417 making commutes to downtown Orlando or Orlando International Airport a much easier. The homeowners are the original owners and have lovingly cared for and maintained the property. Don't miss out on this great opportunity. Be sure to schedule your private showing to tour this move-in ready home today!

$300,000

215 Sandlewood Trail #7 Winter Park, FL 32789

Open House:

Friday, 4/26 3:00-6:00PM

Beds:
2
Baths:
3.00
Sq.Ft.:
1,132
Status:
NEW LISTING
MLS#:
O6198616
Type:
Condo, Townhouse
Subdivision:
SANDALWOOD CREEK CONDO PH 13
Lot size:
0.29 Acres
Year built:
1986
A broker reciprocity listing Courtesy: THE WILKINS WAY LLC, 407-874-0230
View additional info

WINTER PARK! LOW MONTHLY HOA! END UNIT! Enjoy coming home to your 2 BEDROOM/2.5 BATHROOM CONDO HUD APPROVED home!! As you enter this beauty you will be met with all NEW LUXURY VINYL FLOORING AND NEW BASEBOARDS throughout! You are greeted by your entry way and UPDATED HALF BATHROOM on the right with your TASTEFULLY UPDATED KITCHEN including newer STAINLESS STEEL APPLIANCES, new COUNTERS, PAINTED CABINETS with UPDATED HARDWARE along with NEW SINK and FAUCET and a BAY WINDOW that provides plenty of NATURAL LIGHT! The kitchen overlooks your dinette area WITH NEW LIGHT FIXTURE along with a LARGE LIVING ROOM space that has a FIREPLACE and a sliding glass door that allows you to enjoy mornings or evenings on your COVERED SCREEN PORCH that is surrounded by mature landscaping for PRIVACY. Upstairs you will find your primary suite including UPDATED BATHROOM AND FLOORING, second bedroom with a BALCONY to enjoy the outdoors, and an UPDATED SECOND FULL BATHROOM! The LAUNDRY CLOSET is also upstairs for your convenience. You will love being minutes away from Winter Park Village where there is an assortment of shops, restaurants, groceries stores, coffee shops, movie theaters, etc...This Sweet Condo will not last for long so call your agent today...IT WON'T DISAPPOINT! Roof - 2022, AC - 2023, Hot Water Heater - 2023, Replump - 2024

$117,900

3057 Aaron Burr Ave #3 Winter Park, FL 32792

Beds:
1
Baths:
1.00
Sq.Ft.:
803
Status:
NEW LISTING
MLS#:
O6198815
Type:
Condo, Townhouse
Subdivision:
COLONIES
Lot size:
10.07 Acres
Year built:
1974
A broker reciprocity listing Courtesy: GRAVES REALTY
View additional info

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:
NEW LISTING
MLS#:
U8240071
Type:
Single Family
Subdivision:
VIRGINIA HEIGHTS
Lot size:
0.31 Acres
Year built:
1986
A broker reciprocity listing Courtesy: WWW.HOMEZU.COM
View additional info

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:
NEW LISTING
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
View additional info

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:
NEW LISTING
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

Open House:

Friday, 4/26 4:00-6:00PM

Beds:
5
Baths:
4.00
Sq.Ft.:
3,159
Status:
NEW LISTING
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:
NEW LISTING
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:
NEW LISTING
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.

$209,999

1000 S Semoran Boulevard #806 Winter Park, FL 32792

Beds:
2
Baths:
2.00
Sq.Ft.:
1,049
Status:
NEW LISTING
MLS#:
O6197616
Type:
Condo, Townhouse
Subdivision:
GOLFSIDE VILLAS CONDO
Lot size:
6.04 Acres
Year built:
1969
A broker reciprocity listing Courtesy: FOLIO REALTY LLC, 407-352-4020
View additional info

Well maintained 2 Bedroom, 2 bathroom condo in the highly sought after community of Golfside Villas. Spacious living area, updated kitchen with stainless steel appliances and generously sized bedrooms. Both bedrooms have a separate bathroom. Newer Carpet, newer AC, outside screened in porch. Condo is located minutes away from Baldwin Park, Full Sail University and UCF. Community features include Club house and Outdoor Pool area. HOA fees include water and sewer in addition to outside maintenance, pool and other amenities. This is a must see, call now to schedule your showing.

$4,250,000

985 Lincoln Circle Winter Park, FL 32789

Beds:
5
Baths:
7.00
Sq.Ft.:
3,660
Status:
NEW LISTING
MLS#:
O6193386
Type:
Single Family
Subdivision:
ROBERT DHU MACDONALD PARK
Lot size:
0.23 Acres
Year built:
2024
A broker reciprocity listing Courtesy: UNITED REAL ESTATE PREFERRED, 407-243-8840
View additional info

One or more photo(s) has been virtually staged. Pre-Construction. To be built. Customize the finishes-to-suit on your new home located on one of the most sought-after streets in Winter Park. Lincoln Circle is a quiet street next to Park Avenue restaurants and shopping. Easily walk to your favorite shops, restaurants, and the Winter Park Golf Course. Presented by an established, award winning luxury home builder, this bespoke home includes premium features, appliances, fixtures and finishes as follows: ELEVATOR, WOLF/SUB ZERO appliances, wine cooler tower, built-in coffee maker, trash compactor, AUTOMATED LIGHTING and window treatments, full house SOUND SYSTEM, first floor primary bedroom with ensuite washer/dryer and two-person shower, additional GUEST SUITE FIRST FLOOR, 11'4" FIRST FLOOR CEILINGS with 10' DOORS, wet bar, large vaulted loft, bonus room, three full suites upstairs, trey ceilings, master-carpentry detail throughout, "store-front" window and door system in front, two 10'x10' full-view garage doors, circular driveway, heated pool with spa and wet sun deck, plenty of pool deck space, and exquisite landscaping. A 6' masonry-stucco wall encompasses the rear perimeter. The rear cabana houses the summer kitchen, a pool bar, pool-bath and outdoor shower. Enjoy two fireplaces: a linear electric fireplace in living room and natural gas fireplace on rear lanai. Life-like virtual renderings show sample finishes only. You may select your own finishes and colors upon pre-construction purchase. Call now to schedule your meeting with the Builder and get started on your new home!

$3,095,000

1563 Lakehurst Avenue Winter Park, FL 32789

Beds:
5
Baths:
6.00
Sq.Ft.:
4,216
Status:
NEW LISTING
MLS#:
O6196961
Type:
Single Family
Subdivision:
COMSTOCK PARK
Lot size:
0.4 Acres
Year built:
2020
A broker reciprocity listing Courtesy: PREMIER SOTHEBY'S INTL. REALTY, 407-644-3295
View additional info

Welcome to 1563 Lakehurst, a stunning five-bedroom, 5.5 bath pool home that epitomizes luxury living and has been meticulously remodeled. This residence won the prestigious Orlando Parade of Homes 2021 first place and grand award and is a masterpiece of design and craftsmanship. Initially conceived by the local architect Gary Hancock, this home was reimagined by the renowned Ted Maines and Hardwick General Contractors, resulting in a comfortably elegant living space deserving of accolades and awards. On an oversized lot on a charming brick-lined street in one of the most desirable neighborhoods of Central Florida, this home boasts an enviable address just moments from shops and restaurants of Winter Park and Park Avenue. Spanning over 4,300 square feet, the main house offers spacious and inviting living areas flooded with natural light. Every detail was considered throughout the renovation: top-of-the-line Anderson windows, custom inset cabinetry, luxury bi-fold Origin door, designer lighting, engineered oak floors, solid-core interior doors, custom mahogany front door, and many more finishes discerning buyers will recognize and appreciate. The kitchen is the heart of the home, featuring Wolf and Sub-Zero appliances, extensive custom inset cabinetry, Cambria luxury quartz, and a center island spanning almost 20 feet. The separate breakfast bar allows quick and easy coffee, tea and breakfast prep without disturbing the clean aesthetics of the kitchen. The open living space has an Origin luxury bifold door for indoor-outdoor living, and a vaulted cathedral ceiling finished with designer lighting. The lounge and bar offer a pre-dinner retreat before using the artfully designed formal dining room, with smoked glass, dramatic navy wood paneling, and custom herringbone wood floor. The light-filled primary bedroom is also on the ground floor. Updated in 2022, this bedroom has Phillip Jeffries wall covering and Flos pendants. The bath has two independent vanities and separate closets. A full pool bath with shower, additional powder room and large office or flexible space complete the first story. Three additional bedrooms provide ample space for family or guests. The largest bedroom has an en-suite bath, and two additional bedrooms are connected by a large bath with a double vanity. For those needing additional accommodations, the in-law suite over the garage offers an additional 400-plus square feet of living space, ideal for guests or multigenerational living. The extensive back patio has multiple areas for dining, entertaining and enjoying Florida living. The summer kitchen was installed in 2021, and there is additional wine and refrigeration space. The front parking pad and landscaping were completed in spring 2024. All the systems are from 2020 or newer. The roof was installed in 2020, two tankless water heaters were added in 2020, upstairs and downstairs Carrier air conditioners are from 2023, the guest house air conditioning is from 2021, and the guest house water heater is from 2024. All drywall, ceilings and tongue-and-groove were replaced, the home was taken down to the studs, and has an effective date for the build as 2020. With its unparalleled location, luxury, and craftsmanship, this home is a rare find. Don't miss your opportunity to own a piece of Winter Park's finest. Schedule your private showing today!

$1,550,000

101 S New York Avenue #304 Winter Park, FL 32789

Beds:
3
Baths:
4.00
Sq.Ft.:
3,118
Status:
NEW LISTING
MLS#:
O6196984
Type:
Condo, Townhouse
Subdivision:
WINTER PARK RESIDENTIAL
Year built:
2008
A broker reciprocity listing Courtesy: PREMIER SOTHEBY'S INTL. REALTY, 407-644-3295
View additional info

Step into luxury living at its finest in this exquisite two-story condominium in the Douglas Grand of downtown Winter Park. Boasting sophistication and elegance, and offering unparalleled comfort and convenience. Spanning across two levels on the north side of the building which is more energy efficient, this residence features three bedrooms, two owner suites one on the main level and one up, 3.5 baths, and a private interior elevator, ensuring effortless access and seamless transitions between spaces. The bright open floor plan is ideal for entertaining and everyday living, highlighted by a spacious kitchen equipped with top-of-the-line Sub-Zero, Bosch and Wolf appliances, complemented by custom cabinetry for a touch of refinement. Indulge in the serenity of the interior atrium, creating a tranquil oasis of natural light in the comfort of your home. Each bedroom is accompanied by its own en-suite bath and walk-in closet, providing ultimate privacy and convenience. The primary suite is a sanctuary of relaxation, offering a generous 25-by-13-foot layout, a large walk-in closet, and access to the outdoor terrace with a treetop view overlooking Morse Boulevard ideal for a morning coffee or evening wine. Convenience meets luxury with two deeded parking spaces in the secured parking garage, ensuring peace of mind and ease of access. There is plenty of additional common area parking as well separate from the gated-off owner's parking area. In the heart of downtown Winter Park, Douglas Grand offers unrivaled access to renowned Park Avenue, Winter Park Farmer's Market, Central Park, Winter Park Village and Rollins College, placing an array of dining, shopping and entertainment options only a short distance away. Embrace the lock-and-leave lifestyle with the SunRail station just a short stroll away, providing convenient access to downtown Orlando for sporting events or the Dr. Phillips Performing Arts Center. Whether you're seeking a serene retreat or a vibrant urban experience, this sophisticated condominium offers the ideal blend of luxury, convenience and elegance, promising a lifestyle of unparalleled comfort and style.

$625,000

2710 Euston Road Winter Park, FL 32789

Open House:

Saturday, 4/27 11:00-2:00PM

Beds:
4
Baths:
3.00
Sq.Ft.:
1,946
Status:
NEW LISTING
MLS#:
S5103315
Type:
Single Family
Subdivision:
GLENCOE SUB
Lot size:
0.28 Acres
Year built:
1950
A broker reciprocity listing Courtesy: EXP REALTY LLC
View additional info

Welcome to your dream home in the heart of Winter Park's Glencoe subdivision, where luxury meets convenience with NO HOA fees! This meticulously renovated and updated 4-bedroom, 3-bathroom residence sits majestically on over a quarter-acre lot, offering a sanctuary of modern comfort and style. From the moment you arrive, the curb appeal beckons with its custom pavers driveway and a detached 1-car garage, providing both parking convenience and additional storage space. Step inside to discover a harmonious blend of contemporary design and functionality, highlighted by brand-new AC, roof, water heater, appliances & septic tank. The interior welcomes you with matching vinyl flooring that flows seamlessly throughout the open floor plan, encompassing the living room, dining area, and kitchen. Natural light floods the space, accentuated by large windows and a back double sliding glass door leading to the expansive backyard. The kitchen is a chef's paradise, boasting brand new stainless steel appliances, elegant white cabinetry with gold accents, luxurious marble countertops, and a stunning tile backsplash. A massive center island serves as the focal point, ideal for effortless meal preparation and entertaining guests. Retreat to the master bedroom, where tranquility awaits with an attached master bathroom and a spacious walk-in closet. The master bathroom exudes opulence with a double sink vanity and a massive walk-in shower, complemented by matching white cabinetry, countertops, and chic black and gold accents echoing the home's sophisticated theme. Additional bedrooms offer ample space, natural light, and versatility, providing ideal accommodations for family members or guests. Step outside through the kitchen to the oversized backyard, a sprawling oasis perfect for hosting family gatherings, celebrating holidays, or simply unwinding in solitude. This exceptional property not only offers unparalleled comfort and style but also boasts an unbeatable location close to major roads, highways, restaurants, entertainment, and more. Don't miss your chance to make this unique residence your own!

$639,900

1051 Aragon Avenue #1051 Winter Park, FL 32789

Beds:
3
Baths:
3.00
Sq.Ft.:
1,669
Status:
NEW LISTING
MLS#:
O6196347
Type:
Condo, Townhouse
Subdivision:
VILLAS OF ARAGON CONDO
Year built:
1987
A broker reciprocity listing Courtesy: FANNIE HILLMAN & ASSOCIATES, 407-644-1234
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Welcome to easy living in Winter Park! Step into this charming townhouse nestled in the Villas of Aragon. With just 4 townhouses in the neighborhood, connected solely by the garage, you'll enjoy a secluded setting. On the first floor, discover a delightful kitchen boasting timeless white cabinets, granite countertops, stainless-steel appliances, a large breakfast bar, and a charming tongue and groove ceiling which adds a touch of character to this heart of the home. Enjoy meals in the spacious dining room, illuminated by natural light streaming through French doors leading to the courtyard. The dining room seamlessly flows into the inviting living room, adorned with a stunning white brick wood-burning fireplace and elegant plantation shutters. Throughout the home, you'll find gorgeous bamboo flooring adding warmth and sophistication. The first floor is complete with a chic powder bath for guests and a cozy desk nook tucked under the stairs. Upstairs, the large primary bedroom awaits with ample natural light, pitched ceilings, and a rustic barn door leading to the ensuite bathroom. Pamper yourself in the primary bathroom boasting double vanities, a large shower, and two walk-in closets. Two additional generously sized bedrooms share a beautifully renovated secondary bathroom. Step outside to the back patio and bask in the beauty that surrounds you. A pergola adorned with stunning jasmine vines creates a picturesque scene, while fern pine trees offer both elegance and privacy. With an oversized two-car garage, a parking pad for guests, and a low HOA fee of only $400/month, this townhouse offers both convenience and exceptional value. Other highlights include a new roof installed in 2021, a new AC unit in 2022, and fresh exterior and interior paint. Located centrally in Winter Park, this property provides easy access to all major roads and highways. Plus, it's just minutes away from Downtown Winter Park's renowned Park Avenue shopping and dining. Don't miss out on this fabulous opportunity to call this townhouse your home sweet home!

$725,000

1140 Washington Avenue Winter Park, FL 32789

Beds:
3
Baths:
3.00
Sq.Ft.:
2,069
Status:
NEW LISTING
MLS#:
O6197288
Type:
Condo, Townhouse
Subdivision:
QUARTERS AT WINTER PARK CONDO
Lot size:
0.54 Acres
Year built:
1981
A broker reciprocity listing Courtesy: FLORIDA REALTY INVESTMENTS, 407-207-2220
View additional info

LOCATION, LOCATION, LOCATION in UPSCALE Winter Park ! This MODERN RENOVATED TOWNHOME is perfectly located where you can walk to PARK Ave, MEAD GARDENS, Azalea Tennis Courts & ROLLINS COLLEGE & ORANGE AVE area with coffee shops & bakeries enjoy some of the best shopping & restaurants in Winter Park with over 2,000 SF of living space & lots of natural light this townhome offers it all to those seeking a peaceful oasis The property sits on a private quiet cobblestone street Once inside the home has a Mediterranean courtyard with BBQ a? great outdoor space for entertaining. The EUROPEAN KITCHEN with modern quartz countertops, new cabinets & appliances opening up to a great room with lots of natural light & wood burning fireplace. Modern staircase brings you to the 2nd floor where you will find laminate floors throughout, HUGE MASTER SUITE with a corridor of multiple closets and walk-in closet, Master bath has a dual sink vanity, tub & shower.. Oversized 2nd & 3rd bedrooms w/lots of closet space, 2nd bed has access to a private screened balcony

$397,000

3676 Hedgewood Drive Winter Park, FL 32792

Beds:
3
Baths:
2.00
Sq.Ft.:
1,310
Status:
Active
MLS#:
O6196882
Type:
Single Family
Subdivision:
EASTBROOK SUB
Lot size:
0.19 Acres
Year built:
1964
A broker reciprocity listing Courtesy: CHARLES RUTENBERG REALTY ORLANDO, 407-622-2122
View additional info

Step through the door, take a deep breath, and know that you are finally where you are supposed to be in this delightful Winter Park home! This 3 bedroom, 2 bath with open-concept floor plan is situated in the desired EASTBROOK community. The open family/kitchen/dinette exudes a sense of spaciousness as you enter through the front door. The kitchen features GRANITE countertops, STAINLESS STEEL APPLIANCES and a kitchen island offering additional cabinet space. When you prefer a more private place to relax, the separate living room with BRICK FIREPLACE and additional mini split offers that tranquillity year-round with a door leading to your own large PATIO with an outdoor shower. As you walk down the hall to the primary bedroom featuring an EN-SUITE BATHROOM with GRANITE countertops and a large WALK-IN CLOSET with bifold doors, you pass 2 additional bedrooms and an upgraded guest bathroom. The covered one-car CARPORT also boasts an exterior LAUNDRY ROOM with washer/dryer hook up and additional storage area with shelving, convenient for all your outdoor gear. The EXPANSIVE back yard is surrounded by privacy fencing and mature landscaping with a storage shed as well. Zoned for high-rated Winter Park schools, this home is also conveniently located to all Orlando and its surrounding areas have to offer: Downtown Orlando, Downtown Winter Park, theme parks, golf courses, Rollins College, University of Central Florida and numerous retail shops and restaurants. Come see this home today and make it yours!

$197,900

700 Melrose Avenue #G Winter Park, FL 32789

Beds:
1
Baths:
1.00
Sq.Ft.:
687
Status:
Active
MLS#:
T3519188
Type:
Condo, Townhouse
Subdivision:
WINTER PARK GARDENS CONDO
Lot size:
0.1 Acres
Year built:
1964
A broker reciprocity listing Courtesy: FLAT FEE MLS REALTY, 813-642-6030
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Property located in Winter Park, FL. Thus property will not last long!

$230,000

7448 Woodburn Court #30 Winter Park, FL 32792

Beds:
2
Baths:
3.00
Sq.Ft.:
1,031
Status:
Active
MLS#:
T3520591
Type:
Condo, Townhouse
Subdivision:
HIDDEN OAKS CONDO PH 02
Lot size:
0.99 Acres
Year built:
1983
A broker reciprocity listing Courtesy: KELLER WILLIAMS INTERNATIONAL LIFESTYLES, 786-615-6761
View additional info

Welcome to your new home sweet home! This charming 2 story condo, features 2-bed, 2.5 bath offers abundant natural light, open space, ready to move in with no carpets and the convenience to have a complete bathroom in each bedroom. Ideal for a first time-time buyer, with a cozy patio to unwind after a long day of work. Nestled near prestigious colleges (UFC, Valencia and Rollins College) quick access to shopping marts, medical clinics, restaurants, and Downtown Winter Park. Fast connection with highways such as 417, 408 and local roads. HOA fees goes towards on-site security, community pool and fenced playground area. The new owner can just move in! Ready for occupancy. Schedule your private showing today.

$385,000

3526 Arbutus Lane Winter Park, FL 32792

Beds:
3
Baths:
2.00
Sq.Ft.:
1,393
Status:
Active
MLS#:
O6195536
Type:
Single Family
Subdivision:
EASTBROOK SUB
Lot size:
0.18 Acres
Year built:
1958
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY, 407-647-1211
View additional info

Welcome to your new home in the charming Eastbrook Community of Winter Park, offering the best in location and lifestyle! This 3-bedroom, 1.5-bathroom home is light and airy with plenty of windows for natural lighting. Step into the spacious living room, perfect for entertaining guests or enjoying quiet time. The kitchen is light and bright with a wall of floor-to-ceiling windows. Cooking is a pleasure with matching GE appliances, lots of counter space including an island for prep and seating, plenty of storage, and an eating nook. Moving on, you'll find the large family room with a brick, wood-burning fireplace and high ceilings. The bedrooms are roomy, and there is no lack of storage in the full bath. Enjoy the best of Florida Living in the privacy of the fenced yard on the covered back patio. There are TWO sheds, perfect for projects or storage. Conveniently located in Winter Park with easy access to shopping, dining, parks, and top-rated schools, you don't want to miss this opportunity!

$375,000

7915 Bates Road Winter Park, FL 32792

Beds:
4
Baths:
2.00
Sq.Ft.:
1,800
Status:
Active
MLS#:
C7491066
Type:
Single Family, Ranch
Subdivision:
ACREAGE & UNREC
Lot size:
0.58 Acres
Year built:
1988
A broker reciprocity listing Courtesy: EXP REALTY LLC, 888-883-8509
View additional info

Welcome to paradise! This home boasts four bedrooms, two bathrooms, and 1800 square feet of living space nestled on a picturesque .58 acre lot! The dining room showcases elegant laminate hardwood floors and seamlessly flows into the spacious kitchen, complete with main floor laundry closet. In the living room, master bedroom, and guest bedrooms, you'll find exquisite wood laminate flooring. The master suite is generously sized, enhanced by French doors leading to a bath with a garden tub and a sizable walk-in closet. Additionally, the three guest bedrooms are spacious and share a beautifully appointed second bath. Other highlights include a well system equipped with an iron filter and chlorinator, a durable hardy board exterior, as well as a convenient carport and shed.

$635,000

2817 Eastern Parkway Winter Park, FL 32789

Beds:
3
Baths:
2.00
Sq.Ft.:
1,376
Status:
Active
MLS#:
O6196291
Type:
Single Family
Subdivision:
ORANGEWOOD PARK
Lot size:
0.15 Acres
Year built:
1954
A broker reciprocity listing Courtesy: THE KEY REALTY GROUP, 407-221-1772
View additional info

One or more photo(s) has been virtually staged. Welcome home to this well maintained 3-bedroom 2-bathroom home right in the heart of Winter Park. The location is phenomenal - walking distance to East End Market, a short bike ride to Baldwin Park, Ivanhoe Village, or esteemed Park Avenue. While the area boasts an endless list of places to visit you will also enjoy the quiet, oak tree lined streets of his highly sought after Eastern Parkway address as you are welcomed with lush landscaping surrounding the bungalow style home. This home boasts a separate dining area off the living room, with a breakfast nook located off the kitchen. The stunning wood floors lead you back to a primary suite that includes a spacious walk-in closet with custom built-ins and an entry room perfect for an office, sitting area, baby's room, or anything in between. You will also find 2 bedrooms and a fully renovated bathroom as you continue down the hallway. Florida living at its finest is found on the newly installed patio located in the oversized backyard. Enjoy a completely fenced in backyard with room for BBQ, games, and the perfect place for hosting. The backyard also includes a shed for extra storage. Extra features and updates include: new HVAC 2018, re-piped interior, no cast iron (rare), Roof 2017, replaced well pump for irrigation (low waste water and sewer bills), renovated patio, updated landscape, and renovated guest bathroom.

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