Winter Park, FL Homes For Sale | Real Living Real Estate Solutions | Real Living Real Estate Solutions

Winter Park FL Real Estate & Homes for Sale

360 Properties Found

The median home value in Winter Park, FL is $515,000 . 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 $515,000. 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!
Learn more about Winter Park Real Estate.


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Beds:
n/a
Baths:
Sq.Ft.:
1,452
Status:
NEW LISTING
MLS#:
S5126664
Type:
Duplex, Multi-Family
Subdivision:
LAWNDALE
Lot size:
0.16 Acres
Year built:
1947
A broker reciprocity listing Courtesy: 407HUB REAL ESTATE LLC, 407-574-8800
View additional info

Incredible Investment Opportunity in Winter Park!Come take a look at this amazing property located in the heart of Winter Park " just steps from Orlando Avenue, with its fantastic restaurants, shops, and the vibrant lifestyle found only in Winter ParkThis charming 1947 fully remodeled bungalow offers 2 bedrooms and 1 bathroom and is accompanied by a 1-bedroom, 1-bathroom in law-suite in the backBoth units are fully remodeled as of 2 years ago and are separated by a privacy fence, offering ideal flexibility for rental income, multi-generational living, or a house-hack setup. Public records sq footage is for both houses. Zone R2Property Features:Metal roofs on both unitsNewer AC systemsFull kitchens in both unitsLuxury vinyl plank flooring throughoutFront unit has new windows and Hardie Plank sidingPlenty of off-street parking on stone-covered grounds.Property is fully rented with excellent records tenants and bringing an excellent NOISituated in a highly sought-after area surrounded by multiple new construction homes, this property presents endless possibilities. Whether you're looking to capitalize on the surging equity in this prime development zone, generate steady income from the existing rental setup, or collect rent while you design your dream home and secure permits, this is a rare and valuable opportunity.Don't miss your chance to invest in one of Central Florida's most desirable neighborhoods!

Beds:
4
Baths:
4.00
Sq.Ft.:
3,553
Status:
NEW LISTING
MLS#:
O6307816
Type:
Single Family
Subdivision:
WINTER PARK
Lot size:
0.2 Acres
Year built:
2024
A broker reciprocity listing Courtesy: KELLER WILLIAMS WINTER PARK, 407-545-6430
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Timeless elegance meets boutique craftsmanship at 541 W Canton Avenue"an exceptional new construction home by Urban Perch, proudly featured in the 2025 Parade of Homes Orlando. Located just steps from Winter Park's iconic Park Avenue, this French Quarter-inspired residence blends historic charm and rich character with elevated modern living and a refined sense of calm.From its dormer windows and custom-carved wood entry door, to its charming striped awnings and the flicker of gas lanterns, every detail of the exterior is carefully curated. Classic marble-paved patios frame the home, and a courtyard-style pool with fountain and sandblasted marble decking invite quiet relaxation or festive gatherings. Inside, soaring ceilings, beautiful hardwood floors, and immersive color-drenched rooms create an inviting space that is luxurious but unpretentious, bold yet serene. The stunning staircase features a custom wrought-iron railing with an antique finish, offering a striking architectural focal point.The chef's kitchen, a culinary sanctuary and social hub, is complete with graphite La Cornue range and pot filler, Monogram paneled refrigerator, custom plaster hood, quartzite countertops and backsplash, and grand center island that opens to a gathering room with a gas fireplace. This more relaxed living area flows effortlessly through French doors to the pool and patios, creating an ideal indoor-outdoor lifestyle. A butler's pantry with a second refrigerator, cabinetry, and prep space adds functionality, while the formal dining room, living room, and bar area with sink and built-in beverage cooler are perfect for entertaining. A beautiful downstairs powder bath features designer wallpaper, elegant sconces, and custom cabinetry.The upstairs primary suite offers spa-like serenity, including a wet room complete with soaking tub perfectly framed by a picture window. Three additional bedrooms include one with an ensuite bath, while the other two share a hallway-accessible bath with double vanity and walk-in tiled shower. This masterpiece set in the heart of Winter Park, thoughtfully surrounded by lush landscaping and carefully placed privacy screens, offers polish and presence in the perfect location.

Beds:
1
Baths:
1.00
Sq.Ft.:
645
Status:
NEW LISTING
MLS#:
V4942639
Type:
Condo, Townhouse
Subdivision:
LAKESIDE MANOR APTS CONDO
Year built:
1969
A broker reciprocity listing Courtesy: COMPASS FLORIDA LLC
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Introducing a captivating 1-bedroom, 1-bathroom condo in a prime location, granting access to the serene Lake Killarney, complete with an array of enticing features and community perks. This condo promises a cozy and convenient living experience and it is situated on the first floor. Some features include luxury vinyl throughout, decorative electric fireplace, remodeled kitchen with breakfast bar, stainless steel appliances and glass backsplash. Also, a remodeled bath with a seamless glass shower. A standout feature is the designated parking spot, ensuring hassle-free parking. Residents are treated to an array of amenities enhancing their lifestyle. A central laundry room eliminates chore-related inconveniences. The community offers a pool and clubhouse for relaxation and socializing. A major highlight is the direct access to the picturesque Lake Killarney, offering breathtaking vistas and serene moments, perfect for leisure and tranquility. The condo's location is a commuter's dream, a few minutes from I-4. Proximity to Winter Park Village and College Park ensures diverse shopping and dining experiences. It's noteworthy that HOA approval is required for occupancy, with a two-year waiting period before rental. This fosters a sense of community and stability among residents. Seize the opportunity to make this condo your new home!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,887
Status:
NEW LISTING
MLS#:
O6307671
Type:
Single Family
Subdivision:
MAITLAND SHORES FIRST ADD
Lot size:
0.19 Acres
Year built:
1953
A broker reciprocity listing Courtesy: VECTOR PROPERTY GROUP
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Discover Your Dream Retreat at 913 Moss Lane, Winter Park, FL - A 2023 Masterpiece Awaits! Step into luxury living at 913 Moss Lane, a breathtakingly renovated 3-bedroom, 2-bath haven in the heart of Winter Park, boasting 1,887 square feet of modern elegance and timeless Florida charm. Transformed in 2023, this gem on a serene, tree-lined street invites you to experience a home that's as extraordinary as its surroundings, immersing you in contemporary flair with sleek new flooring, fresh interior and exterior paint, and chic modern lighting that illuminates every corner"every detail screaming sophistication. The open, inviting layout flows effortlessly, perfect for gatherings or quiet nights in, offering room to grow and create unforgettable memories with family and friends, while large windows drench the airy living room in natural light, crafting a warm, welcoming ambiance that feels like home from the moment you enter. Unleash your culinary creativity in the chef-inspired kitchen with glossy quartz countertops, top-tier stainless steel appliances, a striking backsplash, and abundant cabinetry"ideal for whipping up gourmet meals or casual feasts. Retreat to three generously sized bedrooms, including a lavish master suite with a newly updated en-suite bathroom, serving as a private sanctuary to unwind after a long day, and escape to a lush, landscaped backyard featuring a freshly revamped patio"your perfect spot for entertaining under the Florida sun or savoring peaceful moments in nature. Nestled just minutes from Park Avenue's boutique shops, gourmet dining, top-rated schools, plus nearby parks and cultural gems, this prime Winter Park location is your gateway to the best of Central Florida living in one of its most prestigious neighborhoods. Don't let this rare opportunity slip away"913 Moss Lane is your chance to own a fully updated masterpiece, so schedule your exclusive showing now and step into the life you've always dreamed of"call today before this gem is gone!

Beds:
4
Baths:
5.00
Sq.Ft.:
3,551
Status:
NEW LISTING
MLS#:
O6306740
Type:
Single Family
Subdivision:
ROBERT DHU MACDONALD PARK
Lot size:
0.33 Acres
Year built:
1995
A broker reciprocity listing Courtesy: KELLY PRICE & COMPANY LLC, 407-645-4321
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Located in Winter Park's highly sought-after "Golden Triangle," 940 Lincoln Circle is a beautifully renovated West Indies/Key West-style home offering character, comfortable elegance, and functionality on an oversized .31-acre lot. This 4-bedroom, 4.5-bathroom residence spans 3,551 square feet and lives primarily as a one-story home, with a private upstairs suite that includes a bedroom, full bath, and bonus room"accessible both from within the home and via an alternate outdoor entrance. Perfect for multigenerational living, guests, or live-in assistance, the layout offers rare versatility in one of Winter Park's most desirable neighborhoods. The gated front porch leads to a welcoming covered entry and soft foyer, opening into a spacious formal living room with vaulted wood-paneled ceilings and a gas fireplace. This space flows seamlessly into the dining area and kitchen, which overlook the screened porch and backyard oasis. The kitchen is appointed with marble countertops, custom cabinetry, gas cooktop, built-in cabinet-paneled Sub-Zero refrigerator/freezer, double ovens, and a walk-in pantry. A custom wine room, ideal for entertaining, sits just off the main living space. Nearby is a den or optional bedroom with closet, paired with a bright enclosed Florida room currently used as a home office with garden views. This wing connects to a full bath and a secondary bedroom at the front of the home. A stylish powder bath is tucked away for guests. The private primary suite is positioned at the rear of the property and features double custom closets, outdoor access, and a luxurious bathroom with dual vanities, large glass-enclosed shower, soaking tub, and private water closet. Upstairs, a second guest suite includes a bedroom, bathroom, and bonus/flex room, perfect for guests, a gym, or studio"accessible from inside the home or a private porch entry. At the back of the home, a spacious family room with fireplace opens to the screened lanai, offering ideal indoor-outdoor flow. The backyard features a fully fenced, landscaped retreat with a renovated saltwater pool and new equipment, surrounded by mature trees, hardscape patios, and garden paths. The summer kitchen includes a Blaze grill, Fire Magic refrigerator, Blackstone griddle, stainless sink, storage cabinetry, and vent hood"creating a resort-style space. The oversized two-car side-entry garage offers epoxy flooring, built-in storage, and room for larger vehicles. Additional upgrades include two Rinnai tankless water heaters, 2024 Trane condenser, 2019 Mitsubishi mini-split, full-house Generac generator with automatic transfer switch, and motorized shades by The Shade Store. The laundry room includes built-in cabinetry, a utility sink, and convenient side yard access. Thoughtfully designed and meticulously maintained, this turnkey home blends architectural charm with modern comfort"just a short walk from Park Avenue.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,226
Status:
NEW LISTING
MLS#:
S5126589
Type:
Single Family
Subdivision:
SUBURBAN HOMES SEC 2
Lot size:
0.34 Acres
Year built:
1973
A broker reciprocity listing Courtesy: EXP REALTY LLC
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Welcome to this beautifully maintained 3-bedroom, 2-bath pool home nestled in the heart of Winter Park. Step inside to a bright and inviting layout, where natural light pours in through skylights and large windows, creating a warm and airy atmosphere. The spacious living and dining areas flow seamlessly, making everyday living and entertaining a breeze. The primary suite offers comfort and privacy with its own en-suite bathroom, while the two additional bedrooms are generously sized and share a well-appointed full bath. Outside, enjoy your own private retreat"a fully fenced backyard with a sparkling pool and plenty of patio space for relaxing or hosting guests. With charming curb appeal, a 2-car garage, and a central location close to shopping, dining, and top-rated schools, this home truly has it all.

Open House:

Sunday, 5/18 2:00-4:00PM

Beds:
5
Baths:
8.00
Sq.Ft.:
3,626
Status:
NEW LISTING
MLS#:
O6305968
Type:
Single Family
Subdivision:
SEVILLA
Lot size:
0.44 Acres
Year built:
1973
A broker reciprocity listing Courtesy: KELLY PRICE & COMPANY LLC, 407-645-4321
View additional info

OPPORTUNITY AWAITS - PURE POTENTIAL IN WINTER PARK'S SEVILLA NEIGHBORHOOD! Rare, Tudor-style estate sits on an oversized 0.44 acre lot (19,217 SF) at the end of a quiet cul-de-sac and offers elevated views of Lake Sue. Originally built in the 1970's, this well-built, concrete block home, offers a very spacious interior layout with 5-bedrooms, 5 full baths, 2 half baths, formal living & dining rooms, a family room, and a large kitchen. Dramatic, exposed wood-beam, cathedral ceilings can be found in many of the rooms creating open and airy spaces. Architectural features such as Gothic arches, solid wood doors, craftsman window trim and framing, terracotta tile floors, two stone fireplaces, and an "old world" bar are just a few of the handcrafted details that have been installed throughout. This 2-story home offers a very functional floor plan. On the first floor you'll find the kitchen, living, dining, and family rooms, a half bath, and two primary bedrooms, each with a full en suite. Upstairs are 3 generously sized bedrooms, two of which share a Jack-and-Jill bath, and the third which has "his and her bathrooms" as well as access to the upstairs bonus room. Outdoors there is no shortage of entertainment space. The home wraps around a large, courtyard-inspired pool, and is surrounded by well-landscaped gardens which create the perfect amount of privacy. Stroll the beautiful garden path and enjoy sweeping views of Lake Sue. Continue up the pathway to find a finished FDU (approximately 500 SF not included in home's total SF) with a kitchenette and full bath. Located in one of Winter Park's most desirable neighborhoods, residents of Sevilla enjoy the charm of this sidewalk neighborhood and its convenience to nearby Park Avenue with its many shops and restaurants. Its homes are also zoned for the coveted Audubon K-8 school district and top private schools are just a 10-minute drive away. This one-of-a-kind estate home is truly special and a must-see.

Beds:
4
Baths:
5.00
Sq.Ft.:
4,812
Status:
NEW LISTING
MLS#:
O6307443
Type:
Single Family
Subdivision:
GOLFVIEW HEIGHTS
Lot size:
0.34 Acres
Year built:
2025
A broker reciprocity listing Courtesy: LA ROSA REALTY HORIZONS LLC, 407-902-6236
View additional info

Welcome to a stunning new home positioned near Windsong and the AdventHealth Hospital. This extraordinary property boasts 4,812 square feet under AC. The stately manner is thoughtfully designed with four commodious bedrooms and five full-size bathrooms. Additionally, it features an expansive three-car garage complemented by an impressively constructed circular paver driveway. The first floor showcases lofty 11.4-foot ceilings, while the second floor features equally impressive 10-foot ceilings. A plentiful array of windows and numerous sliding doors augment the home's overall charm by inviting a flood of natural sunlight. A medley of Lutron dimmers and smart switches grants effortless convenience at your fingertips.You will be warmly welcomed by a majestic steel glass hurricane impact door. Upon setting foot into this marvelous residence, one is instantly greeted by the glow of Oak wood floors, thoughtfully woven throughout each corner of the abode. Well-appointed Walnut and Oak wall panels add an unparalleled layer of understated luxury to this remarkable home.The kitchen is a visual treat with an expansive waterfall island dominating the space. Floor-to-ceiling cabinets deliver abundant storage while the gleaming Quartz countertops exhibit both beauty and durability. To add to its grandeur, a matching Quartz backsplash extends all the way to touch the ceiling, seamlessly melding simplicity with luxury.The kitchen comes fully equipped with all Thermador appliances, ready to cater to your every culinary need. This suite of top-tier appliances includes a grand 72-inch combo Freezer/Wine Tower/Fridge, a natural gas 48-inch Range with a steam oven guarantees an enjoyable cooking experience each time. Two fully equipped laundry rooms, one located on each floor. The master bedroom features an expansive sliding glass door leading you directly to the tranquillity of the sprawling backyard.The master bathroom is a serene, spa-like haven designed with luxurious Italian tiles, a natural stone accent wall that lends an air of sophistication. The floating cabinets add to the modern aesthetic and are enhanced by the backlit marble countertops, radiating a soft glow, adding to the relaxing atmosphere.The second floor boasts 3 well-appointed bedrooms and corresponding bathrooms, each outfitted with Marble countertops that enhance their plush ambience. Uniquely offering versatility, a large flex area graces this floor, which could be customized according to your liking or needs. Ensuring fun entertainment spaces within the confines of your home exists a game room too, catering to all age groups! The special feature is an in-built wet bar complemented by Cristallo Quartzite counters and custom cabinetry, thus serving as an ideal indoor party venue. As an extension of indoor living space, the outdoors is a sizeable terrace accented with contemporary glass railings.Yes, the backyard is a true oasis in this property. A large covered lanai provides ample space for relaxation or outdoor dining. The summer kitchen features state-of-the-art appliances to assist in making your entertaining dreams come true. No luxury home would be complete without a pool, and this one comes with a gas-heated saltwater pool and a spa. A full pool Bathroom with a Steam Shower. Travertine pavers enhance the overall appeal.In conclusion, the home exhibits a smooth blend of advanced technology and high-end finishes, promising a luxurious living experience!

Beds:
1
Baths:
1.00
Sq.Ft.:
678
Status:
NEW LISTING
MLS#:
TB8384159
Type:
Condo, Townhouse
Subdivision:
STRATFORD A WINTER PARK CONDO
Year built:
1973
A broker reciprocity listing Courtesy: HOMECOIN.COM, 888-400-2513
View additional info

1 bed, 1 bath condo in Winter Park

Beds:
2
Baths:
1.00
Sq.Ft.:
710
Status:
NEW LISTING
MLS#:
O6307468
Type:
Condo, Townhouse
Subdivision:
LAKE KILLARNEY CONDO
Lot size:
0.28 Acres
Year built:
1960
A broker reciprocity listing Courtesy: MAINFRAME REAL ESTATE, 407-513-4257
View additional info

One or more photo(s) has been virtually staged. Welcome to the Lake Killarney Condo Community! This two-bedroom, one-bathroom condo features sold surface countertops in the kitchen, complete bathroom renovation with updated fixtures, newer floors in some rooms, washer/dryer hookups, newer kitchen appliances, and a complete interior fresh coat of paint. Central heat/air was also added by the current owner to the screened in patio/balcony, including a closed off air duct to the balcony/patio, should you want to enclose the area. With a partial lake view from the patio, all you have to do to embrace nature is step outside your front door. This unit includes 1 parking space and visitor parking as well. Other amenities include the community pool, which overlooks Lake Killarney, a private loading dock for the boating expert in you, shuffleboard courts, grilling stations, an on-site fitness center, and scenic outdoor seating areas, perfect for picnics, romantic sunsets, and daily meditation. HOA options for boat parking and dedicated kayak storage based upon availability. Located next door to Trader Joe's and across from Winter Park Village, this condo offers convenient access to premier shopping, dining, and entertainment. Take a boat ride to Hillstone for happy hour or a delicious meal, relax in the pool while watching the sunset, or read a book under one of the park trees. Book your showing today and begin your ultimate lake life living!

Beds:
2
Baths:
1.00
Sq.Ft.:
894
Status:
NEW LISTING
MLS#:
O6307175
Type:
Single Family
Subdivision:
DUBSDREAD HEIGHTS
Lot size:
0.16 Acres
Year built:
1957
A broker reciprocity listing Courtesy: CASTLE & COTTAGE REALTY LLC, 407-620-9405
View additional info

Great Opportunity in Prime Location! Located just off the Fairbanks Avenue exit from I-4, this charming 2-bedroom, 1-bath fixer-upper sits on a generous 7,000 sq ft lot in a quiet, convenient neighborhood. With original hardwood floors in the living area and bedrooms, this home is full of character and ready for your personal touch. The enclosed front porch has been vented for A/C, creating a light-filled sunroom and entry foyer"perfect for a relaxing morning coffee or casual sitting area. The garage has been converted into a functional bonus room/office space and a large laundry but could easily be restored to a traditional garage if desired. The kitchen offers space for a small dining table, and the original tiled bathroom remains in great condition, preserving the home's vintage charm. Many of the windows have been updated, enhancing both aesthetics and energy efficiency. The large backyard features a concrete pad with existing electrical service, ideal for a future shed, workshop, or outdoor living area.Recent major updates make this home even more attractive: New Central A/C installed in May 2023. $10,000 in crawl space improvements (vapor barrier, dehumidifiers, drainage matting, and new access door), with a transferable service plan. Whether you're looking to renovate, invest, or build new, this property offers flexible options in a rapidly appreciating area. Tear down and build your dream home, or restore this cottage to its former charm"the choice is yours. Don't miss out"schedule your showing today!

Beds:
4
Baths:
2.00
Sq.Ft.:
1,724
Status:
NEW LISTING
MLS#:
O6303005
Type:
Single Family
Subdivision:
HOWELL ESTATES REP
Lot size:
0.23 Acres
Year built:
1977
A broker reciprocity listing Courtesy: KELLER WILLIAMS HERITAGE REALTY, 407-862-9700
View additional info

Welcome to your private oasis"where thoughtfully designed living spaces and beautiful upgrades come together in one incredible home. Whether it's poolside afternoons, entertaining under the lanai, or cozy nights inside, this property delivers the Florida lifestyle you've been searching for. Step inside this well-maintained split floor plan home and enjoy a spacious family room that flows effortlessly into a covered rear oversized porch and screened-in pool"perfect for relaxing or hosting friends. The remodeled kitchen features upgraded wood cabinetry, granite countertops, stainless steel appliances, and a lovely backsplash. The primary suite offers its own retreat, complete with a separate vanity area, walk-in closet, and updated shower. Throughout the home, you'll find wood plank vinyl flooring"no carpet"and beautifully upgraded bathrooms with granite countertops and custom tile finishes. The property layout is perfect for anyone needing space for a home office, guest room, or kids' area. The exterior boasts charming arched openings and a private front courtyard, ideal for morning coffee or quiet evenings surrounded by your own landscaping. Step into the backyard and discover the perfect Florida escape: a large covered lanai, sparkling pool, and a privacy fence for ultimate seclusion. It's the ideal spot for grilling, lounging, or soaking up the sunshine. Located just minutes from Park Avenue where you'll find incredible dining, shopping, and events, plus quick access to 417 for easy travel to the Orlando theme parks or Florida's stunning beaches. Zoned for top-rated Seminole County schools, this home offers both comfort and convenience in one of Central Florida's most desirable areas. Don't miss this opportunity to own a beautifully upgraded home in a prime location"schedule your tour today!

Beds:
4
Baths:
2.00
Sq.Ft.:
1,508
Status:
NEW LISTING
MLS#:
O6306995
Type:
Single Family
Subdivision:
OAKCREST-516
Lot size:
0.21 Acres
Year built:
1983
A broker reciprocity listing Courtesy: RE/MAX TOWN & COUNTRY REALTY, 407-695-2066
View additional info

Charming Winter Park Home with Pool on Oversized Lot - No HOA!Welcome to 7249 Abbey Lane, a lovely home offering the perfect blend of comfort, character, and convenience in Winter Park"within desirable Seminole County and zoned for top-rated schools.This spacious home features an open layout with laminate flooring, crown molding, and updated bathrooms that bring a modern touch to a classic design. The oversized inside utility room provides exceptional storage and functionality, ideal for busy households.Step outside to a beautifully landscaped yard with mature trees, a welcoming front porch, and a covered & screened patio featuring a striking tongue and groove wood ceiling"a stylish spot to relax by the open-air pool. Whether you're hosting friends or enjoying a quiet afternoon, this backyard oasis is ready to impress.With no HOA, an oversized lot, and a Winter Park address, this property is a rare find offering both freedom and value. Come invest in your future and make this charming house your dream home.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,740
Status:
NEW LISTING
MLS#:
O6306990
Type:
Single Family
Subdivision:
GOLFSIDE GOLF COURSE SEC 01 #3055
Lot size:
0.25 Acres
Year built:
1967
A broker reciprocity listing Courtesy: FANNIE HILLMAN & ASSOCIATES, 407-644-1234
View additional info

One or more photo(s) has been virtually staged. Outstanding opportunity to be in one of the best neighborhoods, as well as golf holes, of the Winter Park Pines Golf Course and community of Golfside! Discover the perfect blend of comfort, style, and location in this beautifully updated Mid-Century Modern 3-bedroom, 2-bath home nestled on the lush fairway of the 9th hole (formerly the 18th hole.) With 1,740 square feet of living space, this residence offers an open and inviting layout ideal for both relaxation and entertaining. Step outside to your private backyard oasis featuring lush landscaping, a sparkling pool, soothing spa, and cozy firepit " all with serene golf course views. Patio furniture is included! Whether you're enjoying quiet mornings or hosting evening gatherings, this home offers the ultimate Florida lifestyle. It's zoned for all top-rated schools, close to both downtown Winter Park & Baldwin Park's shopping and dining areas. Cady Way bike trail access is located just down the street. Additional community places: Advent Health Winter Park Hospital and Medical Complex, Ward Park Athletic Complex, Center for Health & Wellbeing/Crosby Fitness Center, and Cady Way Park, are ALL within the neighborhood! Don't miss the opportunity to live in one of Winter Park's most desirable neighborhoods! Please see the attachments for even more details. Reach out to schedule a showing! All offers to be reviewed on Sunday evening, May 11th, 5PM.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,616
Status:
NEW LISTING
MLS#:
O6307385
Type:
Condo, Townhouse
Subdivision:
LA CASAS DE INDIANA
Lot size:
0.01 Acres
Year built:
2008
A broker reciprocity listing Courtesy: COMPASS FLORIDA LLC
View additional info

Welcome to this beautifully updated townhome, conveniently located near everything you need. Step inside to discover a bright, open floor plan with new luxury vinyl plank flooring that flows seamlessly throughout the main level. The kitchen has been recently updated with white cabinets and features newer appliances, including a refrigerator, dishwasher, and washer/dryer"all added in the past year. You'll love entertaining at the spacious breakfast bar with pendant lighting, overlooking the living and dining area. The downstairs half bath has been tastefully upgraded with modern finishes, while a new exterior AC unit ensures comfort and efficiency year-round. Upstairs, you'll find well-appointed bedrooms and bathrooms filled with natural light. Enjoy the privacy of a fenced outdoor patio and the convenience of a two-car garage. Located just minutes from Park Avenue's shops, restaurants, and top-rated schools, this move-in-ready home offers the perfect blend of comfort, style, and location.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,587
Status:
NEW LISTING
MLS#:
O6307026
Type:
Single Family
Subdivision:
LANDINGS AT HAWKS CREST
Lot size:
0.11 Acres
Year built:
2022
A broker reciprocity listing Courtesy: AGL BROKERAGE CORP, 407-554-3102
View additional info

Welcome to your dream home in a gated Winter Park community! This beautifully designed residence offers modern comfort with serene pond and fountain views from the screened lanai"perfect for relaxing or entertaining. The open-concept layout is filled with natural light and features a gourmet kitchen with high-end appliances and sleek finishes. The first-floor owner's suite is a private retreat with a custom walk-in closet and spa-like bath. Upstairs, enjoy three spacious bedrooms, two full baths, and a versatile loft. Enjoy resort-style amenities including a pool, clubhouse, walking trails and playgrounds. Plus, the HOA covers all yard maintenance for easy, worry-free living. Ideally located near top-rated schools, shopping, and dining"schedule your tour today!

Beds:
6
Baths:
6.00
Sq.Ft.:
5,878
Status:
NEW LISTING
MLS#:
O6306273
Type:
Single Family
Subdivision:
WINDSONG LAKESIDE SEC 01 43/70
Lot size:
0.28 Acres
Year built:
2006
A broker reciprocity listing Courtesy: COLDWELL BANKER RESIDENTIAL RE, 407-647-1211
View additional info

Presenting a stunning luxury estate in the highly coveted Windsong community with access to the gorgeous Winter Park chain of lakes. Prepare to be impressed as you enter this almost 6,000 square foot home adorned with custom high-end features throughout, plus a fabulous guest apartment with a full bathroom and kitchenette fully renovated to be enjoyed as a private poker/bourbon room. This exceptional residence has been converted to a full Smart Home with integrated controls for lighting, audio/video, security system with cameras, intercom, thermostat and sun shade. The beautiful chef's kitchen boasts a brand new 48" Sub-Zero refrigerator, and all new Wolf appliances including double 30" electric ovens, microwave, gas cooktop, hood insert, and warming drawer. For added convenience, a fully appointed Butler's pantry is adjacent to the kitchen. Retreat to the stunning first floor owner's suite featuring a newly installed electric fireplace, sitting area, a walk-in closet with custom cabinetry, a separate office/home gym and a spa-inspired bathroom with a jetted tub and steam shower. Just outside, step into your own personal wellness retreat with a new Polar Monkey brand cold plunge and a four-person sauna. Also, guests will enjoy the convenience of another private first floor bedroom suite. Upstairs are the additional three spacious bedrooms and bathrooms, a huge loft area, and hidden stairs leading to a generous air conditioned storage room, great for a home theater. The outside oasis greets you with a fully reimagined expansive covered lanai with an outdoor kitchen complete with a 60" Fire Magic grill, 60" Fire Magic vent hood, Summit refrigerator, and stainless steel cabinets. Relax by the sparkling saltwater pool with its sun shelf, retractable screen, and travertine deck surrounded by lush tropical landscaping and artificial turf for carefree living. The extensive renovations to this luxury estate continue with the installation of a new roof, new gutters with leaf guards, freshly painted exterior, new wood trellis, all new saltwater pool equipment, and epoxy garage flooring with added custom cabinets. Embrace this luxury lifestyle with exclusive access to the Windsong Residence Club overlooking the Winter Park Chain of Lakes, with amenities including lake access, community pools, splash park, playground, and use of the pontoon boat. This home may be purchased fully furnished. Don't miss the opportunity to own this spectacular home in one of Winter Park's most sought after neighborhoods with its top-rated schools, and proximity to shopping and dining on Park Avenue in picturesque downtown Winter Park!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,069
Status:
NEW LISTING
MLS#:
O6306906
Type:
Condo, Townhouse
Subdivision:
QUARTERS AT WINTER PARK CONDO PH 2
Year built:
1981
A broker reciprocity listing Courtesy: FANNIE HILLMAN & ASSOCIATES, 407-644-1234
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One or more photo(s) has been virtually staged. A rare (and low-maintenance!) gem, this 3 bed/2.5 bath home is located just around the corner from Park Avenue and Rollins College. Tucked away in the most perfect location, this 2-story Winter Park condo was stripped down to the studs and completely remodeled in 2007 with all new plumbing, electrical, ductwork, flooring, appliances, and natural gas line, plus (2) newer HVAC systems installed in Nov. 2022. The gated front courtyard was designed by a landscape architect, where foliage, a potted herb garden, wooden bench, and fountain create a tranquil welcome for your guests. Enter to a spacious dining room flooded with natural light through the bank of French doors that open to the courtyard. A built-in dry bar, complete with 2 wine refrigerators, makes this a perfect space for entertaining, while oak wood flooring throughout the home adds warmth and charm.The stylish chef's kitchen has cool concrete counters, custom cabinetry, and dual-fuel 6-burner Wolf range, plus a cozy dinette with a built-in terrazzo-topped table and banquette. A breakfast bar provides extra seating, and the living room beyond includes a clean-burning bioethanol fireplace and soaring windows with views of the interior screened 2-story courtyard. Upstairs, the private primary retreat offers multiple closets, a balcony overlooking the interior courtyard, and an en-suite bath featuring a large walk-in shower with body sprays, a towel warmer, and a laundry room with built-in storage. At the opposite end, the front-facing bedroom can double as an office, with a custom built-in desk and shelving along one wall, plus a screened balcony that overlooks the front courtyard, perfect for sipping your morning coffee or tea. A 3rd bedroom, 2nd full bathroom, linen closet, and quaint sitting area/nook complete the second floor.A private alleyway behind the building provides access to the oversized 2-car garage with a custom built-in workbench and sink, and 2 dedicated storage units. Walk to the Rollins, Park Avenue, the Winter Park Tennis Center, Azalea Lane Playground, or through the brand new Seven Oaks Park on your way to the shops and eateries along Orange Avenue. The ideal blend of sophistication and practicality, this condo is simply perfect for those seeking an effortless lifestyle in the heart of Winter Park.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,939
Status:
NEW LISTING
MLS#:
O6306512
Type:
Condo, Townhouse
Subdivision:
HENKEL ADD
Lot size:
0.1 Acres
Year built:
2019
A broker reciprocity listing Courtesy: KELLY PRICE & COMPANY LLC, 407-645-4321
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Like new and totally turn-key! Built by award-winning Winter Park Custom Homes, coastal modern residence offers thoughtful design, high-end finishes, and an unbeatable location in Winter Park's coveted 32789 ZIP code. 3-bedroom, 2.5-bath home combines privacy with convenience. Minutes from Park Avenue, downtown Orlando and major local destinations. The home features authentic reclaimed European oak wood flooring throughout, 10-foot ceilings, and abundant natural light from a premium window and door package that frames garden and yard views. Open-concept floor plan flows through the main living area into a chef's kitchen with marble countertops, backsplash, center island, Thermador gas range, walnut cabinetry, and custom millwork. Solid core 8' doors, LED lighting, and a centralized On-Q AV closet with surround sound wiring.Recent updates include new Rejuvenation hardware throughout, freshly painted cabinets in the kitchen, laundry, mudroom and guest bath, a canopy installation at the kitchen entry, added storage solutions in the laundry and garage, interior painting and more. New grass and fence with gates installed.The primary suite features a spa-style bath with a large walk-in shower and soaking tub, and a generous walk-in closet. Additional features include custom window treatments, updated light fixtures, and mounted TVs in the living room and primary bedroom. Two more bedrooms upstairs with nicely sized closets and beautiful marble bathroom and shower/soaking tub.Built with long-term efficiency in mind, the home includes block construction, a concrete flat tile roof, spray foam insulation, Low-E glass, and custom metal Bahama shutters. The exterior has also been updated with new sod and fencing. Private garage, guest parking, security system and underground utilities. Close to highways, shopping, schools. Park Maitland, Lake Highland and public schools. No HOA!This home offers a rare opportunity to own a low-maintenance, design-forward residence in a prime Winter Park location with no detail overlooked.Furnishings can also be included upon request at a separate price. Move right in!

Beds:
3
Baths:
4.00
Sq.Ft.:
2,265
Status:
NEW LISTING
MLS#:
O6306044
Type:
Condo, Townhouse
Subdivision:
MONDRIAN/WINDER PARK TWNHMS
Lot size:
0.04 Acres
Year built:
2024
A broker reciprocity listing Courtesy: COLDWELL BANKER RESIDENTIAL RE, 407-647-1211
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Act quickly"only three units remain! We are excited to introduce a beautiful, brand-new modern brownstone located in the heart of Winter Park, with access to Lake Killarney. Nestled in an exclusive community of 30 contemporary townhomes, each residence is thoughtfully designed with exquisite finishes, expansive storefront-style windows, and 11-foot ceilings that welcome an abundance of natural light. This impressive 3-bedroom, 3.5-bath home comes packed with luxurious features that truly elevate its value. The unique layout places the main living space on the second level, seamlessly connecting a modern kitchen, dining room, and great room, perfect for entertaining. Also on this level, you'll find a spacious primary bedroom suite at the rear of the home, offering serene lake views from both the bedroom and spa-inspired bath. This retreat is complete with two generous walk-in closets, a cozy sitting area, and a beautifully designed bath featuring luxurious tile, a frameless glass shower, and a private water closet for added privacy. On the first level, our advantageous split-bedroom design includes two additional suite-style bedrooms, offering flexibility and space to accommodate your lifestyle. Convenience abounds, thanks to a full-size laundry room complete with a front-loading washer and dryer, making this home both elegant and functional. Ascend to the rooftop oasis, where you'll discover an outdoor kitchen, a pergola, a hot tub, and breathtaking views, creating the perfect atmosphere for relaxation and entertaining. Situated in the picturesque Winter Park, just north of downtown Orlando, residents enjoy lakeside living with access to a private boat slips, and a charming lakefront pavilion. Here, you're moments away from outstanding dining, shopping, and recreational options, ensuring a lifestyle of unmatched convenience and luxury. Additional highlights include high-end level four drywall finishing throughout the home, designer-selected lighting fixtures that provide a striking ambiance, and custom closet systems designed for optimal organization and style. The durable Mohawk engineered flooring in a chic gray tone adds both beauty and warmth to each room. Enjoy cooking with a Samsung appliance package, featuring a natural gas cooktop and a tankless water heater for ultimate efficiency. The kitchen boasts luxurious quartz countertops and a stunning waterfall-edge island"ideal for culinary adventures and gatherings with friends. Finally, unwind on the level three composite decking, perfect for outdoor gatherings in the fresh air. Your oversized two-car garage comes with an epoxy-painted floor and a 220V EV outlet for added convenience and eco-friendly charging options. Welcome to your dream home, where every detail has been meticulously crafted to enhance your lifestyle, perfectly blending comfort, style, and sustainability. Live the life you've always wanted in our exceptional townhome!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,192
Status:
NEW LISTING
MLS#:
O6305890
Type:
Single Family
Subdivision:
PRESERVE AT HAWKS CREST
Lot size:
0.14 Acres
Year built:
2019
A broker reciprocity listing Courtesy: KELLER WILLIAMS REALTY AT THE PARKS, 407-629-4420
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JUST LISTED - FANTASTIC WINTER PARK CONSERVATION LOT HOME LOCATED IN THE HEART OF THE PRESERVE AT HAWKS CREST!- 2159 Marsh Sedge Lane, Winter Park - Stunning Hawk's Crest Residence - Offered at $789,000! Highly desirable, single-story residence in Winter Park's newest gated community. This is the Pomelo model built by Meritage Homes. An absolutely stunning, immaculate, "betterthan new construction" single story home with loads of upgrades! This beautiful home features a 3-way split floorplan with high ceilings and open concept living spaces. The gorgeous all white kitchen opens up to the home's great room and offers soft close cabinetry, Quartz countertops, stainless steel appliances, a built-in double oven, and a large island with seating. Oversized dinette space provides room for a full-size dining table and overlooks the beautiful backyard and outdoor living space. The primary bedroom sits at the back of the home and offers an oversized, custom walk-in closet with an abundance of storage, and an en suite bath complete with double sink vanity and walk-in shower. Each of the guest bedrooms are comfortably sized with ample closet space. Bedroom #4 offers a private full bath! The home features a screened in lanai and backs up to a quiet green space. Termite bond is included. Located in Winter Park's gated Hawks Crest community residents enjoy exclusive access to a community pool, fitness center, fishing pier, and non-motorized access to Lake Howell. Nearby shops and dining like Kelly's Ice Cream, Foxtail Coffee, and Donut King, along with Park Maitland's Preschool Campus are literally right outside the neighborhood gates. This spectacular home - schedule your showing today!

Beds:
4
Baths:
2.00
Sq.Ft.:
2,096
Status:
Active
MLS#:
O6306696
Type:
Single Family
Subdivision:
WINTER WOODS UNIT 04
Lot size:
0.25 Acres
Year built:
1972
A broker reciprocity listing Courtesy: MIGHTY REALTY INC, 407-403-6540
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Move-In Ready Evergreen Park Home with 4 Bedrooms 2 Bathrooms and a 2 Car Garage with a Pool on an Oversized Lot in this much Sought-After Quiet Neighborhood. Home has a NEW ROOF and a NEW AC (2023). Home has a wonderful layout with a split floorplan, separate family and living rooms, dual fireplace with engineered wood and ceramic tile throughout. Kitchen has plenty of countertop and cabinet space with a full set of appliances including a refrigerator, stovetop, convention oven and dishwasher. Master bedroom suite is large with a walk-in closet and private bathroom with a pool door and separate shower. Exterior patio area has a pool with a screened enclosure, plenty of space to entertain the whole family and a fenced backyard which is great for the pets to play as well. If location is everything then this one is PERFECT just minutes from shopping, entertainment, schools, restaurants, hospital and major streets. Please call to schedule today!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,191
Status:
Active
MLS#:
V4942565
Type:
Single Family
Subdivision:
LAKE FOREST PARK
Lot size:
0.16 Acres
Year built:
1952
A broker reciprocity listing Courtesy: KELLER WILLIAMS HERITAGE REALTY, 407-862-9700
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Welcome to 2327 Mulbry Drive " located in one of Winter Park's hottest pockets for new construction and luxury development. Situated in the Lake Forest Park community, this property offers incredible potential whether you're looking to tear down and build new or take on a light renovation project. Surrounded by stunning new builds, this area is quickly becoming a go-to for modern custom homes. Just steps from Blue Jacket Park in Baldwin Park and minutes to Downtown Winter Park, Audubon Park, and Downtown Orlando, the location speaks for itself. Zoned in the sought-after 32789 zip code, this is your chance to create something truly special in the heart of Winter Park.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,204
Status:
Active
MLS#:
O6305970
Type:
Single Family
Subdivision:
LAKE MONTE SUB
Lot size:
0.25 Acres
Year built:
2016
A broker reciprocity listing Courtesy: EXP REALTY LLC, 888-883-8509
View additional info

Stunning contemporary home in Winter Park is close to Park Avenue and all of the wonderful restaurants, shops and the historic farmer's market. This luxurious home exudes a crisp, pristine setting with modern living spaces and a well-designed, stylish living environment. Off the foyer entry is a home office or bonus room as well as a powder bath. The beautiful dining room is open to an elegant living room and dreamy modern fireplace. The kitchen is perfect for entertaining with "LG Snowstorm Quartz" kitchen countertops, wine fridge, Thermador gas range and appliances. The first floor Primary Suite has a huge walk-in closet with laundry. Enter the bathroom to see the uniquely stylish soaking tub and shower and dual vanity. Upstairs find 3 spacious bedrooms, all with walk-in closets, a large loft, laundry room and 2 additional bathrooms. The outdoor patio sports a remote screen to access the sparkling pool and spa. Fenced-in property gives privacy and a sense of calm, particularly on the deck and Pergola in the back yard. Zoned for A-rated Brookshire Elementary, Glenridge Middle, and Winter Park High School. MORE PICTURES FRIDAY!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,057
Status:
Active
MLS#:
S5126317
Type:
Condo, Townhouse
Subdivision:
VILLAGE WINTERSET INC
Lot size:
1.09 Acres
Year built:
1971
A broker reciprocity listing Courtesy: D.V REALTY CONSULTANTS, 407-791-8899
View additional info

Rare Corner Top-Floor Condo with Expansive Views in Winter Park's Premier Location!Discover this beautifully maintained 2-bedroom, 2-bath top-floor corner unit in the highly sought-after Villages of Winterset Condominiums. Bathed in natural light and offering stunning broad views, this inviting home combines comfort, privacy, and unbeatable convenience.Enjoy the ease of top-floor living with two elevators, a private store unit on the same floor and an on-site laundry room just steps away. Your assigned covered parking space offers both protection and peace of mind. The secured mid-rise building features key access and a call box system for guest entry, along with a welcoming lobby lounge.Step outside and find yourself just a short walk from the heart of Winter Park. Stroll to Park Avenue's renowned shopping and dining, the Morse Museum, Rollins College, the scenic Winter Park Golf Course, and SunRail's commuter station. From seasonal art festivals to outdoor concerts and movie nights, Central Park is your vibrant neighborhood centerpiece.Community amenities include a sparkling private pool, spacious sun deck, and a grilling area"perfect for entertaining or enjoying a quiet day at home. Experience the charm, culture, and lifestyle of Winter Park from one of its most desirable addresses with the renown Rollins College nearby. Winterset is a proudly owner-occupied community, where rentals and pets are not permitted, preserving its peaceful and well-maintained atmosphere. There is also a guest parking available. Come see for yourself what makes Winterset so special!

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