2835 Bear Island Pointe Winter Park, FL 32792

$775,000 - 4Br/4Ba -  for Sale in Cypress Reserve, Winter Park
New
$775,000
4 Beds
3.5 Baths
2,902 SqFt
Status Active
MLS # O6201350
Property Type Single Family Residence
Price Type --
This is your perfect opportunity to live in the Established, Beautifully Manicured Gated community of Cypress Reserve in Winter Park! When you drive up to the home, notice the Beautiful canopy of trees. This home boasts a 3-way split floorplan with 4 Bedrooms and 2 baths downstairs, half bath in the pool area and a Loft which be used as another bedroom with a closet AND it's own Full Bath upstairs, not to mention the gorgeous pool and patio area! When you walk in the front door, your gaze takes you up to the Cathedral High Ceilings and then the Spacious 21' x 17' Family Room with a Fireplace. 2018 Roof and 2021 HVAC! The seller is the original owner and has taken great care of this home. This home is ready for you to make it your own! It is conveniently located to SR 417, lots of restaurants and shopping! Please schedule your appointment today!

633 Balfour Drive Winter Park, FL 32792

$365,000 - 3Br/2Ba -  for Sale in Winter Park Estates, Winter Park
New
$365,000
3 Beds
1.5 Baths
1,350 SqFt
Status Active
MLS # O6202067
Property Type Single Family Residence
Price Type --
Location! Location! Location! Here is your perfect chance to buy a home in Winter Park for under $375k! As well as being in Winter Park, this home backs up to a city easement which further backs up to the wooded area of the private Interlachen Country Club Golf course. NO REAR NEIGHBORS and optional HOA! With a little TLC, this 3 bedroom, 1.5 bath home provides endless opportunities. This approximately 1350 sq ft rancher sitting on a generous 0.2 acre lot with mature landscaping, is just the retreat you've been looking for! Winter Park offers serene parks, picturesque walking trails, and lush greenery right at your doorstep, you'll feel a world away while still being just moments from all the amenities and attractions the area has to offer. Downtown Park Ave is just mins away, as well as access to the highways. Whether you're enjoying a leisurely stroll through the neighborhood or unwinding in your own private backyard oasis, you'll love coming home to this peaceful paradise.

1391 Richmond Road Winter Park, FL 32789

$4,130,000 - 4Br/6Ba -  for Sale in Virginia Heights, Winter Park
New
$4,130,000
4 Beds
5.5 Baths
4,635 SqFt
Status Active
MLS # O6152759
Property Type Single Family Residence
Price Type --
Welcome to 1391 Richmond Road. A true work of art and surreal living experience now on the market for the very first time. The most discerning buyer will fall in love with the optimal location, an unusually private lot right in the heart of Winter Park, a short stroll to Park Avenue along the stunning shores of Lake Virginia. This handcrafted Georgian style home, designed to emulate New York City townhouse living was masterfully crafted on a magical lot abundant with pristine natural vegetation. Enjoy the Florida lifestyle with frontage on Howell Creek…kayak or paddleboard amongst incredible wildlife to the Winter Park Chain of Lakes. As you arrive, you are greeted by an enticing mix of traditional and old Florida plantings, highlighted by Bevolo exterior lighting and gas lanterns leading the way to your custom mahogany/iron work front entry door. The grand foyer with soaring ceilings, stunning black and white marble flooring, and grand staircase which was built in place, with hand molded railing providing a welcoming signature. Flanked by separate formal living and dining areas on either side, the formal dining room features custom hand painted Gracie brand wallpaper and leads to the butler’s pantry with wine refrigerator. The gourmet kitchen boasts Busby cabinetry, new six burner Decor gas range, new Bosch dishwasher, Subzero refrigerator, large island with prep sink, built-in oven, and naturally lit breakfast area overlooking the backyard oasis. The kitchen opens to the spacious family room with extensive venetian painted millwork, gas/wood burning fireplace with custom Italian made marble surround, 11’4” ceilings, and French doors leading to the terrace and backyard retreat. The formal living room complete with venetian plaster, gas fireplace with custom marble is connected to the family room with a stunning barreled ceiling hallway conveniently located to a chic powder bath. The main floor also includes a full pool bath with access to one of the two garages with air conditioned work room, and a 2nd back staircase. The upstairs primary suite is a sanctuary, graced with an antiqued mirror entry, gas fireplace, double French doors leading to the serene balcony overlooking the statement backyard, and two custom closets with vast cabinetry and lighting. The spa-like bath features Walker Zanger flooring, generous walk-in shower, soaking tub and dual vanities with make-up area. Two additional ensuite bedrooms are also upstairs along with an office/flex room, full bath and laundry room. The second detached garage features a bonus room/convenient home gym. No expense was spared when building which displays antique and unique lighting fixtures, custom millwork, surround sound, central vacuum, reverse osmosis water filtration, and extensive storage throughout. Notable window treatments from the finest textile manufacturers worldwide (Clarence House, Elitis, Nancy Corzine, Carragio), wallcoverings (Fornasetti, Gracie, Schalamandre), lighting (Aerin, Niermann Weeks). This bespoke home is an entertainer’s dream with multiple outdoor areas to relax amongst the secret garden of terraced landscaping and four thoughtfully placed fountains. Celebrate nature’s wildlife which range from owls, great white egrets, blue herons, hawks, bunnies, and otters in your private sanctuary minutes to Winter Park’s premier dining, upscale shopping, Mead Botanical Garden, and the highly coveted Audubon K-8, and Winter Park High!

1921 Dartmouth Avenue Winter Park, FL 32789

$420,000 - 3Br/2Ba -  for Sale in Stansbury Estates, Winter Park
New
$420,000
3 Beds
2 Baths
987 SqFt
Status Active
MLS # G5081725
Property Type Single Family Residence
Price Type --
Welcome to your dream home in the heart of Winter Park! This charming bungalow has been fully renovated and completed upgraded from top to bottom, blending modern amenities with classic charm. Located between College Park and Winter Park, this home offers convenience, comfort, and style. The master suite has a walk-in closet and luxurious en-suite bathroom with a walk-in shower. The brand new kitchen includes granite countertops, stainless steel appliances, and custom cabinetry. There are 2 additional bedrooms along with a fully updated guest bathroom. Also included is the all-new paver driveway providing ample parking space, and a freshly custom-built fence that aesthetically pleases the eye, while ensuring privacy, security, and charm. Last but not least the custom-built pergola out in the front of the home is the finishing touch for the entire ensemble. Please present highest and best offers to listing agents email. There were already offers on the home prior to it hitting the market!

565 Heritage Boulevard Winter Park, FL 32792

$439,000 - 3Br/2Ba -  for Sale in Georgetown Estates, Winter Park
New
$439,000
3 Beds
2 Baths
1,512 SqFt
Status Active
MLS # O6194293
Property Type Single Family Residence
Price Type --
One or more photo(s) has been virtually staged. Located in the established, well-maintained subdivision of Georgetown Estates in beautiful Winter Park, this 4 bedroom, 2 bathroom split plan home is ready for you to move in and make it your very own! Walking into the home you are welcomed into a spacious foyer, and beyond that is an open concept living room and dining room layout. Around the corner from the foyer and adjacent to the dining room is a massive kitchen with more than enough room for an island and a table or breakfast bar. The kitchen pantry and ample cabinetry make it easy to tuck away groceries & kitchen essentials and the countertops provide plenty of prep-space for the home chef. Off of the kitchen is a large interior utility room, plenty big enough for a washer and dryer, extra storage or as a flexible work-space. An access door off of the utility room leads out to the one-car garage, making it very convenient when unloading groceries. Making your way back through the kitchen, you’ll find an accommodating primary bedroom with a walk-in closet and its own en suite. Across the home are 3 additional bedrooms, roomy enough for guests, kiddos or as a home office or hobby room. A secondary hall bath is convenient to all and features double-sinks and a shower/tub combo, making it easy for everyone to get up and out on busy mornings. An enclosed sun room provides additional living space and allows you to comfortably continue your Florida living, while the backyard is a blank slate with enough room for an expanded patio, a pool, a playset or to toss the ball around with Fido. This home boasts a brand new roof (April 2024), giving peace of mind to any buyer. Convenient to major roadways, dining & shopping and within 20 minutes of UCF’s main campus, this home’s location is absolutely perfect! Neighborhood schools include Lakemont Elementary, Maitland Middle and A-rated Winter Park High. Don’t miss out on the opportunity to have your very own piece of Winter Park!

5407 Ardmore Drive Winter Park, FL 32792

$424,900 - 3Br/2Ba -  for Sale in Wrenwood Unit 3 3rd Add, Winter Park
New
$424,900
3 Beds
2 Baths
1,422 SqFt
Status Active
MLS # O6198477
Property Type Single Family Residence
Price Type --
Welcome to your beautiful Winter Park retreat with NO HOA! This fully renovated residence offers 3 bedrooms, 2 bathrooms, a 2-car garage, and comes complete with a newly screened back patio and an expansive backyard. Every aspect of this home has been meticulously remodeled. The home features freshly painted interior and exterior and beautiful new flooring throughout. Essential components like the HVAC, Roof, and Windows have been replaced, ensuring peace of mind for the new owner. The heart of the home lies in its newly designed open-plan kitchen, creating an inviting atmosphere with new cabinets, beautiful butcher block countertops, and an added island providing extra storage. Ample space adjacent to the kitchen allows for a sizable dining area, perfect for gatherings. As you continue to the spacious great room you are greeted by a beautiful stone fireplace and wood mantel, creating a cozy place for relaxing. New lighting fixtures illuminate the space throughout, complemented by freshly done ceilings. Step outside to relax on the newly painted back patio, surrounded by freshly landscaped grounds in front and back. With close proximity to restaurants, retail, and a short drive to the vibrant Park Avenue, residents have easy access to a variety of shopping and dining options. Additionally, the convenient distance to Trinity Prep and the nearby Cross Seminole Trail offers opportunities for education and outdoor activities. With its modern updates and attention to detail, this Winter Park home presents an exceptional opportunity for those seeking a high-quality and well-maintained living space in a desirable location.

2515 Windward Way Winter Park, FL 32792

$299,000 - 3Br/2Ba -  for Sale in Windward Square Sec 1, Winter Park
New
$299,000
3 Beds
2 Baths
1,331 SqFt
Status Active
MLS # O6200958
Property Type Townhouse
Price Type --
Introducing Windward Square and Winter Park living under $300k! This meticulously updated townhome offers modern living at an affordable price. With a NEW ROOF installed in 2022 AND NEW HVAC , this turnkey property ensures peace of mind. Enjoy privacy with a charming front porch and fenced backyard, perfect for relaxation or entertaining. The spacious primary bedroom features a fireplace, walk-in closet, and en-suite bathroom, while the additional bedrooms offer ample space. Plant enthusiasts will appreciate the private atrium, adding a touch of greenery to the home. Complete with a shed in the backyard, this cozy abode has everything you need. With HOA fees under $100 per month, residents have access to a community pool just steps away. Situated in a prime location close to Winter Park's finest amenities, this home is a must-see!

520 Selkirk Drive Winter Park, FL 32792

$650,000 - 3Br/2Ba -  for Sale in Kenilworth Shores Sec 03, Winter Park
New
$650,000
3 Beds
2 Baths
1,668 SqFt
Status Active
MLS # O6201320
Property Type Single Family Residence
Price Type --
Nestled in the charming community of Kenilworth Shores in Winter Park, this beautifully updated home at 520 Selkirk Dr is a blend of modern amenities and welcoming comfort. The exterior greets you with a fresh, new roof and an inviting front porch set against a backdrop of mature landscaping. Inside, the home reveals a spacious layout enriched by recent renovations. The heart of the home, the kitchen, boasts sleek stainless steel appliances, pristine white shaker cabinets, and stylish subway tile backsplash, complemented by gorgeous wood-look tile that extends into the rest of the home. Each bedroom offers a serene escape, while the updated bathrooms feature contemporary fixtures and finishes. This property is ideal for remote work and family balance. It boasts a beautifully finished and air-conditioned shed in the backyard, perfect for a home office, as well as a versatile bonus space that could be used for an additional office or homework space, a playroom, or for family gatherings, without taking away from the three designated bedrooms. The home also has a sparkling, private pool perfect for relaxing or entertaining on sunny days. This delightful property combines thoughtful updates with timeless charm, making it a must-see for those desiring a turn-key home in Winter Park.

3134 Shady Pine Avenue Winter Park, FL 32792

$425,000 - 3Br/2Ba -  for Sale in Bel Aire Pines, Winter Park
New
$425,000
3 Beds
2 Baths
1,362 SqFt
Status Active
MLS # O6201572
Property Type Single Family Residence
Price Type --
Welcome to your newly updated Winter Park sanctuary! This meticulously maintained home is truly turnkey, offering a seamless transition for its fortunate new owners. As you step inside, you're greeted by a beautifully landscaped exterior and a spacious layout filled with impressive upgrades. Environmental consciousness meets practicality with the recent addition of a NEW HVAC, NEW GUTTERS, DRAINAGE SYSTEM, SOLAR PANELS, and GARAGE INSULATION. UPGRADED ELECTRICAL PANEL, TANKLESS WATER HEATER and UTILITY SINK have all been added for convenience and peace of mind. Not only does this enhance the home's eco-friendliness, but it also promises long-term cost savings. Inside, the split floor plan ensures privacy and comfort for all. The versatile sunroom at the rear of the home invites creativity, serving as a flexible space for living, dining, working, or unwinding. Step into your private backyard retreat, boasting a beautiful saltwater pool—a refreshing oasis for hot summer days. The expansive deck provides an ideal setting for weekend gatherings, whether it's for BBQs or realizing your outdoor kitchen dreams. Every detail has been meticulously attended to, from the mature landscaping to the ample storage for lawn and garden essentials. Inside, the upgrades continue, including luxurious engineered wood flooring throughout and a top-of-the-line R.O. Water Treatment System. Upgraded bathrooms and kitchen, along with new lighting fixtures, showcase the home's modern elegance. Conveniently located just minutes away from UCF, Full Sail University, Park Ave boutiques, downtown Orlando, and the Orlando International Airport, this home offers both indulgence and convenience. With an optional HOA fee of just $40/year and easy access to major highways, including 408, 417, and I-4, this Winter Park gem is sure to attract eager buyers. Don't miss out on the opportunity to make this stunning pool home your own!

620 Killarney Bay Court Unit 2 Winter Park, FL 32789

$550,000 - 2Br/3Ba -  for Sale in Killarney Bay Condo, Winter Park
New
$550,000
2 Beds
2.5 Baths
1,214 SqFt
Status Active
MLS # O6201966
Property Type Condominium
Price Type --
Welcome to lakefront living at its best! This lovely direct lakefront condominium is nestled on the shores of Lake Killarney with breathtaking views from almost every room. This unit was the original model featuring 2 bedrooms, 2.5 baths, Cathedral ceilings throughout, crown molding and a spacious screened in balcony overlooking the lake. The balcony is the perfect spot to enjoy your morning coffee or a cocktail in the evening while watching all that nature has to offer. The floor plan has a nice open feel with a generous great room for living/dining and showcases a lovely wood burning fireplace. The kitchen is so spacious featuring granite countertops, stainless steel appliances, wood cabinets, breakfast nook and two openings so you can enjoy the view while cooking. The generous primary bedroom has incredible lake views, two closets, a door to the balcony and a spacious bathroom with a large updated shower and dual sinks. There is also a full attic with easy access where you can store all your holiday décor. The secondary bedroom is an en suite featuring a spacious vanity and tub. Enjoy the convenience of an indoor laundry closet with room for a full-size washer and dryer, and a beautiful powder bath is located just off the living room. Many recent updates include; all new luxury vinyl flooring, all new hardware, designer lighting and mirrors, entire interior painted, ceiling fans and new dishwasher. HVAC (2018) and Water Heater (2019). Killarney Bay is tucked away off the beaten path; however, it is one of the most walkable locations in the area being only one block from the newly updated Winter Park Village with all its wonderful shops and restaurants, and many more restaurants and shopping along N. Orlando Ave, including Publix and Trader Joe’s. Do not miss this opportunity to live in this beautiful waterfront community featuring a community dock and pool along the lake. There are only a handful of lakefront units and they do not come up very often.

1864 Grinnell Terrace Winter Park, FL 32789

$1,649,000 - 5Br/4Ba -  for Sale in Fremar, Winter Park
New
$1,649,000
5 Beds
3.5 Baths
3,028 SqFt
Status Active
MLS # O6200815
Property Type Single Family Residence
Price Type --
Step into a realm of timeless elegance and modern luxury with this custom-built Mediterranean-style estate in the heart of Winter Park. From the moment you enter, a grand foyer welcomes you with Turkish Travertine stone and wood floors, setting the tone for the exquisite craftsmanship and attention to detail that defines every corner of this home. The soaring 12-foot ceilings adorned with intricate molding create a sense of grandeur, while the spacious open floor plan bathes the interiors in natural light. Delight in the seamless integration of technology and comfort, with an intercom system, built-in speakers throughout, and electronic blackout curtains for effortless ambiance control. Indulge your senses in the culinary haven of the gourmet kitchen, boasting state-of-the-art stainless steel appliances, white cabinets, granite countertops, and a Butler's pantry with a wine refrigerator and bar area. The kitchen flows seamlessly into the family room, where a wood-burning fireplace with a gas starter invites cozy gatherings. The master bedroom suite is a sanctuary of luxury, featured in Florida Home Magazine for its custom-designed bath. Enjoy backlit floor-to-ceiling mirrors, a floating tub, a self-cleaning smart toilet with a bidet, a custom Barclay tub with a black matte exterior, Brizo hardware finished in Brilliance Polished Gold, and bathroom floor tiled in an oversized chevron pattern by Crossville in Ice White. The black and white penny round tiled shower floor is laid in a throwback diamond pattern, complemented by a Kuzco LED chandelier. Entertain in style with outdoor amenities that rival a five-star resort. Lounge by the heated saltwater pool and spa, practice your putting skills on the mini-golf green, or retreat to the Nikki Beach cabana for a moment of relaxation. The summer kitchen with a tongue and groove wood ceiling is perfect for al fresco dining, while the outdoor shower adds a touch of indulgence. Every detail has been carefully curated to enhance your lifestyle, from the custom-built closet systems to the self-cleaning smart toilet with a bidet. Enjoy the convenience of a surveillance system, electronic private gated access, and a Mosquito NIX misting system for outdoor comfort. Escape to your tropical oasis with this highly energy-efficient natural gas home equipped with Velux solar-powered skylights with an acoustic rain sensor that automatically closes the skylight at the first sign of rain. The average utility bill is $560 a month. The property also features premium artificial grass and a premium landscaping and lighting package throughout the entire property. Enjoy the serenity of no rear neighbors and indulge in the luxury of your private retreat. This Winter Park estate is not just a home; it's a masterpiece of design and functionality, offering a lifestyle of unparalleled luxury. Don't miss your chance to experience the epitome of gracious living in one of Florida's most coveted neighborhoods.

754 Gilbert Road Winter Park, FL 32792

$799,000 - 4Br/3Ba -  for Sale in Winter Park Pines, Winter Park
Open House
New
$799,000
4 Beds
3 Baths
2,289 SqFt
Status Active
MLS # O6202180
Property Type Single Family Residence
Price Type --
Nestled in the heart of a vibrant community, this charming residence offers the perfect blend of comfort, style, and convenience. Step inside and discover a haven of modern living, where every detail has been meticulously crafted to create an inviting atmosphere. From the moment you enter, you're greeted by airy, light-filled spaces ideal for relaxation and entertaining. The open floor plan seamlessly connects the living, dining, and kitchen areas, providing ample room for gatherings with family and friends. The Kitchen is the heart of the home, the kitchen is a chef's delight, featuring sleek countertops, stainless steel appliances, and plenty of storage space. Whether you're whipping up a quick meal or preparing a feast, this kitchen has everything you need to unleash your culinary creativity. Pamper yourself in the luxurious bathrooms, complete with elegant fixtures, modern finishes, and spa-like amenities. Indulge in a soothing soak in the bathtub or refresh in the spacious walk-in shower – the choice is yours. Step outside and discover your own private oasis, where lush landscaping and mature trees create a peaceful setting for outdoor enjoyment. Whether you're hosting a barbecue on the patio or simply relaxing in the sunshine, the backyard is the perfect place to unwind and recharge. The home is conveniently located in Winter Park Pine, this home offers easy access to everything you need for a fulfilling lifestyle. Whether you're commuting to work, exploring the local shops and restaurants, or simply enjoying a leisurely stroll through the neighborhood, you'll love the convenience of this prime location. Don't miss your chance to make this stunning property your own – schedule a showing today and experience the epitome of modern living at 754 Gilbert Rd.

3321 Bennington Court Winter Park, FL 32792

$649,500 - 4Br/2Ba -  for Sale in Bennington, Winter Park
Open House
New
$649,500
4 Beds
2 Baths
1,726 SqFt
Status Active
MLS # O6200647
Property Type Single Family Residence
Price Type --
WOW FACTOR!!! Absolutely stunning POOL home and rare find in Winter Park FL with 3 car garage under 650K. Welcome to your 4 bedrooms 2 bathrooms home with 3 car garage oasis. This showstopper features a Resort style backyard with a screened in pool, built-in bar & kitchen! Every corner of this home has been meticulously maintained and oozes elegance. Stunning features include beautiful luxury plank flooring softly flowing throughout the house and a gorgeous NEW KItchen with extended Quartz countertops, waterfall edge and full backsplash, built-in oven, and cooktop with a POT FILLER for the home chef! The Shaker style kitchen cabinetry offers a ton of storage and a sleek look, along with a cozy Bar area and stackable full sized washer and dryer. The comfortable home floor plan features a three-way split, ideal for everyone. The owners used the front bedroom as a dining room, so the door frame has been widened. The patio slider was upgraded for noise reduction and energy savings. The unreal BACKYARD paradise will absolutely blow you away!!!! A custom pool with a waterfall and fountain is just a few years old and features color changing lighting, built-in-speakers in the ceiling, the roof and gutters are only 3 years old, and the pool enclosure was expanded last year with brand new pavers. The perimeter of the home has pavers added as well for optimal entertaining space. The exterior of the home was painted last year with premium Sherwin Williams paint. Owners replaced the front sod in 2023 and the property has a functioning irrigation system with numerous zones for front and back, not to mention is fully fenced in for pet lovers! Exceptional neighborhood with low HOA. Come and see this beautiful home before it's gone!

331 E Reading Way Winter Park, FL 32789

$1,895,000 - 4Br/5Ba -  for Sale in Charmont, Winter Park
Open House
New
$1,895,000
4 Beds
4.5 Baths
3,361 SqFt
Status Active
MLS # O6201554
Property Type Single Family Residence
Price Type --
Step into timeless elegance and modern luxury with this meticulously renovated Mediterranean-style home nestled in the historic charm of Winter Park. As you enter through the inviting blue, iron-detailed door, you're greeted by the artisanal beauty of Moroccan Zellige hand-painted tiles, guiding you into the sunlit dining room adorned with a custom Moroccan arch and vintage crystal chandelier. Entertain easily with the adjacent butler pantry, boasting bespoke cabinetry, marble counters, and a dual-zone wine fridge, all seamlessly blending sophistication and functionality. The heart of the home lies in the open-concept kitchen/living area, where high-end Thermador appliances, including a 60-inch dual fuel range, elevate culinary experiences. Walnut countertops and polished nickel fixtures complement white shaker cabinets, while a breakfast banquette offers a cozy spot for casual dining or gathering with loved ones. Retreat to the master wing, where plush carpeting and crown molding set a serene tone. A cerulean-blue door beckons you into the master bathroom oasis, featuring herringbone-laid porcelain tile, marble countertops, and a spa-like shower and luxurious bathtub. A custom-built closet system with an impeccable display case ensures organization meets elegance. The first-floor office exudes warmth with classic wooden beams and French doors, while the adjacent powder room delights with hand-painted Moroccan Zellige flooring and Schumacher wallpaper. Upstairs, three spacious secondary bedrooms each boast ensuite full bathrooms and exquisite wood floors, providing comfort and privacy for family or guests. Outside, the lush turfed yard invites al fresco dining amidst fragrant blooms of hydrangeas, crepe myrtles, camellias, and jasmine, creating a private oasis for relaxation. Embrace the coveted Winter Park lifestyle with convenient access to the Baldwin Fitness Trail, Lake Sue, local shops, and coffee spots, all while basking in the tranquility of this idyllic neighborhood. Discover the perfect blend of historic charm and modern luxury in this exquisite home—a true sanctuary in the heart of Winter Park.