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2832 Bear Island Pointe, Winter Park, FL 32792

$1,165,000

Stunning home with a lush lawn, mature trees, and a welcoming walkway to the beautiful entryway at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Bedrooms

    5

  • Baths

    5

  • Sq. Feet

    3983

  • Year Built

    1999

  • Days On Market

    0

  • $/SqFt

    $292

100 Photos

  • Stunning home with a lush lawn, mature trees, and a welcoming walkway to the beautiful entryway at 2832 Bear Island Pointe, Winter Park, FL 32792
  • A grand entrance with double doors, decorative plants, and stylish lighting fixtures creates curb appeal at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Landscaped lawn with palm trees at the entrance of a cream colored stucco home with a dark colored roof at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Lovely home featuring manicured shrubs and a circular driveway, offering both beauty and convenience at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Charming home featuring manicured shrubs, circular driveway, and dark pillars near the windows and entrance at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Elegant foyer featuring wood flooring, detailed trim, and a decorative cabinet, offering a warm welcome at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Cozy living room with a fireplace, large windows, and comfortable seating, perfect for relaxing or entertaining at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Stylish living room with fireplace, wet bar, sofa and large windows offering plenty of natural light at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Spacious living room featuring fireplace, hardwood floors, and large windows, seamlessly blending style and comfort at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Bright living area featuring hardwood floors, a fireplace, and large windows overlooking the outdoor space at 2832 Bear Island Pointe, Winter Park, FL 32792
  • An open-concept living room features beautiful floors, a piano, and stylish décor at 2832 Bear Island Pointe, Winter Park, FL 32792
  • A stylish living room boasts gorgeous hardwood floors, grand piano, and elegant décor at 2832 Bear Island Pointe, Winter Park, FL 32792
  • This open living area includes dark hardwood floors, a piano, and elegant furnishings at 2832 Bear Island Pointe, Winter Park, FL 32792
  • A beautiful entryway with double doors flows into the dining area with large windows at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Elegant dining room featuring a wood table, wooden floors, and stylish lighting at 2832 Bear Island Pointe, Winter Park, FL 32792
  • A bright kitchen features custom cabinets, a large island, and stainless steel appliances at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Dining area with large windows overlooks the patio and pool area, with stylish valances at 2832 Bear Island Pointe, Winter Park, FL 32792
  • A modern kitchen features a large island with seating and custom cabinetry at 2832 Bear Island Pointe, Winter Park, FL 32792
  • A dining room flows to the sitting room and features hardwood floors and coffered ceilings at 2832 Bear Island Pointe, Winter Park, FL 32792
  • This kitchen has a large island, hardwood floors, and overlooks the outdoor entertainment area at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Bright, modern kitchen featuring a large island, sink, and a view to the living room with spiral stairs at 2832 Bear Island Pointe, Winter Park, FL 32792
More Photos \/
  • Modern kitchen featuring stainless steel appliances, marble countertops, and navy blue and light brown cabinets at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Well-organized laundry room equipped with a stacked washer and dryer and ample cabinet space at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Upstairs sitting area featuring carpeted floor, railing, a closet, and unique decorative furniture at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Cozy upstairs sitting area with comfortable chairs, carpeted floor and stylish decorations at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Spacious main bedroom featuring a four poster bed, ceiling fan, armoire and access to the lanai at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Comfortable bedroom featuring a four poster bed, side tables and a ceiling fan and lanai access at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Carpeted home exercise room featuring workout equipment and natural light at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Home gym featuring workout equipment, a mounted tv, and an exercise table at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Spacious main bedroom with wood floor featuring a four poster bed, ceiling fan, armoire and access to the lanai at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Elegant bedroom featuring a four-poster bed, dark red accent wall, and light hardwood flooring at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Home office with hardwood floors, ornate wooden desk, and a decorative framed map art piece at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Spacious home office boasts hardwood floors, large armoire, and dual desks for ample workspace at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Well-lit office with hardwood floors, antique desk, decorative rugs, and a comfortable seating area at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Bright bedroom showcasing white walls, wood floors, and an ensuite bathroom at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Light-filled bedroom features white walls, plantation shutters, wood floors, and a classic wood dresser at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Sunny bedroom boasts a white four-poster bed, bright white walls, and plantation shutters overlooking the yard at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Bright bedroom showcasing wood floors, ensuite bathroom, built-in shelves, and ample closet space at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Bedroom showcasing wood floors, antique wardrobe, ornate wooden bed and access to ensuite bathroom at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Cozy bedroom features wood floors, shuttered window, wood furnishings, and decorative wall art at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Bright walk-in closet with extensive built-in shelving, bench seating, and a light wood floor at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Modern tiled shower featuring black and gold accent tiles and a frameless glass enclosure at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Beautiful bathroom with a granite countertop, framed mirror, and frameless shower with decorative tile at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Elegant bathroom featuring dark granite countertops, a decorative mirror, and ample natural light at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Spacious bathroom with double vanity, freestanding tub, and curved glass block shower wall at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Bathroom featuring double sinks, decorative mirrors, and ample counter space at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Bathroom featuring a large tub, double sinks, round mirrors and modern lighting at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Bathroom featuring a large tub, double sinks, round mirrors, modern lighting and decor at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Bright bathroom featuring a freestanding tub, curved glass block shower wall, and vanity at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Bathroom showcasing a modern walk-in shower with gold accents, along with a glimpse into the bedroom at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Bathroom with green countertops, a toilet, and a white shower curtain at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Updated bathroom featuring a pedestal sink, matching gold fixtures and an exterior view at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Sitting area with large windows, natural lighting, and a view of the pool outside at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Bathroom with double sinks, black countertops, and gold fixtures at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Home exterior with three-car garage, landscaped yard, and large driveway at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Screened-in pool area with an outdoor table and plenty of space to entertain at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Covered patio with an outdoor dining table and seating at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Outdoor kitchen with built-in grill, sink, and counter space at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Comfortable patio with an outdoor kitchen, spiral staircase, and ceiling fans at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Spacious patio with an outdoor kitchen, spiral staircase, and pool views at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Relaxing screened patio features a table and overlooks beautiful lake views at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Spectacular lake views from the screened patio surrounded by lush landscaping at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Enclosed patio off bedroom with brick floor and seating with views of the property at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Relaxing enclosed patio provides a great view of the lush landscaping and lake at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Enjoy this beautiful private pool and spa inside screened enclosure and spiral staircase at 2832 Bear Island Pointe, Winter Park, FL 32792
  • In-ground pool and spa with spiral staircase in screened enclosure with lush landscaping at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Gorgeous pool and spa with outdoor seating and spiral staircase inside screened enclosure at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Expansive backyard features lush lawn, mature trees, and a large screened pool enclosure at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Picturesque pond featuring a fountain and well-manicured landscaping at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Sparkling pool and spa in screened enclosure with lush landscaping and outdoor seating area at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Enclosed pool area with jacuzzi, spiral staircase, and patio furniture for a relaxing outdoor experience at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Spacious enclosed pool area featuring a jacuzzi, spiral staircase, and ample patio space at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Aerial view of a residential neighborhood featuring tree-lined streets, a lake, and well-maintained homes at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Scenic aerial view of a serene lake with docks and lush greenery along the shoreline at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Expansive aerial view of a calm lake, showcasing the natural beauty of the surrounding landscape at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Aerial view of a neighborhood with lush greenery and well-maintained homes, pool and outdoor living space at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Bird's eye view of home's roof with pool, green lawn, solar panels, and outdoor space at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Wide angle aerial shot showcasing neighborhood, landscaping and home with screened-in pool at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Lakeside homes with mature trees and landscaping showing a well-maintained community and lake access at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Scenic view of lake homes with meticulous landscaping, showcasing desirable lakefront properties at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Stunning aerial view of the estate showcasing the landscaped grounds, and beautiful architecture at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Beautiful house showcasing manicured landscaping and large windows at 2832 Bear Island Pointe, Winter Park, FL 32792
  • A luxurious residence is enhanced by verdant landscaping and a meticulously maintained lawn at 2832 Bear Island Pointe, Winter Park, FL 32792
  • House with a three-car garage and beautiful landscaping at 2832 Bear Island Pointe, Winter Park, FL 32792
  • A screened-in pool area offers a relaxing atmosphere with views of the tranquil lake at 2832 Bear Island Pointe, Winter Park, FL 32792
  • The backyard pool area offers a relaxing space for entertaining and enjoying the lake view at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Resort-style pool area features a covered lanai and second story balcony at 2832 Bear Island Pointe, Winter Park, FL 32792
  • This backyard features a screened-in pool and spa at 2832 Bear Island Pointe, Winter Park, FL 32792
  • A tranquil pool area features beautiful landscaping at 2832 Bear Island Pointe, Winter Park, FL 32792
  • A covered patio, complete with outdoor seating, overlooks the backyard at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Stunning screened-in pool area with spiral staircase, beautiful brick-paver deck, and seamless access to the home's interior at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Gorgeous pool and spa area enclosed with screen, featuring brick pavers, lush trees, and string lights for ambiance at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Beautiful screen-enclosed pool and spa with spiral staircase, connecting the backyard to the home's second-story balcony at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Inviting covered patio featuring a full outdoor kitchen, dining area, lounge, and a stunning view of the pool and garden at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Beautiful pool and spa area enclosed with screen, featuring brick pavers, lush trees, and string lights for ambiance at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Screened pool with a spiral staircase leading to a balcony, offering a seamless blend of indoor and outdoor living spaces at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Screened pool with a spiral staircase leading to a balcony, offering a seamless blend of indoor and outdoor living spaces at 2832 Bear Island Pointe, Winter Park, FL 32792
  • A luxurious spa and pool area are enclosed within a screen and completed with brick pavers, and lovely landscaping at 2832 Bear Island Pointe, Winter Park, FL 32792
  • A luxurious spa and pool area are enclosed within a screen and completed with brick pavers, and lovely landscaping at 2832 Bear Island Pointe, Winter Park, FL 32792
  • Elegant two-story home featuring lush landscaping, well-manicured lawn, and a welcoming entrance with ample natural light at 2832 Bear Island Pointe, Winter Park, FL 32792
Less Photos /\

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Home Description

Welcome to 2832 Bear Island Pointe in Winter Park's premier gated community, Cypress Reserve! This meticulously maintained estate-like home is move-in-ready with 5 bedrooms plus a large office room with its own bathroom and separate exterior entry. Nestled near the serene Bear Gully Lake, this stunning residence offers the perfect blend of elegance, convenience, and resort-style living. The thoughtfully designed floor plan features a spacious first-floor primary suite with a spa-like ensuite, including double vanities, a soaking tub, a walk-in shower, and a generous walk-in closet (11x13 ft). A gourmet kitchen with granite counter tops and stainless steel appliances makes meal preparation effortless, while the formal living and dining rooms provide an ideal setting for entertaining. With five versatile bedrooms, there is plenty of space for guest rooms, home offices, a gym, or a library. High ceilings (11 feet) throughout the home enhance the open and airy feel. The laundry room is equipped with a stackable washer and dryer, built-in cabinets, and a sink for added convenience. The outdoor space is an entertainer’s dream, featuring a large screened-in pavered patio, an indoor pool and spa, and a built-in barbecue area perfect for hosting gatherings. A spiral staircase leads to a private balcony off the primary suite, offering a peaceful retreat with beautiful views. This home is also equipped with solar panels (owner owned), providing an energy-efficient solution that helps reduce utility costs while promoting sustainable living. Perfectly positioned between world-famous beaches and major attractions, this home is just minutes from top-rated schools, including UCF, Rollins College, Trinity Prep, and The Master's Academy. It also offers easy access to Orlando International Airport, premier healthcare facilities, and the scenic Seminole Trail. Experience the best of Winter Park living in this exceptional home. Schedule your private showing today.

  • Elementary School: Eastbrook Elementary
  • Middle School: Tuskawilla Middle
  • High School: Lake Howell High
  • Private Pool: True
  • Pool Features: Auto Cleaner,Heated,In Ground,Salt Water
  • Spa Features: In Ground
  • Water Feet: 0
  • Interior Features: Built-in Features,Ceiling Fans(s),Eat-in Kitchen,Solid Surface Counters,Vaulted Ceiling(s),Walk-In Closet(s)
  • Appliances: Dishwasher,Disposal,Dryer,Electric Water Heater,Microwave,Range,Refrigerator,Washer
  • Fireplace Desc: Gas,Living Room
  • Floor Covering: Carpet,Luxury Vinyl,Marble,Wood
  • Additional Rooms: Den/Library/Office,Family Room
  • Exterior Features: Lighting
  • Exterior Contruction: Block,Stucco
  • Foundation: Slab
  • Front Exposure: North
  • Roof: Shingle
  • Building Sqft: 5183

Available now at $1,165,000

Approximate Room Sizes / Descriptions

Living Room18x20First
Kitchen10x12First
Family Room22x20First
Primary Bedroom14x23First
  • Attached Garage: True
  • Garage: True
  • Garage Spaces: 3
  • Garage Feature: Driveway
  • Carport: False
  • Carport Spaces: 0
  • Air Conditioning: Central Air
  • Heating: Central
  • Utilities: Cable Connected,Electricity Connected
  • Lot Sqft: 10667.00
  • Lot Acres: 0.2400
  • Total Acre: 0 to less than 1/4
  • Lot Num: 41
  • HOA Fees: $1,806 Annually
  • HOA Monthly Amount: $151
  • HOA/Community Assoc: Required
  • Senior Community: False
  • Style: Single Family Residence
  • Building Num Floors: 2
  • Pets Allowed: Yes
  • Pet Restrictions: Buyer and buyer agent to verify pet restrictions directly with HOA.

Neighborhood

The average asking price of a 5 bedroom Winter Park home in this zip code is $1,079,252 (7.4% less than this home).

This home is priced at $292/sqft, which is 9.9% less than similar homes in the 32792 zip code.

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Financial

  • Approx Payment:$5,667*
  • Taxes:$4,618

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at (386) 801-5417 and speak with one of our real estate consultants.

Listing Courtesy of COMPASS FLORIDA LLC. For information or to schedule a viewing of this property (MLS# O6301897), call: 386 801 5417

2832 Bear Island Pointe, Winter Park FL is a single family home of 3983 sqft and is currently priced at $1,165,000 . This single family home has 5 bedrooms. A comparable home for sale at 4041 Yacht Ct in Winter Park is listed at $549,000. In addition to single family homes, EasyStreet also makes it easy to find Homes, Condos, New Homes and Foreclosures in Winter Park, FL. Waters Edge At Hawks Crest, Sanctuary At Lake Ann and Lake Waunatta Woods are nearby neighborhoods. MLS O6301897 has been posted on this site since 4/25/2025 (today).

2025 4/25/2025.

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