Homes In Orlando For Sale Search
$675,000
4 Beds ⋅ 2 Baths ⋅ Kenilworth Estates 1st Add SubDv. ⋅ 32792 Zip Code
Nestled on a tranquil, tree-lined street in the vibrant heart of Winter Park, this reimagined 1960s mid-century modern pool residence beautifully harmonizes timeless architectural soul with stylized contemporary updates. Bathed in glorious natural sunlight, the open-concept interior unfolds beneath soaring vaulted ceilings, where durable wood-look flooring flows seamlessly across expansive living and dining spaces. At the center of it all lies a true chef’s haven—an exquisitely updated kitchen equipped with solid wood cabinetry, rich granite countertops, a sprawling prep island, sleek stainless steel appliances, and a bold over-range hood. Thoughtfully arranged along a private bedroom wing, the four spacious bedrooms blend exceptional comfort with versatile living spaces. The fourth bedroom is framed by views of the sun-drenched pool deck—an inspiring backdrop for a home office, creative sanctuary, or private gym. The primary retreat serves as a peaceful haven, complete with an elegant ensuite bath showcasing custom tile work and a glowing vanity mirror. Step through the doors into your own fully fenced tropical oasis, where quintessential Florida living takes center stage. Spend your afternoons lounging beside the sparkling swimming pool, entertaining guests from the custom Tiki bar, or relaxing with a cool drink under the shade of the gazebo surrounded by fresh, plush, mature landscaping and fresh sod. Modern convenience and major infrastructure upgrades ensure total peace of mind, featuring updated plumbing, electrical, and windows, along with a brand-new 2026 HVAC heat pump system (complete with a 10-year warranty) and a 2026 water heater. Complete with a two-car carport, dual storage rooms, indoor laundry, and a well-water irrigation system, every practical detail has been addressed. All of this is situated within top-tier school zones (Brookshire, Glenridge, and Winter Park High), just moments from the boutique shopping and dining on Park Avenue, Rollins College, Baldwin Park, Cady Way Trail, medical hubs, and the energy of downtown Orlando.

2215 Woodcrest Drive, Winter Park
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Orange County › Winter Park › Kenilworth Estates

Kenilworth Estates, Winter Park

Kenilworth Estates 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 1,500 and 2,500 square feet under air, the median lot is roughly a quarter acre, and a two car garage is standard.

Most of Kenilworth Estates carries no mandatory HOA.

What the homes are

  • Built Mostly built in the 1960s, with homes from 1959 to 2019.
  • Construction Block and stucco. Shingle roofs are near universal.
  • Style Ranch, Florida, Traditional. Predominantly single story.
  • Size Most homes fall between about 1,500 and 2,500 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 Kenilworth Estates is

Kenilworth Estates, centered at 28.582635, -81.322018. 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 Kenilworth Estates, not straight-line distance, in free-flowing traffic. Treat them as the floor rather than the school-run average.

Driving toTimeMiles
Downtown Orlando20 min6.0
Walt Disney World37 min28.5
Orlando International Airport29 min11.9
Universal Orlando29 min16.5

Public schools nearby

  • Winter Park High School 5 min, 1.2 mi
  • Winter Park High School, South Gate (Baldwin Park) 2 min, 0.4 mi
  • Brookshire Elementary School 7 min, 2.0 mi
  • Baldwin Park Elementary School 6 min, 1.6 mi

Private schools nearby

  • Christian Education at Woodruff Academy 7 min, 2.0 mi

Parks and recreation

  • Orlando Veteran's Memorial Park 4 min, 0.9 mi
  • Lake Baldwin Park 4 min, 0.9 mi
  • High Park 6 min, 1.5 mi
  • Lake Baldwin Dog Park 4 min, 0.8 mi

Groceries and errands

  • Frozen Latin Foods 8 min, 2.4 mi
  • Walmart Neighborhood Market 8 min, 2.0 mi
  • Alexandria Market East Orlando 8 min, 2.3 mi
  • Publix Super Market at Baldwin Park 7 min, 1.7 mi

Nearest is not the same as zoned. The schools above are the closest ones to Kenilworth Estates 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 Kenilworth Estates actually sold for over the last twelve months, how long they took, and what moved the price. It is built from 2 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.

Read this one loosely. Fewer than eight homes closed here in the last year, so every median on this page rests on a small sample and can swing on a single sale.

What homes sold for in Kenilworth Estates

$610,000Median sale price
$310Median per square foot
40 daysMedian days to contract
2Homes sold in 12 months

Sale prices ran from $490,000 to $730,000, which is a wide spread and the reason a single neighborhood median is a starting point rather than an answer.

Homes priced right sold far faster

Median days to go under contract. Shorter is better.

Never reduced 1 sales, closed at 100% of asking0 days
Reduced at least once 1 sales, closed at 98.7% of the reduced price81 days

Sellers who priced correctly and held their number went under contract in a median 0 days. Sellers who had to reduce took 81 days and still closed at 98.7% of their already reduced price, after a typical cut of $10,100. Opening high costs time and money, in that order.

How buyers paid

Cash 2 sales100%

Cash was 100% 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 Kenilworth Estates, 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 Kenilworth Estates 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.