


$850,000
2345 Brookshire Avenue
Winter Park, FL 32792
Listing updated: September 17, 2026 at 1:11 PM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
Welcome to this beautiful Winter Park home where a flagstone, ivy-lined entry sets the tone for the inviting spaces found within. Tucked away on a private .21-acre lot, this 3-bedroom, 3-bathroom home offers 2,488 square feet of thoughtfully designed living space with vaulted ceilings, multiple living areas, and an effortless flow that makes everyday living and entertaining feel natural. From the moment you arrive, the lush new landscaping and charming entry create a warm first impression, while the spacious interior offers plenty of room for family and friends to gather, relax, and enjoy time together. Inside, the home's multiple living areas provide exceptional flexibility, creating inviting spaces for entertaining, casual gatherings, or simply relaxing with family. The kitchen serves as a natural gathering point, featuring white shaker cabinetry, granite countertops, brand-new stainless-steel appliances, a convenient coffee/wine bar, and a breakfast bar with seating for four. Whether hosting friends for dinner or enjoying a quiet morning together, the layout offers space for every occasion. The primary suite, thoughtfully added in 2017, is a private retreat designed for both comfort and relaxation. A dedicated sitting room or office provides additional flexibility, while the spacious walk-in closet offers abundant storage. The expansive ensuite bathroom delivers a true spa-like experience, featuring a large tiled shower with multiple shower heads and a frameless glass enclosure, creating a luxurious place to unwind at the end of the day. A dual vanity with elegant marble countertops and a separate water closet complete this serene retreat. A secondary bedroom with its own ensuite bathroom provides additional comfort and privacy for guests or family members. All bathrooms have been updated, and the bedrooms feature brand-new carpet, while recessed lighting and ceiling fans throughout add to the home's comfort. Step outside to enjoy the privacy of the fully fenced backyard, with fencing replaced in 2025, a brand-new deck, and beautiful new landscaping. The outdoor space offers another inviting setting for relaxing, entertaining, or enjoying Florida's year-round lifestyle. Beyond the home, the location places you just steps from Brookshire Elementary and close to the Cady Way pool, playground, beach volleyball, tennis and pickleball courts, Cady Way Trail, and Winter Park Pines Golf Course. You'll also enjoy convenient access to UCF, Rollins College, Full Sail University, AdventHealth Winter Park, and Crosby Wellness Center, with Orlando International Airport approximately 25 minutes away. With its welcoming entry, versatile living spaces, spa-inspired primary retreat, private setting, and exceptional Winter Park location, this home offers an ideal backdrop for gathering, relaxing, and making memories with family and friends. ROOF(S) - 2022, 2019, 2017 HVAC - 2021 MINI-SPLIT - 2026
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history0 days on market
- Status: ActiveSep 17, 2026
- Listed$850,000Sep 17, 2026
- Price increased$850,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 0
- Subdivision
- Brookshire Heights
- County
- Orange
- Year built
- 1958
- Living area
- 2,488 sq ft
- Price/sq ft
- $342
- Building area
- 3,039 sq ft (Public Records)
- Lot size
- 9,252 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- X (12095C0255F)
- Garage
- 2 spaces
- Annual taxes
- $6,690 (2025)
- Parcel #
- 09-22-30-0940-02-180
- Zoning
- R-1A
- MLS #
- O6439369
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Interior Details
- Bedrooms
- 3
- Full bathrooms
- 3
- Flooring
- Carpet, Ceramic Tile, Terrazzo
- Appliances
- Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
- Interior features
- Ceiling Fans(s), Eat-in Kitchen, High Ceilings, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s)
- Laundry
- In Garage
- Stories / Levels
- One
- Direction faces
- South
Heating & Cooling
- Heating
- Electric
- Cooling
- Central Air, Mini-Split Unit(s)
Parking
- Garage spaces
- 2
- Attached garage
- Yes
- Parking features
- Driveway, Garage Door Opener
HOA & Financial
- Total monthly fees
- $0/mo
- Total annual fees
- $0
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- 8-12 Months
- Listing terms
- Cash, Conventional, FHA, VA Loan
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- Buyer and buyer's agent to verify leasing restrictions with the city of Winter Park.
Exterior & Construction
- Exterior features
- Playground, Sidewalk
- Construction materials
- Block, Concrete
- Roof
- Shingle
- Foundation
- Slab
- Road surface
- Asphalt, Paved
Utilities
- Sewer
- Public Sewer
- Water source
- Public, Well
- Utilities
- BB/HS Internet Available, Electricity Connected, Sewer Connected, Water Connected
Community
- Pets allowed
- Cats OK, Dogs OK, Yes
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Living Room | First | 13x12 |
| Dining Room | First | 13x11 |
| Kitchen | First | 16x9 |
| Bonus Room | First | 20x11 |
| Family Room | First | 19x18 |
| Office | First | 10x9 |
| Primary Bedroom | First | 20x12 |
| Den | First | 10x9 |
| Primary Bathroom | First | |
| Bedroom 2 | First | 12x10 |
| Bedroom 3 | First | 12x11 |
| Bathroom 2 | First | |
| Bathroom 3 | First | |
| Foyer | First | 10x8 |
Listing Details
- Listing date
- 2026-08-30
- On market date
- 2026-09-17
- Original list price
- $850,000
- Occupant type
- Vacant
- MLS area
- 32792 - Winter Park/Aloma
- Listing AOR
- Orlando Regional
- Status changed
- 2026-09-17
- Tax legal description
- BROOKSHIRE HEIGHTS V/127 LOT 18 BLK B
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
From downtown Winter Park, head east on Fairbanks and turn right onto Lakemont Ave. Turn lift onto Lochberry Road and then veer left onto Brookshire Ave. 2345 Brookshire Ave will be on your left.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of September 17, 2026 at 1:11 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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