9725 Chestnut Ridge Drive, Windermere, FL 34786 | MLS ID O6370294

BACK TO SEARCH
SUMMARY
AMENITIES
DETAILS
ROOM SIZES
SCHOOLS
NEIGHBORHOOD

9725 Chestnut Ridge Drive Windermere, FL 34786

$6,000,000

Beds

7
Baths

5 full 2 partial
Total Square Feet

8,000
Lot Size

0.56 acre(s)

Newly renovated, this private Isleworth residence offers a rare balance of architectural authority, thoughtful design, and quiet indulgence.Spanning approximately 8,000 square feet, the home unfolds with intention. Rich walnut cabinetry and wood detailing create warmth and continuity throughout, while the fireplace and wine cellar anchor the living spaces with understated elegance. Every room feels deliberate, refined, and composed.The kitchen is a statement of both form and performance; finishe...

Property Summary

MLS Number: O6370294

Status: Active

Days on Market: 186

Subdivision: ISLEWORTH

County: Orange

Bedrooms: 7

Total Square Feet: 8,000

Price Per Sq. Ft.: $750

New Constuction: No

Waterfront: Yes

Property Type: Residential - Single Family

Cooling: Central Air, Zoned

Garage: 3 car attached

Heating: Central

Lot Size: 0.56 Acres

Roof Type: Tile

Stories: 2.0

Year Built: 1999

Taxes: $29,046

HOA Y/N: Yes

Featured Amenities

Built-in Features

Ceiling Fans(s)

Elevator

High Ceilings

Kitchen/Family Room Combo

Living Room/Dining Room Combo

Open Floorplan

Primary Bedroom Main Floor

Split Bedroom

Stone Counters

Thermostat

Walk-In Closet(s)

Wet Bar

Clubhouse

Elevators

Fitness Center

Gated

Golf Course

Maintenance

Park

Pickleball Court(s)

Playground

Pool

Racquetball

Recreation Facilities

Sauna

Security

Spa/Hot Tub

Storage

Tennis Court(s)

Property Details

Additional Rooms: Den/Library/Office, Family Room, Formal Living Room Separate, Interior In-Law Suite w/Private Entry, Media Room

Appliances: Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer

Community Features: Buyer Approval Required, Clubhouse, Fitness Center, Gated Community - Guard, Golf Carts OK, Golf, No Truck/RV/Motorcycle Parking, Playground, Pool, Racquetball, Restaurant, Tennis Court(s)

Days on Site: 186

Directions: I-4 to Conroy Windermere Road west to Isleworth Golf and Country Club which will be on the left, turn right onto Latrobe Drive and next right onto Chestnut Ridge Drive, the home will be situated on the right.

Exterior: Block, Stucco

Outdoor Features: Fire Pit, French Doors, Outdoor Kitchen

Fireplace: Gas, Living Room, Primary Bedroom

Fireplace Y/N: Yes

Flood Zone Code: X

Flooring: Tile, Travertine, Wood

Foundation: Slab

Frontage Pond: 113

Home Warranty Y/N: No

Hot Tub: Yes

Listing Terms: Cash, Conventional

Lot: Landscaped, Near Golf Course, Paved

Lot Dimensions: 0.56

Other Equipment: Fire Pit

Ownership: Fee Simple

Parking: Driveway, Garage Faces Side

Parking Notes: Driveway, Garage Faces Side

Patio/Porch: Covered, Enclosed, Rear Porch, Screened

Pets Allowed: Yes

Pets Restrictions: Please call the association

Pool: Heated, In Ground, Indoor, Lap, Outside Bath Access, Screen Enclosure, Tile

Property Attached Y/N: No

Property Sub-Type: Single Family Residence

Security: Gated Community, Smoke Detector(s)

Sewer: Septic Tank

Showing Instructions: Appointment Only, Call Listing Agent, ShowingTime

Spa: Heated, In Ground

Special Sale Provisions: None

Special View Info: Water

Swimming Pool: Yes

Utilities: Electricity Connected, Water Connected

Vegetation: Mature Landscaping, Trees/Landscaped

Water: Public

Water Access: Lake - Chain of Lakes, Pond

Water Access Y/N: Yes

Waterfront Features: Pond

Water View: Pond

Windows: Skylight(s), ENERGY STAR Qualified Windows

Zoning: P-D

Construction: Block,Stucco

Room Sizes

Family Room: 21x21

Kitchen: 20x16

Dining Room: 20x15

Living Room: 20x13

Local Schools

High School: Olympia High

Middle School: Chain of Lakes Middle

Elementary School: Windermere Elem

Neighborhood Information

Neighborhood Map

Neighborhood Hero

Neighborhood Highlights

Neighborhood Characteristics

Neighborhood Market Trend

Neighborhood Schools

Courtesy of

Agency Name: DOUGLAS ELLIMAN
Agency Contact: 305-695-6070
Agent Name: Dianna Desboyaux

Presented by

Agent Name: Jacob Campbell
Agent Phone: Cell: 561.301.7130
Agency Title: The Keyes Company
Request Info

Jacob Campbell

keyes.com

Agent Cell:

561.301.7130

Office Phone:

561.752.5414

Request Tour Request Info

Get Pre-Approved

Mortgage Calculator

Frequently Asked Questions

Buying, selling, and moving across South Florida and Central Florida.

How much is my home worth in Boynton Beach?

Your home's value depends on its location, condition, size, recent upgrades, and what comparable homes nearby have recently sold for. Online estimates are a starting point, but they often miss local details. I'll prepare a free, no-obligation comparative market analysis (CMA) based on real Boynton Beach sales so you get an accurate number.

How do I sell my house fast in South Florida?

Pricing it correctly from day one, preparing it to show well, and marketing it where buyers are looking are the biggest factors in a quick sale. I'll help you set the right price, get professional photos and full listing exposure, and handle showings and offers so you can move on your timeline.

Can I sell my house as-is in Florida?

Yes. You can sell a home as-is and let buyers know you won't be making repairs. You'll still complete the standard Florida disclosures, and I'll help you weigh as-is offers against the cost of small improvements that could raise your final price.

When is the best time of year to sell a home in Florida?

South Florida has buyers year-round, including seasonal "snowbird" demand in the cooler months. The best time really depends on your local market, your home, and your own timeline. I can show you current conditions in your neighborhood so you can decide with real data.

How much does it cost to sell a house, and what about the agent commission?

Real estate commissions in Florida aren't set by law — they're negotiable and agreed in writing before your home goes on the market. Following the 2024 industry changes, agent compensation is discussed and documented up front, so there are no surprises. I'm glad to walk through the full cost picture, including typical closing costs, for your situation.

Can I buy and sell a home at the same time?

Yes, and many South Florida homeowners do. The key is coordinating the timing of your sale and purchase and understanding your options, such as a sale contingency or bridge financing. I'll help you map out a plan so you're not caught between two closings.

How do I get a free home valuation or CMA?

Just reach out and I'll prepare a free comparative market analysis using recent sales near you — no cost and no obligation. It's the most accurate way to understand what your home could sell for today.

How do I buy a home in Florida?

The usual path is: get pre-approved with a lender, decide on your must-haves and budget, tour homes, make an offer, complete inspections, and close. I'll guide you through each step and represent your interests from search to closing.

What should a first-time home buyer in Florida know?

Start by getting pre-approved so you know your budget, and plan for closing costs, property taxes, insurance, and (in Florida) potential HOA or flood insurance costs. As a first-time buyer you may also qualify for assistance programs. I'll make sure you understand each step before you commit.

Are there first-time home buyer programs in Florida?

Yes. Florida Housing offers programs such as down payment and closing-cost assistance, and federal loans like FHA and VA can lower your upfront costs. Eligibility depends on income, price, and loan type, and program availability can change — I can connect you with a trusted lender to see what you currently qualify for.

How much home can I afford?

It comes down to your income, monthly debts, down payment, and current interest rates — a lender can give you an exact figure with a pre-approval. I can connect you with local lenders and help you find homes that fit comfortably within your budget.

How do I get pre-approved for a mortgage?

You'll give a lender basic income, asset, and credit information, and they'll tell you how much you can borrow. Pre-approval makes your offers stronger in a competitive market. I work with local lenders and can introduce you to a few to compare.

I'm relocating to Florida from out of state — how does that work?

I help out-of-state buyers regularly. We can tour homes virtually, I can be your eyes on the ground for in-person showings and inspections, and I'll walk you through neighborhoods, commutes, and HOA details remotely. Many relocation clients close without needing to fly down repeatedly.

Can I buy a vacation home or investment property in Florida?

Absolutely. Whether it's a seasonal getaway or a rental investment, I can help you evaluate locations, rental rules, HOA restrictions, and the numbers that make a property worth it. South Florida has a wide range of options from condos to single-family homes.

Do you help with waterfront homes and condos?

Yes. South Florida has everything from oceanfront and intracoastal condos to canal-front and pool homes. These purchases come with extra considerations — insurance, HOA reserves, milestone inspections, and dock or water access — and I'll make sure you understand them before you buy.

Do you work with 55+ and active adult communities?

Yes. There are many 55-plus and active-adult communities across Palm Beach and Broward counties, each with its own amenities, fees, and rules. I'll help you compare them and find one that fits your lifestyle and budget.

Do you help with new construction homes?

Yes. With new construction it's important to have your own agent representing you — not just the builder's sales rep — to review contracts, upgrades, timelines, and pricing. I can represent you at no cost to you in most builder transactions.

How do I search current listings or the MLS?

You can search live listings right on my website, and I can set up a custom search that emails you new homes the moment they hit the market — often before the big portals update. Just let me know your criteria.

What areas do you serve?

I'm based in Boynton Beach and help buyers and sellers up Florida's southeast coast and into the Orlando metro. Communities I serve include:

Palm Beach County: Boynton Beach, Delray Beach, Boca Raton, Highland Beach, Ocean Ridge, Gulf Stream, Manalapan, Lantana, Hypoluxo, Atlantis, Palm Springs, Greenacres, Lake Worth Beach, Wellington, Royal Palm Beach, Loxahatchee, West Palm Beach, Palm Beach, Riviera Beach, North Palm Beach, Palm Beach Gardens, Jupiter, and Tequesta.

Broward County: Deerfield Beach, Hillsboro Beach, Lighthouse Point, Pompano Beach, Coconut Creek, Coral Springs, Parkland, Margate, Tamarac, Sunrise, Lauderdale-by-the-Sea, Oakland Park, Wilton Manors, Fort Lauderdale, Plantation, Davie, Cooper City, Weston, Hollywood, Dania Beach, Hallandale Beach, Pembroke Pines, and Miramar.

Miami-Dade County: Aventura, Sunny Isles Beach, Bal Harbour, Surfside, North Miami Beach, North Miami, Miami Shores, Miami Beach, Miami, Brickell, Doral, Coral Gables, Coconut Grove, Key Biscayne, Pinecrest, Palmetto Bay, Kendall, Cutler Bay, Homestead, and Florida City.

Treasure Coast: Hobe Sound, Stuart, Palm City, Jensen Beach, Port St. Lucie, Fort Pierce, Vero Beach, and Sebastian.

Greater Orlando & Central Florida: Orlando, Winter Park, Maitland, Winter Garden, Windermere, Dr. Phillips, Lake Nona, Ocoee, Apopka, Lake Mary, Sanford, Altamonte Springs, Casselberry, Winter Springs, Oviedo, Kissimmee, St. Cloud, Celebration, Poinciana, Clermont, Mount Dora, and Leesburg.

Don't see your community? Reach out — I likely cover it or can refer you to a trusted agent who does.

How do I schedule a showing or a consultation?

Reach out by phone, email, or the contact form on my site and we'll set up a time that works for you — in person or virtually. There's no cost or obligation to talk through your options.

Why work with you and The Keyes Company?

The Keyes Company is one of Florida's established independent brokerages, which gives my clients strong local market access and resources. My focus is on clear communication and looking out for your interests, whether you're buying or selling. Reach out and let's talk about your goals.

Talk to Jacob →