Homes In Orlando For Sale Search
$925,000
4 Beds 3 Baths Brookshire Heights 2nd Add SubDv. 32792 Zip Code
Welcome to this warm and inviting home in the desirable Brookshire Heights neighborhood, ideally positioned on a corner lot along a beautiful street in a sought-after community. Offering more than 2,500 square feet of living space, this spacious residence features four bedrooms and two-and-a-half baths, with an open, comfortable layout designed for both everyday living and entertaining. The home has been thoughtfully updated and maintained over the years, blending timeless character with modern conveniences. The kitchen was beautifully remodeled in 2021 with new cabinetry, appliances, flooring, and countertops, while the family room was enhanced with additional air-conditioning ducts and vents for added comfort. The second full bath was also remodeled in 2021, and the downstairs powder room received a stylish update in 2025.Significant improvements include new wood flooring downstairs and refinished and stained upstairs floors in 2019, a new HVAC system with an additional upstairs unit and complete ductwork replacement in 2020, and a customized primary closet in 2022. The primary suite continues to impress with a new porch door and a private balcony railing added in 2026. A new water heater was installed in 2023, while the main sewer line exiting the home was replaced in 2024.Garage is air cooled. Outdoor living has been equally well considered, with a screened porch enclosure, a covered side patio, new fencing, and refreshed landscaping creating inviting spaces to relax and entertain. Beyond the home itself, the location is exceptional—conveniently situated in a wonderful community with Cady Way pool and Cady Way trail which spans 7.2 miles and connects to the Seminole trail for bike riding, running and walking. Highly regarded schools and easy access to the area’s everyday amenities. With its generous living spaces, extensive updates, inviting outdoor areas, and prime corner-lot setting, this Brookshire Heights home offers an exceptional opportunity to enjoy a beautifully cared-for residence in a highly desirable location.

2572 Fifeshire Drive, Winter Park

$850,000
3 Beds 3 Baths Brookshire Heights SubDv. 32792 Zip Code
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) - Main - 2022, Family Room - 2019, Primary Suite - 2017 HVAC - 2021 MINI-SPLIT - 2026

2345 Brookshire Avenue, Winter Park

$895,000
4 Beds 3 Baths Brookshire Heights 4th Add SubDv. 32792 Zip Code
Virtually Staged. Fully renovated from top to bottom, this 4-bedroom, 3-bathroom pool home sits on a 9,915-square-foot lot in Winter Park's Brookshire Heights, one of the area's most established and tree-lined pockets. The kitchen has been completely rebuilt with new cabinetry, new appliances, and new finishes, and that same attention carries through the rest of the house — new flooring throughout, new windows, new water heater, and fresh paint inside and out. The two systems that matter most to a buyer's peace of mind are both new for 2025: a new roof and a new AC system, so there's no guessing what's left to replace. Outside, the pool has been fully resurfaced, giving it a clean, ready-for-summer finish, and the fenced backyard offers space to entertain or just enjoy Florida's outdoor living. A 2-car garage pairs with an extra-large driveway, giving this home more parking flexibility than most on the street. The washer and dryer convey with the sale. Brookshire Heights is zoned for Brookshire Elementary, Glenridge Middle, and Winter Park High School, and the location puts you minutes from Cady Way Trail, Park Avenue's shops and restaurants, Rollins College, and Winter Park Pines Golf Club, just a few streets away. It's a neighborhood known for quiet, walkable streets and mature landscaping, close enough to downtown Winter Park to feel connected without the noise. Every major update on this home has already been made — what's left is simply moving in

618 Blairshire Circle, Winter Park

$699,000
4 Beds 2 Baths Brookshire Heights SubDv. 32792 Zip Code
Virtually Staged. Zoned for Fantastic Winter Park Schools, this 4 bed, 2 bath recently renovated abode is waiting for you. Located on a quiet, tree-lined street, you can walk to highly rated Brookshire Elem and Winter Park High. The open-plan living space has beautiful travertine tile floors flowing through the kitchen, dining room, and living room. Renovated in 2026, the kitchen offers quartz counter tops, new appliances, under cabinet lighting, custom tile backsplash, and pendant lights. Flowing from the kitchen to the dining room and through to the living room, this open floor plan is sure to please. Double French doors open from the sunny living room to the spacious backyard. The oversized two-car garage and laundry room are just off the kitchen. Travertine continues down the hall, while all 4 bedrooms have newly installed wood flooring (2024). The primary bedroom has a renovated ensuite (2026) with enlarged walk-in shower, custom tile, new fixtures, and new quartz topped vanity. All 4 bedrooms have window shutters and new ceiling fans, and the renovated hall bath (2025) offers new quartz topped double sink vanity, new mirrors, and tub/shower tile surround. Out back, the grassy backyard with new fencing and St Augustine sod (2025) offers plenty of room for kids and pets to play or even a future pool addition. Located just 3 miles to Rollins College and the Park Ave shopping and dining district, this prime location offers other, even closer, benefits. Cady Way Park is 2 blocks away with a community pool, pickleball courts, tennis courts, picnic tables, and access to the Cady Way Bike Trail. NEW HVAC 2024, Roof 2015, updated electrical box 2014, and house re-piped with CPVC 2009. Come check out this charming move-in ready Winter Park house and make it your own home.

2260 Coldstream Drive, Winter Park

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Orange CountyWinter ParkBrookshire Heights

Brookshire Heights, Winter Park

Brookshire Heights is a neighborhood in east Winter Park, in the 32792 zip code, built mostly in the 1960s. Homes are block and stucco, predominantly single story. Most homes fall between about 1,300 and 3,000 square feet under air, the median lot is roughly a quarter acre, and a two car garage is standard.

Most of Brookshire Heights carries no mandatory HOA.

What the homes are

  • Built Mostly built in the 1960s, with homes from 1958 to 2026.
  • Construction Block and stucco. Shingle roofs are near universal.
  • Style Ranch, Traditional. Predominantly single story.
  • Size Most homes fall between about 1,300 and 3,000 square feet under air.
  • Bedrooms Three bedrooms is the most common plan, then four.
  • Garage A two car garage is standard.
  • Lot The median lot is roughly a quarter acre.
  • HOA Most of the neighborhood carries no mandatory HOA. Confirm on a specific parcel before relying on it.

Where Brookshire Heights is

Brookshire Heights, centered at 28.590661, -81.320117. Drag to explore.
Street level, inside the neighborhood. Drag to look around.

Drive times below are measured on the road network from the center of Brookshire Heights, not straight-line distance, in free-flowing traffic. Treat them as the floor rather than the school-run average.

Driving toTimeMiles
Downtown Orlando20 min9.2
Walt Disney World36 min29.1
Orlando International Airport29 min12.4
Universal Orlando29 min17.1

Public schools nearby

  • Brookshire Elementary School 3 min, 0.6 mi
  • Winter Park High School 3 min, 0.6 mi
  • Winter Park High School, South Gate (Baldwin Park) 7 min, 2.1 mi
  • Aloma Elementary 4 min, 1.2 mi

Private schools nearby

  • Christian Education at Woodruff Academy 6 min, 1.6 mi

Parks and recreation

  • Cady Way Trail 1 min, 0.4 mi
  • Ward Park 2 min, 0.6 mi
  • Ward Park Loch Lomond Trail 3 min, 0.9 mi
  • Marvin Smiley Park 4 min, 1.2 mi

Groceries and errands

  • Sprouts Farmers Market 5 min, 1.3 mi
  • Publix Super Market at Aloma Shopping Center 5 min, 1.4 mi
  • Frozen Latin Foods 5 min, 1.8 mi
  • Mild Soaps 6 min, 1.7 mi

Nearest is not the same as zoned. The schools above are the closest ones to Brookshire Heights by distance. School attendance zones are set by the district, change from year to year, and can differ street to street inside one neighborhood. Confirm the assignment for a specific address with Orange County Public Schools before it matters to a decision.

Places and drive times from Google, checked 20 September 2026. Businesses open and close; if something here has changed, tell me and I will correct it.

This page tracks what homes in Brookshire Heights actually sold for over the last twelve months, how long they took, and what moved the price. It is built from 20 verified closed sales in the Stellar MLS feed, not from public estimates. Every figure is a net-of-concessions number, which is explained at the bottom. Updated September 2026.

What homes sold for in Brookshire Heights

$604,900Median sale price
$358Median per square foot
13 daysMedian days to contract
20Homes sold in 12 months

Sale prices ran from $450,000 to $1,817,500, which is a wide spread and the reason a single neighborhood median is a starting point rather than an answer.

By size

Home sizeSalesMedian priceMedian $/sq ftMedian days
Under 2,000 sq ft12$538,750$3586 days
2,000 to 3,000 sq ft5$670,000$32371 days
3,000 sq ft and up3$1,670,000$49722 days

Larger homes usually show a lower price per square foot. That is normal and it is why a price per foot taken from the whole neighborhood should never be applied straight to one house.

Homes priced right sold far faster

Median days to go under contract. Shorter is better.

Never reduced 16 sales, closed at 98.9% of asking6 days
Reduced at least once 4 sales, closed at 93.7% of the reduced price97 days

Sellers who priced correctly and held their number went under contract in a median 6 days. Sellers who had to reduce took 97 days and still closed at 93.7% of their already reduced price, after a typical cut of $88,000. Opening high costs time and money, in that order.

Seller concessions

40%Of sales included a seller credit
$9,500Typical credit when there was one
8 of 20Sales carrying a credit

A seller credit covers part of the buyer's closing costs and comes off the seller's proceeds, so the headline sale price overstates what the seller kept. Budget for it if you are selling, and ask for it if you are buying.

How buyers paid

Conventional 12 sales60%
Cash 7 sales35%
VA 1 sales5%

Cash was 35% of purchases. A high cash share means a seller has buyers who do not depend on an appraisal, and a buyer using a loan is competing against offers that can close faster.

Questions about a specific home in Brookshire Heights, or want to know what yours would sell for?
Call or text Brenden Rendo at 407-616-9019 or send a message.

About this data. Source is the Stellar MLS feed for Brookshire Heights in Winter Park, Orange County, covering closed sales from 25 September 2025 through 20 September 2026, refreshed monthly and current as of September 2026. Prices are net of seller concessions, so they reflect what the seller actually received rather than the headline number. Data believed accurate but not guaranteed; listings and closings change daily.