1445 Holts Grove, Winter Park, FL 32789
Pending $2,650,000
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Listing Agent: Shelley Heistand
Agent Phone:
407-718-9222
Agent Email:
sjheistand@gmail.com
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Under contract-accepting backup offers. Experience Mediterranean charm in this fabulous five-bedroom, five-bath pool home built by Cahill Builders. On the north side of Windsong, this home features an open floor plan with spacious living areas that flow seamlessly and provide warm natural light. The living room with cozy gas fireplace overlooks the spacious and open dining room while the light-filled family room with French doors has wonderful views of the covered lanai and pool. You will love entertaining in the chef’s eat-in kitchen with many updates and upgrades completed in 2024. Kitchen features include stainless appliances, natural gas cooktop, double ovens, large center prep island and large walk-in pantry. The first-floor luxurious owner’s retreat features vaulted and hand-crafted wood beam ceilings, wide plank wood floors and bath with dual vanities, walk-in shower and spa tub. Bedroom Suite 2, which is also on the main level is ideal for guests, home office or nursery. As you go upstairs, the second floor offers a thoughtfully designed retreat for both relaxation and entertainment. There are three spacious bedrooms each with their private baths. This layout offers comfort and privacy for family or guests. The media room provides the ideal setting for movie nights or immersive gaming and includes an additional room for a playroom, library or large air-conditioned storage space. Whether you are entertaining or unwinding, this upper-level layout delivers functionality and privacy. Go outside to enjoy the covered lanai which overlooks the private and expansive yard filled with a vibrant mix of citrus trees, tropical plants and year-round flowering garden. The fabulous landscape was designed by a landscape architect with the concept to provide continuous blooms and inviting sitting areas under the sun. The sparkling pool and spa, large surrounding patio and firepit area invite year-round enjoyment. Additional amenities include custom molding and trim work, an entry fountain and three-car garage (one with split air conditioning). Windsong, one of Winter Parks sought-after neighborhoods, offers exclusive amenities to their residents including a pontoon boat to enjoy Winter Park Chain of Lakes, two community pools, a splash park, playground, a lakefront clubhouse and a scenic pier for fishing. Ideal location is minutes from hospitals, schools, golf courses, and Park Avenue’s amazing dining and shopping.
Built-in Features
Ceiling Fans(s)
Central Vaccum
Eat-in Kitchen
High Ceilings
Kitchen/Family Room Combo
Open Floorplan
Primary Bedroom Main Floor
Solid Wood Cabinets
Split Bedroom
Stone Counters
Thermostat
Vaulted Ceiling(s)
Walk-In Closet(s)
Window Treatments
Clubhouse
Park
Playground
Pool
Taxes: $15,210.00
Tax Year: 2024
HOA Fee 1: $785.00
HOA Frequency 1: Quarterly
Condo Fee Frequency: Quarterly
Awning(s)
Balcony
French Doors
Garden
Lighting
Private Mailbox
Rain Gutters
Sidewalk
Built-In Oven
Cooktop
Dishwasher
Disposal
Dryer
Microwave
Range Hood
Refrigerator
Tankless Water Heater
Washer
Wine Refrigerator
Elementary School: Brookshire Elem
Middle School: Glenridge Middle
Junior High: Glenridge Middle
High School: Winter Park High
MLS Area: 32789 - Winter Park
Price per Square Feet: $590.33
Water: Public
Lot Desc.: City Limits, Landscaped, Oversized Lot, Sidewalk, Paved
Construction: Block, Stucco
Date Listed: 2025-08-15 21:55:33
Pool: Yes
Pool Type: Gunite, Heated, In Ground
Private Spa: Yes
Furnished: Unfurnished
Windows: Blinds, Double Pane Windows, Drapes, Shades, Shutters, Window Treatments
Parking: Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Workshop In Garage
Garage Spaces: 3
Flooring: Carpet, Travertine
Roof: Concrete, Tile
Heating: Central, Electric, Zoned
Cooling: Central Air, Ductless, Zoned
Pets: Yes
Sewer: Public Sewer
Amenities: Clubhouse, Park, Playground, Pool
Listing Courtesy Of: Premier Sothebys Intl. Realty
sjheistand@gmail.com
Under contract-accepting backup offers. Experience Mediterranean charm in this fabulous five-bedroom, five-bath pool home built by Cahill Builders. On the north side of Windsong, this home features an open floor plan with spacious living areas that flow seamlessly and provide warm natural light. The living room with cozy gas fireplace overlooks the spacious and open dining room while the light-filled family room with French doors has wonderful views of the covered lanai and pool. You will love entertaining in the chef’s eat-in kitchen with many updates and upgrades completed in 2024. Kitchen features include stainless appliances, natural gas cooktop, double ovens, large center prep island and large walk-in pantry. The first-floor luxurious owner’s retreat features vaulted and hand-crafted wood beam ceilings, wide plank wood floors and bath with dual vanities, walk-in shower and spa tub. Bedroom Suite 2, which is also on the main level is ideal for guests, home office or nursery. As you go upstairs, the second floor offers a thoughtfully designed retreat for both relaxation and entertainment. There are three spacious bedrooms each with their private baths. This layout offers comfort and privacy for family or guests. The media room provides the ideal setting for movie nights or immersive gaming and includes an additional room for a playroom, library or large air-conditioned storage space. Whether you are entertaining or unwinding, this upper-level layout delivers functionality and privacy. Go outside to enjoy the covered lanai which overlooks the private and expansive yard filled with a vibrant mix of citrus trees, tropical plants and year-round flowering garden. The fabulous landscape was designed by a landscape architect with the concept to provide continuous blooms and inviting sitting areas under the sun. The sparkling pool and spa, large surrounding patio and firepit area invite year-round enjoyment. Additional amenities include custom molding and trim work, an entry fountain and three-car garage (one with split air conditioning). Windsong, one of Winter Parks sought-after neighborhoods, offers exclusive amenities to their residents including a pontoon boat to enjoy Winter Park Chain of Lakes, two community pools, a splash park, playground, a lakefront clubhouse and a scenic pier for fishing. Ideal location is minutes from hospitals, schools, golf courses, and Park Avenue’s amazing dining and shopping.
Property Details
Price: $2,650,000
Sq Ft: 4,489
($590 per sqft)
Bedrooms: 5
Bathrooms: 5
City: Winter Park
County: Orange
Type: Single Family Reside
Development: Windsong Lakeside
Acres: 0.40
Virtual Tour/Floorplan: View
Year Built: 2002
Listing Number: O6335636
Status Code: Pending
Taxes: $15,210.00
Tax Year: 2024
Garage:
3
Furnishings: Unfurnished
Pets Allowed: Yes
Interior Features:
Built-in Features
Ceiling Fans(s)
Central Vaccum
Eat-in Kitchen
High Ceilings
Kitchen/Family Room Combo
Open Floorplan
Primary Bedroom Main Floor
Solid Wood Cabinets
Split Bedroom
Stone Counters
Thermostat
Vaulted Ceiling(s)
Walk-In Closet(s)
Window Treatments
Amenities:
Clubhouse
Park
Playground
Pool
Financial Information:
Taxes: $15,210.00
Tax Year: 2024
HOA Fee 1: $785.00
HOA Frequency 1: Quarterly
Condo Fee Frequency: Quarterly
Exterior Features:
Awning(s)
Balcony
French Doors
Garden
Lighting
Private Mailbox
Rain Gutters
Sidewalk
Equipment:
Built-In Oven
Cooktop
Dishwasher
Disposal
Dryer
Microwave
Range Hood
Refrigerator
Tankless Water Heater
Washer
Wine Refrigerator
School Information:
Elementary School: Brookshire Elem
Middle School: Glenridge Middle
Junior High: Glenridge Middle
High School: Winter Park High
Additional Information:
MLS Area: 32789 - Winter Park
Price per Square Feet: $590.33
Water: Public
Lot Desc.: City Limits, Landscaped, Oversized Lot, Sidewalk, Paved
Construction: Block, Stucco
Date Listed: 2025-08-15 21:55:33
Pool: Yes
Pool Type: Gunite, Heated, In Ground
Private Spa: Yes
Furnished: Unfurnished
Windows: Blinds, Double Pane Windows, Drapes, Shades, Shutters, Window Treatments
Parking: Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Workshop In Garage
Garage Spaces: 3
Flooring: Carpet, Travertine
Roof: Concrete, Tile
Heating: Central, Electric, Zoned
Cooling: Central Air, Ductless, Zoned
Pets: Yes
Sewer: Public Sewer
Amenities: Clubhouse, Park, Playground, Pool
Map of 1445 Holts Grove, Winter Park, FL 32789
Listing Courtesy Of: Premier Sothebys Intl. Realty
sjheistand@gmail.com