Shady Hills, FL homes for sale & real estate

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FLOOR PLAN

ABOUT THIS HOME
Shady Hills, FL Homes for Sale
Welcome to 18636 Winding Oaks Blvd, a spacious home tucked away in the established Autumn Oaks community of Hudson. Set among mature landscaping and generously sized homesites, this property has the space and privacy that can be difficult to find in newer developments while remaining convenient to everyday shopping, dining, recreation and the Gulf Coast. Inside, the home features a comfortable, functional layout with plenty of natural light and room for both everyday living and entertaining. The generous homesite provides additional outdoor space and separation from neighboring properties, complementing the relaxed residential setting that makes Autumn Oaks distinctive. Nearby homes commonl

$429,000

3 beds2 baths2,224 sq ft

18636 Winding Oaks Blvd, Hudson, FL 34667

Natural light • Mature landscaping • 0.68 acre lot

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ABOUT THIS HOME
Shady Hills, FL Homes for Sale
COMING SOON! Located at 14430 Todd Trl in Spring Hill, FL, this single-family home situated on a spacious lot offers fantastic potential and quiet living in Pasco County. Offered at $360,000, the 1977-built home features a screened rear patio/lanai, an expansive fully fenced backyard ideal for pets or outdoor relaxation, and ample open lawn space surrounded by mature trees. Flexible financing options are available, including Cash, Conventional, FHA, and VA.

$360,000

4 beds2 baths1,792 sq ft

14430 Todd Trl, Spring Hill, FL 34610

Screened rear patio • Open lawn space • Mature trees

3D & VIDEO TOUR

ABOUT THIS HOME
Shady Hills, FL Homes for Sale
RARE 2.5-ACRE RURAL RETREAT –2019 Site-Built Custom Masterpiece with Massive Expansion Potential! Tucked away on a pristine, high-and-dry acreage parcel with NO HOA and NO Deed Restrictions, this unique custom-built home offers the perfect blend of modern luxury, master craftsmanship, and agricultural freedom. Visually striking and meticulously designed, this property functions beautifully as a sophisticated, high-end country estate or a premier modern homestead. The exterior boasts ultimate peace of mind with a 50-year metal roof, a fully fenced yard, and a secure electric gate entry. Step inside to a completely remodeled, light-filled downstairs living space featuring premium Luxur

$325,000

1 bed1 bath900 sq ft

15820 Gifford Ln, Spring Hill, FL 34610

Custom masterpiece • 50 year metal roof • Fully fenced yard

ABOUT THIS HOME
Shady Hills, FL Homes for Sale
2.59 acres, this upgraded property offers room to enjoy privacy and outdoor living. The home features an open layout, tile flooring, marble countertops, updated appliances, and renovated bathrooms. The outdoor spaces are designed for gathering and relaxing. The refreshed pool area includes a separate pool house with a kitchen equipped with a stove, grill, and refrigerator, plus a bathroom and shower. A detached guest house or office adds flexible space for visitors, remote work, or creative projects. With generous grounds and multiple structures, the property offers a range of possibilities for everyday living and entertaining. Contact us to arrange a private tour.

$850,000

4 beds4 baths2,254 sq ft

14410 Dabney Ct, Spring Hill, FL 34610

Updated appliances • Marble countertops • Renovated bathrooms

3D & VIDEO TOUR

ABOUT THIS HOME
Shady Hills, FL Homes for Sale
Spectacular opportunity awaits with this ultimate multi-functional estate, featuring a 3-bedroom, 2-bathroom pool home situated on a fully fenced 2.75-acre corner lot! The welcoming covered front porch boasts an extended ramp with an attached pergola. Step inside to discover a bright, open-concept floor plan featuring a seamless living and dining combination accentuated by beautiful flooring and dramatic vaulted ceilings. The spacious kitchen is a chef’s delight, equipped with newer stainless-steel appliances, including a smart Wi-Fi range with built-in air-fryer and self-cleaning functions. Retreat to the generous primary suite, complete with an expansive walk-in closet, while the ro

$419,500

3 beds2 baths1,680 sq ft

17131 Monteverde Dr, Spring Hill, FL 34610

Covered front porch • Attached pergola • Spacious kitchen

Property at 17234 Helen K Dr, Spring Hill, FL 34610, 4 beds, 2.5 baths

$600,000

4 beds2.5 baths2,280 sq ft

17234 Helen K Dr, Spring Hill, FL 34610

Property at 18427 Moorhaven Dr, Spring Hill, FL 34610, 4 beds, 4 baths

$540,000

4 beds4 baths2,052 sq ft

18427 Moorhaven Dr, Spring Hill, FL 34610

Property at 18933 Black Gum Ct, Hudson, FL 34667, 3 beds, 2 baths

$410,000

3 beds2 baths2,185 sq ft

18933 Black Gum Ct, Hudson, FL 34667

Property at 18200 Normandeau St, Spring Hill, FL 34610, 3 beds, 2 baths

$299,900

3 beds2 baths1,392 sq ft

18200 Normandeau St, Spring Hill, FL 34610

Property at 18644 Furman Dr, Spring Hill, FL 34610, 3 beds, 2 baths

$525,000

3 beds2 baths2,070 sq ft

18644 Furman Dr, Spring Hill, FL 34610

Property at 18351 Kuka Ln, Spring Hill, FL 34610, 4 beds, 2.5 baths

$1,395,000

4 beds2.5 baths2,708 sq ft

18351 Kuka Ln, Spring Hill, FL 34610

Property at 13219 Tyrone St, Hudson, FL 34667, 8 beds, 6 baths

$650,000

8 beds6 baths3,728 sq ft

13219 Tyrone St, Hudson, FL 34667

Property at 17654 Donnelly Ct, Spring Hill, FL 34610, 2 beds, 1 bath

$150,000

2 beds1 bath924 sq ft

17654 Donnelly Ct, Spring Hill, FL 34610

Property at 17503 Galveston St, Shady Hills, FL 34610, 4 beds, 3 baths

$469,900

4 beds3 baths2,265 sq ft

17503 Galveston St, Shady Hills, FL 34610

Property at 13925 Echo Mountain Dr, Hudson, FL 34667, 4 beds, 2.5 baths

$399,999

4 beds2.5 baths2,140 sq ft

13925 Echo Mountain Dr, Hudson, FL 34667

Property at 15440 Hays Rd, Spring Hill, FL 34610, 3 beds, 2 baths

$430,000

3 beds2 baths1,539 sq ft

15440 Hays Rd, Spring Hill, FL 34610

Property at 18216 Monteverde Dr, Spring Hill, FL 34610, 4 beds, 3 baths

$649,000

4 beds3 baths2,193 sq ft

18216 Monteverde Dr, Spring Hill, FL 34610

Property at 14404 Amy Ln, Hudson, FL 34669, 3 beds, 2 baths

$315,000

3 beds2 baths1,792 sq ft

14404 Amy Ln, Hudson, FL 34669

Property at 18024 Drayton St, Spring Hill, FL 34610, 3 beds, 2 baths

$245,000

3 beds2 baths1,440 sq ft

18024 Drayton St, Spring Hill, FL 34610

Property at 17752 Silver Shadows Loop, Shady Hills, FL 34610, 4 beds, 2 baths

$315,000

4 beds2 baths1,828 sq ft

17752 Silver Shadows Loop, Shady Hills, FL 34610

Property at 16036 Bosley Dr, Spring Hill, FL 34610, 3 beds, 2 baths

$281,000

3 beds2 baths1,056 sq ft

16036 Bosley Dr, Spring Hill, FL 34610

Property at 17709 Silver Shadows Loop, Shady Hills, FL 34610, 3 beds, 2 baths

$298,340

3 beds2 baths1,560 sq ft

17709 Silver Shadows Loop, Shady Hills, FL 34610

Listing provided by Zillow

Property at 17736 Silver Shadows Loop, Shady Hills, FL 34610, 5 beds, 3 baths

$340,000

5 beds3 baths2,077 sq ft

17736 Silver Shadows Loop, Shady Hills, FL 34610

Listing provided by Zillow

Property at 17235 Carlesimo Ave, Spring Hill, FL 34610, 4 beds, 3 baths

$349,900

4 beds3 baths2,356 sq ft

17235 Carlesimo Ave, Spring Hill, FL 34610

Property at 17438 Lawless Rd, Spring Hill, FL 34610, 3 beds, 2 baths

$204,900

3 beds2 baths1,431 sq ft

17438 Lawless Rd, Spring Hill, FL 34610

Property at 17783 Silver Shadows Loop, Shady Hills, FL 34610, 4 beds, 2.5 baths

$343,990

4 beds2.5 baths2,305 sq ft

17783 Silver Shadows Loop, Shady Hills, FL 34610

Listing provided by Zillow

Property at Fletcher Plan, Spring Hill, FL 34610, 4 beds, 2 baths

$295,990

4 beds2 baths1,574 sq ft

Fletcher Plan, Spring Hill, FL 34610

Listing provided by Zillow

Property at 18250 Caufield Rd, Spring Hill, FL 34610, 2 beds, 2 baths

$198,900

2 beds2 baths986 sq ft

18250 Caufield Rd, Spring Hill, FL 34610

Property at 15210 Lancer Rd, Spring Hill, FL 34610, 2 beds, 1 bath

$274,900

2 beds1 bath864 sq ft

15210 Lancer Rd, Spring Hill, FL 34610

Property at 16344 Platinum Dr, Spring Hill, FL 34610, 3 beds, 3 baths

$485,000

3 beds3 baths2,128 sq ft

16344 Platinum Dr, Spring Hill, FL 34610

Property at 16823 Delft Pl, Spring Hill, FL 34610, 3 beds, 2 baths

$325,000

3 beds2 baths1,352 sq ft

16823 Delft Pl, Spring Hill, FL 34610

Property at 18671 Autumn Lake Ave, Hudson, FL 34667, 3 beds, 2.5 baths

$515,000

3 beds2.5 baths2,210 sq ft

18671 Autumn Lake Ave, Hudson, FL 34667

Property at 16700 Auburndale Ln, Spring Hill, FL 34610, 3 beds, 2 baths

$495,000

3 beds2 baths2,014 sq ft

16700 Auburndale Ln, Spring Hill, FL 34610

Property at 18608 Autumn Lake Blvd, Hudson, FL 34667, 4 beds, 3.5 baths

$515,000

4 beds3.5 baths2,993 sq ft

18608 Autumn Lake Blvd, Hudson, FL 34667

Property at 16547 Crossandra Ln, Spring Hill, FL 34610, 3 beds, 3 baths

$799,000

3 beds3 baths2,980 sq ft

16547 Crossandra Ln, Spring Hill, FL 34610

Property at 17620 Chorvat Ave, Spring Hill, FL 34610, 3 beds, 2 baths

$399,000

3 beds2 baths1,164 sq ft

17620 Chorvat Ave, Spring Hill, FL 34610

Property at 13570 Saddlebred Ln, Hudson, FL 34667, 4 beds, 4 baths

$959,900

4 beds4 baths4,023 sq ft

13570 Saddlebred Ln, Hudson, FL 34667

Property at 18822 Majestic Oak Ct, Hudson, FL 34667, 3 beds, 2 baths

$419,900

3 beds2 baths2,282 sq ft

18822 Majestic Oak Ct, Hudson, FL 34667

Property at 0 East Rd, Hudson, FL 34667, 4 beds, 2 baths

$549,900

4 beds2 baths2,000 sq ft

0 East Rd, Hudson, FL 34667

Property at 17047 Helen K Dr, Spring Hill, FL 34610, 4 beds, 2 baths

$479,000

4 beds2 baths1,536 sq ft

17047 Helen K Dr, Spring Hill, FL 34610

Property at 18441 Rigsby Rd, Spring Hill, FL 34610, 2 beds, 2 baths

$135,000

2 beds2 baths896 sq ft

18441 Rigsby Rd, Spring Hill, FL 34610

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Based on information submitted to the MLS GRID as of Tue Nov 03 2026. 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.

Average home prices near Shady Hills, FL

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Shady Hills, FL real estate trends

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Median Sale Price (All Home Types)

$399,810

-20.8% YoY | Sep 2026

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Based on Redfin calculations of home data from MLS and/or public records.

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Sep 2026

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% YoY

Shady Hills, FL

$399,810

-20.8%

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