$999,500
$226K PRICE DROP

Estimated payment $6,173/month

Total Views 4,017
4 Beds
4.5 Baths
3,408 Sq Ft
$293 Price per Sq Ft

Highlights

  • Screened Pool
  • Gated Community
  • Fruit Trees
  • Lake Howell High School Rated A-
  • 0.38 Acre Lot
  • Deck

About This Home

Discover the exceptional Winter Park neighborhood of Bear Gully Pointe, a gated community rich with amenities and anchored by a 137-acre spring-fed lake. This meticulously crafted home sits in a private cul-de-sac and stretches over almost 1⁄2 acre with mature landscaping and includes a secluded, fenced back yard. Function is paramount with a three-way split floorplan with four bedrooms and 4.5 baths and over 3,400 square feet of mostly first-floor living. The upstairs enjoys a flexible bonus room and bath that can suit any buyer’s needs. Rich hardwood flooring throughout the main living areas and primary bedroom add warmth and beauty to this home. An open kitchen with 42-inch custom wood detailed cabinets, bar seating and center island adorned with granite countertops and natural gas cooking that would fulfill any chef's dream. The kitchen opens to the family room which has a built-in entertainment center and gas fireplace. The family and living rooms feature seamless glass doors to pool. The pool is shaded by an expansive screened enclosure and covered porch is generous to entertain guests or just relax and take in Florida sunshine. Lots of surrounding green space to roam or expand the home. Other features of the home include a three-car side entry garage with additional parking area, newer roof and skylights 2022, air-conditioning unit and blower by Frank Gay 2023, replumbed, freshly painted inside and out, updated floors in bedrooms and some appliances updated. An established community includes sidewalks, tennis courts, playground and lake to make outdoor activities a breeze. Easy access to SR 417, Winter Park, UCF, downtown Orlando, Orlando International and Sanford airports, Rollins and Trinity Prep. An incredible opportunity in Winter Park.

Listing Agent

Alison Mosley

PREMIER SOTHEBY'S INTL. REALTY Brokerage Phone: 407-644-3295 License #639130 Listed on: 06/26/2025

PREMIER SOTHEBY'S INTL. REALTY

Co-Listing Agent

Frank Mosley

PREMIER SOTHEBY'S INTL. REALTY Brokerage Phone: 407-644-3295 License #3031575

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $6,401

Year Built

  • Built in 1993

Lot Details

  • 0.38 Acre Lot
  • Cul-De-Sac
  • East Facing Home
  • Mature Landscaping
  • Private Lot
  • Irrigation Equipment
  • Fruit Trees
  • Property is zoned PD

HOA Fees

  • $167 Monthly HOA Fees

Parking

  • 3 Car Attached Garage
  • Rear-Facing Garage
  • Side Facing Garage
  • Garage Door Opener

Home Design

  • Slab Foundation
  • Frame Construction
  • Shingle Roof
  • Stucco

Interior Spaces

  • 3,408 Sq Ft Home
  • Built-In Features
  • Ceiling Fan
  • Skylights
  • Gas Fireplace
  • Blinds
  • Family Room with Fireplace
  • Family Room Off Kitchen
  • Formal Dining Room
  • Loft
  • Inside Utility
  • Laundry in unit

Kitchen

  • Eat-In Kitchen
  • Breakfast Bar
  • Walk-In Pantry
  • Built-In Convection Oven
  • Range
  • Dishwasher
  • Stone Countertops
  • Disposal

Flooring

  • Wood
  • Carpet
  • Ceramic Tile

Bedrooms and Bathrooms

  • 4 Bedrooms
  • Primary Bedroom on Main
  • Split Bedroom Floorplan
  • Walk-In Closet
  • Hydromassage or Jetted Bathtub
  • Bathtub With Separate Shower Stall

Pool

  • Screened Pool
  • Gunite Pool
  • Fence Around Pool
  • Outdoor Shower
  • Pool Sweep

Outdoor Features

  • Deck
  • Screened Patio
  • Outdoor Kitchen
  • Rain Gutters
  • Porch

Schools

  • Eastbrook Elementary School
  • Tuskawilla Middle School
  • Lake Howell High School

Utilities

  • Zoned Heating and Cooling

Listing and Financial Details

Community Details

Overview

  • Lighthouse Management/Michael Leque Association, Phone Number (407) 376-9599
  • Bear Gully Pointe Subdivision
  • The community has rules related to deed restrictions

Recreation

  • Tennis Courts
  • Community Playground

Security

  • Gated Community

Home Details

Home Type

Single Family

Est. Annual Taxes

$6,401

Year Built

Built in 1993

Lot Details

0

HOA Fees

$167 per month

Parking

3

Listing Details

  • Property Type: Residential
  • Property Sub Type: Single Family Residence
  • Construction Materials: Stucco, Frame
  • Fireplace: Yes
  • Living Area: 3408
  • Lot Size Acres: 0.38
  • New Construction: No
  • Year Built: 1993
  • Building Area Total: 4634
  • Lot Size Sq Ft: 16485
  • Directions to Property: From 436 and ALOMA, go East on SR 426/ALOMA just past Trinity Prep and then turn left onto Bear Gully Road and Rt into Bear Gully Pointe Subdivision through Gate on Old Castle Road into community .
  • Status: Active
  • Co List Office Mls Id: MFR261014339
  • Co List Office Phone: 407-644-3295
  • Ownership: Fee Simple
  • Available for Lease YN: 1
  • Escrow City: Orlando
  • Escrow State: FL
  • List Office Head Office Key Nume: 537903989
  • Minimum Lease: 6 Months
  • RATIO Current Price By Calculate: 293.28
  • Total Acreage: 1/4 to less than 1/2
  • Unit Number YN: 0
  • Water Access YN: 0
  • MFR_InLawSuiteYN: 0
  • Attribution Contact: 407-644-3295
  • Tax Year: 2024
  • Special Features: VirtualTour

Interior Features

  • Fireplace Features: Family Room, Gas
  • Living Area Units: Square Feet
  • Flooring: Carpet, Ceramic Tile, Wood
  • Full Bathrooms: 4
  • Half Bathrooms: 1
  • Interior Amenities: Built-in Features, Ceiling Fans(s), Eat-in Kitchen, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Walk-In Closet(s)
  • Appliances Included: Built-In Oven, Convection Oven, Dishwasher, Disposal, Range, Refrigerator
  • Foundation Details: Slab
  • Total Bedrooms: 4
  • Levels: One
  • Other Equipment: Irrigation Equipment
  • Window Features: Skylight(s), Blinds
  • Street Number Modifier: 2890
  • Additional Rooms: Formal Dining Room Separate,Formal Living Room Separate,Inside Utility,Loft
  • Living Area Meters: 316.61
  • Room Count: 10

Exterior Features

  • Direction Faces: East
  • Other Structures: Outdoor Kitchen
  • Pool Features: Gunite, Pool Sweep, Screen Enclosure
  • Exterior Features: Outdoor Kitchen, Outdoor Shower, Rain Gutters
  • Roof: Shingle
  • Home Warranty: No
  • Pool Private: Yes
  • Waterfront: No
  • Patio and Porch Features: Deck, Patio, Porch, Screened
  • Road Surface Type: Paved
  • Water Extras YN: 0
  • Water View YN: 0
  • Waterfront Feet Total: 0

Garage/Parking

  • Attached Garage: Yes
  • Carport Y N: No
  • Garage Spaces: 3
  • Garage Yn: Yes
  • Parking Features: Garage Door Opener, Garage Faces Rear, Garage Faces Side

Utilities

  • Utilities: Electricity Connected, Public
  • Cooling: Central Air, Zoned
  • Heating: Central, Electric
  • Laundry Features: Inside
  • Sewer: Public Sewer
  • Water Source: None

Condo/Co-op/Association

  • Community Features: Deed Restrictions, Playground, Tennis Court(s)
  • Association Amenities: Gated, Playground, Tennis Court(s)
  • Association Fee: 500
  • Association Fee Frequency: Quarterly
  • Association Name: Lighthouse Management/Michael Leque
  • Phone: (407) 376-9599
  • Association: Yes
  • Security: Gated Community
  • Senior Community: No
  • Association 2 YN: 0
  • Association Approval Required YN: 0
  • Pet Restrictions: PER HOA DOCS
  • Association Fee Requirement: Required
  • Association Email: mleqve@yahoo.com

Fee Information

  • Total Annual Fees: 2000.00
  • Total Monthly Fees: 166.67
  • Monthly HOA Amount: 166.67

Schools

  • Elementary School: Eastbrook Elementary
  • High School: Lake Howell High
  • Middle Or Junior School: Tuskawilla Middle

Lot Info

  • Zoning: PD
  • Parcel Number: 36-21-30-508-0000-0430
  • Additional Parcels: No
  • Lot Features: Cul-De-Sac, In County, Sidewalk, Private
  • Flood Zone Code: NA
  • Homestead YN: 1
  • Lot Size Square Meters: 1532

Green Features

  • Green Verification Count: 0

Rental Info

  • Furnished: Unfurnished
  • Pets Allowed: Yes
  • Lease Restrictions YN: 1
  • Additional Lease Restrictions: PER HOA DOCS

Tax Info

  • Tax Annual Amount: 6401
  • Tax Block: 508
  • Tax Book Number: 44-7
  • Tax Lot: 43

Map

Range of Values:

Collateral Analytics

Collateral Analytics Collateral Analytics AVMs (Automated Valuation Model) employ a number of statistical approaches combined with neighborhood-specific comparable selection guarantees the most up-to-date and precise valuations.

Not Available

Collateral Analytics does not have data for the current month. Please view the chart for historical values.

ICE

ICE Mortgage Technology ICE Mortgage Technology’s AVM (Automated Valuation Model) is a state-of-the-art online residential property valuation tool that provides a quick and accurate estimate of the value of almost any home in the U.S.

Not Available

ICE Mortgage Technology does not have data for the current month. Please view the chart for historical values.

First American

First American First American Data & Analytics’ next-generation AVM combines unrivaled data assets with a blended ensemble of valuation models to produce highly accurate, reliable valuations you can trust.

Not Available

First American does not have data for the current month. Please view the chart for historical values.

Quantarium

Quantarium Quantarium’s valuation service, repeatedly proven the industry’s most accurate and comprehensive, is supercharged with a self-learning and auto-tuning AI engine that continually becomes smarter and more accurate as it processes daily inputs from the industry’s leading RE data lake.

Not Available

Quantarium does not have data for the current month. Please view the chart for historical values.

Average Value
Not Available
List Price
Sold Price
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area

Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2024 $7,052 $524,674 -- --
2023 $6,898 $509,392 $0 $0
2021 $6,664 $480,150 $0 $0
2020 $6,621 $473,521 $0 $0
2019 $6,565 $462,875 $0 $0
2018 $6,517 $454,244 $0 $0
2017 $6,492 $444,901 $0 $0
2016 $6,371 $489,344 $0 $0
2015 $6,447 $416,940 $0 $0
2014 $5,844 $413,631 $0 $0
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
08/09/2025 08/09/25 Price Changed $999,500 -13.0% $293 / Sq Ft
07/29/2025 07/29/25 Price Changed $1,149,000 -6.2% $337 / Sq Ft
06/26/2025 06/26/25 For Sale $1,225,000 -- $359 / Sq Ft
Source: Stellar MLS

Purchase History

Date Type Sale Price Title Company
Warranty Deed $570,000 None Available
Quit Claim Deed -- Omega Title Llc
Special Warranty Deed $375,000 --
Deed -- --
Deed $100 --
Special Warranty Deed $72,900 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $220,000 New Conventional
Previous Owner $248,597 New Conventional
Previous Owner $200,000 Credit Line Revolving
Previous Owner $125,000 Credit Line Revolving
Previous Owner $300,000 Unknown
Previous Owner $50,000 Credit Line Revolving
Closed $37,500 No Value Available
Source: Public Records

Similar Homes in Winter Park, FL

  • 2880 Old Castle Dr, Winter Park, FL 32792

    $1,100,000

    • 5 Beds
    • 4.5 Baths
    • 3,839 Sq Ft
    • 2880 Old Castle Dr
    • Winter Park, FL

    Welcome to this beautifully designed executive pool home with private in-law quarters, nestled on an oversized corner lot in the gated community of Bear Gully Pointe in Winter Park. Thoughtfully crafted with architectural elegance, this residence features timeless details including plantation shutters, crown molding, and hardwood flooring throughout the first floor.Step inside and be

    Jennifer King CORCORAN PREMIER REALTY

    Section Image
  • 4107 Gabriella Ln, Winter Park, FL 32792

    $1,000,000

    • 4 Beds
    • 3.5 Baths
    • 3,074 Sq Ft
    • 4107 Gabriella Ln
    • Winter Park, FL

    One or more photo(s) has been virtually staged. Do you have a vision? Do you love Nature? Welcome to this Exceptional Bear Gully Lakefront Retreat – A Rare Blend of Privacy and Natural Beauty! Refurbish the house as it is, or start new on this amazing rare natural Florida lakefront ground. Tucked away on the serene shores of Bear Gully Lake, this one-of-a-kind property presents a rare

    Barrett Spray KELLER WILLIAMS ADVANTAGE REALTY

    Section Image
  • 1090 Wildmeadow Run, Winter Park, FL 32792

    $864,900

    • 4 Beds
    • 3.5 Baths
    • 2,589 Sq Ft
    • 1090 Wildmeadow Run
    • Winter Park, FL

    One or more photo(s) has been virtually staged. This luxurious Modern Style home delivers the pinnacle lifestyle, in every aspect of MAINTENANCE FREE LIVING. You will enjoy premium views of nature with a RESORT CLUBHOUSE featuring an abundance of amenities including a resort pool, fitness center & playground, all JUST 250 FEET AWAY....This home has been IMPECCABLY MAINTAINED, and includes the

    Rod Chevalier BHHS FLORIDA REALTY

    Section Image
  • 2418 Whitehall Cir, Winter Park, FL 32792

    $765,000

    • 3 Beds
    • 2 Baths
    • 2,134 Sq Ft
    • 2418 Whitehall Cir
    • Winter Park, FL

    One or more photo(s) has been virtually staged. MAJOR PRICE REDUCTION! MOTIVATED SELLER! Don't miss out!!! A true GEM located in the highly desirable Brookshire Heights, presenting this FULLY REMODELED spacious single-story property in the heart of WINTER PARK. Showcasing a new meticulously designed floorplan, this property has also recently been EXTENDED by a total approx. 1,040 sqft. Exuding

    Alice Anne Jackson CORCORAN PREMIER REALTY

    Section Image
  • 1610 Chestnut Ave, Winter Park, FL 32789

    $1,050,000

    • 3 Beds
    • 2.5 Baths
    • 2,140 Sq Ft
    • 1610 Chestnut Ave
    • Winter Park, FL

    Under contract-accepting backup offers. Nestled in the desirable Tree Streets of Winter Park, this stunning Mid-Century Modern residence offers timeless style, thoughtful updates, and effortless indoor-outdoor living. With over 2,100 square feet of beautifully designed space, this 3-bedroom, 2.5-bath home delivers modern functionality with elegant character—just minutes from the heart of Park

    Derek Kammerer THE AGENCY ORLANDO

    Section Image
  • 1840 Biscayne Dr, Winter Park, FL 32789

    $949,000

    • 4 Beds
    • 3 Baths
    • 2,646 Sq Ft
    • 1840 Biscayne Dr
    • Winter Park, FL

    Under contract-accepting backup offers. Biscayne Bay, a recent Parade of Homes winner, is one of the latest custom builds by the trusted team at Konkol Custom Homes—and it’s ready for its very first owner. Set in a prime Winter Park location, this two-story home offers clean lines, high-end finishes, and a layout that fits real life.With just over 2,600 square feet under air, the home

    Jennifer King CORCORAN PREMIER REALTY

    Section Image
  • 4048 Gilder Rose Place, Winter Park, FL 32792

    $1,190,000

    • 4 Beds
    • 3.5 Baths
    • 3,321 Sq Ft
    • 4048 Gilder Rose Place
    • Winter Park, FL

    Welcome to 4048 Gilder Rose Pl, an impressive four-bedroom, three and a half bathroom residence spanning over 3,300 square feet, located in Winter Park at Bear Gully Pointe, a gated community featuring a spring fed 137 acre lake. This beautifully updated home perfectly balances modern style with practical living, offering an inviting retreat for those seeking both comfort, sophistication and

    Abby Greenberg COMPASS FLORIDA LLC

    Section Image
  • 5510 Howell Branch Rd, Winter Park, FL 32792

    $950,000

    • 4 Beds
    • 4 Baths
    • 3,646 Sq Ft
    • 5510 Howell Branch Rd
    • Winter Park, FL

    Welcome to an extraordinary Florida residence, situated on a sprawling 1.52-acre lot. The main residence features an attached two-car garage, complemented by a detached two-car garage—perfect for additional vehicles or workshop space. For those in need of versatile storage or business potential, a 3,500-square-foot two-story warehouse offers ample opportunity, while a spacious outdoor

    Shaun Shaffner Blue Marlin Real Estate

    Section Image
  • 5325 Cypress Reserve Place, Winter Park, FL 32792

    $935,000

    • 5 Beds
    • 3.5 Baths
    • 3,598 Sq Ft
    • 5325 Cypress Reserve Place
    • Winter Park, FL

    ATENTION BUYERS!! PRICE ADJUSTED TO $935K & $15K SELLER CONCESSION TOWARDS BUYERS CLOSING COST WITH FULL ASKING PRICE!!Your Dream Home Awaits!Imagine a home that blends luxury, comfort, & convenience that’s exactly what you’ll find at 5325 Cypress Reserve Pl in Winter Park’s exclusive gated community Cypress Reserve.This move-in-ready 5-bedroom masterpiece isn’t just a house

    Dori Estrada LPT REALTY, LLC

    Section Image

Source: Stellar MLS

MLS Number: O6321617

Stellar MLS

APN: 36-21-30-508-0000-0430