29 Pine Dr, Homosassa, FL 34446
Property image
Property image
OFF MARKET

$279,500

Trulia Estimate
as of Sep 15, 2026
  • 3 Beds
  • 2 Baths
  • 2,852 sqft

29 Pine Dr, Homosassa, FL 34446

Sugarmill Woods

Home Highlights

Single-Family Home
2,852 sqft
$98/sqft
Attached Garage

Local Information

  • Map ViewExplore the area around 29 Pine Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

3 bedrooms plus office 2 baths 2 car garage in Cypress Village on a corner lot! Step into a large great room-dining room combo. Galley kitchen that overlooks the back yard through a bay window. Master bedroom with large walk in closet. Master bath with dual sinks and walk in shower. Office directly off of the master bedroom. 2 guest bedrooms are a good size, 1 with built ins. Well for irrigation. Pets allowed with owner permission and pet deposit. NO SMOKING.

Renter is responsible for electric, water, trash, AC filter replacement monthly, and lawn care. Hot tub does not work. Lease term is 12 month. Pet deposit required, $1800. No smoking.
29 Pine Dr, Homosassa, FL 34446 is a 3 bedroom, 2 bathroom, 2,852 sqft single-family home in Sugarmill Woods. It last sold for $123,000 on Dec 17, 2014 (6,208% above the $1,950 asking price). More recently, it was listed as a rental in December 2024 with an asking price of $2,100 per month. That rental listing was removed on March 7, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $279,500, with a rent estimate of $2,271/month.

Home Details for 29 Pine Dr

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 Year

Interior Features

Appliances & Utilities
Dishwasher
Heating & Cooling
Air ConditioningCooling System: Central Air

Exterior Features

Parking & Garage
Parking: Attached, On Site

Comparable Sales for 29 Pine Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
35 PINE DRIVE, Homosassa, FL
0.06
Single-Family Home
$330,000
09/26/25
3
2
2,368 sqft
16 Foxgreen Ct, Homosassa, FL
0.16
Single-Family Home
$342,000
02/17/26
3
2
2,348 sqft
14 Blue Beech Ct, Homosassa, FL
0.18
Single-Family Home
$352,000
02/04/26
3
2
2,298 sqft
4 FIG COURT E, Homosassa, FL
0.04
Single-Family Home
$340,000
05/22/26
4
3
3,022 sqft
50 PINE DRIVE, Homosassa, FL
0.18
Single-Family Home
$275,000
10/29/25
3
2
1,747 sqft
42 Pine Dr, Homosassa, FL
0.13
Single-Family Home
$405,000
08/14/26
4
2
2,577 sqft
39 Pine Dr, Homosassa, FL
0.10
Single-Family Home
$365,000
08/07/26
3
2.5
2,404 sqft
39 PINE STREET, Homosassa, FL
0.20
Single-Family Home
$360,000
05/21/26
3
2
2,191 sqft
5 Blue Beech Ct, Homosassa, FL
0.23
Single-Family Home
$370,000
04/21/26
3
2
2,356 sqft

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Rental Market Trends in Sugarmill Woods

Last updated Sep 2026
Trulia Rent Estimate$2,271/mo
Average rent
$2.09K
$105MoM
Available listings
33
View rental market trends in Homosassa, FL

Around this home

Neighborhood Overview

Sugarmill Woods
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Sugarmill Woods

At least 46 Trulia users voted on each feature.

  • 96 % Say car is needed

  • 93 % Say it's dog friendly

  • 92 % Say yards are well-kept

  • 92 % Say it's quiet

  • 85 % Say parking is easy

  • 80 % Say there's wildlife

  • 78 % Say there's holiday spirit

  • 74 % Say they plan to stay for at least 5 years

  • 70 % Say people would walk alone at night

  • 64 % Say neighbors are friendly

  • 35 % Say kids play outside

  • 30 % Say there are community events

  • 19 % Say it's walkable to grocery stores

  • 18 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Karats2010
    "I am just a visitor. I like the community Well kept. Friendly community. Great location. I would love to be able to live here. "
    1
    Flag
  • Chill10549
    "Very quiet lovely trees , nice variety of well kept homes, mostly retired but young families are here too"
    15
    Flag
  • Chill10549
    "Quiet, well kept up properties, nice people that are considerate. Lots of trees, pretty outdoors, backs up to green belt."
    23
    Flag
  • Angela
    "Nothing in particular here in this neighborhood. The city itself offers events and coordinates well, however. "
    5
    Flag
  • Joel P.
    "Safe place to live but can be improved. I’ve lived here for 12 years. Lots of places to visit for nature lovers. Not so much night life but close to cities. Easy access to expressway."
    4
    Flag
  • Angela
    "None that I can think of within last 30 years. Country club is only gathering space. More so for elderly. HOA is useless and targets the wrong homeowners. Does not bother the loud or messy homeowners. Only the 80 year old people who aren’t able to mow their lawn as often as the HOA would like. "
    24
    Flag
  • Patricia P.
    "Easy commute to Crystal River, Suncoast extension, Springhill and more. 50 minutes to Tampa on Suncoast. 10 miles to Crystal River. 15 miles to Spring Hill "
    1
    Flag
  • EagleOne
    "Plenty of space to walk your dog but lots of other dogs out there too! It is a very good idea to keep small dogs close because of predators though."
    4
    Flag
  • Rsrusa1
    "Friendly, neighborly, quite place to live. Shopping just around the corner. There are school buses for the children and transportation services for adults"
    19
    Flag
  • Mchildress7@tampabay.r.com
    "sugarmill woods in Homossosa Florida 34446 everyone i see cleans up after there dogs it is a great place to live very clean "
    3
    Flag
  • Tweaver712
    "nothing , it tries to be a retirement community but younger families are moving in and making it more attractive to buyers "
    0
    Flag
  • Drchillura
    "Great street. Excellent neighbors. Safe area. Warm weather makes this area perfect for any family. Animal friendly and good golf. "
    3
    Flag
  • Russ
    "We love the green belt concept here. Sugarmill Woods is a beautiful community! The homes are well kept, and it's a safe neighborhood."
    1
    Flag
  • Russ
    "lots of dog owners in my neighborhood seen waking them around the same times. seems like a good way for the neighbors to get together and chat while they are out."
    0
    Flag
  • D H. L.
    "Wonderful community with 3 golf courses, miles and miles of streets for biking & walking."
    0
    Flag
  • dhl
    "Backs up to 3rd Fairway on Sugarmill Woods golf club. Huge back yard. No pets are allowed in this community."
    0
    Flag
  • ewhfla
    "Sugarmill Woods is a great location to live in. There isn't much Nightlife in Homosassa, but you can hop on the Suncoast Parkway and you are in Tampa within an hour and can dine, dance, and see first rate shows to your hearts content. I used to live in the "woods" for many years with my parents. As an adult it was hard to find other Young adults my age; but I think that SMW should target younger people to fill the gap being left by older retirees who are leaving! Singles and families should be moving in. Create and sense of community for the next generation. The homes are not that expensive and both the original part and Oak Village and Southern Woods offer different price ranges and styles to meet all of your needs. A big plus is the new plaza that was built off of 98 and 19! How great is it to have a PUBLIX in your back yard and so close! Take a look around and you maybe surprised. There is more than just manatees here."
    0
    Flag

LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
Mar 7, 2025
Source: Zillow Rentals
ListingRemoved
$1,950
Jan 17, 2025
Source: Zillow Rentals
PriceChange
$1,950
Price decreased by 3%
Jan 15, 2025
Source: Zillow Rentals
PriceChange
$2,000
Price decreased by 5%
Dec 1, 2024
Source: Zillow Rentals
Listed For Rent
$2,100
Mar 28, 2023
Source: Zillow Rentals
ListingRemoved

Frequently asked questions about 29 Pine Dr

  • What is 29 Pine Dr estimated to be worth?
    Trulia's estimated value for 29 Pine Dr in Homosassa, FL is $279,500.
  • What is the price history for 29 Pine Dr?
    29 Pine Dr in Homosassa, FL last sold for $123,000 in December 2014.
  • Is Homosassa a buyer's or seller's market?
    Homosassa is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Homosassa?
    The median sale price in Homosassa is $318K. That is up $10.28K from the prior month.
  • Does 29 Pine Dr have air conditioning?
    Yes, 29 Pine Dr in Homosassa, FL has air conditioning.
  • Does 29 Pine Dr have parking?
    Yes, 29 Pine Dr in Homosassa, FL has on-site parking.

Homes for rent near 29 Pine Dr

Skip to last item
Skip to first item

Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
Skip to last item
  • Results are loading
Skip to first item