EasyStreet

Call to Schedule a Showing

(407) 718-3706

(407) 718-3706

625 Cheekwood Aly, Winter Garden, FL 34787

$1,925,000

Charming two-story home featuring a screened-in porch, white picket fence and lush landscaping at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Bedrooms

    6

  • Baths

    5

  • Sq. Feet

    3796

  • Year Built

    2022

  • Days On Market

    5

  • $/SqFt

    $507

100 Photos

  • Charming two-story home featuring a screened-in porch, white picket fence and lush landscaping at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Charming two-story home featuring a screened-in porch, white picket fence and manicured landscaping at 625 Cheekwood Aly, Winter Garden, FL 34787
  • A charming two-story home featuring a screened-in porch, white picket fence and mature landscaping at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Inviting two-story home featuring a screened-in porch, white picket fence and well-manicured landscaping at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Beautiful two-story home with screened porch, palm trees, and a white picket fence for curb appeal at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Beautiful two-story home featuring a screened-in porch, palm trees and a classic white picket fence at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Aerial view of a stylish two-story home featuring a screened-in porch and a beautiful coastal view at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Aerial view of backyard oasis featuring a sparkling pool, outdoor dining, and private guest house at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Aerial shot of a luxurious backyard oasis, featuring pool, dining area, lounge, and pristine landscaping at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Aerial view showcasing the pool, outdoor dining area, lounge space, and lush landscaping at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Stunning outdoor pool with a meticulously maintained backyard, ideal for relaxation and entertaining at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Evening shot of luxurious pool with outdoor seating and a charming two-story home backdrop at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Inviting backyard pool with a stylish patio, perfect for enjoying sunny days and outdoor living at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Clear swimming pool with an attached spa and well-manicured landscaping in the backyard at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Beautiful backyard pool with a patio, perfect for relaxation and enjoying the outdoor space at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Relaxing pool and spa with an umbrella-covered patio, offering a perfect backyard retreat at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Inviting pool area with lush landscaping, providing a private and serene outdoor experience at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Clean and sparkling pool area with an attached spa and stylish patio, ideal for outdoor gatherings at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Covered patio with comfortable seating, overlooking a serene pool and well-maintained backyard at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Relaxing covered patio with plush seating, offering views of the pool and backyard at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Inviting covered patio with neutral furnishings and large sliding glass doors to the interior living space at 625 Cheekwood Aly, Winter Garden, FL 34787
More Photos \/
  • Charming outdoor dining area featuring a white umbrella and seating for six with a view of the lawn at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Picturesque aerial view of a meticulously landscaped community near the water with sidewalks and manicured lawns at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Aerial view showcases a well-planned community near the water with sidewalks, and lush landscaping at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Scenic aerial view featuring a community near the water with manicured lawns and a community swimming pool at 625 Cheekwood Aly, Winter Garden, FL 34787
  • An aerial view highlighting a grand home with a private pool and manicured grounds at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Overhead view showcases a backyard with a swimming pool and the surrounding manicured landscaping at 625 Cheekwood Aly, Winter Garden, FL 34787
  • An aerial view highlighting a beautiful home with a manicured yard, screened in porch, and nearby green space at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Inviting front porch with brick flooring, classic pillars, and a charming blue front door at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Relaxing screened-in porch featuring rocking chairs and a porch swing for ultimate comfort at 625 Cheekwood Aly, Winter Garden, FL 34787
  • A chef's kitchen with a large island, custom cabinetry, and stainless steel appliances, perfect for entertaining at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Close up of kitchen sink with bronze faucet and white marble countertop at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Open-concept kitchen boasts a center island with seating and a stainless steel appliance package at 625 Cheekwood Aly, Winter Garden, FL 34787
  • An open concept kitchen featuring custom cabinetry, a spacious island, and stainless steel appliances at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Close up of a stainless steel kitchen range with tile backsplash at 625 Cheekwood Aly, Winter Garden, FL 34787
  • A modern kitchen featuring a large island with seating, seamlessly flowing into the living and dining areas at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Modern kitchen with island with barstool seating, stainless appliances, and open access to the living room at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Cozy living room features a fireplace, custom built-ins, and wood beam ceilings at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Bright living room features a fireplace with white brick surround and custom built-ins for ample storage at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Close up of a fireplace with lit fire and white brick surround at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Bright living room featuring exposed beams, hardwood floors, and sliding glass doors to the outdoor area at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Spacious living room with a large white sectional, hardwood floors, and a view of the staircase at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Cozy living room with fireplace, built-in shelving, and exposed beams on the ceiling at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Open concept living room featuring hardwood floors, fireplace, and stairs to the second level at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Dining area with large windows and a chandelier, open to the gourmet kitchen at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Charming dining room with a rustic table, built-in cabinets, and doors to the backyard at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Bright dining area featuring floral wallpaper, hardwood floors, and a view of the backyard at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Inviting entryway featuring a white front door, bench, and convenient hall tree at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Stylish powder room with floral wallpaper, a white vanity, and a window at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Serene bedroom with a large bed, hardwood floors, and neutral decor at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Bright bedroom boasts tray ceilings, ceiling fan and large windows with beautiful views at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Bright bedroom features tray ceilings, ceiling fan and large windows offering great views at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Bathroom boasts double sinks, plentiful storage, and updated fixtures and lighting at 625 Cheekwood Aly, Winter Garden, FL 34787
  • This bathroom features a glass shower and soaking tub near bright sunny windows at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Bathroom boasts a luxurious glass shower and a stand alone soaking tub beneath a window at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Close up on a soaking tub with vintage style fixtures and hardwood floor at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Shower features marble surround, bronze hardware, and recessed shelving at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Bedroom with floral wallpaper features a ceiling fan and nice sunny windows at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Bedroom features a ceiling fan, floral wallpaper, and windows for plenty of sunlight at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Bathroom features a tile shower, vintage style fixtures and cabinet, and a decorative round mirror at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Bright bathroom with a marble countertop, modern faucet, decorative mirror, and plants adding a touch of elegance at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Modern laundry room features white cabinets, countertops, wood flooring, and efficient LG washer and dryer set at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Well-lit laundry room offers ample countertop space, gray cabinetry, a convenient sink, and a bright window at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Cozy upstairs living room with comfortable seating, a ceiling fan, and an entertainment center at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Bright living room features a comfortable sofa, stylish area rug, and plenty of natural light from the windows at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Relaxing upstairs living room includes comfortable seating, a ceiling fan, and an entertainment center with a TV at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Inviting bedroom with a cozy bed, stylish furnishings, and French doors leading to an outdoor area at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Comfortable bedroom featuring a decorative bed, desk, and warm natural lighting at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Stylish bathroom boasts double vanity, unique wallpaper, and sleek glass-enclosed shower for a luxurious experience at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Tranquil bedroom features three large windows, a cozy bed, decorative rug, and stylish decor at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Bright bedroom with white walls, ceiling fan, and a view into another room at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Bright home office featuring a large desk, hardwood floors, and abundant natural light at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Well-lit home office featuring a wooden desk, chair, and ample natural light at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Elegant foyer with chandelier, wood floors, and paneled walls at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Cozy patio with stone flooring, blue rocking chairs, and lush landscaping at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Modern kitchen featuring stainless steel appliances, white cabinetry, and stylish accents at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Bright living space with white sofa, small round tables, and modern kitchen at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Inviting living area with a sofa, table, and a view of the outdoors through French doors at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Cozy bedroom with stylish decor, and a view of the bathroom at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Comfortable bedroom with a large window overlooking the pool at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Modern bathroom with a glass shower, white cabinets, a round mirror, and elegant fixtures offers a luxurious spa-like experience at 625 Cheekwood Aly, Winter Garden, FL 34787
  • New construction homes feature modern architecture, manicured lawns, brick driveways, and serene views of the bay at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Charming white house with manicured landscaping, a brick driveway, and a two-car garage offers timeless appeal at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Aerial view of a stunning resort-style community pool with lush landscaping, palm trees, and ample seating at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Beautiful resort-style community pool surrounded by palm trees and lush landscaping offers the perfect oasis at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Aerial view of a luxurious community pool with modern lounge areas, palm trees, and beautifully landscaped grounds at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Stunning community pool with fountains, palm trees, lounge chairs, and a welcoming clubhouse for relaxation and enjoyment at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Aerial view of a community pool nestled in a serene setting with trees, lake views, and a relaxed atmosphere at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Elegant two-story home with a metal roof, inviting front porch, and beautifully landscaped yard exudes curb appeal at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Elegant lounge features high ceilings, stylish seating, a cozy fireplace, and a decorative chandelier at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Spacious living room with high ceilings, exposed beams, brick accents, and lots of seating at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Enjoy the firepit, outdoor seating, and water views in the community at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Aerial view of the community and neighborhood, including homes, walking paths and a lake at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Scenic walking path perfect for enjoying the outdoors and staying active in the community at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Brick facade of Plant Street Market with outdoor seating and a charming neighborhood feel at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Plant Street in the community features dining and shopping options with lush landscaping at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Community splash pad and splash fountain for enjoying the outdoors in the community at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Local shops and restaurants in the community offer shopping and dining options at 625 Cheekwood Aly, Winter Garden, FL 34787
  • Community fountain with tiled accents in a park setting within the neighborhood at 625 Cheekwood Aly, Winter Garden, FL 34787
  • View of the neighborhood town center with a pavilion, train car and park at 625 Cheekwood Aly, Winter Garden, FL 34787
Less Photos /\

Tour This Home

Mon
31 Mar
Tue
1 Apr
Wed
2 Apr
Thu
3 Apr
Fri
4 Apr
Sat
5 Apr
Sun
6 Apr

Home Description

Welcome to this stunning custom-built POOL & PARK-FRONT home with IN-LAW SUITE located in the highly sought-after community of Oakland Park. Designed for both luxury & functionality, this exceptional residence boasts impeccable craftsmanship, high-end finishes, & a thoughtfully designed layout perfect for modern living. The main home includes 5 bedrooms (one does not have a closet) & 3.5 baths while the in-law suite includes a bedroom, full bath with a zero-entry shower, kitchen, & a living space. The heart of the home is the chef’s dream kitchen, featuring top-of-the-line THERMADOR appliances, custom cabinetry, QUARTZ counters, tile backsplash, a spacious center island with storage, under cabinet lighting, & a walk-in pantry. The appliances include a 60 inch double oven with 6 burner gas cooktop, grill & griddle, a built-in microwave, warmer, counter depth refrigerator, & a paneled dishwasher. The open-concept design seamlessly connects the kitchen to the bright & airy living room & dining area, which showcases custom built-ins, wainscoting, wood beam ceilings, & expansive sliders overlooking the outdoor oasis. A half bath is conveniently located by the back door to make swimming adventures a breeze. Downstairs is complete with two bedrooms that share a Jack & Jill bath & a third bedroom (no closet) with double doors, which could be used as a guest suite or an office. One of the bedrooms includes French doors which open to the pool & spa. The upstairs primary suite offers a serene retreat with a spa-like bath featuring a soaking tub, oversized walk-in shower, dual vanities, & two walk-in closets. An additional bedroom with en-suite bath is also located upstairs along with a generously sized laundry room with utility sink & a loft. Flooring consists of easy to clean luxury vinyl plank & wood stairs. Perfect for multi-generational living or guest accommodations, the spacious in-law suite includes a private living area, kitchen, bedroom with en-suite bath (zero entry shower), & front porch. Step outside to your personal paradise! The resort-style heated pool & spa are surrounded by a covered lanai, TRAVERTINE decking, & a beautifully landscaped & fenced backyard, ideal for entertaining or simply unwinding in style. Your summer kitchen is just a few steps away. The lanai has connections for gas, water, electric & a vent to make your build-out a success. Additional features: whole house water filtration system, washer & dryer hookup in the garage, antique brass hardware, a removable pool fence, & an EV rated outlet for your electric car. This home offers the ideal blend of comfort & convenience, perfect for enjoying the vibrant lifestyle of Winter Garden. From charming boutiques & rooftop dining to the lively Farmers Market & Splash Park, downtown Winter Garden is a vibrant destination easily accessed by bicycle or on your golf cart. Outdoor enthusiasts will love the 22 mile long West Orange Trail. This golf-cart-approved community offers year-round events, from golf cart parades to book clubs & social gatherings, making it an extraordinary place to call home. The waterfront community features parks, playgrounds, two pools (including a resort style pool), a clubhouse, dog park, & spectacular sunset views. Don’t miss this rare opportunity to live in one of the area’s most sought-after neighborhoods, with easy access to interstate travel, shops, restaurants, golf courses, & world-renowned theme parks. Capture this CUSTOM POOL home today!

  • MLS #: O6293897
  • Address: 625 Cheekwood Aly
  • Levels: Two
  • City: Winter Garden
  • Zip: 34787
  • County: Orange
  • Subdivision: Oakland Park
  • Community Features: Clubhouse,Dog Park,Golf Carts OK,Park,Playground,Pool
  • Private Pool: True
  • Pool Features: Heated,In Ground,Pool Alarm
  • Spa Features: Heated
  • Water Feet: 0
  • Interior Features: Built-in Features,Ceiling Fans(s),Living Room/Dining Room Combo,Open Floorplan,PrimaryBedroom Upstairs,Stone Counters,Walk-In Closet(s)
  • Appliances: Dishwasher,Dryer,Microwave,Range,Range Hood,Refrigerator,Washer,Water Filtration System
  • Fireplace Desc: Gas
  • Floor Covering: Tile,Vinyl
  • Additional Rooms: Inside Utility,Loft,Storage Rooms
  • Exterior Features: French Doors,Irrigation System,Sliding Doors
  • Exterior Contruction: Block,Cement Siding,Wood Frame
  • Foundation: Slab
  • Front Exposure: West
  • Roof: Shingle
  • Building Sqft: 5241

Available now at $1,925,000

Approximate Room Sizes / Descriptions

Bathroom 415x12FirstVinyl
Kitchen15x19FirstVinyl
Living Room19x19FirstVinyl
Dining Room13x12FirstVinyl
Balcony/Porch/Lanai23x8First
Primary Bedroom16x14SecondVinyl
Bedroom 213x13FirstVinyl
Bedroom 314x10FirstVinyl
Bedroom 513x14SecondVinyl
  • Attached Garage: False
  • Garage: True
  • Garage Spaces: 2
  • Garage Feature: Alley Access
  • Carport: False
  • Carport Spaces: 0
  • Air Conditioning: Central Air
  • Heating: Central,Electric
  • Utilities: Cable Connected,Public
  • Lot Sqft: 9652.00
  • Lot Acres: 0.2200
  • Total Acre: 0 to less than 1/4
  • Lot Num: 13
  • HOA Fees: $608 Quarterly
  • HOA Monthly Amount: $203
  • HOA/Community Assoc: Required
  • Senior Community: False
  • Style: Single Family Residence
  • Building Num Floors: 2
  • Pets Allowed: Yes
  • Pet Restrictions: Buyer to verify with HOA
  • : 407-876-2090

Neighborhood

The average asking price of a 6 bedroom Winter Garden home in this zip code is $1,840,883 (4.4% less than this home).

This home is priced at $507/sqft, which is 25.7% less than similar homes in the 34787 zip code.

Map | Street | Birds Eye

Print Map | Driving Directions

Financial

  • Approx Payment:$9,364*
  • Taxes:$14,181

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 (407) 718-3706 and speak with one of our real estate consultants.

Listing Courtesy of BHHS FLORIDA REALTY. For information or to schedule a viewing of this property (MLS# O6293897), call: 407 718 3706

625 Cheekwood Aly, Winter Garden FL is a single family home of 3796 sqft and is currently priced at $1,925,000 . This single family home has 6 bedrooms. A comparable home for sale at 14814 Bahama Swallow Blvd in Winter Garden is listed at $769,000. In addition to single family homes, EasyStreet also makes it easy to find Homes, Condos, New Homes and Foreclosures in Winter Garden, FL. Overlook At Hamlin, Lake Avalon Groves and Twinwaters are nearby neighborhoods. MLS O6293897 has been posted on this site since 3/27/2025 (today).

2025 3/31/2025.

Message Agent

Send

Schedule a tour

625 Cheekwood Aly Winter Garden FL 34787

Choose a day and time

You Requested

We'll be in touch shortly to confirm your tour time and other details. Please let us know how to reach you.

Schedule Tour

CLOSE

Your message has been sent!

The agent will be in touch with you in just a minute.