398 Winter Grove Boulevard, FL
Stellar MLS

$1,498,440

398 Winter Grove Boulevard

Winter Garden, FL 34787

Active
5
Beds
5
Baths
4,442
Sq Ft
0.17
Acres
2024
Built
Private poolNew construction3-car garage$337/sqft360° tour
Single Family Residence

Property type

2024

Year built

7,320 sqft

Lot size

$337

Price / sq ft

$240/mo

HOA dues

16

Days on market

3

Garage spaces

X

Flood zone

About this home

Welcome to Winter Grove in the charming city of Winter Garden. Located 1 mile from Winter Garden Village and 3 miles from historic downtown Winter Garden. This intimate gated new community features single-family homes on large homesites without a CDD. Residents enjoy all the proximity to shopping, dining, and entertainment this area is known for. Introducing the exquisite Roseland former model home! This stunning 5-bedroom, 5-bathroom, 2-car garage masterpiece boasts a homesite neighboring a pond and a luxury pool, spa, and outdoor kitchen. As a former model home, there is also an option to purchase the furniture separately. As you step through the double entry glass doors, you are immediately greeted by a striking foyer that rises to the second floor, setting the tone for the entire home. To one side, an enclosed flex room offers versatility, while the formal dining room invites effortless entertaining. As you travel further into the Roseland you are greeted by a grand staircase, featuring engineered hard wood plank treads and wrought iron balusters with an oak handrail. Tucked just under the staircase is a wine lover’s dream, a wine cave with built-in cabinets, quartz countertops, and stylish tile backsplash. From there, you enter the heart of the home—the open concept kitchen and living area. Equipped with built-in Whirlpool stainless steel appliances, including a beverage cooler, double oven, and built-in cooktop, the kitchen is a dream for culinary enthusiasts. Two-tone soft-close cabinetry is paired with exquisite quartz countertops, creating a timeless and sophisticated look, while a spacious walk-in pantry ensures ample storage. The open-concept design effortlessly connects the kitchen to the gathering room and cafe, where soaring ceilings create an airy, light-filled space, perfect for both intimate gatherings and larger celebrations. Step outside to the covered lanai and enjoy your backyard oasis complete with an inground pool and spa, as well as an outdoor kitchen. Also located on the first floor, is a “Multi-Gen Suite” offering a spacious bedroom with its own linen closet, walk-in closet, and attached bathroom complete with a frameless glass enclosed shower and quartz countertops. Upstairs, the private owner’s suite spans one side of the home, creating a peaceful retreat. The owner’s retreat area, ideal for reading or unwinding, leads into the spa-inspired owner’s bath, where luxury knows no bounds. A free-standing bathtub, frameless glass-enclosed shower, enclosed toilet, and double walk-in closets create a sanctuary of relaxation. The second floor also offers two additional spacious bedrooms connected by a Jack and Jill bathroom, ensuring both privacy and convenience, while a third bedroom enjoys its own en suite bath, providing an added level of comfort and luxury. The upstairs laundry room, with a utility sink trimmed in quartz and cabinets, makes daily tasks a breeze. With an intelligently designed layout and meticulously curated finishes, this home offers the perfect balance of form, function, and style. It's the epitome of luxury living in a highly sought-after location, blending convenience, sophistication, and thoughtful design into a living experience like no other. Schedule a tour today!

Local Insight

At $337/sqft for brand-new construction with a private pool in a rapidly growing area, this property is competitively priced relative to similar new homes in Winter Grove, though the 0.17-acre lot is quite tight for a five-bedroom—worth considering if you value the pool and modern finishes over outdoor space. The $240 monthly HOA is reasonable for a new development, and being in flood zone X removes that insurance headache, but you're betting on Winter Grove's continued appreciation in what's still an unincorporated area rather than an established city, which has trade-offs for long-term value and services.

AI-generated insight based on listing data and neighborhood context. Verify independently.

Estimated monthly payment

Principal & interest$7,577
Property taxes$1,226
Home insurance (est.)$687
HOA dues$240

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history16 days on market

  1. Status: Active
    May 6, 2026
  2. Listed$1,498,440
    May 5, 2026
  3. Price increased$1,498,440

Virtual Tour

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
16
Subdivision
Winter Grove
County
Orange
Year built
2024
Living area
4,442 sq ft
Price/sq ft
$337
Lot size
7,320 sq ft
Lot category
0 to less than 1/4
Flood zone
X
Garage
3 spaces
Pool
Private pool
Annual taxes
$14,707 (2025)
Parcel #
35-22-27-9400-00-010
Zoning
WG-PUD
MLS #
O6405194

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Interior Details

Bedrooms
5
Full bathrooms
5
Flooring
Carpet, Hardwood, Tile
Appliances
Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range Hood, Refrigerator, Washer, Wine Refrigerator
Interior features
Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Smart Home, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s)
Laundry
Inside, Laundry Room, Upper Level
Stories / Levels
Two
Direction faces
West
New construction
Yes

Heating & Cooling

Heating
Central, Electric, Heat Pump
Cooling
Central Air

Parking

Garage spaces
3
Attached garage
Yes
Parking features
Driveway, Garage Door Opener

HOA & Financial

HOA fee
$240 / Monthly
Monthly HOA
$240/mo
Total monthly fees
$240/mo
Total annual fees
$2,880
HOA name
Angela Carulli
CDD
No
Min lease term
1-2 Years
Listing terms
Cash, Conventional, FHA, VA Loan
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
Yes
Additional lease restrictions
Please see HOA documents for details.
Approval process
Please see HOA documents for details.

Exterior & Construction

Exterior features
Lighting, Rain Gutters, Sidewalk, Sliding Doors
Construction materials
Block, HardiPlank Type, Stucco, Frame
Roof
Shingle
Foundation
Slab
Pool
Private pool
Road surface
Paved

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
BB/HS Internet Available, Cable Available, Electricity Connected, Natural Gas Connected, Sewer Connected, Underground Utilities, Water Connected

Community

Pets allowed
Breed Restrictions

Schools

ElementaryBSunRidge ElementaryGreatSchools ↗
MiddleASunRidge MiddleGreatSchools ↗
High SchoolAWest Orange HighGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
Great RoomFirst18x15
DinetteFirst12x12
KitchenFirst12x18
Balcony/Porch/LanaiFirst36x9
Bedroom 2Second12x13
Bathroom 2Second17x9
Primary BedroomSecond13x17
Primary BathroomSecond11x17
Bedroom 3Second13x12
Bedroom 4Second12x13
Bedroom 5First10x19
Bathroom 3Second9x5
Dining RoomFirst11x15
Bathroom 4First11x6
Bathroom 5First10x6

Listing Details

Listing date
2026-05-05
On market date
2026-05-05
Original list price
$1,498,440
Occupant type
Vacant
MLS area
34787 - Winter Garden/Oakland
Listing AOR
Orlando Regional
Home warranty
Yes
Status changed
2026-05-06
Tax legal description
WINTER GROVE 114/79 LOT 1

Flood risk

Minimal riskFEMA Zone X

Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

Directions

(From) I-4 West, continue to Florida’s Turnpike and take the Miami exit and keep right and follow the sign for Florida’s Turnpike N/Ocala and merge to Florida’s Turnpike, then follow Florida’s Turnpike to FL-50 W/W Colonial Dr in Ocoee. Then take exit 267B to merge to FL-50 W/W Colonial Dr then drive to Winter Garden Vineland Rd in Winter Garden and then turn left onto Winter Garden Vineland Rd and then you arrived at Roper Rd & Winter Garden Vineland Rd. Please check in at the Sales Office upon arrival.

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MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of May 21, 2026 at 10:25 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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